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Holiday Homes and Apartments Holmes Beach, FL

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    All 438 Rentals in Holmes Beach
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    Travellers to Holmes Beach are booking March dates now. Secure your holiday rental today, and have the perfect trip.
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    $191
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    1 / 18
    1 Bedroom / 6 Bathrooms / Sleeps 4
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    $314
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    1 / 23
    5 of 5 stars (2) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    $359
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    8 Bedrooms / 4 Bathrooms / Sleeps 18
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    About this property
    Welcome to the ultimate in Large Family luxury vacation Homes, with beautiful views of the Gulf of Mexico and sunsets from the Roof Top Deck. This beautiful 8 bedroom/5.5 bath home resides only one short block to the beach and features a gorgeous kitchen with Granite countertops and Stainless... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $229
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    1 / 10
    1 of 5 stars (1) Terrible
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Balcony
    • Dishwasher
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    • x
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    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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    Holmes Beach, Anna Maria Island 34217
    1 of 5 stars Reviewed 29 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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    1 / 22
    4.5 of 5 stars (6) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Grill
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    • Waterfront
    • Water Views
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    • Pets allowed
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    About this property
    L’Plage Condominium #3 located at 6420 Gulf Drive in the preferred northern end of Holmes Beach is a spectacular four bedroom, three bath Gulf front unit with a glorious beachside swimming pool and spa. There is even a BBQ area onsite for your use! L’Plage Condominium features a security gated... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $339
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    1 / 11
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    About this property
    Overlooking stunning turquoise waters of Anna Maria Island is the Mainsail Beach Inn offering guests a superb island experience. This ideally located resort offers 12 upscale vacation rentals, all with beachfront access, and some with a Gulf view. Our community vacation rental amenities include... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 / 22
    4.5 of 5 stars (7) Very good
    2 Bedrooms / 3 Bathrooms / Sleeps 4
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    • Grill
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    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    About this property
    Gulfview Townhomes unit 1, located at 3701 5th Avenue in Holmes Beach is located on a very quiet dead end street just a short stroll to the emerald waters of the Gulf of Mexico and only a block from 25 shops and restaurants featuring at least six unique cuisines. This small four unit complex... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 18 May 2015
    A very nice condo, very attractive, nice and clean. If it only had an elevator it would be Perfect! If not an elevator, how about a dumb waiter.
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    $1,558
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    1 / 17
    3 of 5 stars (2) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Grill
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    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    About this property
    Hammock Haven is a wonderful two bedroom two bath home located at 2702 Avenue C in Holmes Beach. This two story beach get away has a distant gulf view and a peek at the bay. Hammock Haven is close to dining, beach, trolley, and the bay. Stroll the beaches, fish the bay, and explore the many... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $219
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    1 / 27
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Grill
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
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    • x
    • x
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    • Elder access
    • x
    About this property
    Beautiful Villa with a tropical landscaped backyard, PRIVATE Heated pool, paver deck, and just a block to the beach. The location cant be beat as it is very centrally located and close to all the great restaurants and shops on the Island. It is just a short bike ride to Pine Ave. Fully stocked... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $247
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    1 / 27
    5 of 5 stars (3) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
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    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    Adorable and Updated 2 BR/2BA villa with a private heated pool. This villa is located on a quiet residential street, just a short walk to the beautiful beach, with no busy streets to cross to get there, and easily walkable to the 'downtown' Holmes Beach area for shopping and restaurants and more!... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 25 July 2014
    This home was nicely furnished, clean, and in a great location. It was a short walk (4-5 minutes pulling a wagon and walking with kids) to the beach. We had no busy streets to...
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    $206
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    1 / 24
    4.5 of 5 stars (3) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    Escape to Serenity sums it up for this quaint and cozy duplex (with no shared walls). You will feel as if you have landed on your own personal island with this gem of a property. This fantastic, two-bedroom, one-bathroom vacation rental will help you find some serenity. This home boasts an all-new... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 3 February 2015
    Very happy with our rental, heated pool and fenced patio were great. Short walk to a wide scenic beach. Mattress was a little too extra firm, will consider for next...
