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Our top choices for Long Key condo rentals

Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay
3.0 star property
Matecumbe
9.8 out of 10, Exceptional, (6 reviews)
"Easy check in if you come After business hours. Kayaks and sport equipment available. Has a small beach which is unique to the Keys. Pool pretty much vacant at all times. Great views. Highly recommend."
United States
Dana
The price is AED 780
AED 1,001 total
includes taxes & fees
30 Jun - 1 Jul
Caloosa Cove Resort by CoolVacay

Waterfront Suite with Pool, Tiki Bar & Marina

Waterfront Suite with Pool, Tiki Bar & Marina
Marathon
The price is AED 571
AED 1,417 total
includes taxes & fees
28 Jun - 29 Jun
Waterfront Suite with Pool, Tiki Bar & Marina

Marina View Escape with Pool, Tiki & Breakfast

Marina View Escape with Pool, Tiki & Breakfast
Marathon
10.0 out of 10, Exceptional, (3 reviews)
"Great area"
United States
Jennifer W.
The price is AED 817
AED 1,722 total
includes taxes & fees
29 Jun - 30 Jun
Marina View Escape with Pool, Tiki & Breakfast

Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views

Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views
Matecumbe
9.6 out of 10, Exceptional, (15 reviews)
"We had a great stay, not only is the property and an amazing place but the staff was most accommodating and exceptional. "
United States
DAVID Y.
The price is AED 698
AED 997 total
includes taxes & fees
29 Jun - 30 Jun
Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views

Resort Condo with Marina Views, Pool, Tiki, Breakfast

Resort Condo with Marina Views, Pool, Tiki, Breakfast
Marathon
9.4 out of 10, Exceptional, (22 reviews)
"Great place to stay which had everything we needed. Very quiet. We loved it and would stay there again!"
United States
Heather K.
The price is AED 631
AED 1,657 total
includes taxes & fees
1 Jul - 2 Jul
Resort Condo with Marina Views, Pool, Tiki, Breakfast

Tropical Oasis on Sombrero Beach in the Heart of Marathon FL

Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
Marathon
9.6 out of 10, Exceptional, (10 reviews)
"Great little place. Very clean. Hot continental breakfast every day. 10/10 would go back again. Thank you! "
United States
Mandi P.
The price is AED 579
AED 1,410 total
includes taxes & fees
29 Jun - 30 Jun
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL

Marina View Getaway with Pool & Free Breakfast

Marina View Getaway with Pool & Free Breakfast
Marathon
10.0 out of 10, Exceptional, (1 review)
"Very clean and convenient to shops and restaurants "
United States
JOHN
The price is AED 758
AED 1,662 total
includes taxes & fees
27 Jun - 28 Jun
Marina View Getaway with Pool & Free Breakfast

Waterfront Escape with Pool, Tiki, Breakfast & Marina

Waterfront Escape with Pool, Tiki, Breakfast & Marina
Marathon
10.0 out of 10, Exceptional, (1 review)
"This is a clean, stylish condo in a location close to everything we needed, including grocery stores, restaurants, and fun things to do. It's convenient, but also feels tucked back into a private area. We enjoyed having a waterfront view. It was also nice to have access to the Skipjack resort amenities including the poolside bar and a laundry room. The included breakfast at the resort is basic, but convenient, and the staff of the resort were very welcoming and helpful. Our favorite thing about...
United States
Julie P.
The price is AED 746
AED 1,637 total
includes taxes & fees
28 Jun - 29 Jun
Waterfront Escape with Pool, Tiki, Breakfast & Marina

Waterfront Retreat with Marina Views & Pool

Waterfront Retreat with Marina Views & Pool
Marathon
The price is AED 1,051
AED 2,046 total
includes taxes & fees
1 Jul - 2 Jul
Waterfront Retreat with Marina Views & Pool

Flip-Flops & Sunshine: Islamorada Studio Escape

Flip-Flops & Sunshine: Islamorada Studio Escape
Matecumbe
10.0 out of 10, Exceptional, (6 reviews)
"Very nice clean place. Pool amazing with great views of ocean"
United States
Dawn S.
The price is AED 698
AED 997 total
includes taxes & fees
29 Jun - 30 Jun
Flip-Flops & Sunshine: Islamorada Studio Escape

Canal Front Retreat with Pool + Free Breakfast

Canal Front Retreat with Pool + Free Breakfast
Marathon
9.8 out of 10, Exceptional, (27 reviews)
"Super easy check in, great location in the Keys and very quiet in the room."
United States
Eric
The price is AED 512
AED 1,501 total
includes taxes & fees
27 Jun - 28 Jun
Canal Front Retreat with Pool + Free Breakfast

Sombrero Beach Tropical Getaway in the Heart of Marathon

Sombrero Beach Tropical Getaway in the Heart of Marathon
Marathon
9.8 out of 10, Exceptional, (22 reviews)
"Loved this place, fun atmosphere! Can’t wait to come back.. "
United States
jeff l.
The price is AED 668
AED 1,540 total
includes taxes & fees
12 Jul - 13 Jul
Sombrero Beach Tropical Getaway in the Heart of Marathon

Barefoot Bliss: Ground Floor Condo with Den & Dual Balconies

Barefoot Bliss: Ground Floor Condo with Den & Dual Balconies
Matecumbe
10.0 out of 10, Exceptional, (5 reviews)
"Great location and wonderful views."
United States
Diane S.
The price is AED 1,010
AED 1,422 total
includes taxes & fees
29 Jun - 30 Jun
Barefoot Bliss: Ground Floor Condo with Den & Dual Balconies

Keys Comfort: 1BR Condo with Den, Kitchen & Beach Access

Keys Comfort: 1BR Condo with Den, Kitchen & Beach Access
Matecumbe
9.6 out of 10, Exceptional, (5 reviews)
"Convenient 1br near the things we wanted to do and there are plenty of places to hang out near by when you don't want to use the pool. Recommend sombrero beach."
United States
Jon S.
The price is AED 1,010
AED 1,422 total
includes taxes & fees
29 Jun - 30 Jun
Keys Comfort: 1BR Condo with Den, Kitchen & Beach Access

Island Time Starts Here: Cozy Ground Floor Suite in Islamorada

Island Time Starts Here: Cozy Ground Floor Suite in Islamorada
Matecumbe
8.0 out of 10, Very Good, (2 reviews)
"We had a wonderful stay. Beautiful view. Enjoyed the pool. Staff was very friendly and helpful. Everything was VERY CLEAN!!! Thank you very much!"
United States
Lu D.
Island Time Starts Here: Cozy Ground Floor Suite in Islamorada
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 Long Key Hotel Reviews

Frequently asked questions

How much do condos in Long Key cost?
Prepare to pay from AED 1,001 to AED 1,001 per night for condos in Long Key. No matter your budget, an epic stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Long Key?
Pick from 298 condos in Long Key. No matter if you're taking a trip with the little ones or getting away with your pals, Expedia can help you find the right space for your whole crew.
Why book your condo in Long Key with Expedia?
We think that getaways should be a piece of cake, so if you're chasing condos at an affordable price, Expedia delivers. Save those pennies and go for something small and cozy, or splurge on 5-star accommodations and spoil your favorite people. Take advantage of our search filters to find a stay in Long Key that suits your needs.
How can I find cheap condos in Long Key?
With Expedia's user-friendly filter tool, comparing cheap condos in Long Key is a cinch. To find accommodations that are very pocket friendly, refine your search by amenities, budget and star rating.