Vacation Rentals & Apartments in Naples

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4,254 apartments

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Boat available Freezer Table tennis Washing machine Horse riding

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Price per night from

$172

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Orchid at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$490

Coconut at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$490

Split Leaf at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$490

Luxury Resort Sleeps 26!

Palma Sola house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 26

Responds fast! avg. 3 hours 39 minutes

4 of 5 match: Boat available, Horse riding, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$2,289

Peaceful Home, close to siesta key and DT Sarasota

Fruitville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 13

4 of 5 match: Boat available, Horse riding, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$338

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$436

Bird of Paradise at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$490

A HOLIDAY HOME IN BEAUTIFUL LAKE MARION RESORT.

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 38 minutes

4 of 5 match: Boat available, Horse riding, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$137

New Home w/ King Bed + Gulf Access + Canal View/Heated Pool

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 5 match: Boat available, Horse riding, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$385

Grace River Island - A Fun Family Experience

Fort Myers house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 20

4 of 5 match: Boat available, Horse riding, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$2,290

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

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

4 of 5 match: Boat available, Horse riding, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$178

Waterview Oasis Retreat, minutes to Anna Maria Island and IMG

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Boat available, Horse riding, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$109

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

4 of 5 match: Boat available, Horse riding, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$114

Cottage By The Water With Boat Dock

Tarpon Springs cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

“Awesome-perfect in every way” We cannot say enough possitive things about this home and the hosts. We have come to Tarpon for 30 years but this is the first time we ve used flipkey and we will only use flipkey from now on. From the welcoming hug to the perfect ammenities throughout, you could not beat this offering. Location is beautiful and perfect to access anything. The hosts were so nice and they had paid attention to so many details, we were overwhelmed. They had lots of suggestions and a great notebook filled with menus and things to do. Plus hints on specials, fishing and the area. As we ended our trip they even greeted us with a weather report--there was a storm headed our way. Thank you both for making sure this was the best time we ve ever had in this, our favorite, Florida location.

Responds fast! avg. 36 minutes

4 of 5 match: Table tennis, Horse riding, Boat available, Freezer, Washing machine

4 of 5 filters match

Price per night from

$138

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

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Boat available, Horse riding, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$343

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: Boat available, Horse riding, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$115

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: Boat available, Horse riding, Freezer, Table tennis, Washing machine

4 of 5 filters match

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: Boat available, Horse riding, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$117

Waves on Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Boat available, Horse riding, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$976

Escape, Fun, Paradise, Nature, Privacy , Retreats, Reunions, Getaways

Bradenton house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 27

4 of 5 match: Boat available, Horse riding, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$1,717

LUXURY RENTALS ~ THE PIER HOUSE ~ BEACH VIEWS

Naples house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

“The pier house” Beautiful house... Super great location !!! Watched the fireworks from the top balcony... Best view in town !! Everything was perfect for the week!

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$1,866

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$916

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

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

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: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$2,098

Marriott Crystal Shores - 3BR Condo On The Beach! Spacious! Full Kitchen!

Goodland condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$851

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

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$457

Marriott Crystal Shores - Spacious 2BR Gulf View Condo On The Beach!

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$681

Marriott Crystal Shores - Spacious 2BR Gulf View Condo On The Beach!

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$628

Marriott Crystal Shores - Spacious 2BR Gulf Front Condo On The Beach!

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$811

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

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$628

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

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$575

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

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$484

Marriott Crystal Shores - Spacious 2BR Gulf Front Condo On The Beach!

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$969

Marriott Crystal Shores - Spacious 2BR Gulf View Condo On The Beach!

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$615

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

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$484

Marriott Crystal Shores - 3BR Condo On The Beach! Spacious! Full Kitchen!

Goodland condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$811

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

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Horse riding, Boat available, Freezer, Table tennis, Washing machine

4 of 5 filters match

Price per night from

$457

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