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Holiday Rentals in Anna Maria Island, FL

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    Travellers to Anna Maria Island are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 20
    5 of 5 stars (6) Excellent
    Anna Maria
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 24
    5 of 5 stars (3) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 29
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 25
    5 of 5 stars (8) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    3 Story 'Nantucket' Style - 4 bedroom/ 3 bath villa is just a short walk to the beach! - Located at 212 85th Street, Anna Maria Island FL., the home is placed In a tropical setting, with pool great for cooling off and a large sun deck. 4 Bedrooms/3 baths, large master suite with king size bed... View all property information
    Location Information
    Anna Maria Island, Florida
    5 of 5 stars Reviewed 4 weeks ago
    The property was spacious and comfortable. Great location for sunsets and restaurant. I would highly recommend this property to anyone looking for a good price for the value. The...
    5 of 5 stars Reviewed 2 September 2015
    My family and some friends rented this home for an extended weekend and it was all it was advertised to be. Comfortable, "beach" with a Cape Cod feel, located in a tropical yard...
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    1 / 17
    5 of 5 stars (22) Excellent
    Bradenton Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    You will enjoy this adorable newly renovated vacation cottage – THE LITTLE MERMAID -- on Anna Maria Island just across the street from the Gulf of Mexico and minutes from shopping and attractions on Bradenton Beach’s popular Bridge Street! Your three parking spaces are right at the front door!!... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    4 of 5 stars Reviewed 14 August 2016
    Our stay at the Little Mermaid was one of the best vacations I've ever had. Just across from the beach the place was perfect for our small family. Plenty of towels, linens, pull...
    5 of 5 stars Reviewed 5 July 2016
    Great little cottage 50 yards from beach, Outside shower, great decor comfortable, includes all the bits needed for the beach, and the owner Betty is extremely helpful, clean tidy...
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    1 / 13
    4.5 of 5 stars (4) Very good
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    About this property
    Come relax and enjoy your beach vacation at The Cast Away! Located conveniently across from the Manatee Public Beach and the Gulf of Mexico. This two bedroom and one bath unit sleeps six with a queen size bed, two twin beds and a sofa bed. A full size kitchen and living room are included for your... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed 19 February 2016
    beautiful apartment just a walk away from the beach! clean, well stocked, decorated in the perfect beach mode!
    5 of 5 stars Reviewed 4 July 2015
    We loved the house, very clean and tidy. The owner checked in multiple times about how things were. Loved the decor and the overall feeling of the place.
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    1 / 32
    5 of 5 stars (14) Excellent
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    **DISCOUNTS FOR RENTALS OF 28 NIGHTS OR MORE ANY TIME OF YEAR** *****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
    Location Information
    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed 3 weeks ago
    we stayed at this home based on others reviews. It was everything we had hoped and more. Other than hurricane hermine, our trip was spectacular.we will definitely return!
    5 of 5 stars Reviewed 21 December 2015
    Every since we booked this vacation rental we knew it would be great because of the interaction with the owners. They were on top of everything and went out of their to help us...
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    1 / 20
    5 of 5 stars (1) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Enjoy paradise in this 2 bedroom, 2 bath suite. Newly renovated with all the amenities. The master suite features a king size bed with new dresser and night stands. The second bedroom has a queen bed with new dresser and night stands with large double closet. Each bathroom is full with either walk... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 20 July 2016
    Shared the condo with my wife, son, his wife and my beautiful grand daughter (16 months old) who we don't see often enough. Very comfortable accommodations. Nicely equipped...
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    1 / 21
    5 of 5 stars (2) Excellent
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Club Bamboo South is a beautiful beach front apartment resort right at the white beach of Anna Maria Island. Sarasota is only 15 minutes by car and gives access to many fantastic restaurants, cultural attractions, and ice-cream parlors. The elegant and spacious one-room studio suite features a full... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 6 March 2016
    Many Thanks, we had a great stay. The arrival was super flexible, we had no problems throughout the stay and of course the island Anna Maria is a fantastic spot for young couples...
