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

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 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
9.0 out of 10, Wonderful, (6 reviews)
"Lovely clean, quiet, perfect location for exploring the upper keys! An fantastic value!"
United States
Mitchel R.
The price is HK$1,200
HK$3,276 total
includes taxes & fees
2 Nov - 3 Nov
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$1,255
HK$3,385 total
includes taxes & fees
17 Nov - 18 Nov
Charming Home in Key Largo
A table with a glass of beverage, a mug, and a plate with food, overlooking a pool with boats and palm trees under a sunset sky.

3. 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.
4. Cozy Key Largo Waterfront Studio | Dive
Beach

4. 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$1,961
HK$4,458 total
includes taxes & fees
30 Oct - 31 Oct
Key Largo Villa, Kawama P6, 3/3
A beach setting with white chairs arranged around a fire pit, a thatched-roof structure, and a view of the ocean.

5. Key Largo Kawama Villa L1, 3/3

Key Largo Kawama Villa L1, 3/3
Key Largo
9.4 out of 10, Exceptional, (231 reviews)
"This vila was perfect for our stay! It was centrally located, clean, well stocked kitchen."
United States
Debra J.
The price is HK$2,059
HK$4,443 total
includes taxes & fees
30 Oct - 31 Oct
Key Largo Kawama Villa L1, 3/3
A beach setting with white chairs arranged around a fire pit, overlooking the ocean.

6. 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$1,993
HK$4,501 total
includes taxes & fees
30 Oct - 31 Oct
Key Largo Villa, Kawama K5, 3/3
A modern kitchen with a large island, stainless steel appliances, and pendant lighting.

7. Oceanside Retreat w/Rooftop, Pool & Kayaks

Oceanside Retreat w/Rooftop, Pool & Kayaks
Key Largo
The price is HK$3,707
HK$7,446 total
includes taxes & fees
12 Nov - 13 Nov
Oceanside Retreat w/Rooftop, Pool & Kayaks
A table with a glass of beverage, a mug, and a plate with food, overlooking a pool with boats and palm trees under a sunset sky.

8. 1. Key Largo Waterfront Studio | Canal & Ocean

1. Key Largo Waterfront Studio | Canal & Ocean
Key Largo
9.4 out of 10, Exceptional, (13 reviews)
"Stayed here multiple times and will continue to stay here."
United States
Monica G.
The price is HK$1,958
HK$3,630 total
includes taxes & fees
6 Nov - 7 Nov
1. Key Largo Waterfront Studio | Canal & Ocean
An aerial view of a coastal resort with modern buildings, a central pool area, and clear turquoise waters.

9. 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$8,117
HK$13,064 total
includes taxes & fees
28 Nov - 29 Nov
Stylish Oceanview Kayak Getaway w/ Pool & Hot Tub!
BBQ charcoal grills and tikies by the ocean

10. 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$2,422
HK$4,943 total
includes taxes & fees
15 Nov - 16 Nov
Oceanside Kawama Villa R5
An aerial view of a resort with multiple buildings, a central pool area, and a beach.

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, (63 reviews)
"Great house and even better location!"
United States
Sofia C.
The price is HK$2,160
HK$4,770 total
includes taxes & fees
2 Nov - 3 Nov
NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
A modern kitchen with a large island, wooden ceiling, and a view of the pool.

12. Sunrise Escape - Ocean Front Villa - Sleeps 10

Sunrise Escape - Ocean Front Villa - Sleeps 10
Key Largo
9.8 out of 10, Exceptional, (76 reviews)
"Great unit and wonderful host. We will be back!"
United States
Lauren S.
The price is HK$1,950
HK$5,887 total
includes taxes & fees
30 Oct - 31 Oct
Sunrise Escape - Ocean Front Villa - Sleeps 10
A modern indoor space with a pool, white wicker furniture, and a white crib.

13. El Encanto: private saltwater pool & tiki lounge

El Encanto: private saltwater pool & tiki lounge
Key Largo
El Encanto: private saltwater pool & tiki lounge
A natural rock formation with a water feature, including a waterfall and a viewing platform.

14. Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more

Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more
Rock Harbor
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful property Great location Gorgeous pool and great facilities available Perfect stay"
United Kingdom
Jennifer
The price is HK$2,770
HK$7,347 total
includes taxes & fees
1 Nov - 2 Nov
Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more
A sunlit room with large windows, a wicker chair, a small table, and a view of a tree and water.

15. 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$1,994
HK$3,879 total
includes taxes & fees
2 Nov - 3 Nov
New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools
A resort with a large pool, palm trees, and a view of the sea.

16. Mariner's Club 606 • Spacious 4/4 • Pools, Marina & Pickleball

Mariner's Club 606 • Spacious 4/4 • Pools, Marina & Pickleball
Rock Harbor
10.0 out of 10, Exceptional, (159 reviews)
"Host was very good with providing information. Nice place stay."
United States
Thomas M.
Mariner's Club 606 • Spacious 4/4 • Pools, Marina & Pickleball
A balcony with a view of the ocean, furnished with a table and chairs, and palm trees.

17. Private Beach / Private overwater dock / Heated Pool / Mahi Key

Private Beach / Private overwater dock / Heated Pool / Mahi Key
Matecumbe
10.0 out of 10, Exceptional, (4 reviews)
"Our stay here was very nice. Everything was clean and comfortable. The pool was enjoyable the one time we used it. Sitting on the deck gazing out to sea was exactly what I needed. Spotting a crocodile swim by was exciting!"
United States
Anonymous traveller
The price is HK$13,010
HK$22,431 total
includes taxes & fees
20 Nov - 21 Nov
Private Beach / Private overwater dock / Heated Pool / Mahi Key
A modern kitchen with white cabinetry, a granite countertop, and a ceiling fan.

18. 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$1,961
HK$4,106 total
includes taxes & fees
1 Nov - 2 Nov
Keys Cottage with Beach and Dockage! Bayfront Property!
A beach setting with a thatched umbrella, a small round table, and two chairs.

19. 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.
The price is HK$2,059
HK$4,443 total
includes taxes & fees
30 Oct - 31 Oct
Kawama L4 - Upscale Oceanside Villa with Marina
A covered walkway with a brick floor, a red umbrella, a white chair, and a fountain.

20. 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$6,888
HK$7,594 total
includes taxes & fees
29 Nov - 30 Nov
The Coral House - Bayside Retreat for 6-8 guests
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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"We loved the pools and hot tub. Tiki bar was a huge plus."
Jane 2-night trip
Posted 1 hour ago
Chesapeake Beach Resort

Find out more about Islamorada

Islamorada Vacation Homes information

Number of reviews
1,256
Accommodation
578 Vacation Homes
Lowest Price
HK$3,276
Highest Price
HK$22,431

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