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Anna Maria Island House Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
2,120 rentals in Anna Maria Island.
Anna Maria Beach Condo 1/1, vacation rental in Anna Maria Island
Anna Maria Beach Condo 1/1, vacation rental in Anna Maria Island
Anna Maria Beach Condo 1/1, vacation rental in Anna Maria Island

Anna Maria Beach Condo 1/1

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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HEATED & CHILLED POOL..Private outdoor living with grill, and fire pit!, vacation rental in Anna Maria Island
HEATED & CHILLED POOL..Private outdoor living with grill, and fire pit!, vacation rental in Anna Maria Island
HEATED & CHILLED POOL..Private outdoor living with grill, and fire pit!, vacation rental in Anna Maria Island

HEATED & CHILLED POOL..Private outdoor living with grill, and fire pit!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, Vacation Rental House
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Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach, vacation rental in Anna Maria Island
Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach, vacation rental in Anna Maria Island
Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach, vacation rental in Anna Maria Island

Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach

Rental Home
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Vacation Rental House
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Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night, vacation rental in Anna Maria Island
Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night, vacation rental in Anna Maria Island
Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night, vacation rental in Anna Maria Island

Anna Maria Island Gulf Lookout-Gulf Views From Every Room--Rooftop Terrace-Night

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach, vacation rental in Anna Maria Island
Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach, vacation rental in Anna Maria Island
Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach, vacation rental in Anna Maria Island

Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Naut 2 Shabby Cottage  Next-Level Pool Area, Darling FL Cottage - Best of Both!, vacation rental in Anna Maria Island
Naut 2 Shabby Cottage  Next-Level Pool Area, Darling FL Cottage - Best of Both!, vacation rental in Anna Maria Island
Naut 2 Shabby Cottage  Next-Level Pool Area, Darling FL Cottage - Best of Both!, vacation rental in Anna Maria Island

Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Charming cottage in quiet area, close to beach & bay., vacation rental in Anna Maria Island
Charming cottage in quiet area, close to beach & bay., vacation rental in Anna Maria Island
Charming cottage in quiet area, close to beach & bay., vacation rental in Anna Maria Island

Charming cottage in quiet area, close to beach & bay.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point., vacation rental in Anna Maria Island
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point., vacation rental in Anna Maria Island
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point., vacation rental in Anna Maria Island

Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!, vacation rental in Anna Maria Island
Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!, vacation rental in Anna Maria Island
Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!, vacation rental in Anna Maria Island

Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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Newly Renovated Cottage Across the Street from Beach, with Private Pool!, vacation rental in Anna Maria Island
Newly Renovated Cottage Across the Street from Beach, with Private Pool!, vacation rental in Anna Maria Island
Newly Renovated Cottage Across the Street from Beach, with Private Pool!, vacation rental in Anna Maria Island

Newly Renovated Cottage Across the Street from Beach, with Private Pool!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps, Vacation Rental House
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Coral Cove: Walk to the Beach! Heated pool! Prime North End!, vacation rental in Anna Maria Island
Coral Cove: Walk to the Beach! Heated pool! Prime North End!, vacation rental in Anna Maria Island
Coral Cove: Walk to the Beach! Heated pool! Prime North End!, vacation rental in Anna Maria Island

Coral Cove: Walk to the Beach! Heated pool! Prime North End!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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BEACH NEST IS GETTING A RENOVATION! WE WILL BE BACK! CHECK BACK FOR UPDATES! XOX, vacation rental in Anna Maria Island
BEACH NEST IS GETTING A RENOVATION! WE WILL BE BACK! CHECK BACK FOR UPDATES! XOX, vacation rental in Anna Maria Island
BEACH NEST IS GETTING A RENOVATION! WE WILL BE BACK! CHECK BACK FOR UPDATES! XOX, vacation rental in Anna Maria Island

BEACH NEST IS GETTING A RENOVATION! WE WILL BE BACK! CHECK BACK FOR UPDATES! XOX

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!, vacation rental in Anna Maria Island
Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!, vacation rental in Anna Maria Island
Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!, vacation rental in Anna Maria Island

Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Vacation Rental House
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Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach, vacation rental in Anna Maria Island
Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach, vacation rental in Anna Maria Island
Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach, vacation rental in Anna Maria Island

Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Low Rider - Bottom Unit - Brand New Golf Cart Included, vacation rental in Anna Maria Island
Low Rider - Bottom Unit - Brand New Golf Cart Included, vacation rental in Anna Maria Island
Low Rider - Bottom Unit - Brand New Golf Cart Included, vacation rental in Anna Maria Island

