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Anna Maria Island Rentals with Pools

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340 rentals in Anna Maria Island.
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Close To The Beach And Restaurants With Private Heated Pool!, vacation rental in Anna Maria Island
Close To The Beach And Restaurants With Private Heated Pool!, vacation rental in Anna Maria Island
Close To The Beach And Restaurants With Private Heated Pool!, vacation rental in Anna Maria Island

Close To The Beach And Restaurants With Private Heated Pool!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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$200  towards a private fishing charter with Captain Josh with 2020 reservation, vacation rental in Anna Maria Island
$200  towards a private fishing charter with Captain Josh with 2020 reservation, vacation rental in Anna Maria Island
$200  towards a private fishing charter with Captain Josh with 2020 reservation, vacation rental in Anna Maria Island

$200 towards a private fishing charter with Captain Josh with 2020 reservation

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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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, All pools
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Panoramic bay views! 3  minute walk to beach! Holidays are still open!, vacation rental in Anna Maria Island
Panoramic bay views! 3  minute walk to beach! Holidays are still open!, vacation rental in Anna Maria Island
Panoramic bay views! 3  minute walk to beach! Holidays are still open!, vacation rental in Anna Maria Island

Panoramic bay views! 3 minute walk to beach! Holidays are still open!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Close to the Beach and Restaurants with a heated pool!, vacation rental in Anna Maria Island
Close to the Beach and Restaurants with a heated pool!, vacation rental in Anna Maria Island
Close to the Beach and Restaurants with a heated pool!, vacation rental in Anna Maria Island

Close to the Beach and Restaurants with a heated pool!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub, vacation rental in Anna Maria Island
A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub, vacation rental in Anna Maria Island
A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub, vacation rental in Anna Maria Island

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Bay view!  walkout apartment 85 step to Gulf at Runaway Bay - Anna Maria Island, vacation rental in Anna Maria Island
Bay view!  walkout apartment 85 step to Gulf at Runaway Bay - Anna Maria Island, vacation rental in Anna Maria Island
Bay view!  walkout apartment 85 step to Gulf at Runaway Bay - Anna Maria Island, vacation rental in Anna Maria Island

Bay view! walkout apartment 85 step to Gulf at Runaway Bay - Anna Maria Island

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Buddy’s Beach House � Private Heated Pool and Spa- Pet Friendly, vacation rental in Anna Maria Island
Buddy’s Beach House � Private Heated Pool and Spa- Pet Friendly, vacation rental in Anna Maria Island
Buddy’s Beach House � Private Heated Pool and Spa- Pet Friendly, vacation rental in Anna Maria Island

Buddy’s Beach House � Private Heated Pool and Spa- Pet Friendly

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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She's Always Right - Skip to Beach & Shops in New Stunning Home, Pool/Spa, Beach, vacation rental in Anna Maria Island
She's Always Right - Skip to Beach & Shops in New Stunning Home, Pool/Spa, Beach, vacation rental in Anna Maria Island
She's Always Right - Skip to Beach & Shops in New Stunning Home, Pool/Spa, Beach, vacation rental in Anna Maria Island

She's Always Right - Skip to Beach & Shops in New Stunning Home, Pool/Spa, Beach

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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TWO BEDROOM CLOSE TO BEACH!!!, vacation rental in Anna Maria Island
TWO BEDROOM CLOSE TO BEACH!!!, vacation rental in Anna Maria Island
TWO BEDROOM CLOSE TO BEACH!!!, vacation rental in Anna Maria Island

TWO BEDROOM CLOSE TO BEACH!!!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, All pools
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Turtle Cottage - Anna Maria Island, vacation rental in Anna Maria Island
Turtle Cottage - Anna Maria Island, vacation rental in Anna Maria Island
Turtle Cottage - Anna Maria Island, vacation rental in Anna Maria Island

