Cottages Naples

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1,265 cottages

Manatee River Cottage in Historic Old Town

Palmetto cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

Match: Rental types High chair Golf within 30mins drive

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Price per night from

$148

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 High chair Golf within 30mins drive

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Price per night from

$182

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 High chair Golf within 30mins drive

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Price per night from

$335

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The Elegant and spacious Sunseekers Villa (Sleeps 10)

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$144

Heated pool home near Siesta Key

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$263

Entire 3 bedroom 2,5 bath Villa with large, heated pool near Beaches

Englewood house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, High chair

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Price per night from

$178

Luxury Florida Villa

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 13 minutes

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$144

The Guesthouse (near Lakewood Ranch)

Lakewood Ranch cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: High chair, Rental types, Golf within 30mins drive

2 of 3 filters match

Price per night from

$161

Tranquil & Inviting 4BR, 2.5BA Heated Pool Home

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Golf within 30mins drive, High chair

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Price per night from

$332

Valencia

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf within 30mins drive, High chair

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Price per night from

$184

Bow-Tie Suite

Englewood house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$230

Siesta Key- Beach Chic Retreat, Siesta Key 3 Bedroom 2 Bath Apartment

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“This was the definition of home away from home” great value for your money...very cozy, with lots of new upgrades. Easy access to the beach and restaurants.

Responds fast! avg. 1 hour 14 minutes

2 of 3 match: Rental types, Golf within 30mins drive, High chair

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Price per night from

$316

Elegant French Country Cottage & Mother in Law Apt

Clearwater house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

2 of 3 match: Rental types, Golf within 30mins drive, High chair

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Price per night from

$458

Eagles Nest Florida

Golden Gate house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Golf within 30mins drive, High chair

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Price per night from

$104

Villa Weiss in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$284

Cape Coral Florida Banyan Trace condo

Cape Coral condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, High chair

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Price per night from

$138

Magic@Marbella

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“You have to see it...to believe it!!!! :)” My family and I had an AWESOME time at Marbella resorts!!! This was my first time booking through TripAdvsior and I must admit that I was a little skeptical at first (because I was paying an "unknown source!" I even called TripAdvisor to reassure myself that it wan't a scam! John (the owner of the unit) also reassured me that everything was fine! :) Upon arriving at our unit we were blown away with the neighborhood My kids couldn't wait for me to unlock the door and turn off the alarm!!! Their eyes glisten with excitement!!! The unit was GORGEOUS!!! Everyone scrambled to "find their room" while we toured the rest of the house! It was EVERYTHING (and more) that the site listed!!! The pictures did it no justice!!! Although we went to go to Disney the kids felt like staying at the house with their private pool was more enjoyable (and less crowded) ;) I can't thank John and his TripAdvisor for making our 1st family vacation a HUGE SUCCESS!!! We're DEFINITELY gonna make this a yearly thing!! Thanks again!!!

Responds fast! avg. 1 hour 59 minutes

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$137

Florida Palms

Haines City villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 59 minutes

2 of 3 match: Rental types, Golf within 30mins drive, High chair

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Price per night from

$137

2 of 3 match: Rental types, Golf within 30mins drive, High chair

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Price per night from

$481

Beautiful Water Front Villa in the Heart of Naples

Naples villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, High chair

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Price per night from

$127

Villa Terrace Breeze

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 0 minutes

2 of 3 match: Rental types, Golf within 30mins drive, High chair

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Price per night from

$205

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$276

Coastal Cape Coral Nest

Cape Coral house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 36 minutes

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$167

Pink House with Private Heated Pool and Spa Close to Beach

Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Golf within 30mins drive, High chair

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Price per night from

$558

BAYFRONT CONDO ON TAMPA AY

Tampa condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 7 minutes

2 of 3 match: Rental types, Golf within 30mins drive, High chair

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Price per night from

$217

Private, Family Friendly Home, 10 min to Beach

Bay Pines house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$213

The Periwinkle, a modern pool home 10 min to beach

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$561

Cottage Apartment Spring Bayou

Tarpon Springs apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 43 minutes

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$149

Cocoa Villa

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Vacation to remember” beautiful home, beautiful neighborhood, security guards were very nice, always smiling and greeting us as we enter and exit, The pest control guy was very informative and nice, seems to love his job. The maintenance guy answer questions and followed up on our concerns immediately. Overall I enjoyed our home and would be interested in leasing property out there. Very convenient to all stores and dinning areas

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$122

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: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$149

Mermaid Lagoon- NEAR BEACH, MANAGED BY OWNER

Naples house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$1,888

Relaxing Getaway,Compleatly Renovated*New furnishing*Private Heated Pool Home*

Redington Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$458

Apartment Pelican in Fort Myers

Fort Myers apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$169

The Saint Michael House Vacation Rental

Tarpon Springs house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$172

Snow Birds Retreat - directly on the beautiful white sand beach! GREAT POOL!

Fort Myers Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$373

Family Paradise | Free Heated Pool

Valrico house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 15

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$488

Villa Leonardo - Heated Pool, Canal Access w/Boat Lift, 4 bdrms, Sleeps 10+

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

“Absolutely perfect!!” This house has everything you could ever need or want away from home. Our group consisted of 6 adults and 6 children (including 2 toddlers), this house was perfect. Everyone had space to sleep comfortably, and we all had enough space to enjoy our company without driving each other crazy lol The house is set up with everything you need, we were amazed to find toiletries in the bathrooms and the garage so well stocked up. First time we ever find this at a rental property. The kids loved the beach and pool toys. The beach chairs and umbrellas were perfect for our visits to Fort Myers Beach and Sanibel. We had enough beach towels for everyone too which is a big plus! The kitchen had everything we needed, even Dunkin Donuts coffee! We had a great time making easy meals to accommodate everyone's taste. The grill was perfect for making a great meal and enjoying it outside. If you need to take a break from the everyday hassle, you do not need to look any further! This house is perfect, has everything you need, in perfect condition, with a great surround system. We hope to visit again next year! Thank you for allowing us to enjoy your property!

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$207

Gilligans on the Island Spacious home with Dock and xtra parking

Matlacha house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Golf within 30mins drive, High chair

2 of 3 filters match

Price per night from

$297

Viewing 38 of 1,265
rentals in Naples

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