Vacation Rentals & Apartments in Naples

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Family friendly condo on the beach - Ocean Sands

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Walking trips Smoking allowed

All filters match

Price per night from

$158

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Villa Amador, heated pool, clothing optional, gay owned

Tampa barn

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

2 of 3 match: Walking trips, Shared outdoor pool (heated), Smoking allowed

2 of 3 filters match

Price per night from

$113

CASA SOLTERRA RESORT - NEAR DISNEY

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$571

Paradise Suite in the middle of Tampa

Tampa apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 5 minutes

2 of 3 match: Walking trips, Shared outdoor pool (heated), Smoking allowed

2 of 3 filters match

Price per night from

$571

Suncity Center House With Wonderful Lake View And Piano

Wimauma house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$172

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$101

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

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$80

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: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$3,080

Elegant condo on beach!

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$150

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: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$136

Sea Club 502 Waterfront Condo

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$200

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: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$191

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: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$216

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$143

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: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$245

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: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$165

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: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$195

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

Bonita Springs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$156

THE PRESERVE AT WOODS EDGE

Bonita Springs condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$134

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$143

Sea Club 44 - Near Beach, Summer Avail

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$200

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$855

“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: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$143

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$428

Meadows Townhouse With Golf View in Sarasota

Fruitville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$149

Seaside Serenity, newly remodeled, gorgeous condo!

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$218

Waterfront condo, XTRA large covered patio !

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$200

Summertime is perfect HERE Amazing waterfront!

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$218

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: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$343

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$474

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: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$148

5 min to the Beach, Sleeps 6

Nokomis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Shared outdoor pool (heated), Walking trips, Smoking allowed

2 of 3 filters match

Price per night from

$136

Summertime Available! Beach! Sea Club Condo #6

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Walking trips, Shared outdoor pool (heated), Smoking allowed

2 of 3 filters match

Price per night from

$200

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$114

Siesta Key private beach access

Siesta Key villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$507

2 bed/2 bath Naples Condo(Gated Commun.)- sleeps 6

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 11 minutes

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$122

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$913

Great Townhouse Very Close to the Beach, Shops, and Restaurants

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Walking trips, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$343

Viewing 38 of 1,095
rentals in Naples

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