Vacation Rentals & Beach Rentals in Anna Maria Island

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105 beach rentals

Dolphin Pointe

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 21 minutes

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Price per night from

$294

Anna Maria Island "High End" Vacation Rental

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 4 minutes

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Price per night from

$343

Luxury 3 Bedrooms/3 Full Baths, Private Heated Pool with Waterfall, Beach

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

“Christmas at the Beach” It was a wonderful family vacation for two families going away for Christmas! There were 4 adults and 6 children! The pool was amazing and the house was perfect! Anna Maria Island is gorgeous and the house is in a perfect location for the beach, food and shopping! The owners were available for any needs that needed to be met! Awesome Owners!

Responds fast! avg. 3 hours 35 minutes

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Price per night from

$228

Center of Everything with 60 second walk to beach

Bradenton Beach condo

1 bedroom / 1 bathroom / sleeps 2

“Perfect weather!” This condo was clean and well equipped! The owner responded promptly . Great location .... although it was a busy street cars often stopped to let us cross. I loved having the beach across the street and the bay a few blocks away! The one problem was the unsecured wifi .... everyone around us seemed to be secured..... this would have helped !

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Price per night from

$132

5 Bed/3.5 Bath/2900sq ft/Heated Pool/Golf Cart/Game Room/Beach Across St

Bradenton Beach house

5 bedrooms / 4 bathrooms / sleeps 14

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Price per night from

$1,370

Lemonfish, stunning and spacious 4-bed rental!

Anna Maria Island villa

4 bedrooms / 3 bathrooms / sleeps 8

“Wonderful location and property!!” We had a great vacation on aMI at Lemonfish. Terrific location for biking, kayaking and general relaxation. It was clean and decorated nicely. The only thing I would say to future renters is there is nothing in the kitchen in terms of salt and pepper, foil, or anything that is food related. In other houses we've rented there have been basic spices, ketchup, etc. Nothing here...but that is not a deal breaker for us. Again, great house and location!

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Price per night from

$428

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 55 minutes

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Price per night from

$101

505 Waterfront Paradise

Anna Maria Island house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 17 minutes

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Price per night from

$315

Family Reunion Villa on Anna Maria Island, Florida

Bradenton Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$262

Great rentals within 20 miles that match your search

The Waterview Private Pool, Hot Tub, Games Room

Bradenton house

4 bedrooms / 4 bathrooms / sleeps 12

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Price per night from

$157

Luxury Condo 2Bd/2Ba, 1st Flr, 1 mile to IMG Academy

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Great place!” Like usual Shorewalk does not disappoint. However the condo we stayed at this time was above and beyond any others we have stayed at this far! Thank you James!

Responds fast! avg. 3 hours 49 minutes

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Price per night from

$97

Florida Ocean Front Condo March 21- March 28 or April 11 -21, 2020

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 41 minutes

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Price per night from

$331

River Strand Golf and Country Club Resort

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 25 minutes

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Price per night from

$152

Executive Lakefront 2 Bdrm Condo,Mins to Beach /Anna Maria Island / IMG Academy

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$132

River Strand Luxury Condo-Tennis & Golf Community

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 43 minutes

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Price per night from

$66

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. 1 hour 19 minutes

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Price per night from

$115

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$114

2/2 Bradenton Condo available for 30+ day rentals $2000 monthly

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$77

Amazing water views! Near beaches, big pool & spa!

St. Petersburg apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$90

Tastefully decorated Townhouse Condo - IMG Academy

Bradenton townhouse

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$75

EXTREME POLYNESIAN BEACH HOUSE with BOAT/ KAYAKS

Longboat Key house

6 bedrooms / 6 bathrooms / sleeps 20

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Price per night from

$801

AVAILABLE JANUARY 2020! Just opened up! Book now!

Madeira Beach condo

2 bedrooms / 1 bathroom / sleeps 4

“get away” My experience was kinda shaky at first , I was given the wrong gate code to get in complex, plus there were a couple of wristbands for pool entry missing and a blind that was messed up,but was able to be fixed in about 15 minutes. Our reservations were never given to property managers at office as well, but as soon as Jennifer responded she was able to take care of that. I have been to 2 other units there and this unit is the most modern by far and is very clean,and a great spot in the complex.

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Price per night from

$80

Bradenton Home w/Pool-10 Min to Beach&IMG Academy

Palma Sola house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 4 minutes

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Price per night from

$215

Watch the Sunset over the Gulf | Bright + Modern Beachside Retreat

St. Pete Beach house

1 bedroom / 2 bathrooms / sleeps 4

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Price per night from

$369

Panoramic Ocean Views 2

St. Petersburg apartment

1 bedroom / 1 bathroom / sleeps 4

“Great place to stay” I stayed in this condo last February. It is calm, bright and perfectly clean. The balcony and the view on the water are outstanding! In addition to that, Sabina is perfectly organized, answered all the question I had and made sure I was feeling perfect. I definitely recommand it!

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Price per night from

$149

NEW! Coastal Retreat < 5 Mi to Anna Maria Island

Palma Sola house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 57 minutes

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Price per night from

$234

Spacious St. Petersburg Home w/ Poolside Oasis!

St. Petersburg house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 57 minutes

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Price per night from

$174

NEW! Lido Beach Retreat - ⅓ Mi to Sand + Surf!

Sarasota condo

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 57 minutes

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Price per night from

$219

ULTIMATE ST PETE BEACH FRONT RENTAL CONDO #101

St. Pete Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$202

Bradenton Retreat

Bradenton house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$143

Tropical Paradise! Condo w/Balcony & Pool Access!

St. Petersburg condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 57 minutes

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Price per night from

$111

Deluxe, Bright, Spacious | Getaway on the Beach!

St. Pete Beach house

1 bedroom / 2 bathrooms / sleeps 4

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Price per night from

$300

"Oasis Villa Retreat" Close to Beaches and IMG Academy

Bradenton villa

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$143

Waterfront Villa Isla Del Sol St Petersburg FL

St. Petersburg villa

2 bedrooms / 2 bathrooms / sleeps 4

“Fantastic getaway” We stayed the month of February and had a wonderful experience. Not only was Will great to work with but the location was fabulous, the views spectacular, and the entire condo was very comfortable to stay in. So much to do or just hang at the heated pool, watching dolphins swim by, and having great conversations with other snow birds from the us and Canada. Such a fun time.

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Price per night from

$155

Luxury lakefront Sunshine Shorewalk 2B condo, 1 km. IMG Academy, 10 min to beach

Bradenton villa

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$115

*** Isla Del Sol Paradise ***

St. Pete Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Games room

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Price per night from

$123

LUXURY WATERFRONT CONDO ON ISLA DEL SOL/St.Pete's

St. Petersburg condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$228

The Great (Sunshine and Sea) Escape

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$104

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