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Holiday Homes and Apartments Holmes Beach, FL

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$167
Per Night
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1 / 12
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$128
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1 / 9
1 Bedroom, 1 Bathroom, Sleeps 2
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$183
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2 Bedrooms, 2 Bathrooms, Sleeps 8
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$1,076
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1 / 19
2 Bedrooms, 2 Bathrooms, Sleeps 5
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  • Waterfront
  • Water Views
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
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  • Elder access
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  • ?
About this property
Sunbow Bay Condominium #108 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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From
$1,704
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1 / 19
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The Island Bay House upstairs unit is a glorious two bedroom two bathroom bay front duplex located at 232 South Harbor Drive in Holmes Beach. This spacious duplex features an elevator, boat dock, heated indoor pool and spa. This property features spectacular panoramic views of the Intracoastal and... View all property information
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$110
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1 / 9
2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to Turtle Nest just a short walk to the Gulf of Mexico and the sugar sand beaches of Holmes Beach. This vacation rental duplex has everything to offer with two bedrooms, kitchen, 2 bathrooms ,TV's in each room and all the comforts of home.The cozy decor is tasteful, fun and perfect for the... View all property information
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$2,690
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1 / 13
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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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5 of 5 stars Reviewed 23 January 2015
A fantastic home, very well appointed, very clean and the perfect size for a group of 6. The location is spectacular, only steps from the beach and in the heart of Anna Maria...
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$210
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1 / 23
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
When you stay in this spacious two-bedroom family-friendly condo you will definitely become a beach potato! Just steps from Anna Maria Island's beautiful white sand beach in the city of Holmes Beach, with 1,349 square feet, this vacation rental provides plenty of space to relax and enjoy your time... View all property information
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4 of 5 stars Reviewed 12 January 2015
My husband and I traveled with our son and his fiancée. The condo is very clean, with several upgrades especially in the kitchen. Counters, appliances and provided dishes...
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$110
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1 / 14
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Fountainhead Condo #5 is just a few steps from the beautiful beaches and azure blue water of the Gulf. This vacation rental is beautifully furnished and well equipped for your enjoyment. This two bedroom, two bath beach rental will sleep six with a queen size bed in one bedroom, two twin beds... View all property information
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From
$201
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1 / 19
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
This island home just one block from the beach offers a one of a kind setting which affordably gives you the pleasures of a spring-fed lake with dock as well as one block walk to the beach with a peek of the gulf. The beautiful lake is stocked with all types of fish ranging from Snapper, Redfish,... View all property information
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5 of 5 stars Reviewed 8 January 2014
We have now stayed twice at this vacation house and loved it both times. Ken, the owner makes it so easy to book and is a real pleasure to deal with. Booking direct with the owner...
5 of 5 stars Reviewed 23 February 2013
Exactly as advertised. This is not someone's investment property - it is a home. It has every comfort you would need and more. Literally minutes walk from the beach, private back...
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$1,921
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1 / 18
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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 19 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
$771
Per Week
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1 / 8
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
$237
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1 / 12
2 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
This is a gorgeous home, just 1/4 block from the beach which you can see from the balcony. Private elevator to all floors, relaxing living room with flat screen TV. Impressive Kitchen with granite counter tops, Stainless steel appliances, wood floors, bar sitting area, large dining room.... View all property information
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4 of 5 stars Reviewed 11 January 2015
LOVED Anna Maria Island! Enjoyed walking around the corner to get coffee or breakfast from the locals. Beach was amazing and so close. Free trolley service on the island lets you...
5 of 5 stars Reviewed 15 July 2014
My wife three children and I stay at coquina sands for a week, and we love this house it was very constable with a beautiful view of the gulf from the balcony on the living room...
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From
$208
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1 / 36
3 Bedrooms, 7 Bathrooms, Sleeps 8
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  • Dishwasher
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  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
Fantastic AND New Throughout....this luxurious elevated vacation rental home is just a couple short blocks from the pristine sandy beaches of Holmes Beach. This vacation rental home offers casual island luxury, an open floor plan with volume ceilings, a large terrace, private tropical yard... View all property information
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4 of 5 stars Reviewed 12 June 2012
I will start my review by saying the people at Island Real Estate could not have done a better job for us. Their level of service was excellent and they made our vacation easy. We...
