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

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Islamorada vacation homes

2 bedrooms, iron/ironing board, WiFi, bed sheets

Little Peace of Haven

Little Peace of Haven
Key Largo
10.0 out of 10, Exceptional, (1 review)
"Great place to stay."
United States
Jacob S.
The price is ￥26,273
￥70,183 total
includes taxes & fees
Aug 7 - Aug 8
Little Peace of Haven
Smart TV

Charming Home in Key Largo

Charming Home in Key Largo
Key Largo
9.8 out of 10, Exceptional, (38 reviews)
"Very clean and nice location."
United States
Melinda V.
The price is ￥24,230
￥67,722 total
includes taxes & fees
Jul 13 - Jul 14
Charming Home in Key Largo
Outdoor dining

Oceanside Kawama Villa R5

Oceanside Kawama Villa R5
Key Largo
9.2 out of 10, Wonderful, (183 reviews)
"Great place in Key Largo. Cool bonus a saltwater lagoon with fish to swim and snorkwl with. "
United States
Kenny C.
The price is ￥63,348
￥119,292 total
includes taxes & fees
Jul 12 - Jul 13
Oceanside Kawama Villa R5
Beach nearby, sun loungers, beach towels

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 ￥60,818
￥127,171 total
includes taxes & fees
Jul 21 - Jul 22
FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Dining

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 ￥48,654
￥96,113 total
includes taxes & fees
Jul 13 - Jul 14
Keys Cottage with Beach and Dockage! Bayfront Property!
Dining

Sunrise Escape - Ocean Front Villa - Sleeps 10

Sunrise Escape - Ocean Front Villa - Sleeps 10
Key Largo
9.8 out of 10, Exceptional, (71 reviews)
"Host was very responsive, location safe and wuiet."
United States
Tracey C.
The price is ￥48,469
￥132,033 total
includes taxes & fees
Aug 9 - Aug 10
Sunrise Escape - Ocean Front Villa - Sleeps 10
Property grounds

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, (60 reviews)
"Great amenities. Immaculate apartment. Kids loved the lagoon. Super responsive host. Note - beds are memory foam. "
United States
Joshua K.
The price is ￥46,708
￥100,390 total
includes taxes & fees
Jul 20 - Jul 21
NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
Beach

Kawama L4 - Upscale Oceanside Villa with Marina

Kawama L4 - Upscale Oceanside Villa with Marina
Key Largo
9.6 out of 10, Exceptional, (148 reviews)
"This place had everything we needed! We had a wonderful stay and would love to return. "
United States
Amanda M.
Kawama L4 - Upscale Oceanside Villa with Marina
Beach nearby

Key Largo Villa, Kawama K5, 3/3

Key Largo Villa, Kawama K5, 3/3
Key Largo
10.0 out of 10, Exceptional, (66 reviews)
"Lovely location and nice kitchen."
United States
Susan S.
Key Largo Villa, Kawama K5, 3/3
Fridge, microwave, stovetop, coffee/tea maker

Beautiful bungalow with AC and Hot tub in Tavernier

Beautiful bungalow with AC and Hot tub in Tavernier
florida
The price is ￥32,404
￥58,612 total
includes taxes & fees
Aug 7 - Aug 8
Beautiful bungalow with AC and Hot tub in Tavernier
Microwave, oven, stovetop, dishwasher

Oceanside Retreat w/Rooftop, Pool & Kayaks

Oceanside Retreat w/Rooftop, Pool & Kayaks
Key Largo
The price is ￥87,577
￥169,337 total
includes taxes & fees
Jul 14 - Jul 15
Oceanside Retreat w/Rooftop, Pool & Kayaks
Interior

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, (21 reviews)
"Great location "
United States
jenny p.
The price is ￥54,979
￥98,586 total
includes taxes & fees
Jul 20 - Jul 21
New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools
A heated pool

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, (14 reviews)
"Place was perfect in many ways!!!!"
United States
Brandon M.
Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more
Fridge, microwave, oven, stovetop

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 ￥81,160
￥160,322 total
includes taxes & fees
Jul 21 - Jul 22
New Oceanside Paradise with Pool and Waterfront Views!
Property grounds

Villa hermosa

Villa hermosa
Key Largo
8.4 out of 10, Very Good, (5 reviews)
"The house was well equipped, especially the kitchen, and very comfortable. The pool and outdoor area were lovely! "
United States
Dawn P.
The price is ￥62,764
￥141,240 total
includes taxes & fees
Jul 13 - Jul 14
Villa hermosa
Terrace/patio

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 ￥162,180
￥185,210 total
includes taxes & fees
Jul 16 - Jul 17
The Coral House - Bayside Retreat for 6-8 guests
Beach

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Key Largo
9.6 out of 10, Exceptional, (137 reviews)
"Had fun villa was in good condition."
United States
Michelle S.
The price is ￥60,112
￥114,712 total
includes taxes & fees
Aug 3 - Aug 4
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Outdoor dining

Waterfront / Ocean Access Canal / Kamp Key / Homes

Waterfront / Ocean Access Canal / Kamp Key / Homes
Matecumbe
10.0 out of 10, Exceptional, (2 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 ￥75,162
￥167,695 total
includes taxes & fees
Jul 19 - Jul 20
Waterfront / Ocean Access Canal / Kamp Key / Homes
Outdoor pool, a heated pool

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, (40 reviews)
"Great location, lots to do in the resort. "
United States
Erica H.
The price is ￥93,254
￥187,096 total
includes taxes & fees
Jul 27 - Jul 28
FULL TIME LIC MGR - INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!
Dining

Waterfront Cottage - Beach and Dockage! Open Water Views!

Waterfront Cottage - Beach and Dockage! Open Water Views!
Key Largo
9.4 out of 10, Exceptional, (46 reviews)
"This was a very cute resort, with perfect views! We were able to stay with our family and even bring our puppies. We had an absolutely amazing time!!"
United States
Shane F.
Waterfront Cottage - Beach and Dockage! Open Water 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

Islander Resort

Islander Resort

10/10 Excellent
"The place is very quaint and the staff is very friendly. They were even able to help me with an hour later check out because my daughter was not feeling well. It’s a shame we could not use the beach because of the algae, but that has nothing to do with the resort. I would definitely stay here again!"
Chiara 1-night trip
Posted 4 hours ago
Islander Resort

Find out more about Islamorada

Islamorada Vacation Homes information

Number of reviews
20,006
Accommodation
654 Vacation Homes
Lowest Price
￥13,856
Highest Price
￥44,728