    5 of 5 stars Reviewed 9 December 2014
    We stayed here over Thanksgiving and we loved it. I could tell the place was newly renovated with beautiful furnishings and an updated kitchen with new appliances. It was very...
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    4 of 5 stars (20) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    Anna Maria Beach Place #1, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches and the emerald green water of the Gulf of... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 18 March 2015
    The location of this property is ideal. It is steps away from the beach and has very convenient access to shops and the trolley. Wonderful small, fenced in pool, worked very...
    4 of 5 stars Reviewed 13 August 2014
    My family had a great time at this location and visiting Anna Maria Island. We were steps away from the beach and spent most of our time visiting the ocean. At the complex the...
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    1 / 14
    3.5 of 5 stars (15) Average
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (15) Make Enquiry
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    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Anna Maria Beach Place #5, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches and the emerald green water of the Gulf of... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 18 October 2014
    We loved the location of this unit. Entrance to the beach was 100 feet away. Beach chairs and umbrella were provided. Unit 5's interior had a cheery beach theme, a "slouch...
    4 of 5 stars Reviewed 5 August 2014
    We had a great stay, everything was clean and well stocked. My only small complaint was that the AC was not enough for the whole apartment...but you're at the beach. The whole...
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    5 of 5 stars (7) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (7) Make Enquiry
    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
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    About this property
    *******DISCOUNTS FOR STAYS OF 28 NIGHTS OR MORE - PLEASE ASK US ABOUT SPECIAL PRICING FOR YOUR STAY********* *** LARGE HEATED FREE-FORM, LUXURY POOL AND SPA WITH SPACIOUS PAVED SURROUND - ADDED AUGUST 2014 **** ****TOGETHER WITH TROPICAL LANDSCAPING, AUTOMATED GARDEN LIGHTING AND LARGE GROUND... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 23 May 2015
    Mattresses very comfortable! It was nice to have all the beach stuff there and towels! Location was great near the beach, restaurants, and the trolley was just across the road...
    5 of 5 stars Reviewed 20 April 2015
    We had a very enjoyable week at this vacation home. Plenty of space to roam and have family relaxation time. We had so much fun in the pool. The hot tub was so relaxing in the...
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    $157
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    1 / 16
    5 of 5 stars (5) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Just steps from the beach!! This 2 bedroom Gulf side townhome has been completely remodeled & exquisitely decorated!! We are just 120 steps (1 minute walk) from the beach with no streets to cross and within walking distance of many shops and restaurants. The unit sleeps 4-6 in 2 large upstairs... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 20 May 2015
    Mary Lou is a pleasure to work with. The condo was equipped with everything needed including extra beach towels, board games and movies. I've stayed in several condos/townhomes...
    5 of 5 stars Reviewed 26 November 2014
    We had a great week by the beach and everything about the stay was as promised. Our hosts were friendly and professional in handling our booking and the house is just lovely and...
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    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Dishwasher
    • Internet Access
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    • Pets allowed
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    • x
    • x
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    • Elder access
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    About this property
    Duplex located 200-202 66th St, Holmes Beach, Anna Maria Island, FL...Steps from the Gulf Beaches -- (5) Bed: (4) Bath: Accommodates up to (12) people: 2 Kings, 2 Queens, Twins & Sleeper Sofa: Internet - Wireless: No smoking: ALL newly remodeled and soooo close to the beach. This vacation... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $164
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    1 / 17
    4.5 of 5 stars (9) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (9) Make Enquiry
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    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Anna Maria Beach Place #2, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches and the emerald green water of the Gulf of... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 21 May 2015
    We loved it, was small and cute, only 6 apartments in the building. On Dead end Street and on the Beach....great beach and ocean. Only problem were the other tenants who were...
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    $196
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    1 / 5
    5 of 5 stars (6) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 6
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    If you are looking for a simple, quiet, stress-free place to enjoy the beach, Heron House on Anna Maria Island is it! Heron House is a cozy, Old Florida-style duplex. There is a new pool and tiki bar in our yard next door to the rental units that is available for all our guests! The beach is only... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 15 January 2015
    We have stayed here multiple times!! We have also referred others to stay here as well!! You feel like you are at Home with Diane and Paul! They always take care of anything...
