Islamorada Condominium Resorts to Rent

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19
No exact matches found, but these alternatives could be just right

Recommended hotels in Islamorada

On the beach, sun loungers, snorkeling, kayaking
Drift Hotel

Drift Hotel

Drift Hotel
2.5 star property
9.0 out of 10, Wonderful, (1000)
"Always a great stay"
United States
Ashley
$153 nightly
The price is $172
Jan 6 - Jan 7, 2026
Total with taxes and fees
Drift Hotel
Sundeck
Rock Reef Resort

Rock Reef Resort

Rock Reef Resort
2.5 star property
9.2 out of 10, Wonderful, (1071)
"Wish we stayed a little longer to enjoy the oroperty"
United States
Vicki
$142 nightly
The price is $160
Jan 5 - Jan 6, 2026
Total with taxes and fees
Rock Reef Resort
Aerial view
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
7.6 out of 10, Good, (1002)
"The rooms are lovely. Once the remodel is done the place will be perfect. "
United States
Deborah
$163 nightly
The price is $184
Jan 7 - Jan 8, 2026
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Marina
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
9.0 out of 10, Wonderful, (1004)
"Great place"
United States
Marc
$147 nightly
The price is $165
Jan 6 - Jan 7, 2026
Total with taxes and fees
The Pelican Key Largo Cottages
Private beach, fishing
La Jolla Resort

La Jolla Resort

La Jolla Resort
2.5 star property
9.0 out of 10, Wonderful, (1000)
"Great stay. Friendly staff, great accommodations, very nice complex. "
United States
Shela
$147 nightly
The price is $165
Jan 14 - Jan 15, 2026
Total with taxes and fees
La Jolla Resort
Exterior
Lime Tree Bay Resort

Resort in Long Key

Lime Tree Bay Resort
3.5 star property
9.2 out of 10, Wonderful, (1109)
"Great place "
United States
Oscar
$184 nightly
The price is $208
Jan 15 - Jan 16, 2026
Total with taxes and fees
Lime Tree Bay Resort
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
9.2 out of 10, Wonderful, (1602)
"The entire resort was wonderful."
Canada
Mat
$231 nightly
The price is $260
Jan 5 - Jan 6, 2026
Total with taxes and fees
Chesapeake Beach Resort
Exterior
Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
2.5 star property
9.8 out of 10, Exceptional, (295)
"The Kona Kai Resort was perfect for us. We especially appreciated the small resort with quiet spaces to relax, read and admire the view. "
United States
Bastianella
$324 nightly
The price is $365
Dec 24 - Dec 25
Total with taxes and fees
Kona Kai Resort and Gallery - Adults Only
25-inch flat-screen TV with digital channels, TV
Treasure Harbor

Houseboat in Islamorada

Treasure Harbor
3.0 star property
9.0 out of 10, Wonderful, (117)
"I am obsessed with tiny houses and this one floats! It was so relaxing to sit on the deck and enjoy the view. The bed was very comfy and the gentle motion of the water put me right to sleep. The staff are friendly and helpful. Islamorada is beautiful and fun to explore."
United States
Mary
$277 nightly
The price is $312
Jan 8 - Jan 9, 2026
Total with taxes and fees
Treasure Harbor
Exterior
Seafarer Key Largo

Seafarer Key Largo

Seafarer Key Largo
2.0 star property
9.4 out of 10, Exceptional, (135)
"Nice, quiet and the staff were great. Loved the breakfast!"
United States
Michael
$163 nightly
The price is $183
Jan 14 - Jan 15, 2026
Total with taxes and fees
Seafarer Key Largo
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor

Drop Anchor

Drop Anchor
3.0 star property
8.8 out of 10, Excellent, (1000)
"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "
United States
Laura
$188 nightly
The price is $208
Dec 24 - Dec 25
Total with taxes and fees
Drop Anchor
Outdoor pool, free cabanas
Sunset Inn

Sunset Inn

Sunset Inn
3.0 star property
9.4 out of 10, Exceptional, (1000)
"Room was clean and staff was helpful"
United States
Robert
$156 nightly
The price is $175
Jan 8 - Jan 9, 2026
Total with taxes and fees
Sunset Inn
Terrace/patio
Bayside Inn Key Largo

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
8.6 out of 10, Excellent, (1628)
"Great location, Relaxing friendly atmosphere. Very basic room amenities but beautiful beach, pool, experience "
United States
Rebecca
$173 nightly
The price is $191
Jan 15 - Jan 16, 2026
Total with taxes and fees
Bayside Inn Key Largo
Water view
Creekside Inn

Motel in Tavernier

Creekside Inn
2.5 star property
8.0 out of 10, Very Good, (1000)
"The room was nice, but walking out to the pier from door was excellent "
United States
Anthony
$169 nightly
The price is $190
Jan 5 - Jan 6, 2026
Total with taxes and fees
Creekside Inn
Gazebo
Sunset Cove Beach Resort

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1002)
"Always a great stay"
United States
Richard
$189 nightly
The price is $213
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sunset Cove Beach Resort
Property grounds
Atlantic Bay Resort

Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
9.4 out of 10, Exceptional, (717)
"Great location with friendly staff"
United States
enrique
$199 nightly
The price is $222
Jan 6 - Jan 7, 2026
Total with taxes and fees
Atlantic Bay Resort
Exterior
Breezy Palms Resort

Aparthotel in Matecumbe

Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (590)
"we stayed in the beach front cottage kitchen was stocked room was clean and the views were great friendly staff "
United States
Terry
$204 nightly
The price is $230
Dec 24 - Dec 25
Total with taxes and fees
Breezy Palms Resort
Exterior
Amara Cay Resort

Resort in Matecumbe

Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1267)
"Friendly staff and beautiful property !"
United States
ron
$271 nightly
The price is $305
Jan 5 - Jan 6, 2026
Total with taxes and fees
Amara Cay Resort
Exterior
Islander Resort

Islander Resort

Islander Resort
4.0 star property
9.2 out of 10, Wonderful, (1002)
"The resort was perfect Everyone from checking in and during our stay could not have been nicer and helpful"
United States
Theresa
$346 nightly
The price is $390
Jan 6 - Jan 7, 2026
Total with taxes and fees
Islander Resort
Outdoor pool, cabanas (surcharge), pool umbrellas
Playa Largo Resort & Spa, Autograph Collection

Resort in Rock Harbor

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
8.8 out of 10, Excellent, (1000)
"Beautiful location, great views, very clean property, room was great (great bed), friendly staff."
United States
Scott
$392 nightly
The price is $441
Jan 19 - Jan 20, 2026
Total with taxes and fees
Playa Largo Resort & Spa, Autograph Collection
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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent
"Beautiful chilled out hotel"
Jacqueline 2-night trip
Posted 8 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Find out more about Islamorada

Islamorada Condo Resorts information

Number of reviews
18,531
Accommodation
1 Condo Resorts
Lowest Price
$160
Highest Price
$441

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