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Holiday Rentals with Pools in Anna Maria

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Bathrooms

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5 km
36 rentals in Anna Maria.
Point's Hideaway - Beautiful Home w/Stunning Sunset/Water Views on Bean Point! P, holiday rental in Anna Maria
Point's Hideaway - Beautiful Home w/Stunning Sunset/Water Views on Bean Point! P, holiday rental in Anna Maria
Point's Hideaway - Beautiful Home w/Stunning Sunset/Water Views on Bean Point! P, holiday rental in Anna Maria

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

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Pineapple Cottage - Adorable Updated Cottage w/Private Heated Pool, On Pine Aven, holiday rental in Anna Maria
Pineapple Cottage - Adorable Updated Cottage w/Private Heated Pool, On Pine Aven, holiday rental in Anna Maria
Pineapple Cottage - Adorable Updated Cottage w/Private Heated Pool, On Pine Aven, holiday rental in Anna Maria

Pineapple Cottage - Adorable Updated Cottage w/Private Heated Pool, On Pine Aven

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Coconut Lagoon - 3 Bed, 2.5 Bath w/Heated Pool, walking distance to Pine Ave & G, holiday rental in Anna Maria
Coconut Lagoon - 3 Bed, 2.5 Bath w/Heated Pool, walking distance to Pine Ave & G, holiday rental in Anna Maria
Coconut Lagoon - 3 Bed, 2.5 Bath w/Heated Pool, walking distance to Pine Ave & G, holiday rental in Anna Maria

Coconut Lagoon - 3 Bed, 2.5 Bath w/Heated Pool, walking distance to Pine Ave & G

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Sea Mist - Gorgeous Home w/Pool! Walk to Beach/Pine Ave, Awesome Location, Dogs, holiday rental in Anna Maria
Sea Mist - Gorgeous Home w/Pool! Walk to Beach/Pine Ave, Awesome Location, Dogs, holiday rental in Anna Maria
Sea Mist - Gorgeous Home w/Pool! Walk to Beach/Pine Ave, Awesome Location, Dogs, holiday rental in Anna Maria

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Sunset Beach, holiday rental in Anna Maria
Sunset Beach, holiday rental in Anna Maria
Sunset Beach, holiday rental in Anna Maria

Sunset Beach

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Turtle Cottage - Anna Maria Island, holiday rental in Anna Maria
Turtle Cottage - Anna Maria Island, holiday rental in Anna Maria
Turtle Cottage - Anna Maria Island, holiday rental in Anna Maria

Turtle Cottage - Anna Maria Island

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Copacabana Boaters Dream Home in Anna Maria, holiday rental in Anna Maria
Copacabana Boaters Dream Home in Anna Maria, holiday rental in Anna Maria
Copacabana Boaters Dream Home in Anna Maria, holiday rental in Anna Maria

Copacabana Boaters Dream Home in Anna Maria

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Blue Lagoon North, holiday rental in Anna Maria
Blue Lagoon North, holiday rental in Anna Maria
Blue Lagoon North, holiday rental in Anna Maria

Blue Lagoon North

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Blue Lagoon South, holiday rental in Anna Maria
Blue Lagoon South, holiday rental in Anna Maria
Blue Lagoon South, holiday rental in Anna Maria

Blue Lagoon South

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Going Coastal, holiday rental in Anna Maria
Going Coastal, holiday rental in Anna Maria
Going Coastal, holiday rental in Anna Maria

Going Coastal

Holiday Rental House
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!, holiday rental in Anna Maria
Found Your Sol Mate! Gorgeous Home w/ Pool, Spa, Steps to Bean Point, Dogs OK!, holiday rental in Anna Maria
Found Your Sol Mate! Gorgeous Home w/ Pool, Spa, Steps to Bean Point, Dogs OK!, holiday rental in Anna Maria

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

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Beach House w/ pool  on the north end of AMI, holiday rental in Anna Maria
Beach House w/ pool  on the north end of AMI, holiday rental in Anna Maria
Beach House w/ pool  on the north end of AMI, holiday rental in Anna Maria

Beach House w/ pool on the north end of AMI

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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The Salty Dog on North Shore, holiday rental in Anna Maria
The Salty Dog on North Shore, holiday rental in Anna Maria
The Salty Dog on North Shore, holiday rental in Anna Maria

The Salty Dog on North Shore

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Serendipity Deux- Beachfront 4 Bed/heated pool/elevator, holiday rental in Anna Maria
Serendipity Deux- Beachfront 4 Bed/heated pool/elevator, holiday rental in Anna Maria
Serendipity Deux- Beachfront 4 Bed/heated pool/elevator, holiday rental in Anna Maria