    5 of 5 stars Reviewed 5 December 2013
    We recently stayed at the side unit of the Heron House on Anna Maria. Paul and Diana keep the property in tip top shape with lots of amenities such as free use of bikes, beach...
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    4.5 of 5 stars (24) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Anna Maria Beach Place #6, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches and the emerald green water of the Gulf of... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 20 May 2015
    We've stayed in this unit for the past 3 years, usually in the spring. It's perfect for 2 people, plus it has a pull-out sofa bed with a brand new mattress. This is a very clean...
    4 of 5 stars Reviewed 24 July 2014
    We loved the condo. It was a great location in relation to the beach. Almost beachfront! Only issue was the ac. I like being hot by the pool and on the beach but when it comes...
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    1 / 28
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Grill
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    Great location close to shopping and restaurants, yet tucked away in a small complex right across the street from the beach. This unit includes cable TV, DVD, High Speed Internet, and Washer/Dryer. Queen in the first Bedroom with TV, twins in the 2nd Bedroom with TV, and a sleeper sofa for any... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    4.5 of 5 stars (7) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (7) Make Enquiry
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    • Grill
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    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
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    About this property
    The Sand Dollar, located at 143 50th Street in Holmes Beach is a beautiful, newly constructed four bedrooms, three and one half bath home with a large heated pool surrounded by native landscaping. It’s located on a quiet residential street west of Gulf Drive and less than a two minute walk to the... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $262
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    1 / 27
    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • 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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    Location Information
    Holmes Beach, Anna Maria Island 33569
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    $2,612
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    1 / 22
    4.5 of 5 stars (22) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 12
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    • Grill
    • Internet Access
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
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    About this property
    Breakers 3, located at 103 45th Street in Holmes Beach. This luxury three-bedroom, two-bath Gulf-front beach home is located in a quiet, secluded area of Holmes Beach. The white sandy beach stretches for miles along the length of the island and spectacular Gulf vistas can be seen from the living... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 25 January 2015
    The house was well kept, clean, and exactly as represented. Being right on the beach and just across the bridge was great. Santa Maria Island can be very congested so being close...
    4 of 5 stars Reviewed 25 August 2014
    We enjoyed staying at this house. The best part is the proximity to the beach. It was great to be able to stay at the beach while the kids came back and forth from the house at...
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
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    • x
    • x
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    About this property
    ** VACATION YOUR WAY - this property welcomes SATURDAY TO SATURDAY reservations ** 200 66th St, Holmes Beach, Anna Maria Island, FL...Steps from the Gulf Beaches -- (3) Bed: (2) Bath: Accommodates up to (6) people: 1 King, 1 Queen and 2 Twins: Internet - Wireless: No smoking: ALL newly... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $365
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    1 / 27
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    Make your stay in Florida fun and easy! This 2 Bedroom, 2 Bath condo is direct beachfront with wide open views up and down the coast. The condo is on the top floor (6th) of the building and is completely furnished with a dining table that seats 6 – 8, sofa and loveseat, coffee and end tables, flat... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34218
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    $2,154
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    1 / 20
    4.5 of 5 stars (35) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (35) Make Enquiry
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    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
    • ?
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    About this property
    The Captain's Quarters, located at 2801 Gulf Drive in Holmes Beach is an extremely popular three bedroom, two bath home with a private heated salt water pool, tropical landscaping, a double car garage and gulf views from the open deck. This wonderful beach house is less than a five-minute stroll... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 6 March 2013
    We enjoyed a week at the end of February staying in this house. Some of the furniture is getting a bit tired, but it is comfortable and has all you need with plenty linen and...
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Balcony
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    • Pets allowed
    • Smoking allowed
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    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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    Holmes Beach, Anna Maria Island 34217
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    4 of 5 stars (7) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Grill
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    • Water Views
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    • Pets allowed
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    About this property
    The Anna Cabana Beach House is an adorable two bedroom, two bath home located at 3709 Gulf Drive in Holmes Beach. This quaint home has a large open deck with a great view of the beach. Watch the sunsets or enjoy the tropical landscaping on the large deck facing the Gulf. Numerous fruit trees and... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 of 5 stars Reviewed 15 November 2013
    My letter to manager.... Sara, I and my family are very disappointed with the condition of the property. The housekeeping was unacceptable and we had to wait until our second...
