Vacation Rentals & Beach Rentals in Anna Maria Island

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68 beach rentals

Gorgeous views,spectacular home!

Anna Maria house

5 bedrooms / 3 bathrooms / sleeps 12

“Majestic Views” Our family loved our visit to Anna Maria. The house is gorgeous and spacious. My kids enjoyed the pool and eating outside. We hope to return in the near future.

Responds fast! avg. 46 minutes

Match: Pool or snooker table

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Price per night from

$533

Anna Maria Island "High End" Vacation Rental

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 4 minutes

Match: Pool or snooker table

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Price per night from

$343

Pier To Pier Paradise

Anna Maria house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 51 minutes

Match: Pool or snooker table

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Price per night from

$449

Sunny Cottage

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 4

Match: Pool or snooker table

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Price per night from

$102

505 Waterfront Paradise

Anna Maria Island house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 17 minutes

Match: Pool or snooker table

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Price per night from

$315

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

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$382

Shorewalk (ANN100)

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 33 minutes

Match: Pool or snooker table

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Price per night from

$159

Family Reunion Villa on Anna Maria Island, Florida

Bradenton Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Match: Pool or snooker table

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Price per night from

$262

Great rentals within 20 miles that match your search

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

Match: Pool or snooker table

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Price per night from

$97

River Strand Golf and Country Club Resort

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 25 minutes

Match: Pool or snooker table

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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

Match: Pool or snooker table

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Price per night from

$132

Condo on the Key

St. Petersburg apartment

2 bedrooms / 2 bathrooms / sleeps 3

“Immaculate” I had a wonderful stay at the condo in the key. Robin was easy to work with and always responsive. The condo was very clean and well stocked. If you are looking for a place where you can lay back and relax this is a nice condo. I loved that it's in a gated area.

Responds fast! avg. 3 hours 24 minutes

Match: Pool or snooker table

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Price per night from

$138

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

Match: Pool or snooker table

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Price per night from

$115

Twins Inn: 2-Bedroom Apartments Near Beach

Treasure Island apartment

2 bedrooms / 1 bathroom / sleeps 8

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Price per night from

$148

Waterside at Coquina Key

St. Petersburg condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 1 minutes

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Price per night from

$149

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

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

$139

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

Shorewalk 'Turtle Cove': A+ Rated Resort Condo: Pools,spas, beach and IMG

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

“So Beautiful!” When we checked in to this wonderful ground floor villa, we were amazed. The photos online don't do this place justice - it is sooo beautiful and so comfortable!!!

Responds fast! avg. 32 minutes

Match: Pool or snooker table

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Price per night from

$100

Immaculate Condo Exceptional Golf/Tennis Community

Bradenton apartment

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$63

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

Best value in Clearwater/ St. Pete region!

Madeira Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 50 minutes

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Price per night from

$178

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

HAVE IT ALL, WITHOUT BREAKING THE BANK, Just available Dec.in a lovely condo

Madeira Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

“A relaxing and memorable vacation” A beautifully decorated condo 3-4 blocks from a great stretch of gulf coast beach. I'd recommend driving over if you want to bring chairs, cooler, etc. Beach parking is inexpensive. The condo itself is quiet, clean and lovely and offers a well-stocked kitchen, two good-sized bedrooms with comfortable queen beds, all linens (including beach towels), and cable TV in bedrooms and living room. Both saltwater and chlorinated pools on the premises. You can fish the Intercoastal Waterway from the yacht club piers. Great restaurants and John's Pass nearby. So much nicer than a hotel. The owner was great to work with. We hope to visit again.

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Price per night from

$116

Corner Unit St Pete Beach Boca Shores Condo!

St. Pete Beach condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 48 minutes

Match: Pool or snooker table

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Price per night from

$101

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

Bradenton villa

2 bedrooms / 2 bathrooms / sleeps 4

Match: Pool or snooker table

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Price per night from

$115

*** Isla Del Sol Paradise ***

St. Pete Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Pool or snooker table

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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

Shorewalk 'Sunshine Cove' 5-Star Resort Condo:Pools,Spas,Beach, Tennis 1st floor

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 3

Responds fast! avg. 32 minutes

Match: Pool or snooker table

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Price per night from

$100

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$156

Tierra Verde - St. Petersburg Waterfront Mansion Estate

Tierra Verde house

5 bedrooms / 7 bathrooms / sleeps 10

Responds fast! avg. 51 minutes

Match: Pool or snooker table

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Price per night from

$1,996

Remodeled, Privately Owned Studio Condo at the Sara Cay Club!

Tallevast condo

1 bedroom / 1 bathroom / sleeps 3

Match: Pool or snooker table

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Price per night from

$86

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

2 bedrooms / 2 bathrooms / sleeps 4

Match: Pool or snooker table

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Price per night from

$115

Luxurious Waterfront Condo w/2 Pools~Near Beaches~IMG Academy~Anna Maria~SRQ

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 5 minutes

Match: Pool or snooker table

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Price per night from

$138

Cozy Condo w/2 Pools~Mins to IMG Academy~Sandy Beaches~Anna Maria Island~SRQ

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 5 minutes

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Price per night from

$126

Viewing 38 of 68
rentals in Anna Maria Island

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