A pier with a boat rental sign, a colorful building, and a calm sea.

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Our top choices for Long Key condo rentals

Ocean front gated privacy with 3 bedrooms and protected boat slip.

Ocean front gated privacy with 3 bedrooms and protected boat slip.
Layton
10.0 out of 10, Exceptional, (61 reviews)
"This is a beautiful place to stay for exploring the keys. We would stay here again."
United States
Mark H.
The price is CA $696
CA $1,422 total
includes taxes & fees
Jul 26 - Jul 27
Ocean front gated privacy with 3 bedrooms and protected boat slip.

Waterfront Suite with Pool, Tiki Bar & Marina

Waterfront Suite with Pool, Tiki Bar & Marina
Marathon
The price is CA $236
CA $574 total
includes taxes & fees
Jun 30 - Jul 1
Waterfront Suite with Pool, Tiki Bar & Marina

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 CA $359
CA $452 total
includes taxes & fees
Jul 6 - Jul 7
Caloosa Cove Resort by CoolVacay

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 CA $375
CA $529 total
includes taxes & fees
Jun 29 - Jun 30
Stay Beachside: Ground Floor Studio with Gorgeous Ocean Views

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 CA $231
CA $568 total
includes taxes & fees
Jun 29 - Jun 30
Marina View Escape with Pool, Tiki & Breakfast

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 CA $167
CA $543 total
includes taxes & fees
Jun 29 - Jun 30
Canal Front Retreat with Pool + Free Breakfast

Tropical Oasis on Sombrero Beach in the Heart of Marathon FL

Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
Marathon
9.8 out of 10, Exceptional, (11 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 CA $224
CA $554 total
includes taxes & fees
Jun 29 - Jun 30
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 CA $267
CA $613 total
includes taxes & fees
Jun 29 - Jun 30
Marina View Getaway with Pool & Free Breakfast

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 CA $375
CA $529 total
includes taxes & fees
Jun 29 - Jun 30
Flip-Flops & Sunshine: Islamorada Studio Escape

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 CA $218
CA $550 total
includes taxes & fees
Jul 1 - Jul 2
Waterfront Escape with Pool, Tiki, Breakfast & Marina

Waterfront Retreat with Marina Views & Pool

Waterfront Retreat with Marina Views & Pool
Marathon
The price is CA $251
CA $594 total
includes taxes & fees
Jun 29 - Jun 30
Waterfront Retreat with Marina Views & Pool

Second Floor Ocean View Studio – Gorgeous Waterfront Escape

Second Floor Ocean View Studio – Gorgeous Waterfront Escape
Matecumbe
8.0 out of 10, Very good, (4 reviews)
"Beautiful view with great location"
United States
Doug C.
The price is CA $375
CA $529 total
includes taxes & fees
Jul 6 - Jul 7
Second Floor Ocean View Studio – Gorgeous Waterfront 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 CA $466
CA $644 total
includes taxes & fees
Jun 29 - Jun 30
Double the Views: Florida Keys 1BR with 2 Balconies & Pool 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 CA $466
CA $644 total
includes taxes & fees
Jul 6 - Jul 7
Barefoot Bliss: Ground Floor Condo with Den & Dual Balconies

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 CA $244
CA $640 total
includes taxes & fees
Jun 30 - Jul 1
Resort Condo with Marina Views, Pool, Tiki, Breakfast

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 CA $466
CA $644 total
includes taxes & fees
Jun 29 - Jun 30
Keys Comfort: 1BR Condo with Den, Kitchen & Beach Access

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 CA $466
CA $644 total
includes taxes & fees
Jun 29 - Jun 30
Stay Salty: Keys Dreams 1BR Condo Steps from the Sand

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 CA $232
CA $559 total
includes taxes & fees
Jul 12 - Jul 13
Sombrero Beach Tropical Getaway in the Heart of Marathon

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 CA $466
CA $644 total
includes taxes & fees
Jun 29 - Jun 30
Tropical Tranquility: Oceanview 1BR Suite on the Island

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 CA $466
CA $643 total
includes taxes & fees
Jul 20 - Jul 21
Anchor Here: Oceanfront 1BR Condo with Marina Access
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

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Long Key Condo Rentals information

Number of reviews
216
Accommodation
305 Condo Rentals
Lowest Price
CA $452
Highest Price
CA $1,422

Frequently asked questions

How much do condos in Long Key cost?
Prepare to pay from CA $452 to CA $1,422 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 305 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 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.
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.

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