Cottages Naples

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2,387 cottages

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: Rental types Waterfront Golf course on site or within 15 min walk

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Price per night from

$138

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Rental types Waterfront Golf course on site or within 15 min walk

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Price per night from

$746

Steps to Beach+bikes VaCay getaway on PaG island

St. Pete Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 9 minutes

Match: Rental types Waterfront Golf course on site or within 15 min walk

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Price per night from

$184

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: Rental types Waterfront Golf course on site or within 15 min walk

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Price per night from

$337

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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: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$172

Waterfront Home away from Home

Dunedin apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 35 minutes

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$109

beautiful condo with magnificent views of mandalay

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$153

Waterfront living in Punta Gorda Isles w/Amaizng sunset views from the pool!

Punta Gorda house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Excellent vacation” Nicest owner I've ever dealt with house better then expected already booking for may amazing time and caught four fish including a sting ray thanks again John cox

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$459

Florida Golf Vacation Villa

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$339

Villa Paradise Waterfront Gulf Access

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$205

Flamingo Fiesta

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$431

Spacious House with Large Pool and Jacuzzi - Enjoy Sunsets in Style

Lely Resort house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$287

Beautiful 3 canal view

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$81

Peaceful Coral Oasis

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$401

Bayfront Getaway - Luxurious - Pool & Grill

Tampa house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$344

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$92

CAPE CORAL FLORIDA VILLA ON THE CANAL WITH PRIVATE HEATED POOL

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 48 minutes

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$137

Lakefront Home in Naples World Tennis Club

Naples house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$230

Spacious clean quiet home facing the Boca Ciega Bay in Isla del Sol

St. Pete Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$167

Palm Harbor Waterfront, Game room, Kayaks and more

Palm Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$459

Stay Anchored Canal front, 4 bed, 2 bath, heated pool, dock

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$287

Ibis Sunset Of Rotonda 3 Bedroom Pool Home With Water View 20 Minutes to Beach!

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$205

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$115

Practically Perfect in Every Way a real dream home

Rotonda West villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$120

Park Shore Resorts

Naples Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$339

The Bokeelia Boathouse, waterfront, Pine Island

Bokeelia bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$339

River Strand Luxury Condo-Tennis & Golf Community

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$86

Responds fast! avg. 2 hours 12 minutes

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$103

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$206

Paradise on Earth - Direct Beach Front Condo with High Speed Internet

Fort Myers Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“fabulous” This condo is beautiful. We watched the dolphins from the balcony. We enjoyed the heated pool. Access to the beach is right there. The condo had everything we needed and more. Beautifully decorated . We would highly recommend it.

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$165

Oceanfront 1400 sq ft Condo at Beach Cottage One! Private Beach, Big Pool

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“We had a great vacation at this condo.” My family has been visiting indian rocks beach for nearly two decades, and we continue coming back to this resort and specifically, Martin's condo. It is always kept updated and we had a nice relaxing stay. It has WiFi for the kids and has a picture perfect view of the beach, ocean, sunsets and pool deck. You won't be disappointed.

Responds fast! avg. 2 hours 11 minutes

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$246

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$230

Charlotte's Villa

Rotonda West villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$172

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$436

PERFECT FLORIDA GET-A-WAY WITH 5 BEDROOMS, 5 BATHROOMS & PRIVATE POOL & SPA

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$343

“Wonderful Family Vacation with No Worries” Thank you! Our stay was lovely. The owners returned our phone calls, and were very willing to help if there was a need. The home was larger than the pictures depicted. We would love to return.

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$574

Arnold Palmer Design 36 Holes - Lakewood National Resort

Lakewood Ranch villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$241

Villa Bayside - Modern Coastal Designed Home

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Waterfront, Golf course on site or within 15 min walk

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Price per night from

$345

Viewing 38 of 2,387
rentals in Naples

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