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3,632 houses

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Perfect Luxury” Our 5-week stay at this vacation rental was absolutely perfect. The house was everything you could ask for and more. We have stayed in many vacation rentals in the last 20 or so years that we have been coming to anna Maria Island and I have to say this one was right at the top of the list. The kitchen was outfitted with everything you could want. The beds were very comfortable. The neighborhood was nice and quiet. Short walk to the beach. The owners were very nice to deal with and always responded quickly and were very warm and helpful. Definitely can recommend this vacation rental.

Match: Rental types Children's pool Private outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$475

PERFECT FLORIDA GET-A-WAY WITH 5 BEDROOMS, 5 BATHROOMS & PRIVATE POOL & SPA

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Rental types Children's pool Private outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$342

Embark Dream Vacation Home 40 People at Solterra Resort

Davenport house

  • 14 bedrooms
  • 6 bathrooms
  • sleeps 40

Match: Rental types Children's pool Private outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$1,184

Pamper Yourself /14 BED/Bar/Lazy River in Solterra Resort

Davenport house

  • 14 bedrooms
  • 5 bathrooms
  • sleeps 36

Match: Rental types Children's pool Private outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$1,121

⚜Experience an Enchanting Dream Vacation 14BED Bowling/Games Room/Pool/Spa⚜

Davenport house

  • 14 bedrooms
  • 11 bathrooms
  • sleeps 28

Match: Rental types Children's pool Private outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$1,047

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Regal Palms 539 La Mirage Sreet

Davenport condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 4 match: Rental types, Private outdoor pool (heated), Golf course on site or within 15 min walk, Children's pool

2 of 4 filters match

Price per night from

$229

LUXURY RENTALS ~ Banyan Beach House

Naples house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,297

Buenosdiasbeaches

Estero bungalow

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Rental types, Private outdoor pool (heated), Golf course on site or within 15 min walk, Children's pool

2 of 4 filters match

Price per night from

$228

Exclusive Family Villa with Private Pool

Haines City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

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Price per night from

$172

Waterfront living in Punta Gorda Isles w/Amaizng sunset views from the pool!

Punta Gorda house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Excellent vacation” Nicest owner I've ever dealt with house better then expected already booking for may amazing time and caught four fish including a sting ray thanks again John cox

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$458

Villa Paradise Waterfront Gulf Access

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$204

NAPLES PELICAN BAY HOME

Pelican Bay house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,144

Stunning & Bright Sarasota Home

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$395

Pelican Shores - 2 King Suites - Pool - Jacuzzi

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

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Price per night from

$263

Dolphin Cove - Relaxing Greenbelt Views

El Jobean house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$194

Tampa Bay- Large heated Pool home

Valrico house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$315

Beautiful Casa Italiana Lely Golf & Beach in Naples

Lely Resort house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$474

Florida Golf Vacation Villa

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$338

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$286

Mid Century Home With Private Heated Pool

Tallevast house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$182

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Children's pool, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$335

⭐Nearby to Disney / Unversal / Seaworld - Spacious 8 Bedrooms Villa⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Children's pool, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$335

⭐Comfy and Spacious 8 Bedroom Villa w/ Private Pool⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

3 of 4 match: Rental types, Golf course on site or within 15 min walk, Children's pool, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$335

Amazing Lagoon | Rock Grotto Swimming Pool

Rotonda West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$258

Bella Vista | Serene Lakefront

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$215

Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$235

Blue Lagoon - built in 2020 - Pool/Spa/Sunshelf

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$215

Anna Maria Island Edgewater Bungalow

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$299

Anna Maria Island Beach Palace

Bradenton Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$560

Anna Maria Island Surfside Bungalow

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$414

Anna Maria Island Sun's Up A

Bradenton Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$486

Anna Maria Island Sun's Up B

Bradenton Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$478

Palmetto Villa II

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Children's pool, Private outdoor pool (heated), Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$401

3 bedrooms luxurious home,2 full bath, swimming pool, fully remodeled,pool table

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Children's pool, Private outdoor pool (heated), Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$544

28 Room DisneyMansionEstate by AmericanVacationLiving

Davenport house

  • 20 bedrooms
  • 11 bathrooms
  • sleeps 50

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$2,253

CAPE CORAL FLORIDA VILLA ON THE CANAL WITH PRIVATE HEATED POOL

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 48 minutes

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$132

Hidden Gem 5Bed w/heated pool Downtown&ParksYBOR

Tampa house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$744

3 of 4 match: Children's pool, Rental types, Golf course on site or within 15 min walk, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$229

Viewing 38 of 3,632
rentals in Naples

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