We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Florida Keys Cottages

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
loading...
Sort by
From
$349
Per Night
1 / 29
Payment Protection
Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Reviews (22) Make Enquiry
From
$291
Per Night
1 / 11
Payment Protection
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (2) Make Enquiry
From
$217
Per Night
1 / 8
Conch Key
Studio, 1 Bathroom, Sleeps 2
Details Reviews (1) Make Enquiry
From
$146
Per Night
1 / 11
Payment Protection
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (10) Make Enquiry
Amenities & Details
  • Waterfront
  • Satellite TV
  • Washer
  • Patio
  • Dryer
  • Grill
  • Ceiling Fans
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Key largo getaway on the atlantic ocean!!! Well lit community, perfect for evening walks to soak in the ocean breeze. Property is on the water with a 45 foot dock for your boat, only 150 yards form open ocean, for the avid fisherman. Located in the John Pennencamp state park waters, great snorkling... View all property information
Make Enquiry
From
$349
Per Night
1 / 11
Payment Protection
Duck Key
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Refrigerator
  • Dishwasher
  • TV
  • Washer
  • DVD Player
  • Parking
  • Waterfront
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Rest and Relax as you sip your favorite beverage on one of the 3 decks at our Hawks Cay Villa. Kitchen is stocked with all necessities. Cable and internet provided. We do not participate in the Hawks Cay amenities. you can also check out a video and more pics at www.thevacationguys.com The 3rd... View all property information
Make Enquiry
From
$347
Per Night
1 / 29
Payment Protection
Key West
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (21) Make Enquiry
Amenities & Details
  • Ceiling Fans
  • Grill
  • Pool
  • Patio
  • Deck
  • Refrigerator
  • Microwave
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Part of 4 exclusive units at Abbey Road, The original Cuban tile has been preserved throughout the house, wherever possible. Upon entering the spacious living room, a large tropical sectional queen sleeper sofa allows you to comfortably watch the 46” flat screen TV/DVD. Also available is an I-Pod... View all property information
Make Enquiry
From
$231
Per Night
1 / 24
Payment Protection
Key West
Studio, 1 Bathroom, Sleeps 2
Details Reviews (19) Make Enquiry
Amenities & Details
  • Internet Access
  • DVD Player
  • Satellite TV
  • Ceiling Fans
  • Deck
  • Microwave
  • Air Conditioning
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Part of 4 exclusive units at Abbey Road, renovated January, 2010, this free standing historic cottage at 918-920 Center Street, features a king pillow-top bed, 2 lushly padded swivel chairs and a full kitchen which includes a full stove, refrigerator with ice-maker, microwave, dishwasher and soft... View all property information
Make Enquiry
From
$289
Per Night
1 / 29
Payment Protection
Key West
2 Bedrooms, 1 Bathroom, Sleeps 6
Booking
Details Reviews (8) Make Enquiry
Amenities & Details
  • Satellite TV
  • Refrigerator
  • Deck
  • Air Conditioning
  • Grill
  • Pool
  • Balcony
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Part of POOLSIDE PARADISE One-half block off world famous Duval Street sits the beautifully renovated home on the 500 block of Olivia Street. A semi-private pool with waterfall (shared with Poolside Retreat) and Private Off-Street Parking makes this the ideal Old town location. Enjoy nearby bars,... View all property information
Make Enquiry
From
$204
Per Night
1 / 24
Payment Protection
Key West
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Washer
  • Safe
  • Grill
  • Waterfront
  • Refrigerator
  • Satellite TV
  • Gym
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
What a unique way to spend time on the water. Its not a 5 star hotel but you will have a nice clean private chartered boat on the water. Get ready for a unique vacation that others will envy. Boat is a 2003 Beneteau 331, while the boat is dockside the marina has electricity, water and Internet.... View all property information
Make Enquiry
From
$215
Per Night
1 / 29
Payment Protection
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Make Enquiry
Amenities & Details
  • DVD Player
  • Ceiling Fans
  • Dryer
  • Refrigerator
  • Grill
  • TV
  • Microwave
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
In the heart of tropical key largo, Port Largo Villas has an atmosphere of a 5 star resort with its own sandy beach and within walking distance to Marina Del Mar (305.451.4107 call Dock Master to reserve slip). For the water enthusiasts, it doesn’t get any better for sportfishing, diving,... View all property information
Make Enquiry