Low Rider - Bottom Unit - Brand New Golf Cart Included

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Vacation Rental House
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Ideal Location, Stunning Villa! Close to beach, beach gear provided!, vacation rental in Anna Maria Island
Ideal Location, Stunning Villa! Close to beach, beach gear provided!, vacation rental in Anna Maria Island
Ideal Location, Stunning Villa! Close to beach, beach gear provided!, vacation rental in Anna Maria Island

Ideal Location, Stunning Villa! Close to beach, beach gear provided!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Vacation Rental House
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Tropical luxury beach home with heated pool, vacation rental in Anna Maria Island
Tropical luxury beach home with heated pool, vacation rental in Anna Maria Island
Tropical luxury beach home with heated pool, vacation rental in Anna Maria Island

Tropical luxury beach home with heated pool

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Bay -Canal Waterfront! Tiki Bar 5BR, 5BA  Huge Pool, 2 Kayaks/Bikes Sleeps 16, vacation rental in Anna Maria Island
Bay -Canal Waterfront! Tiki Bar 5BR, 5BA  Huge Pool, 2 Kayaks/Bikes Sleeps 16, vacation rental in Anna Maria Island
Bay -Canal Waterfront! Tiki Bar 5BR, 5BA  Huge Pool, 2 Kayaks/Bikes Sleeps 16, vacation rental in Anna Maria Island

Bay -Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes Sleeps 16

Rental Home
7 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps, Vacation Rental House
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SURFS UP - Top Unit - Brand New Golf Cart Included, vacation rental in Anna Maria Island
SURFS UP - Top Unit - Brand New Golf Cart Included, vacation rental in Anna Maria Island
SURFS UP - Top Unit - Brand New Golf Cart Included, vacation rental in Anna Maria Island

SURFS UP - Top Unit - Brand New Golf Cart Included

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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Pet friendly renovated duplex 5 min drive from the beach, vacation rental in Anna Maria Island
Pet friendly renovated duplex 5 min drive from the beach, vacation rental in Anna Maria Island
Pet friendly renovated duplex 5 min drive from the beach, vacation rental in Anna Maria Island

Pet friendly renovated duplex 5 min drive from the beach

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Vacation Rental House
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PRIVATE / NOT SHARED POOL, WALK TO BEACH, vacation rental in Anna Maria Island
PRIVATE / NOT SHARED POOL, WALK TO BEACH, vacation rental in Anna Maria Island
PRIVATE / NOT SHARED POOL, WALK TO BEACH, vacation rental in Anna Maria Island

PRIVATE / NOT SHARED POOL, WALK TO BEACH

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Luxury home close to beach! Pool & putting green, vacation rental in Anna Maria Island
Luxury home close to beach! Pool & putting green, vacation rental in Anna Maria Island
Luxury home close to beach! Pool & putting green, vacation rental in Anna Maria Island

Luxury home close to beach! Pool & putting green

Rental Home
7 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps, Vacation Rental House
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Castaway Cottage + Beach + Heated Private Pool & Spa = R & R!  Near Bean Point!, vacation rental in Anna Maria Island
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R!  Near Bean Point!, vacation rental in Anna Maria Island
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R!  Near Bean Point!, vacation rental in Anna Maria Island

Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Vacation Rental House
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Angel Fish Cottage, Sweet 2 BR 1 B, Private Pool, Steps to Gulf and Bay, vacation rental in Anna Maria Island
Angel Fish Cottage, Sweet 2 BR 1 B, Private Pool, Steps to Gulf and Bay, vacation rental in Anna Maria Island
Angel Fish Cottage, Sweet 2 BR 1 B, Private Pool, Steps to Gulf and Bay, vacation rental in Anna Maria Island

Angel Fish Cottage, Sweet 2 BR 1 B, Private Pool, Steps to Gulf and Bay

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Vacation Rental House
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COZY APT IN QUADRAPLEX HOME. 2 BR/1 BA. Sleeps 4.  Poolside.  STEPS to beach!, vacation rental in Anna Maria Island
COZY APT IN QUADRAPLEX HOME. 2 BR/1 BA. Sleeps 4.  Poolside.  STEPS to beach!, vacation rental in Anna Maria Island
COZY APT IN QUADRAPLEX HOME. 2 BR/1 BA. Sleeps 4.  Poolside.  STEPS to beach!, vacation rental in Anna Maria Island

COZY APT IN QUADRAPLEX HOME. 2 BR/1 BA. Sleeps 4. Poolside. STEPS to beach!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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COZY APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! 1 BR/1BA. SLEEPS 2. POOL, vacation rental in Anna Maria Island
COZY APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! 1 BR/1BA. SLEEPS 2. POOL, vacation rental in Anna Maria Island
COZY APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! 1 BR/1BA. SLEEPS 2. POOL, vacation rental in Anna Maria Island

COZY APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! 1 BR/1BA. SLEEPS 2. POOL

