Vacation Rentals & Apartments in Naples

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4,784 apartments

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Ceiling Fans DVD player Staffed property Swimming pool Smoking allowed Car not required

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Price per night from

$149

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120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Smoking allowed, Ceiling Fans, DVD player, Staffed property, Swimming pool, Car not required

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Price per night from

$424

REDUCED FOR APRIL!

Madeira Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“get away” My experience was kinda shaky at first , I was given the wrong gate code to get in complex, plus there were a couple of wristbands for pool entry missing and a blind that was messed up,but was able to be fixed in about 15 minutes. Our reservations were never given to property managers at office as well, but as soon as Jennifer responded she was able to take care of that. I have been to 2 other units there and this unit is the most modern by far and is very clean,and a great spot in the complex.

5 of 6 match: Smoking allowed, Ceiling Fans, DVD player, Staffed property, Swimming pool, Car not required

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Price per night from

$171

5 of 6 match: Smoking allowed, Ceiling Fans, DVD player, Staffed property, Swimming pool, Car not required

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Price per night from

$315

Captiva Villa on Redfish Pass, ocean views from all rooms, beautiful beach

Captiva Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Smoking allowed, Ceiling Fans, DVD player, Staffed property, Swimming pool, Car not required

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Price per night from

$492

“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!!

5 of 6 match: Smoking allowed, Ceiling Fans, DVD player, Staffed property, Swimming pool, Car not required

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Price per night from

$144

Luxurious Penthouse Oasis - Beachfront/Oceanfront

Redington Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

5 of 6 match: Smoking allowed, Ceiling Fans, DVD player, Staffed property, Swimming pool, Car not required

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Price per night from

$687

Deluxe Queen Suite in Gorgeous Pop Art Gallery Pool Home Close to Everything!

St. Petersburg private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

5 of 6 match: Staffed property, Ceiling Fans, DVD player, Swimming pool, Smoking allowed, Car not required

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Price per night from

$144

Cozy & Conveniently located Pool Home w/ Free WiFi

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

5 of 6 match: Staffed property, Ceiling Fans, DVD player, Swimming pool, Smoking allowed, Car not required

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Price per night from

$205

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

5 of 6 match: Smoking allowed, Ceiling Fans, DVD player, Staffed property, Swimming pool, Car not required

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Price per night from

$1,145

Family friendly condo on the beach - Ocean Sands

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Staffed property, Ceiling Fans, DVD player, Swimming pool, Smoking allowed, Car not required

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Price per night from

$158

The Ultimate Florida Vacation

Poinciana villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place” Very cozy, out in suburbs. Neighborhood clean and friendly. Pools and outdoor basketball courts and activities for the kids.

5 of 6 match: Smoking allowed, Ceiling Fans, DVD player, Staffed property, Swimming pool, Car not required

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Price per night from

$110

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

5 of 6 match: Smoking allowed, Ceiling Fans, DVD player, Staffed property, Swimming pool, Car not required

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Price per night from

$109

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

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Price per night from

$858

Beautiful Condo in Madeira Beach January Special

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

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Price per night from

$201

#1 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

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Price per night from

$344

#2 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

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Price per night from

$344

#5 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

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Price per night from

$344

#7 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

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Price per night from

$344

#8 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

4 of 6 filters match

Price per night from

$344

#4 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

4 of 6 filters match

Price per night from

$344

#10 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 7

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

4 of 6 filters match

Price per night from

$458

#9 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

4 of 6 filters match

Price per night from

$344

#3 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

4 of 6 filters match

Price per night from

$344

#6 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

4 of 6 filters match

Price per night from

$344

#11 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

4 of 6 filters match

Price per night from

$458

Palm Bay Club - 303: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

4 of 6 filters match

Price per night from

$343

Sun and Sea: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

4 of 6 filters match

Price per night from

$286

Crescent Beach Villas - La Perlita: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

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Price per night from

$274

Cottage By The Water With Boat Dock

Tarpon Springs cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

“Awesome-perfect in every way” We cannot say enough possitive things about this home and the hosts. We have come to Tarpon for 30 years but this is the first time we ve used flipkey and we will only use flipkey from now on. From the welcoming hug to the perfect ammenities throughout, you could not beat this offering. Location is beautiful and perfect to access anything. The hosts were so nice and they had paid attention to so many details, we were overwhelmed. They had lots of suggestions and a great notebook filled with menus and things to do. Plus hints on specials, fishing and the area. As we ended our trip they even greeted us with a weather report--there was a storm headed our way. Thank you both for making sure this was the best time we ve ever had in this, our favorite, Florida location.

Responds fast! avg. 36 minutes

4 of 6 match: Staffed property, Swimming pool, Ceiling Fans, DVD player, Smoking allowed, Car not required

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Price per night from

$138

Walk to Indian Rocks Beach Exclusive Use of Hot Tub, Pool, BBQ with Privacy*#!!!

Indian Rocks Beach house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

4 of 6 match: DVD player, Staffed property, Ceiling Fans, Swimming pool, Smoking allowed, Car not required

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Price per night from

$114

Pink Gulfside Cottage, 100 steps to beach, Pet OK, Restored Beach House

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

4 of 6 match: Swimming pool, Smoking allowed, Ceiling Fans, DVD player, Staffed property, Car not required

4 of 6 filters match

Price per night from

$286

Paradise Lane- Dolphin View on the Intercoastal Water !! Boats Welcome

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 6 match: Staffed property, Smoking allowed, Ceiling Fans, DVD player, Swimming pool, Car not required

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Price per night from

$482

Your home in Bonita Springs!

Bonita Springs apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Love the condo!” We are absolutely thrilled with the place. Your pictures don't do it justice. Because of past experience, we brought our pepper grinder and a few "specialty" utensils; however, you are so well equipped we could have left them all at home!! And we absolutely love your lanai. There is so much room out there. And plenty of seating too. We enjoyed a glass of wine outside tonight. Everything looks great. Spotlessly clean and beautifully decorated. We are both looking forward to some sun and warmth, some cycling and tennis. Thanks for the use of the bikes. And having extra rackets is great. You were right even the sofa bed is very comfortable. Your place is so convenient to everything. Just wanted to let you know we love your place!!

4 of 6 match: Staffed property, Smoking allowed, Ceiling Fans, DVD player, Swimming pool, Car not required

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Price per night from

$189

Jamaica Royale - Beachfront Tower: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

4 of 6 filters match

Price per night from

$377

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

4 of 6 filters match

Price per night from

$171

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

4 of 6 filters match

Price per night from

$274

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: DVD player, Smoking allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

4 of 6 filters match

Price per night from

$549

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