Vacation Rentals & Apartments in Naples

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Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Clothes dryer Staffed property Towels provided Private pool Smoking allowed

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Price per night from

$149

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Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Towels provided, Clothes dryer, Staffed property, Private pool, Smoking allowed

4 of 5 filters match

Price per night from

$157

19th Hole: Luxe 4/2 Stay W Pool and Mini Golf Course, 5 Mins to St. Pete Beach

South Pasadena house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Staffed property, Clothes dryer, Towels provided, Private pool, Smoking allowed

4 of 5 filters match

Price per night from

$687

The Hideaway: 4/2 W Heated Pool and Outdoor Spaces, 10 mins to Sarasota Beach

Gulf Gate Estates house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 5 match: Staffed property, Clothes dryer, Towels provided, Private pool, Smoking allowed

4 of 5 filters match

Price per night from

$373

4 of 5 match: Staffed property, Clothes dryer, Towels provided, Private pool, Smoking allowed

4 of 5 filters match

Price per night from

$315

4 of 5 match: Staffed property, Clothes dryer, Towels provided, Private pool, Smoking allowed

4 of 5 filters match

Price per night from

$252

Sea Mystic Yacht Stays

Fort Myers yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Clothes dryer, Private pool, Staffed property, Towels provided, Smoking allowed

3 of 5 filters match

Price per night from

$1,117

Beautiful Condo in Madeira Beach January Special

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$201

Oceanfront home

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$686

Bright and Cheerful Newly Updated Gulf View Villa in Great Location B3722B

Cape Haze villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$648

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$1,088

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$682

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$1,138

Comfortable villa with unobstructed view of the Gulf on Resort, C2424B

Cape Haze villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$848

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$1,138

Just steps to 2 miles of private beach! Relaxing family villa. C2624C

Cape Haze villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$714

Enjoy an Unobstructed view of the Gulf from this Cheery Villa! B2913A

Cape Haze villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$828

Exceptional villa waiting for you to be on a Gulf Shore Vacation! B3613A

Cape Haze villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$828

Exceptional view of the Gulf and amazing sunsets. C1324B

Cape Haze villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$848

Single family Home bayside with sun decks on both sides of house C82B

Placida villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$744

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$1,088

Awesome sunset view and just a few steps to the Pool! C1422B*

Cape Haze villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$848

Nicely Decorated Villa Great location, Great View waiting for you! B3712A

Cape Haze villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$828

Spend some time in this gorgeous villa with a gorgeous view! B3623A

Placida villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$828

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$828

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$828

Glamorous 3-Bedroom Villa w Pool Sarasota Area

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 11

Responds fast! avg. 3 hours 59 minutes

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$573

Unit #115 Sand Cay Beach Resort Gulf View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$305

Unit #113 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$278

Unit #118 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$342

Unit #116 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$342

Unit #119 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$342

Unit #114 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$278

Unit #106 Sand Cay Beach Resort Gulf View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$305

Unit #108 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$278

Unit #110 Sand Cay Beach Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$278

Unit #107 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$278

Unit #109 Sand Cay Beach Resort Pool and Garden View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Smoking allowed, Clothes dryer, Staffed property, Towels provided, Private pool

4 of 5 filters match

Price per night from

$278

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