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Anna Maria Rentals with Pools

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Bedrooms

Bathrooms

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Distinctive Features

Distance from

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

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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Coconut Lagoon - 3 Bed, 2.5 Bath w/Heated Pool, walking distance to Pine Ave & G, vacation rental in Anna Maria
Coconut Lagoon - 3 Bed, 2.5 Bath w/Heated Pool, walking distance to Pine Ave & G, vacation rental in Anna Maria
Coconut Lagoon - 3 Bed, 2.5 Bath w/Heated Pool, walking distance to Pine Ave & G, vacation rental in Anna Maria

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

Rental Home
3 bedrooms
3 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
Sea Mist - Gorgeous Home w/Pool! Walk to Beach/Pine Ave, Awesome Location, Dogs, vacation rental in Anna Maria
Sea Mist - Gorgeous Home w/Pool! Walk to Beach/Pine Ave, Awesome Location, Dogs, vacation rental in Anna Maria

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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Sunset Beach, vacation rental in Anna Maria
Sunset Beach, vacation rental in Anna Maria
Sunset Beach, vacation rental in Anna Maria

Sunset Beach

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Copacabana Boaters Dream Home in Anna Maria, vacation rental in Anna Maria
Copacabana Boaters Dream Home in Anna Maria, vacation rental in Anna Maria
Copacabana Boaters Dream Home in Anna Maria, vacation rental in Anna Maria

Copacabana Boaters Dream Home in Anna Maria

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Blue Lagoon North, vacation rental in Anna Maria
Blue Lagoon North, vacation rental in Anna Maria
Blue Lagoon North, vacation rental in Anna Maria

Blue Lagoon North

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Blue Lagoon South, vacation rental in Anna Maria
Blue Lagoon South, vacation rental in Anna Maria
Blue Lagoon South, vacation rental in Anna Maria

Blue Lagoon South

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Going Coastal, vacation rental in Anna Maria
Going Coastal, vacation rental in Anna Maria
Going Coastal, vacation rental in Anna Maria

Going Coastal

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

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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Beach House w/ pool  on the north end of AMI, vacation rental in Anna Maria
Beach House w/ pool  on the north end of AMI, vacation rental in Anna Maria
Beach House w/ pool  on the north end of AMI, vacation rental in Anna Maria

Beach House w/ pool on the north end of AMI

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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The Salty Dog on North Shore, vacation rental in Anna Maria
The Salty Dog on North Shore, vacation rental in Anna Maria
The Salty Dog on North Shore, vacation rental in Anna Maria

The Salty Dog on North Shore

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Serendipity Deux- Beachfront 4 Bed/heated pool/elevator, vacation rental in Anna Maria
Serendipity Deux- Beachfront 4 Bed/heated pool/elevator, vacation rental in Anna Maria
Serendipity Deux- Beachfront 4 Bed/heated pool/elevator, vacation rental in Anna Maria

Serendipity Deux- Beachfront 4 Bed/heated pool/elevator

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Manatee Lookout, vacation rental in Anna Maria
Manatee Lookout, vacation rental in Anna Maria
Manatee Lookout, vacation rental in Anna Maria

Manatee Lookout

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Anchor Splash, vacation rental in Anna Maria
Anchor Splash, vacation rental in Anna Maria
Anchor Splash, vacation rental in Anna Maria

Anchor Splash

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Ground level gem. Open floor pool home, vacation rental in Anna Maria
Ground level gem. Open floor pool home, vacation rental in Anna Maria
Ground level gem. Open floor pool home, vacation rental in Anna Maria

Ground level gem. Open floor pool home

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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FantaSea, vacation rental in Anna Maria
FantaSea, vacation rental in Anna Maria
FantaSea, vacation rental in Anna Maria

FantaSea

Rental Home
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, vacation rental in Anna Maria
 'Island Oasis'  A single family North end canal home with pool, vacation rental in Anna Maria
 'Island Oasis'  A single family North end canal home with pool, vacation rental in Anna Maria

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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Coconut Cove, vacation rental in Anna Maria
Coconut Cove, vacation rental in Anna Maria
Coconut Cove, vacation rental in Anna Maria

Coconut Cove

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Luxury waterfront home with a heated pool and spa!, vacation rental in Anna Maria
Luxury waterfront home with a heated pool and spa!, vacation rental in Anna Maria
Luxury waterfront home with a heated pool and spa!, vacation rental in Anna Maria

Luxury waterfront home with a heated pool and spa!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Coconut Breeze Estate, vacation rental in Anna Maria
Coconut Breeze Estate, vacation rental in Anna Maria
Coconut Breeze Estate, vacation rental in Anna Maria

Coconut Breeze Estate

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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Luxury waterfront home with a heated pool and spa!, vacation rental in Anna Maria
Luxury waterfront home with a heated pool and spa!, vacation rental in Anna Maria
Luxury waterfront home with a heated pool and spa!, vacation rental in Anna Maria

Luxury waterfront home with a heated pool and spa!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Blue Lagoon, vacation rental in Anna Maria
Blue Lagoon, vacation rental in Anna Maria
Blue Lagoon, vacation rental in Anna Maria

Blue Lagoon

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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C View, vacation rental in Anna Maria
C View, vacation rental in Anna Maria
C View, vacation rental in Anna Maria

