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Condos in Florida Keys, FL

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All 1,145 Rentals in Florida Keys
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From
$375
Per Night
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1 / 35
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Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 4
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From
$5,382
Per Week
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1 / 15
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Marathon
5 Bedrooms, 5 Bathrooms, Sleeps 10
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$437
Per Night
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1 / 1
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Marathon
2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$1,690
Per Week
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1 / 29
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Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Patio
  • Microwave
  • Dryer
  • Dishwasher
  • TV
  • Washer
  • Safe
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Paradise point! This is a newly renovated (Spring 2014) home in a private gated community. Located at mile marker 106 on the bayside in Key Largo, this home is an ideal location for those looking to enjoy life on the water in the Florida keys. The home is situated for convenient access to... View all property information
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4 of 5 stars Reviewed 8 January 2015
I stayed at the Bayside home from 12/31/14-1/6/15 and it was wonderful. Joy and Doug were very accommodating and available for any and all questions. The place was perfect to sit...
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$1,752
Per Week
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1 / 36
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Key Largo
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (8) Make Enquiry
Amenities & Details
  • Refrigerator
  • Ceiling Fans
  • Terrace
  • Washer
  • Sauna
  • Microwave
  • Ping Pong Table
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Updated and comfortable 2 bedroom, 1 and 1/2 bath condominium in Moon Bay Resort in beautiful Key Largo, Florida. Pool, tennis court, marina with boat slips and clubhouse are just some off the amenities. This property has a sunset view of Blackwater Sound from the balcony which also overlooks the... View all property information
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5 of 5 stars Reviewed 13 August 2014
We stayed here with our children and had a great time. The condo is older--one of the natives said it was one of the oldest on Key Largo--but you couldn't tell it. The property...
5 of 5 stars Reviewed 2 June 2014
Our Trip was amazing!! During the crazy christmas season it was so nice to get away and enjoy a relaxing vacation with friends. The condo we stayed at was very well kept and...
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$2,628
Per Month
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1 / 32
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Hairdryer
  • Air Conditioning
  • TV
  • DVD Player
  • Dishwasher
  • Porch
  • Terrace
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
A LITTLE SLICE OF PARADISE (monthly rental): Imagine yourself in a secluded, gated community steps from the golf course, minutes from the beach, airport and some of the local's favorite restaurants. Spend a month (or two) in A Slice of Paradise and you may never return home. Two bedrooms, 1 full... View all property information
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From
$2,128
Per Week
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1 / 19
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Islamorada
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
Amenities & Details
  • Microwave
  • Wi-Fi
  • Washer
  • Dishwasher
  • Ceiling Fans
  • Refrigerator
  • Grill
  • Terrace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
BEAUTIFUL NEWLY REMODELED 3 BEDROOM, 2 FULL BATHROOM VACATION RENTAL IS LOCATED IN THE EXECUTIVE BAY CLUB. BREATHTAKING BAY VIEW FROM YOUR OWN BACK YARD! UNIT HAS BRAND NEW CUTOME KITCHEN CABINETS WITH GRANITE COUNTER TOPS. ALL STAINLESS STEEL APPLIANCES, DOUBLE DOOR REFRIGERATOR, DISHWASHER,... View all property information
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5 of 5 stars Reviewed 23 February 2015
The place was beautifully decorated and in excellent condition. From the patio you had an excellent ocean view that was a short walk to a small beach. My teens has a blast and...
5 of 5 stars Reviewed 23 February 2015
When we first contacted the owner regarding the rental, she responded immediately and was very nice and helpful. The unit was impeccable when we arrived and the location in the...
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From
$377
Per Week
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1 / 26
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Key Largo
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • DVD Player
  • Refrigerator
  • Patio
  • Wi-Fi
  • Satellite TV
  • Ceiling Fans
  • Washer
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Look No Further As This Is An Excellent Deal!!!! Best Value For Your Money!!!! You will truly enjoy this key Largo vacation home!! It is conveniently located at a mile marker 103.5, Adjacent to world famous John Pennekamp Coral Reef State Park, where you can experience... View all property information
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4 of 5 stars Reviewed 27 March 2014
Unit was very comfortable & clean! If you are traveling on a tight Vacation Budget this is the spot! Close to many FINE Restaurants The Fish House/Encore for Dinner, Evelyn's is...
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From
$25,032
Per Month
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1 / 7
Islamorada
8 Bedrooms, 6 Bathrooms, Sleeps 16
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Amenities & Details
  • Fireplace
  • Parking
  • Microwave
  • Refrigerator
  • Washer
  • TV
  • Garage
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Keys Oceanfront Estate The Florida Keys largest and most presteges home A peaceful and picturesque mansion awaits you and your loved ones in Islamorada, Florida. Grab your rod and reel, for an afternoon of casting right off the dock. Enjoy the abundance of nature right outside your door while you... View all property information
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5 of 5 stars Reviewed 26 March 2014
The house was amazing! Just as the pictures show. We were traveling with 4 adults and 6 teenagers. There was always something for everyone to do. The property manager was friendly...
