Vacation Rentals & Apartments in Naples

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4,245 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 Housekeeping Included Staffed property Swing set or jungle gym Swimming pool

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Price per night from

$266

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

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

4 of 5 filters match

Price per night from

$286

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

Captiva Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$492

~ 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

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

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Price per night from

$194

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$297

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

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

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Price per night from

$377

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

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Price per night from

$423

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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

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Price per night from

$1,145

Luxurious Beachfront Condo at Redington Towers

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$745

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: Housekeeping Included, DVD player, Staffed property, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$117

Amazing Beachfront Condo, Siesta Key,

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$344

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, DVD player, Housekeeping Included, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$271

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$430

GORGEOUS HIGH-END Beachfront Condo with First Class Views of the Gulf of Mexico

Marco Island condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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

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Price per night from

$794

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, DVD player, Housekeeping Included, Staffed property, Swimming pool

4 of 5 filters match

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, Housekeeping Included, Staffed property, Swing set or jungle gym, Swimming pool

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Price per night from

$172

Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 5 filters match

Price per night from

$157

Peace and Quiet in Gated Community on Boca Ciega Bay

Gulfport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 5 filters match

Price per night from

$77

Great 2/2 Sanibel Condo, Nice Pool, Private Beach

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Sunshine, beaches, What's not to love?” My husband and I stayed at this pleasant 2 bedroom condo with 2 grown children and one son-in-law. The two bedrooms and two baths worked fine for our group. Our married daughter and hubby had to share a bedroom with her brother. The furnishings in the condo were comfortable and clean without being too new to cause worry about a little sand. There were all sorts of beach toys and towels available. The kitchen had a full range of dishes and I cooked fresh fish from the local grocery store several nights. It was convenient to walk to the lovely uncrowded beach with no high-rises in sight. we kayaked with the condo's kayaks in the lagoon and saw a large range of birds, including an osprey feeding on a fish. We had gorgeous weather and collected quite a few shells. Would definitely return.

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

4 of 5 filters match

Price per night from

$157

Luxurious Sanibel Island Condo with Spectacular Views of the Gulf

Sanibel Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 filters match

Price per night from

$344

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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

4 of 5 filters match

Price per night from

$109

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

4 of 5 filters match

Price per night from

$319

Queen Bed Room at Palm Grove Inn Downtown St Pete

St. Petersburg hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

2 of 5 filters match

Price per night from

$344

Sea Mystic Yacht Stays

Fort Myers yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$1,117

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 5 filters match

Price per night from

$409

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

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

3 of 5 filters match

Price per night from

$107

Lovely Waterfront Home

Iona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 26 minutes

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

3 of 5 filters match

Price per night from

$224

Florida Ocean Front Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$622

Seaplace Condo - 1975 GMD 104

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 5 filters match

Price per night from

$192

2 Bedroom, 2 Bathroom condo / Heated pool / 7 minute walk to beach

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$178

Responds fast! avg. 11 minutes

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

3 of 5 filters match

Price per night from

$132

Sunset Suite

St. Pete Beach studio

  • Studio
  • 1 bathroom
  • sleeps 1

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

3 of 5 filters match

Price per night from

$172

Shorewalk waterfront Condo Bradenton

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Nice and affordable condo convenient to shopping and restaurants.” This unit has been updated and is a very comfortable place to stay. The owner responded promptly when we contacted him.

Responds fast! avg. 2 hours 1 minutes

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

3 of 5 filters match

Price per night from

$95

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$424

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