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    1 / 16
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Sea Waves cottage is located at north end of anna maria island. Brand new renovation, 3 bedroom with 2 bath room, with private dock, sailboat direct to bimini bay, unobstructed , natural view of bimini bay. Less than three minute walk to beach, walking distance to pine ave and the city pier and... View all property information
    Location Information
    Anna Maria, Anna Maria Island
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    1 / 6
    4.5 of 5 stars (3) Very good
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Ocean Views
    • Washer
    • Internet Access
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    • Waterfront
    • Satellite TV
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Retro/surf style studio condo across from Bradenton Beach with a Gulf view that sleeps 2-4. Convenience is at your fingertips with this location. Just step out, cross Gulf Drive and you are on the beach in exactly 1 minute. A short 3 minute stroll behind the unit takes you to the bay front Public... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 24 July 2016
    Great little vacation spot. Located in a small shopping plaza however overall great place. Beach access across the street. Studio was very clean and perfect size for a couple...
    4 of 5 stars Reviewed 11 July 2016
    This is basically a pleasant ground floor studio apartment with a small bathroom. Nice kitchen area (microwave and hot plate, no stove), memory foam-type king mattress, good size...
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    1 / 41
    4.5 of 5 stars (17) Very good
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Delightful getaway located on Bradenton Beach on Anna Maria Island. This ground floor condo with beautiful views is directly across the street from the white powder sand beach. Slow down and experience the charm of "Old Florida". Enjoy beautiful sunsets. Walk to nearby unique shops and restaurants,... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    3 of 5 stars Reviewed 12 March 2016
    We let the owner know that we could only stay for one week because are grandson was having an operation and we had to get home. As it turned out we only stayed for two nights...
    5 of 5 stars Reviewed 2 March 2016
    Loved this condo! It was clean, nicely decorated, and had everything we needed. The location was perfect (short walk to beach, shops, cafes, and walking trails). Can’t wait to...
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    1 / 25
    5 of 5 stars (2) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • ?
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    • x
    About this property
    *NOTE: If you cannot find availability for this unit, please contact us, there is an additional unit. Thank you for considering my home which has been recently updated to provide the warmth and feel of a true beach cottage. Wooden ceiling planks have been added along with pine beach chic cabinets... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 2 weeks ago
    The pictures don't do it justice! Charming beach cottage that we'll book again. It was the perfect trip.
    5 of 5 stars Reviewed 23 July 2016
    It was clean, comfortable, and convenient! We had a great stay! And would recommend it for anyone looking for a place!
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    1 / 21
    5 of 5 stars (8) Excellent
    Bradenton Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Air Conditioning
    • DVD Player
    • Grill
    • Washer
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Anna Maria Island boasts one of the longest stretches of sugar white beaches in Florida, and clear, aqua-marine water. Enjoy the natural setting from this spectacular townhouse on Bradenton Beach. This three bedroom, two-and-a-half bath home offers direct Gulf views, a king size master suite,... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 4 weeks ago
    Awesome place in a great location. Superb service from the owners and Rick on an issue with the dryer. Place was awesome, clean and perfect for our vacation. Everything for the...
    5 of 5 stars Reviewed 16 July 2016
    We had a fab stay for a very relaxing week here after the madness of Disney. Everything was just perfect in the condo. The attention to detail just made it for us and all the...
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    1 / 20
    4 of 5 stars (1) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Waterfront
    • Air Conditioning
    • Washer
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    • DVD Player
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
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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 queen... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    4 of 5 stars Reviewed 4 March 2016
    The reservation, payment was easy and when we arrived things were ready for us. Staff was friendly and answered all questions, we had no problems. Property was nicely landscaped...
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    1 / 23
    Anna Maria
    5 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy our Luxurious Villa diPalma, a beautiful six bedroom, four bathroom luxury island home very close to the best beach in the Northshore. The Italian influence in the design is reminiscent of properties found in Venice and Tuscany. The two master suites each have their own Jacuzzi spa tub, a... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    1 / 20
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 11
    3 of 5 stars (1) Average
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    This lovely property features a tropical setting surrounding a heated swimming pool. The six unit complex is located one block from the beach. Great for family reunions or wedding parties. This unit is a one bedroom one bath full size apartment. King bed in bedroom and a sofa sleeper in the living... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    3 of 5 stars Reviewed 8 July 2016
    Location is wonderful, villa is clean and nice pool. A little outdated, but had necessities. We have 2 adults and two teens. Would be much better suited for just two adults, as...
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    1 / 15
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 17
    4.5 of 5 stars (5) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    4 of 5 stars Reviewed 19 August 2015
    Right on the beach! Perfect view and immediate access to the warm Gulf water. Basic accomodation, nicely done recent upgrades to unit. Mentioned to office staff under bed dust...