Get the List
From
$5,240
Per Month
1 / 22
Payment Protection
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (19) Make Enquiry
Amenities & Details
  • Deck
  • Satellite TV
  • Internet Access
  • Pool
  • Refrigerator
  • Ceiling Fans
  • Grill
  • Balcony
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** The master bedroom decorated in Key West styled décor has a queen-size bed and full bathroom with tub. The second bedroom has 2 twin-size beds that can also be converted in to a king upon request. The fully... View all property information
Make Enquiry
From
$448
Per Night
1 / 14
Payment Protection
Marathon
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (10) Make Enquiry
Amenities & Details
  • Washer
  • Refrigerator
  • Grill
  • Garden
  • Dryer
  • Microwave
  • DVD Player
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This 4 bedroom, 2 bath property is great for family vacations. Less than 30% of all rentals in Marathon are 4 bedroom or larger. HOW MANY PEOPLE CAN SLEEP AT THIS 4 BEDROOM? Our rental license allows up to 10 people to stay overnight. Two of the... View all property information
Make Enquiry
From
$219
Per Night
1 / 31
Payment Protection
Key West
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Reviews (28) Make Enquiry
Amenities & Details
  • Patio
  • Air Conditioning
  • Satellite TV
  • Internet Access
  • Ceiling Fans
  • Deck
  • Microwave
  • Pool
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Located inside the Villas known as Old Town Garden Villas Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly landscaped courtyard right outside your door! Andros Suite is a bi-level suite with a very spacious bedroom upstairs with a... View all property information
Make Enquiry
From
$349
Per Night
1 / 34
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Dishwasher
  • Gym
  • Satellite TV
  • Refrigerator
  • Grill
  • DVD Player
  • Microwave
  • Waterfront
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
This spacious three bedroom, two and a half bath Villa will make you feel right at home. Each bedroom has it’s own television, with a 60” flat screen TV in the living room. The Villa has direct sunset views looking out to the Gulf of Mexico, which can be enjoyed from the porch or upper balcony. The... View all property information
Make Enquiry
From
$221
Per Night
1 / 16
Payment Protection
Tavernier
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (3) Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Washer
  • Freezer
  • Microwave
  • Pool
  • Parking
  • Balcony
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Please note these Check-in Day Requirements for this property: Dec 15 - Dec 16 : Monday and Tuesday check-out required.; Dec 23 - Dec 25 : Tuesday, Wednesday and Thursday check-out required.; Jan 18 - Jan 19 : Sunday and Monday check-out required.; Mar 01 - Mar 03 : Sunday, Monday and Tuesday... View all property information
Make Enquiry
From
$394
Per Night
1 / 29
Payment Protection
Key West
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (42) Make Enquiry
Amenities & Details
  • Microwave
  • Refrigerator
  • Grill
  • Ceiling Fans
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
One block from Center St, Hemingway's View is a 3 bedroom, 2 bath charming turn-of-the-century Conch cottage. Each of the 3 bedrooms are air-conditioned. Both bathrooms have marble floors, large closets, hairdryers, and tubs with showers. The rear bath has a marble topped vanity with double sinks... View all property information
Make Enquiry
From
$163
Per Night
1 / 25
Payment Protection
Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (24) Make Enquiry
Amenities & Details
  • Dryer
  • Washer
  • Ceiling Fans
  • Refrigerator
  • Grill
  • Microwave
  • DVD Player
  • Safe
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Bay front Vacation Condo in Key Largo, Florida. We book early so don't wait, beat the rest to one of the best and most reasonable, clean, and well appointed condos in beautiful Key Largo, Florida. We now Accept PayPal, at a small fee. Beautiful sunsets, water view from our balcony, private... View all property information
Make Enquiry
From
$416
Per Night
1 / 27
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (11) Make Enquiry
Amenities & Details
  • Garden
  • Microwave
  • Refrigerator
  • Patio
  • Parking
  • Ceiling Fans
  • DVD Player
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
SeaShadows is a townhouse located just 2 blocks from Duval Street and a few minutes walk from Mallory Square. Down the street is Ft. Zachary Taylor Park where you can spend the day fishing, swimming, barbecuing, walking, and anything else that you can think of doing in the sun. It sleeps 4... View all property information
Make Enquiry
From
$242
Per Night
1 / 22