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From
$313
Per Night
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1 / 25
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Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
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Amenities & Details
  • Refrigerator
  • TV
  • Dishwasher
  • Ceiling Fans
  • Grill
  • Dryer
  • Deck
  • Terrace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Welcome to beautiful Islamorada located in the Florida Keys. Islamorada is known as the 'Sport Fishing Capital of the World'. Our ocean contains the world's most sought-after gamefish including tuna, dolphin, Marlin, permit, tarpon and bonefish. In addition to fishing, Islamorada is a favorite of... View all property information
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5 of 5 stars Reviewed 16 November 2014
my husband and 2 friends stayed in this unit for 4 days and 3 nights. they found the condo to be clean, plenty of space and conveniently located. they would definitely stay...
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From
$313
Per Night
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1 / 14
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Key Largo
2 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer
  • Grill
  • Deck
  • Terrace
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This beautifully refurbished 4th floor condo has great marina and ocean views from the living room, master bedroom & balcony! Gorgeous wood floors throughout and new furnishings lend an elegant atmosphere with lots of comfort in mind. Master bedroom has a king-sized bed, while guest bedroom has 2... View all property information
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5 of 5 stars Reviewed 25 January 2015
My husband and I stayed in 401 Kawama Towers in November. We had a wonderful time. The views are even better than the pictures show and the unit was spotless which are both...
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$4,381
Per Week
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1 / 28
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Matecumbe Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • Microwave
  • DVD Player
  • Dryer
  • Ceiling Fans
  • Washer
  • Dishwasher
  • Patio
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Dive right into paradise while staying at Casa Rio. With a beautiful view of a sleepy natural waterway in the Florida Keys you can quickly relax and transform into 'island time.' This exclusive bayside home is situated in a secluded location on Islamorada with quick access to the Florida Bay and... View all property information
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4 of 5 stars Reviewed 18 February 2015
We had a great family time in this house. It's perfectly located in the Keys. It's clean, well equiped, quiet and peaceful.
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From
$334
Per Night
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1 / 36
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Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
Details Reviews (6) Make Enquiry
Amenities & Details
  • Dryer
  • Hot Tub
  • Dishwasher
  • TV
  • Patio
  • Ceiling Fans
  • Microwave
  • Garage
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Come to the Florida Keys and enjoy living in luxury at 'Blue Heaven'. There are blue skies, crystal clear blue water, calm tropical breezes at 'Blue Heaven' every day. This beautiful new three bedroom, three bath villa has 2,000 square feet on 2 levels with under cover parking. It is located in the... View all property information
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5 of 5 stars Reviewed 23 November 2014
Really enjoyed this home, clean,secure, owner answered all questions in a timely fashion. Highly recommended!
5 of 5 stars Reviewed 30 May 2014
We spent seven wonderful days at Blue Heaven . When we arrived we were astonished by the clean, modern,well equipped home . Located centrally in Marathon, it was a great central...
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From
$438
Per Night
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1 / 59
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Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (8) Make Enquiry
Amenities & Details
  • TV
  • Patio
  • Safe
  • Garage
  • DVD Player
  • Dishwasher
  • Washer
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Villa Los-Montes Beautiful Summer Gate away, Paradise in the Keys. All Sales & Florida Taxes are Included on Pricing quote. We have NO hidden fees or additional taxes. Rates quoted are all inclusive, except standard $175.00 Cleaning Fee and PDP Fee. There being no damages, the security deposit... View all property information
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5 of 5 stars Reviewed 17 February 2015
Stayed here for two weeks with another couple and we all enjoyed ourselves very much. The house is a very pleasant place and was ideal for 2 couples. Enjoyed sitting on the...
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From
$168
Per Night
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1 / 20
Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • # Of Bathrooms
  • Number Of Bedrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
MINIMUM STAY 1 MONTH: This 4th floor end unit in one of Key Largo's finest bay front condominium complexes offers a beautiful view of the Florida Bay and lots of natural light. You'll love the updated kitchen with granite counters, new cabinetry and appliances. New linens and fresh paint add to... View all property information
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From
$156
Per Night
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1 / 27
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Grassy Key
Studio, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Linens Provided
  • Parking
  • Dryer
  • TV
  • Internet Access
  • Ceiling Fans
  • Microwave
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Two charming efficiencies located 50 yards from the Atlantic Ocean. Both are fully furnished with well-equipped kitchens and are decorated with a Caribbean flair. In the private front yard, each unit has a gas-BBQ grill, a picnic table with large umbrella's for shade. Unit 9 has two single beds... View all property information
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5 of 5 stars Reviewed 12 June 2014
We stayed for one week in January. We loved our one room efficiency with its beautiful art work and nice decor. The neighbors were great, the sunsets were awesome, the small...
