Vacation Rentals & Apartments in Naples

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4,208 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: Climbing frame DVD player Staffed property Swing set or jungle gym Swimming pool

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Price per night from

$266

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

Match: Climbing frame DVD player Staffed property Swing set or jungle gym Swimming pool

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Price per night from

$117

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Condo in Naples Bay Resort - Close to 5th Ave

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$344

BT61168 - Solterra Resort - 5 Bed 4.5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

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Price per night from

$292

“Great cozy home away from home.” We stayed in the Orleans bungalo apartment on July 15-18. It felt like we were at home. The apartment had lots of character and charm. Loved sitting outside on the terrace watching the free entertainment across the street , was it called the ship wrecked bar? I especially loved beiing able to go to the back alley and washing clothes. (I hope it belonged to the cottages property, if not then oops!) We utilized the kitchen and the gas grill out back on the patio.Everything was great and this cottage had plenty of space for two families. We met my cousins from Texas in Flordia for a vaca. We drove from Oklahoma. The flat screens worked great. I have no complaints about this place. I just want to say to all you all snotty people leaving negative comments.... Quit complaining or find somewhere else to stay. What exactly do you think you are getting when you hear the word "cottages" it's not going to have a bell hop and a maid that cleans up your messes daily. Maybe some of you never lived in 100 year old homes and only used to a lavish lifestyle. Obviously you spent your time in doors. not us we were at the beach the majority of the day until almost 9pm every night. I enjoyed my stay there. It was a good 3 day stay for us despite the rainy weather. Yet we still had fun.

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

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Price per night from

$297

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$297

Responds fast! avg. 2 hours 12 minutes

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

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Price per night from

$102

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

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

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

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Price per night from

$336

FS273869 - Highgate at Legacy Park - 5 Bed 3 Baths Villa

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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

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Price per night from

$192

FS273869 - Highgate at Legacy Park - 5 Bed 3 Baths Villa

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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

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Price per night from

$192

FS60893 - Solterra Resort - 5 Bed 4.5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

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Price per night from

$249

FS60893 - Solterra Resort - 5 Bed 4.5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

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Price per night from

$249

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

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

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

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Price per night from

$402

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

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Price per night from

$402

+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

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

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Price per night from

$178

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, Climbing frame, Staffed property, Swing set or jungle gym

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Price per night from

$114

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$172

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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

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Price per night from

$1,147

Luxurious Beachfront Condo at Redington Towers

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$344

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: Climbing frame, DVD player, Staffed property, Swing set or jungle gym, Swimming pool

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Price per night from

$117

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: Climbing frame, DVD player, Staffed property, Swing set or jungle gym, Swimming pool

4 of 5 filters match

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: Climbing frame, DVD player, Staffed property, Swing set or jungle gym, Swimming pool

4 of 5 filters match

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: Climbing frame, DVD player, Staffed property, Swing set or jungle gym, Swimming pool

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Price per night from

$746

Solterra Resort - 5 Bed 4.5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

3 of 5 filters match

Price per night from

$292

FS222089 - Highlands Reserve - 6 Bed 4 Baths Villa

Davenport villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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

3 of 5 filters match

Price per night from

$278

FS223075 - Highlands Reserve - 4 Bed 3 Baths Villa

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$221

FS223208 - Highlands Reserve - 4 Bed 3 Baths Villa

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$221

FS306576 - Highlands Reserve - 4 Bed 2.5 Baths Villa

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$221

FS313843 - Solterra Resort - 5 Bed 5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

3 of 5 filters match

Price per night from

$299

FS316474 - Solterra Resort - 5 Bed 4 Baths Villa

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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

3 of 5 filters match

Price per night from

$299

FS326676 - Providence - 4 Bed 4 Baths Villa

Davenport villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$264

FS328981 - Solterra Resort - 5 Bed 5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

3 of 5 filters match

Price per night from

$299

FS336179 - Solterra Resort - 5 Bed 5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

3 of 5 filters match

Price per night from

$299

FS222089 - Highlands Reserve - 6 Bed 4 Baths Villa

Davenport villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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

3 of 5 filters match

Price per night from

$278

FS223075 - Highlands Reserve - 4 Bed 3 Baths Villa

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$221

FS306576 - Highlands Reserve - 4 Bed 2.5 Baths Villa

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$221

FS312983 - Solterra Resort - 6 Bed 5 Baths Villa

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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

3 of 5 filters match

Price per night from

$368

FS316474 - Solterra Resort - 5 Bed 4 Baths Villa

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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

3 of 5 filters match

Price per night from

$299

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