Villas in Florida Keys and holiday rentals – Holiday Lettings - Holiday Rentals Florida Keys

Close

View larger map

Also consider

North America Holidays
177230 properties
United States Holidays
127634 properties
Florida Holidays
35956 properties
Villas Key West
184 properties
Villas Key Largo
178 properties
Holiday rentals Islamorada
92 properties
Estates Marathon
75 properties
Big Pine Key
30 properties
Lower Keys
19 properties
Cudjoe Key
19 properties
Little Torch Key
14 properties
Key Colony Beach
14 properties
Ramrod Key
12 properties
Long Key
7 properties
Cottages Sugarloaf
5 properties

Florida Keys

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

655 Holiday homes

Travellers going to Florida Keys are booking December dates now. Secure your holiday home today and have the perfect trip.

(36) Excellent 

39

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

 …see more

from £258 / night

£1667 - £3016 / week

Book View

from £258 / night

(3) Excellent 

21

USA East Coast holiday houseboat rental

Florida Keys / Key West

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Ocean view yacht with beautiful sunsets and sunrises. Underwater windows in the forward cabins makes this yacht unbelievable. Located in the finest most elegant first class member only marinas. Guests have access to private pool, tiki bar, fine dining restaurant and fre  …see more

from £322 / night

£1985 - £3870 / week

Book View

from £322 / night

(32) Very Good 

14

Florida Keys / Key West

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

 …see more

from £262 / night

£1828 / week

Book View

from £262 / night

(27) Very Good 

17

Florida Keys / Key West

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

 …see more

from £206 / night

£1439 / week

Book View

from £206 / night

(9) Excellent 

17

Florida Keys / Big Pine Key

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

 …see more

from £159 / night

£1112 - £1270 / week

Book View

from £159 / night

(4) Excellent 

9

Florida Keys / Key Largo

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £159 / night

£1032 - £1282 / week

Book View

from £159 / night

(5) Excellent 

11

Florida Keys / Marathon

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £227 / night

£1425 - £2650 / week

Book View

from £227 / night

(2) Excellent 

40

Holiday apartment in USA East Coast

Florida Keys / Islamorada

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
lettings of a month (or thereabouts) or more available and if you require 2 or 3 weeks then an offer may be made for a months stay. An additional fee is payable if pets stay with you.  …see more

from £158 / night

£1100 / week

Book View

from £158 / night

(15) Excellent 

17

Key Largo / Tavernier

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £159 / night

£953 - £1112 / week

Book View

from £159 / night

80

USA East Coast holiday home rental

Florida Keys / Key Largo

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Our Key Largo Holiday Vacation Rental home is fully air conditioned and all on one level with Tiled floors for hygiene throughout. We have a Queen size bed in the master bedroom, 2 x full size doubles in the second bedroom. All beds have quality posture-pedic mattresses  …see more

from £86 / night

£700 - £1150 / week

Book View

from £86 / night

(2) Excellent 

12

Florida Keys / Duck Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £158 / night

£1639 / week

Book View

from £158 / night

(1) Excellent 

15

Florida Keys / Little Torch Key

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

 …see more

from £324 / night

£2262 - £2381 / week

Enquire View

from £324 / night

(22) Excellent 

14

Florida Keys / Key West

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

 …see more

from £198 / night

£1384 / week

Book View

from £198 / night

7

Marathon / Marathon Shores

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £159 / night

£874 / week

Book View

from £159 / night

(3) Excellent 

9

Florida Keys / Islamorada

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £87 / night

£717 / week

Book View

from £87 / night

(12) Very Good 

14

Holiday condo in USA East Coast

Florida Keys / Key Largo

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Just perfect” We have had a wonderful holiday in Moon Bay. Condo was larger than we were expecting. Both bedrooms large and clean. Lovely patio to sit out on. The complex itself had everythine we could need and kids loved the fishing and snorkling  …see more

from £155 / night

£782 / week

Enquire View

from £155 / night

30

Florida Keys / Key Colony Beach

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £345 / night

£2410 / week

Book View

from £345 / night

(40) Excellent 

26

Florida Keys / Marathon

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Air conditioning

 …see more

from £100 / night

£695 / week

Book View

from £100 / night

6

Marathon / Marathon Shores

1 4 14 nights min

  • 1 bedroom
  • Sleeps 4
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £155 / night

