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Vacation rentals in Holmes Beach, FL

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All 544 Rentals in Holmes Beach
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From
$1,046
Per Week
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1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$165
Per Night
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1 / 22
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$166
Per Night
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1 / 28
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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From
$224
Per Night
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1 / 27
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Washer
  • Dryer
  • Grill
  • Parking
  • Dishwasher
  • Terrace
  • Microwave
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This property is available for rentals 7 nights or more. 99 steps from the beach! Elegantly furnished two bedroom and two bath condo with brand new Tommy Bahama style furnishings. Sit by the heated pool after a stroll on the white, sandy beach of Holmes Beach just across the street! There are 18... View all property information
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From
$186
Per Night
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1 / 20
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • Ceiling Fans
  • TV
  • Refrigerator
  • Grill
  • Parking
  • Washer
  • Microwave
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
ANNA MARIA ISLAND #3 TOP 10 ISLAND'S IN U.S.A. Palm Isle 3203,our 2 bedroom island decorated condo is across the street from the beaches of Anna Maria Island. Steps from the heated pool and fully landscaped setting, along with all the amenities of home, your family will enjoy our beach get... View all property information
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5 of 5 stars Reviewed 1 December 2014
LOVED, LOVED, LOVED this property! It's perfectly located right in the heart of Anna Marie island - easy in and out parking RIGHT in front of the villa. The villa was roomy for us...
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From
$150
Per Night
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1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Number Of Bedrooms
  • Parking
  • Guest Count
  • Internet Access
  • # Of Bathrooms
  • Dishwasher
  • Shared Outdoor Pool...
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Beautiful gulf front two bedroom and two bath condo in desirable Water's Edge complex which is the best place for a holiday rental. Whether you stay a week or a month this is the perfect condo for a winter retreat, vacation rental or an island escape. There are so many island activities at your... View all property information
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From
$192
Per Night
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1 / 20
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1 Bedroom, 1 Bathroom, Sleeps 4
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Details Reviews (1) Make Enquiry
Amenities & Details
  • Patio
  • TV
  • Washer
  • Fax
  • Refrigerator
  • Parking
  • Dishwasher
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
One bedroom one bath condo located on the poolside. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two... View all property information
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5 of 5 stars Reviewed 16 August 2014
First I should let y'all know we were moved to 103 but it was right next door and actually a little closer to the pool so this is a review of 103. This place was great! The...
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From
$174
Per Night
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1 / 19
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1 Bedroom, 1 Bathroom, Sleeps 4
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • Microwave
  • Washer
  • Parking
  • DVD Player
  • Grill
  • Ceiling Fans
  • Dishwasher
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
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4 of 5 stars Reviewed 2 September 2014
Yes, the room was very dated, as the pictures showed. It would seem for $200 a night, an upgrade in furnishings is due. But, it was clean, and the short walk to the beach made...
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From
$83
Per Night
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1 / 15
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Shared Outdoor Pool...
  • Number Of Bedrooms
  • Guest Count
  • # Of Bathrooms
  • Internet Access
  • Parking
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Sandy Pointe II unit 208, at 3607 East Bay Drive in Holmes Beach on Anna Maria Island, FL is a bright and airy, two bedrooms, and two bath holiday condo in a secluded complex, close to shopping and conveniently located to the beach. Park your car and you can go a month without pulling out your car... View all property information
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From
$100
Per Night
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1 / 8
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Enquiry
Amenities & Details
  • Microwave
  • Satellite TV
  • Ceiling Fans
  • Air Conditioning
  • Washer
  • Dishwasher
  • Refrigerator
  • VCR
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This well-furnished two bedroom condo is next to a quiet nature preserve and has a fine view of the bay separating Anna Maria Island from Florida's mainland as well as the Sandy Pointe heated swimming pool. The beach is just 2 blocks away with its bright white sand and aquamarine waters. For... View all property information
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From
$157
Per Night
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1 / 13
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1 Bedroom, 1 Bathroom, Sleeps 2
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Details Reviews (4) Make Enquiry
Amenities & Details
  • TV
  • Dryer
  • Ceiling Fans
  • Air Conditioning
  • DVD Player
  • Refrigerator
  • Satellite TV
  • Waterfront
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Apartment 8 is located on the upper level. It has one bedroom with a queen size bed and there is a pull-out sofa in the living room. The apartment has its own private balcony with stunning beach and sunset views. There is also a large shared deck with tables and chairs which overlooks the pool.... View all property information
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From
$174
Per Night
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1 / 21
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1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Ceiling Fans
  • Refrigerator
  • Fax
  • Terrace
