Cottages Naples

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3,357 cottages

BEACHSIDE BUNGALOW Dolphin 2BR*HTD POOL*PETS OK

Indian Shores cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Thanksgiving Getaway” Beautiful location and our pet was able to come along. We enjoyed the beach, fire pit and weather. The one negative is that our unit was very close to a busy road.

Match: Rental types Heated pool Water sports

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Price per night from

$228

BEACHSIDE BUNGALOW Lobster Shack *Htd Pool*Pets OK

Indian Shores cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“What a great getaway location to relax and view the secluded private beach and gorgeous ocean view!!!” We stayed in the Lobster Shack which is a cozy clean bungalow which offered a salt water pool with an awesome view of the Gulf waters. Liz is great making sure our needs were met while addressing unexpected refrigerator problems. She is quick to reply contacting a repairman to resolve the issue. Canines are welcome. I miss the relaxation and calmness of the setting yet on Gulf Blvd there are activities to meet everyone's interests. Thank you Liz and love your puppies.❤

Match: Rental types Heated pool Water sports

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Price per night from

$190

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1BR Pool View Condo in Clearwater Florida

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Outstanding as usual.” Second year staying at the Avalon. Great location! About 5 miles to the beach one way, and about 6.5 the other way. Everything needed is within walking distance. Pool is great if the beach isn't your thing. Excellent workout room.

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$104

New listing: Pool View In Avalon at Clearwater, Fully renovated !

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$121

Castnetter Beach Resort 6

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$316

NEW! Golf Course frontage with HEATED pool, 20min to BEACH!

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$253

Casa Paradise - Cozy Pool Home in Beautiful Neighborhood

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$189

Castnetter Beach Resort 5

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$315

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: Rental types, Water sports, Heated pool

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Price per night from

$172

Great location, quiet, peaceful, and comfortable

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$46

LOCATION! LOCATION! LOCATION! Minutes from airport, downtown Tampa and Beaches!!

Temple Terrace house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$459

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$458

Redington Towers 1 Beachfront 2 Bedroom Condo

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$218

Sanibel Condo bike path Heated pool tennis court grill area short walk to beach

Sanibel Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$402

Apartment Sunset in Cape Coral

Cape Coral apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$167

Apartment Seastar in Cape Coral

Cape Coral apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$171

Studio Starfish in Cape Coral

Cape Coral studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$132

Across the street from beautiful Gulf beaches!

Marco Island apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$247

Sea Shell; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$320

Crescent Arms; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$412

Siesta Beach House; by Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$320

Fountain Cottage

Iona villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$167

Boca Ciega Condo, #408, St Petersburg, Florida

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$201

Island Escape

Goodland condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$287

Coconut Beach House - Private Pool

Clearwater house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$825

Clearwater Beach Cabana - Private Pool

Clearwater house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 26

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$1,714

Exclusive Isla Bonita - Private Pool - Steps from the sand

Indian Rocks Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$922

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, Water sports, Heated pool

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Price per night from

$207

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$344

La Buena Vida II at Captains Cove, Indian Shores, Florida - Come, relax, enjoy!

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Very clean and comfortable. Walking distance to everywhere and a great view” Great place to stay. I felt very comfortable and relaxed, this place has a very beachy relaxing vibe in a prime location. You literally do not have to drive anywhere while you're here, everything I wanted was in walking distance!

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$172

Crystal Sands Unit 308 Siesta Key, Florida

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Vacation Rental” We have been coming to Siesta Key for our Vacations for years... We have stayed at a number of Units at Crystal Sands, Crescent arms and El Presidente... Crystal Sands Unit 308 is one of the best Units we have stayed at... It has a great view of the Beach and Pool... You can watch the Sunsets and Moonsets right from the Lanai... The Unit is Roomy, Clean and had all the appliances, Dishes and Linens we needed... The Washer\Dryer in the Unit is very convenient... It has a New 60" Hdtv in the Living Room with an incredible picture... Jim left printed instructions for the Hdtv, Washer and Dryer which made it very easy to use the appliances in the Unit... We are looking forward to staying in Crystal Sands Unit 308 again for our next trip to Siesta Key...

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$430

Beautiful 2 bedroom condo,mins. drive to beach, pool

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$207

North Captiva Hidden Beach House with Private Pool

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Everything great about the beach with no crowds” My family loved this experience and will be back! The kids got a kick out of taking the golf cart around and looking for turtles. The house is great and has everything you could possibly need.

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$488

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$459

Tarpon Woods Condo with Lake View

Palm Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Water sports, Heated pool

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Price per night from

$58

1 Bedroom Madeira Beach Cottage

Madeira Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Water sports, Heated pool

2 of 3 filters match

Price per night from

$155

2 of 3 match: Rental types, Water sports, Heated pool

2 of 3 filters match

Price per night from

$172

Perfect View: 2-bedroom Unit at Prestigious Vasari

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Rental types, Water sports, Heated pool

2 of 3 filters match

Price per night from

$268

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