Vacation Rentals & Apartments in Naples

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⭐Comfy Villa w/ Golf Clubhouse - Adventure & Thrills For Everyone⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

Match: Shared outdoor pool (heated) Private outdoor pool (unheated) Walking trips

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Price per night from

$337

⭐ Spacious 8 Bedrooms Champions Gate Resort Villa w/ Private Pool ⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

Match: Shared outdoor pool (heated) Private outdoor pool (unheated) Walking trips

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Price per night from

$402

Match: Shared outdoor pool (heated) Private outdoor pool (unheated) Walking trips

All filters match

Price per night from

$402

Match: Shared outdoor pool (heated) Private outdoor pool (unheated) Walking trips

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Price per night from

$337

✦Nearby Disney World - Beautiful 8 Bedrooms Villa w/ Private Pool✦

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

Match: Shared outdoor pool (heated) Private outdoor pool (unheated) Walking trips

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Price per night from

$337

Luxury Water Front Condo - Intercoastal Waterway

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Shared outdoor pool (heated) Private outdoor pool (unheated) Walking trips

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Price per night from

$206

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Orlando Luxurious Resort-Decorated Disney Themes

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Walking trips, Shared outdoor pool (heated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$171

CASA SOLTERRA RESORT - NEAR DISNEY

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$574

Suncity Center House With Wonderful Lake View And Piano

Wimauma house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$172

Ft. Myers,Lake View Condo, 2BR & 2BA, Best Beaches

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

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Price per night from

$81

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

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Price per night from

$101

Boutique Beach Events Hotel Takeover! 11 Private Rms, Sleeps 50 w/Event Space

Treasure Island hotel apartment

  • 12 bedrooms
  • 11 bathrooms
  • sleeps 49

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

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Price per night from

$3,098

Elegant condo on beach!

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

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Price per night from

$150

Sunshine Home in Solterra Perfect For Your Family!

Davenport house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

2 of 3 match: Walking trips, Shared outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$391

Sandy Oasis 4-bedroom with Pool Sarasota/Bradenton

Braden River house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 33 minutes

2 of 3 match: Walking trips, Shared outdoor pool (heated), Private outdoor pool (unheated)

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Price per night from

$304

Anna Maria Island Runaway Tropical Dream-One Minute Walk To The Beach-Heated Poo

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$218

Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$191

Sea Club 502 Waterfront Condo

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$200

ADORABLE BEACH CONDO!!! GREAT RATES!!! FABULOUS SUNSETS ON ST. PETE BEACH!!!

St. Pete Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

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Price per night from

$137

3 Bed/2 Bath Handicap Madeira Beach Gulf side Condo w/ Heated pool and Spa

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$345

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$144

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$431

THE PRESERVE AT WOODS EDGE

Bonita Springs condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$135

Naples, Fla., First floor, 2BR 2BA. two blocks to

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 36 minutes

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$246

Luxurious 2 BR Condo-Short Walk to Siesta Beach/1 Small Dog (25 lbs Max) Allowed

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“a fine 2 weeks in Siesta” charming property, that was comfortable for four. The unit was very clean and fresh upon arrival. The neighbours were friendly and the overall property well kept. Siesta Key is a quiet community with usual shopping amenities over the causeway. This property was a brief 10 minute walk to the beach. Would we stay again, yes.

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

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Price per night from

$166

Island Paradise. 1st Fl. Water views WiFi, HDTV

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Vacation in Paradise!” Our vacation in Sanibel Island at Maggi's condo was a vacation in Paradise! This was our first time in Sanibel Island and it was a great vacation and I hope to come back and stay at Maggi's condo. What a beautiful island! There was everything we needed in the condo and sitting in the lanai in the morning and at night having our coffee or drinks watching the dolphins was amazing. The information and directions that Maggi gave us were great and she was always available if we had any questions. Our preference was the lighthouse beach. We did go visit Bowman Beach and that was also very nice. Captiva Island is beautiful but you must get there early or there is no parking. I would recommend the thriller boat ride it was great and what an amazing dolphin show! There is something to do for everyone beaches, bike rides and nature! There are many restaurants on the island and they were all good and many shops for shopping. It was very hard to leave Sanibel paradise!

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$197

Dolphin Way 403 B - Bonita Beach -INCREDIBLE views Avail Fall 2023

Bonita Springs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$157

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$860

Meadows Townhouse With Golf View in Sarasota

Fruitville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$150

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$144

“Clean comfortable Siesta Key Condo with all the comforts of home...Perfect!” The condo is walking distance to shops, restaurants and quaint local tiki bar! The beach is a short walk across the street and through the beach-front section of the complex with lounge chairs and umbrellas available, very nice! I didn't mention the 2 pools (one beachside) and nice gym facilities also just downstairs of the unit. The covered parking space was an added plus! The condo was clean and very comfortable with all of the amenities of home which is greatly appreciated! You can even enjoy the view of the bayside inlet and beautiful landscaping from the kitchen through the entire wall of glass doors in the living/dining room! We had a wonderful week! The property owner Vic supplied more than enough information on the condo, local businesses and area maps! He was such a pleasure to work with! Thanks again Vic! We are already planning our next trip to Siesta Key in May!!

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$144

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$477

Sea Club 44 - Near Beach - Fall Availability

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$201

Seaside Serenity, newly remodeled, gorgeous condo!

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$207

Waterfront condo, XTRA large covered patio !

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$201

Summertime is perfect HERE Amazing waterfront!

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$219

Beauty modern vacation golf gem minutes to 5th av

Naples villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 2 minutes

2 of 3 match: Private outdoor pool (unheated), Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$148

Relaxation at the Tropical Pool House

Tampa house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 3 match: Shared outdoor pool (heated), Walking trips, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$447

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