£1084 / week

Book View

from £155 / night

16

Florida Keys / Key Colony Beach

2 6 14 nights min

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £159 / night

£1112 / week

Book View

from £159 / night

(7) Excellent 

55

Key Largo / Tavernier

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

 …see more

from £159 / night

£1112 / week

Book View

from £159 / night

25

Florida Keys / Cudjoe Key

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 23 km
  • Swimming pool

 …see more

from £112 / night

£707 - £874 / week

Book View

from £112 / night

(6) Excellent 

19

Florida Keys / Islamorada

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Ask owner if suitable for children
  • Pet friendly

 …see more

from £118 / night

£826 - £1032 / week

Enquire View

from £118 / night

27

Florida Keys / Key Colony Beach

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly

 …see more

from £154 / night

£1072 - £1866 / week

Book View

from £154 / night

22

Florida Keys / Key Colony Beach

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £120 / night

£834 - £1112 / week

Book View

from £120 / night

(1) Average 

24

Florida Keys / Key Largo

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £199 / night

£1667 / week

Book View

from £199 / night

(10) Excellent 

13

Florida Keys / Big Pine Key

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £111 / night

£774 / week

Book View

from £111 / night

21

Key Largo / Tavernier

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £139 / night

£874 - £1032 / week

Book View

from £139 / night

18

Marathon / Marathon Shores

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Air conditioning
  • Ask about pets

 …see more

from £389 / night

£2723 - £4917 / week

Book View

from £389 / night

(1) Excellent 

15

Florida Keys / Key Largo

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £80 / night

£953 - £1191 / week

Book View

from £80 / night

(1) Excellent 

6

Key Largo / Tavernier

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £199 / night

£1350 / week

Book View

from £199 / night

(2) Excellent 

20

Florida Keys / Conch Key

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 24 km
  • Child friendly

 …see more

from £131 / night

£754 / week

Book View

from £131 / night

(2) Very Good 

14

Florida Keys / Marathon

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £120 / night

£754 - £1032 / week

Book View

from £120 / night

(4) Very Good 

10

Florida Keys / Key Largo

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £261 / night

£1826 - £2302 / week

Book View

from £261 / night

(1) Excellent 

22

Florida Keys / Big Pine Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly

 …see more

from £199 / night

£1191 - £1588 / week

Book View

from £199 / night

(8) Excellent 

15

Florida Keys / Marathon

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £191 / night

£1270 - £1588 / week

Book View

from £191 / night

(2) Excellent 

4

Florida Keys / Marathon

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

 …see more

from £290 / night

£1825 - £2906 / week

Book View

from £290 / night

(10) Very Good 

19

Florida Keys / Marathon

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £64 / night

£635 / week

Book View

from £64 / night

(14) Very Good 

18

Florida Keys / Marathon

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Child friendly

 …see more

from £119 / night

£828 / week

Book View

from £119 / night

5

Florida Keys / Marathon

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask about pets

 …see more

from £179 / night

£1125 - £1650 / week

Book View

from £179 / night

Top Destination reviews

Captain Rons Tropical Vacation Hideaway
THE place to stay in the keys if you like peace and quiet!

Captain Rons Tropical Vacation Hideaway is only 30 miles to Key West, but worlds away from the crowds. The home is very clean and comfortable. Captain Ron made the whole process simple and painless. I would without hesitation stay here again and rec … see more
Tropical Island Getaway-Keys
We've stayed here 4 times so far and have booked again for Spring 2017.

Great location, less than an hour away from Miami Airport. Shops and restaurants within walking distance and plenty more choice if you fancy travelling a little further. Great days out on the Keys or Everglades NP. The condo isn't fancy but it's clea … see more
THIS IS IT! Magnificent Oceanfront Paradise!
A great view

Great flat. The photos of the balcony do not do it justice. Ideal situation for seeing the Keys. The apartment was comfortable and well equipped. … see more