  • Dryer
  • TV
  • Dishwasher
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
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5 of 5 stars Reviewed 10 August 2014
What can one say about the Coconuts Resort on Holmes Beach, FL. Well we have spent two months of every year for ten years there and expect to do so in 2015. They are a friendly...
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From
$139
Per Night
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1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dryer
  • TV
  • Satellite TV
  • Microwave
  • Patio
  • Refrigerator
  • Dishwasher
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Lovely Bayside Condo recently remodeled, 2 Bedroom, 2 Bathroom, fully air conditioned, screened lanai, heated pool and covered parking. Easy access to: retail shops, grocery store and restaurants. 200 hundred yards to Free Island Trolley. Short walk to white sand beaches. Bike to nearby Robinson... View all property information
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From
$232
Per Night
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1 / 31
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Patio
  • Ceiling Fans
  • Dishwasher
  • Microwave
  • Grill
  • Washer
  • Garage
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
*** LARGE HEATED FREE-FORM, LUXURY POOL AND SPA WITH SPACIOUS PAVED SURROUND - AVAILABLE FROM AUGUST 2014 - TOGETHER WITH TROPICAL LANDSCAPING, AUTOMATED GARDEN LIGHTING AND LARGE GROUND FLOOR LANAI. *** Leave your troubles behind as you cross to Anna Maria and surrender to the island pace. Our... View all property information
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5 of 5 stars Reviewed 19 July 2014
This home looked great from the online pictures but was even nicer in person. Mike and Lesley went out of their way to accommodate our young family by purchasing a highchair and...
5 of 5 stars Reviewed 16 March 2014
we should declare an interest in that Mike and Lesley are long standing friends nevertheless this is, the website suggests a jewel of a property. We had a week with my husband's...
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From
$329
Per Night
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1 / 21
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (1) Make Enquiry
Amenities & Details
  • # Of Bathrooms
  • Parking
  • Internet Access
  • Guest Count
  • Number Of Bedrooms
  • Shared Outdoor Pool...
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Welcome to this new ground level vacation rental home on Anna Maria Island, this home is OVER the TOP! Easy stroll to the Gulf of Mexico and the white sugar sands on some of the best beaches anywhere. Short stroll in the evening for a magical sunset. Come for a holiday to the West Coast of... View all property information
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From
$203
Per Night
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1 / 22
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1 Bedroom, 1 Bathroom, Sleeps 3
Details Reviews (1) Make Enquiry
Amenities & Details
  • Ceiling Fans
  • Grill
  • Refrigerator
  • Satellite TV
  • Patio
  • Deck
  • DVD Player
  • Porch
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This is no ordinary rental! It is elegant, immaculate with upscale furnishings & very private while in one of the best locations on the Island! No car necessary while staying in this 1/1 apartment with optional 2nd bedroom (please inquire for availability). Second queen bedroom available for $75... View all property information
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5 of 5 stars Reviewed 21 July 2014
We spent a fun-filled week at this property. We loved being steps away from this gorgeous beach where the sunsets are amazing. The apartment was spotless and well maintained...
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From
$1,743
Per Week
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1 / 18
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
Details Reviews (2) Make Enquiry
Amenities & Details
  • Refrigerator
  • Waterfront
  • Parking
  • Dishwasher
  • TV
  • Microwave
  • DVD Player
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
What a great place! The first time I came to Anna Maria Island, I thought how could I get a place like this! A place where a clean shirt and flip flops are the norm. Where people say hi and the food is great and affordable. I watched my first wedding at sunset while having dinner on the beach.... View all property information
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5 of 5 stars Reviewed 18 April 2014
I completely agree with the previous review. We loved the view and certainly appreciated being at a walking distance to the beach and to the stores. Also the kitchen is better...
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From
$157
Per Night
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1 / 12
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1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (8) Make Enquiry
Amenities & Details
  • Grill
  • Refrigerator
  • Patio
  • Terrace
  • DVD Player
  • TV
  • Washer
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Apartment 1 is located on the lower level, with a private patio in the back, and the ability to walk straight out to the heated swimming pool. It has one bedroom with a queen size bed and there is a pull-out sofa in the living room. If you are looking for a great, affordable place to stay on Anna... View all property information
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4 of 5 stars Reviewed 13 October 2014
My husband and I were pleasantly surprised with this condo unit. It was so well equipped and nicely appointed with furnishings, lines and the like that we could have seen...
5 of 5 stars Reviewed 31 August 2014
We had a good time staying at this place. It was easy to get to, well situated next to the beach and a few dining establishments. WiFi was handy, TV channels were good, the...
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From
$232
Per Night
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1 / 18
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • Grill
  • Ceiling Fans
  • Dryer
  • Dishwasher
  • Fax
  • Parking
  • Refrigerator
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double... View all property information
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5 of 5 stars Reviewed 21 July 2014
Our stays here have always been enjoyable & awesome. Really nice comfortable condo unit & being right on the beach......you can't ask for anything more!!!! Even the Sea Turtles...
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From
$125
Per Night
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1 / 12
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2 Bedrooms, 1 Bathroom, Sleeps 5