Serendipity Deux- Beachfront 4 Bed/heated pool/elevator

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
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A Wave From It All - New Luxury Renovated Home! Heated Pool, Cabana, Hammock, Wa, holiday rental in Anna Maria
A Wave From It All - New Luxury Renovated Home! Heated Pool, Cabana, Hammock, Wa, holiday rental in Anna Maria
A Wave From It All - New Luxury Renovated Home! Heated Pool, Cabana, Hammock, Wa, holiday rental in Anna Maria

A Wave From It All - New Luxury Renovated Home! Heated Pool, Cabana, Hammock, Wa

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Manatee Lookout, holiday rental in Anna Maria
Manatee Lookout, holiday rental in Anna Maria
Manatee Lookout, holiday rental in Anna Maria

Manatee Lookout

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Anchor Splash, holiday rental in Anna Maria
Anchor Splash, holiday rental in Anna Maria
Anchor Splash, holiday rental in Anna Maria

Anchor Splash

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Ground level gem. Open floor pool home, holiday rental in Anna Maria
Ground level gem. Open floor pool home, holiday rental in Anna Maria
Ground level gem. Open floor pool home, holiday rental in Anna Maria

Ground level gem. Open floor pool home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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FantaSea, holiday rental in Anna Maria
FantaSea, holiday rental in Anna Maria
FantaSea, holiday rental in Anna Maria

FantaSea

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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 'Island Oasis'  A single family North end canal home with pool, holiday rental in Anna Maria
 'Island Oasis'  A single family North end canal home with pool, holiday rental in Anna Maria
 'Island Oasis'  A single family North end canal home with pool, holiday rental in Anna Maria

'Island Oasis' A single family North end canal home with pool

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Coconut Cove, holiday rental in Anna Maria
Coconut Cove, holiday rental in Anna Maria
Coconut Cove, holiday rental in Anna Maria

Coconut Cove

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Beautiful North-End Home with Heated Pool and Hot Tub, 100 Steps to the Beach!, holiday rental in Anna Maria
Beautiful North-End Home with Heated Pool and Hot Tub, 100 Steps to the Beach!, holiday rental in Anna Maria
Beautiful North-End Home with Heated Pool and Hot Tub, 100 Steps to the Beach!, holiday rental in Anna Maria

Beautiful North-End Home with Heated Pool and Hot Tub, 100 Steps to the Beach!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Luxury waterfront home with a heated pool and spa!, holiday rental in Anna Maria
Luxury waterfront home with a heated pool and spa!, holiday rental in Anna Maria
Luxury waterfront home with a heated pool and spa!, holiday rental in Anna Maria

Luxury waterfront home with a heated pool and spa!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Coconut Breeze Estate, holiday rental in Anna Maria
Coconut Breeze Estate, holiday rental in Anna Maria
Coconut Breeze Estate, holiday rental in Anna Maria

Coconut Breeze Estate

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Luxury waterfront home with a heated pool and spa!, holiday rental in Anna Maria
Luxury waterfront home with a heated pool and spa!, holiday rental in Anna Maria
Luxury waterfront home with a heated pool and spa!, holiday rental in Anna Maria

Luxury waterfront home with a heated pool and spa!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Blue Lagoon, holiday rental in Anna Maria
Blue Lagoon, holiday rental in Anna Maria
Blue Lagoon, holiday rental in Anna Maria

Blue Lagoon

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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C View, holiday rental in Anna Maria
C View, holiday rental in Anna Maria
C View, holiday rental in Anna Maria

C View

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Waves on Anna Maria, holiday rental in Anna Maria
Waves on Anna Maria, holiday rental in Anna Maria
Waves on Anna Maria, holiday rental in Anna Maria

Waves on Anna Maria

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Gorgeous views,spectacular home!, holiday rental in Anna Maria
Gorgeous views,spectacular home!, holiday rental in Anna Maria
Gorgeous views,spectacular home!, holiday rental in Anna Maria

Gorgeous views,spectacular home!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Anna Maria Beach Serenity, holiday rental in Anna Maria
Anna Maria Beach Serenity, holiday rental in Anna Maria
Anna Maria Beach Serenity, holiday rental in Anna Maria

Anna Maria Beach Serenity

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!, holiday rental in Anna Maria
Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!, holiday rental in Anna Maria
Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!, holiday rental in Anna Maria

Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Mintfish, holiday rental in Anna Maria
Mintfish, holiday rental in Anna Maria
Mintfish, holiday rental in Anna Maria

Mintfish

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Bimini Cove, holiday rental in Anna Maria
Bimini Cove, holiday rental in Anna Maria
Bimini Cove, holiday rental in Anna Maria

Bimini Cove

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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SeaTurtle Escape, holiday rental in Anna Maria
SeaTurtle Escape, holiday rental in Anna Maria
SeaTurtle Escape, holiday rental in Anna Maria

