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

Holiday Homes in Islamorada

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 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 €348
includes taxes & fees
3 Dec - 4 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)
"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 €353
includes taxes & fees
9 Nov - 10 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.
The price is €344
includes taxes & fees
9 Nov - 10 Nov
4. Cozy Key Largo Waterfront Studio | Dive
A bedroom with a large bed, a television mounted on the wall, and a window providing a view of the outdoors.

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

Waterfront 3BR Retreat: Pool, Spa & Kayaks
Key Largo
The price is €694
includes taxes & fees
12 Nov - 13 Nov
Waterfront 3BR Retreat: Pool, Spa & Kayaks
A beachside wooden deck with Adirondack chairs, a thatched-roof gazebo, and a grill.

5. 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 €554
includes taxes & fees
17 Nov - 18 Nov
Key Largo Villa, Kawama P6, 3/3
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.

6. 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 €764
includes taxes & fees
4 Nov - 5 Nov
Key Largo Oasis Oceanfront with Pool & Hot Tub
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.

7. 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 €386
includes taxes & fees
6 Nov - 7 Nov
1. Key Largo Waterfront Studio | Canal & Ocean
A beach with white Adirondack chairs, a clear pool, and a building with blue and white exterior walls.

8. 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 €521
includes taxes & fees
4 Nov - 5 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.

9. El Encanto: private saltwater pool & tiki lounge

El Encanto: private saltwater pool & tiki lounge
Key Largo
The price is €646
includes taxes & fees
5 Nov - 6 Nov
El Encanto: private saltwater pool & tiki lounge
A sunlit room with large windows, a wicker chair, a small table, and a view of a tree and water.

10. 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 €372
includes taxes & fees
4 Nov - 5 Nov
New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools
A modern kitchen with a large island, stainless steel appliances, and pendant lighting.

11. Oceanside Retreat w/Rooftop, Pool & Kayaks

Oceanside Retreat w/Rooftop, Pool & Kayaks
Key Largo
The price is €845
includes taxes & fees
12 Nov - 13 Nov
Oceanside Retreat w/Rooftop, Pool & Kayaks
Open kitchen

12. 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 €560
includes taxes & fees
4 Nov - 5 Nov
Oceanside Kawama Villa R5
A beachside wooden deck with Adirondack chairs, a thatched-roof gazebo, and a grill.

13. 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 €588
includes taxes & fees
5 Nov - 6 Nov
Key Largo Villa, Kawama K5, 3/3
A modern kitchen with a large island, wooden ceiling, and a view of the pool.

14. 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 €702
includes taxes & fees
5 Nov - 6 Nov
Sunrise Escape - Ocean Front Villa - Sleeps 10
A modern kitchen with white cabinetry, a granite countertop, and a ceiling fan.

15. 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 €663
includes taxes & fees
15 Nov - 16 Nov
Keys Cottage with Beach and Dockage! Bayfront Property!
A large swimming pool surrounded by palm trees and a beach, with a building in the background.

16. 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
Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more
A resort with a large, curved swimming pool surrounded by palm trees and lounge chairs.

17. 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 €683
includes taxes & fees
4 Nov - 5 Nov
Marina Villa 212 3/3 Pools, Marina and Ocean views
A covered walkway with a brick floor, a red umbrella, a white chair, and a fountain.

18. 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 Coral House - Bayside Retreat for 6-8 guests
A resort with a central swimming pool, surrounded by manicured lawns and palm trees.

19. NEW! Voted Best! Free Golf Cart • Pools • Beach• 2 Kings• Kayaks• NO HIDDEN FEES

NEW! Voted Best! Free Golf Cart • Pools • Beach• 2 Kings• Kayaks• NO HIDDEN FEES
Key Largo
10.0 out of 10, Exceptional, (17 reviews)
"Pool was nice and kitchen had everything needed"
United States
Sam A.
The price is €786
includes taxes & fees
5 Nov - 6 Nov
NEW! Voted Best! Free Golf Cart • Pools • Beach• 2 Kings• Kayaks• NO HIDDEN FEES
A modern kitchen with a large island, stainless steel appliances, and a view of the water.

20. 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.
New Oceanside Paradise with Pool and Waterfront Views!
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
"Food was excellent and staff was extremely friendly. The room could have been a little better. The floors were sandy but the room was otherwise clean"
WILLIAM 2-night trip
Posted 2 hours ago
Cheeca Lodge & Spa

Find out more about Islamorada

Islamorada Holiday Homes information

Number of reviews
883
Accommodation
574 Holiday Homes
Lowest Price
€344
Highest Price
€845

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