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42 villas

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Piece of Paradise on Beautiful Anna Maria Island VRC 20-000087

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$148

Sapphire Beach House

Holmes Beach villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 30 minutes

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Price per night from

$332

2812 S-FINS TO THE LEFT

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 9 minutes

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Price per night from

$478

1 Step Closer

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 57 minutes

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Price per night from

$251

Anna Maria's Dream

Holmes Beach villa

1 bedroom / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 57 minutes

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Price per night from

$179

7 Doors Down

Holmes Beach villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 57 minutes

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Price per night from

$313

2812 N-FINS TO THE RIGHT

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 30 minutes

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Price per night from

$478

2810 AVENUE E- NORTH SIDE

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 30 minutes

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Price per night from

$340

Beach House on Anna Maria Island-Rental Openings

Holmes Beach villa

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$459

Beach Walk #2 Beach side Villa

Holmes Beach villa

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 28 minutes

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Price per night from

$105

BEACH WALK #1 BEACH SIDE VILLA

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 28 minutes

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Price per night from

$210

SAND DOLLAR BEACH SIDE VILLA

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 28 minutes

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Price per night from

$197

North Bch Isl Tree House

Holmes Beach villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 57 minutes

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Price per night from

$313

PALM HAVEN BEACH SIDE VILLA

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 28 minutes

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Price per night from

$225

Location!! Short walk to beach

Holmes Beach villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 28 minutes

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Price per night from

$161

Great rentals within 20 miles that match your search

Sarasota Villa

Sarasota villa

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$131

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 43 minutes

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Price per night from

$195

Lovely beachside villa

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$209

Sunset Point Siesta Key FL AWESOME RENTAL !!

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 4

“Beautiful inside and out. Perfect location” My family and I stayed in this beautiful rental during February 2015. We could not have asked for a more perfect spot. The rental is just steps away from the beach and has a wonderful view of the beautiful sunsets. Siesta Key Village is an easy walk away and has great restaurants and shops. We are hoping to go back as soon as we can!

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Price per night from

$802

Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$115

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

$459

Beach Breeze Hideaway

Anna Maria villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 57 minutes

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Price per night from

$251

Blue Water Escape

Cortez villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 57 minutes

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Price per night from

$270

Minnow 2

Anna Maria villa

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 57 minutes

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Price per night from

$179

Arnold Palmer Design 36 Holes - Lakewood National Resort

Lakewood Ranch villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$241

Lido Beach Villa, 1.2k sf, 1 block to the beach

Lido Key villa

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 23 minutes

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Price per night from

$184

Beach N Bay 206

Anna Maria villa

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 57 minutes

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Price per night from

$251

St Pete Beach Waterfront Dock New Wave Getaways 12

St. Pete Beach villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 47 minutes

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Price per night from

$296

St Pete Beach Waterfront Dock New Wave Getaways 13

St. Pete Beach villa

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 47 minutes

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Price per night from

$296

St Pete Beach Waterfront Dock New Wave Getaways 123

St. Pete Beach villa

6 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 47 minutes

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Price per night from

$444

St Pete Beach Waterfront Dock New Wave Getaways 1

St. Pete Beach villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 47 minutes

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Price per night from

$148

St Pete Beach Waterfront Dock New Wave Getaways 2

St. Pete Beach villa

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 47 minutes

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Price per night from

$148

St Pete Beach Waterfront Dock New Wave Getaways 23

St. Pete Beach villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 47 minutes

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Price per night from

$296

The Meadows golf course view villa

North Sarasota villa

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$122

Welcome to Paradise-6 miles from Anna Maria Island Beaches

Bradenton villa

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$161

ZILLI VILLA

Longboat Key villa

2 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 hours 50 minutes

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Price per night from

$453

3 Bedrooms with Gulf Views Unit B Steps Away From Beach

Cortez villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 30 minutes

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Price per night from

$369

Coco’s roomy, bright and newly renovated villa

Bradenton villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$115

Viewing 38 of 42
villas in Holmes Beach

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COVID-19 Update

Villas Holmes Beach

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42 villas

Viewing 38 of 42villas in Holmes Beach

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Viewing 38 of 42
villas in Holmes Beach