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Vacation rental houses in Key West

Vacation rental houses in Key West

Book beachfront vacation rental houses, houseboats, and more on Airbnb

Top-rated houses in Key West

Guests agree: these stays are highly rated for location, cleanliness, and more.

Real World MTV House Key West
SUPERHOSTEntire house · 16+ guests · 12 beds · 5.5 baths
Real World MTV House Key West

This isn't just a house, this is your own private mini resort in Key West, Florida. This is the property used by MTV to film the 2006 Real World Key West. 500 feet of oceanfront, 8 to 10 (optional) bedrooms (sleeps 16 to 20-optional) , 4 1/2 or 5 1/2 baths, 14 plasma TV, gym, tennis court, 7 kayaks, 5 paddle boards, 20 bikes, pool table, racket ball court (optional), boat dock with multiple slips, and much more

What guests are saying:

“This house is a fun spot to vacation with a group, especially if you were a fan of the show. It's decorated fun and vibrantly, and is in a great location just outside of the hustle and bustle of Key West. Lots of amenities on the property so if you want to just stay in and relax you won't be bored. This was our 2nd time staying and we enjoyed it equally as well as the first.”

Work or Home School from Paradise
SUPERHOSTEntire house · 8 guests · 4 beds · 3 baths
Work or Home School from Paradise

As we face school closures and shift toward remote work, why not choose to do it from paradise? This family-friendly home offers fast wifi, a comfortable workspace, and/or is suitable for children.

What guests are saying:

“We were lucky enough to snag this place for the month of October and we could not have been more pleased! Plenty of room for multiple couples and the location was perfect. Romi and Shawn were very helpful during our stay and very responsive to any questions we had along the way. In my opinion this is THE place to stay in Key West and we hope to be back for our next trip to the Keys!”

MERMAID COVE- Funky Getaway on Duval
SUPERHOSTEntire house · 12 guests · 6 beds · 4 baths
MERMAID COVE- Funky Getaway on Duval

Mermaid Cove is a Vacation rental compound, consisting of 4 cottages each one with a private entrance to the courtyard with outdoor patio Sleeps up to 12! Cottage 1: King & sofa-bed Cottage 2: Queen bed Cottage 3: King bed Cottage 4: Queen bed & Another Queen bed Price varies by season, holidays, or events.

What guests are saying:

“We had an AMAZING stay at Mermaid Cove. The host was very well at responding and offering details and made our check in and out very easy and was well communicated. Our trip would not have been as great without this hangout spot and place to stay. It made for getting all of out friends together in one place. The decor and cleanliness of the house was so nice and fit the key west vibe. The host was very understanding and cooperative even when some of my guests arrived early. Would highly recommend and would definitely stay here again.”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular house amenities in Key West

  • Pool
  • Air conditioning
  • Kitchen
  • Wifi
  • Pets allowed

Apartments in Key West

Duval Balcony - Street Suite
SUPERHOSTEntire apartment
Duval Balcony - Street Suite
Price:€127 / night
1 bedroom Cottage
SUPERHOSTEntire apartment
1 bedroom Cottage
Price:€157 / night
Bella Vita - 1B/1B Condo Just Steps from Duval
SUPERHOSTEntire apartment
Bella Vita - 1B/1B Condo Just Steps from Duval
Price:€170 / night
Duval Balcony Spanky's Retreat
SUPERHOSTEntire apartment
Duval Balcony Spanky's Retreat
Price:€100 / night
Duval Balcony - Suite Mischief
SUPERHOSTEntire apartment
Duval Balcony - Suite Mischief
Price:€124 / night
June Special!
Luxurious Apartment with pool #1
Entire apartment
June Special! Luxurious Apartment with pool #1
Price:€158 / night
The Green House ❀ Garden
SUPERHOSTEntire apartment
The Green House ❀ Garden
Price:€166 / night
Studio Blu
SUPERHOSTEntire apartment
Studio Blu
Price:€167 / night
Old Town Suites - 2 Bedroom Suite
SUPERHOSTEntire apartment
Old Town Suites - 2 Bedroom Suite
Price:€117 / night
KW Luxury 2/2 Beachfront resort  Tropical Oasis
SUPERHOSTEntire apartment
KW Luxury 2/2 Beachfront resort Tropical Oasis
Price:€247 / night
Key West - Sunrise ❀ The Green House
SUPERHOSTEntire apartment
Key West - Sunrise ❀ The Green House
Price:€92 / night
Studio suite w/ shared hot tubs, patio, kitchenette - steps from beach. Dogs OK!
Entire apartment
Studio suite w/ shared hot tubs, patio, kitchenette - steps from beach. Dogs OK!
Price:€137 / night
Show all

