Vacation Rentals & Apartments in Naples

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5,356 apartments

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 1 minutes

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$266

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$172

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The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$344

Glamorous 3-Bedroom Villa w Pool Sarasota Area

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 11

Responds fast! avg. 3 hours 59 minutes

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$574

Amazing Condo at the Naples Bay Resort Cottages

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$320

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

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$344

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

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Climbing frame, City breaks, Internet access, Staffed property

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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

3 of 4 match: Climbing frame, City breaks, Internet access, Staffed property

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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

3 of 4 match: Climbing frame, City breaks, Internet access, Staffed property

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Price per night from

$344

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

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Climbing frame, City breaks, Internet access, Staffed property

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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

3 of 4 match: Climbing frame, City breaks, Internet access, Staffed property

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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

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$344

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

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 7

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$459

Old Southern Charm - Spacious & Centrally Located

Tampa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Traveling grandmother, with grandchildren, enjoyed stay” When I choose a place to stay, I have five basic requirements. I want to feel secure and safe. The location has to be convenient to the airport and local attractions, or places we plan to visit. It also has to be clean, comfortable and affordable. This Songbird Property had all this and many extras, including a new toothbrush for my grandson after he conveniently forgot to pack his. My grandchildren and I enjoyed our stay in Tampa!

Responds fast! avg. 1 hour 56 minutes

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$213

Charming Private Studio in Historic Downtown Area

Sarasota studio

  • Studio
  • 1 bathroom
  • sleeps 3

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$258

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

Treasure Island hotel apartment

  • 12 bedrooms
  • 11 bathrooms
  • sleeps 49

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$3,096

Villa American Eagle/Cape Coral

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$224

Once upon a tide Guest Suite

Tampa villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 25 minutes

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$127

Sea Gem 803

Naples apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$201

Beach Luxury 805

Naples apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$201

Downtown Starfish 807

Naples apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$201

Casa Alma a Beautiful Historic Home in Ybor City

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$253

Luxury Modern Home in Historic Ybor | 6 Bedroom

Tampa apartment

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 3 minutes

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Price per night from

$573

Five star Downtown Sarasota tropical garden Cottage

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Paradise Found in Downtown Sarasota” Absolutely charming, fully redone/ upgraded bungalow close to everything Sarasota has to offer. This was the third year running my wife & I have stayed at the wonderful home located minutes from Sarasota's best beaches, restaurants & shopping. We fully intend to return again next year! The two bedroom home is in pristine condition. Beautifully decorated, lovely hardwood flooring throughout with a fully stocked (appliances, crockery, pots/pans, cutlery, etc...) kitchen & renovated bathroom. Everything you need is provided, just arrive & settle-in. A huge projection screen in the living room, should you want to have an at-home movie night (rental Dvd's a 5-minute walk away @ Publix). There's also a regular flat-screen TV in the living room, as well as a wall-mounted TV in the bedroom. The backyard is, personally, my favourite part of the home. A screen-in lanai to eat in & a beautifully manicured backyard to relax in under the tiki hut or under the palm trees. There are a few seating areas throughout the backyard. Find the space you like the best, sit-back & relax with a cool cocktail- very civilized & very beautiful. You'll feel like you're in the Caribbean, not Florida in this backyard. Maureen & Pat, your hosts who, very conveniently, live right next door have provided everything you need, including all the beach chairs, umbrellas, beach towels, etc...to take along with you to Sarasota's beautiful beaches. Maureen has also provided tons of literature about the area in the house- restaurant menus, local mags, maps- everything. Maureen & Pat are always happy to suggest restaurants, beaches, shopping, golf, etc. They know Sarasota well, are friendly & happy to help in any way they can to ensure you have a wonderful stay. My wife & I can honestly say we love this property, have encountered no negatives about the place in three years of week-long stays & look-forward to our time there each year. We recommend this lovely home to everyone.

2 of 4 match: Climbing frame, Staffed property, City breaks, Internet access

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Price per night from

$190

Secure, Cozy & Cute Private Sleeping Studio for 2

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$234

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$483

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$336

“Another perfect stay!” It couldn't have been more perfect! Christmas and New Years in paradise. Of course, we are biased, we are the owners, but every time we get to come and enjoy our house we thank our lucky stars that we bought it. Its a great mix of comfort and luxury and we love our afternoon snacks and a drink while watching the sun go down. This year we had the family down again for Christmas (on the lanai!) So much fun to entertain at the big table and share a meal. Even though it was a bit chilly we turned on the pool heat and had a consistent 90 degrees...the moonlight swims were fabulous! Whats also great is that it is such a quick drive over to the beach, we can just hop in the car in within 15 min be down there for the sunset, New Year's fireworks or just a stroll. Looking forward to our next visit!! We hope you will enjoy the house as much was we do!

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$230

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

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

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Price per night from

$336

⭐Nearby to Disney / Unversal / Seaworld - Spacious 8 Bedrooms Villa⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

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$336

⭐Comfy and Spacious 8 Bedroom Villa w/ Private Pool⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

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$336

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

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

3 of 4 match: Staffed property, City breaks, Climbing frame, Internet access

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Price per night from

$336

3 of 4 match: Staffed property, City breaks, Climbing frame, Internet access

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Price per night from

$336

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Price per night from

$402

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

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

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Price per night from

$402

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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!!

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Price per night from

$144

Relax just steps from the beach!

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$171

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