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Fall in love with Anna Maria Island paradise when you vacation at “Over the Moonl”! This gorgeous three bedroom, private heated pool getaway accommodates up to six guests with 2 kings beds and two twin beds in this ground level single family home located in the coveted north end of Anna Maria. <br /><br />The city of Anna Maria boasts some of the i
Over the Moon
Home- 3
- 2 2
- Pool
- No Pets
- Sleeps 6
- 17 Views
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Located on beautiful canal front property in Anna Maria City, 230 Chilson Avenue "Sand Dollar Dream" is the perfect spot for a Florida vacation with a brand new, private, heated pool and spa. Relax in spacious back yard swaying the hammock amongst the lush tropical landscaping, or roast s'mores in the fire pit seating area. This lovely renovated ho
Sand Dollar Dream
Home- 4
- 2 2
- Pool
- Dogs Allowed
- Sleeps 8
- 13 Views
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This three bedroom three and a half bath villa is located just a few blocks from the white sandy beaches of Anna Maria Island. This spacious vacation home offers an open floor plan, perfect for all family and friends to gather for laughter and wonderful memories. This dreamy vacation home has a remodeled kitchen features such as granite countertops
Blue Lagoon 4
Condominium- 3
- 4 3 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 6
- 12 Views
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Cayman Cay 207 – Holmes Beach Vacation Rental Near the GulfEnjoy an easygoing Anna Maria Island getaway at Cayman Cay 207, a welcoming two-bedroom, two-bath vacation rental in the Cayman Cay Condominiums of Holmes Beach. Ideally located directly across the street from the beautiful Gulf beaches, this comfortable island condo puts the sand, sunsets,
Cayman Cay 207
Condominium- 2
- 2 2
- Pool
- No Pets
- Sleeps 6
- 13 Views
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Welcome to your Anna Maria Island escape "Pineapple Paradise"! New to the vacation rental market, this beautifully designed 4-bedroom, 5-bathroom home in Holmes Beach is just two blocks from the beach—perfect for families and groups ready to enjoy sun, sand, and relaxation."Pineapple Paradise" is a spacious two-level home offers plenty of room to s
Pineapple Paradise
Home- 4
- 5 5
- Pool
- No Pets
- Sleeps 8
- 18 Views
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“dreAMI” 12 Palm Harbor Drive is perfect for a fun and memorable vacation, one of the best rental homes that Anna Maria Island has to offer. “dreAMI” 12 Palm Harbor Drive is a gorgeous home, with three bedrooms three and a half baths this home sports two king beds, and two twin beds and is able to accommodate up to 6 guests. Only monthly stays are
DreAMI
Home- 3
- 4 3 Full Baths , 1 Half Baths
- Pool
- Dogs Allowed
- Sleeps 6
- 15 Views
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Nestled into a gorgeous resort style setting, Anna Maria Island vacation rental home “Blue Lagoon 6 – Osprey” is a fun vacation destination with endless character. Accommodating up to 4 guests this 2 bedroom 2 bathroom vacation rental home offers 1 king bed, 1 queen bed and all the amenities of a beachy home away from home. <br /><br />Inside “Blue
Blue Lagoon 6
Condominium- 2
- 2 2
- Pool
- Dogs Allowed
- Sleeps 4
- 17 Views
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Spend your Anna Maria Island vacation in five star luxury when you visit “Fernweh”. This new Holmes Beach vacation rental offers both a stylish and relaxing destination for up to eight guests. If you experience wanderlust “Fernweh” is truly the place for you with a fabulous location, gorgeous floor plan, beautiful aesthetic and sophisticated island
Fernweh
Home- 4
- 4 4
- Pool
- No Pets
- Sleeps 8
- 24 Views
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Palm Isle Village 3215 is located in Holmes beach on Anna Maria Island. You will be welcomed with the island style decor throughout the home. This villa has 1 bedroom and 1 bathroom. The bedroom has a king size bed with sliding glass doors that lead out to a private patio area. The patio area has two loungers to relax and soak up Florida’s hot sun.
