Vacation Rentals & Apartments in Naples

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1,445 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: Fishing 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: Fishing Golf course on site or within 15 min walk Smoking allowed

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Price per night from

$149

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January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$192

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

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

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Price per night from

$107

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$103

Safe, Quiet & Peaceful home in great neighborhood

North Port house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$217

White Sand Beaches- Bayfront Park

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$630

Responds fast! avg. 0 minutes

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

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Price per night from

$229

Perfect View: 2-bedroom Unit at Prestigious Vasari

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

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Price per night from

$267

Ground Level 2 Bedroom Beach Themed Condo

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$229

Waterfront Home away from Home

Dunedin apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 35 minutes

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

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Price per night from

$109

Cozy carriage apartment in Tarpon Springs

Tarpon Springs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great stay in Tarpon Springs” What a gem of a place. We had two bedrooms, full kitchen, living area and sun deck. What more could you want! gulf beaches, restaurants etc are all nearby. Super clean with all the necessary amenities including beach chairs, towels etc. The neighborhood is super quiet with lots of old Florida charm. It was three of us traveling including a friend and my husband. We felt right at home! Would highly recommend this place.

Responds fast! avg. 43 minutes

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

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Price per night from

$149

beautiful condo with magnificent views of mandalay

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

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Price per night from

$153

A Paradise for Golfers and Tennis players

Bradenton apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 27 minutes

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

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Price per night from

$139

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, Fishing, Golf course on site or within 15 min walk

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Price per night from

$100

Exclusive Family Villa with Private Pool

Haines City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$172

Enclave at Naples Gated Community- Sleeps 6

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 11 minutes

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

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Price per night from

$123

Tarpon Woods Condo with Lake View

Palm Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$58

Paradise Golf Beach apt close to Downtown Clearwater (Florida Dream)_

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$160

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, Fishing, Golf course on site or within 15 min walk

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Price per night from

$172

Golfview Florida Villa, Southern Dunes

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 26 minutes

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

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Price per night from

$144

Responds fast! avg. 2 hours 20 minutes

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

2 of 3 filters match

Price per night from

$217

Responds fast! avg. 2 hours 20 minutes

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

2 of 3 filters match

Price per night from

$217

Tranquility Paradise

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 3 filters match

Price per night from

$115

Golf, tennis, beaches and sunshine in beautiful Naples

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$95

Mid Century Home With Private Heated Pool

Tallevast house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$182

Stunning & Bright Sarasota Home

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$395

Ground Floor Unit in Fort Myers at Terraverde Country Club

Biggar condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$195

Tampa Bay- Large heated Pool home

Valrico house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$315

Villa Paradise Waterfront Gulf Access

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$204

Beautiful Casa Italiana Lely Golf & Beach in Naples

Lely Resort house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$474

Sarasota Stoneybrook Golf Condo, overlooking #3 Hole, near Siesta Key

Osprey condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$161

Pelican Shores - 2 King Suites - Pool - Jacuzzi

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$263

Serenity Shore

Lakewood Ranch apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 36 minutes

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

2 of 3 filters match

Price per night from

$298

Sunny Daze

Lakewood Ranch apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 36 minutes

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

2 of 3 filters match

Price per night from

$252

Dream Weavers

Lakewood Ranch apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 36 minutes

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

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, Fishing, Golf course on site or within 15 min walk

2 of 3 filters match

Price per night from

$252

Lakeview Oasis

Lakewood Ranch condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 36 minutes

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

2 of 3 filters match

Price per night from

$252

Viewing 38 of 1,445
rentals in Naples

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