Turtle Cottage - Anna Maria Island

Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Starfish Isle Heated pool & spa SONOS Sound System Close to beach, shops and res, vacation rental in Anna Maria Island
Starfish Isle Heated pool & spa SONOS Sound System Close to beach, shops and res, vacation rental in Anna Maria Island
Starfish Isle Heated pool & spa SONOS Sound System Close to beach, shops and res, vacation rental in Anna Maria Island

Starfish Isle Heated pool & spa SONOS Sound System Close to beach, shops and res

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Close to Restaurants and the Beach in a quiet neighborhood, vacation rental in Anna Maria Island
Close to Restaurants and the Beach in a quiet neighborhood, vacation rental in Anna Maria Island
Close to Restaurants and the Beach in a quiet neighborhood, vacation rental in Anna Maria Island

Close to Restaurants and the Beach in a quiet neighborhood

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Found Your Sol Mate! Gorgeous Home w/ Pool, Spa, Steps to Bean Point, Dogs OK!, vacation rental in Anna Maria Island
Found Your Sol Mate! Gorgeous Home w/ Pool, Spa, Steps to Bean Point, Dogs OK!, vacation rental in Anna Maria Island
Found Your Sol Mate! Gorgeous Home w/ Pool, Spa, Steps to Bean Point, Dogs OK!, vacation rental in Anna Maria Island

Found Your Sol Mate! Gorgeous Home w/ Pool, Spa, Steps to Bean Point, Dogs OK!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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6/ 6 Heated Pool Spa Water Slide - Minute To The Beach! EASTER OPEN

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Anna Maria Island - 2/1, vacation rental in Anna Maria Island
Anna Maria Island - 2/1, vacation rental in Anna Maria Island
Anna Maria Island - 2/1, vacation rental in Anna Maria Island

Anna Maria Island - 2/1

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, All pools
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Anna Maria Island Absolute Anna Maria-Private Beach Access-Heated Pool-Wi-Fi, vacation rental in Anna Maria Island
Anna Maria Island Absolute Anna Maria-Private Beach Access-Heated Pool-Wi-Fi, vacation rental in Anna Maria Island
Anna Maria Island Absolute Anna Maria-Private Beach Access-Heated Pool-Wi-Fi, vacation rental in Anna Maria Island

Anna Maria Island Absolute Anna Maria-Private Beach Access-Heated Pool-Wi-Fi

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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Villas By The Sea #2, Anna Maria Island Condo, one block from beach, heated pool, vacation rental in Anna Maria Island
Villas By The Sea #2, Anna Maria Island Condo, one block from beach, heated pool, vacation rental in Anna Maria Island
Villas By The Sea #2, Anna Maria Island Condo, one block from beach, heated pool, vacation rental in Anna Maria Island

Villas By The Sea #2, Anna Maria Island Condo, one block from beach, heated pool

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Great home close to the Beach with private Pool! 5 bedrooms, close to Pine Ave!, vacation rental in Anna Maria Island
Great home close to the Beach with private Pool! 5 bedrooms, close to Pine Ave!, vacation rental in Anna Maria Island
Great home close to the Beach with private Pool! 5 bedrooms, close to Pine Ave!, vacation rental in Anna Maria Island

Great home close to the Beach with private Pool! 5 bedrooms, close to Pine Ave!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps, All pools
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Runaway Bay unit 192 bay view 2bed/2Bath - Bradenton Beach - Anna Maria Island, vacation rental in Anna Maria Island
Runaway Bay unit 192 bay view 2bed/2Bath - Bradenton Beach - Anna Maria Island, vacation rental in Anna Maria Island
Runaway Bay unit 192 bay view 2bed/2Bath - Bradenton Beach - Anna Maria Island, vacation rental in Anna Maria Island

Runaway Bay unit 192 bay view 2bed/2Bath - Bradenton Beach - Anna Maria Island

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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One block to public beach, restaurants and shops high speed wifi, elevator, bike, vacation rental in Anna Maria Island
One block to public beach, restaurants and shops high speed wifi, elevator, bike, vacation rental in Anna Maria Island
One block to public beach, restaurants and shops high speed wifi, elevator, bike, vacation rental in Anna Maria Island