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From
$501
Per Night
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1 / 17
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Matecumbe Key
3 Bedrooms, 3 Bathrooms, Sleeps 5
Bookings
Details Reviews (6) Make Enquiry
Amenities & Details
  • Microwave
  • Ceiling Fans
  • TV
  • Refrigerator
  • DVD Player
  • Dryer
  • Hot Tub
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
3 bedroom, 2.5 bath home at the end of a quiet private road in Islamorada. Queen bed in the master with a fantastic view of the ocean from your pillow. Two queen beds in the second bedroom with en suite bath The third bedroom is used as an office. From the moment you open the front door you have... View all property information
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5 of 5 stars Reviewed 18 January 2015
Stayed at this fabulous home again, and once again the title is absolutely correct... I did not want to leave. This time, we bought groceries on our way down, and with that...
5 of 5 stars Reviewed 9 July 2014
This was our first trip to the Keys and not knowing the area, we splurged on this house. We were not disappointed! It was very peaceful, roomy, clean, nicely decorated, and the...
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From
$313
Per Night
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1 / 32
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Key Largo
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • TV
  • Washer
  • Dishwasher
  • Patio
  • Deck
  • Waterfront
  • Microwave
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This is a brand new furnished vacation rental on the point with the best sunset views. Rates have been reduced during this introduction period. This home has 2 bedrooms and 1 and a 1/2 bath. It has a 700 sq ft addition of kitchen and family room with direct views of the sunset. New leather... View all property information
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From
$156
Per Night
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1 / 13
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Grassy Key
Studio, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Guest Count
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Two charming efficiencies located 50 yards from the Atlantic Ocean. Both are fully furnished with well-equipped kitchens and are decorated with a Caribbean flair. In the private front yard, each unit has a gas-BBQ grill, a picnic table with large umbrella's for shade. View all property information
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4 of 5 stars Reviewed 30 April 2014
Our rental worked out great. We explored the Keys north and south from Marathon. Our "base" was attractive, clean, and thoughtfully equipped for our stay.
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$2,628
Per Month
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1 / 33
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Guest Count
  • Balcony
  • # Of Bathrooms
  • Internet Access
  • Hairdryer
  • TV
  • Terrace
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
WIND SWEPT: Imagine yourself nestled within a serene, lushly landscaped picturesque community with walkways meandering around the only Caribbean golf course in the United States.This lovely 2 bedroom 1.5 bath townhome is freshly painted and newly furnished. Enter the open and airy living space... View all property information
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3 of 5 stars Reviewed 12 December 2013
The house was great Loved being on the golf course very quite area great pool Security was very nice and helpful The staff: At home was great Libby is the best
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From
$8,135
Per Week
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1 / 34
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Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Refrigerator
  • Ceiling Fans
  • Grill
  • DVD Player
  • Terrace
  • Microwave
  • TV
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Welcome to 'SANDY BEACH' in Key Largo, Fl. Enjoy amazing sunsets from your own private white sandy beach and swaying palm trees that leads you into the warm ocean blue waters of the Florida Bay. This gated 1 acre 3/3 pool home has been updated and beautifully decorated. It can sleep 8 to 10... View all property information
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5 of 5 stars Reviewed 10 June 2014
This place is truly amazing! The beach is clean and the good sand extends out into the water. The amenities are endless in the house. Kids loved the pool as it gave them a...
5 of 5 stars Reviewed 15 March 2014
My family of 7 including 2 babies just had a wonderful week at Sandy Beach. The house is perfect for a group with large quiet bedrooms. The outdoor kitchen and beautiful private...
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From
$175
Per Night
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1 / 24
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Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Ceiling Fans
  • Microwave
  • Grill
  • Washer
  • Patio
  • DVD Player
  • Garage
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Plan your next Shore Leave at this gorgeous waterfront Key Largo home on Largo Sound, Oceanside near Mile Marker 103! Beautifully furnished and updated, with living room, kitchen and half-bath at ground level & 3 bedrooms & 2 bathrooms upstairs. Master bedroom has a Queen bed. Guest bedroom #1 has... View all property information
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5 of 5 stars Reviewed 4 March 2014
My husband and I greatly enjoyed our Valentines weekend at this house. It was very clean and comfortable. The backyard was awesome to fish from and the kayaks were so much fun...