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Vacation Rental House
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Ultimate Beach pool House  Family Vacation Home., vacation rental in Anna Maria Island
Ultimate Beach pool House  Family Vacation Home., vacation rental in Anna Maria Island
Ultimate Beach pool House  Family Vacation Home., vacation rental in Anna Maria Island

Ultimate Beach pool House Family Vacation Home.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart, vacation rental in Anna Maria Island
Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart, vacation rental in Anna Maria Island
Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart, vacation rental in Anna Maria Island

Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Outdoor Oasis,Near AMI & IMG,Htd Pool,Stream,Grill, vacation rental in Anna Maria Island
Outdoor Oasis,Near AMI & IMG,Htd Pool,Stream,Grill, vacation rental in Anna Maria Island
Outdoor Oasis,Near AMI & IMG,Htd Pool,Stream,Grill, vacation rental in Anna Maria Island

Outdoor Oasis,Near AMI & IMG,Htd Pool,Stream,Grill

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Vacation Rental House
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Beachfront, EASTER SPECIAL, SEE RATES  Dogs R free, Walking Beach, Awesome views, vacation rental in Anna Maria Island
Beachfront, EASTER SPECIAL, SEE RATES  Dogs R free, Walking Beach, Awesome views, vacation rental in Anna Maria Island
Beachfront, EASTER SPECIAL, SEE RATES  Dogs R free, Walking Beach, Awesome views, vacation rental in Anna Maria Island

Beachfront, EASTER SPECIAL, SEE RATES Dogs R free, Walking Beach, Awesome views

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Kingfish- North end family home on canal!, vacation rental in Anna Maria Island
Kingfish- North end family home on canal!, vacation rental in Anna Maria Island
Kingfish- North end family home on canal!, vacation rental in Anna Maria Island

Kingfish- North end family home on canal!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Cloud 9- beachfront/heated pool/ 4 plus bedroom, vacation rental in Anna Maria Island
Cloud 9- beachfront/heated pool/ 4 plus bedroom, vacation rental in Anna Maria Island
Cloud 9- beachfront/heated pool/ 4 plus bedroom, vacation rental in Anna Maria Island

Cloud 9- beachfront/heated pool/ 4 plus bedroom

Rental Home
5 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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SIRENIA COVE ~ Luxury Htd Pool, Waterfront, Dock, Ping Pong, Outdoor Bar/TV, vacation rental in Anna Maria Island
SIRENIA COVE ~ Luxury Htd Pool, Waterfront, Dock, Ping Pong, Outdoor Bar/TV, vacation rental in Anna Maria Island
SIRENIA COVE ~ Luxury Htd Pool, Waterfront, Dock, Ping Pong, Outdoor Bar/TV, vacation rental in Anna Maria Island

SIRENIA COVE ~ Luxury Htd Pool, Waterfront, Dock, Ping Pong, Outdoor Bar/TV

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, Vacation Rental House
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Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay, vacation rental in Anna Maria Island
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay, vacation rental in Anna Maria Island
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay, vacation rental in Anna Maria Island

Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Serendipity Gulfront- gulf beach front, vacation rental in Anna Maria Island
Serendipity Gulfront- gulf beach front, vacation rental in Anna Maria Island
Serendipity Gulfront- gulf beach front, vacation rental in Anna Maria Island

Serendipity Gulfront- gulf beach front

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Walk-up suite with on-site pool, private deck, full kitchen - walk to beach, vacation rental in Anna Maria Island
Walk-up suite with on-site pool, private deck, full kitchen - walk to beach, vacation rental in Anna Maria Island
Walk-up suite with on-site pool, private deck, full kitchen - walk to beach, vacation rental in Anna Maria Island

Walk-up suite with on-site pool, private deck, full kitchen - walk to beach

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Vacation Rental House
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It's wonderful time to enjoy the island. Cool and quiet with low fall rates., vacation rental in Anna Maria Island
It's wonderful time to enjoy the island. Cool and quiet with low fall rates., vacation rental in Anna Maria Island
It's wonderful time to enjoy the island. Cool and quiet with low fall rates., vacation rental in Anna Maria Island

It's wonderful time to enjoy the island. Cool and quiet with low fall rates.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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Northshore Beach House near Pine Ave, north end of Anna Maria Island, vacation rental in Anna Maria Island
Northshore Beach House near Pine Ave, north end of Anna Maria Island, vacation rental in Anna Maria Island
Northshore Beach House near Pine Ave, north end of Anna Maria Island, vacation rental in Anna Maria Island

Northshore Beach House near Pine Ave, north end of Anna Maria Island

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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SUGAR REEF "B" One Minute Walk to the Beach!, vacation rental in Anna Maria Island
SUGAR REEF "B" One Minute Walk to the Beach!, vacation rental in Anna Maria Island
SUGAR REEF "B" One Minute Walk to the Beach!, vacation rental in Anna Maria Island

