Anna Maria Island Gold Vacation Rentals
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Find the perfect Anna Maria Island vacation spot at “Sugaree”! This renovated duplex is comfortable, stylish and close to the beach too! When you visit “Sugaree” you’ll find everything you’ll need for up to six guests.<br /><br />Inside this Holmes Beach rental you’ll find a spacious main living area and well-appointed bedrooms. <br /><br />In the
Sugaree
Multi-Family- 2
- 2 2
- Pool
- No Pets
- Sleeps 6
- 19 Views
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Island Living Meets Coastal LuxuryWelcome to Gulf Shores Unit 205, your private island oasis on Anna Maria Island accessed by stairs only (no elevator). This 3-bedroom, 2-bathroom gulf-front condo sits directly on the pristine sands of Holmes Beach, offering top-floor panoramic views of the shimmering Gulf.Designed with bright, island-style décor,
Gulf Shores 205
Condominium- 3
- 2 2
- No Pets
- Sleeps 6
- 14 Views
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After you stay at the "Sea Pirate 2" you’ll want to make it your vacation destination year after year! This two bedroom one bathroom Holmes Beach vacation rental home sleeps four guests with one king bed, and two twin beds. "Sea Pirate 2" offers a fun and fresh island feel with exciting colors and endless style. Find everything for the perfect beac
Sea Pirate 2
Condominium- 2
- 1 1
- Pool
- No Pets
- Sleeps 4
- 14 Views
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Discover the charm of coastal living at Sandy Pointe 202, a light-filled and inviting 2-bedroom, 2-bathroom condo situated on the second floor in the heart of Holmes Beach on picturesque Anna Maria Island. This thoughtfully appointed vacation home is ideal for those seeking relaxation or island adventure. Just a short stroll from beaches, parks, an
Sandy Pointe 202
Condominium- 2
- 2 2
- Pool
- Dogs Allowed
- Sleeps 4
- 49 Views
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Perfect for a fun couple’s getaway, a casual vacation, or even a family escape. “The Villas 3A” is a one-bedroom villa that boasts a top tier location near shopping, dining, and beaches, as it’s located in the city of Holmes Beach. Able to sleep up to four guests, this unit has a welcoming and laid-back feel that’s synonymous with an island vacati
The Villas 3A
Condominium- 1
- 1 1
- Pool
- No Pets
- Sleeps 4
- 10 Views
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The Beach Is Just Steps Away!!!3 Bedroom, 2 Bath, Almost 1,500 Sq. Ft. Fresh and Clean!The newly listed Salt Shack is an adorable 3 bedroom 2 bathroom beach escape on Anna Maria Island. This vacation rental home is spacious enough for up to 7 guests, although the new city ordinance only allows for 6. This ground level location in Holmes Beach has e
Salt Shack
Multi-Family- 3
- 2 2
- Pool
- No Pets
- Sleeps 6
- 14 Views
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This small quiet complex is just a two minute walk to the beautiful white sand beach. A ground level unit, find an outdoor patio with a spacious common area complete with a large heated pool, gazebo, lush tropical landscaping, and picnic tables. This makes a perfect setting for a memorable Island adventure!Casa Sierra Resort is a private Mediterran
Casa Sierra 203A
Condominium- 2
- 2 2
- Pool
- Dogs Allowed
- Sleeps 6
- 13 Views
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Welcome to “Blue Water Escape” – Your Island Retreat in Holmes Beach!Experience laid-back island living just steps from the sugar-sand shores of Anna Maria Island at this inviting vacation home. “Blue Water Escape” is a bright, beachy getaway perfect for up to six guests, offering three bedrooms, two bathrooms, and everything you need for a relaxin
Blue Water Getaway
Home- 3
- 2 2
- Pool
- No Pets
- Sleeps 6
- 14 Views
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The perfect spot for a memorable island vacation! This ground level vacation rental offers a gorgeous heated pool with a fabulous outdoor common area including gazebo, tropical landscaping, dining areas and plenty of lounge chairs for relaxing. There is also a putting green, custom cornhole and a bocce ball pitch. If you want to enjoy the outdoors,
Casa Sierra 205A
Condominium- 2
- 2 2
- Pool
- Dogs Allowed
- Sleeps 6
- 18 Views
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“Promise kept” is located in Holmes Beach on Anna Maria Island. This property has been renovated to feature some of the original characteristics of the vintage home. One stay here, and your promise will be kept to return again and again. Now dog friendly with 1 dog up to 25lbs.<br /><br />This beautiful ground level home has 3 bedrooms and 2 bathr
Promise Kept
Home- 3
- 2 2
- Pool
- No Pets
- Sleeps 6
- 18 Views
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Nestled into a gorgeous resort style setting, Anna Maria Island vacation rental home “Blue Lagoon 5 – Sandpiper” is a fun vacation destination with endless character. Accommodating up to 6 guests this 2 bedroom 2 bathroom vacation rental home offers 1 king bed, 2 twin beds and a 1 queen sleeper sofa and all the amenities of a beachy home away from
Blue Lagoon 5
Condominium- 2
- 2 2
- Pool
- Dogs Allowed
- Sleeps 6
- 87 Views
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Paradise found indeed! Walk into the open floor plan and look out over the private heated pool, canal, dock and views of open water. This vacation retreat has 3 bedrooms and 3 bathrooms as well as smart Tv's in the living room, each bedroom and the outside patio. The kitchen is renovated for the chef in your party with updated appliances. Also with