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From
$1,877
Per Week
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1 / 22
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Islamorada
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • DVD Player
  • Refrigerator
  • Satellite TV
  • TV
  • Waterfront
  • Dishwasher
  • Microwave
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beautiful bayside condo, 3bedrooms 2baths, sleeps 6 comfortably, new sealy beds in all rooms with cable and wifi. Newly furnished and clean. Comes with 36 foot boat slip in the marina. There is a boat ramp on the property along with a brand new pool. Deep water dockage and deep channel to... View all property information
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4 of 5 stars Reviewed 15 June 2014
We spent a full week at this Futura Yacht Club rental, which we enjoyed very much. Here are the pro's and con's: Pro: Boat slip accommodated our 29 foot boat well Fresh water...
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From
$626
Per Night
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1 / 43
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Matecumbe Key
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (9) Make Enquiry
Amenities & Details
  • Patio
  • TV
  • Refrigerator
  • Ceiling Fans
  • Sauna
  • Dishwasher
  • DVD Player
  • Safe
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beautiful two story home ......four bedroom three baths.....on your private white sandy Beachfront property with large pool facing the ocean. First floor is independent with a very large one bedroom, bar with wine cooler full bath, living, dinning and new kitchen. The covered patio is huge at... View all property information
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5 of 5 stars Reviewed 20 January 2015
I don`t know what place the last reviewer stayed at? It wasn`t here! This house was spectacular from the moment we arrived! The house and grounds were immaculate and clean, no...
1 of 5 stars Reviewed 1 January 2015
We arrived at the rental property excited to begin our vacation. Unfortunately we found numerous problems with the property which prevented us from staying at the residence. We...
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From
$1,073
Per Night
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1 / 13
Marathon
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Parking
  • Ceiling Fans
  • Grill
  • Fireplace
  • DVD Player
  • Washer
  • Deck
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
You own private island on the ocean side off the City of Marathon in the Florida Keys. The island is built on a coral reef. Beautiful snorkeling, diving, fishing, and all types of water sports. The island is a short 3 minute boat ride from the City of Marathon in the Heart of the Florida Keys.... View all property information
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From
$437
Per Night
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1 / 18
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Key West
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • DVD Player
  • Microwave
  • TV
  • Patio
  • Refrigerator
  • Dryer
  • Washer
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
FOR INSTANT PRICING, go to KeyWestYachtandBreakfast.com. Most nights require 3 night minimum but email or call us if you want less and we can negotiate a fair rate. Upscale 'Yacht and Breakfast'! 3 bedroom, 4 bed, 2ba luxury yacht. Fully equipped from bow to stern -- Galley (kitchen to the... View all property information
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5 of 5 stars Reviewed 12 January 2015
It never crossed my mind to look into staying on a Yacht in Key West. Now, everywhere we travel it is our first option. The boat accommodations were perfect for us. We could fish...
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From
$344
Per Night
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1 / 29
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Islamorada
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Terrace
  • Dishwasher
  • TV
  • Patio
  • Microwave
  • Refrigerator
  • Washer
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Thank you for considering Our home in the Florida Keys!... Our slice of Paradise! Stay at a Luxury Townhome at Executive Bay Club (Islamorada , Florida ) The Executive Bay Club is located in Islamorada which is best known for it's crystal blue water where you can enjoy sport fishing, snorkeling,... View all property information
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From
$307
Per Night
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1 / 30
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Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 9
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Patio
  • Garage
  • Refrigerator
  • Washer
  • Dishwasher
  • DVD Player
  • Dryer
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beautiful 2 story 3 bedroom 2 baths home. Located in Key Largo at MM 103 on the bayside and close to John Pennekamp Park, local shopping, fine restaurants, diving, charter fishing or just swimming with the dolphins! This home has an open water view overlooking the beautiful Florida Keys bay, Relax... View all property information
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5 of 5 stars Reviewed 22 July 2014
Gorgeous views, easy boat and water access, clean house with fun beach decor, all for a great price. Thank you, we will be coming back!
5 of 5 stars Reviewed 20 June 2014
This rental was as nice as pictured. Everything is new and very tastefully decorated. Beds were comfortable with fresh and clean smelling sheets. House is in a very quiet area...
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From
$2,065
Per Week
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1 / 11
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Marathon
4 Bedrooms, 4 Bathrooms, Sleeps 12
Booking
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Amenities & Details
  • Parking
  • Microwave
  • Dishwasher
  • Terrace
  • Washer
  • Ceiling Fans
  • Refrigerator
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Fisherman's Dream!! Clean comfortable duplex with huge yard on the water and close to everything. Plenty of parking and deepwater access/ dockage for up to 2 boats. Waterfront 4BR/4BA Duplex with ample dockage and parking for groups from 1 to 12 people. Can be split into 2- 2BR/2BA units that will... View all property information
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5 of 5 stars Reviewed 6 July 2014
Perfect all the way. This is perfectly located to easily access all of the surrounding attractions. I would highly recommend this rental to anyone that wants a great home on the...