SUGAR REEF "B" One Minute Walk to the Beach!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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Experience the passion of hospitality, cleaning, and good location!, vacation rental in Anna Maria Island
Experience the passion of hospitality, cleaning, and good location!, vacation rental in Anna Maria Island
Experience the passion of hospitality, cleaning, and good location!, vacation rental in Anna Maria Island

Experience the passion of hospitality, cleaning, and good location!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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AMI North End Private Heated Pool.  Great location to beach, vacation rental in Anna Maria Island
AMI North End Private Heated Pool.  Great location to beach, vacation rental in Anna Maria Island
AMI North End Private Heated Pool.  Great location to beach, vacation rental in Anna Maria Island

AMI North End Private Heated Pool. Great location to beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Manatee Watch: Beautiful Waterfront Home, Hot Tub, 3 Min Walk to Beach!, vacation rental in Anna Maria Island
Manatee Watch: Beautiful Waterfront Home, Hot Tub, 3 Min Walk to Beach!, vacation rental in Anna Maria Island
Manatee Watch: Beautiful Waterfront Home, Hot Tub, 3 Min Walk to Beach!, vacation rental in Anna Maria Island

Manatee Watch: Beautiful Waterfront Home, Hot Tub, 3 Min Walk to Beach!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Pool with Waterslide and Spa, Gulf and Bay Views, Rooftop Deck - Ocean Breeze, vacation rental in Anna Maria Island
Pool with Waterslide and Spa, Gulf and Bay Views, Rooftop Deck - Ocean Breeze, vacation rental in Anna Maria Island
Pool with Waterslide and Spa, Gulf and Bay Views, Rooftop Deck - Ocean Breeze, vacation rental in Anna Maria Island

Pool with Waterslide and Spa, Gulf and Bay Views, Rooftop Deck - Ocean Breeze

Rental Home
7 bedrooms
8 bathrooms
Sleeps 15
Match: Sleeps, Vacation Rental House
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Bay Breeze Cottages #1 (The Mahi-Mahi), vacation rental in Anna Maria Island
Bay Breeze Cottages #1 (The Mahi-Mahi), vacation rental in Anna Maria Island
Bay Breeze Cottages #1 (The Mahi-Mahi), vacation rental in Anna Maria Island

Bay Breeze Cottages #1 (The Mahi-Mahi)

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay, vacation rental in Anna Maria Island
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay, vacation rental in Anna Maria Island
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay, vacation rental in Anna Maria Island

Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Vacation Rental House
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Bikinis and Board Shorts B: Private pool, 2-mins to beach!, vacation rental in Anna Maria Island
Bikinis and Board Shorts B: Private pool, 2-mins to beach!, vacation rental in Anna Maria Island
Bikinis and Board Shorts B: Private pool, 2-mins to beach!, vacation rental in Anna Maria Island

Bikinis and Board Shorts B: Private pool, 2-mins to beach!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Vacation Rental House
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Anna Maria Island Rentals - Beach Front - "Angels Envy", vacation rental in Anna Maria Island
Anna Maria Island Rentals - Beach Front - "Angels Envy", vacation rental in Anna Maria Island
Anna Maria Island Rentals - Beach Front - "Angels Envy", vacation rental in Anna Maria Island

Anna Maria Island Rentals - Beach Front - "Angels Envy"

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Vacation Rental House
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Turtle Nest! New Holiday House w/ Pool, Wifi, and Access to the Beach, vacation rental in Anna Maria Island
Turtle Nest! New Holiday House w/ Pool, Wifi, and Access to the Beach, vacation rental in Anna Maria Island
Turtle Nest! New Holiday House w/ Pool, Wifi, and Access to the Beach, vacation rental in Anna Maria Island

Turtle Nest! New Holiday House w/ Pool, Wifi, and Access to the Beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Angie's Place! 2br/2ba, heated pool and a view of the Gulf!, vacation rental in Anna Maria Island
Angie's Place! 2br/2ba, heated pool and a view of the Gulf!, vacation rental in Anna Maria Island
Angie's Place! 2br/2ba, heated pool and a view of the Gulf!, vacation rental in Anna Maria Island

Angie's Place! 2br/2ba, heated pool and a view of the Gulf!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Vacation Rental House
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Luxury waterfront home with private pool, putting green, golf cart and bikes!, vacation rental in Anna Maria Island
Luxury waterfront home with private pool, putting green, golf cart and bikes!, vacation rental in Anna Maria Island
Luxury waterfront home with private pool, putting green, golf cart and bikes!, vacation rental in Anna Maria Island

Luxury waterfront home with private pool, putting green, golf cart and bikes!

Rental Home
7 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps, Vacation Rental House
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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.
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