Payment Protection
Key West
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
Details Reviews (36) Make Enquiry
Amenities & Details
  • Pool
  • Refrigerator
  • Patio
  • Satellite TV
  • Hot Tub
  • Ceiling Fans
  • Microwave
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Overlooking the gardens and lily pond, the entrance to this spacious unit is through a totally enclosed private decked courtyard with a 4-person spa, table and chairs. Inside this spacious unit you will find a living room with cathedral ceilings, 56” TV, A/C, stereo, queen sleeper sofa and fabulous... View all property information
Make Enquiry
From
$245
Per Night
1 / 28
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Waterfront
  • Dryer
  • Ceiling Fans
  • Parking
  • Grill
  • Washer
  • Refrigerator
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Enjoy your own private paradise and have fun in the Keys! This beautiful, clean, spacious and airy vacation rental home has three wonderfully decorated, clean and cozy bedrooms. Two and 1/2 comfortable and clean bathrooms. Full kitchen is stocked with all necessary cookware, china and silverware... View all property information
Make Enquiry
From
$405
Per Night
1 / 22
Payment Protection
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (3) Make Enquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
The BAHAMA HOUSE located at 508 Amelia Street is a historic Bahamian-style Conch Cottage. It is a perfect example of turn-of-the-century island architecture. This adorable two bedroom cottage, each with queen bed and TV (the master has a large flat screen), two full baths and queen sleeper-sofa is... View all property information
Make Enquiry
From
$324
Per Night
1 / 13
Payment Protection
Key West
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (5) Make Enquiry
Amenities & Details
  • Microwave
  • Outdoor Dining Area
  • Parking
  • Dishwasher
  • Linens Provided
  • Grill
  • Deck
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Resort style accommodations at an affordable price! Nestled among a colony of freestanding Conch style cottages, amidst lush tropical landscaping, sits Island Style, the sister cottage of Hidden Treasure. One of our most popular properties, it was renovated by two fabulously funky sisters who share... View all property information
Make Enquiry
From
$475
Per Night
1 / 33
Payment Protection
Key West
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • Internet Access
  • Air Conditioning
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Part of Southern Palms COCONUT PALM (formerly Island Oasis). Take a lot of history and a lot of charm - mix it with a great location and you have the perfect Key West hideaway. A vacation rental home built and operated in the late 1800's as the city's hack concession and stables, has been... View all property information
Make Enquiry
From
$475
Per Night
1 / 29
Payment Protection
Key West
3 Bedrooms, 4 Bathrooms, Sleeps 8
Bookings
Details Reviews (50) Make Enquiry
Amenities & Details
  • Patio
  • Grill
  • Microwave
  • Internet Access
  • Ceiling Fans
  • Deck
  • Satellite TV
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Tropical Retreat, at 519 Catherine Street, is on a quiet lane half a block off the upscale Upper end of Duval St. where there are many sophisticated restaurants, high-end art galleries and shops. Downtown Duval St. is within easy walking distance from Tropical Retreat to enjoy the exciting... View all property information
Make Enquiry
From
$998
Per Night
1 / 9
Payment Protection
Grassy Key
5 Bedrooms, 4 Bathrooms, Sleeps 12
Details Make Enquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Imagine gazing across a large, sparkling swimming pool to see a natural in-ground aquarium..... Big enough to swim in and filled with tropical fish. The dock accommodates large boats drawing 5' + The home sits on almost 3 acres of landscaped property The house is large and can handle big groups... View all property information
Make Enquiry
From
$161
Per Night
1 / 28
Payment Protection
Key West
Studio, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Patio
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Part of Southernmost Sanctuary Suites The Ibis Suite is located at The Sanctuary in Old Town key West, Only steps to the action, this studio suite has all the comforts of home but surrounds you in island style! Lush gardens surround the Jacuzzi and the calm atmosphere is exactly what you'll need... View all property information
Make Enquiry
From
$161
Per Night
1 / 24
Payment Protection
Key West
Studio, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Internet Access
  • Grill
  • Air Conditioning
  • Satellite TV
  • Patio