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$338
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Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (21) Make Enquiry
Amenities & Details
  • Microwave
  • Stereo System
  • Dishwasher
  • TV
  • Parking
  • Grill
  • Ceiling Fans
  • Terrace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setting amongst neighbors. 1800 Atlantic sits on 400 feet of oceanfront property. An expansive pool and spa sits oceanside surrounded by a lushly landscaped garden of native Key West plants and trees.... View all property information
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5 of 5 stars Reviewed 26 September 2012
Our recent stay at Vista Fresco was great. Everything we needed from the blender to extra bath towels was provided. The only issue was something that management could do nothing...
2 of 5 stars Reviewed 4 July 2012
We stayed at Vista Fresco in March, 2012 with our 9 & 11 year-old children for Spring Break. I feel like we were mislead about the property in some respects, and we didn't feel...
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$1,120
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Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Ceiling Fans
  • DVD Player
  • Dishwasher
  • Microwave
  • Safe
  • Garage
  • Patio
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
The condo is located in a complex called Moon Bay More like a resort than a condominium. Free tennis courts, saunas, a private boat slip, and a dock for fishing and saltwater swimming, to mention just a few of the amenities. The unit is on the fourth floor of an elevator building, making for... View all property information
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5 of 5 stars Reviewed 9 January 2015
We stayed in A407. This condo unit is nicely set up with everything you could need. The beds are very comfortable with the master bedroom having a view of the bay, so nice to...
4 of 5 stars Reviewed 8 October 2013
We stayed in condo B-106, owned by Gloria, who prepared everything for our arrival. Erin, her housekeeper met us on arrival and showed us round. Everything was as promised. The...
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$1,752
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Matecumbe Key
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Grill
  • Patio
  • TV
  • Terrace
  • Refrigerator
  • Deck
  • Ceiling Fans
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Dive right into paradise while staying at Casa Rio. With a beautiful view from a raised master suite in the Florida Keys you can quickly relax and transform into 'island time.' This exclusive bayside home is situated in a secluded location on Islamorada with quick access to the Florida Bay and... View all property information
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From
$313
Per Night
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Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 7
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Amenities & Details
  • Ceiling Fans
  • Waterfront
  • Grill
  • Hot Tub
  • Washer
  • DVD Player
  • Terrace
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Condo, 2 Bedrooms + 2 Baths (Sleeps 4-7) in Port Largo Villas Perfectly located condo across the street from Ocean Divers and Sharkey’s Pub and Galley in the heart of Key Largo. Quiet, serene and relaxed, yet still close to all ithe main fishing, diving and boating amenities. Recently updated,... View all property information
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4 of 5 stars Reviewed 25 March 2014
Walking distance to snorkel, dive and evening cruises. Nice pool, good views from our balcony over the canal. Ate at many nice restaurants, liked the Fish House and Lazy Days...
5 of 5 stars Reviewed 8 January 2014
Clean, well maintained and stocked. Nicely decorated. You can tell the owners use the condo. We walked to the Scuba charters and training pools. Several locations within...
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$1,183
Per Week
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1 / 10
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Key Largo
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
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Amenities & Details
  • Washer
  • Internet Access
  • Linens Provided
  • Microwave
  • Air Conditioning
  • Ceiling Fans
  • Parking
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
1 Bedroom in Key Largo Kingsized bed and day bed, wifi, cable and air con. screened front porch. We are located close to grocery store and restaurants on the bayside. There is also a 2br upper and studio available for rent in this triplex. We are located at mile marker 105 on the... View all property information
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4 of 5 stars Reviewed 8 July 2014
We stayed here 4th of July weekend. The unit itself was nice and clean, pots and dishes were there to prepare breakfast etc. Good size bathroom and living/ dining room area...
4 of 5 stars Reviewed 5 March 2014
Nice older rental in quiet neighborhood. Part of a home that was divided into several units. The unit will sleep up to four since it has a day bed. However, you'll notice in...
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From
$4,756
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Key West
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (2) Make Enquiry
Amenities & Details
  • Satellite TV
  • Dishwasher
  • Deck
  • TV
  • Air Conditioning
  • Ceiling Fans
  • Stereo System
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
30 DAY MINIMUM RENTAL This cute cottage just off of Frances Street is a great hideaway, still in Old Town, but a good central location to get to the Historic seaport or new town. The light & airy combined living/dining area with its soft color toned furnishings, hardwood floors & many windows... View all property information
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4 of 5 stars Reviewed 6 February 2013
We really loved the cottage and did appreciate all the little extras our host had provided. The location couldn't have been more convenient. We rented bicycles but could have...