One block to public beach, restaurants and shops high speed wifi, elevator, bike

Rental Home
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Gorgeous views,spectacular home!, vacation rental in Anna Maria Island
Gorgeous views,spectacular home!, vacation rental in Anna Maria Island
Gorgeous views,spectacular home!, vacation rental in Anna Maria Island

Gorgeous views,spectacular home!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Great Townhouse Very Close to the Beach, Shops, and Restaurants, vacation rental in Anna Maria Island
Great Townhouse Very Close to the Beach, Shops, and Restaurants, vacation rental in Anna Maria Island
Great Townhouse Very Close to the Beach, Shops, and Restaurants, vacation rental in Anna Maria Island

Great Townhouse Very Close to the Beach, Shops, and Restaurants

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Wonderful location one house back from the beach. Sleeps 6.  Private pool., vacation rental in Anna Maria Island
Wonderful location one house back from the beach. Sleeps 6.  Private pool., vacation rental in Anna Maria Island
Wonderful location one house back from the beach. Sleeps 6.  Private pool., vacation rental in Anna Maria Island

Wonderful location one house back from the beach. Sleeps 6. Private pool.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Newly Renovated, Close To The Beach And Restaurants With Private Heated Pool!, vacation rental in Anna Maria Island
Newly Renovated, Close To The Beach And Restaurants With Private Heated Pool!, vacation rental in Anna Maria Island
Newly Renovated, Close To The Beach And Restaurants With Private Heated Pool!, vacation rental in Anna Maria Island

Newly Renovated, Close To The Beach And Restaurants With Private Heated Pool!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Coquina Beach Club 110, Beachfront Studio, Jan. 8-Feb. 6 & Mar. 27-April 10.

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Sideways - Block to Beach & Steps to Bay, Rooftop Water Views, Sunny Pool/Spa, D, vacation rental in Anna Maria Island
Sideways - Block to Beach & Steps to Bay, Rooftop Water Views, Sunny Pool/Spa, D, vacation rental in Anna Maria Island
Sideways - Block to Beach & Steps to Bay, Rooftop Water Views, Sunny Pool/Spa, D, vacation rental in Anna Maria Island

Sideways - Block to Beach & Steps to Bay, Rooftop Water Views, Sunny Pool/Spa, D

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Club Bamboo South 122 Studio, vacation rental in Anna Maria Island
Club Bamboo South 122 Studio, vacation rental in Anna Maria Island
Club Bamboo South 122 Studio, vacation rental in Anna Maria Island

Club Bamboo South 122 Studio

Rental Home
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Lakeside Beach House 3/2 Pool Home Outdoor Kitchen Close to Beach, vacation rental in Anna Maria Island
Lakeside Beach House 3/2 Pool Home Outdoor Kitchen Close to Beach, vacation rental in Anna Maria Island
Lakeside Beach House 3/2 Pool Home Outdoor Kitchen Close to Beach, vacation rental in Anna Maria Island

Lakeside Beach House 3/2 Pool Home Outdoor Kitchen Close to Beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Anna Maria Island Beach Sands, vacation rental in Anna Maria Island
Anna Maria Island Beach Sands, vacation rental in Anna Maria Island
Anna Maria Island Beach Sands, vacation rental in Anna Maria Island

Anna Maria Island Beach Sands

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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Newly renovated water view 2BR, 2BA condo, vacation rental in Anna Maria Island
Newly renovated water view 2BR, 2BA condo, vacation rental in Anna Maria Island
Newly renovated water view 2BR, 2BA condo, vacation rental in Anna Maria Island

Newly renovated water view 2BR, 2BA condo

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Bradenton Beach Home with Tiki Bar & Heated Pool!, vacation rental in Anna Maria Island
Bradenton Beach Home with Tiki Bar & Heated Pool!, vacation rental in Anna Maria Island
Bradenton Beach Home with Tiki Bar & Heated Pool!, vacation rental in Anna Maria Island