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    4 of 5 stars (9) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
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    About this property
    Beachview Condo #6 at 3704 6th Avenue in Holmes Beach, is a very comfortably furnished and recently updated unit in a smaller complex, just a few short steps to the beach and located out of the way on a dead end street. Beachview offers a heated pool, and every amenity to make your stay here a... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed 20 November 2014
    really good Location in short distance to the beach and shopping facilities(Publix/Walgreen) but: kitchen utensils mainly old fashioned and in poor condition.partly...
    4 of 5 stars Reviewed 18 August 2014
    We had a great time! The condo had all the amenities, everything we needed, with only one exception: there wasn't any or accessibility to beach equipment (chairs, umbrellas...
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    5 of 5 stars (31) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Fireplace
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    • Pets allowed
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    About this property
    From the same owners of A Lime Cottage (p277325), who've been recognized as TripAdvisor 'rated excellent' vacation rental, Flipkey 2012 and 2013 Top Vacation Rental, 2012 Top Rental Manager', we're delighted to now have Lemon Cottage. Nestled in a quiet residential boating community across from... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 10 May 2015
    If you are looking for the perfect get-a-way, look no longer! This house is it! This house is situated in a safe, nice neighborhood and has everything you could possibly need for...
    5 of 5 stars Reviewed 1 May 2015
    We stayed one week last year and two weeks this year. We really liked this home!! It had everything, including bikes!! It is a very "techy" home, and well appointed! Lemon is in a...
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    4.5 of 5 stars (26) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Grill
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    • Waterfront
    • Water Views
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    • Pets allowed
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    • Suitable for children
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    About this property
    Escape to the Breakers, one of the finest luxury gulf front vacation homes on Anna Maria Island, located at 102 31st Street in Holmes Beach. Enjoy the tropical breezes and aqua-blue surf from the deck overlooking the white sand beach and sparkling Gulf of Mexico. Watch the dolphins cavort in the... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 1 April 2015
    This was the second time we stayed in Anna Maria but the first time we stayed at Breakers 1. We found the location of Breakers 1 to be excellent, right on the beach and very...
    3 of 5 stars Reviewed 25 August 2014
    Beach house is in a good location, right on beach and set off main Gulf Drive which can be noisy. Was somewhat dirty with moldy showers but I guess this is expected from a highly...
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    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
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    • Internet Access
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    • Shared Outdoor Pool...
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    • Pets allowed
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    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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    Holmes Beach, Anna Maria Island 34217
    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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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    About this property
    No need for shoes at this direct Gulf front condo. Out the door, down the steps, and your feet are in the sand. No streets to cross, you are on the beach! The view from your open air lanai is fantastic! You’ll love seeing dolphins swim by as you sip on your morning coffee. All day long you’ll... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 of 5 stars (1) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    About this property
    Gorgeous Efficiency and steps to white sandy beaches from this 1 bedroom, 1 bath elevated vacation rental, one story up overlooking pool area. Stairs go up to small deck in front of the efficiency. With 3 x 8 open deck to enjoy the sunsets, or overlooking pool. Feel the warm gulf breezes lounging... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 15 May 2015
    I travelled with my husband and teenage daughter (age 18). We stayed an entire week in May. This is an ideal location in that it's walking distance to the beach, grocery store...