5 of 5 stars Reviewed 26 June 2009
I have rented the Angla Cottage for the past three seasons. The house is very comfortable with space for guests in a separate portion of thje house. Swimming pool is great, and...
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From
$494
Per Night
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Key West
3 Bedrooms, 4 Bathrooms, Sleeps 10
Bookings
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Amenities & Details
  • Refrigerator
  • Dryer
  • Deck
  • Microwave
  • Grill
  • DVD Player
  • Dishwasher
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • x
About this property
1207 Heaven is Key West Casual at it's best! Decorated by a world travelling, gallery Curator/Artist/Entrepreneur- the place is a refreshing twist of elegant, sophisticated & funky with local & international art, contemporary & mid-century modern decor & comfort. The layout includes 2 bedrooms &... View all property information
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4 of 5 stars Reviewed 21 February 2015
Stayed for 9 nights in Feb. 2015. Traveled with spouse and another couple. Plenty of room for 3 couples at this house. Location was a little farther than we thought from devall...
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$282
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Cudjoe Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
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Amenities & Details
  • Dryer
  • Dishwasher
  • Hot Tub
  • DVD Player
  • Washer
  • Safe
  • Microwave
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Dock you boat or jet skis behind this nicely decorated 2 bedroom 2 bathroom(sleeps up to six people) on a deep water canal just a stone's throw from the open water of the Atlantic Ocean. On-site amenities include an 80 foot heated swimming pool, seperate pool for the kiddies, jacuzzi, marina, boat... View all property information
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5 of 5 stars Reviewed 25 October 2014
Awesome Cudjoe Key get a way. Good sized personal dock behind the house for my boat and great Atlantic Ocean access, was in deep water in about 10-15 minutes. Good fishing off the...
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From
$232
Per Night
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Key West
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Patio
  • Dryer
  • Dishwasher
  • Ceiling Fans
  • TV
  • DVD Player
  • Washer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Historic 'conch' house has been completely redesigned and custom crafted by 2 architects as our home away from home. Featured on HGTV in 2007 (!), this intimate house boasts many fun and thoughtful features which will help make your stay in Key West special. It is located in a wonderfully private... View all property information
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5 of 5 stars Reviewed 8 December 2014
This is a wonderful conch house in Old Town, Key West. The house is just around the middle of Old Town, so you can walk or bike to the harbor, the ocean, and the great music at...
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From
$269
Per Night
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Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • Ceiling Fans
  • Dryer
  • Washer
  • Refrigerator
  • Parking
  • Safe
  • Patio
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beautiful 2 bedroom, 2 bathroom Conch House located minutes from Pennekamp State Park. Fully equiped modern kitchen, spacious living area. Two comfortable decks for leisure and entertainment. Hot and cold outdoor shower. Steps away from home owner's park complete with covered picnic area, sandy... View all property information
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5 of 5 stars Reviewed 10 January 2015
We thoroughly enjoyed our holiday stay in the Keys So Happy house. It’s a wonderfully restored and appointed mid-century cottage with private access to Largo Sound and proximity...
5 of 5 stars Reviewed 23 March 2014
Charming bungalow...great outdoor deck and patio... Fully equipped...easy access to shopping restaurants and nightlife...highly recommend
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From
$388
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Key West
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Reviews (17) Make Enquiry
Amenities & Details
  • Grill
  • Air Conditioning
  • VCR
  • Stereo System
  • Parking
  • DVD Player
  • Balcony
  • Hairdryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
DUVAL COURTYARD - Located just steps from famous Duval Street in the rooftop community of Duval Square, this three bedroom two bath townhome has plenty of space, a fabulous location and all the amenities you could wish for. The main living area is spacious and flows from kitchen to dining area to... View all property information
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5 of 5 stars Reviewed 16 April 2014
Our stay at Duval Courtyard was great except for the flight of stairs to the apartment. Anything that we had a problem with was quickly fixed. The home is very comfortable with...
4 of 5 stars Reviewed 24 October 2013
We enjoyed our time in Key West and at the home in Duval Courtyard. The location is great and the home was well , equipped and clean. Everyone we talked to regarding the home...
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From
$179
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Key Colony Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Parking
  • Dishwasher
  • DVD Player
  • Dryer
  • Playground
  • TV
  • Washer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Key Colony Beach house description SPECIAL rate of $999.00 for 4 guests (may have 6, $35 per extra person, 6 max total) Valid for Spring and Fall (except Thanksgiving), Summer is $1100 per week, Please check calendar for open weeks. Weekly rental, Saturday-Saturday, excluding Thanksgiving NEW... View all property information
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5 of 5 stars Reviewed 2 November 2014
We had an awesome time at "Key Escapes", even though the weather did not really cooperate much of the time. The location of this duplex was wonderful, right on the channel with...
