Holiday Homes in Islamorada

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Our top choices for Islamorada holiday homes

Charming Home in Key Largo

Charming Home in Key Largo
Key Largo
9.8 out of 10, Exceptional, (28)
"It was clean and a very nice place to stay. Plenty of room and awesome amenities."
United States
Eric M.
The price is €397
includes taxes & fees
28 Dec - 29 Dec
Charming Home in Key Largo

4. Cozy Waterfront Apartment in Key Largo!

4. Cozy Waterfront Apartment in Key Largo!
Key Largo
9.8 out of 10, Exceptional, (11)
"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 €360
includes taxes & fees
7 Jan - 8 Jan 2026
4. Cozy Waterfront Apartment in Key Largo!

Casa Largo

Casa Largo
Key Largo
9.0 out of 10, Wonderful, (129)
"We stayed in 2 vrbo properties while in Florida. This one met and exceeded our expectations. We would stay again without hesitation."
United States
Kelly M.
The price is €627
includes taxes & fees
23 Dec - 24 Dec
Casa Largo

Ohana Cay 2brm/2bth - Book your getaway!

Ohana Cay 2brm/2bth - Book your getaway!
Rock Harbor
10.0 out of 10, Exceptional, (92)
"Perfect location and great community. Easy docking at the marina and nice amenities. "
United States
Gene Z.
The price is €685
includes taxes & fees
3 Jan - 4 Jan 2026
Ohana Cay 2brm/2bth - Book your getaway!

Oceanview Escape – Pool, Hot Tub & Private Deck!

Oceanview Escape – Pool, Hot Tub & Private Deck!
Key Largo
The price is €779
includes taxes & fees
5 Jan - 6 Jan 2026
Oceanview Escape – Pool, Hot Tub & Private Deck!

Largo Manor Summary:

Largo Manor Summary:
2.0 star property
Key Largo
Largo Manor Summary:

The Coral House - Bayside Retreat for 6-8 guests

The Coral House - Bayside Retreat for 6-8 guests
2.0 star property
Key Largo
7.8 out of 10, Good, (7)
"Great location with private beach loved it "
United States
Bobby A.
The price is €1,001
includes taxes & fees
4 Jan - 5 Jan 2026
The Coral House - Bayside Retreat for 6-8 guests

NEW ! Lagoon-front townhouse with Marina in Key Largo

NEW ! Lagoon-front townhouse with Marina in Key Largo
2.0 star property
Key Largo
10.0 out of 10, Exceptional, (46)
"Good location. Lagoon and pool right outside door. "
United States
Debra C.
NEW ! Lagoon-front townhouse with Marina in Key Largo

Sunrise Escape - Ocean Front Villa - Sleeps 10

Sunrise Escape - Ocean Front Villa - Sleeps 10
Key Largo
9.8 out of 10, Exceptional, (66)
"This place was perfect for 9 people. Both the condo and the area had plenty to do "
United States
Ethan
The price is €704
includes taxes & fees
20 Jan - 21 Jan 2026
Sunrise Escape - Ocean Front Villa - Sleeps 10

Lakefront Retreat pool jacuzzi

Lakefront Retreat pool jacuzzi
Buccaneer Point
The price is €790
includes taxes & fees
13 Jan - 14 Jan 2026
Lakefront Retreat pool jacuzzi

Marina Villa 212 3/3 Pools, Marina and Ocean views

Marina Villa 212 3/3 Pools, Marina and Ocean views
Rock Harbor
10.0 out of 10, Exceptional, (131)
"The Villa was beautiful and had everything we needed for the weekend!"
United States
Elizabeth K.
The price is €750
includes taxes & fees
24 Dec - 25 Dec
Marina Villa 212 3/3 Pools, Marina and Ocean views

2-bedroom townhome in pleasant gated community located in Key Largo

2-bedroom townhome in pleasant gated community located in Key Largo
Key Largo
2-bedroom townhome in pleasant gated community located in Key Largo

Largo Cottage Summary

Largo Cottage Summary
2.0 star property
Key Largo
Largo Cottage Summary

Keys Relaxing Getaway

Keys Relaxing Getaway
Key Largo
10.0 out of 10, Exceptional, (57)
"All new and very clean. Great place to stay."
United States
M D.
The price is €762
includes taxes & fees
4 Jan - 5 Jan 2026
Keys Relaxing Getaway

NEW! 4-Story Villa | Private Rooftop | Pool |Marina | Resort, NEW! 4-Story Villa, Private Rooftop, P...

NEW! 4-Story Villa | Private Rooftop | Pool |Marina | Resort, NEW! 4-Story Villa, Private Rooftop, P...
Rock Harbor
10.0 out of 10, Exceptional, (4)
"This is one of the nicest VRBO‘s I’ve ever been in. The home is extremely clean and the owner thought of everything when stocking it , Janet the host was incredible. She was super responsive and helpful. She guided us to some excellent restaurants and took care of any concerns we had immediately. I I would recommend this property to everyone"
United States
Anonymous traveller
NEW! 4-Story Villa | Private Rooftop | Pool |Marina | Resort, NEW! 4-Story Villa, Private Rooftop, P...

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)
"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.
Keys Cottage with Beach and Dockage! Bayfront Property!

SPACIOUS 4/3.5 VILLA! INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!

SPACIOUS 4/3.5 VILLA! INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!
Rock Harbor
9.6 out of 10, Exceptional, (32)
"Great place to stay. Plenty of room for everyone. Lots to do at the resort. "
United States
Tandy T.
SPACIOUS 4/3.5 VILLA! INDOOR/OUTDOOR PICKLEBALL - SPEAKEASY - OCEANFRONT RESORT!

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
9.8 out of 10, Exceptional, (8)
"This property was just as described! Very clean, great access to the pool and a beautiful view. Beds were comfortable and kitchen had everything we needed to prepare meals. Our host was easy to communicate with and the area was very safe. "
United States
Laura N.
The price is €1,071
includes taxes & fees
16 Jan - 17 Jan 2026
Sunrise Retreat: Ocean & Pool Views, Gym, PB Courts, Game Room, Marina and more

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)
"Everything was great "
United States
Ravone L.
The price is €767
includes taxes & fees
5 Jan - 6 Jan 2026
New Oceanside Paradise with Pool and Waterfront Views!

Key Largo Oasis Oceanfront with Pool & Hot Tub

Key Largo Oasis Oceanfront with Pool & Hot Tub
Key Largo
10.0 out of 10, Exceptional, (4)
"Loved the location and views, house is amazing"
United States
Dan L.
Key Largo Oasis Oceanfront with Pool & Hot Tub
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

Find out more about Islamorada

Islamorada Holiday Homes information

Number of reviews
635
Accommodation
714 Holiday Homes
Lowest Price
€360
Highest Price
€1,071

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