Cottages Naples

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1,180 cottages

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The Cannon- A two bedroom adorable cottage minutes walking to beach

Bradenton Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Rental types Golf within 30mins drive Walking trips

All filters match

Price per night from

$402

Songbird Cottage

Anna Maria Island cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Rental types Golf within 30mins drive Walking trips

All filters match

Price per night from

$110

Tropical Tiny spa home

Tarpon Springs cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 18 minutes

Match: Rental types Golf within 30mins drive Walking trips

All filters match

Price per night from

$114

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The Guesthouse (near Lakewood Ranch)

Lakewood Ranch cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Walking trips, Rental types, Golf within 30mins drive

2 of 3 filters match

Price per night from

$161

Relaxation at the Tropical Pool House

Tampa house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$446

Beautiful 3 bedroom home in Southwest Florida

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Relaxing Stay” Well kept property in a great neighborhood within 15 min from the beach and great shopping. The pictures and description accurately reflect what you see when you get there. Owners, Lorrie and Frank, were a pleasure to deal with from beginning to end. Had a wonderful time and looking forward to returning soon. Would highly recommend this property!

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$172

Suncity Center House With Wonderful Lake View And Piano

Wimauma house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$172

Villa Maria Salt Sun

Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$419

KISSIMMEE'S KNIGHT CASTLE

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

“Absolutely outstanding!” Our family of 8 adults, 2 children aged 4 years, and 3 infants under 15 months of age, had an outstanding vacation in this home. Only a short drive to all the amenities (including Magic Kingdom) was exactly what was advertised. This home was immaculate, and extremely comfortable. I would highly recommend this property for anyone traveling with family! J. Macpherson, Whitby, Ontario, Canada

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$464

CASA SOLTERRA RESORT - NEAR DISNEY

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$574

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$101

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$108

Luxury home. Hot tub and heated pool. Villa Spain

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$108

Absolutely stunning home that truly embodies Florida living

Saint James City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$128

Your waterfront getaway - Villa Family Retreat

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$149

Ideal for remote working/studying and native plants/wildlife watching

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$98

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$108

Lovely home with oversized heated pool in quiet neighborhood

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$149

Dream vacation with pool fun. Villa Florida Flair

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$89

Heated saltwater pool, newly furnished - Villa Tropical Paradise

Matlacha villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$98

Your Own Private 3 Bedroom Pool Home has Summer Availability!

Indian Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$319

Elegant condo on beach!

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$150

3 Bed/2 Bath Handicap Madeira Beach Gulf side Condo w/ Heated pool and Spa

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$344

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$144

THE PRESERVE AT WOODS EDGE

Bonita Springs condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$135

Brand new villa with heated pool for swimmers

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$190

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$144

Siesta Vacation Home - 3 miles to beach

Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$211

Vacation in Paradise!! YACHT CLUB 4 BEDROOM HOME

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$172

Executive Waterfront Home

St. Petersburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$258

Siesta Key private beach access

Siesta Key villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$510

Dolphin Way 403 B - Bonita Beach -INCREDIBLE views Avail Fall 2023

Bonita Springs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$156

Villa Kamal, Cape Coral - Pool & Gulf Access

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$270

Villa Sunlight, Cape Coral - Pool & Gulf Access

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$231

Villagio's Model Home Vacation Rental

Estero condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$107

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$430

North - Sunset Hide Away in Paradise

Naples guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 22 minutes

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$297

Tropical "Key West" style waterfront paradise with views/pool/spa & boat dock!

North Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, Walking trips

2 of 3 filters match

Price per night from

$316

Viewing 38 of 1,180
rentals in Naples

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