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Part of Southernmost Sanctuary Suites The Osprey Suite (Formerly the Osprey Suite) - Located in the Garden at the Southernmost Studios, the Osprey Suite is the perfect island getaway. Located within walking distance to all of the charms in Old Town you'll never want to leave! The Osprey has a Queen... View all property information
Make Enquiry
From
$299
Per Night
1 / 26
Payment Protection
Key West
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (19) Make Enquiry
Amenities & Details
  • Garden
  • Patio
  • Dryer
  • Microwave
  • Grill
  • DVD Player
  • Dishwasher
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Welcome to Casa Del Sol, a Key West Vacation...your very own luxurious and elegantly appointed 2 bedroom and 2.5 bath townhome with private carport... part of 45 lushly landscaped acres in Truman Annex. As part of President's Walk townhomes in gated Truman Annex, this premier waterfront community... View all property information
Make Enquiry
From
$219
Per Night
1 / 27
Payment Protection
Key West
1 Bedroom, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (18) Make Enquiry
Amenities & Details
  • Patio
  • Deck
  • Microwave
  • Air Conditioning
  • Refrigerator
  • Grill
  • Ceiling Fans
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Located inside the Villas known as Old Town Garden Villas Little Havana suite is a bi-level suite with a very spacious bedroom upstairs with king bed, down pillows, tv/dvd player, cordless telephone, writing desk and chair, in-room safe, iron & ironing board complete with Bahama ceiling fan, a/c... View all property information
Make Enquiry
From
$361
Per Night
1 / 21
Key West
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dryer
  • Washer
  • Wi-Fi
  • Refrigerator
  • Dishwasher
  • TV
  • Microwave
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
THE TRUMAN SUITES - Four Weekly Vacation Rentals - 3 to 5 Night Minimum Stay Requirement - Lavishly appointed 1 and 2 bedroom suites located ONE HALF BLOCK FROM DUVAL STREET - Each suite is furnished with kitchen, contemporary & comfortable living room furniture, new ultra comfortable mattresses... View all property information
Make Enquiry
From
$207
Per Night
1 / 32
Payment Protection
Key West
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (10) Make Enquiry
Amenities & Details
  • Pool
  • Hairdryer
  • Safe
  • Telephone
  • TV
  • Stereo System
  • Iron
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Part of the Nightly Group PALM GARDENS Luxury and fine details define these units on White Street, the heart of the art district and just six blocks from Duval Street and the Historic Seaport. Stroll out your door and enjoy cafe con leche and the best Cuban Sandwiches at Sandy's Cafe, pulled pork... View all property information
Make Enquiry
From
$207
Per Night
1 / 27
Payment Protection
Key West
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (23) Make Enquiry
Amenities & Details
  • Satellite TV
  • Refrigerator
  • Air Conditioning
  • Deck
  • Patio
  • Pool
  • Ceiling Fans
  • Fitness Room
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
The location is ideal in that it is just two blocks from the action of Duval street, yet has the tranquility and peacefulness to nap on the outside deck. This immaculately clean and comfortable air conditioned suite features beautiful vaulted ceilings and pastel colored walls as well as a top of... View all property information
Make Enquiry
From
$161
Per Night
1 / 35
Payment Protection
Key West
Studio, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Patio
  • Linens Provided
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Part of Southernmost Sanctuary Suites People looking for a vacation getaway in Key West are thrilled when they find a hidden gem like The Seagull Suite - located in the gardens of a private compound called The Sanctuary. Location, charm, and island appeal - the Seagull Suite is located in the back... View all property information
Make Enquiry
From
$289
Per Night
1 / 26
Payment Protection
Key West
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (11) Make Enquiry
Amenities & Details
  • Refrigerator
  • Patio
  • Deck
  • Air Conditioning
  • Grill
  • Ceiling Fans
  • Internet Access
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
The kitchen is fully equipped with a glass top stove, refrigerator with ice-maker, microwave and everything needed for cooking a gourmet meal or just heating leftovers! French doors open from the kitchen and breakfast bar onto a private deck with a large 4 person private hot tub, table and chairs,... View all property information
Make Enquiry
From
$175
Per Night
1 / 15
Payment Protection
Duck Key
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Washer
  • Dishwasher
  • Grill
  • Dryer
  • Patio
  • Microwave
  • Parking
