Vacation Rentals & Apartments in Naples

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4,234 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

Match: DVD player Staffed property Swing set or jungle gym Swimming pool Walking trips

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Price per night from

$267

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Responds fast! avg. 11 minutes

4 of 5 match: DVD player, Walking trips, Staffed property, Swing set or jungle gym, Swimming pool

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Price per night from

$132

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

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 9 minutes

4 of 5 match: Staffed property, Walking trips, DVD player, Swing set or jungle gym, Swimming pool

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Price per night from

$123

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Walking trips, DVD player, Staffed property, Swimming pool

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Price per night from

$431

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

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 36 minutes

4 of 5 match: Swing set or jungle gym, Walking trips, DVD player, Staffed property, Swimming pool

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Price per night from

$246

4 of 5 match: Swing set or jungle gym, Walking trips, DVD player, Staffed property, Swimming pool

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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!!

4 of 5 match: Swing set or jungle gym, Walking trips, DVD player, Staffed property, Swimming pool

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Price per night from

$144

Peaceful escape at Pelican Sound Club

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Staffed property, Walking trips, DVD player, Swing set or jungle gym, Swimming pool

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Price per night from

$230

Responds fast! avg. 54 minutes

4 of 5 match: Staffed property, Walking trips, DVD player, Swing set or jungle gym, Swimming pool

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Price per night from

$268

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

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

4 of 5 match: Staffed property, Walking trips, DVD player, Swing set or jungle gym, Swimming pool

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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

4 of 5 match: Staffed property, Walking trips, DVD player, Swing set or jungle gym, Swimming pool

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Price per night from

$402

4 of 5 match: Staffed property, Walking trips, DVD player, Swing set or jungle gym, Swimming pool

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Price per night from

$402

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Walking trips, DVD player, Staffed property, Swimming pool

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Price per night from

$272

4 of 5 match: Swing set or jungle gym, Walking trips, DVD player, Staffed property, Swimming pool

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Price per night from

$285

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 31 minutes

4 of 5 match: Swing set or jungle gym, Walking trips, DVD player, Staffed property, Swimming pool

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Price per night from

$86

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: DVD player, Walking trips, Staffed property, Swing set or jungle gym, Swimming pool

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Price per night from

$172

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

3 of 5 match: DVD player, Swimming pool, Walking trips, Staffed property, Swing set or jungle gym

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Price per night from

$114

Southern Dunes Golf Vacation Villa

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Visitor” Loved it. Great neighborhood. Clean house. Easy to get a hold of people if you had questions or needed help. Walmart right around corner. Had everything you need to cook with. Great place. Defiantly will come back and recommend to anyone.

4 of 5 match: Walking trips, DVD player, Staffed property, Swing set or jungle gym, Swimming pool

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Price per night from

$117

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

4 of 5 match: Walking trips, DVD player, Staffed property, Swing set or jungle gym, Swimming pool

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Price per night from

$1,148

Luxurious Beachfront Condo at Redington Towers

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Walking trips, DVD player, Staffed property, Swing set or jungle gym, Swimming pool

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Price per night from

$345

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

4 of 5 match: Walking trips, DVD player, Staffed property, Swing set or jungle gym, Swimming pool

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Price per night from

$115

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, DVD player, Staffed property, Swing set or jungle gym, Swimming pool

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Price per night from

$161

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, DVD player, Staffed property, Swing set or jungle gym, Swimming pool

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Price per night from

$746

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

4 of 5 match: Walking trips, DVD player, Staffed property, Swing set or jungle gym, Swimming pool

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Price per night from

$117

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.

4 of 5 match: Swing set or jungle gym, Walking trips, DVD player, Staffed property, Swimming pool

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Price per night from

$111

Beachfront Condo With Magnificent Views

Marco Island apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Absolutely wonderful experience!” My husband and I stayed in this unit for our honeymoon and we had the greatest time. We were even given flowers from the owners to congratulate us on getting married! The view was spectacular and the unit was comfortable. The building is a very short walk to the beach and the sunsets were amazing - we were able to watch them right from the balcony. I would definitely recommend this unit to anyone wanting to experience everything Marco Island has to offer.

4 of 5 match: Swing set or jungle gym, Walking trips, DVD player, Staffed property, Swimming pool

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Price per night from

$287

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

4 of 5 match: Swing set or jungle gym, Walking trips, DVD player, Staffed property, Swimming pool

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Price per night from

$150

Solterra Resort - 5 Bed 4.5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 5 match: Staffed property, DVD player, Walking trips, Swing set or jungle gym, Swimming pool

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Price per night from

$292

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

Treasure Island hotel apartment

  • 12 bedrooms
  • 11 bathrooms
  • sleeps 49

3 of 5 match: DVD player, Swing set or jungle gym, Walking trips, Staffed property, Swimming pool

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Price per night from

$3,098

Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Walking trips, DVD player, Staffed property, Swing set or jungle gym, Swimming pool

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Price per night from

$158

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 5 match: DVD player, Swing set or jungle gym, Walking trips, Staffed property, Swimming pool

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Price per night from

$860

3 of 5 match: DVD player, Swing set or jungle gym, Walking trips, Staffed property, Swimming pool

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Price per night from

$477

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Staffed property, DVD player, Walking trips, Swing set or jungle gym, Swimming pool

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Price per night from

$287

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

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 5 match: Walking trips, Swimming pool, DVD player, Staffed property, Swing set or jungle gym

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Price per night from

$286

Clearwater Beach Hideaway Cottage, 3 bedrooms, Pets OK, Steps to the sand.

Clearwater cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

“Best weekend to the end of the summer” The hideawy cottage was perfect for what we needed peacefully, quite and dog friendly that what was the best part! The staff was great and professional and helpful. This was a perfect getaway for my birhtday celebration. I am turly coming back to take another mini vacation it was all the comfronts of home. I would like to thank the staff at Blue Wave Condo Suites for a wonderfully experience and this will be my new vacation spot when I travel back to Clearwater Beach.

3 of 5 match: Swing set or jungle gym, Swimming pool, Walking trips, DVD player, Staffed property

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Price per night from

$447

Sunset Suite

St. Pete Beach studio

  • Studio
  • 1 bathroom
  • sleeps 1

3 of 5 match: Swing set or jungle gym, Swimming pool, Walking trips, DVD player, Staffed property

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Price per night from

$172

Comfy Camping Glamping Rentals in Alafia River State Park SITE A

Lithia tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 5 match: Staffed property, DVD player, Swimming pool, Walking trips, Swing set or jungle gym

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Price per night from

$148

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 5 match: Staffed property, Swing set or jungle gym, Walking trips, DVD player, Swimming pool

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Price per night from

$459

Viewing 38 of 4,234
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