Details Reviews (2) Make Enquiry
Amenities & Details
  • Microwave
  • Ceiling Fans
  • Grill
  • Stereo System
  • TV
  • Air Conditioning
  • Refrigerator
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Located on a quiet stretch of Gulf Drive, Sea Pirate is a charming ground level condo directly across the street from the beaches of the Gulf of Mexico. This two bedroom, one bath unit is bright and airy, featuring newer furniture, quality linen service, full kitchen with tile floors, and a large... View all property information
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5 of 5 stars Reviewed 18 February 2013
The property really is the perfect way to enjoy wonderful Anna-Maria-Island. The Beach is just over the street with a public Beach access directly on the other side. Shops are...
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From
$245
Per Night
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1 / 34
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4 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
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Amenities & Details
  • Dishwasher
  • Ceiling Fans
  • Washer
  • Hot Tub
  • Microwave
  • Refrigerator
  • TV
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Anna Maria Island offers a family oriented vacation destination, laid back feel ...very relaxing. The island's beauty, world famous white beaches and friendly atmosphere will make you want to come back. The four bedroom home with a Golf Cart to bop around the island. The home is furnished with a... View all property information
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4 of 5 stars Reviewed 2 October 2014
We enjoyed our stay at Casa Laguna. Great location just a few blocks from the beach and the option to use the golf cart was a nice perk for getting there easily. The pool and spa...
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From
$198
Per Night
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1 / 52
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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Details Reviews (9) Make Enquiry
Amenities & Details
  • Hot Tub
  • Washer
  • Ceiling Fans
  • TV
  • Garage
  • DVD Player
  • Patio
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
A brand NEW 2300 sq/ft, 3 bedroom modern beach house with heated and very private pool. A perfect location just steps from the beach, marina and the main plaza with great shops, a grocery store and restaurants. No need to drive anywhere. Located in a quiet neighborhood with tropical greenery, large... View all property information
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5 of 5 stars Reviewed 29 October 2014
We had a great time and the house was perfect. Our group was two families with 5 young children and 4 adults. Plenty of room in the house and everyone loved the pool. Alex was...
5 of 5 stars Reviewed 10 September 2014
We stayed in the house for a 4th of July holiday. The house is very well kept and had ample room for 4 adults and 3 children. The house is located a short walk from the beach...
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From
$203
Per Night
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1 / 10
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • Refrigerator
  • Terrace
  • Parking
  • Grill
  • Ceiling Fans
  • Dryer
  • Garage
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Beautiful Condo just steps from the white sandy beach!. Spacious 2 bedroom/ 2 Bath with partial views from the rear lanai. Tastefully decorated and a fully stocked kitchen make this your home away from home!. Unobstructed views from the rooftop deck make for spectacular sunsets. Master bedroom has... View all property information
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1 of 5 stars Reviewed 28 July 2014
On 7/19/14 we checked in and found the condo had not been cleaned and all of the linens were on top of the washer and were all dirty. We had to start by sweeping floors, cleaning...
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From
$112
Per Night
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1 / 25
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • # Of Bathrooms
  • Terrace
  • Ceiling Fans
  • Number Of Bedrooms
  • Garage
  • Guest Count
  • Satellite TV
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
The perfect spot for the budget-conscious, beach-loving vacationer! This comfortable and clean 2 bedroom/2 bath elevated duplex is only 200 yards from the fabulous white sand beach and crystal-clear waters of the Gulf of Mexico! If rising vacation rental prices have you worried, this is your... View all property information
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From
$1,342
Per Week
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1 / 22
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (25) Make Enquiry
Amenities & Details
  • Dishwasher
  • Waterfront
  • Beach Or Lakeside...
  • Shared Outdoor Pool...
  • Internet Access
  • Guest Count
  • # Of Bathrooms
  • Water Views
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Gulfsands Condo #201, located at 4200 Gulf Drive in Holmes Beach, is a beautifully furnished two bedroom, two bath condo directly on the beach. It’s in a popular Gulf front complex with a large heated pool, elevator and undercover parking. This complex is located adjacent to the Manatee Public... View all property information
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5 of 5 stars Reviewed 3 July 2014
Let see where to start,this condo is very clean and well stocked with everything you can think of! Our trip here was the best we have ever had! We will be back next year! The...
5 of 5 stars Reviewed 1 March 2013
This is one of the best properties we stayed in. Owners/managers do a wonderful job of making sure you are in good hands. Owner called us after we arrived which was really...
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From
$174
Per Night
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1 / 12
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 6
Booking
Details Make Enquiry
Amenities & Details
  • Ceiling Fans
  • Dishwasher
  • Microwave
  • Parking
  • Washer
  • Refrigerator
  • Dryer
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Come relax and enjoy your beach vacation at The Cast Away! Located conveniently across from the Manatee Public Beach and the Gulf of Mexico. This two bedroom and one bath unit sleeps six with a queen size bed, two twin beds and a sofa bed. A full size kitchen and living room are included for your... View all property information
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From
$2,440
Per Week
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1 / 13
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Number Of Bedrooms