Paradise Found
Home- 3
- 3 3
- Pool
- No Pets
- Sleeps 6
- 12 Views
Sugaree
Find the perfect Anna Maria Island vacation spot at “Sugaree”! This renovated duplex is comfortable, stylish and close to the beach too! When you visi
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Valerie
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Kerry T
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Sandra B
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Erin M
Gulf Shores 205
Island Living Meets Coastal LuxuryWelcome to Gulf Shores Unit 205, your private island oasis on Anna Maria Island accessed by stairs only (no elevator
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Betsy G
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Nikki M
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Jennifer P
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Christopher M
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Barbara F
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Sea Pirate 2
After you stay at the "Sea Pirate 2" you’ll want to make it your vacation destination year after year! This two bedroom one bathroom Holmes Beach vaca
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Clint E
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Juli W
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Anonymous U
Sandy Pointe 202
Discover the charm of coastal living at Sandy Pointe 202, a light-filled and inviting 2-bedroom, 2-bathroom condo situated on the second floor in the
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Linda
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Kristen D
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Carol N
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Maryann K
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The Villas 3A
Perfect for a fun couple’s getaway, a casual vacation, or even a family escape. “The Villas 3A” is a one-bedroom villa that boasts a top tier locatio
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Micky M
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Kirby J
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Aubrey R
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Louise B
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Beth S
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Lynne M
Salt Shack
The Beach Is Just Steps Away!!!3 Bedroom, 2 Bath, Almost 1,500 Sq. Ft. Fresh and Clean!The newly listed Salt Shack is an adorable 3 bedroom 2 bathroom
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James I
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Michael C
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Melinda S
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Judith M
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Kelleen W
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Gary S
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Elizabeth L
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Casa Sierra 203A
This small quiet complex is just a two minute walk to the beautiful white sand beach. A ground level unit, find an outdoor patio with a spacious commo
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Amber M
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BJ S
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Carlton W
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Anonymous U
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Anonymous U
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Rose S
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Anonymous U
Blue Water Getaway
Welcome to “Blue Water Escape” – Your Island Retreat in Holmes Beach!Experience laid-back island living just steps from the sugar-sand shores of Anna
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Anonymous U
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Belinda A
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Anonymous U
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Anonymous U
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Barbara L
Casa Sierra 205A
The perfect spot for a memorable island vacation! This ground level vacation rental offers a gorgeous heated pool with a fabulous outdoor common area
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Jocelyn B
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Mary Beth R
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Pamela J
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Bryan & Denise P
Promise Kept
“Promise kept” is located in Holmes Beach on Anna Maria Island. This property has been renovated to feature some of the original characteristics of th
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Max K
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Jochen B
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Karen P
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Molly C
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Nancy S
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Patrick H
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Midwestern Tourist
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Blue Lagoon 5
Nestled into a gorgeous resort style setting, Anna Maria Island vacation rental home “Blue Lagoon 5 – Sandpiper” is a fun vacation destination with en
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Kimberly M
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Tiffany J
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Christine W