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 Safe Staffed property Swing set or jungle gym Swimming pool

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Price per night from

$267

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.

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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.

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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

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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

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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

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Price per night from

$117

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Florida Ocean Front Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$623

January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$192

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

Estero condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$149

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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

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Price per night from

$345

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, Safe, Staffed property, Swimming pool

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Price per night from

$272

Perfect View: 2-bedroom Unit at Prestigious Vasari

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

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Price per night from

$268

Falling Waters gated community in Naples Florida

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$230

Zilli Tower 503

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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

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Price per night from

$343

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, Safe, Staffed property, Swimming pool

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Price per night from

$430

Eagle's Nest Beach Resort - Marco Island, FL - 24

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$496

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$172

Responds fast! avg. 2 hours 12 minutes

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

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Price per night from

$103

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

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

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

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Price per night from

$401

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

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Price per night from

$401

+++ 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, Safe, Staffed property, Swing set or jungle gym

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Price per night from

$178

Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$158

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

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

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Price per night from

$286

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, Safe, Swing set or jungle gym

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Price per night from

$77

Highly rated , Very Desirable Remodeled Beachfront Condo

Marco Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$263

Park Shore Resorts

Naples Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$339

Amazing Waterfront Condo, Magnificent Views, Pools

Marco Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Beautiful View” We thoroughly enjoyed our stay on Marco. The view from the unit was breathtaking and the facilities were very accommodating. Our daughters spent hours in the heated pool and we never felt it got too crowded.

Responds fast! avg. 3 hours 16 minutes

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

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Price per night from

$172

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, Safe, Staffed property, Swimming pool

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Price per night from

$158

4 Bedroom with Gulf View Siesta Key FL Beach Fun

Siesta Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.

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

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Price per night from

$516

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.

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

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Price per night from

$190

Bonita Beach Villa, private heatable pool, close to beaches,

Bonita Springs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$287

Ultimate St Pete Beach Front Rental Condo #101

St. Pete Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Comfort and Convenience” We only stayed for 2 nights, but would not hesitate to rent here again. The location on St. Pete Beach was perfect. Even though there was temporary beach dredging going on in front of the condo this did not ruin our stay. The access to the beach was very convenient and there were less people and more room at this end, away from the larger hotels. The accomodations were just as pictured. Beautifully updated - everything clean as could be. All the conveniences were there and in working order. We look forward to the next time we can book a visit.

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

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Price per night from

$401

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, Safe, Staffed property, Swimming pool

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Price per night from

$109

Luxury 5 bedroom Villa near Disney & Golf

Haines City villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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

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Price per night from

$213

Marriott Crystal Shores - 2BR Condo On The Beach! Spacious! Full Kitchen!

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$955

Marriott Crystal Shores - Spacious 3BR Gulf Front Condo On The Beach!

Goodland condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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

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Price per night from

$2,098

Viewing 38 of 4,347
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