Cottages in Sugarloaf and Condos - Holiday Lettings - Holiday Rentals Sugarloaf

Close

View larger map

Also consider

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

575 Holiday homes

11

Holiday home in Sugarloaf

Florida Keys / Sugarloaf

5 9 28 nights min

  • 5 bedrooms
  • sleeps 9
  • 28 nights min
  • Child friendly
  • Pet friendly

from £220 / night

£1,539 / week

Book View

from £220 / night

8

Holiday home in Sugarloaf

Florida Keys / Sugarloaf

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Pet friendly

from £110 / night

£764 / week

Enquire View

from £110 / night

19

Holiday home in Sugarloaf

Florida Keys / Sugarloaf

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

from £147 / night

£1,029 / week

Enquire View

from £147 / night

12

Holiday home in Sugarloaf

Florida Keys / Sugarloaf

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Pet friendly

from £110 / night

£765 / week

Enquire View

from £110 / night

17

Holiday home in Sugarloaf

Florida Keys / Sugarloaf

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

from £125 / night

£874 / week

Enquire View

from £125 / night

Great rentals within 20 miles that match your search

Distance approx 12.57 miles from Sugarloaf

13

Holiday yacht in Key West

Florida Keys / Key West

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning

from £1,477 / night

£8,707 - £10,883 / week

Book View

from £1,477 / night

Distance approx 16.77 miles from Sugarloaf

(34) Excellent 

Certificate of Excellence

17

Holiday apartment in Key West

Florida Keys / Key West

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Car not necessary
  • Air conditioning

Certificate of Excellence

from £217 / night

£1,519 / week

Book View

from £217 / night

Distance approx 6.42 miles from Sugarloaf

38

Holiday home in Key West

Florida Keys / Key West

3 8 21 nights min

  • 3 bedrooms
  • sleeps 8
  • 21 nights min
  • Child friendly
  • Ask about pets

from £227 / night

£1,594 / week

Book View

Responds fast!
avg. 3 hours 27 minutes

from £227 / night

Distance approx 16.74 miles from Sugarloaf

(11) Excellent 

14

Apartment rental in Key West

Florida Keys / Key West

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Air conditioning

from £233 / night

£1,627 / week

Book View

from £233 / night

Distance approx 10.46 miles from Sugarloaf

16

Big Pine Key holiday home rental

Florida Keys / Big Pine Key

1 4 30 nights min

  • 1 bedroom
  • sleeps 4
  • 30 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £111 / night

£773 / week

Book View

Responds fast!
avg. 3 hours 2 minutes

from £111 / night

Distance approx 4.85 miles from Sugarloaf

62

Home rental in Cudjoe Key

Florida Keys / Cudjoe Key

2 6 28 nights min

  • 2 bedrooms
  • sleeps 6
  • 28 nights min
  • Child friendly
  • Air conditioning

from £126 / night

£876 / week

Book View

from £126 / night

Distance approx 16.81 miles from Sugarloaf

19

Key West holiday condo rental

Florida Keys / Key West

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly

from £239 / night

£1,671 / week

Book View

Responds fast!
avg. 3 hours 36 minutes

from £239 / night

Distance approx 10.45 miles from Sugarloaf

(1) Excellent 

15

Little Torch Key holiday home rental

Lower 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

from £347 / night

£2,426 - £3,081 / week

Enquire View

from £347 / night

Distance approx 16.38 miles from Sugarloaf

6

Holiday apartment in Key West

Florida Keys / Key West

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £176 / night

£1,233 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from £176 / night

Distance approx 4.09 miles from Sugarloaf Show on Map

13

Holiday home in Cudjoe Key

Florida Keys / Cudjoe Key

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £193 / night

£1,156 - £1,922 / week

Book View

Responds fast!
avg. 2 hours 23 minutes

from £193 / night

Distance approx 15.02 miles from Sugarloaf

29

Key West holiday home rental

Florida Keys / Key West

3 6 28 nights min

  • 3 bedrooms
  • sleeps 6
  • 28 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £193 / night

£1,348 / week

Book View

from £193 / night

Distance approx 16.97 miles from Sugarloaf

(5) Excellent 

36

Holiday apartment in Key West

Florida Keys / Key West

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £167 / night

£1,166 - £1,742 / week

Book View

from £167 / night

Distance approx 17.03 miles from Sugarloaf

(4) Excellent 

24

Holiday townhouse in Key West

Florida Keys / Key West

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £389 / night

£1,711 - £2,255 / week

Book View

from £389 / night

Distance approx 16.91 miles from Sugarloaf

(1) Excellent 

6

Holiday apartment rental

Florida Keys / Key West

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £178 / night

£1,244 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from £178 / night

Distance approx 13.1 miles from Sugarloaf

(2) Average 

19

Holiday home in Big Pine Key

Florida Keys / Big Pine Key

2 6 28 nights min

  • 2 bedrooms
  • sleeps 6
  • 28 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly

from £195 / night

£1,166 / week

Book View

from £195 / night

Distance approx 5.21 miles from Sugarloaf

14

Cudjoe Key holiday home accommodation

Florida Keys / Cudjoe Key

2 6 28 nights min

  • 2 bedrooms
  • sleeps 6
  • 28 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £132 / night

