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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

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$1,177
HK$3,132 total
includes taxes & fees
1 Dec - 2 Dec
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)
"Very clean and nice location."
United States
Melinda V.
The price is HK$861
HK$2,754 total
includes taxes & fees
15 Nov - 16 Nov
Charming Home in Key Largo
A pool with clear blue water, surrounded by palm trees and lush greenery.

3. Key Lime Cottage in Islamorada

Key Lime Cottage in Islamorada
Matecumbe
10.0 out of 10, Exceptional, (49 reviews)
"Cute little cottage perfect for a weekend getaway. Enjoyed pool area, convenient location on our road trip down the Keys!"
United States
Karen L.
The price is HK$1,844
HK$3,379 total
includes taxes & fees
16 Nov - 17 Nov
Key Lime Cottage in Islamorada
Beach

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

Key Largo Villa, Kawama P6, 3/3
Key Largo
9.8 out of 10, Exceptional, (152 reviews)
"The property was very nice, we recommend it."
United States
Gaby
The price is HK$2,330
HK$4,951 total
includes taxes & fees
17 Nov - 18 Nov
Key Largo Villa, Kawama P6, 3/3
A beach setting with white chairs, a thatched-roof structure, and a fire pit.

5. Casa Largo

Casa Largo
Key Largo
9.2 out of 10, Wonderful, (138 reviews)
"Would definitely come back to the same place over and over again !!"
United States
madi a.
The price is HK$1,977
HK$4,168 total
includes taxes & fees
13 Nov - 14 Nov
Casa Largo
A deck with outdoor seating and a view of the water.

6. Waterfront 3BR Retreat: Pool, Spa & Kayaks

Waterfront 3BR Retreat: Pool, Spa & Kayaks
Key Largo
The price is HK$2,973
HK$6,153 total
includes taxes & fees
1 Dec - 2 Dec
Waterfront 3BR Retreat: Pool, Spa & Kayaks
A modern living room with a grey sofa, a patterned armchair, and a coffee table. Large windows offer a view of the sea and buildings.

7. Key Largo Oasis Oceanfront with Pool & Hot Tub

Key Largo Oasis Oceanfront with Pool & Hot Tub
Key Largo
9.8 out of 10, Exceptional, (6 reviews)
"Loved the location and views, house is amazing"
United States
Dan L.
The price is HK$5,276
HK$9,115 total
includes taxes & fees
30 Nov - 1 Dec
Key Largo Oasis Oceanfront with Pool & Hot Tub
A modern kitchen with a large island, wooden ceiling, and a view of the pool.

8. Sunrise Escape - Ocean Front Villa - Sleeps 10

Sunrise Escape - Ocean Front Villa - Sleeps 10
Key Largo
9.8 out of 10, Exceptional, (77 reviews)
"Great place!"
United States
Jessica S.
The price is HK$2,028
HK$6,022 total
includes taxes & fees
17 Nov - 18 Nov
Sunrise Escape - Ocean Front Villa - Sleeps 10
A modern kitchen with a large island, stainless steel appliances, and pendant lighting.

9. Oceanside Retreat w/Rooftop, Pool & Kayaks

Oceanside Retreat w/Rooftop, Pool & Kayaks
Key Largo
10.0 out of 10, Exceptional, (1 review)
"Great property. Highly recommend."
United States
Karl B.
The price is HK$3,912
HK$7,419 total
includes taxes & fees
16 Nov - 17 Nov
Oceanside Retreat w/Rooftop, Pool & Kayaks
An aerial view of a resort with multiple buildings, a central pool area, and a beach.

10. 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, (64 reviews)
"Great house and even better location!"
United States
Sofia C.
The price is HK$2,309
HK$4,772 total
includes taxes & fees
17 Nov - 18 Nov
NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
A sunlit room with large windows, a wicker chair, a small table, and a view of a tree and water.

11. 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$1,660
HK$3,268 total
includes taxes & fees
17 Nov - 18 Nov
New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools
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$2,824
HK$5,752 total
includes taxes & fees
15 Nov - 16 Nov
El Encanto: private saltwater pool & tiki lounge
A resort with a large pool, palm trees, and a view of the sea.

13. 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)
"Nice place with beautiful pool."
United States
Steven J.
The price is HK$2,683
HK$7,985 total
includes taxes & fees
18 Nov - 19 Nov
Mariner's Club 606 • Spacious 4/4 • Pools, Marina & Pickleball
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$2,871
HK$7,524 total
includes taxes & fees
19 Nov - 20 Nov
Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more
A balcony with a view of the ocean, furnished with a table and chairs, and palm trees.

15. 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$11,329
HK$20,768 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.

16. 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$2,746
HK$5,137 total
includes taxes & fees
2 Dec - 3 Dec
Keys Cottage with Beach and Dockage! Bayfront Property!
BBQ charcoal grills and tikies by the ocean

17. 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$2,627
HK$4,971 total
includes taxes & fees
15 Nov - 16 Nov
Oceanside Kawama Villa R5
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$3,295
HK$5,988 total
includes taxes & fees
13 Nov - 14 Nov
Marina Villa 212 3/3 Pools, Marina and Ocean views
A pool with a waterfall feature, surrounded by stone walls, with boats docked in the background.

19. FULL TIME LIC OWNER - INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!

FULL TIME LIC OWNER - INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!
Rock Harbor
9.4 out of 10, Exceptional, (41 reviews)
"Great stay"
United States
Kathleen H.
The price is HK$3,726
HK$7,940 total
includes taxes & fees
6 Dec - 7 Dec
FULL TIME LIC OWNER - INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!
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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Learn more about Islamorada

The turquoise waters between the Keys offer world-class fishing that even beginners can enjoy with knowledgeable local guides. Spend mornings snorkelling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

See all hotels in Islamorada
An aerial view of a coastal town with a marina, surrounded by clear blue waters and green islands.

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