  • # Of Bathrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Spacious 3-level House with 2 large decks overlooking the beautiful Gulf of Mexico. House is fully furnished with a large flat screen TV and Bose Stereo System. Great Gulf views from living room and Master Bedroom. One Guest room also has a gulf view. Large garage is fully equipped with beach... View all property information
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From
$192
Per Night
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1 / 13
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Make Enquiry
Amenities & Details
  • Washer
  • Refrigerator
  • Satellite TV
  • TV
  • Dishwasher
  • Terrace
  • Ceiling Fans
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Gorgeous gulf views and steps to white sandy beaches across the street from this 2 bedroom,2 bath elevated vacation rental. Up two flights of stairs to this top unit, with a partial view of the Gulf of Mexico just outside your front door. With 12 x 63 open covered deck below to enjoy the gulf... View all property information
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From
$232
Per Night
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1 / 19
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • VCR
  • Refrigerator
  • Microwave
  • Patio
  • Grill
  • TV
  • Fax
  • Waterfront
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double... View all property information
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From
$773
Per Week
View Details
1 / 19
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (7) Make Enquiry
Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
  • Shared Outdoor Pool...
  • Dishwasher
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Fountainhead Condo #7, located at 3400 6th Avenue in Holmes Beach is just a few steps from the beautiful beaches and emerald green water of the Gulf. This eight unit complex has a heated pool and laundry room on site.This unit is beautifully furnished and well equipped for your enjoyment. The unit... View all property information
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5 of 5 stars Reviewed 2 August 2014
My family and I recently stayed in this unit. It has everything you need and even had beach chairs and pool floats. The pictures do not do the unit justice, new furniture and...
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From
$151
Per Night
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1 / 26
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2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Dryer
  • Refrigerator
  • Terrace
  • Ceiling Fans
  • Microwave
  • Satellite TV
  • Washer
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Come relax and enjoy your beach vacation at The Dolphin Club! 2 bedrooms and 1 bathroom, the master bedroom has a queen bed and the other has 2 twin beds. There is also a sleeper couch in the living room which can sleep 2 people. Fully air conditioned. Includes covered parking and outdoor deck with... View all property information
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2 Bedrooms, 1 Bathroom, Sleeps 6
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  • Wheelchair access
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  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This newly decorated and refurbished condo is the answer to your dreams this fall. This 2 bedroom 1.5 bath condo is 300 steps to the beautiful white sands and crystal blue waters of Anna Maria Island. The condo is completely turn-key ready--nothing to bring but your swimsuit and toothbrush. Condo... View all property information
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3 Bedrooms, 3 Bathrooms, Sleeps 12
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  • Refrigerator
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  • Washer
  • Microwave
  • Playground
  • Dishwasher
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Authentic beach side house sleeps 12 comfortably, has spacious amenities with great outdoor spaces, and has quick access to the beach and trolley line. It's in a quiet area close to one of Florida's greatest stretches of beach! This house was built from two surplus WWII Army barracks in a quiet... View all property information
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3 Bedrooms, 1 Bathroom, Sleeps 5
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  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This newly remodeled Florida gem backs onto 17 acres of mangrove forest and is ideally located only 3 blocks from the beach. Reasonably priced, this quaint 3 bedroom, 1 bath cottage has a spacious backyard equipped with a pool, hammock, patio furniture, grill, brick fireplace, and picket fencing,... View all property information
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$141
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Waterfront
  • Microwave
  • Terrace
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Note: This property requires a 30-day minimum stay. This two-bedroom Holmes Beach vacation rental condo is the perfect size for a small family or group, or even a romantic getaway. Located in the Westbay Point & Moorings complex, it is tucked away from everything truly making it a hidden gem. With... View all property information
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3 Bedrooms, 4 Bathrooms, Sleeps 9
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  • Hot Tub
  • DVD Player
  • Dryer
  • Microwave
  • Garage
  • Washer
  • Refrigerator
  • TV
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
200 feet from the Gulf Beach-Dead End Street. 2200 sqft of air conditioned luxury, 3 Bedroom, 3.5 Bath, All 3 bedrooms have private bath with walk-in shower. Deluxe kitchen with double fridge, wine fridge, double oven, microwave, dishwasher, water distiller and well equipped to cook Thanksgiving... View all property information
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$215
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Gym
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Enjoy one of the most breathtaking views on the island from this lovely two bedroom/two bath upstairs unit at West Bay Point Moorings. Not only are the views spectacular, but the entire complex is unique on Anna Maria, with large, open vistas, lush landscaping, four heated swimming pools, two... View all property information
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Balcony
  • Refrigerator
  • Air Conditioning
  • Ceiling Fans
  • Microwave
  • Dishwasher
  • DVD Player
  • Terrace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Bright and light condo on the second floor with view to the Palma Sola Bay (left side) and a peek-a- boo-view to the beach (right side) but only some steps away from the blue green water of the Gulf. 7 miles of white sandy beaches invite you for walking, swimming or only relaxing and enjoying the... View all property information
