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111 Results   |  

from £131 / night

£916 - £1236 / week

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Excellent 5/5 

22 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 4

Excellent 5/5 

1 night min stay

Add to shortlist

from £131 / night

£916 - £1236 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Ask owner if suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

from £141 / night

£981 - £1226 / week

View

Excellent 5/5 

15 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £141 / night

£981 - £1226 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

from £138 / night

£965 - £1471 / week

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Very Good 4/5 

20 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £138 / night

£965 - £1471 / week

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Key info:

  • Nearest beach 3 km
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

Featured properties

from £165 / night

£1152 - £2667 / week

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Very Good 4.5/5 

14 Photos

Florida Keys / Key West

Apartment / 3 Bedrooms / sleeps 8

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £165 / night

£1152 - £2667 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £141 / night

£981 / week

View

4 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £141 / night

£981 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £131 / night

£916 - £1550 / week

View

Good 3/5 

5 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Good 3/5 

1 night min stay

Add to shortlist

from £131 / night

£916 - £1550 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

from £169 / night

£1177 - £2236 / week

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23 Photos

Florida Keys / Key West

Apartment / 3 Bedrooms / sleeps 8

5 Nights min stay

Add to shortlist

from £169 / night

£1177 - £2236 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
 …see more

from £187 / night

£1308 / week

View

10 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £187 / night

£1308 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
******** Key West laws state that this property can only be rented out monthly******* This lovely home is in the Casa Marina District of Key West. It has a front porch, front balcony that the 2 smaller bedrooms have access to, a large patio by the heated private pool  …see more

from £87 / night

£609 - £916 / week

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20 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 6

30 Nights min stay

Add to shortlist

from £87 / night

£609 - £916 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
 …see more

from £234 / night

£1634 - £3660 / week

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Excellent 5/5 

18 Photos

Florida Keys / Key West

Yacht / 3 Bedrooms / sleeps 8

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £234 / night

£1634 - £3660 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £170 / night

£1185 - £1645 / week

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22 Photos

Florida Keys / Key West

Condo / 2 Bedrooms / sleeps 6

4 Nights min stay

Add to shortlist

from £170 / night

£1185 - £1645 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

from £208 / night

£1455 / week

View

24 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 8

30 Nights min stay

Add to shortlist

from £208 / night

£1455 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury house 10 minutes from Duval Street, pool, dock, pool bar, hot tub. Home owner association tennis courts and private beach on exclusive gated community island.  …see more

from £98 / night

£680 - £1177 / week

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Excellent 5/5 

20 Photos

Florida Keys / Key West

Apartment / 1 Bedroom / sleeps 4

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £98 / night

£680 - £1177 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £113 / night

£790 - £1658 / week

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Very Good 4.5/5 

10 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 5

Very Good 4.5/5 

2 Nights min stay

Add to shortlist

from £113 / night

£790 - £1658 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

from £121 / night

£841 - £1435 / week

View

24 Photos

Florida Keys / Key West

Townhouse / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £121 / night

£841 - £1435 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
 …see more

from £117 / night

£817 - £1438 / week

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24 Photos

Florida Keys / Key West

Condo / 2 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £117 / night

£817 - £1438 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Pets welcome
 …see more

from £701 / night

£4902 / week

View

7 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 6

30 Nights min stay

Add to shortlist

from £701 / night

£4902 / week

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Key info:

  • Not suitable for children
  • No pets allowed
 …see more

Pricing unknown

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18 Photos

Florida Keys / Key West

Condo / 3 Bedrooms / sleeps 9

30 Nights min stay

Add to shortlist

Pricing unknown

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

Pricing unknown

View

8 Photos

Florida Keys / Key West

Condo / 1 Bedroom / sleeps 2

30 Nights min stay

Add to shortlist

Pricing unknown

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
 …see more

from £187 / night

£1308 / week

View

9 Photos

Florida Keys / Key West

Apartment / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £187 / night

£1308 / week

View

Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
 …see more

Pricing unknown

View

9 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

30 Nights min stay

Add to shortlist

Pricing unknown

View

Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

from £246 / night

£1716 / week

View

18 Photos

Florida Keys / Key West

Boathouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £246 / night

£1716 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

from £421 / night

£2942 - £6504 / week

View

9 Photos

Florida Keys / Key West

Yacht / 3 Bedrooms / sleeps 6

1 night min stay

Add to shortlist

from £421 / night

£2942 - £6504 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

from £234 / night

£1634 / week

View

17 Photos

Florida Keys / Key West

Condo / 2 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £234 / night

£1634 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
 …see more

from £94 / night

£654 - £1177 / week

View

5 Photos

Florida Keys / Key West

Narrowboat / 1 Bedroom / sleeps 2

2 Nights min stay

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from £94 / night

£654 - £1177 / week

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Key info:

  • Ask owner if suitable for children
  • No pets allowed
 …see more

from £113 / night

£785 - £2092 / week

View

10 Photos

Florida Keys / Key West

Yacht / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £113 / night

£785 - £2092 / week

View

Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

Pricing unknown

View

24 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 5

30 Nights min stay

Add to shortlist

Pricing unknown

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

from £99 / night

£687 / week

View

5 Photos

Florida Keys / Key West

B&B / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £99 / night

£687 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

Pricing unknown

View

24 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 6

30 Nights min stay

Add to shortlist

Pricing unknown

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

from £104 / night

£728 - £1651 / week

View

20 Photos

Florida Keys / Key West

B&B / 14 Bedrooms / sleeps 28

2 Nights min stay

Add to shortlist

from £104 / night

£728 - £1651 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

from £88 / night

£613 - £1152 / week

View

14 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 4

30 Nights min stay

Add to shortlist

from £88 / night

£613 - £1152 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
 …see more

from £99 / night

£691 / week

View

7 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £99 / night

£691 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

from £161 / night

£1127 - £2529 / week

View

Excellent 5/5 

16 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £161 / night

£1127 - £2529 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £144 / night

£1002 - £2299 / week

View

Excellent 5/5 

17 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 5

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £144 / night

£1002 - £2299 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £141 / night

£981 / week

View

6 Photos

Florida Keys / Key West

Apartment / 1 Bedroom / sleeps 4

7 Nights min stay

Add to shortlist

from £141 / night

£981 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

Pricing unknown

View

Excellent 5/5 

17 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 4

Excellent 5/5 

30 Nights min stay

Add to shortlist

Pricing unknown

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
30 DAY MINIMUM RENTAL OLIVIA COTTAGE Recently featured in Coastal Living's "Guestbook" column, this charming Old Town house has recently been completely and tastefully renovated by its owners. Located just across the street from Key West's historic city cemetery, truly  …see more

from £224 / night

£1566 - £2948 / week

View

Very Good 4/5 

19 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 6

Very Good 4/5 

6 Nights min stay

Add to shortlist

from £224 / night

£1566 - £2948 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Whitehead House is a unique two-story single family attached home nestled beside the Audubon House in Old Town Key West. Hidden behind the most photographed "prohibition fence" in Key West, this three bedroom, two bathroom home includes a large sunny pool and patio as w  …see more

from £158 / night

£1106 - £2027 / week

View

Very Good 4.5/5 

20 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

6 Nights min stay

Add to shortlist

from £158 / night

£1106 - £2027 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setting amongst neighbors. 1800 Atlantic sits on 400 feet of oceanfront property. An expansive pool and spa sits oceanside surrounded by a lushly landscaped garden of native K  …see more

from £178 / night

£1244 - £2395 / week

View

Very Good 4.5/5 

15 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

6 Nights min stay

Add to shortlist

from £178 / night

£1244 - £2395 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. This 2 bedroom, 2 bath unit features a huge  …see more

