Holiday houses for rent in Florida Keys

Close

View larger map

Price per night

Price per night

to

Bedrooms

Bathrooms

Location

  • United States
  • Florida
  • Florida Keys

Location

  • All locations
  • Big Pine Key (14)
  • Cudjoe Key (6)
  • Islamorada (29)
  • Key Colony Beach (12)
  • Key Largo (85)
  • Key West (27)
  • Little Torch Key (2)
  • Long Key (2)
  • Lower Keys (4)
  • Marathon (27)
  • Matecumbe Key (1)
  • Ramrod Key (1)

More

Less

Also consider

Villas Key Largo
156 properties
Villas Key West
86 properties
Estates Marathon
75 properties
Holiday rentals Islamorada
51 properties
Big Pine Key
16 properties
Key Colony Beach
15 properties
Cudjoe Key
7 properties
Lower Keys
5 properties
Villas Duck Key
5 properties
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

210 Holiday homes

Filters applied: House (210)

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

1 / 19

Florida / Florida Keys / Big Pine Key

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; Car advised; Air conditioning;
 …see more

from £165 / night

£1107 / week

Book Book View

from £165 / night

(9) Excellent 

1 / 17

Florida / Florida Keys / Big Pine Key

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car not necessary;
 …see more

from £153 / night

£1069 - £1375 / week

Book Book View

from £153 / night

1 / 22

Florida / Florida Keys / Key Colony Beach

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £115 / night

£802 - £1069 / week

Book Book View

from £115 / night

1 / 22

Florida / Florida Keys / Big Pine Key

2 bedroomsSleeps 66 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Great for children of all ages ;
 …see more

from £191 / night

£1146 - £1783 / week

Book Book View

from £191 / night

1 / 25

Florida / Florida Keys / Islamorada

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
 …see more

from £1527 / night

£1604 - £5726 / week

Book Book View

from £1527 / night

1 / 18

Florida / Florida Keys / Marathon / Marathon Shores

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Not suitable for children; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £375 / night

£2619 - £4730 / week

Book Book View

from £375 / night

1 / 26

Florida / Florida Keys / Little Torch Key

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Air conditioning;
 …see more

from £191 / night

£1331 - £2004 / week

Book Book View

from £191 / night

1 / 24

Florida / Florida Keys / Key Largo

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £126 / night

£878 - £2546 / week

Book Book View

from £126 / night

1 / 27

Florida / Florida Keys / Key Colony Beach

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £148 / night

£1031 - £1737 / week

Book Book View

from £148 / night

(2) Excellent 

1 / 24

Florida / Florida Keys / Key Largo

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 5 km; Great for children of all ages ;
 …see more

from £191 / night

£1146 / week

Book Book View

from £191 / night

1 / 54

Florida / Florida Keys / Cudjoe Key

3 bedroomsSleeps 614 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min stay
Key info: Great for children of all ages ; Car not necessary; Air conditioning;
 …see more

from £120 / night

£840 / week

Book Book View

from £120 / night

1 / 39

Florida / Florida Keys / Big Pine Key

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £210 / night

£1390 - £2100 / week

Book Book View

from £210 / night

1 / 9

Florida / Florida Keys / Key Colony Beach

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; Pets welcome;
 …see more

from £88 / night

£550 - £796 / week

Book Book View

from £88 / night

1 / 27

Florida / Florida Keys / Key Largo

5 bedroomsSleeps 14Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Suitable for children age 5+; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £279 / night

£1657 - £2367 / week

Book Book View

from £279 / night

(7) Excellent 

1 / 96

Florida / Florida Keys / Key Colony Beach

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
 …see more

from £152 / night

£763 - £1481 / week

Book Book View

from £152 / night

(4) Excellent 

1 / 30

Florida / Florida Keys / Key Largo

3 bedroomsSleeps 930 nights min stay

  • 3 bedrooms
  • Sleeps 9
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
 …see more

from £77 / night

£0 / week

Book Book View

from £77 / night

1 / 13

Florida / Florida Keys / Lower Keys / Summerland Key

5 bedroomsSleeps 830 nights min stay

  • 5 bedrooms
  • Sleeps 8
  • 30 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £140 / night

£0 / week

Book Book View

from £140 / night

1 / 12

Florida / Florida Keys / Key Largo

1 bedroomSleeps 37 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £66 / night

