Vacation Rentals & Apartments in Naples

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4,485 apartments

Match: Children's pool Private outdoor pool (heated) Washing machine Horse riding

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Price per night from

$335

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: Children's pool Private outdoor pool (heated) Washing machine Horse riding

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Price per night from

$474

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

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Children's pool Private outdoor pool (heated) Washing machine Horse riding

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Price per night from

$341

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

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Children's pool Private outdoor pool (heated) Washing machine Horse riding

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Price per night from

$335

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

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Children's pool Private outdoor pool (heated) Washing machine Horse riding

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Price per night from

$335

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Memorial Day Getaway Savings

Clearwater house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 22

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

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Price per night from

$599

Marbella Lakes 203

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Horse riding, Children's pool, Private outdoor pool (heated), Washing machine

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Price per night from

$183

Dolphin Cove - Relaxing Greenbelt Views

El Jobean house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

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Price per night from

$193

Uniquely Chic home near Disney!

Poinciana house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (heated), Horse riding, Children's pool, Washing machine

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Price per night from

$137

Bologna Vacation Rental

Naples house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Horse riding, Children's pool, Private outdoor pool (heated), Washing machine

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Price per night from

$227

Catina Vacation Rental

Naples house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Horse riding, Children's pool, Private outdoor pool (heated), Washing machine

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Price per night from

$227

Asiago Vacation Rental

Naples house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Horse riding, Children's pool, Private outdoor pool (heated), Washing machine

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Price per night from

$253

Solterra Vacation Rental

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Horse riding, Children's pool, Private outdoor pool (heated), Washing machine

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Price per night from

$197

Genoa Vacation Rental

Naples house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Horse riding, Children's pool, Private outdoor pool (heated), Washing machine

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Price per night from

$222

9312 SH - Champions Gate - Unique High end 8 Beds

Davenport house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 25

Responds fast! avg. 3 hours 40 minutes

3 of 4 match: Horse riding, Children's pool, Private outdoor pool (heated), Washing machine

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Price per night from

$443

Cocoa Villa

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Vacation to remember” beautiful home, beautiful neighborhood, security guards were very nice, always smiling and greeting us as we enter and exit, The pest control guy was very informative and nice, seems to love his job. The maintenance guy answer questions and followed up on our concerns immediately. Overall I enjoyed our home and would be interested in leasing property out there. Very convenient to all stores and dinning areas

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

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Price per night from

$122

Pelican Shores - 2 King Suites - Pool - Jacuzzi

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

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Price per night from

$262

Family Paradise | Free Heated Pool

Valrico house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 15

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

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Price per night from

$485

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

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Price per night from

$599

Anna Maria Island Beach Paradise 10

Holmes Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

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Price per night from

$226

Anna Maria Island Martinique On The Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

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Price per night from

$776

Anna Maria Island Bridge Port Beach Resort

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

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Price per night from

$172

Anna Maria Island Beach View 207

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

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Price per night from

$185

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, Horse riding, Private outdoor pool (heated), Washing machine

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Price per night from

$595

Anna Maria Island Beach Palms 2A

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

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Price per night from

$186

Anna Maria Island Retreat

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

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Price per night from

$223

Anna Maria Island Beach Palms 8B

Cortez condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

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Price per night from

$192

Anna Maria Island Beach Waves

Cortez condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

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Price per night from

$217

Gulf Breeze Ami-2BD-2BA-Condo-Private Beach Access-Heater Pool-Water Views From

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

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Price per night from

$184

Bradenton Beach Club Bliss-3 Bedroom-2 Bathroom Condo-2 Pools-HotTub-Private Bea

Bradenton Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

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Price per night from

$249

Anna Maria Island Beach Sands

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Paradise” We loved this place, felt right at home the minute we walked in the door. Had a view minor problems and the service to deal with them was awesome. Thanks Terry for a great experience, being our first time here on anna Maria Island. If we didn't need the extra bedroom, we would have booked for next yr. Location~~!! wow, close to great restaurants Love the view...can't say enough of the sunsets and of course the dolphins, got chills every time I seen them, almost daily...first class...thanks...

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

3 of 4 filters match

Price per night from

$332

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, Horse riding, Private outdoor pool (heated), Washing machine

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Price per night from

$493

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, Horse riding, Private outdoor pool (heated), Washing machine

3 of 4 filters match

Price per night from

$296

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, Horse riding, Private outdoor pool (heated), Washing machine

3 of 4 filters match

Price per night from

$475

Anna Maria Island Beach Sands 201

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

3 of 4 filters match

Price per night from

$286

Anna Maria Island Beach Palms 7A

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

3 of 4 filters match

Price per night from

$190

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, Horse riding, Private outdoor pool (heated), Washing machine

3 of 4 filters match

Price per night from

$354

Anna Maria Island Runaway Tropical Escape

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

3 of 4 match: Children's pool, Horse riding, Private outdoor pool (heated), Washing machine

3 of 4 filters match

Price per night from

$194

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