Vacation Rentals & Apartments in Naples

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762 apartments

Cottage By The Water With Boat Dock

Tarpon Springs cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

“Awesome-perfect in every way” We cannot say enough possitive things about this home and the hosts. We have come to Tarpon for 30 years but this is the first time we ve used flipkey and we will only use flipkey from now on. From the welcoming hug to the perfect ammenities throughout, you could not beat this offering. Location is beautiful and perfect to access anything. The hosts were so nice and they had paid attention to so many details, we were overwhelmed. They had lots of suggestions and a great notebook filled with menus and things to do. Plus hints on specials, fishing and the area. As we ended our trip they even greeted us with a weather report--there was a storm headed our way. Thank you both for making sure this was the best time we ve ever had in this, our favorite, Florida location.

Responds fast! avg. 36 minutes

Match: Golf course on site or within 15 min walk Smoking allowed Car not required

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Price per night from

$138

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Golf course on site or within 15 min walk Smoking allowed Car not required

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Price per night from

$149

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Naples 7min. to the beach - Play golf, tennis and pickle-ball 2 - WIFI

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Really nice, everything is new and immaculate.” The condo is perfect. It is immaculate, comfortable and pleasantly decorated. The owner made sure we had everything we needed, (well stocked kitchen, plenty of towels, laundry detergent etc.), for a wonderful vacation. The views from the balcony are beautiful and peaceful. The pool is just a few steps away from the condo where met very friendly residents.

Responds fast! avg. 1 hour 14 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Car not required

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Price per night from

$172

beautiful condo with magnificent views of mandalay

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Car not required

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Price per night from

$153

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Car not required

2 of 3 filters match

Price per night from

$423

Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Car not required

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Price per night from

$182

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Car not required

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Price per night from

$114

Clearwater Beach Hideaway Cottage, 3 bedrooms, Pets OK, Steps to the sand.

Clearwater cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

“Best weekend to the end of the summer” The hideawy cottage was perfect for what we needed peacefully, quite and dog friendly that what was the best part! The staff was great and professional and helpful. This was a perfect getaway for my birhtday celebration. I am turly coming back to take another mini vacation it was all the comfronts of home. I would like to thank the staff at Blue Wave Condo Suites for a wonderfully experience and this will be my new vacation spot when I travel back to Clearwater Beach.

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Car not required

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Price per night from

$446

Tiny Home/Simple living+patio+BBQ+2bikes+Parking

St. Petersburg house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 9 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Car not required

2 of 3 filters match

Price per night from

$62

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Car not required

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Price per night from

$117

Close to all with a King-bed! Bikes included

St. Petersburg house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 9 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Car not required

2 of 3 filters match

Price per night from

$79

Island Beach cottage rental w/king+2bikes+smartTV

St. Pete Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 9 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Car not required

2 of 3 filters match

Price per night from

$224

Sunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes

St. Pete Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 9 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Car not required

2 of 3 filters match

Price per night from

$321

Historic Pass-A-Grille, Literally Seconds to Beach

St. Pete Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Car not required

2 of 3 filters match

Price per night from

$298

Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Car not required, Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$128

3 bedrooms luxurious home,2 full bath, swimming pool, fully remodeled,pool table

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Car not required, Smoking allowed, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$545

Palmetto Villa II

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Car not required, Smoking allowed, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$401

Regal Palms 539 La Mirage Sreet

Davenport condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Car not required, Smoking allowed, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$229

Buenosdiasbeaches

Estero bungalow

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Car not required, Smoking allowed, Golf course on site or within 15 min walk

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Price per night from

$228

Gorgeous 3 bedroom end-unit condo on golf course!

Lehigh Acres condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Car not required, Smoking allowed, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$86

Family friendly condo on the beach - Ocean Sands

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Golf course on site or within 15 min walk, Smoking allowed, Car not required

2 of 3 filters match

Price per night from

$159

Walk to Indian Rocks Beach Exclusive Use of Hot Tub, Pool, BBQ with Privacy*#!!!

Indian Rocks Beach house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

2 of 3 match: Golf course on site or within 15 min walk, Smoking allowed, Car not required

2 of 3 filters match

Price per night from

$114

Key West Flair

Sanibel condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Golf course on site or within 15 min walk, Smoking allowed, Car not required

2 of 3 filters match

Price per night from

$311

Cozy & Conveniently located Pool Home w/ Free WiFi

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Golf course on site or within 15 min walk, Smoking allowed, Car not required

2 of 3 filters match

Price per night from

$205

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: Golf course on site or within 15 min walk, Smoking allowed, Car not required

2 of 3 filters match

Price per night from

$144

January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Car not required, Smoking allowed, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$192

Southern Dunes Golf Vacation Villa

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Visitor” Loved it. Great neighborhood. Clean house. Easy to get a hold of people if you had questions or needed help. Walmart right around corner. Had everything you need to cook with. Great place. Defiantly will come back and recommend to anyone.

1 of 3 match: Car not required, Smoking allowed, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$117

Clubside at The Strand CC

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Car not required, Smoking allowed, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$135

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

1 of 3 match: Car not required, Smoking allowed, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$107

1 of 3 match: Car not required, Smoking allowed, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$115

LUXURY RENTALS ~ Banyan Beach House

Naples house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Car not required, Smoking allowed, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$1,301

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Car not required, Smoking allowed, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$104

Safe, Quiet & Peaceful home in great neighborhood

North Port house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Car not required, Smoking allowed, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$217

White Sand Beaches- Bayfront Park

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Car not required, Smoking allowed, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$631

LUX Townhome 15m to Beach & 5th Ave! EV Charger!

Naples townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 3 match: Car not required, Smoking allowed, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$390

Luxury 5 bedroom Villa near Disney & Golf

Haines City villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 3 match: Car not required, Smoking allowed, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$214

SUN FUN +FL Life! Close 2Beach and Dtwn! w/2Bikes

St. Petersburg house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 9 minutes

1 of 3 match: Car not required, Smoking allowed, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$91

Lovely Home in Southern Dunes & Country Club Gated Community

Haines City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 17 minutes

1 of 3 match: Car not required, Smoking allowed, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$184

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rentals in Naples

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