SeaTurtle Escape

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Beached Inn, holiday rental in Anna Maria
Beached Inn, holiday rental in Anna Maria
Beached Inn, holiday rental in Anna Maria

Beached Inn

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Island Memories, holiday rental in Anna Maria
Island Memories, holiday rental in Anna Maria
Island Memories, holiday rental in Anna Maria

Island Memories

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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The following properties match some of your filters:
SunKissed Cottage - beachfront north end AMI, holiday rental in Anna Maria
SunKissed Cottage - beachfront north end AMI, holiday rental in Anna Maria
SunKissed Cottage - beachfront north end AMI, holiday rental in Anna Maria

SunKissed Cottage - beachfront north end AMI

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach, holiday rental in Anna Maria
Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach, holiday rental in Anna Maria
Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach, holiday rental in Anna Maria

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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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Naut 2 Shabby Cottage | Next-Level Pool Area, Darling FL Cottage - Best of Both!, holiday rental in Anna Maria
Naut 2 Shabby Cottage | Next-Level Pool Area, Darling FL Cottage - Best of Both!, holiday rental in Anna Maria
Naut 2 Shabby Cottage | Next-Level Pool Area, Darling FL Cottage - Best of Both!, holiday rental in Anna Maria

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
More info
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Charming cottage in quiet area, close to beach & bay., holiday rental in Anna Maria
Charming cottage in quiet area, close to beach & bay., holiday rental in Anna Maria
Charming cottage in quiet area, close to beach & bay., holiday rental in Anna Maria

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Beautiful Villa, Perfect Small Getaway | Close to beach, beach gear provided!, holiday rental in Anna Maria
Beautiful Villa, Perfect Small Getaway | Close to beach, beach gear provided!, holiday rental in Anna Maria
Beautiful Villa, Perfect Small Getaway | Close to beach, beach gear provided!, holiday rental in Anna Maria

Beautiful Villa, Perfect Small Getaway | Close to beach, beach gear provided!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point., holiday rental in Anna Maria
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point., holiday rental in Anna Maria
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point., holiday rental in Anna Maria

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Boutique Spanish-Style Villa - perfect for a family or couples getaway, holiday rental in Anna Maria
Boutique Spanish-Style Villa - perfect for a family or couples getaway, holiday rental in Anna Maria
Boutique Spanish-Style Villa - perfect for a family or couples getaway, holiday rental in Anna Maria

Boutique Spanish-Style Villa - perfect for a family or couples getaway

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!, holiday rental in Anna Maria
Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!, holiday rental in Anna Maria
Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!, holiday rental in Anna Maria

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Waterfront dog-friendly home with heated private pool, dock, views, and lanai, holiday rental in Anna Maria
Waterfront dog-friendly home with heated private pool, dock, views, and lanai, holiday rental in Anna Maria
Waterfront dog-friendly home with heated private pool, dock, views, and lanai, holiday rental in Anna Maria

Waterfront dog-friendly home with heated private pool, dock, views, and lanai

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 3
Match: Sleeps
More info
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Coral Cove: Walk to the Beach! Heated pool! 2 King beds! Florida charm!, holiday rental in Anna Maria
Coral Cove: Walk to the Beach! Heated pool! 2 King beds! Florida charm!, holiday rental in Anna Maria
Coral Cove: Walk to the Beach! Heated pool! 2 King beds! Florida charm!, holiday rental in Anna Maria

Coral Cove: Walk to the Beach! Heated pool! 2 King beds! Florida charm!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Near Bean Point!! Short stays available! Heated Pool, holiday rental in Anna Maria
Near Bean Point!! Short stays available! Heated Pool, holiday rental in Anna Maria
Near Bean Point!! Short stays available! Heated Pool, holiday rental in Anna Maria

Near Bean Point!! Short stays available! Heated Pool

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Free bikes+tandem kayaks+beach cart+hot tub+dock PLEASE READ OUR 5 STAR REVIEWS!, holiday rental in Anna Maria
Free bikes+tandem kayaks+beach cart+hot tub+dock PLEASE READ OUR 5 STAR REVIEWS!, holiday rental in Anna Maria
Free bikes+tandem kayaks+beach cart+hot tub+dock PLEASE READ OUR 5 STAR REVIEWS!, holiday rental in Anna Maria

Free bikes+tandem kayaks+beach cart+hot tub+dock PLEASE READ OUR 5 STAR REVIEWS!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!, holiday rental in Anna Maria
Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!, holiday rental in Anna Maria
Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!, holiday rental in Anna Maria

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Beautiful Ground Level Home with Heated Pool!, holiday rental in Anna Maria
Beautiful Ground Level Home with Heated Pool!, holiday rental in Anna Maria
Beautiful Ground Level Home with Heated Pool!, holiday rental in Anna Maria

Beautiful Ground Level Home with Heated Pool!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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