Pet-friendly houses

Work or Home School from Paradise
SUPERHOSTEntire house
Work or Home School from Paradise
Price:€342 / night
MERMAID COVE- Funky Getaway on Duval
SUPERHOSTEntire house
MERMAID COVE- Funky Getaway on Duval
Price:€625 / night
Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
SUPERHOSTEntire house
Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
Price:€287 / night
Family House, 2 K BR's, Private Spa/Deck, 2 pools.
SUPERHOSTEntire house
Family House, 2 K BR's, Private Spa/Deck, 2 pools.
Price:€399 / night
Royal Escape
SUPERHOSTEntire house
Royal Escape
Price:€537 / night
Casa Cristol
SUPERHOSTEntire house
Casa Cristol
Price:€416 / night
Palms Resort at Sugarloaf / Green House
SUPERHOSTEntire house
Palms Resort at Sugarloaf / Green House
Price:€636 / night
Big Blu - 5 bedroom, 4 bath in old town
SUPERHOSTEntire house
Big Blu - 5 bedroom, 4 bath in old town
Price:€608 / night
Ocean Front Home in Great Location
Entire house
Ocean Front Home in Great Location
Price:€191 / night
Key West Hideaway, Sleeps 10, 4BR/4BA, Q Sl. Sofa!
SUPERHOSTEntire house
Key West Hideaway, Sleeps 10, 4BR/4BA, Q Sl. Sofa!
Price:€848 / night
Tropical family-friendly home w/private pool, 1/2 block from Duval St. - dogs ok
Entire house
Tropical family-friendly home w/private pool, 1/2 block from Duval St. - dogs ok
Price:€668 / night
Living the dream!
Entire house
Living the dream!
Price:€191 / night
Show all

Houses with pools

Real World MTV House Key West
SUPERHOSTEntire house
Real World MTV House Key West
Price:€2,171 / night
Work or Home School from Paradise
SUPERHOSTEntire house
Work or Home School from Paradise
Price:€342 / night
Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
SUPERHOSTEntire house
Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
Price:€287 / night
Family House, 2 K BR's, Private Spa/Deck, 2 pools.
SUPERHOSTEntire house
Family House, 2 K BR's, Private Spa/Deck, 2 pools.
Price:€399 / night
Royal Escape
SUPERHOSTEntire house
Royal Escape
Price:€537 / night
Casa Cristol
SUPERHOSTEntire house
Casa Cristol
Price:€416 / night
Big Blu - 5 bedroom, 4 bath in old town
SUPERHOSTEntire house
Big Blu - 5 bedroom, 4 bath in old town
Price:€608 / night
WATERFRONT PARADISE AT VENTURE OUT+ BIKES & KAYAKS
Entire house
WATERFRONT PARADISE AT VENTURE OUT+ BIKES & KAYAKS
Price:€216 / night
OCEAN VIEW PARADISE AT VENTURE OUT + BIKES/KAYAKS
Entire house
OCEAN VIEW PARADISE AT VENTURE OUT + BIKES/KAYAKS
Price:€216 / night
Ocean Front Home in Great Location
Entire house
Ocean Front Home in Great Location
Price:€191 / night
Key West Hideaway, Sleeps 10, 4BR/4BA, Q Sl. Sofa!
SUPERHOSTEntire house
Key West Hideaway, Sleeps 10, 4BR/4BA, Q Sl. Sofa!
Price:€848 / night
5 Star Property/Resort  RENOVATED, pool wifi.
SUPERHOSTEntire house
5 Star Property/Resort RENOVATED, pool wifi.
Price:€372 / night
Show all

Learn more about Key West

What types of vacation rentals are available in Key West?

Here in Key West, there are plenty of options for places to stay. Here are a few examples:
  • Houses (310 rentals)
  • Apartments (149 rentals)
  • Boats (89 rentals)

Are there houses with pools?

Who doesn’t want a pool at their house? Here in Key West, you’ll find 217 houses that have pools.

What are the top attractions in Key West?

Locals agree that these attractions are worth a visit:
  • The Ernest Hemingway Home and Museum (816 rentals)
  • Duval Street (290 rentals)
  • Southernmost Point Of The Continental Us (255 rentals)
  • The Key West Butterfly and Nature Conservatory (288 rentals)
  • Fort Zachary Taylor (24 rentals)

What are some kid-friendly activities in Key West?

Locals agree—these are all great places to take the kids:
  • The Ernest Hemingway Home and Museum
  • Southernmost Point Of The Continental Us
  • The Key West Butterfly and Nature Conservatory
  • Mallory Square
  • Dry Tortugas National Park

What are the top places to eat in Key West?

Whether you’re looking for a tasty treat or a hearty meal, here’s where the locals say to go:
  • Mallory Square
  • Blue Heaven
  • Sloppy Joe's Bar
  • Roostica
  • Santiago's Bodega | Key West