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From
$167
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1 / 10
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
Brand New! BLUE LAGOON - Anna Maria Island's newest vacation rental villa is ready for your next vacation! Two bedroom, two bath with a huge Tropical pool and 10' waterfall right outside your back door. The pretty upgraded kitchen offer granite countertops, stainless appliances and ample... View all property information
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$247
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1 / 27
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
$1,146
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1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
$128
Per Night
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1 / 9
1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Wheelchair access
  • Elder access
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About this property
3207 Gulf Drive at Palm Isle Village in Holmes Beach, Florida is located in one of Anna Maria Island's favorite and finest condominium resorts. It offers a fabulous holiday villa which has been designer decorated in charming Old Florida style. The one... View all property information
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From
$215
Per Night
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1 / 12
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
The 'Flip Flop' duplex is a fantastic recently remodelled duplex located one block from the white sandy beaches boasting professional landscaping, beautiful retro interiors, and its own private pool for each side of the duplex. Flop (the yellow side of the duplex) is a one bedroom, one bath duplex... View all property information
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5 of 5 stars Reviewed 8 October 2014
My husband and I loved Flop Cottage for many reasons. First of all, the landscaping is lush and tropical and the décor is fun and cozy - so you instantly feel like you are on...
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$167
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1 / 12
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1 Bedroom, 2 Bathrooms, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Located in Holmes Beach, on Anna Maria island. This one bedroom two bath unit is a full size apartment with full size kitchen all appliances dishwasher, stove full size refrigerator, living area, dinning area and a separate bedroom has a king size bed. Its just steps to the beach. Covered... View all property information
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From
$165
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1 / 11
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Star Fish Beach 3 - Anna Maria Island's premier upscale development offers this vacation rental condo for the discriminating vacationer only. Every detail has been taken care of with our guest's relaxation in mind. A heated pool in a tropical landscape offers an oasis to relax after a long day of... View all property information
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5 of 5 stars Reviewed 2 July 2014
We stayed at the Starfish Beach 3 in June of 2014. This was a last minute booking (reserved a few hours before arriving) so we were very excited to get such a nice rental unit...
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From
$159
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1 / 14
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
Tiffany Place located at 7000 Gulf Drive Holmes Beach, FL is a gulf front condominium complex on the Gulf of Mexico. Sit and relax on your private balcony of your vacation rental or take a dip in the large heated pool. This well cared for Gulf Front condo is nicely furnished and one that you will... View all property information
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From
$231
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1 / 34
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Tropical, quiet, 2 bedroom/ 2 bath duplex, just over a block to the beach, and a block to the free Island trolley! Elevated, with one car garage underneath filled with beach chairs and wagon. Heated Pool surrounded by a large paver deck, lush landscape and plenty of seating. Sleeps up to 4. 1160... View all property information
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From
$256
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1 / 16
3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Gulf Place 2A 6700 Gulf Drive #2 Holmes Beach, Fl 34217 Direct Gulf front newly remodeled 3 bedroom, 2 bath condo with large open covered balcony. Breathtaking views of the Gulf of Mexico right out your window . Bright and light and very inviting and features a large open balcony, updated... View all property information
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5 of 5 stars Reviewed 10 December 2014
The selling point of this condo is definately the long balcony which fronts onto the beach giving spectacular panoramic views - great for breakfasts and sunsets especially. We...
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From
$222
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1 / 12
2 Bedrooms, 6 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Panoramic views from this wonderful vacation rental duplex which sits literally foot steps to the Anna Maria Island sugar white sands. Views are visible from the large open deck, the front dining area and kitchen. There are two large bedrooms both offering king size beds decorated in a... View all property information
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1 of 5 stars Reviewed 11 November 2014
filthy from top to bottom--the prior reviewer was being very generous--it is not just superficially clean, it is down right filthy--never mind that it is a rehab done as cheaply...
2 of 5 stars Reviewed 11 March 2014
Delightful location on the beach, ruined by poor general upkeep of the building (1940s house converted into TWO units)and general lack of attention to detail in kitchen and...
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From
$119
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1 / 14
3 Bedrooms, 2 Bathrooms, Sleeps 7
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  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
** Fall Savings! Rent one week, get the second for FREE! 14 days of sunshine and paradise for the price of 7! Now through December 2014, new reservaitons only ** Ground level remodeled three bedroom and two bath island vacation rental home just one short block to the best beaches Anna Maria... View all property information
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From
$110
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1 / 18
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Open and airy duplex designed gives you the space your family needs to spread out and relax while on holiday. Whether you stay a week or a month this is the perfect spot for a winter retreat or an island escape. There are so many activities on Anna Maria Island at your fingertips: Stroll seven... View all property information
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From
$396
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1 / 38
5 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Beautiful, Brand New, 5 bedroom/3.5 bath Waterfront home with Heated Pool, Hot Tub, Dock, and just over a block to the beach! Covered Patio by pool area and peeks of the Gulf and Bay from the top patios. Great location in a quiet neighborhood, a few steps to the Trolley Stop, and a short walk to... View all property information
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From
$256
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1 / 8
2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to the Citrus Cottage on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. However, until Labor Day 2014 we are offering a 10% discount on this property because of new... View all property information
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5 of 5 stars Reviewed 20 November 2014
Brand new five-star cottage with luxury sheets, fluffy towels, great dishes, warm swimming pool, big TV, snuggly blankets for watching big TV, and light fresh decor. The cottage...
