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Vacation Rentals & Beach Rentals in Anna Maria Island

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113 beach rentals

On the Beach Paradise d

Holmes Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

“Absolutely beautiful!” Everything was perfect. Enjoyed coffee on the beach every morning and beautiful sunsets every evening. Can't wait to go back next year!

Responds fast! avg. 3 hours 33 minutes

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Price per night from

$207

Beautiful luxury beach front condominium

Anna Maria condo

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$822

Runaway Bay - Bradenton Beach - Bay View Unit 193

Anna Maria Island condo

2 bedrooms / 2 bathrooms / sleeps 5

“Home away from home” This place is an incredible value. It's spacious and comfortable, and we felt right at home. Sarasota Bay is just steps from the back patio, and it's so lovely to sit outside and watch water--so many fish, dolphins, and birds right there. Everything was in good working order and clean upon our arrival. The beach is a quick walk across the street from the complex, and we spent a lot of time at the heated pool. We would love to rent this unit again! PERFECT LOCATION.

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$173

Runaway bay 234 bright & clean 1bed /1 Bath Bradenton beach Anna Maria Island

Bradenton Beach condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 23 minutes

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Price per night from

$116

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

Holmes Beach Family Home w/Private Pool & 3 Decks!

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 29 minutes

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Price per night from

$268

On the Beach Paradise u

Holmes Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 33 minutes

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Price per night from

$206

Contemporary Beach House, Very Private Yard & Pool - 1.5 Blocks to Beach

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 32 minutes

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Price per night from

$201

The Magnolia Lady - Anna Maria Beach Front Rental

Anna Maria house

4 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$634

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

Songbird Cottage The night full of tranquility on a quiet block.

Anna Maria Island cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 8 minutes

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Price per night from

$120

SAPPHIRE - HARBOR ISLE

Bradenton Beach townhouse

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$327

NEW! Coral Shores Waterfront Oasis w/ Private Dock

Bradenton Beach house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 29 minutes

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Price per night from

$300

Anna Maria Island Sunshine Kiss Villa

Holmes Beach condo

1 bedroom / 2 bathrooms / sleeps 6

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Price per night from

$138

Great rentals within 20 miles that match your search

Nice Condo, Nestled Between Inter-Coastal & Beach, Right on Gulf Blvd

St. Pete Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$98

Walk to the Bay!

St. Petersburg house

3 bedrooms / 2 bathrooms / sleeps 7

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Price per night from

$196

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$379

March 21-28, 2020 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$784

Pool & Hot Tub-Pine Bay Forest 3-Bedroom Condo, Near AMI Beaches 3 month min

Bradenton condo

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$122

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

Newly Remodeled Spacious Loft in Sarasota!

Sarasota apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$336

BeauTrully a Paridise for You Palm Trees

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$190

Modern Waterfront St Pete Beach Private Pool Home

St. Pete Beach house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$253

Clean 3 bedroom house near CityCenter downtown St Pete

St. Petersburg house

4 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$297

DtwnStPete-Close2Everything+FreeBeachParkingPass

St. Petersburg apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$86

Treasure Island Condo w/ Pool - Walk to Beach

Treasure Island condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 6 minutes

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Price per night from

$196

Pvt Pool Home Mins to Anna Maria Is & IMG Academy

Bradenton house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$339

Long Term Beach Rental

Treasure Island house

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$176

Welcome to Saint Pete! Condo in Quiet Complex with Palm Trees and Pool

St. Petersburg house

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 18 minutes

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Price per night from

$98

A Paradise for Golfers and Tennis players

Bradenton apartment

3 bedrooms / 2 bathrooms / sleeps 6

“River strand condo” Been here 1 week and everything has been great. Owners are very helpful. River Strand has great golf, tennis, pools.

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Price per night from

$141

Sarasota Palm Aire Country Club 2 br 2 bath with beautiful views

Sarasota condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$95

Shorewalk Condo, Newly Decorated w/lake view

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

“Very relaxing and clean condo with wonderful amenities and stores close by!!” We had a wonderful time and enjoyed all that the condo had to offer. We found it really clean and decorated in true Florida fashion. Loved the place and will return!!

Responds fast! avg. 2 hours 41 minutes

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Price per night from

$139

Luxury house in the heart of Tara Golf & Country Club,Bradenton Florida

Braden River house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 25 minutes

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Price per night from

$166

BAY VIEW. SUNSETS. CLOSE TO ANNA MARIA ISLAND AND IMG ACADEMY

Bradenton house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$287

Downtown Sarasota Historic Burns Court Adorable Bungalow

Sarasota house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$294

Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$115

New waterfront luxurious condo on Anna Maria sound

Bradenton apartment

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$174

Riley's Retreat, 2 Bedroom Water Front with Boat Dock and Beach Access

Treasure Island apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 15 minutes

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Price per night from

$276

Viewing 38 of 113
rentals in Anna Maria Island

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