    4 of 5 stars Reviewed 15 August 2015
    great location , right on the beach, no need to drag beach equipment or look for toilets , Ideal for family with children, stayed in 106, access to the beach from unit, seen...
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    1 / 16
    Bradenton Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    About this property
    Enjoy the casual atmosphere of Bradenton Beach located on the 7 mile long Anna Maria Island. The Jimmy Buffet tropical theme makes it a laid back place to relax and enjoy. Experience some of the best views from private balcony overlooking white sandy beach. Watch the sunset and listen to... View all property information
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    Bradenton Beach, Anna Maria Island
    1 / 14
    5 of 5 stars (1) Excellent
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • Waterfront
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    • DVD Player
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • ?
    About this property
    One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed 5 August 2015
    we've stayed at coconuts before and just love it there. Everything is included in the condo, the location is great to the beach and local shops/food, the pool is great. This condo...
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    1 / 23
    5 of 5 stars (3) Excellent
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Stunning ground level 3 bedroom/2 bath home with luxury finishes at every glance. Brand new to the market and recently renovated, this home is packed with designer finishes throughout from luxury linens in all three uniquely appointed bedrooms to furnishings that make this home feel like you are... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    5 of 5 stars Reviewed 28 June 2016
    Just what our family needed for a relaxing vacation. We loved the swimming pool and that you could kayak a few hundred feet and view the manatees on the canal right from the...
    5 of 5 stars Reviewed 18 January 2016
    This canal home (just houses away from the bay) is lovely and well appointed. Our landlords, Mathias and Carren, met us at the home at check-in and showed us everything which was...
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    1 / 23
    5 of 5 stars (9) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Overlooking the Gulf of Mexico Beach, these 1250 square feet each two bedroom beach townhouses (complex of 4 apartments) arranged on two elevated levels offer beautiful views of Anna Maria island sound. A nice yard with a access to a barbecue area and a six persons tub make our apartments an ideal... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 10 May 2016
    We stayed for 5 nights in April and were delighted with our choice. Large studio on 2 levels, spotlessly clean with great views from front and back balconies. Great location and...
    5 of 5 stars Reviewed 25 August 2015
    Great apartment with a gorgeous view of the beach! Perfect location.. walk to restaurants and bars. Very clean and equipped kitchen with everything we needed. We really enjoyed it...
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    1 / 22
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Beautiful, recently renovated 1700 sf home that accommodates up to 8 people. Only a few steps to amazing sandy gulf beach. Enjoy all the amenities of a single level well appointed home with no stairs where you can step out to the beautifully landscaped pool area from your master bedroom or open... View all property information
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    Anna Maria, Anna Maria Island
    1 / 24
    5 of 5 stars (2) Excellent
    Holmes Beach
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Outdoor Dining Area
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    • Child-friendly
    • ?
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    • x
    About this property
    This newly remodeled Florida gem backs onto 17 acres of mangrove forest and is ideally located only 3 blocks from the beach. Reasonably priced, this quaint 3 bedroom, 1 bath cottage has a spacious backyard equipped with a pool, hammock, patio furniture, grill, brick fireplace, and picket fencing,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed 6 August 2016
    April was helpful and prompt. She made the whole process from booking to check out easy! The house was cozy and just what we were looking for. I would definitely book again
    5 of 5 stars Reviewed 27 July 2015
    I will be going back! From reservations to communication, from check in to location and the property itself, this place is magnificent!
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    1 / 9
    5 of 5 stars (4) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Washer
    • Terrace
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our Holmes Beach duplex, 2 bedroom and 2 bath home is just a short walk, (500 feet), from the beach. We are west of Gulf Drive and north of the Holmes Beach public beach. The downstairs living area has a full kitchen with appliances, spacious dining and living area and a full bath. Upstairs are... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed 16 July 2016
    As stated we were 200 yards from the beach and actually we could drive and park next to the beach. Close by to Publix, Walgreens, Cvs and plenty of tourist shops!
    5 of 5 stars Reviewed 5 June 2016
    The home was fabulous! Fran and Bob were so kind and accommodating. They thought of everything. The home was equipped to meet all of our needs. We had an eclectic bunch. 20...
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    1 / 27
    5 of 5 stars (5) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
    Location Information
    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed 22 March 2016
    The owners have provided a wonderful living space that was very clean cute and cozy. My guests were very complimentary. I can't emphasize enough the owners' responsiveness and...
