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Anna Maria Rentals with Pools

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Anna Maria Rentals with Pools

1,543 vacation rentals

Ocean View 3 bedroom, pool, North Shore Drive

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 49 minutes

1 / 123

4 bed luxury upscale executive waterfront home

Anna Maria house

4 bedrooms / 4 bathrooms / sleeps 8

1 / 50

Egrets Perch - 208 Palmetto Ave, Anna Maria

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

1 / 35

Tarpon Point - 302 Tarpon Street, Anna Maria

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

1 / 35

5 Star - Private Pool & Dock, and Steps Away from the Beach - Fall Availability

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 24 minutes

1 / 39

Stay & Spoil yourself! Pool, Hot tub,Fish, Dock, Kayak* Steps to Gulfside beach!

Anna Maria house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 24 minutes

1 / 23

Island Oasis - 94 North Shore Drive, Anna Maria

Anna Maria house

4 bedrooms / 5 bathrooms / sleeps 8

1 / 26

Pelican Roost 505

Anna Maria house

5 bedrooms / 5 bathrooms / sleeps 10

1 / 33

Blue Heron Waterfront House Anna Maria island

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 29 minutes

1 / 23

Las Palmas - 120 Park Avenue, Anna Maria

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

1 / 16

744 Jacaranda Rd

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

1 / 32

Blue Dolphin Inn - Skimmer Dow

Anna Maria house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 45 minutes

1 / 21

Key West Condo - 1201 Gulf Drive North

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

1 / 29

Dolphin Pointe

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 1 minutes

1 / 39

Blue Dolphin Inn - Ibis

Anna Maria house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 45 minutes

1 / 17

Anna Maria Island "High End" Vacation Rental

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 24 minutes

1 / 21

209 Spring

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

1 / 57

Gorgeous views,spectacular home!

Anna Maria house

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 3 hours 9 minutes

1 / 46

Concha Marina- 235 Chilson Ave, Anna Maria

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

1 / 35

Beachy Keen 408

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

1 / 21

Sand Castle well appointed home steps from beaches

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 29 minutes

1 / 25

Cast Villa 1

Anna Maria villa

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 41 minutes

1 / 35

Cast Villa 4

Anna Maria villa

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 41 minutes

1 / 37

Seabatical- 225 Willow Ave, Anna Maria

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

1 / 26

Crescent Wave

Anna Maria house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 52 minutes

1 / 44

Copacabana

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

1 / 21

Stunning luxury newly constructed beachfront villa

Anna Maria villa

4 bedrooms / 5 bathrooms / sleeps 8

1 / 22

Blue Dolphin Inn - Flamingo Up

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 45 minutes

1 / 23

Bahama Mama's

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 2 hours 45 minutes

1 / 24

AMI Du Soleil

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

1 / 23

Cherryfish, a spectacular spacious 4-bed home!

Anna Maria villa

4 bedrooms / 3 bathrooms / sleeps 8

1 / 29

Paradise Cottage

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 15 minutes

1 / 23

Gladiolus on the Water

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 15 minutes

1 / 25

Blue Dolphin Inn - All Units

Anna Maria house

9 bedrooms / 6 bathrooms / sleeps 26

Responds fast! avg. 2 hours 45 minutes

1 / 33

North Bay Cottage 513

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 52 minutes

1 / 24

Coconut Breeze Estate

Anna Maria house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 1 hour 54 minutes

1 / 40

Beach To Bay Getaway

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 45 minutes

1 / 23

Manatee Cottage

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

1 / 24
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