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Staying at Buena Vista unit 4 is a fun and memorable experience. Including comfortable furniture, smart televisions in all rooms with HBO and Showtime, and a custom chefs kitchen with induction stove as well as a double door wine fridge; vacationers love celebrating their stay in the spacious living room perfect for entertaining. The open floor pla
Buena Vista 4
Condominium- 4
- 4 3 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 8
- 18 Views
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This beautiful Holmes Beach get-away is sure to make your stay on Anna Maria Island a memorable one. “Water’s Edge 204S” is a beach side condo with views of the tropical garden are just outside your window as well as peeks of the beach and Gulf of Mexico. Unit 204S is updated, with a gorgeous kitchen, spacious living area, and a dining area that ca
Waters Edge 204S
Condominium- 2
- 2 2
- Pool
- No Pets
- Sleeps 4
- 16 Views
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Charming cottage-style condo w/ shared pool, Gulf views and easy beach access!<br /><br />Vacation in style with this charming cottage-style condo on Anna Maria Island. Featuring a shared pool, Gulf views from the balcony, and easy access to gorgeous beaches, this condo is perfect for a couple of friends or a romantic retreat. Wake up to the sun st
Palm Isle Village 3210
Condominium- 1
- 1 1
- Pool
- No Pets
- Sleeps 4
- 9 Views
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Experience Island Living at Waters Edge 208S, an exquisite, newly remodeled condo located just a short stroll from the serene shores of Anna Maria Island. Whether you're drawn to the beach for sunbathing, water sports, or peaceful relaxation, this charming property has it all. With easy beach access, a shared heated pool, and local shops and restau
Waters Edge 208S
Condominium- 2
- 2 2
- Pool
- No Pets
- Sleeps 6
- 10 Views
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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
- 11 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
- 12 Views
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NEWLY RENOVATED - LESS THAN A 5MIN WALK TO THE GULF BEACHES - Find the perfect Anna Maria Island vacation spot at “Starfish Beach Cottage 2”! This newly renovated duplex is comfortable, stylish and close to the beach too! When you visit “Starfish Beach Cottage 2” you’ll find everything you’ll need for up to four guests. Inside this Holmes Beach ren
Starfish Beach 2
Condominium- 2
- 2 2
- Pool
- Dogs Allowed
- Sleeps 4
- 16 Views
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Check out Coquina Sands in Holmes Beach on Anna Maria Island! This newly updated townhome style vacation rental with private pool is a beautifully decorated 3 bedroom 3.5 bathroom home that comfortably sleeps 6.Renovated in April 2024, all bedrooms are conveniently located on the main entry level and offer a king bed in the master, a queen bed in t
Coquina Sands
Multi-Family- 3
- 4 3 Full Baths , 1 Half Baths
- Pool
- Dogs Allowed
- Sleeps 6
- 17 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
- 9 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
- 27 Views
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A one of a kind direct beach front vacation is waiting for you at “Dodt House”. This uniquely designed multi family style home was recently updated to offer you a sophisticated, fun and relaxing beach getaway for up to fourteen guests. When you arrive at “Dodt House” you’ll know you have found your new favorite Florida vacation destination. Located
Dodt House 1, 2 and 3
Home- 6
- 4 4
- Pool
- No Pets
- Sleeps 12
- 19 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
- 12 Views
Buena Vista 4
Staying at Buena Vista unit 4 is a fun and memorable experience. Including comfortable furniture, smart televisions in all rooms with HBO and Showtime
5
Lynn L
5
Anita Z
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Jennifer
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Jane J
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Amanda T
5
Kammie L
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Daniel C
5
Jennifer M
Waters Edge 204S
This beautiful Holmes Beach get-away is sure to make your stay on Anna Maria Island a memorable one. “Water’s Edge 204S” is a beach side condo with vi
5
Dan & Doris K
5
Nathaniel K
5
Robin W
Palm Isle Village 3210
Charming cottage-style condo w/ shared pool, Gulf views and easy beach access!
Vacation in style with this charming cottage-style condo on
Vacation in style with this charming cottage-style condo on
5
Carlanan R
5
Lisa B
5
Donna S
Waters Edge 208S
Experience Island Living at Waters Edge 208S, an exquisite, newly remodeled condo located just a short stroll from the serene shores of Anna Maria Isl
5
Adam F
5
Patrick B
5
Brittany T
5
Kenneth B
5
Krystal R
5
Jennifer H
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
5
Patty S
5
Laurie H
5
Nicole S
5
John M
5
Kelly P
5
Matthew B
5
Kelly T
5
Fred F
5
Brad S
5
Shawn G
5
Kathryn S
5
Sara P
Starfish Beach 2
NEWLY RENOVATED - LESS THAN A 5MIN WALK TO THE GULF BEACHES - Find the perfect Anna Maria Island vacation spot at “Starfish Beach Cottage 2”! This new
5
Anonymous U
5
Andrew P
5
Christina T
5
Carol and Greg T
5
Carol and Greg T
5
Mark
5
Stephen R
5
Carol and Greg T
5
Carol T
5
Carol T
5
Betty S
5
Angela P
Coquina Sands
Check out Coquina Sands in Holmes Beach on Anna Maria Island! This newly updated townhome style vacation rental with private pool is a beautifully dec
5
Jill P
5
Preeti I
5
Amy D
5
Steve O
5
James M
5
Christine V
5
Beverly M
5
Karen L
5
Sarah J
5
Maria O
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
5
Max K
5
Jochen B
5
Karen P
5
Molly C
5
Nancy S
5
Patrick H
4
Midwestern Tourist
4
Oliver R
5
Shannon G
5
Rachel O
5
Patrick F
4
Darwin and Doris R
5
Kathryn M
5
Ann-Mari H
5
Nicole S
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Julie F
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Jane V
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Riggio F
5
Jenna
5
sean
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Voytukhov F
5
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Susana C
5
Jacqui L
5
Kip N
Appletini
Welcome to Appletini, a fully renovated vacation rental in Holmes Beach designed for travelers seeking comfort, style, and the ultimate Anna Maria Isl
5
Pamela B
5
Tina & Steve L
5
Karen J
5
null
5
Suzanne C
5
keith S
5
Anonymous U
5
Audrey M
5
Michael S
5
Suzanne C
5
Dawn S
5
Deb B
5
Katie M
Dodt House 1, 2 and 3
A one of a kind direct beach front vacation is waiting for you at “Dodt House”. This uniquely designed multi family style home was recently updated to
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Anonymous U
5
Kay A
5
Jim S
5
Joseph M
5
Erin O
5
Laura W
5
CLAIRE
3
Joy C
5
Marc S
5
Heidi P
5
Tricia M
5
Christine S
5
Derek W
5
Chuck G
5
Chase O
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
5
Amber D
5
Melanie R
5
Jaison M
5
Kellie S
5
Jefferson D
5
Oliva C
5
Lenora S
5
Michelle C
5
Beverly L
5
Laurie H
5
Jody L
5
Jill T
5
Neil G