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$128
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1 / 10
2 Bedrooms, 1 Bathroom, Sleeps 4
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  • Dryer
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Enjoy Lazy Days on Beautiful Anna Maria Island. This 2 bedroom, 1 bath single family home is located across the street from the beach in central Holmes Beach with beach access just a few properties away. This 'old Florida' home has been appointed in a sleek and modern feel and has a newly updated... View all property information
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$128
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1 / 17
2 Bedrooms, 7 Bathrooms, Sleeps 7
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  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Gracious Town Home located at 3701 Gulf Drive, Holmes Beach, Anna Maria Island, FL -- (2) Bed: (2.5) Bath: Accommodates up to (6) people: 1 Queen, 2 Twins & Sleeper Sofa: wirless internet, No smoking: No Pets. Absolutely fabulous two bedroom and two and a half baths in Gulfview Town Houses... View all property information
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From
$114
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1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Dishwasher
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Value Vacation - enjoy a no frills casual vacation with the spoils of a heated pool and beach super close by! Spacious two bedroom and two bath elevated island vacation rental duplex with a homey feel in the heart of Holmes Beach. Walking distance to shops, restaurants and the best white sandy... View all property information
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From
$179
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1 / 27
3 Bedrooms, 7 Bathrooms, Sleeps 9
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  • Dishwasher
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  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
** VACATION YOUR WAY - this property welcomes SATURDAY TO SATURDAY reservations ** West of Gulf Drive located at 131W White Avenue, Holmes Beach, Anna Maria Island, FL -- (3) Bed: (2.5) Bath: Accommodates up to (9) people: 2 Kings, 2 twins, Trundle, and Air Mattress: No Smoking: Pet... View all property information
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5 of 5 stars Reviewed 11 September 2014
We spent 3 nights at this georgeous home in Anna Maria Island, with family and kids. The house is extremely well maintained, CLEAN and as close to the beach as it can get for the...
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From
$161
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1 / 17
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Endless Sunset Views From your private screened balcony overlooking the white sandy beach of Anna Maria Island. Spacious three bedroom, two bath 2nd floor direct Gulf front condo nestled in the soft white sand beaches next to the sparkling Gulf of Mexico waters. This vacation rental... View all property information
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From
$1,409
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1 / 25
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Gym
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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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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3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Smoking allowed
  • Suitable for children
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About this property
Gorgeous completely renovated three bedroom, two bath large beach vacation rental cottage on corner lot in Anna Maria city. Pool area is a tropical paradise with plenty of room for everyone to sit back relax and stay cool! The light open floor plan offers the living room, kitchen, dining and... View all property information
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4 of 5 stars Reviewed 8 June 2014
This house is absolutely gorgeous! It was remodeled in 2010 (a scrapbook showing the before and after photos is located on the coffee table) and everything is new and modern. The...
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$128
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2 Bedrooms, 1 Bathroom, Sleeps 6
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  • Suitable for children
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About this property
Perfect for families - the kids will LOVE the bunk beds in the guest room! 3204 6th Avenue at Palm Isle Village in Holmes Beach, FL - Anna Maria Island's NEWEST and finest condominium complex offers several fabulous holiday villas all designer decorated and with floor plans maximizing water views.... View all property information
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Suitable for children
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About this property
Professionally decorated with a comfortable island flavor, this new villa offers everything you'll desire for a truly memorable vacation! The location of this villa is centered directly in the middle of Anna Maria Island offering you an excellent location for your vacation stay. The villa... View all property information
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3 of 5 stars Reviewed 31 July 2012
The house is very well maintained and well equipped. The beds are comfortable and the decor is very nice. The pool is a good size, however, the enjoyment of the pool is marred...
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Air Conditioning
  • Balcony
  • Dishwasher
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  • Private Outdoor...
