A beach with white lounge chairs, a covered pavilion, and palm trees.

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Islamorada holiday homes

A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

1. Little Peace of Haven

Little Peace of Haven
Key Largo
10.0 out of 10, Exceptional, (5 reviews)
"Lovely clean, quiet, perfect location for exploring the upper keys! An fantastic value!"
United States
Mitchel R.
The price is HK$1,201
HK$3,317 total
includes taxes & fees
28 Oct - 29 Oct
Little Peace of Haven
A modern living room with a flat-screen TV, a black leather sofa, and a white ottoman.

2. Charming Home in Key Largo

Charming Home in Key Largo
Key Largo
10.0 out of 10, Exceptional, (41 reviews)
"Awesome house, convenient to everything we needed. Super clean and everything was pretty modern. I would definitely stay again and would definitely recommend this property"
United States
JOHN P.
The price is HK$855
HK$2,880 total
includes taxes & fees
26 Oct - 27 Oct
Charming Home in Key Largo
A bedroom with a large bed, a ceiling fan, a wall-mounted TV, and a window with a view of greenery.

3. Waterfront / Ocean Access Canal / Kamp Key / Homes

Waterfront / Ocean Access Canal / Kamp Key / Homes
Matecumbe
8.8 out of 10, Excellent, (5 reviews)
"Excellent house. Very clean. We had a little trouble with the check in code and we were immediately contacted and the code was changed and we were in within minutes. The maintenance guy stopped by to make sure we got in and everything was good. EXCELLENT Customer Service!!!!!House was very well stocked with pots and pans and misc things needed for a week stay! Right on a nice little canal with plenty of room for our boat."
United States
Mike H.
The price is HK$2,805
HK$7,101 total
includes taxes & fees
26 Oct - 27 Oct
Waterfront / Ocean Access Canal / Kamp Key / Homes
A coastal residential area with modern buildings, a marina, and a clear view of the ocean.

4. 4. Cozy Key Largo Waterfront Studio | Dive

4. Cozy Key Largo Waterfront Studio | Dive
Key Largo
9.8 out of 10, Exceptional, (13 reviews)
"We loved our stay at the waterfront cabanas! The location is 10/10 with an awesome waterfront bar/restaurant and coffee truck within walking distance. We truly felt like keys locals staying here - highly recommend! "
United States
Brittany M.
The price is HK$1,586
HK$3,101 total
includes taxes & fees
9 Nov - 10 Nov
4. Cozy Key Largo Waterfront Studio | Dive
A beach with a wooden structure and a signpost indicating directions to various locations.

5. FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Key Largo
9.4 out of 10, Exceptional, (67 reviews)
"The pool was clean and enjoying "
United States
Aaron G.
The price is HK$2,050
HK$5,024 total
includes taxes & fees
25 Oct - 26 Oct
FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
A modern kitchen with a large island, stainless steel appliances, and pendant lighting.

6. Oceanside Retreat w/Rooftop, Pool & Kayaks

Oceanside Retreat w/Rooftop, Pool & Kayaks
Key Largo
The price is HK$2,755
HK$6,329 total
includes taxes & fees
26 Oct - 27 Oct
Oceanside Retreat w/Rooftop, Pool & Kayaks
A modern kitchen with a large island, stainless steel appliances, and a view of the water.

7. New Oceanside Paradise with Pool and Waterfront Views!

New Oceanside Paradise with Pool and Waterfront Views!
Key Largo
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great "
United States
Ravone L.
The price is HK$3,848
HK$7,747 total
includes taxes & fees
26 Oct - 27 Oct
New Oceanside Paradise with Pool and Waterfront Views!
A beach setting with a thatched umbrella, a small round table, and two chairs.

8. Kawama L4 - Upscale Oceanside Villa with Marina

Kawama L4 - Upscale Oceanside Villa with Marina
Key Largo
9.6 out of 10, Exceptional, (155 reviews)
"Very well appointed!! Nicely decorated and very clean."
United States
Teresa K.
Kawama L4 - Upscale Oceanside Villa with Marina
A sunlit room with large windows, a wicker chair, a small table, and a view of a tree and water.

9. New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools

New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools
Key Largo
9.2 out of 10, Wonderful, (24 reviews)
"The lagoon was beautiful and fun."
United States
Teresa H.
The price is HK$1,995
HK$3,880 total
includes taxes & fees
25 Oct - 26 Oct
New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools
A beach setting with white chairs arranged around a fire pit, overlooking the ocean.

10. Key Largo Villa, Kawama K5, 3/3

Key Largo Villa, Kawama K5, 3/3
Key Largo
10.0 out of 10, Exceptional, (68 reviews)
"Lovely location and nice kitchen."
United States
Susan S.
The price is HK$2,339
HK$4,977 total
includes taxes & fees
22 Oct - 23 Oct
Key Largo Villa, Kawama K5, 3/3
A beach with white Adirondack chairs, a clear pool, and a building with blue and white exterior walls.

11. NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.

NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
Key Largo
10.0 out of 10, Exceptional, (62 reviews)
"Great house and even better location!"
United States
Sofia C.
The price is HK$2,140
HK$4,748 total
includes taxes & fees
2 Nov - 3 Nov
NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
A modern indoor space with a pool, white wicker furniture, and a white crib.

12. El Encanto: private saltwater pool & tiki lounge

El Encanto: private saltwater pool & tiki lounge
Key Largo
The price is HK$2,825
HK$5,786 total
includes taxes & fees
22 Oct - 23 Oct
El Encanto: private saltwater pool & tiki lounge
BBQ charcoal grills and tikies by the ocean

13. Oceanside Kawama Villa R5

Oceanside Kawama Villa R5
Key Largo
9.2 out of 10, Wonderful, (184 reviews)
"Great place to stay"
United States
Eric B.
The price is HK$2,390
HK$4,530 total
includes taxes & fees
15 Nov - 16 Nov
Oceanside Kawama Villa R5
Beach

14. Kawama G12 Upscale OceansideVilla with Marina 2/2

Kawama G12 Upscale OceansideVilla with Marina 2/2
Key Largo
10.0 out of 10, Exceptional, (10 reviews)
"We had a wonderful stay, well stocked! Our host was not easy to get a hold of, but we would definitely stay again! "
United States
Brooke B.
The price is HK$1,854
HK$4,012 total
includes taxes & fees
22 Oct - 23 Oct
Kawama G12 Upscale OceansideVilla with Marina 2/2
A modern kitchen with a large island, wooden ceiling, and a view of the pool.

15. Sunrise Escape - Ocean Front Villa - Sleeps 10

Sunrise Escape - Ocean Front Villa - Sleeps 10
Key Largo
9.8 out of 10, Exceptional, (74 reviews)
"Great unit and wonderful host. We will be back!"
United States
Lauren S.
The price is HK$2,168
HK$6,165 total
includes taxes & fees
16 Nov - 17 Nov
Sunrise Escape - Ocean Front Villa - Sleeps 10
A covered walkway with a brick floor, a red umbrella, a white chair, and a fountain.

16. The Coral House - Bayside Retreat for 6-8 guests

The Coral House - Bayside Retreat for 6-8 guests
Key Largo
7.0 out of 10, Good, (9 reviews)
"Great location with private beach loved it "
United States
Bobby A.
The price is HK$7,848
HK$8,962 total
includes taxes & fees
22 Oct - 23 Oct
The Coral House - Bayside Retreat for 6-8 guests
A modern kitchen with white cabinetry, a granite countertop, and a ceiling fan.

17. Keys Cottage with Beach and Dockage! Bayfront Property!

Keys Cottage with Beach and Dockage! Bayfront Property!
Key Largo
9.4 out of 10, Exceptional, (36 reviews)
"We had such a wonderful time here! The house was perfect and the grounds were beautiful! We will definitely come again! "
United States
Julia W.
The price is HK$3,335
HK$5,629 total
includes taxes & fees
15 Nov - 16 Nov
Keys Cottage with Beach and Dockage! Bayfront Property!
A resort with a large, curved swimming pool surrounded by palm trees and lounge chairs.

18. Marina Villa 212 3/3 Pools, Marina and Ocean views

Marina Villa 212 3/3 Pools, Marina and Ocean views
Rock Harbor
9.8 out of 10, Exceptional, (152 reviews)
"Very spacious, clean, and well located accommodation, communicative host, nicely decorated!"
United States
Henah P.
The price is HK$3,914
HK$7,111 total
includes taxes & fees
22 Oct - 23 Oct
Marina Villa 212 3/3 Pools, Marina and Ocean views
An aerial view of a coastal resort with modern buildings, a central pool area, and clear turquoise waters.

19. Stylish Oceanview Kayak Getaway w/ Pool & Hot Tub!

Stylish Oceanview Kayak Getaway w/ Pool & Hot Tub!
Key Largo
7.0 out of 10, Good, (2 reviews)
"Fantastic property that was even better than advertised. I would definitely stay here again."
United States
John D.
The price is HK$3,655
HK$7,497 total
includes taxes & fees
26 Oct - 27 Oct
Stylish Oceanview Kayak Getaway w/ Pool & Hot Tub!
Beach

20. Key Largo Villa, Kawama P6, 3/3

Key Largo Villa, Kawama P6, 3/3
Key Largo
9.8 out of 10, Exceptional, (151 reviews)
"Beautiful, clean home. Loved the property and the inlet with all the fish was amazing. Would stay again."
United States
Sandra C.
The price is HK$1,962
HK$4,499 total
includes taxes & fees
22 Oct - 23 Oct
Key Largo Villa, Kawama P6, 3/3
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Islamorada Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"We had a great time. The facilities were great. My wife particularly enjoyed the spa and I had a great time playing their nine hole gold course. The food was delicious and the entire staff was extremely helpful. My only reservation was limited connection to the wifi in my room."
Daniel 4-night trip
Posted 2 hours ago
Cheeca Lodge & Spa

Find out more about Islamorada

Islamorada Vacation Homes information

Number of reviews
1,060
Accommodation
578 Vacation Homes
Lowest Price
HK$2,880
Highest Price
HK$8,962

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