Holiday rentals in Islamorada and Villas - Holiday Lettings - Holiday Rentals Islamorada

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408 Holiday homes

(4) Very Good 

41

Holiday accommodation in Islamorada with great reviews | wi-fi, bbq | fishing

Florida Keys / Islamorada

3 6 14 nights min

  • 3 bedrooms
  • sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £150 / night

£1,048 - £1,578 / week

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from £150 / night

20

Stay at this apartment in Islamorada with satellite tv, balcony / terrace & patio from £189/night

Florida Keys / Islamorada

2 4 7 nights min

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

from £190 / night

£1,173 / week

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from £190 / night

(4) Excellent 

19

Self-catering condo in Islamorada with swimming pool & children's pool - Great for fishing

Florida Keys / Islamorada

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £98 / night

£681 - £776 / week

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from £98 / night

(4) Excellent 

29

Holiday home rental

Florida Keys / Islamorada

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Child friendly

from £597 / night

£3,950 - £4,710 / week

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from £597 / night

(1) Excellent 

13

Top rated holiday house in Islamorada | pet friendly | Sleeps 6 | child friendly

Florida Keys / Islamorada

2 6 28 nights min

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

from £190 / night

£1,324 / week

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from £190 / night

(2) Excellent 

25

Private house with 2 bedrooms in Islamorada | satellite tv, jacuzzi / hot tub and more

Florida Keys / Islamorada

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Ask owner if suitable for children

from £62 / night

£431 / week

Enquire View

from £62 / night

(1) Excellent 

24

Affordable apartment rental in Florida Keys – 2 bedrooms from £58/night

Florida Keys / Islamorada

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask owner if suitable for children

from £58 / night

£404 / week

Enquire View

from £58 / night

(5) Very Good 

29

Islamorada - house with a very good review rating | air conditioning & patio | water sports

Florida Keys / Islamorada

2 6 30 nights min

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

from £341 / night

£2,383 / week

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from £341 / night

(3) Excellent 

9

Ideal apartment in Islamorada from £132/night | 1 bedroom, sleeps 4

Florida Keys / Islamorada

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £133 / night

£927 / week

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Responds fast!
avg. 1 hour 34 minutes

from £133 / night

40

Holiday rental in Islamorada from £130/night. Sleeps 6, 2 bedrooms

Florida Keys / Islamorada

2 6 7 nights min

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

from £130 / night

£908 - £1,059 / week

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Responds fast!
avg. 3 hours 57 minutes

from £130 / night

(6) Excellent 

20

Self-catering holiday rental in Islamorada, Florida Keys | wi-fi and satellite tv - pet friendly property

Florida Keys / Islamorada

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly

from £205 / night

£1,430 - £1,977 / week

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Responds fast!
avg. 1 hour 7 minutes

from £205 / night

(2) Excellent 

25

Apartment in Islamorada with bbq - from £111/night

Florida Keys / Islamorada

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask owner if suitable for children

from £111 / night

£777 / week

Enquire View

from £111 / night

31

Child friendly rental - 4 bedrooms in Islamorada, Florida Keys with city breaks

Florida Keys / Islamorada

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Child friendly
  • Pet friendly

from £433 / night

£3,026 - £4,539 / week

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Responds fast!
avg. 1 hour 54 minutes

from £433 / night

25

3 bedroom accommodation in Islamorada

Florida Keys / Islamorada

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ask owner if suitable for children
  • Pet friendly

from £132 / night

£920 / week

Enquire View

from £132 / night

(5) Excellent 

14

Holiday condo with 2 bedrooms and air conditioning in Islamorada

Florida Keys / Islamorada

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £103 / night

£681 - £908 / week

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from £103 / night

(1) Excellent 

21

Apartment with 2 bedrooms in Islamorada, Florida Keys | jacuzzi / hot tub, balcony / terrace & bbq

Florida Keys / Islamorada

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask owner if suitable for children

from £81 / night

£564 / week

Enquire View

from £81 / night

11

Villa with bbq, garden, swimming pool & more in Islamorada

Florida Keys / Islamorada

2 6 7 nights min

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

from £190 / night

£1,324 / week

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Responds fast!
avg. 2 hours 24 minutes

from £190 / night

(1) Excellent 

25

Grab a bargain holiday rental in Islamorada | Holiday apartment from £50/night | Sleeps 4

Florida Keys / Islamorada

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask owner if suitable for children

from £51 / night

£351 / week

Enquire View

from £51 / night

(2) Excellent 

24

Comfortable house in Florida Keys. Sleeps 10 in Islamorada

Florida Keys / Islamorada

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Pet friendly

from £176 / night

£1,229 / week

Enquire View

from £176 / night

(3) Very Good 

29

Holiday rental in Islamorada with wi-fi, swimming pool, swimming pool

Florida Keys / Islamorada

3 8 28 nights min

  • 3 bedrooms
  • sleeps 8
  • 28 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £85 / night

