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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
9.6 out of 10, Exceptional, (5 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 €196
includes taxes & fees
21 Jun - 22 Jun
Caloosa Cove Resort by CoolVacay

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 €383
includes taxes & fees
23 Jun - 24 Jun
Waterfront Escape with Pool, Tiki, Breakfast & Marina

Waterfront Suite with Pool, Tiki Bar & Marina

Waterfront Suite with Pool, Tiki Bar & Marina
Marathon
The price is €389
includes taxes & fees
23 Jun - 24 Jun
Waterfront Suite with Pool, Tiki Bar & Marina

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 €356
includes taxes & fees
12 Jul - 13 Jul
Sombrero Beach Tropical Getaway in the Heart of Marathon

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 €219
includes taxes & fees
24 Jun - 25 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 €369
includes taxes & fees
19 Jun - 20 Jun
Resort Condo with Marina Views, Pool, Tiki, Breakfast

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 €370
includes taxes & fees
19 Jun - 20 Jun
Marina View Getaway with Pool & Free Breakfast

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 €390
includes taxes & fees
23 Jun - 24 Jun
Marina View Escape with Pool, Tiki & Breakfast

Waterfront Retreat with Marina Views & Pool

Waterfront Retreat with Marina Views & Pool
Marathon
The price is €398
includes taxes & fees
23 Jun - 24 Jun
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 €221
includes taxes & fees
25 Jun - 26 Jun
Flip-Flops & Sunshine: Islamorada Studio Escape

Double the Views: Florida Keys 1BR with 2 Balconies & Pool Access

Double the Views: Florida Keys 1BR with 2 Balconies & Pool Access
Matecumbe
10.0 out of 10, Exceptional, (10 reviews)
"Old Florida vibe with modern, clean condos. Perfect location to visit the Keys. "
United States
Beckie F.
The price is €306
includes taxes & fees
22 Jun - 23 Jun
Double the Views: Florida Keys 1BR with 2 Balconies & Pool Access

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, (9 reviews)
"Great"
United States
John M.
The price is €339
includes taxes & fees
29 Jun - 30 Jun
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL

Anchor Here: Oceanfront 1BR Condo with Marina Access

Anchor Here: Oceanfront 1BR Condo with Marina Access
Matecumbe
9.0 out of 10, Wonderful, (8 reviews)
"Enjoyed the water and pool view "
United States
Diane Z.
The price is €306
includes taxes & fees
21 Jun - 22 Jun
Anchor Here: Oceanfront 1BR Condo with Marina Access

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 €306
includes taxes & fees
21 Jun - 22 Jun
Keys Comfort: 1BR Condo with Den, Kitchen & Beach Access

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 €306
includes taxes & fees
28 Jun - 29 Jun
Barefoot Bliss: Ground Floor Condo with Den & Dual Balconies

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 €417
includes taxes & fees
21 Jun - 22 Jun
Canal Front Retreat with Pool + Free Breakfast

Tropical Tranquility: Oceanview 1BR Suite on the Island

Tropical Tranquility: Oceanview 1BR Suite on the Island
Matecumbe
9.6 out of 10, Exceptional, (20 reviews)
"Lovely property on the water with a beautiful pool."
United States
nancy d.
The price is €330
includes taxes & fees
29 Jun - 30 Jun
Tropical Tranquility: Oceanview 1BR Suite on the Island

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.
The price is €306
includes taxes & fees
21 Jun - 22 Jun
Island Time Starts Here: Cozy Ground Floor Suite in Islamorada

Stay Salty: Keys Dreams 1BR Condo Steps from the Sand

Stay Salty: Keys Dreams 1BR Condo Steps from the Sand
Matecumbe
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and very nice staff"
United States
Connie M.
The price is €306
includes taxes & fees
28 Jun - 29 Jun
Stay Salty: Keys Dreams 1BR Condo Steps from the Sand
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

Find out more about Long Key

Long Key Condo Rentals information

Number of reviews
150
Accommodation
307 Condo Rentals
Lowest Price
€196
Highest Price
€417

Frequently asked questions

How much do condos in Long Key cost?
Prepare to pay from €196 to €417 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 307 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.
Are there any family-friendly condos in Long Key?
Take the troops to Topsider Resort and make your trip to Long Key an easy one. This family-friendly condo has a 3.5-star rating and conveniences like a terrace and a nearby waterfront. Once you've checked in and unpacked, there are plenty of family-friendly attractions to see around Long Key. Anne's Beach and Long Key State Park are two popular options.
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 cosy, or splurge on 5-star accommodation and spoil your favourite 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 accommodation that are very pocket friendly, refine your search by amenities, budget and star rating.
What is there to do in Long Key near my condo?
The best travel accessory is a well-planned to-do list. Long Key State Park is a top place to start your sightseeing in Long Key.