5 of 5 stars Reviewed 29 June 2014
From the beginning to the end, it was the best vacation ever! The owner was such a delight to work with! KEYS ESCAPE rental was perfect! If you looking for a real keys...
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From
$7,879
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Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (7) Make Enquiry
Amenities & Details
  • Deck
  • TV
  • Microwave
  • Refrigerator
  • Dryer
  • Ceiling Fans
  • Safe
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Seabird Key is a ten acre private island available for rental by the week featuring an architecturally stunning home with gracious porches and multi level decks; a private, sandy beach and beautiful, tropical gardens throughout. Only 5 minutes offshore by boat, this is the Island that has it... View all property information
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5 of 5 stars Reviewed 28 December 2014
We were lucky enough to spend the week of Christmas at Seabird Key. The owners have thought of everything. The grounds, beach, docks, craftsmanship, decor and all amenities are...
5 of 5 stars Reviewed 23 September 2014
From the moment you step foot on this beautiful island paradise, you'll feel like you've been transported to your own little private world! Every amenity has been thought of from...
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From
$323
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Islamorada
2 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Gym
  • Washer
  • Parking
  • TV
  • Safe
  • Ceiling Fans
  • Refrigerator
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Escape to Islamorada in the Florida Keys and enjoy the breathtaking gulf and ocean views from your top floor balcony in this decorator furnished, two bedroom luxurious condo. This unit located in the complex of Bay Harbour offers a private 50' boat slip, heated swimming pool, hot tub, club... View all property information
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5 of 5 stars Reviewed 7 February 2015
This condo has more than you would expect in a condo. It has every utensil, cookware, storage containers appliances both small and large you could ever need. Unlike most condo...
5 of 5 stars Reviewed 2 September 2014
Looked far and wide for a place in the keys that was on one level for my mom that uses a walker. Finally found the one! The owner is very helpful and communicative and worked...
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From
$263
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Marathon
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • DVD Player
  • Terrace
  • Parking
  • Satellite TV
  • Refrigerator
  • Ceiling Fans
  • VCR
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
When you arrive, you know you've come somewhere very special. This condo has the most spectacular views of the the Atlantic Ocean and a pristine heated pool. Located on Coco Plum Beach in Marathon, Florida Keys, you're in a secluded yet central base for all Keys sightseeing and activities, if you... View all property information
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5 of 5 stars Reviewed 21 December 2013
This is the ideal place for a relaxing break, perfectly situated in the middle of the Florida Keys, so you have the facilities of Marathon on your doorstep and can easily drive to...
5 of 5 stars Reviewed 6 October 2013
This condo has an amazing view of the ocean! When we weren't walking on the beach or swimming in the pool it was nice to sit on the patio and just enjoy our surroundings. The...
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From
$588
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Key West
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • VCR
  • DVD Player
  • Deck
  • Satellite TV
  • Dishwasher
  • Stereo System
  • TV
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This property has it all! The styling of the original shot gun homes of Key West restored with a beautiful natural cypress exterior combines with the clean lines of a contemporary home. Each Twin opens to it's own semi-private deck and lounge area with steps into a large kidney shaped pool with... View all property information
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From
$237
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Key Largo
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
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Amenities & Details
  • Patio
  • Washer
  • Refrigerator
  • DVD Player
  • Microwave
  • TV
  • Satellite TV
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Escape to Key Largo's ultimate weekend or vacation getaway ~ the best Inn in the Florida Keys. Located directly on the Atlantic Ocean, in unspoiled Largo Sound. Offering the best access to the finest of Florida Keys charter fishing, Everglades's excursions, Eco-tours, snorkeling and scuba diving.... View all property information
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5 of 5 stars Reviewed 23 July 2014
Our unit was just big enough for the two of us having one bedroom, one bath. Walk out about 15 ft. to the pool and another 20 ft to the water. Beautiful sunsets! Diving nearby...
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From
$3,755
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Long Key
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
I've owned this house for over 25 years. It's available for rental throughout the calendar year. I rent the house minimum stay 90 days, as per the rules by the city of Layton in Long Key, Florida. The house is on a dead end street just off mile marker 69. It's a very tranquil and peaceful... View all property information
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5 of 5 stars Reviewed 4 December 2013
Loved this place, I will not stay in a hotel again when visiting the keys! Great Price! Excellent Location near to stores, bars, and fun. Just an hour drive to key west and...
