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Vacation Rentals & Beach Rentals in Anna Maria Island

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52 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. 2 hours 13 minutes

Match: Pool or snooker table

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Price per night from

$516

505 Waterfront Paradise

Anna Maria Island house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Pool or snooker table

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Price per night from

$360

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

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 27 minutes

Match: Pool or snooker table

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Price per night from

$420

Shorewalk (ANN100)

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

Match: Pool or snooker table

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Price per night from

$165

Family Reunion Villa on Anna Maria Island, Florida

Bradenton Beach villa

4 bedrooms / 4 bathrooms / sleeps 12

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Price per night from

$457

Great rentals within 20 miles that match your search

*** 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

$140

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$131

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Pool or snooker table

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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

Waterfront Relaxation

St. Petersburg condo

2 bedrooms / 2 bathrooms / sleeps 5

Match: Pool or snooker table

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Price per night from

$117

Long Term Beach Rental

Treasure Island house

2 bedrooms / 1 bathroom / sleeps 6

Match: Pool or snooker table

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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

Match: Pool or snooker table

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Price per night from

$87

Beautiful Slice of Paradise - Isla Del Sol

Tierra Verde condo

2 bedrooms / 2 bathrooms / sleeps 4

Match: Pool or snooker table

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Price per night from

$168

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.

Match: Pool or snooker table

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Price per night from

$141

Immaculate Condo Exceptional Golf/Tennis Community

Bradenton apartment

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$75

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

Match: Pool or snooker table

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Price per night from

$115

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

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$156

River Strand -Golf , Tennis, Sunsets and Beaches

Bradenton apartment

3 bedrooms / 2 bathrooms / sleeps 6

Match: Pool or snooker table

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Price per night from

$134

Waterside at Coquina Key

St. Petersburg condo

2 bedrooms / 2 bathrooms / sleeps 5

Match: Pool or snooker table

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Price per night from

$115

Beautiful Updated Beachfront 2BR/2BA Condo

Madeira Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Pool or snooker table

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Price per night from

$113

The Waterview Private Pool, Hot Tub, Games Room

Bradenton house

4 bedrooms / 4 bathrooms / sleeps 12

Match: Pool or snooker table

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Price per night from

$165

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

St. Petersburg condo

2 bedrooms / 2 bathrooms / sleeps 4

Match: Pool or snooker table

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Price per night from

$230

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

River Strand Golf and Country Club Resort

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

Match: Pool or snooker table

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Price per night from

$230

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. 37 minutes

Match: Pool or snooker table

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Price per night from

$139

River Strand Luxury Condo-Tennis & Golf Community

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 55 minutes

Match: Pool or snooker table

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Price per night from

$62

Cozy Condo w/2 Pools! Near IMG Academy~Sandy Beaches~AMI~Restaurants~Attractions

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 32 minutes

Match: Pool or snooker table

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Price per night from

$121

The Great (Sunshine and Sea) Escape

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 6 minutes

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Price per night from

$110

Exquisite Lakefront Condo w/Relaxing Patio! Near IMG Academy~Beaches~Restaurants

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 32 minutes

Match: Pool or snooker table

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Price per night from

$127

PLAYA ESMERALDA BOUTIQUE INN TURQUOISE SUITE

Cortez apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 39 minutes

Match: Pool or snooker table

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Price per night from

$229

Modern Lakefront Condo w/2 Pools! Near IMG Academy~Sandy Beaches~Restaurants~AMI

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 32 minutes

Match: Pool or snooker table

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Price per night from

$126

Clean comfort in Bradenton book now

Bradenton caravan/mobile home

1 bedroom / 1 bathroom / sleeps 2

“great place to stay we loved it” nice and clean it had everything we needed close to beachs very clean park everyone was so nice and friendly can,t wait to go back thank Doug and Ronda Rogers

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Price per night from

$58

PLAYA ESMERALDA BOUTIQUE INN/Pearl Suite

Cortez apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 39 minutes

Match: Pool or snooker table

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Price per night from

$227

Mad Beach 10% Savings March 1-15th. Book by Feb 15th!

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

PLAYA ESMERALDA BOUTIQUE INN/AQUAMARINE SUITE

Cortez apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 39 minutes

Match: Pool or snooker table

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Price per night from

$243

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Pool or snooker table

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Price per night from

$117

PLAYA ESMERALDA BOUTIQUE INN/BLUE DIAMOND SUITE

Cortez apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 39 minutes

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Price per night from

$228

Viewing 38 of 52
rentals in Anna Maria Island

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