Palm Isle Village 3215
Condominium- 1
- 2 1 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 4
- 11 Views
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With stunning direct gulf front views, the stylish “Water's Edge 209S” is a fine example of a luxury island vacation getaway. Comfortably rooming up to 4 guests this 2 bedroom 2 bathroom Holmes Beach vacation rental condominium offers one king bed and one queen bed in a beautiful coastal inspired atmosphere. <br /><br />Situated on the Gulf of Mexi
Waters Edge 209S
Condominium- 2
- 2 2
- Pool
- No Pets
- Sleeps 4
- 14 Views
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“Salty Sea Life” is a home away from home, newly remodeled and situated on a canal. This 3-bedroom 2 bath Bradenton home has both the space and accommodations for up to six people. Take full advantage of that space with your family and loved ones, as the living area is perfect for lounging and get togethers. Relax on the inviting sofas and take in
Salty Sea Life
Home- 3
- 2 2
- No Pets
- Sleeps 6
- 21 Views
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"La Casa Marie" - Luxurious Gulf-Front Vacation Condo in Holmes BeachWelcome to "La Casa Marie," a stunning waterfront vacation condo situated in the picturesque La Casa Costiera complex at 7320 Gulf Drive, Holmes Beach. This exquisite 3-bedroom, 2.5-bathroom retreat can comfortably accommodate up to 6 guests, featuring a King bed, a Queen bed, and
La Casa Marie
Condominium- 3
- 3 2 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 6
- 21 Views
Over the Moon
Fall in love with Anna Maria Island paradise when you vacation at “Over the Moonl”! This gorgeous three bedroom, private heated pool getaway accommoda
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Patty S
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Laurie H
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Nicole S
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John M
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Kelly P
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Matthew B
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Kelly T
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Fred F
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Brad S
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Shawn G
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Kathryn S
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Sara P
Sand Dollar Dream
Located on beautiful canal front property in Anna Maria City, 230 Chilson Avenue "Sand Dollar Dream" is the perfect spot for a Florida vacation with a
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Justine K
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Brian H
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Amy H
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Wendy C
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Emily S
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Jordan H
Blue Lagoon 4
This three bedroom three and a half bath villa is located just a few blocks from the white sandy beaches of Anna Maria Island. This spacious vacation
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Bob Y
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Anne L
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Kimberly G
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Anonymous U
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Bob M
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Adrian J
Pineapple Paradise
Welcome to your Anna Maria Island escape "Pineapple Paradise"! New to the vacation rental market, this beautifully designed 4-bedroom, 5-bathroom home
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Jason S
DreAMI
“dreAMI” 12 Palm Harbor Drive is perfect for a fun and memorable vacation, one of the best rental homes that Anna Maria Island has to offer. “dreAMI”
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Anonymous U
Blue Lagoon 6
Nestled into a gorgeous resort style setting, Anna Maria Island vacation rental home “Blue Lagoon 6 – Osprey” is a fun vacation destination with endle
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Michael M
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Kristen W
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Lorraine K
Fernweh
Spend your Anna Maria Island vacation in five star luxury when you visit “Fernweh”. This new Holmes Beach vacation rental offers both a stylish and re
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Amber D
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Melanie R
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Jaison M
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Kellie S
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Jefferson D
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Oliva C
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Lenora S
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Michelle C
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Beverly L
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Laurie H
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Jody L
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Jill T
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Neil G
Palm Isle Village 3215
Palm Isle Village 3215 is located in Holmes beach on Anna Maria Island. You will be welcomed with the island style decor throughout the home. This vil
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Karen Z
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Mike
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Karen Z
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Stephanie H
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Frank Z
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pam W
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David P
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Carmen
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Dwayne J
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Dwayne J
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Mark M
Salty Sea Life
“Salty Sea Life” is a home away from home, newly remodeled and situated on a canal. This 3-bedroom 2 bath Bradenton home has both the space and accomm
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Sean H
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Dawn K
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Frank Z
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Michelle R
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Elaine M
La Casa Marie
"La Casa Marie" - Luxurious Gulf-Front Vacation Condo in Holmes BeachWelcome to "La Casa Marie," a stunning waterfront vacation condo situated in the
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Tiffany Q
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Dana F
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Anonymous U
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Stephen S