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Welcome to Moon Shadow South, a beautifully designed coastal retreat offering 3 bedrooms, 2 bathrooms, and breathtaking views of Tampa Bay and Passage Key from the top-level primary suite. This inviting island home is perfectly situated just steps from bay beach access and a short walk to Bayfront Park and Bean Point’s renowned shoreline.Inside, th
Moon Shadow South
Home- 3
- 2 2
- Pool
- Dogs Allowed
- Sleeps 6
- 16 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
- 20 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
- 24 Views
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Looking for a vacation spot that offers all the comforts of home with the perks of a beachside getaway? Welcome to Palm Isle Village 3208, a bright and inviting condo in the charming and well-loved Palm Isle Village community. Enjoy Gulf views from your balcony, a shared pool, and a prime location just steps from the soft, white sands of Holmes Bea
Palm Isle Village 3208
Condominium- 2
- 1 1
- Pool
- No Pets
- Sleeps 4
- 23 Views
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Welcome to Appletini, a fully renovated vacation rental in Holmes Beach designed for travelers seeking comfort, style, and the ultimate Anna Maria Island experience. Situated just minutes from the beach, this beautifully updated duplex combines modern coastal elegance with an unbeatable island location.Inside, you'll find professionally curated des
Appletini
Multi-Family- 2
- 2 2
- Pool
- No Pets
- Sleeps 6
- 34 Views
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Discover the revitalized charm of Coconuts Beach Resort 101, a newly remodeled ground-level condo located in the heart of Holmes Beach on Anna Maria Island. This one-bedroom, one-bathroom retreat has been given a complete makeover, offering a clean, modern aesthetic with inviting coastal touches. Comfortably accommodating up to four guests, this po
Coconuts 101
Condominium- 1
- 1 1
- Pool
- No Pets
- Sleeps 4
- 24 Views
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Newly Updated - New bathrooms and updates completed in February of 2023!! Four minutes from the beach, located in the heart of Holmes Beach, and a private oasis on Anna Maria Island. All this and more makes “Forget Me Knot” the ideal place to stay during your island vacation. From the secluded and private placement to its closeness to the beach as
Forget Me Knot
Home- 3
- 3 3
- Pool
- No Pets
- Sleeps 6
- 9 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
- 26 Views
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When looking to accommodate a large group during your paradise Anna Maria Island vacation look no further than “Catchin’ Rays”. This fun four bedroom, four bathroom Holmes Beach vacation rental spaciously sleeps up to 8 guests in comfort and style. After spending a week at this fabulous Holmes Beach vacation rental home within walking distance to t
Catchin Rays
Home- 4
- 4 4
- Pool
- No Pets
- Sleeps 8
- 23 Views
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Inside this Holmes Beach vacation rental you’ll find a well-appointed condominium to kick your feet up in island style. The living room offers a flat screen television, comfortable furniture and the dining area seating four. In the kitchen you’ll find all the basics including a dishwasher. Off the kitchen there is a private balcony.Accommodating up
Casa Sierra 205B
Condominium- 2
- 2 2
- Pool
- Dogs Allowed
- Sleeps 6
- 10 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
- 12 Views
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DISCLOSURE!!: There is currently an ongoing disagreement regarding the beach access path on 78th Street. In the meantime, we ask that you use the beach access trail that is located on 77th street, directly behind the home you will be staying in.You can access it by walking through the side yard of this home. There is no need to walk all the way up
Flirty Flamingo
Home- 2
- 2 2
- No Pets
- Sleeps 4
- 12 Views
Moon Shadow South
Welcome to Moon Shadow South, a beautifully designed coastal retreat offering 3 bedrooms, 2 bathrooms, and breathtaking views of Tampa Bay and Passage
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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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Jefferson D
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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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Karen P
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Midwestern Tourist
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Palm Isle Village 3208
Looking for a vacation spot that offers all the comforts of home with the perks of a beachside getaway? Welcome to Palm Isle Village 3208, a bright an
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Wendy W
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Kristen M
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John K
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Charles P
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Chris F
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Appletini
Welcome to Appletini, a fully renovated vacation rental in Holmes Beach designed for travelers seeking comfort, style, and the ultimate Anna Maria Isl
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Pamela B
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Karen J
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Coconuts 101
Discover the revitalized charm of Coconuts Beach Resort 101, a newly remodeled ground-level condo located in the heart of Holmes Beach on Anna Maria I
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Barbie C
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Jacqueline B
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Bob and Debby G
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Beth M
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Kathy C
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Forget Me Knot
Newly Updated - New bathrooms and updates completed in February of 2023!! Four minutes from the beach, located in the heart of Holmes Beach, and a pri
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Kevin C
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Cindy V
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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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Bob M
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Catchin Rays
When looking to accommodate a large group during your paradise Anna Maria Island vacation look no further than “Catchin’ Rays”. This fun four bedroom,
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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
Flirty Flamingo
DISCLOSURE!!: There is currently an ongoing disagreement regarding the beach access path on 78th Street. In the meantime, we ask that you use the beac
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Connie M
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Connie M
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