Vacation Rentals & Apartments in Naples

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1,591 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 Car not required

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Price per night from

$137

beautiful condo with magnificent views of mandalay

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

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Price per night from

$152

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

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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

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Price per night from

$182

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.

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

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Price per night from

$444

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

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Price per night from

$423

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

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

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Price per night from

$113

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

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

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Price per night from

$117

Historic Pass-A-Grille, Literally Seconds to Beach

St. Pete Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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

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Price per night from

$298

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

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

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Price per night from

$330

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

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

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Price per night from

$223

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

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

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Price per night from

$79

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 Car not required

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Price per night from

$149

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

St. Petersburg house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 9 minutes

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

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Price per night from

$64

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

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Price per night from

$172

January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$191

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

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

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Price per night from

$106

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$216

White Sand Beaches- Bayfront Park

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$628

BAY FRONT HOUSE WITH PRIVATE DOCK

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 31 minutes

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

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Price per night from

$343

Beach Dreams -"Dream Away Villa"

Anna Maria Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

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Price per night from

$337

Perfect View: 2-bedroom Unit at Prestigious Vasari

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

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Price per night from

$266

Ground Level 2 Bedroom Beach Themed Condo

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$149

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

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Price per night from

$138

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

Lakewood Ranch apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 3 filters match

Price per night from

$122

Tarpon Woods Condo with Lake View

Palm Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$57

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

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$159

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

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Price per night from

$143

Responds fast! avg. 2 hours 20 minutes

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

2 of 3 filters match

Price per night from

$216

Responds fast! avg. 2 hours 20 minutes

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

2 of 3 filters match

Price per night from

$216

Tranquility Paradise

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$114

Golf, tennis, beaches and sunshine in beautiful Naples

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 3 filters match

Price per night from

$95

Ground Floor Unit in Fort Myers at Terraverde Country Club

Biggar condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 3 filters match

Price per night from

$194

Viewing 38 of 1,591
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