C View

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

Waves on Anna Maria

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

Gorgeous views,spectacular home!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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Anna Maria Beach Serenity, vacation rental in Anna Maria
Anna Maria Beach Serenity, vacation rental in Anna Maria
Anna Maria Beach Serenity, vacation rental in Anna Maria

Anna Maria Beach Serenity

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

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

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Mintfish, vacation rental in Anna Maria
Mintfish, vacation rental in Anna Maria
Mintfish, vacation rental in Anna Maria

Mintfish

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Bimini Cove, vacation rental in Anna Maria
Bimini Cove, vacation rental in Anna Maria
Bimini Cove, vacation rental in Anna Maria

Bimini Cove

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

SeaTurtle Escape

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Beached Inn, vacation rental in Anna Maria
Beached Inn, vacation rental in Anna Maria
Beached Inn, vacation rental in Anna Maria

Beached Inn

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

Island Memories

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

SunKissed Cottage - beachfront north end AMI

Rental Home
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, vacation rental in Anna Maria
Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach, vacation rental in Anna Maria
Come relax at the amazing and beautiful Cast Away Cove - 2min walk from beach, vacation rental in Anna Maria

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

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

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Naut 2 Shabby Bungalow  | A sweet and cozy getaway on Pine Avenue!, vacation rental in Anna Maria
Naut 2 Shabby Bungalow  | A sweet and cozy getaway on Pine Avenue!, vacation rental in Anna Maria
Naut 2 Shabby Bungalow  | A sweet and cozy getaway on Pine Avenue!, vacation rental in Anna Maria

Naut 2 Shabby Bungalow | A sweet and cozy getaway on Pine Avenue!

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Charming cottage in quiet area, close to beach & bay., vacation rental in Anna Maria
Charming cottage in quiet area, close to beach & bay., vacation rental in Anna Maria
Charming cottage in quiet area, close to beach & bay., vacation rental in Anna Maria

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

Rental Home
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!, vacation rental in Anna Maria
Beautiful Villa, Perfect Small Getaway | Close to beach, beach gear provided!, vacation rental in Anna Maria
Beautiful Villa, Perfect Small Getaway | Close to beach, beach gear provided!, vacation rental in Anna Maria

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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point., vacation rental in Anna Maria
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point., vacation rental in Anna Maria
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point., vacation rental in Anna Maria

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Boutique Spanish-Style Villa - perfect for a family or couples getaway, vacation rental in Anna Maria
Boutique Spanish-Style Villa - perfect for a family or couples getaway, vacation rental in Anna Maria
Boutique Spanish-Style Villa - perfect for a family or couples getaway, vacation rental in Anna Maria

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

Rental Home
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!, vacation rental in Anna Maria
Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!, vacation rental in Anna Maria
Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!, vacation rental in Anna Maria

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
More info
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Waterfront dog-friendly home with heated private pool, dock, views, and lanai, vacation rental in Anna Maria
Waterfront dog-friendly home with heated private pool, dock, views, and lanai, vacation rental in Anna Maria
Waterfront dog-friendly home with heated private pool, dock, views, and lanai, vacation rental in Anna Maria

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

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Coral Cove: Walk to the Beach! Heated pool! 2 King beds! Florida charm!, vacation rental in Anna Maria
Coral Cove: Walk to the Beach! Heated pool! 2 King beds! Florida charm!, vacation rental in Anna Maria
Coral Cove: Walk to the Beach! Heated pool! 2 King beds! Florida charm!, vacation rental in Anna Maria

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

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

Near Bean Point!! Short stays available! Heated Pool

Rental Home
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!, vacation rental in Anna Maria
Free bikes+tandem kayaks+beach cart+hot tub+dock PLEASE READ OUR 5 STAR REVIEWS!, vacation rental in Anna Maria
Free bikes+tandem kayaks+beach cart+hot tub+dock PLEASE READ OUR 5 STAR REVIEWS!, vacation rental in Anna Maria

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

Rental Home
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!, vacation rental in Anna Maria
Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!, vacation rental in Anna Maria
Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!, vacation rental in Anna Maria

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Beautiful Ground Level Home with Heated Pool!, vacation rental in Anna Maria
Beautiful Ground Level Home with Heated Pool!, vacation rental in Anna Maria
Beautiful Ground Level Home with Heated Pool!, vacation rental in Anna Maria

Beautiful Ground Level Home with Heated Pool!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Beautiful Villa, Perfect Small Getaway | Close to beach, beach gear provided!, vacation rental in Anna Maria
Beautiful Villa, Perfect Small Getaway | Close to beach, beach gear provided!, vacation rental in Anna Maria
Beautiful Villa, Perfect Small Getaway | Close to beach, beach gear provided!, vacation rental in Anna Maria

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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Private Home with Rooftop Deck, Pool, and Hot Tub!, vacation rental in Anna Maria
Private Home with Rooftop Deck, Pool, and Hot Tub!, vacation rental in Anna Maria
Private Home with Rooftop Deck, Pool, and Hot Tub!, vacation rental in Anna Maria

Private Home with Rooftop Deck, Pool, and Hot Tub!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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La Bella Bungalow | Beachfront, nostalgic beach cottage ambiance �, vacation rental in Anna Maria
La Bella Bungalow | Beachfront, nostalgic beach cottage ambiance �, vacation rental in Anna Maria
La Bella Bungalow | Beachfront, nostalgic beach cottage ambiance �, vacation rental in Anna Maria

La Bella Bungalow | Beachfront, nostalgic beach cottage ambiance �

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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