Vacation Rentals & House Rentals in Key West

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1,071 house rentals

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LUXURY VILLA RIVERFRONT, LARGE 3 BED, 2 BATH, GULF ACCESS, HEATED POOL & SPA

Cape Coral villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Private indoor pool Secure parking

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Price per night from

$235

Newly Renovated Cozy Oasis House W/ Pool

Sunrise house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Private indoor pool Secure parking

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Price per night from

$373

Cape Balisier, Lakeside Retreat

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private indoor pool Secure parking

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Price per night from

$556

New Home w/ King Bed + Gulf Access + Game Room + Heated Pool

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Private indoor pool Secure parking

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Price per night from

$487

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Lake house with indr pool, jacuzzi and workout rm

Fort Myers Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Secure parking, Private indoor pool

1 of 2 filters match

Price per night from

$1,145

1 of 2 match: Secure parking, Private indoor pool

1 of 2 filters match

Price per night from

$338

Villa Rosegarden

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Secure parking, Private indoor pool

1 of 2 filters match

Price per night from

$201

"The Chelsea" -Heated Pool and Beach Lover's Paradise- walk to town center/beach

Lauderdale-By-The-Sea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Secure parking, Private indoor pool

1 of 2 filters match

Price per night from

$453

Beautiful Lakeview Condo at Falling Waters (Davis Blvd) in Naples Florida

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 57 minutes

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$175

Island Escape

Goodland condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$287

Ft. Myers,Lake View Condo, 2BR & 2BA, Best Beaches

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$81

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$172

Seabreeze Vacation Villas & Marina

Freeport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$224

Responds fast! avg. 2 hours 12 minutes

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$102

Charming tropical home walking distance to beach!

Naples house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$457

Nicest, ultra-modern condo; Free parking.

Miami house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$201

OCEAN VIEWS ALL ROOMS ! TOP FLOOR LARGEST CONDO

Tavernier condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$373

Apartment direct beach and pool view

Miami Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$458

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$69

ISLAMORADA WATERFRONT PARADISE with FREE DOCKAGE

Matecumbe Key studio

  • Studio
  • 1 bathroom
  • sleeps 2

“Relaxing Weekend Getaway” We love this home! It is on a private dead-end street, and everything is just perfect. Kept the boat right at the dock, fished right there at night, took some nice boat rides through the back country, and relaxed in paradise. Wifi is good and fast (I had to do some work while we were there), and we can't wait to go back.

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$172

Tropical Sanctuary Nr Beach - Pvt Salt Water Pool! Moments to PB

West Palm Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Relaxing Vacation” The home is charming and very comfortable. Love the decorations. We went to West Palm for the St. Louis Cardinals Spring Training. We were 20 minutes away from Roger Dean Stadium where the Cardinals play. Lee and David provided a wonderful booklet of restaurants, points of interest, shopping, etc. Although we had visited the area several time prior to this visit, the booklet was still invaluable. What a personal touch!! The City Diner, which is within walking distance was a fun place and the food (especially the corned beef hash) was delicious. The pool and terrace area were so private and relaxing. Lee and David keep a wonderful rental and certainly add a personal touch - I will miss their e-mails. I feel like I know them both. I would certainly recommend the property and home to return.

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$343

Exuma Vacation Cottages with waterfront dock, kayak and 30ft heated pool.

Great Exuma cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

“Very nice stay” We stayed at the cottage for 10 nights and it was exactly what we were looking for: quiet, comfortable beds, and many great night's of sleep. Not to mention the kayaking in front of the house was loads of fun too. The host, Valerie, is very accommodating and a fountain of information. This is the opposite of an all-inclusive catered vacation place. Here it is do-it yourself on your own schedule. We will go back again.

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$229

Lovely One-bed waterfront Condo near Beach & shops

Freeport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“a wonderful place to stay...” i have been coming to freeport since '97, my favorite place on the island was the princess hotel. when the princess close, i would go to different hotel when i come visit and i felt like there where no other place like the princess. i wanted to try something different and notice that they had condo you can rent. i decided, to try the condo. when i arrived at the condo, ms pat greeted me at the gate. then she showed me around the condo. the place was nice, clean and had everything you needed was there. this place made me feel like home away from home. beautiful scenery, the neighbors were nice and friendly. i have told my friends and family about how wonderful this place is. and now i can say that the condo has place my love for princess hotel. i am looking forward to come back for my birthday. this place should get 10 stars that's how wonderful this place is. thank you so much ms pat.i can't wait to come back soon. :)

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$109

Treasures of Andros Pearl Beach Cottage

Andros house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 39 minutes

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$287

Seabreeze Beach Cottage - A few steps to own beach

Tarpum Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$287

The colonial rental suite,Moss town exuma

Great Exuma cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$99

LOVELY APARTMENT 1 MILE TO BEACH - DEERFIELD BEACH

Deerfield Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$84

Sonn Tropic Studio

Nassau studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$109

BEACH FRONT HAVEN - Ocean view, Deerfield Beach FL

Deerfield Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$413

Mediterranean Style Luxury Condo at Ole at Lely Resort

Lely Resort condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$287

PEACEFUL

Deerfield Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$115

FANTASTIC APARTMENT WITH OCEAN VIEW

Miami apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$287

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$198

Pompano Beach Cozy Cabin

Pompano Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$144

Home Away From Home

Wellington house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$355

"Genuine Creole Hospitality" IIII

Governor's Harbour apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$149

"Genuine Creole Hospitality" - III

Governor's Harbour apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$144

Large, stately, relaxed condo on golf course

Lauderhill condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Private indoor pool, Secure parking

1 of 2 filters match

Price per night from

$134

Viewing 38 of 1,071
rentals in Key West

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