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From
$375
Per Night
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Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • Satellite TV
  • Ceiling Fans
  • Washer
  • Grill
  • Dryer
  • Microwave
  • Waterfront
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
We also have monthly and 3 day weekend rates! Vacation in Paradise!!... you will love this fun filled, relaxing townhouse in the beautiful Florida Keys. The Executive Bay Club is located in Islamorada, the Sport Fishing Capital of the World. It is a private, gated community and the grounds have 2... View all property information
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5 of 5 stars Reviewed 16 January 2015
The Daniels' property was an outstanding vacation rental. It is centrally located in the middle of Islamorada. This is a two story end unit condo that is in perfect, (yes...
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From
$232
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Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • TV
  • Microwave
  • Deck
  • Sauna
  • Ceiling Fans
  • Washer
  • Patio
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Welcome to your home away from home! “Bel Cielo” is a beautiful two-story condo in the quaint community of Moon Bay, located at mile marker 104 in Key Largo. (Moon Bay was recently featured on HGTV's Beach Front Bargain Hunt!) Featuring 1,146 square feet of living space with handsome furnishings,... View all property information
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4 of 5 stars Reviewed 11 August 2014
Bel Cielo is nicely furnished and well maintained. An abundance of bath and beach towels is included and the kitchen is fully equipped. The owner responded promptly to questions...
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From
$2,503
Per Week
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Conch Key
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (6) Make Enquiry
Amenities & Details
  • Satellite TV
  • Grill
  • DVD Player
  • Deck
  • Stereo System
  • Ceiling Fans
  • TV
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Our Florida Keys tradional island home is a fully furnished 2 bedroom, 1 bath plus Florida room with a deck overlooking the bay. It is surrounded by lush vegetation and large towering coconut palm trees. The house has been decorated in a nautical flavor with many fine antiques collected from around... View all property information
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5 of 5 stars Reviewed 2 February 2015
My husband & our friends thoroughly enjoyed our stay at "Conched Out", eating out at Barry & Dan's recommended restaurants nearby or grilling by the docks. Dan's suggestion to...
4 of 5 stars Reviewed 28 April 2014
Comfortable, homey/cozy feeling cottage with the bonus of the daily use of a compact sailboat! A/C, ceiling fans, full kitchen, comfortable queen sized beds, BBQ, porch with fans...
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Florida Keys Vacation Rentals

Relaxing in a hammock under a swaying palm tree. Sipping a margarita. Enjoying a cheeseburger in paradise. Life in the Florida Keys is unique, laid-back and fun. Spending your stay in a cramped, sterile hotel room just doesn’t seem to fit the lifestyle. You should consider a vacation rental. We’ll help you find special deals on beach houses, condos, townhouses, cottages and cabins in a variety of settings in Key Largo, Marathon, Islamorada, Big Pine Key and the Lower Keys, Key West and other locales. Better still, you’ll have lots of space to spread out and relax as well as a fully-equipped kitchen where you can fix the perfect margarita.

Florida Keys attractions and activities

From phenomenal scuba diving and snorkeling to world-class ocean sportfishing and flats fishing to eco-tours and sunset watch parties, the Florida Keys has something for everyone. Each section of the Keys has its own unique attractions. In Key Largo, visit John Pennekamp Coral Reef State Park, a spectacular undersea park. In Islamorada, the Theater of the Sea Marine Mammal Park, offers opportunities to swim with dolphins and other creatures. At Marathon’s Crane Point, you can hike through a preserved tropical hardwood grove. In the Lower Keys, beach enthusiasts love the Bahia Honda State Park with its white sandy beaches. Key West is home to the Ernest Hemingway Home and Museum, the Key West Butterfly & Nature Conservatory and Mel Fisher’s Maritime Heritage Museum.

Live like a local in a Florida Keys rental

A vacation rental allows you the freedom to pursue the Florida Keys getaway perfect for you and your family. You’ll have ample space to store your fishing equipment, scuba and snorkeling gear, beach toys and other necessities for a great beach vacation. When it’s time to dine, a fully equipped kitchen allows you to save money and prepare a delicious meal that might even include the big fish you caught earlier in the day. With a vacation rental in the Florida Keys, you can stop imagining what it’s like to live there and actually do it for a short time.

Florida Keys vacation rentals for families

From Key Largo to Key West, we have an inventory of vacation rentals ideal for family getaways. We’ve got plenty of low-cost, budget-helping rentals that will allow you to spend money on things like swimming with dolphins or scuba diving instead of on a pricey hotel room.

Saving money on Florida Keys vacation rentals

Obviously, you want the best deal available to stay within your budget. Whether you want an amenity-rich beachfront estate home, a condo affording stunning sunset views or a cozy cottage or cabin, we have special deals and discounts in every price range.