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Under New Management. Situated in the grounds of hawkscay hotel and resort, on the beautiful upscale island of duck key, this lovely villa boasts a quality recently refurbished interior. Outside there is a waterfront private patio with spa pool, loungers and dining table which a joins the... View all property information
Make Enquiry
From
$219
Per Night
1 / 22
Payment Protection
Key West
Studio, 1 Bathroom, Sleeps 4
Details Reviews (12) Make Enquiry
Amenities & Details
  • Fitness Room
  • Satellite TV
  • Internet Access
  • Deck
  • Balcony
  • Air Conditioning
  • Refrigerator
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Located at Papa's Hideaway Feel your tensions release as you soak up the warm tropical sun. Listen to the trade winds rustling through the palms, blowing each of your cares away... This Deluxe Studio is located on the ground floor and offers a private porch just off of the pool area. The unit... View all property information
Make Enquiry
From
$184
Per Night
1 / 21
Payment Protection
Key West
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (20) Make Enquiry
Amenities & Details
  • Ceiling Fans
  • Grill
  • Internet Access
  • Toaster
  • Fitness Room
  • Satellite TV
  • Linens Provided
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Part of the Nightly group unit Tres Flores You won't find a better location...and private off-street parking is just outside your door. Turn down 'Free School House Lane' (the entrance to Nancy's Secret Garden and 1/2 block from the Marquesa Hotel & Restaurant) and you are home! Featuring a queen... View all property information
Make Enquiry
From
$137
Per Night
1 / 20
Payment Protection
Key West
Studio, 1 Bathroom, Sleeps 2
Booking
Details Reviews (2) Make Enquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Part of TROPICAL VILLAGE Where else can you find resort style accommodations at motel pricing? Poolside Paradise @ Tropical Village, features all the amenities needed for a quick weekend getaway vacation at an affordable nightly rate. Once the winter vacation suite of Pulitzer Prize winning... View all property information
Make Enquiry
From
$2,911
Per Month
1 / 20
Payment Protection
Key West
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Reviews (6) Make Enquiry
Amenities & Details
  • Refrigerator
  • Microwave
  • Internet Access
  • Fitness Room
  • Ceiling Fans
  • Air Conditioning
  • Patio
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Nestled in extensive tropical and flowering gardens, complete with aviaries with singing cockatiels lays the Paradise Suite. Paradise Suite (renovated for January 2013) is a bi-level suite with one bedroom... View all property information
Make Enquiry
From
$136
Per Night
1 / 25
Matecumbe Key
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Boat Available
  • Dishwasher
  • Stereo System
  • Water Views
  • Microwave
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Great home with an even better view ... come and stay for a month and enjoy the Incredible endless views from the patio. Home is located in the perfect spot for snorkeling, fishing, and diving, and has a protected & private boat basin! Come once and you will see why so many people come back year... View all property information
Make Enquiry
From
$312
Per Night
1 / 33
Payment Protection
Key West
2 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (22) Make Enquiry
Amenities & Details
  • Internet Access
  • Microwave
  • Ceiling Fans
  • Satellite TV
  • Balcony
  • Deck
  • Hot Tub
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Located in Duval Square (between Duval Street and Simonton Street), where fine dining abounds (Square One, Origami Sushi Bar and NY Pasta Garden), This spacious unit is only steps from a large pool and covered gazebo. On the ground floor is a secured garage for parking your vehicle. Lush and... View all property information
Make Enquiry
From
$465
Per Night
1 / 12
Payment Protection
Marathon
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (5) Make Enquiry
Amenities & Details
  • Grill
  • Patio
  • Ceiling Fans
  • DVD Player
  • Refrigerator
  • TV
  • Deck
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This 4 bedroom, 4 bath property is great for family vacations. Less than 30% of all rentals in Marathon are 4 bedroom or larger. HOW MANY PEOPLE CAN SLEEP AT THIS 4 BEDROOM? Our rental license allows up to 10 people to stay overnight. Three of the... View all property information
Make Enquiry
From
$440
Per Night
1 / 34
Payment Protection
Key West
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (6) Make Enquiry
Amenities & Details
  • Microwave
  • DVD Player
  • Deck
  • Internet Access
  • Private Pool
  • Balcony
  • Grill