Bradenton Beach Home with Tiki Bar & Heated Pool!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Watch Sunsets, Dolphins, or Just Relax - Bermuda Bay 1453, vacation rental in Anna Maria Island
Watch Sunsets, Dolphins, or Just Relax - Bermuda Bay 1453, vacation rental in Anna Maria Island
Watch Sunsets, Dolphins, or Just Relax - Bermuda Bay 1453, vacation rental in Anna Maria Island

Watch Sunsets, Dolphins, or Just Relax - Bermuda Bay 1453

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Beachy Villa Vista - 3 Houses to Beach, Pool/Spa, Gulf View, Outdoor Bar/Tiki, P, vacation rental in Anna Maria Island
Beachy Villa Vista - 3 Houses to Beach, Pool/Spa, Gulf View, Outdoor Bar/Tiki, P, vacation rental in Anna Maria Island
Beachy Villa Vista - 3 Houses to Beach, Pool/Spa, Gulf View, Outdoor Bar/Tiki, P, vacation rental in Anna Maria Island

Beachy Villa Vista - 3 Houses to Beach, Pool/Spa, Gulf View, Outdoor Bar/Tiki, P

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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While Away Private Pool Home, vacation rental in Anna Maria Island
While Away Private Pool Home, vacation rental in Anna Maria Island
While Away Private Pool Home, vacation rental in Anna Maria Island

While Away Private Pool Home

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Fabulous 1B/1B Bradenton beach Runaway bay lake view unit 234 Anna Maria Island, vacation rental in Anna Maria Island
Fabulous 1B/1B Bradenton beach Runaway bay lake view unit 234 Anna Maria Island, vacation rental in Anna Maria Island
Fabulous 1B/1B Bradenton beach Runaway bay lake view unit 234 Anna Maria Island, vacation rental in Anna Maria Island

Fabulous 1B/1B Bradenton beach Runaway bay lake view unit 234 Anna Maria Island

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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BEST rates on the Island for 2017!

Rental Home
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Coco Cabana Beautiful 3/2 Home With Tropical Pool, vacation rental in Anna Maria Island
Coco Cabana Beautiful 3/2 Home With Tropical Pool, vacation rental in Anna Maria Island
Coco Cabana Beautiful 3/2 Home With Tropical Pool, vacation rental in Anna Maria Island

Coco Cabana Beautiful 3/2 Home With Tropical Pool

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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FAIRWINDS: Amazingly Perfect Island Home with Everything, Heated Pool, Hot Tub, vacation rental in Anna Maria Island
FAIRWINDS: Amazingly Perfect Island Home with Everything, Heated Pool, Hot Tub, vacation rental in Anna Maria Island
FAIRWINDS: Amazingly Perfect Island Home with Everything, Heated Pool, Hot Tub, vacation rental in Anna Maria Island

FAIRWINDS: Amazingly Perfect Island Home with Everything, Heated Pool, Hot Tub

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Rarely available, close to the beach & The Sandbar. Open 8/28-9/6 only!, vacation rental in Anna Maria Island
Rarely available, close to the beach & The Sandbar. Open 8/28-9/6 only!, vacation rental in Anna Maria Island
Rarely available, close to the beach & The Sandbar. Open 8/28-9/6 only!, vacation rental in Anna Maria Island

Rarely available, close to the beach & The Sandbar. Open 8/28-9/6 only!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Blue Bayou, vacation rental in Anna Maria Island
Blue Bayou, vacation rental in Anna Maria Island
Blue Bayou, vacation rental in Anna Maria Island

Blue Bayou

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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CHILLIN IN MARGARITAVILLE DIRECT SOUND 3/3 LUXURY CONDO, vacation rental in Anna Maria Island
CHILLIN IN MARGARITAVILLE DIRECT SOUND 3/3 LUXURY CONDO, vacation rental in Anna Maria Island
CHILLIN IN MARGARITAVILLE DIRECT SOUND 3/3 LUXURY CONDO, vacation rental in Anna Maria Island