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    1 / 10
    4 of 5 stars (8) Very good
    Bradenton Beach
    Studio, 1 Bathroom, Sleeps 5 | Quick View
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    • x
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    About this property
    Watch the sunsets over the Gulf of Mexico from your private beachfront balcony. Beautifully decorated studio apartment sleeps four adults and 1 child. King size bed and a new full size Murphy bed accommodate the adults and a fold-a-bed from the ottoman will sleep a child. The free trolley will pick... View all property information
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    Bradenton Beach, Anna Maria Island
    4 of 5 stars Reviewed 22 December 2015
    The condo was perfect for the two of us. King size bed and the kitchen made it possible for us to not eat out for every meal. The view is spectacular and they had a nice pool. I...
    5 of 5 stars Reviewed 29 June 2015
    This vacation was absolutely perfect. The location is wonderful and my children and I had an awesome time. I did have to go buy a broom because of the sand traveling back to the...
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    1 / 16
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Overlooking the Gulf of Mexico Beach, on Anna Maria island 2 bedroom unit is arranged on two elevated levels for a total of 1,250 square feet. The apartment is beautifully decorated, fully furnished and has open view of the beach and is one of the Bird's Nest vacation apartments complex. The... View all property information
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    Bradenton Beach, Anna Maria Island
    1 / 7
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Beachside Palms Anna Maria Island Resort is extremely conveniently located directly across from the famous Manatee County Public Beach on the gorgeous Gulf of Mexico. All 3 of our units were completely updated in 2016. They feature new cabinets, stainless steel appliances and granite countertops.... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 28
    5 of 5 stars (9) Excellent
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Grab your flip-flops and beach chairs! This family-friendly 3-bedroom, 2 1/2 -bath townhouse is just two quick blocks to the pristine, white sandy beaches of Anna Maria's gorgeous blue waters of the Gulf Coast. And after a relaxing day of sand and sun, come back for a refreshing dip in the heated... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed 9 May 2016
    North Beach Village, unit 59, is a wonderful place to stay. The unit is fully equipped, and it is close to the beach. The pool is nearby, also. It was enjoyable to sit on the...
    5 of 5 stars Reviewed 21 August 2015
    We stayed on Anna Marie Island with several grandchildren. We had everything that we possibly needed for an enjoyable stay. The kids loved the feel of being in a jungle like...
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    1 / 37
    4 of 5 stars (2) Very good
    Holmes Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • x
    About this property
    Anna Maria Island offers a family oriented vacation destination, laid back feel ...very relaxing. The island's beauty, world famous white beaches and friendly atmosphere will make you want to come back. The four bedroom home with a Golf Cart to bop around the island. The home is furnished with a... View all property information
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    Holmes Beach, Anna Maria Island
    4 of 5 stars Reviewed 28 December 2015
    We've completed our trip and it was great, now we're wondering how we get our damage deposit back? Great house for our family. Nice short walk to the beach. Trolleys were very...
    4 of 5 stars Reviewed 2 October 2014
    We enjoyed our stay at Casa Laguna. Great location just a few blocks from the beach and the option to use the golf cart was a nice perk for getting there easily. The pool and spa...
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    1 / 4
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Beachside Palms Anna Maria Island Resort is extremely conveniently located directly across from the famous Manatee County Public Beach on the gorgeous Gulf of Mexico. All 3 of our units were completely updated in 2016. They feature new cabinets, stainless steel appliances and granite countertops.... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 15
    4.5 of 5 stars (4) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • ?
    About this property
    One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
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    Holmes Beach, Anna Maria Island
    4 of 5 stars Reviewed 18 April 2016
    The place was just what I expected. The rooms were large, pool was warm, it was close to the ocean. The people were friendly. If you want maid service I do not think they have it...
    5 of 5 stars Reviewed 10 August 2015
    Great value! Minor discomforts, such as musky smell of water damage in the rooms. However, the location and other conveniences way over compensate any negatives. 100% would stay...
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    1 / 18
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    This two bedroom, two-bath condo has been tastefully renovated and refurbished. The kitchen has new appliances and granite countertops. All the new furnishings make this a very comfortable home away from home. It has a private screened balcony off the living room and bedroom that overlooks the... View all property information
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    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed 1 July 2016
    Agnes and her husband were extremely accommodating and helpful when my wife and I arrived for our first trip to Anna Maria. Their condo was beautiful and very close to everything...