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$813
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
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  • # Of Bathrooms
  • Number Of Bedrooms
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  • Parking
  • Terrace
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
West Bay Cove is a great location for taking advantage of everything that Anna Maria Island has to offer. Only a block from the public beach area, close to the grocery store, several shops and at a trolley stop, this condo will meet all of your needs without a car. The grounds are well cared for... View all property information
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$365
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5 Bedrooms, 3 Bathrooms, Sleeps 12
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  • Pet-friendly
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  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Harbor Side 200 S Harbor Drive Holmes Beach, Fl 34217 Harbor Side is a newly renovated, gorgeous 5 bedroom and 3.5 bathroom private home that is located at the end of a very short canal and features nice views of the Bay water. It has a new heated pool, boat dock, lovely canal and Bay views and... View all property information
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$1,220
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Air Conditioning
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  • Patio
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  • Gym
  • Garage
  • Satellite TV
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This cottage duplex is in a great location for all that Anna Maria offers. It is only a few blocks from the beautiful Gulf beaches and is convenient for catching the trolley or heading to any of the shops or restaurants on the island. After a great day on the beach relax in the living room with... View all property information
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Grill
  • Shared Outdoor Pool...
  • Garage
  • Satellite TV
  • Patio
  • Balcony
  • Internet Access
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Island Paradise is just that- the best view on Anna Maria Island. Panoramic views of the beautiful blue waters of the Gulf of Mexico and the white sand beaches. And don't forget the legendary sunsets. It simply does not get any better than this. It is like you are sitting on the deck of a cruise... View all property information
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4 Bedrooms, 4 Bathrooms, Sleeps 9
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  • Patio
  • Grill
  • Internet Access
  • Garage
  • Gym
  • Terrace
  • Parking
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Wrap yourself in luxury in this owner/designer decorated home offering every amenity to make your trip to paradise a memorable experience. Gaze out from your bedroom balcony to the calming view of the canal. This home is a boater's delight, so bring your boat and enjoy the beautiful gulf waters.... View all property information
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$564
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Ceiling Fans
  • Balcony
  • Air Conditioning
  • Satellite TV
  • Terrace
  • Shared Outdoor Pool...
  • Internet Access
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
La Plage 2 is Island luxury at it's finest. An exquisite example of Mediterranean architecture nestled right on the sands of the Gulf of Mexico, this beachfront enclave will exceed all your expectations. Relax in the tropical splendor of this ultra-luxurious beachfront property on Anna Maria Island... View all property information
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$344
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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  • Parking
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  • Microwave
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Huge 4 bedroom/3.5 bath home, just a short block to the beach(just over 100 yards), and a couple houses to the free Island trolley! Beautiful back yard with Heated Pool. Large Master Suite upstairs with private deck Sleeps up to 10. 2830 sq. ft. 210 67th 4 Bedroom/3.5 Bath/House $2325 Weekly... View all property information
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • DVD Player
  • Ceiling Fans
  • Satellite TV
  • Microwave
  • Air Conditioning
  • Dishwasher
  • Washer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Very spacious two bedroom Condo with a large living room. Flat Screen TV, fully equipped kitchen with all the appliances. Not far from the beach, and short distance to area shopping. Unit has heated pool, and a relaxing Pool deck area. Main bedroom has a King size bed with a private bathroom and... View all property information
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1 Bedroom, 1 Bathroom, Sleeps 4
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  • Fax
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  • Dryer
  • Patio
  • Parking
  • TV
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
One bedroom one bath condo located on the poolside. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two... View all property information
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Grill
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  • Patio
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Enjoy your Anna Maria Island vacation in this marvelous three bedroom/two bath pool home just 300 yards to the beach! You'll feel instantly at home in this bright and cheery cottage designed with island living in mind. Tropical décor and an open floor plan are perfect accompaniments to beach... View all property information
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2 Bedrooms, 1 Bathroom, Sleeps 6
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  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Come relax and enjoy your beach vacation at The Cast Away! Located conveniently across from the Manatee Public Beach and the Gulf of Mexico. This two bedroom and one bath unit sleeps six with a queen size bed, two twin beds and a sofa bed. A full size kitchen and living room are included for your... View all property information
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Sunbow Bay Condominium #109 located at 3705 East Bay Drive in Holmes Beach has everything you could need or want for a memorable vacation. Conveniently close to shopping and restaurants yet out of the way and quiet. Sunbow Bay offers two heated pools, tennis courts, elevators, undercover parking... View all property information
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Holmes Beach Vacation Rentals

