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Vacation Rentals & Beach Rentals in Anna Maria Island

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60 beach rentals

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

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 22 minutes

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Price per night from

$447

Sand Castle well appointed home steps from beaches

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 13 minutes

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Price per night from

$513

'Reel Paradise' Newly renovated Steps to beach & our fishing dock on Bay

Bradenton Beach condo

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$170

SPECIAL! $650 8/24 - 8/31. PRIME LOCATION AMI DIRECTLY ON BEACH HEATED POOL

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$285

Surfside AMI, Many Amenities included!

Holmes Beach house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 26 minutes

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Price per night from

$907

Great rentals within 20 miles that match your search

Private room in elegant 2/2 condo, 920 sf., 3 mi. to St. Pete Beach!

St. Petersburg private room

1 bedroom / 1 bathroom / sleeps 2

“Mr” The condo was clean and decorated nicely as advertised. Maria was very cordial as well as helpful. I don't think that you could ask for anything more. RD

Responds fast! avg. 1 hour 53 minutes

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Price per night from

$45

Tiny Home Camping Experience

St. Petersburg yurt

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$327

Artsy Cottage near Downtown

St. Petersburg bungalow

2 bedrooms / 2 bathrooms / sleeps 3

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$92

Bright & Elegant, Studio Apartment!

St. Petersburg apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 40 minutes

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$79

Elegant home 2 Bedroom, 2Bath, sun room, great view of the pond and tree line

Palmetto house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$164

Charming Historic Apartment in Uptown St. Petersburg!

St. Petersburg house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 40 minutes

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Price per night from

$130

Queen Bed Room at Palm Grove Inn Downtown St Pete

St. Petersburg hotel apartment

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$392

A Quiet Place to Relax

St. Petersburg condo

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$131

Panoramic views from this lovely 9th floor waterfront unit

St. Pete Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$161

Sunset Suite

St. Pete Beach studio

Studio / 1 bathroom / sleeps 1

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Price per night from

$179

Long Term Beach Rental

Treasure Island house

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$176

Cozy Cottage in the Heart of Pinellas County

Kenneth City condo

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$87

Peace and Quiet in Gated Community on Boca Ciega Bay

Gulfport apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$65

IMG golf private 3 bed home

Bradenton house

3 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$202

Spacious clean quiet home facing the Boca Ciega Bay in Isla del Sol

St. Pete Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 29 minutes

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Price per night from

$115

Waterside at Coquina Key

St. Petersburg condo

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$115

Alice's Beach Bungalows Private Oasis #2

Treasure Island bungalow

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$260

NSS Pattam, custom 84 foot traditional motor yacht downtown.

St. Petersburg yacht

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 3 hours 13 minutes

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Price per night from

$1,390

NW Bradenton Exectitive Home

Bradenton house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 11 minutes

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Price per night from

$454

Spectacular Beachfront Condo-Private Beach/No Fees

St. Pete Beach condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 57 minutes

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Price per night from

$199

PLAYA ESMERALDA BOUTIQUE INN/AQUAMARINE SUITE

Cortez apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 39 minutes

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Price per night from

$243

Beach front condo in Longboat Key

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 41 minutes

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Price per night from

$285

Lido Beach Villa, 1.2k sf, 1 block to the beach

Lido Key villa

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$183

Perfecto's Suite #2

Bay Pines apartment

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$166

VALUE DEAL! GREAT POOLSIDE KING UNIT! ON THE BEACH, HOT-TUB, TENNIS, GRILL

St. Pete Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$170

ST.PETE BEACH GETAWAY, LOVELY STUDIO SUITE! ON THE BEACH, POOL, TENNIS, BBQ

St. Pete Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$170

ON THE BEACH, COZY UNIT! POOL, HOT-TUB, TENNIS, PARKING, BBQ 3

St. Pete Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$170

COOL UNIT, POOL! HOT-TUB, TENNIS, FITNESS, PARKING, BBQ 4

St. Pete Beach apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$170

STAY AT THE BEACH, GREAT POOLSIDE 1BR SUITE! HOT-TUB, TENNIS, GRILL 1

St. Pete Beach apartment

1 bedroom / 1 bathroom / sleeps 6

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Price per night from

$193

GREAT POOLSIDE 1BR SUITE! ON THE BEACH, TENNIS, PARKING, BBQ, GYM 2

St. Pete Beach apartment

1 bedroom / 1 bathroom / sleeps 6

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Price per night from

$193

SUPER COMFY POOLSIDE 1BR SUITE! ON THE BEACH, TENNIS, PARKING, GRILL 3

St. Pete Beach apartment

1 bedroom / 1 bathroom / sleeps 6

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Price per night from

$193

VALUE DEAL! BEAUTIFUL 1BR WITH GULF VIEW! POOLS, HOT-TUB, GRILL, TENNIS, BBQ

St. Pete Beach apartment

1 bedroom / 1 bathroom / sleeps 6

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Price per night from

$228

WOW GULF FRONT 1BR APT! POOLS, HOT-TUB, GRILL, GYM, PARKING 2

St. Pete Beach apartment

1 bedroom / 1 bathroom / sleeps 6

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Price per night from

$228

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rentals in Anna Maria Island

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