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    The Reef's Edge 3302 Gulf Dr. Apt 103 Holmes Beach, Fl. 34217 The Reef's Edge is a luxury 3 bedroom, 2 bathroom direct beachfront condo and is one of a select group of just five direct beachfront condos that makes up this exclusive property. It get's it name from the natural reef that is... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4.5 of 5 stars (4) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Grill
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    • Waterfront
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    • Pets allowed
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    About this property
    The Cove at Sandy Pointe #208, at 3601 East Bay Drive is a cheerful, two bedroom and two bath condo in a secluded complex close to shopping and conveniently located to the beach. Sandy Pointe features undercover parking and a large heated pool. Each unit has a large screened lanai.This well... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 stars (14) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Pets allowed
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    About this property
    http://www.villachezshell.com Villa Chez Shell is a newly renovated Mediterranean beach home that offers a luxurious getaway. The highlight of this newly renovated 3 bedroom and 3 bathroom property is its tropical private backyard complete with a lagoon shaped pool and a soothing stone waterfall.... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 19 May 2015
    Amazing house, great location, beautiful in every way, planning our next trip, that says it all!!! Every detail was taken care of and perfect
    5 of 5 stars Reviewed 18 January 2015
    My husband, three children and I chose Villa Chez Shell for a post holiday getaway. We were not disappointed. The home was lovely and well equipped. From the kitchen, game...
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    4.5 of 5 stars (7) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
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    • Pets allowed
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    • Suitable for children
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    About this property
    The Cove at Sandy Pointe #205, at 3601 East Bay Drive is a cheerful, two bedroom and two bath condo in a secluded complex close to shopping and conveniently located to the beach. Sandy Pointe features undercover parking and a large heated pool.This well appointed and recently refurnished unit... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    4.5 of 5 stars (3) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
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    About this property
    The Cove at Sandy Pointe #202, at 3601 East Bay Drive is a cheerful, two bedroom and two bath condo in a secluded complex close to shopping and conveniently located to the beach. Sandy Point features undercover parking and a large heated pool. Each unit has a large screened lanai.This well... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 12 October 2014
    Good overall once we moved to another property. Would stay again. The first property was a bit sparse. All places clean and ver nice. Would recommend to others. May book a stay in...
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    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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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 stars (25) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Internet Access
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    • Waterfront
    • Water Views
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    • Pets allowed
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    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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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 4 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 2 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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    4.5 of 5 stars (17) Very good
    3 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Grill
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    About this property
    The Harrison Home is a very spacious three bedroom, four bath pool home located at 6901 Gulf Drive in Holmes Beach, just 150' to a beautiful sandy beach. Located in the preferred northern end of Holmes Beach, this home features a private pool with fenced yard, poolside gazebo, extensive new... View all property information
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    Holmes Beach, Anna Maria Island 34217
    From
    $1,565
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Sea Breeze is a private home with 3 bedrooms and 2 bathrooms and a brand new heated pool! The home is comfortable and well stocked. Wood floors throughout, open floor plan and cathedral ceilings with large sliders that open onto a large screened porch. Close proximity to the beach, about 3... View all property information
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    Holmes Beach, Anna Maria Island 34217
    From
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
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    • Suitable for children
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    About this property
    Casa Sierra Resort is a private Mediterranean style four unit complex in the heart of Anna Maria Island with just a two minute walk to the beautiful white sand beach! Each unit offers an outdoor patio with the spacious common area providing a large heated pool, gazebo, lush tropical landscaping,... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 stars (7) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
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    • Pets allowed
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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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    Holmes Beach, Anna Maria Island 34217
    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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    4 of 5 stars (14) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    About this property
    Islands West Resort, located at 3605 Gulf Drive in Holmes Beach, is a tranquil resort with a large heated pool just a short stroll to the Gulf, shopping and restaurants. Enjoy the relaxing charm of island living when you stay at the Islands West Resort. The property consists of four, one bedroom... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 / 19
    4 of 5 stars (7) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    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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    Holmes Beach, Anna Maria Island 34217
    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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    4 of 5 stars (16) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Fountainhead Condo #3, located at 3402 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. Due to some long awaited tree removal, there is now a nice beach view from the... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 28 July 2014
    We enjoyed our stay and the place was clean and comfortable. The location to the beach and shopping was great! Our rental agents were from Island Vacation Properties and they are...
    5 of 5 stars Reviewed 7 November 2013
    This condo was very comfortable with everything we needed for our stay. It was clean and updated, with three balconies. Love the location being so close to the beach. The pool...
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    5 of 5 stars (3) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Pets allowed
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    About this property
    Fountainhead Condo #4, located at 3402 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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    Location Information
    Holmes Beach, Anna Maria Island 34217
    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.