Villas Anna Maria Island

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56 villas

Cozy Cabana West - Private Pool - Close to Beach

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 32 minutes

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$186

Coconuts Two Bedroom Unit 117 Upstairs Courtyard

Holmes Beach villa

1 bedroom / 2 bathrooms / sleeps 8

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$252

3A Villa's on Anna Maria Island

Holmes Beach villa

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$161

Stunning luxury newly constructed beachfront villa

Anna Maria villa

4 bedrooms / 5 bathrooms / sleeps 8

“Fabulous beach house” After a mad week doing the theme parks in Orlando we came here for some serious relaxation - and what a great choice it was. The house is stunning and the location couldn't be bettered. Living on the beach meant we could be up

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$804

Piece of Paradise on Beautiful Anna Maria Island

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 4

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$156

3B Villas on Anna Maria Island Two Bedroom

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 6

“Vacation” Nice quiet clean and had everything we needed we had a wonderful time and the beach is only a block away

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$206

NEW! Longboat Key Villa w/ Boat Dock & Pool Access

Bradenton Beach villa

1 bedroom / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 2 minutes

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$178

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 k

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$428

1A Villas on Anna Maria Island One bedroom

Holmes Beach villa

1 bedroom / 1 bathroom / sleeps 4

“Cute cottage.” Close to the beach, unit 1a had everything we needed. It had a comfortable king bed, small kitchen and internet connection. It was a great choice for us!!! Great value for the price.

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$161

Honeyfish, stunning views across Bimimi Bay!

Anna Maria Island villa

4 bedrooms / 4 bathrooms / sleeps 8

“Best rental on AMI” This is a classy place to stay. Situated toward the north end of the island at the extreme end of the cul-de-sac that is Tarpon Street, this property could not be better sited as a base to explore and enjoy Anna Maria Isand. Within

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$471

Mintfish, beautiful views across Bimini Bay! 4-Bed

Anna Maria Island villa

4 bedrooms / 4 bathrooms / sleeps 8

“Great View!” The best thing about this home is it's location on Bimini Bay. Beautiful pool and view out over the bay. The home is decorated in a happy motif, although the beds were deemed hard as boxes by a couple of our guests. Kitchen is sufficie

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$543

SAND DOLLAR BEACH SIDE VILLA

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 9 minutes

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$97

SUMMER HOUSE VILLA BY THE BEACH!

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 9 minutes

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$217

PALM HAVEN BEACH SIDE VILLA

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 9 minutes

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$108

BEACH WALK #1 BEACH SIDE VILLA

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 9 minutes

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$108

Limefish, spectacular beachfront location!

Anna Maria Island villa

3 bedrooms / 3 bathrooms / sleeps 8

“Grand getaway for Yaya and her kids and grandbabies!” We stayed a week at the beginning of September and loved everything about the place. Megan at Sato Realty is the best! once you have groceries in, you never have to leave, or get back in the car! E

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$643

Cherryfish, a spectacular spacious 4-bed home!

Anna Maria villa

4 bedrooms / 3 bathrooms / sleeps 8

“Great home, great location!” This home was wonderful for our two families of four. Plenty of space for everyone and the pool was perfect. The only complaint we had was the cleanliness upon arrival, there was long black hair everywhere and the overly

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$471

Beach Dreams " Sweet Dreams Villa"

Anna Maria Island villa

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 29 minutes

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Price per night from

$201

Beach House on Anna Maria Island-Rental Openings

Holmes Beach villa

3 bedrooms / 3 bathrooms / sleeps 6

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$230

Family Reunion Villa on Anna Maria Island, Florida

Bradenton Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 49 minutes

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Price per night from

$263

Great rentals within 20 miles that match your search

Direct Beachfront on Serene Gulf of Mexico, Amazing View, Family Friendly

Longboat Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$483

Beautiful Modern, Fully Equipped 5 Bed Poolvilla With Pondview - Lots Of Space

Bradenton villa

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 49 minutes

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$217

Beautiful Location On Bay Side, Water View, Pool

Sarasota villa

2 bedrooms / 3 bathrooms / sleeps 4

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$167

Siesta Key Oceanfront on Gulf with western sunsets, 1250 sq ft Townhome

Siesta Key villa

2 bedrooms / 3 bathrooms / sleeps 4

“Absolutely Perfect---one Kodak sunset after another” This townhome was gorgeous! We totally enjoyed our 3 week stay and hated to leave. Kelley (owner) could have not been more helpful. We fished off the dock and enjoyed watching the birds fish then

Responds fast! avg. 2 hours 13 minutes

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$138

Pristine St. Petersburg Villa - 5 Min to Downtown!

St. Petersburg villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 2 minutes

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$119

NEW! St. Petersburg Villa - 10 Miles to Gulf Coast

St. Petersburg villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 1 minutes

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$119

Little Palms Villa. A lakeside home with style.

Bradenton villa

3 bedrooms / 2 bathrooms / sleeps 6

“Excellent” Our stay at 4638 Runabout way was amazing. We loved that the house was very nice, spacious, and clean for my family and I. We loved swimming in the pool everyday. The service was excellent all around. We would definitely stay there again.

Responds fast! avg. 2 hours 55 minutes

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Price per night from

$155

Sarasota Villa

Sarasota villa

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$107

Late SALE Sep/Oct only -Lakeside villa Uni. Park,golf,cycles,pool, beach

Sarasota villa

3 bedrooms / 2 bathrooms / sleeps 4

“A perfect setting and location” Everything about this vacation is perfect from start to finish. Joyce guides you through the pre vacation procedure seamlessly. All relevant information is sent concerning local amenities and events occurring duri

Responds fast! avg. 50 minutes

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$205

Pet Friendly Heritage Harbour Beauty

Bradenton villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 30 minutes

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Price per night from

$2,974

shorewalk A+ 2/2 downstair unit.5 mins IMG 10mins to beach

Bradenton villa

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 12 minutes

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Price per night from

$138

"Oasis Villa Retreat" Close to Beaches and IMG Academy

Bradenton villa

2 bedrooms / 2 bathrooms / sleeps 5

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$144

cozy two bedroom unit

St. Petersburg villa

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 27 minutes

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Price per night from

$68

55+ Community with pool and club house

Longboat Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$81

The Florida grand piano get away

Bradenton villa

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 2 hours 50 minutes

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$172

Elegant villa 3 bedms/2 bathms with pool close to Anna Maria

Palma Sola villa

3 bedrooms / 2 bathrooms / sleeps 6

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$304

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

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$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

Viewing 38 of 56
villas in Anna Maria Island

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