£459 / week

Book Book View

from £66 / night

1 / 15

Florida / Florida Keys / Key West

2 bedroomsSleeps 53 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £172 / night

£917 - £1298 / week

Book Book View

from £172 / night

1 / 24

Florida / Florida Keys / Marathon

2 bedroomsSleeps 7Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; Pets welcome;
 …see more

from £134 / night

£993 - £2672 / week

Book Book View

from £134 / night

(10) Very Good 

1 / 48

Florida / Florida Keys / Matecumbe Key

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
 …see more

from £382 / night

£2672 - £2806 / week

Book Book View

from £382 / night

1 / 23

Florida / Florida Keys / Key Colony Beach

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
 …see more

from £109 / night

£760 - £1222 / week

Book Book View

from £109 / night

1 / 21

Florida / Florida Keys / Key Largo / Tavernier

2 bedroomsSleeps 630 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min stay
Key info: Nearest beach 5 km; Great for children of all ages ; Air conditioning;
 …see more

from £73 / night

£0 / week

Book Book View

from £73 / night

1 / 18

Florida / Florida Keys / Big Pine Key

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; Car advised; Air conditioning;
 …see more

from £110 / night

£764 - £1146 / week

Book Book View

from £110 / night

(1) Terrible 

1 / 30

Florida / Florida Keys / Key Largo

3 bedroomsSleeps 123 nights min stay

  • 3 bedrooms
  • Sleeps 12
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £229 / night

£1756 / week

Book Book View

from £229 / night

(3) Good 

1 / 24

Florida / Florida Keys / Key Colony Beach

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £107 / night

£726 - £1031 / week

Book Book View

from £107 / night

(9) Excellent 

1 / 13

Florida / Florida Keys / Big Pine Key

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Air conditioning;
 …see more

from £107 / night

£745 / week

Book Book View

from £107 / night

1 / 26

Florida / Florida Keys / Islamorada

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £221 / night

£1545 - £1865 / week

Book Book View

from £221 / night

1 / 24

Florida / Florida Keys / Marathon

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £238 / night

£1661 - £2271 / week

Book Book View

from £238 / night

(1) Very Good 

1 / 28

Florida / Florida Keys / Cudjoe Key

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Suitable for children age 5+;
 …see more

from £111 / night

£665 - £1064 / week

Book Book View

from £111 / night

1 / 14

Florida / Florida Keys / Islamorada

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £175 / night

£1221 - £2290 / week

Book Book View

from £175 / night

1 / 12

Florida / Florida Keys / Marathon

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Air conditioning;
 …see more

from £131 / night

£917 - £1375 / week

Book Book View

from £131 / night

1 / 25

Florida / Florida Keys / Key Colony Beach

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Air conditioning;
 …see more

from £157 / night

£1077 - £1462 / week

Book Book View

from £157 / night

1 / 20

Florida / Florida Keys / Key Largo

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Suitable for children age 5+;
 …see more

from £203 / night

£1222 - £2646 / week

Book Book View

from £203 / night

(2) Excellent 

1 / 24

Florida / Florida Keys / Key Largo

2 bedroomsSleeps 630 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min stay
Key info: Suitable for children age 5+; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £172 / night

£1203 / week

Book Book View

from £172 / night

1 / 14

Florida / Florida Keys / Key West

2 bedroomsSleeps 430 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Suitable for children age 5+;
 …see more

from £90 / night

£0 / week

Book Book View

from £90 / night

(8) Excellent 

1 / 10

Florida / Florida Keys / Big Pine Key

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Air conditioning;
 …see more

from £107 / night

£745 - £1813 / week

Book Book View

from £107 / night

(1) Very Good 

1 / 29

Florida / Florida Keys / Key Largo

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 5 km; Great for children of all ages ;
 …see more

from £230 / night

£1031 - £1489 / week

Book Book View

from £230 / night

1 / 17

Florida / Florida Keys / Key Largo

3 bedroomsSleeps 430 nights min stay

  • 3 bedrooms
  • Sleeps 4
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
 …see more

from £77 / night

£0 / week

Book Book View

from £77 / night

(1) Excellent 

1 / 23

Florida / Florida Keys / Little Torch Key

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Great for children of all ages ; Pets welcome;
 …see more

from £189 / night

£1320 - £1379 / week

Book Book View

from £189 / 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

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page