from £178 / night

£1244 - £2395 / week

View

Very Good 4/5 

9 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 5

Very Good 4/5 

6 Nights min stay

Add to shortlist

from £178 / night

£1244 - £2395 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. This comfortable 2 bedroom unit features a h  …see more

from £178 / night

£1244 - £2579 / week

View

Very Good 4.5/5 

17 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 5

Very Good 4.5/5 

6 Nights min stay

Add to shortlist

from £178 / night

£1244 - £2579 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. This is one of the most elegant and colorful  …see more

from £178 / night

£1244 - £2395 / week

View

Very Good 4/5 

12 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4/5 

6 Nights min stay

Add to shortlist

from £178 / night

£1244 - £2395 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. The huge oceanfront balcony can be accessed  …see more

from £178 / night

£1244 - £2395 / week

View

Very Good 4/5 

17 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4/5 

6 Nights min stay

Add to shortlist

from £178 / night

£1244 - £2395 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. This spacious 2 bedroom unit features a larg  …see more

from £593 / night

£4145 - £12895 / week

View

Excellent 5/5 

24 Photos

Florida Keys / Key West

House / 5 Bedrooms / sleeps 12

Excellent 5/5 

5 Nights min stay

Add to shortlist

from £593 / night

£4145 - £12895 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Luxury on Duval Street in historic Key West? Luxury is not what most people visiting Key West associate with Duval Street until you look at Dreaming On Duval! There are very few private homes on Duval, let alone a single family vacation rental that is steps away from e  …see more

from £474 / night

£3316 - £5527 / week

View

Excellent 5/5 

23 Photos

Florida Keys / Key West

House / 4 Bedrooms / sleeps 8

Excellent 5/5 

6 Nights min stay

Add to shortlist

from £474 / night

£3316 - £5527 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three separate vacation suites sharing a lush, large, sunny pool or combines for a wonderful four bedroom retreat. Downstairs enjoys a large, o  …see more

Pricing unknown

View

Excellent 5/5 

20 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 8

Excellent 5/5 

30 Nights min stay

Add to shortlist

Pricing unknown

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
30 DAY MINIMUM RENTAL Welcome to Casa Alegria! An extended vacation at this Bahamian style conch house is sure to bring you happiness and joy! As you approach the front of the house you'll notice ample off-street parking on either side (a rarity in Old Town!) as wel  …see more

Pricing unknown

View

Very Good 4/5 

11 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 6

Very Good 4/5 

30 Nights min stay

Add to shortlist

Pricing unknown

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
30 DAY MINIMUM RENTAL Packer Retreat is a beautifully renovated "Conch" house with many architectural touches in the charming historic district. Designed to bring the outdoors in, this home features a bright living room with cathedral ceilings & tall French doors open  …see more

Pricing unknown

View

Excellent 5/5 

10 Photos

Florida Keys / Key West

House / 1 Bedroom / sleeps 2

Excellent 5/5 

30 Nights min stay

Add to shortlist

Pricing unknown

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
30 DAY MINIMUM RENTAL The meadows of Key West is a lovely, quiet and historic neighborhood located just behind Old Town Key West and known for it's tranquil tree lined streets. Centrally located on the island, yet far enough away from the hustle bustle of Duval, this i  …see more

from £310 / night

£2165 - £3915 / week

View

Very Good 4/5 

18 Photos

Florida Keys / Key West

House / 4 Bedrooms / sleeps 8

Very Good 4/5 

6 Nights min stay

Add to shortlist

from £310 / night

£2165 - £3915 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic beaches and the Southernmost Point. Casually decorated in soft pine and white, wicker furnishings and sofa sleeper in living room, this four bedroom, three and a half bath  …see more

from £277 / night

£1935 - £3500 / week

View

Very Good 4.5/5 

18 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 6

Very Good 4.5/5 

6 Nights min stay

Add to shortlist

from £277 / night

£1935 - £3500 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Mediterranean. It features three bedrooms and three baths. The open living/kitchen area is decorated with rich tones with tropical accents and soft fabrics. The dining room is  …see more

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