Vacation Rentals & Apartments in Naples

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3,493 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. 45 minutes

Match: Clothes dryer Golf course on site or within 15 min walk Smoking allowed

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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: Clothes dryer Golf course on site or within 15 min walk Smoking allowed

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Price per night from

$149

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Palmetto Villa II

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$402

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

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$545

Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$128

Gorgeous 3 bedroom end-unit condo on golf course!

Lehigh Acres condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$86

Buenosdiasbeaches

Estero bungalow

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$228

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$115

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

Naples townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$390

Traveler Home

Lehigh Acres house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 31 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$320

January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$192

Clubside at The Strand CC

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$135

LUXURY RENTALS ~ Banyan Beach House

Naples house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$1,301

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$104

White Sand Beaches- Bayfront Park

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$631

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

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$184

Disney/Gated Southern Dunes Golf & Country Club Villa on 17th fairway with pool

Haines City villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 30 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$184

Coastal Vibe with Hot Tub

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$172

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

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$91

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.

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$117

Safe, Quiet & Peaceful home in great neighborhood

North Port house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$217

Luxury 5 bedroom Villa near Disney & Golf

Haines City villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$214

Ground Floor Unit in Fort Myers at Terraverde Country Club

Biggar condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$195

Condo in golf community

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$191

Luxury condo overlooking gorgeous pool

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Would stay again and again” From the moment I inquired about the condo Doreen , the owner was always right there to answer any questions we had and we had a lot ! The condo is so perfect . It was immaculate and had every comfort of home you could want or think of . The beds were so comfortable and provided a great nights sleep . The condo is so peaceful and quiet you can't help but relax . Having coffe on the balcony overlooking the pool was something we looked forward to every morning . The pool is fabulous as well . I really can't say enough positive things . We will without a doubt stay again ! Thank you Doreen Resa

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$172

Quiet house with pool on a Top golf course

Haines City house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

2 of 3 filters match

Price per night from

$195

Venice Island Bellagio Home w/ 3BR & 3BA

Venice house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Great Vacation” Thanks for allowing us to stay in your beautiful home in Venice Florida. It was very comfortable and had all the convenience of home. Everything we needed was close by (restaurants and grocery store). We really liked the bike trails along the canal since we brought our bikes. We would rent your house again.

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$104

Beautiful Home Near Many Golf Courses in LWR/Sarasota, FL.

Lakewood Ranch apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

2 of 3 filters match

Price per night from

$100

Ground Level 2 Bedroom Beach Themed Condo

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

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Price per night from

$230

Tranquility Paradise

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

2 of 3 filters match

Price per night from

$115

World Tennis Club Courtside ground floor

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

2 of 3 filters match

Price per night from

$394

Serenity Shore

Lakewood Ranch apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 36 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

2 of 3 filters match

Price per night from

$299

Dream Weavers

Lakewood Ranch apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 36 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

2 of 3 filters match

Price per night from

$287

Endless Summer

Lakewood Ranch apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 36 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

2 of 3 filters match

Price per night from

$253

Lakeview Oasis

Lakewood Ranch condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 36 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

2 of 3 filters match

Price per night from

$253

Golf Haven

Lakewood Ranch apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 36 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

2 of 3 filters match

Price per night from

$253

Skyline Resort

Lakewood Ranch apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 36 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

2 of 3 filters match

Price per night from

$253

Eagles Nest

Lakewood Ranch apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 36 minutes

2 of 3 match: Smoking allowed, Golf course on site or within 15 min walk, Clothes dryer

2 of 3 filters match

Price per night from

$253

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