Cottages Naples

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3,436 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 Golf within 30mins drive

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Price per night from

$229

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 Golf within 30mins drive

All filters match

Price per night from

$190

Match: Rental types Heated pool Golf within 30mins drive

All filters match

Price per night from

$97

These homes match some but not all of your filters. Clear all filters

apartment condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$178

Villa Ranalli - Family Friendly Pool Home

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Home. Great Owner.” The home is located in a great area. Very comfortable. It was clean, had everything we needed and the owner was friendly and helpful. Would book again.

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$230

Las Tortugas Azules Adult Retreat

Naples guest house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$287

Heated pool home near Siesta Key

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$263

Sea Breeze Pavilion at the Avalon

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Most Perfect Stay Anywhere” Everything was perfect. Host was most accommodating. Highly recommend to everyone for perfect stay. Beautifully appointed condo. Everything worked perfectly. Great pool for warm afternoons. Friendly neighbors. Close to everything. Highly recommend to anyone who wants a stay to remember.

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$95

Naples Pool Home

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 14 minutes

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$229

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, Heated pool

2 of 3 filters match

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, Heated pool

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: Heated pool, Rental types, Golf within 30mins drive

2 of 3 filters match

Price per night from

$161

Heated 3BR/2BA Pool Home, Close to Downtown

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$329

Beautiful Bonita Springs, Florida Condo

Bonita Springs condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$131

Charming Condo in great Golf Club

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$96

Shorewalk Condo ED near the Beaches Anna Maria Island, Longboat Key, IMG, Shops

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$402

Different from others - your HIDEAWAY facing south

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$213

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$150

Valencia

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$184

Paradise Cape Coral Home

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$402

Mermaids and Marlins Private House and Pool Cape Coral

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$344

BEAUTY ON THE BEACH! Crescent Arms 601S FULL FRONT VIEW

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$315

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, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$253

Uniquely Chic home near Disney!

Poinciana house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$138

Sea Club II - 11E: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$228

Beachfront Getaway in Siesta Key

Siesta Key townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Very comfortable, nice amenities and well run.” Loved the beach and the nearby restaurants. The free trolly ride was easy to use and a great way to go into the village.

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$224

Immaculate Vanderbilt Beach Dream Home Heated Pool!

Naples Park house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$1,320

Sea Shell Condo-Right On Crescent Beach-Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 23 minutes

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$391

2BR/2BA CONDO North Fort Myers Quiet near Marina

North Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$77

Great location, quiet, peaceful, and comfortable

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$46

Villa Weiss in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$283

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, Heated pool

2 of 3 filters match

Price per night from

$138

“Quiet Spacious Well Appointed Home” Central located in North Port in a quiet residential area between Naples and Sarasota with quick access to I -75 to allow easy access to many beaches, attractions and restaurants. The owner has thought of everything for a day out with the family at the beach including shell scoops to find that special seashell or prized shark tooth!! The house has a very well appointed kitchen, spacious pool area and a heated pool and hot tub. There is even a full office to keep up with any computer needs you may have. The Wifi is fast and efficient. Kurth we thank you for the use of your home and your hospitality even when you and your and family were on vacation overseas. We would recommend this property to any vacationer. Jerry and Claudette

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$230

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, Heated pool

2 of 3 filters match

Price per night from

$137

Peaceful, Private, Paradise in Englewood. House with heated pool

Englewood house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$259

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$481

6 BR Heated Pool Hot Tub, Peloton Home Gym, Theater Room, Game Room

Tampa house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 26

Responds fast! avg. 1 hour 49 minutes

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$1,722

Spacious Clearwater pool home - 4 bedrooms, 2 King beds, sleeps 10, fast wifi

Clearwater house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Golf within 30mins drive, Heated pool

2 of 3 filters match

Price per night from

$459

Viewing 38 of 3,436
rentals in Naples

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