£798 / week

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from £85 / night

26

House in Islamorada with bbq from £346/night - Perfect for beach or lakeside relaxation, fishing & water sports

Florida Keys / Islamorada

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £346 / night

£2,421 / week

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from £346 / night

(16) Very Good 

18

House in Islamorada from £174/night | 2 bedrooms, sleeps 4

Florida Keys / Islamorada

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly

from £174 / night

£1,216 - £1,671 / week

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from £174 / night

(1) Excellent 

25

Villa rental in Islamorada with air conditioning, swimming pool, walking holidays from £211/night

Florida Keys / Islamorada

2 6 7 nights min

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

from £211 / night

£1,510 / week

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Responds fast!
avg. 20 minutes

from £211 / night

(31) Excellent 

28

Amazing house in Islamorada from £170/night | private fishing lake / river, balcony / terrace & patio

Florida Keys / Islamorada

1 2 30 nights min

  • 1 bedroom
  • sleeps 2
  • 30 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Air conditioning

from £171 / night

£1,192 / week

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Responds fast!
avg. 2 hours 42 minutes

from £171 / night

(3) Very Good 

14

House in Islamorada with bicycles available from £133/night - Great for walking holidays

Florida Keys / Islamorada

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £134 / night

£932 / week

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from £134 / night

24

Islamorada self-catering house from £276/night. Pet friendly with garden / tennis in town

Florida Keys / Islamorada

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly

from £276 / night

£1,929 - £2,194 / week

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from £276 / night

(3) Excellent 

33

Fantastic rental in Islamorada, Florida Keys - Great for water sports and fishing | bbq

Florida Keys / Islamorada

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly

from £99 / night

£689 - £1,400 / week

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Responds fast!
avg. 3 hours 3 minutes

from £99 / night

25

Islamorada house great for beach or lakeside relaxation, air conditioning from £228/night

Florida Keys / Islamorada

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £228 / night

£1,597 / week

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Responds fast!
avg. 3 hours 19 minutes

from £228 / night

(2) Excellent 

24

Islamorada holiday villa rental

Florida Keys / Islamorada

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Ask owner if suitable for children

from £272 / night

£1,899 / week

Enquire View

from £272 / night

27

Villa rental in Islamorada

Florida Keys / Islamorada

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £1,189 / night

£8,321 / week

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Responds fast!
avg. 3 hours 53 minutes

from £1,189 / night

(1) Excellent 

25

2 bedroom apartment in Islamorada from £84/night | swimming pool & satellite tv

Florida Keys / Islamorada

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask owner if suitable for children

from £84 / night

£585 / week

Enquire View

from £84 / night

(7) Excellent 

18

Villa in Islamorada with swimming pool | cycling holidays, beach or lakeside relaxation & fishing | From £197/night

Florida Keys / Islamorada

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £197 / night

£1,362 / week

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Responds fast!
avg. 1 hour 50 minutes

from £197 / night

35

Escape to Islamorada, Florida Keys in this beautiful holiday house | Sleeps 6, 2 bedrooms

Florida Keys / Islamorada

2 6 28 nights min

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

from £76 / night

£532 / week

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from £76 / night

22

Looking for pet friendly accommodation in Islamorada? Rent this house from £84/night

Florida Keys / Islamorada

2 4 28 nights min

  • 2 bedrooms
  • sleeps 4
  • 28 nights min
  • Child friendly
  • Pet friendly

from £84 / night

£585 / week

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from £84 / night

25

Experience a home from home at this apartment in Islamorada | satellite tv & balcony / terrace

Florida Keys / Islamorada

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask owner if suitable for children

from £76 / night

£532 / week

Enquire View

from £76 / night

(5) Excellent 

20

Spacious self catering property in Islamorada | sleeps 8 | fishing, water sports, swimming pool

Florida Keys / Islamorada

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £189 / night

£1,059 - £2,648 / week

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Responds fast!
avg. 3 hours 47 minutes

from £189 / night

(3) Excellent 

25

Islamorada holiday villa rental

Florida Keys / Islamorada

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Ask owner if suitable for children
  • Pet friendly

from £272 / night

£1,899 / week

Enquire View

from £272 / night

(2) Excellent 

25

Holiday house in Islamorada, Florida Keys, from £114/night. With satellite tv, bbq and much more!

Florida Keys / Islamorada

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Pet friendly

from £114 / night

£798 / week

Enquire View

from £114 / night

57

Pet friendly house in Islamorada, Florida Keys - 5 bedrooms | wi-fi

Florida Keys / Islamorada

5 14 7 nights min

  • 5 bedrooms
  • sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £521 / night

£3,646 - £5,014 / week

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from £521 / night

15

Enjoy beach or lakeside relaxation and fishing in Islamorada at this condo from £98/night

Florida Keys / Islamorada

1 5 30 nights min

  • 1 bedroom
  • sleeps 5
  • 30 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £98 / night

£683 / week

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from £98 / night