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Part of ALMOST SOUTHERNMOST RETREAT Almost Southernmost Too in the 400 block of Truman Avenue is the perfect location, located between Duval Street and Whitehead St. Just around the corner from Hemingway's House and the Historic Lighthouse Museum, Almost Southernmost Too is a perfect example of... View all property information
Make Enquiry
From
$5,822
Per Month
1 / 26
Payment Protection
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (8) Make Enquiry
Amenities & Details
  • Internet Access
  • Grill
  • Deck
  • Air Conditioning
  • Ceiling Fans
  • Patio
  • DVD Player
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** The superb location at the top of Solares Hill, three blocks to the Historic Seaport and Duval Street, one block to the Public Library; Casa 625 will amaze you with the detailing, decorating and attention to... View all property information
Make Enquiry
From
$115
Per Night
1 / 9
Payment Protection
Marathon
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Enquiry
Amenities & Details
  • Satellite TV
  • Dryer
  • Deck
  • Pool
  • Safe
  • Refrigerator
  • Fax
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Come to the Keys and explore the land and sea. Yes staying on a boat is amazing and then it can sailaway from the dock to see the sea. Your accommodations will be on a boat with amenities that you will recall for years to come. 1 cabin Full Size Bed The Space: GeniGreen is an electric sailboat... View all property information
Make Enquiry
From
$312
Per Night
1 / 25
Payment Protection
Key West
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (15) Make Enquiry
Amenities & Details
  • Pool
  • Microwave
  • Satellite TV
  • Internet Access
  • Air Conditioning
  • Balcony
  • Ceiling Fans
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This spacious unit is only steps from a large pool and covered gazebo. On the ground floor is a secured garage for parking your vehicle. Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private, secured parking beneath the complex and security... View all property information
Make Enquiry
From
$475
Per Night
1 / 22
Payment Protection
Key West
3 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
Details Reviews (1) Make Enquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Part of TROPICAL VILLAGE Toon Hall: World-class comfort, lush tropical surroundings and unmatched privacy characterize the former winter home of Pulitzer Prize winning cartoonist, author and artist, Jeff MacNelly. Designed to accommodate a large family or group, this three bedroom home has two full... View all property information
Make Enquiry
From
$161
Per Night
1 / 25
Payment Protection
Key West
Studio, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (30) Make Enquiry
Amenities & Details
  • Linens Provided
  • Air Conditioning
  • Toaster
  • Microwave
  • Refrigerator
  • Internet Access
  • Ceiling Fans
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
The Monroe Suite is nestled at the rear of the Simonton Court complex. The efficiency studio features a fully-equipped kitchen, flatscreen TV with cable, free wireless internet, and private patio furniture to relax on. The bathroom has a custom tiled shower with glass door and vanity. Take... View all property information
Make Enquiry
From
$440
Per Night
1 / 26
Payment Protection
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (9) Make Enquiry
Amenities & Details
  • Internet Access
  • Refrigerator
  • Ceiling Fans
  • Fitness Room
  • Microwave
  • Satellite TV
  • Deck
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
This gem is located at the end of a hidden lane, just off Simonton Street, behind The Gardens Hotel. Helen's Hideaway is a step back in time to Key West during its slumbering past. Built by David Wolkowski, who built many of Key West's premier resorts, including the Pier House, this paradise... View all property information
Make Enquiry
From
$349
Per Night
1 / 7
Payment Protection
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Washer
  • Dryer
  • Hot Tub
  • Microwave
  • Ceiling Fans
  • Refrigerator
  • DVD Player
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This stunning 2 bedroom/2 bath suite can accommodate up to 6 guests. Whether you want the hustle and bustle of Key West or just want to kick back and relax, this resort has it all. View all property information
Make Enquiry
Go to map view
Book Online(412)
Use filters to find the best results!

Suitability

  • Wheelchair access (92)
  • Elder access (368)
  • Suitable for children (269)
  • Pet friendly (284)
  • Smoking allowed (27)

Amenities

  • Air Conditioning (1,027)
  • Other outdoor space (997)
  • Internet (983)
  • Grill (827)
  • All pools (643)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List