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

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Islamorada vacation 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 ￥26,843
￥69,279 total
includes taxes & fees
Nov 9 - Nov 10
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 ￥17,764
￥58,592 total
includes taxes & fees
Oct 15 - Oct 16
Charming Home in Key Largo
A two-story building with a pool, a boat dock, and a table set for dining.

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 ￥62,070
￥149,986 total
includes taxes & fees
Oct 12 - Oct 13
Waterfront / Ocean Access Canal / Kamp Key / Homes
A beach with a wooden structure and a signpost indicating directions to various locations.

4. 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 ￥37,501
￥97,178 total
includes taxes & fees
Oct 14 - Oct 15
FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
A modern indoor space with a pool, white wicker furniture, and a white crib.

5. El Encanto: private saltwater pool & tiki lounge

El Encanto: private saltwater pool & tiki lounge
Key Largo
The price is ￥56,844
￥116,412 total
includes taxes & fees
Oct 18 - Oct 19
El Encanto: private saltwater pool & tiki lounge
A balcony with a view of the sea, a dining area with chairs and a table, and a ceiling fan.

6. Beach Residence Private Overwater Dock Heated Pool Mahi Key

Beach Residence Private Overwater Dock Heated Pool Mahi Key
2.0 star property
Matecumbe
The price is ￥204,540
￥401,973 total
includes taxes & fees
Oct 14 - Oct 15
Beach Residence Private Overwater Dock Heated Pool Mahi Key
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 ￥73,536
￥150,370 total
includes taxes & fees
Oct 19 - Oct 20
New Oceanside Paradise with Pool and Waterfront Views!
A beach setting with white chairs arranged around a fire pit, a thatched-roof structure, and a view of the ocean.

8. Key Largo Kawama Villa L1, 3/3

Key Largo Kawama Villa L1, 3/3
Key Largo
9.4 out of 10, Exceptional, (230 reviews)
"Love the place , only problem with out a gulf car the beach and fishing area is too far away"
United States
Dayanis
The price is ￥51,364
￥103,296 total
includes taxes & fees
Oct 12 - Oct 13
Key Largo Kawama Villa L1, 3/3
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 ￥29,393
￥65,042 total
includes taxes & fees
Oct 12 - Oct 13
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.

10. Oceanside Retreat w/Rooftop, Pool & Kayaks

Oceanside Retreat w/Rooftop, Pool & Kayaks
Key Largo
The price is ￥85,266
￥163,605 total
includes taxes & fees
Nov 4 - Nov 5
Oceanside Retreat w/Rooftop, Pool & Kayaks
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)
"Especially enjoyed the private lagoon."
United States
Tom W.
The price is ￥45,475
￥97,108 total
includes taxes & fees
Oct 15 - Oct 16
NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
A pool with a waterfall feature, surrounded by stone walls, with boats docked in the background.

12. FULL TIME LIC MGR - INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!

FULL TIME LIC MGR - INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!
Rock Harbor
9.4 out of 10, Exceptional, (41 reviews)
"Great stay"
United States
Kathleen H.
FULL TIME LIC MGR - INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!
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 ￥48,081
￥98,096 total
includes taxes & fees
Oct 11 - Oct 12
Oceanside Kawama Villa R5
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, (19 reviews)
"Place was perfect in many ways!!!!"
United States
Brandon M.
Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more
Beach

15. 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 ￥64,581
￥117,182 total
includes taxes & fees
Nov 8 - Nov 9
Key Largo Villa, Kawama P6, 3/3
A modern kitchen with a large island, wooden ceiling, and a view of the pool.

16. 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 ￥42,712
￥123,173 total
includes taxes & fees
Oct 14 - Oct 15
Sunrise Escape - Ocean Front Villa - Sleeps 10
A resort with a swimming pool, palm trees, and a sunset.

17. Vacay Vibes at Mariners Club · 2 Kings · Pickleball · Marina & Pools

Vacay Vibes at Mariners Club · 2 Kings · Pickleball · Marina & Pools
Rock Harbor
10.0 out of 10, Exceptional, (21 reviews)
"Our stay was absolutely wonderful! The property was exactly as described—clean, comfortable, and well-stocked with everything we needed. The host was incredibly responsive, informative and kind. We felt right at home and would happily return for another visit.""
United States
Stacey D.
The price is ￥76,228
￥181,070 total
includes taxes & fees
Oct 12 - Oct 13
Vacay Vibes at Mariners Club · 2 Kings · Pickleball · Marina & Pools
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 ￥71,240
￥122,593 total
includes taxes & fees
Oct 11 - Oct 12
Keys Cottage with Beach and Dockage! Bayfront Property!
A beach setting with white chairs arranged around a fire pit, overlooking the ocean.

19. 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.
Key Largo Villa, Kawama K5, 3/3
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 ￥157,900
￥180,322 total
includes taxes & fees
Oct 12 - Oct 13
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

Islander Resort

Islander Resort

10/10 Excellent
"Our room was very clean. Resort staff was super nice and accommodating. Amenities were nice. Pools were clean. Resort was very peaceful."
Grayson 5-night trip
Posted 9 hours ago
Islander Resort

Find out more about Islamorada

Islamorada Vacation Homes information

Number of reviews
1,039
Accommodation
578 Vacation Homes
Lowest Price
￥58,592
Highest Price
￥401,973