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
31 July - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Islamorada holiday homes

Interior

El Encanto

El Encanto
Key Largo
The price is AU$969
includes taxes & fees
19 July - 20 July
El Encanto
Coffee/tea maker, fridge, microwave, stovetop

Beautiful bungalow with AC and Hot tub in Tavernier

Beautiful bungalow with AC and Hot tub in Tavernier
florida
The price is AU$361
includes taxes & fees
19 July - 20 July
Beautiful bungalow with AC and Hot tub in Tavernier
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 AU$592
includes taxes & fees
30 July - 31 July
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 AU$574
includes taxes & fees
25 July - 26 July
Charming Home in Key Largo
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 AU$1,043
includes taxes & fees
17 Aug - 18 Aug
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, (61 reviews)
"Great amenities. Immaculate apartment. Kids loved the lagoon. Super responsive host. Note - beds are memory foam. "
United States
Joshua K.
The price is AU$885
includes taxes & fees
20 July - 21 July
NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
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, (138 reviews)
"Had fun villa was in good condition."
United States
Michelle S.
The price is AU$1,091
includes taxes & fees
3 Aug - 4 Aug
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Beach

Kawama L4 - Upscale Oceanside Villa with Marina

Kawama L4 - Upscale Oceanside Villa with Marina
Key Largo
9.6 out of 10, Exceptional, (149 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
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 AU$884
includes taxes & fees
2 Aug - 3 Aug
Keys Cottage with Beach and Dockage! Bayfront Property!
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 AU$1,085
includes taxes & fees
21 July - 22 July
FULL TIME LIC MGR - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
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, (15 reviews)
"Place was perfect in many ways!!!!"
United States
Brandon M.
The price is AU$1,304
includes taxes & fees
18 Aug - 19 Aug
Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more
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.
The price is AU$1,015
includes taxes & fees
19 July - 20 July
Key Largo Villa, Kawama K5, 3/3
Outdoor dining

Oceanside Kawama Villa R5

Oceanside Kawama Villa R5
Key Largo
9.2 out of 10, Wonderful, (184 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 AU$907
includes taxes & fees
20 July - 21 July
Oceanside Kawama Villa R5
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
9.0 out of 10, Wonderful, (22 reviews)
"The lagoon was beautiful and fun."
United States
Teresa H.
The price is AU$771
includes taxes & fees
20 July - 21 July
New! Lagoon-front 2-BR townhome, Key Largo, gated waterfront community, 2 pools
Coffee/tea maker, fridge, microwave, oven

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 AU$1,410
includes taxes & fees
21 July - 22 July
New Oceanside Paradise with Pool and Waterfront Views!
Microwave, oven, stovetop, dishwasher

Oceanside Retreat w/Rooftop, Pool & Kayaks

Oceanside Retreat w/Rooftop, Pool & Kayaks
Key Largo
The price is AU$1,410
includes taxes & fees
20 July - 21 July
Oceanside Retreat w/Rooftop, Pool & Kayaks
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 AU$1,466
includes taxes & fees
10 Aug - 11 Aug
FULL TIME LIC MGR - INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!
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 AU$1,599
includes taxes & fees
19 July - 20 July
The Coral House - Bayside Retreat for 6-8 guests
Beach nearby

Key Largo Villa, Kawama P6, 3/3

Key Largo Villa, Kawama P6, 3/3
Key Largo
9.8 out of 10, Exceptional, (148 reviews)
"We enjoyed our stay! House was spotless. Easy and quick communication. We enjoyed the resort amenities."
United States
Elizabeth M.
The price is AU$925
includes taxes & fees
13 Aug - 14 Aug
Key Largo Villa, Kawama P6, 3/3
Beach nearby

Key largo Kawama Villa N2

Key largo Kawama Villa N2
Key Largo
9.6 out of 10, Exceptional, (134 reviews)
"The condo was perfectly appointed with everything we would want or need, including some snorkel masks, beach towels, bikes. Really a wonderful stay. Thanks."
United States
Wendy R.
The price is AU$973
includes taxes & fees
19 July - 20 July
Key largo Kawama Villa N2
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

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort

10/10 Excellent
"This place is an absolute gem. Check-in was absolutely amazing and they treated my mother-in-law and father-in-law like royalty as we were there to celebrate their 50th wedding anniversary.. at reception we were greeted by Sarah who went above and beyond in so many aspects I have done so much traveling and I will say this is one of my favorite stops. We will always try and stay at this location or their Sister location. Each fillet is equipped in furnished so beautifully with a breathtaking view of the sunset we were delighted by the manatees every morning in the Marina and walking around property felt comfortable, relaxing and safe. One guest accidentally left their vehicle door doors open all night and didn’t have a single problem. The staff were happy to help in anyway, and we saw them accommodating everyone just as well as we were. I do not do a lot of reviews as I feel like they’re isolated incidents and not really a clear picture as to how people are treated over overall. I felt deeply compelled to leave a review about how wonderful this place was, including its immaculate beauty and cleanliness this place deserves. It’s five star review."
Desiree 6-night trip
Posted 9 hours ago
Bayside Villas by Islander Resort

Find out more about Islamorada

Islamorada Holiday Homes information

Number of reviews
1,181
Accommodation
609 Holiday Homes
Lowest Price
AU$361
Highest Price
AU$1,599