CHILLIN IN MARGARITAVILLE DIRECT SOUND 3/3 LUXURY CONDO

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, All pools
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GULF VIEWS! Steps to beach STUNNING Custom Home Outdoor Bar Heated Pool & Spas, vacation rental in Anna Maria Island
GULF VIEWS! Steps to beach STUNNING Custom Home Outdoor Bar Heated Pool & Spas, vacation rental in Anna Maria Island
GULF VIEWS! Steps to beach STUNNING Custom Home Outdoor Bar Heated Pool & Spas, vacation rental in Anna Maria Island

GULF VIEWS! Steps to beach STUNNING Custom Home Outdoor Bar Heated Pool & Spas

Rental Home
4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Point's Hideaway - Beautiful Home w/Stunning Sunset/Water Views on Bean Point! P, vacation rental in Anna Maria Island
Point's Hideaway - Beautiful Home w/Stunning Sunset/Water Views on Bean Point! P, vacation rental in Anna Maria Island
Point's Hideaway - Beautiful Home w/Stunning Sunset/Water Views on Bean Point! P, vacation rental in Anna Maria Island

Point's Hideaway - Beautiful Home w/Stunning Sunset/Water Views on Bean Point! P

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Beachfront with pool, vacation rental in Anna Maria Island
Beachfront with pool, vacation rental in Anna Maria Island
Beachfront with pool, vacation rental in Anna Maria Island

Beachfront with pool

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Sea Mist - Gorgeous Home w/Pool! Walk to Beach/Pine Ave, Awesome Location, Dogs, vacation rental in Anna Maria Island
Sea Mist - Gorgeous Home w/Pool! Walk to Beach/Pine Ave, Awesome Location, Dogs, vacation rental in Anna Maria Island
Sea Mist - Gorgeous Home w/Pool! Walk to Beach/Pine Ave, Awesome Location, Dogs, vacation rental in Anna Maria Island

Sea Mist - Gorgeous Home w/Pool! Walk to Beach/Pine Ave, Awesome Location, Dogs

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Sunny condo w/ shared heated pool & private gas grill - walk to the Gulf!, vacation rental in Anna Maria Island
Sunny condo w/ shared heated pool & private gas grill - walk to the Gulf!, vacation rental in Anna Maria Island
Sunny condo w/ shared heated pool & private gas grill - walk to the Gulf!, vacation rental in Anna Maria Island

Sunny condo w/ shared heated pool & private gas grill - walk to the Gulf!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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CUTE ONE BEDROOM WITH POOL JUST STEPS TO THE BEACH!, vacation rental in Anna Maria Island
CUTE ONE BEDROOM WITH POOL JUST STEPS TO THE BEACH!, vacation rental in Anna Maria Island
CUTE ONE BEDROOM WITH POOL JUST STEPS TO THE BEACH!, vacation rental in Anna Maria Island

CUTE ONE BEDROOM WITH POOL JUST STEPS TO THE BEACH!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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 Anna Maria The Pink Flamingo, vacation rental in Anna Maria Island
 Anna Maria The Pink Flamingo, vacation rental in Anna Maria Island
 Anna Maria The Pink Flamingo, vacation rental in Anna Maria Island

Anna Maria The Pink Flamingo

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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The Palms #3: 1.5 Blocks to Beach! 4-Plex with Heated Pool! Close To Everything!, vacation rental in Anna Maria Island
The Palms #3: 1.5 Blocks to Beach! 4-Plex with Heated Pool! Close To Everything!, vacation rental in Anna Maria Island
The Palms #3: 1.5 Blocks to Beach! 4-Plex with Heated Pool! Close To Everything!, vacation rental in Anna Maria Island

The Palms #3: 1.5 Blocks to Beach! 4-Plex with Heated Pool! Close To Everything!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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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.
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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.