Vacation Rentals & Apartments in Naples

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⭐Comfy Villa w/ Golf Clubhouse - Adventure & Thrills For Everyone⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

Match: Private outdoor pool (unheated) Safe Walking trips

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Price per night from

$336

Match: Private outdoor pool (unheated) Safe Walking trips

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Price per night from

$336

⭐ Spacious 8 Bedrooms Champions Gate Resort Villa w/ Private Pool ⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

Match: Private outdoor pool (unheated) Safe Walking trips

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Price per night from

$402

Match: Private outdoor pool (unheated) Safe Walking trips

All filters match

Price per night from

$402

Match: Private outdoor pool (unheated) Safe Walking trips

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Price per night from

$336

✦Nearby Disney World - Beautiful 8 Bedrooms Villa w/ Private Pool✦

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

Match: Private outdoor pool (unheated) Safe Walking trips

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Price per night from

$336

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Safe Walking trips

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Price per night from

$149

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Relaxation at the Tropical Pool House

Tampa house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 3 match: Safe, Walking trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$446

Luxury home. Hot tub and heated pool. Villa Spain

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Safe, Walking trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$108

Summer Availability!

Indian Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Safe, Walking trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$319

Captain`s Quarters | Pool | Fishing Dock

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Safe, Walking trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$216

Villa Maria Salt Sun

Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

2 of 3 match: Private outdoor pool (unheated), Walking trips, Safe

2 of 3 filters match

Price per night from

$419

Anna Maria Island Beach Sands 101

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Safe, Walking trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$265

Anna Maria Island Beach Palms 6B

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Safe, Walking trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$190

Anna Maria Island Beach Sands 203

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Safe, Walking trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$215

Manasota Beachy Cottage

Manasota Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Our 2017 vacation” This was our first time ever renting a house. Peter was the best. This house had everything we need or wanted. It was super clean and beautiful. The screened porch was perfect to drink coffee in the morning. Didn't have to worry about the bugs or anything. Beach was a short walk around the corner over a bridge. The town was great and hardly no traffic. Safe for younger kids to play in the yard. Can't wait to rent again next year. Thank you!!

2 of 3 match: Private outdoor pool (unheated), Walking trips, Safe

2 of 3 filters match

Price per night from

$155

Suncity Center House With Wonderful Lake View And Piano

Wimauma house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Walking trips, Safe

2 of 3 filters match

Price per night from

$172

Kima 503 Madeira Beach Front 2bd/2bath Condo Top Floor WHITE SANDY BEACHES!

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful !!!” I never know from the pictures posted when they were taken and the true condition of the home. With this property we were not disappointed. We took beach chairs, towels and all of that was provided at the house. The house was clean and just as pictured. The only thing that I can suggest is knife's for the kitchen. There are towels and lines galore. and the location was good. Close to all we wanted to do but quiet as we wanted it to be. The house has an apartment upstairs that we rented for our son and it worked out great. Plenty of room. No fighting for bathroom time to shower. There was 7 of us and we have already voted on this property for our next years trip to the beach...

2 of 3 match: Safe, Walking trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$222

Close to everything. w/2 Bikes

St. Petersburg house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 9 minutes

2 of 3 match: Safe, Walking trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$80

SEA GATE 506 Beach Front 3BED/2BATH Indian Shores Spacious Top Floor Condo

Indian Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Safe, Walking trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$426

2 of 3 match: Private outdoor pool (unheated), Walking trips, Safe

2 of 3 filters match

Price per night from

$109

5 min to the Beach, Sleeps 6

Nokomis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Walking trips, Safe

2 of 3 filters match

Price per night from

$137

*Just Launched* Fully-Stocked Clean Cabin in Tampa

Tampa house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

2 of 3 match: Private outdoor pool (unheated), Walking trips, Safe

2 of 3 filters match

Price per night from

$207

Heated pool house

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Private outdoor pool (unheated), Walking trips, Safe

2 of 3 filters match

Price per night from

$230

Tropical Island Retreat-Private Waterfront

Tarpon Springs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Safe, Walking trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$344

LEMON BAY COTTAGE

Englewood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect family cottage in Lemon Bay” Such a great little house and surprisingly bigger than pictures reveal. Perfect for a family with kids. 3rd toilet tucked away in laundry shed for easy access from pool. Great location as well, close to beaches, parks and many restaurants within walking distance. Definitely will rent there again. House was fresh, clean and inviting.

Responds fast! avg. 3 hours 37 minutes

2 of 3 match: Safe, Walking trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$104

Luxury Water Front Condo - Intercoastal Waterway

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Safe, Walking trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$206

Calabay Parc at Tower Lake Getaway

Haines City villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Safe, Walking trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$206

2 Bedroom ground floor Villa in Naples golf club

Naples villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Safe, Walking trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$172

SUNSHINE HOLIDAY

St. Petersburg manor house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

2 of 3 match: Safe, Walking trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,147

beautiful beach front condo

Sanibel Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Safe, Walking trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$364

Beachfront Rental South Seas Club, Marco Island FL

Marco Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Safe, Walking trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$279

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

Bonita Springs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Walking trips, Safe

2 of 3 filters match

Price per night from

$156

North - Sunset Hide Away in Paradise

Naples guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 22 minutes

2 of 3 match: Private outdoor pool (unheated), Walking trips, Safe

2 of 3 filters match

Price per night from

$297

Solterra Resort - 5 Bed 4.5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (unheated), Walking trips, Safe

2 of 3 filters match

Price per night from

$292

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 3 match: Private outdoor pool (unheated), Walking trips, Safe

2 of 3 filters match

Price per night from

$859

2 of 3 match: Private outdoor pool (unheated), Walking trips, Safe

2 of 3 filters match

Price per night from

$138

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Walking trips, Safe

2 of 3 filters match

Price per night from

$430

Viewing 38 of 1,386
rentals in Naples

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