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    1 / 21
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Very contemporary condo (danish style), just refurnished and remodeled, and equipped with more than everything you need for a relaxing and unforgettable vacation in Paradise. The unit is inspiring and gives you a laid back feeling immediately after entering. A huge pool with lounges and sun... View all property information
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    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed 13 September 2015
    Beautiful condo with a very convenient location just a few blocks from the beach and close by shops. We stayed for more than a month and it was such a perfect getaway. Definitely...
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    1 / 23
    5 of 5 stars (1) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • x
    About this property
    Thank you for considering my home which has been recently updated to provide the warmth and feel of a true beach cottage. Wooden ceiling planks have been added along with pine beach chic cabinets and decor. I put many hours into the design of the home to provide a feeling of tropical relaxation.... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 25 July 2016
    Great location, walk to beach or bay side from the house. Very quiet, but close to all things going on if you want to get food or drinks. The kitchen is stocked well and we felt...
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    1 / 11
    4.5 of 5 stars (2) Very good
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Island Beach Club 24 - Condo 2 Bedroom / 1 Bath gulf front , maximum occupancy of 4 people. Community pool. Escape to the Peaceful Shores of the Island!~ Island Beach Club--Gulf Front Condo---2 bedroom 1 bath ---10 unit building with solar heated pool. This condo has a newly renovated kitchen... View all property information
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    Holmes Beach, Anna Maria Island
    4 of 5 stars Reviewed 11 April 2016
    We really enjoyed the stay here. Unit 24 has an amazing view and it was pretty well stocked. We liked how close it was to Holmes public beach, publix and even walgreens. We...
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    1 / 24
    5 of 5 stars (5) Excellent
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    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
    Location Information
    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed 2 June 2016
    Awesome, already booked this for next year! Easy to fond, easy to get to beach, great people to work with.
    4 of 5 stars Reviewed 18 January 2016
    We were there in January 2016 and we were very happy with the accommodations. The decor is a little dated but all the essentials were there. We enjoyed Holmes Beach and...
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    1 / 23
    3.5 of 5 stars (3) Average
    Holmes Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
    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
    Location Information
    Holmes Beach, Anna Maria Island
    4 of 5 stars Reviewed 11 August 2015
    The house is spacious, close to the beach, convenient to numerous stores and the main road of Anna Marie Island. The Anthony beach cottage also has plenty of parking space and is...
    5 of 5 stars Reviewed 8 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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    1 / 13
    4.5 of 5 stars (3) Very good
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    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
    Location Information
    Holmes Beach, Anna Maria Island
    4 of 5 stars Reviewed 11 April 2015
    This house is lovely. It is well maintained and clean and has good sized rooms. The description is accurate. It is in an excellent location if you are looking for a beach week...
    5 of 5 stars Reviewed 22 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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    1 / 23
    4.5 of 5 stars (4) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • ?
    About this property
    One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed 26 April 2015
    We had a wonderful few days. We were presently surprised and was upgraded to a great unit #110. We enjoyed the area very much. Looking forward to coming back next year.
    3 of 5 stars Reviewed 6 April 2015
    You are steps from a great beach, but the rental could use some updates. Mattress on one bed badly in need of replacement. A faulty air conditioner kept us awake every night.
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    1 / 35
    5 of 5 stars (12) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    6 reasons why you will love our condos as much as we do: *VIEW! So close to the beach, with a wonderful view from the living room and master bedroom - not to mention from the roof-top terrace! *LOCATION! Close to the beach, grocery store, restaurants and everyday needs. 'We... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 19
    4 of 5 stars (1) Very good
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Living on the beach is great !!!!! This lovely beach front 1 BR/1BA Condo is located at 1000 Gulf Dr., Bradenton Beach Fl. 1 flight of stairs from the beach with spectacular direct views of the Gulf of Mexico and Bay. Unit comes Turnkey Furnished with top of the line furnishings including a Queen... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    4 of 5 stars Reviewed 21 March 2016
    We very much enjoyed our stay at the Beach House Resort. Great proximity to the Gulf and the condo was clean and well appointed. Mel and staff were very helpful and...
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    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • ?
