Vacation Rentals & Apartments in Naples

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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 Housekeeping Included Swing set or jungle gym Swimming pool

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Price per night from

$266

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Peace and Quiet in Gated Community on Boca Ciega Bay

Gulfport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Swimming pool, DVD player, Housekeeping Included, Swing set or jungle gym

3 of 4 filters match

Price per night from

$77

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

3 of 4 match: DVD player, Housekeeping Included, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$107

Lovely Waterfront Home

Iona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: DVD player, Housekeeping Included, Swing set or jungle gym, Swimming pool

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Price per night from

$223

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

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Swimming pool, DVD player, Housekeeping Included, Swing set or jungle gym

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Price per night from

$285

6 BR Heated Pool Hot Tub, Peloton Home Gym, Theater Room, Game Room

Tampa house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 26

Responds fast! avg. 1 hour 49 minutes

3 of 4 match: DVD player, Housekeeping Included, Swing set or jungle gym, Swimming pool

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Price per night from

$1,718

Condo in Naples Bay Resort - Close to 5th Ave

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

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Price per night from

$343

January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$191

BT61168 - Solterra Resort - 5 Bed 4.5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$291

Make Memories at Paradise in Bella Terra - Amazing Vacation Condo!

Estero condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$149

3 of 4 match: Swimming pool, DVD player, Housekeeping Included, Swing set or jungle gym

3 of 4 filters match

Price per night from

$422

Steps from Beach, Pets OK, Sleeps 6, Clearwater Beach. 2 Bedrooms

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Swimming pool, DVD player, Housekeeping Included, Swing set or jungle gym

3 of 4 filters match

Price per night from

$377

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Swimming pool, DVD player, Housekeeping Included, Swing set or jungle gym

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Price per night from

$297

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.

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

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Price per night from

$117

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

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 8 minutes

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$123

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$1,144

Peaceful escape at Pelican Sound Club

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$229

Responds fast! avg. 2 hours 12 minutes

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$102

Luxurious Beachfront Condo at Redington Towers

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

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Price per night from

$343

Responds fast! avg. 54 minutes

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$267

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.

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$115

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

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Price per night from

$160

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

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$335

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

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$744

FS60893 - Solterra Resort - 5 Bed 4.5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$249

FS60893 - Solterra Resort - 5 Bed 4.5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$249

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

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$117

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

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$192

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

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$192

PERFECT FLORIDA GET-A-WAY WITH 5 BEDROOMS, 5 BATHROOMS & PRIVATE POOL & SPA

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$343

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$401

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

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

3 of 4 match: Housekeeping Included, DVD player, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$401

~ SUPER SPECIAL from $99/night ~ OCEAN FRONT DLX STUDIO

Longboat Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 56 minutes

3 of 4 match: Swing set or jungle gym, DVD player, Housekeeping Included, Swimming pool

3 of 4 filters match

Price per night from

$194

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

Captiva Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, DVD player, Housekeeping Included, Swimming pool

3 of 4 filters match

Price per night from

$491

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: DVD player, Housekeeping Included, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$172

FS223208 - Highlands Reserve - 4 Bed 3 Baths Villa

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: DVD player, Housekeeping Included, Swing set or jungle gym, Swimming pool

2 of 4 filters match

Price per night from

$220

3 of 4 match: Swing set or jungle gym, DVD player, Housekeeping Included, Swimming pool

3 of 4 filters match

Price per night from

$332

SPECIAL! $650 8/24 - 8/31. PRIME LOCATION AMI DIRECTLY ON BEACH HEATED POOL

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Swing set or jungle gym, DVD player, Housekeeping Included, Swimming pool

3 of 4 filters match

Price per night from

$286

Viewing 38 of 4,082
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