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: City breaks Tennis in town Smoking allowed

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Price per night from

$149

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Delightful Oasis #2

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Tennis in town, City breaks, Smoking allowed

2 of 3 filters match

Price per night from

$178

Cozy Steps2 Vinoy, Dali, Pier & Dtwn! patio+bikes

St. Petersburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 9 minutes

2 of 3 match: Smoking allowed, City breaks, Tennis in town

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Price per night from

$99

The Corner Retreat

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, City breaks, Tennis in town

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Price per night from

$183

Apartment Manatee in Cape Coral

Cape Coral apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Smoking allowed, City breaks, Tennis in town

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Price per night from

$303

Heart of Tampa Cozy Home I Walk to SoHo/Hyde Park

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$172

Apartment Butterfly in Fort Myers

Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$299

Royal Marina | Avalon at Clearwater | Minutes to Clearwater Beach

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, City breaks, Tennis in town

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Price per night from

$207

2 Bed 2 Bath First Floor Condo in Estero, Florida

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place to stay away from home” We have stayed in this condo during the month of april for the past 4 years. The condo is located in a beautiful gated community with club facilities that include a large pool and golf course. Everyone in the community is very pleasant. The condo is bright and sunny, beautifully decorated, and maintained with all the amenities you would have at home. The kitchen is fully equiped. It also includes extras for the beach such as chairs, towels and umbrella. It is always very clean and well stocked with supplies. The owner is very conscientious and a pleasure to work with. If you are looking for a wonderful place to stay in southwest Florida you can't beat staying here. The location is great, within easy driving distance of recreation, entertainment and retail activities. We would recommend it without hesitation.

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$109

28 Room DisneyMansionEstate by AmericanVacationLiving

Davenport house

  • 20 bedrooms
  • 11 bathrooms
  • sleeps 50

2 of 3 match: Smoking allowed, City breaks, Tennis in town

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Price per night from

$2,259

Studio Turtle in Fort Myers

Fort Myers studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 of 3 match: Smoking allowed, City breaks, Tennis in town

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Price per night from

$135

Apartment Flamingo in Fort Myers

Fort Myers apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Smoking allowed, City breaks, Tennis in town

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Price per night from

$164

Sarasota Downtown, Best Location For Your Vacation !!!

Lido Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Responds fast! avg. 1 hour 46 minutes

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$194

Apartment Wave in Cape Coral

Cape Coral apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$167

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$127

"Tampa Home" in Fort Myers * close to Downtown * with shared pool *

Fort Myers studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$127

"Miami Suite" in Fort Myers * close to Downtown * with shared pool *

Fort Myers studio

  • Studio
  • 1 bathroom
  • sleeps 3

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$132

Apartment Westside in Cape Coral * apartment in a duplex * with shared pool *

Cape Coral apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$183

Apartment Eastside in Cape Coral * apartment in a duplex * with shared pool *

Cape Coral apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$179

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$224

"Apartment Sanibel" in Fort Myers * close to Downtown * with shared pool *

Fort Myers apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$167

Beautiful and Peaceful Three Bedroom Home

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$206

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$139

Apartment Pelican in Fort Myers * close to Downtown * shared pool *

Fort Myers apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$169

Studio Turtle in Fort Myers * close to Downtown * shared pool *

Fort Myers studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$135

Apartment Flamingo in Fort Myers * close to Downtown * shared pool *

Fort Myers apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$164

Zen Holistic Retreat by Carrollwood/Westchase

Carrollwood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$151

The Loft at Crescent Lake

St. Petersburg apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$132

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$362

Boho Vibe 3B/2B centrally located Alta Vista Home

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$172

Apartment Butterfly in Fort Myers * close to Downtwon * with shared pool *

Fort Myers apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$299

"Room Naples" in Fort Myers * close to Downtown * with shared pool *

Fort Myers studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$132

Summertime Available! Beach! Sea Club Condo #6

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Tennis in town, City breaks, Smoking allowed

2 of 3 filters match

Price per night from

$201

Deluxe Queen Suite in Gorgeous Pop Art Gallery Pool Home Close to Everything!

St. Petersburg private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Tennis in town, City breaks, Smoking allowed

2 of 3 filters match

Price per night from

$144

Vacation Home on Alligator Drive . Winter 2025 Special !

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$149

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: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$509

4 Bedroom with Gulf View Siesta Key FL Beach Fun

Siesta Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$515

Studio Orlando in Fort Myers

Fort Myers apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Smoking allowed, City breaks, Tennis in town

2 of 3 filters match

Price per night from

$127

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