£922 / week

Book View

from £132 / night

Distance approx 16.14 miles from Sugarloaf

(8) Excellent 

Certificate of Excellence

23

Key West holiday home rental

Florida Keys / Key West

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

Certificate of Excellence

from £400 / night

£2,798 - £3,420 / week

Book View

from £400 / night

Distance approx 17.04 miles from Sugarloaf

6

Key West holiday condo rental

Florida Keys / Key West

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £622 / night

£4,354 / week

Book View

from £622 / night

Distance approx 12.11 miles from Sugarloaf

14

Key West holiday yacht rental

Florida Keys / Key West

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 8 km
  • Swimming pool
  • Child friendly

from £739 / night

£5,170 / week

Book View

from £739 / night

Distance approx 16.4 miles from Sugarloaf

25

Home rental in Key West

Florida Keys / Key West

4 8 30 nights min

  • 4 bedrooms
  • sleeps 8
  • 30 nights min
  • Child friendly

from £193 / night

£1,348 / week

Book View

from £193 / night

Distance approx 11.35 miles from Sugarloaf

10

Holiday home in Little Torch Key

Lower Keys / Little Torch Key

2 4 30 nights min

  • 2 bedrooms
  • sleeps 4
  • 30 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

from £52 / night

£360 / week

Enquire View

from £52 / night

Distance approx 16.18 miles from Sugarloaf

6

Holiday home in Key West

Florida Keys / Key West

5 10 30 nights min

  • 5 bedrooms
  • sleeps 10
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £272 / night

£1,905 / week

Book View

from £272 / night

Distance approx 9.13 miles from Sugarloaf

17

Holiday home in Ramrod Key

Florida Keys / Ramrod Key

2 6 30 nights min

  • 2 bedrooms
  • sleeps 6
  • 30 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £88 / night

£611 / week

Book View

from £88 / night

Distance approx 3.48 miles from Sugarloaf Show on Map

12

Holiday home in Cudjoe Key

Florida Keys / Cudjoe Key

3 8 30 nights min

  • 3 bedrooms
  • sleeps 8
  • 30 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

from £94 / night

£653 / week

Enquire View

from £94 / night

Distance approx 10.4 miles from Sugarloaf

12

Holiday home in Little Torch Key

Lower Keys / Little Torch Key

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Pet friendly

from £109 / night

£762 / week

Enquire View

from £109 / night

Distance approx 11.39 miles from Sugarloaf

16

Little Torch Key holiday home rental

Lower Keys / Little Torch Key

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Pet friendly

from £94 / night

£653 / week

Enquire View

from £94 / night

Distance approx 12.76 miles from Sugarloaf

28

Holiday home in Big Pine Key

Florida Keys / Big Pine Key

4 12 30 nights min

  • 4 bedrooms
  • sleeps 12
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £195 / night

£1,361 / week

Book View

from £195 / night

Distance approx 3.52 miles from Sugarloaf Show on Map

18

Holiday home in Cudjoe Key

Florida Keys / Cudjoe Key

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

from £140 / night

£980 / week

Enquire View

from £140 / night

Distance approx 6.76 miles from Sugarloaf

18

Holiday home in Summerland Key

Lower Keys / Summerland Key

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Pet friendly

from £130 / night

£906 / week

Enquire View

from £130 / night

Distance approx 11.39 miles from Sugarloaf

16

Home rental in Little Torch Key

Lower Keys / Little Torch Key

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Pet friendly

from £108 / night

£755 / week

Enquire View

from £108 / night

Distance approx 9.08 miles from Sugarloaf

(1)  

10

Ramrod Key holiday home let

Florida Keys / Ramrod Key

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Pet friendly

from £76 / night

£526 / week

Enquire View

from £76 / night

Distance approx 11.54 miles from Sugarloaf

16

Holiday home in Big Pine Key

Florida Keys / Big Pine Key

2 4 30 nights min

  • 2 bedrooms
  • sleeps 4
  • 30 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

from £83 / night

£581 / week

Book View

from £83 / night

Distance approx 15.33 miles from Sugarloaf

(1) Excellent 

24

Holiday condo in Key West

Florida Keys / Key West

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £156 / night

£1,089 - £1,633 / week

Book View

from £156 / night

Distance approx 16.07 miles from Sugarloaf

5

Holiday home letting

Florida Keys / Key West

3 5 6 nights min

  • 3 bedrooms
  • sleeps 5
  • 6 nights min
  • Child friendly

from £389 / night

£2,721 / week

Book View

from £389 / night

Distance approx 13.28 miles from Sugarloaf

(12) Excellent 

23

Holiday home in Big Pine Key

Florida Keys / Big Pine Key

2 4 30 nights min

  • 2 bedrooms
  • sleeps 4
  • 30 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £108 / night

£755 / week

Book View

from £108 / night