    About this property
    Two bedroom two bath condo located upstairs in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 6 to... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 31
    5 of 5 stars (6) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    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 3 small blocks away with its bright white sand and aquamarine waters. For... View all property information
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    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed 10 April 2015
    We loved our condo. It had plenty of room for our family which included 2 teens. The trolley stop a short walk a away and easy walk to the beach. Our condo was fabulous. Well...
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    1 / 18
    Bradenton Beach
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    Directly on the Gulf of Mexico is where this studio is located with no roads to cross. This unit is located on the top floor in the middle of this 18 unit resort but you have an elevator to get you there. This condo has a King size bed and 2 single pull outs-1 from the sofa and 1 from the... View all property information
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    Bradenton Beach, Anna Maria Island
    1 / 41
    5 of 5 stars (3) Excellent
    Anna Maria
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    It doesn't get much better than being right on the water, less than one block from the bay beach, and only 7 blocks from Pine Avenue. Sunshine Cottage couldn't be a better name, because this 3 bedroom, 2 bathroom, cottage truly lets you experience the beauty of Anna Maria Island. Enjoy dangling... View all property information
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    Anna Maria, Anna Maria Island
    5 of 5 stars Reviewed 17 February 2016
    This home is located in walking distance to restaurants and the beach with bikes available as well. It is very nicely and newly decorated. The kitchen is well stocked as well as...
    5 of 5 stars Reviewed 1 December 2015
    We enjoyed our stay at Sunshine Cottage! This home is very clean and very spacious for 6 guests. We loved the flexibility of heading to the beach or relaxing in our own...
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    1 / 24
    4 of 5 stars (1) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Casa Sierra 205 A has everything you’ll need for a fun Anna Maria Island paradise vacation. This two bedroom two bathroom Mediterranean style Holmes Beach... View all property information
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    Holmes Beach, Anna Maria Island
    4 of 5 stars Reviewed 9 August 2016
    The location is perfect. Close to the beach, the trolly and Publix. The unit itself is very accurately represented in the photos. It's cute and clean and has plenty of space...
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    Waterfront vacation rentals on Anna Maria Island

    Whether an experienced or a first-time vacation home renter, you’ll enjoy the many choices for beachside getaways on Anna Maria Island. Luxury gulf side villas, quaint beach cottages and canal front condos offer breathing-room space and countless amenities that traditional hotel stays can’t match. Beyond the advantage of preparing some meals at home, your beach rental allows you to slide right into islander life and feel very much at home.

    “Old Florida” charm and easy island living

    Three small communities share Anna Maria Island – Bradenton Beach, Holmes Beach and Anna Maria. Each gathers along 7 miles of silky white beach overlooking the Gulf of Mexico. The island offers the village feel of Old Florida, with simple beach cottages and sandy lanes dipping under lazy Florida oaks and beachfront villas overlooking turquoise bays. There’s plenty to do on the family-friendly island, but nothing quite as important as simple relaxation. Rent a bike to roam the island or a kayak to explore the waterways. Fish, sail, comb the beaches for shells, and pack a little picnic for a sunset meal.

    One-of-a-kind dining and shopping

    Shop names reveal that island boutiques are anything but ordinary. The Painted Gate, Egret’s Landing, Paper Panache and other local establishments offer everything from resort wear to arts and crafts. The free island trolley runs North and South, as a convenient way to explore. Ginny's and Jane E's at the old IGA is a popular spot, where vintage furniture mixes with home-baked quiches and brioches in an internet café setting. One restaurant you can’t miss is Rod & Reel located at the end of a wooden pier jutting out into the bay. Kick back, fish, eat and let that tropical seascape deliver complete relaxation.

    Take a side trip south to “Shangri-la”

    Don your best resort wear and head south along Highway 789 that links Anna Maria Island to Longboat and St. Armand Keys. The gulf front drive leads you to famous St. Armand’s Circle, where elite shopping and pampered dining venues merge in an elegant European atmosphere. After a gourmet lunch, venture over to Sarasota for a visit to the cherished Ringling enclave, home to the Museum of Art and Ca d’Zan Mansion. Set in a lush 20-acre garden overlooking the water, the Venetian mansion is considered “the last of the Gilded Age mansions” built in America.

    Vacation rental homes, a superb value for families and friends

    Spacious living areas, plenty of baths and bedrooms and every imaginable amenity explain why vacation homes are today’s most popular travel choices. From the comfort of your own island getaway, you’ll enjoy every pleasure Anna Maria Island offers.