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About this property
Situated 3 blocks from the beach and 2 blocks from the bay with a secluded yard surrounded by mangroves, this two-story pool home includes 3 bedrooms on the first floor and a regal master suite on the second floor. Comes equipped with Wifi, cable TV in all 4 bedrooms, washer/dryer, dishwasher,... View all property information
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5 of 5 stars Reviewed 9 February 2015
First I want to thank the manager, April, for being helpful in arranging for my family and I to stay at this property at the last minute. She was really amazing to work with. The...
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Satellite TV
  • Washer
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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About this property
Adorable, ground level, vintage cottage with modern conveniences and private pool is all you could desire for a vacation. Tasteful décor, comfortable furnishings and peaceful surroundings await. 3 bedroom, 2 bath sleeps 6. Blocks from the gulf. Additional amenities include: washer & dryer. View all property information
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3 Bedrooms, 7 Bathrooms, Sleeps 8
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
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About this property
Bonus - this home is equipped with a few items for the littlest member of your family - a porta-crib, highchair and safety gate are all there for your use, as well as a stroller! So much better than hotel living in this Anna Maria Island rental home. Sounds like a fabulous vacation - reserve your... View all property information
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$378
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6 Bedrooms, 9 Bathrooms, Sleeps 16
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  • Smoking allowed
  • Suitable for children
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About this property
Memorable Gulf Views from this New Luxury Home located at 203E 69th Street, Holmes Beach, Anna Maria Island, FL -- (6) Bed: (4.5) Bath: Accommodates up to (16) people: 3 Kings, 1 Queen, Set of Bunk beds w/ Full trundle (Twin bunk on top w/ Full underneath) & 2 Queen Sleeper Sofas: Internet -... View all property information
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4 of 5 stars Reviewed 2 March 2015
I stayed here for a family reunion with 6 children and 10 adults. The house was plenty big enough for us and it is a short walk to the beach. The pool was a major hit, although...
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$175
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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About this property
Magnificent elevated Mediterranean style vacation rental three bedroom and three bath villa in a perfect Holmes Beach location close to the pristine beaches, choice restaurants and fabulous shopping experiences. Private home has a lushly landscaped yard and lots of character! Maple hardwood... View all property information
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5 of 5 stars Reviewed 15 May 2012
My husband, toddler, and I just came back from a week-long stay at this beautiful home. It was more than enough room for us and we can see even bringing the grandparents next...
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2 Bedrooms, 1 Bathroom, Sleeps 6
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  • Air Conditioning
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  • Dryer
  • Grill
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  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Castnetter Beach Resort is located in the center of beautiful Anna Maria Island and directly across the street from the 7-Acre 'Manatee Public Beach.' Castnetter's has been a family favorite for Beach-Goers, Sun-Seekers, Boaters, Fishermen and Fun-Lovers alike since 1967. Extensive renovations... View all property information
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5 of 5 stars Reviewed 8 April 2013
We just got back from a GREATweek on Anna Maria island and stayed in Castnetter #6 which is adjacent to and essentially identical to Castnetter 5. The 2 bedroom condo was...
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Waterfront
  • Water Views
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  • Smoking allowed
  • Suitable for children
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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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1 Bedroom, 1 Bathroom, Sleeps 4
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  • Air Conditioning
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  • Dryer
  • Grill
  • Internet Access
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  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • 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 17 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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$117
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Dishwasher
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  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
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About this property
Fantastic 'Palm Tree Breezes' 2 bedroom, 2 bath, Island Condominium! This Condominium is 350 steps from Gulf water and white pristine beaches, a great place to get away to paradise. The bedrooms are all nice size with plenty of closet space. The large eat-in kitchen is a perfect spot to get... View all property information
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$91
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2 Bedrooms, 1 Bathroom, Sleeps 4
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Old Florida Style Cottage Duplex a Very Short Stroll to the Beach -- Holmes Beach, Anna Maria Island, FL -- (2) Bed: (1) Bath: Accommodates up to (4) people: 1 Queen & 2 Twins: No smoking: No Pets. Heated pool, shared. This newly remodeled and updated island duplex is just a stroll to the... View all property information
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3 Bedrooms, 8 Bathrooms, Sleeps 6
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About this property
Newer three bedroom, three and a half bath vacation beach townhome on beautiful Anna Maria Island. Enjoy a huge master bedroom with a Jacuzzi tub and separate shower. There is also a door to a bathroom that allows you to walk from the pool area through the shower for easy rinsing off and then... View all property information
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2 Bedrooms, 1 Bathroom, Sleeps 5
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  • Suitable for children
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  • Elder access
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About this property
Welcome to the Surf Camp on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. This property is offered at a 20% discount for the 2014 season because of new construction occurring on... 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.