Holmes Beach is a small town on Anna Maria Island in the Gulf of Mexico just south of Tampa Bay. It boasts miles of gorgeous white, sandy beaches, emerald Gulf waters, abundant sunshine, and an eclectic selection of vacation rentals. Visitors to Holmes Beach can stay anywhere from a luxurious beachfront house to a rustic rental cottage. Friendly locals welcome everyone to relax and enjoy this “Florida old charm” paradise.

Where to Stay in Holmes Beach

Rental homes can provide not only flexibility but the amenities of the best resorts at a fraction of the price. If you are vacationing with the family, having extra space to spread out is also an asset. Whether you want a weekend getaway or a long trip the rental choices are endless, and you’re sure to find something that will fit your family’s needs.

Fun things to do in Holmes Beach

A scooter is an inexpensive and fun way of getting around the island from your vacation rental. If you want to spend a day on the water, there is excellent fishing in the waters surrounding Anna Maria Island. Take a charter boat and head out in the Gulf for an exciting day of sport fishing. The grouper, snapper, or mackerel you catch can provide the ingredients for a delicious seafood dinner at your vacation rental. Inshore or backwater fishing is also very popular.

Enjoy a beach picnic with the locals under the Australian Pines, or find a secluded cove and enjoy some private sunbathing. Prefer an animated beach crowd? Then the all-you-can-eat pancake breakfasts at "Cafe on the Beach" is your scene.

More beach Fun

Join a volley ball game. There are numerous nets along the beach, and there is always an exciting game taking place. Not in for that much activity? Then lie on the beach soak up some sun while you cheer for your favorite team.

Dining and entertainment

Enjoy a burger and a cold beer at Dusty’s Tavern steps away from your vacation rental. The Beach House Restaurant provides beachfront dining and live music for your enjoyment. Enjoy fresh grouper and a beer close to your vacation rental. You can also rest and relax at the pool at your vacation rental and enjoy a barbeque with your family and friends. Whatever your choice, you will leave the island with unforgettable memories.