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

Search and Rent Long Key Condos

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  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Long Key condo rentals

Outdoor pool

1. Waterfront Suite with Pool, Tiki Bar & Marina

Waterfront Suite with Pool, Tiki Bar & Marina
Marathon
10.0 out of 10, Exceptional, (1 review)
"The condo was super clean and nice very close to Publix, the beach, the flowrider! A great location along with a relaxing and beautiful place to come back to after fishing all day!"
United States
Grace K.
$316 nightly
The price is $348
Aug 31 - Sep 1
Total with taxes and fees
Waterfront Suite with Pool, Tiki Bar & Marina
Outdoor pool, a heated pool

2. Canal Front Retreat with Pool + Free Breakfast

Canal Front Retreat with Pool + Free Breakfast
Marathon
9.8 out of 10, Exceptional, (28 reviews)
"Super easy check in, great location in the Keys and very quiet in the room."
United States
Eric
$514 nightly
The price is $571
Aug 29 - Aug 30
Total with taxes and fees
Canal Front Retreat with Pool + Free Breakfast
Terrace/patio

3. 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, (14 reviews)
"What a charming and beautiful property. Beautiful landscape and the room was clean and comfortable. (The only minor issue was the lack of electrical outlets , but we brought our own extension cords) We definitely recommend this place 👌"
United States
JOHN
$350 nightly
The price is $388
Aug 29 - Aug 30
Total with taxes and fees
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
Outdoor pool

4. Waterfront Retreat with Marina Views & Pool

Waterfront Retreat with Marina Views & Pool
Marathon
$316 nightly
The price is $348
Aug 30 - Aug 31
Total with taxes and fees
Waterfront Retreat with Marina Views & Pool
Interior

5. Boot Key Harbor Retreat with Pool & Breakfast

Boot Key Harbor Retreat with Pool & Breakfast
Marathon
10.0 out of 10, Exceptional, (2 reviews)
"The condo was beautifully decorated and furnished as well as being exceptionally clean."
United States
Rose P.
$314 nightly
The price is $346
Aug 30 - Aug 31
Total with taxes and fees
Boot Key Harbor Retreat with Pool & Breakfast
Outdoor pool, a heated pool

6. 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.
$319 nightly
The price is $354
Aug 29 - Aug 30
Total with taxes and fees
Resort Condo with Marina Views, Pool, Tiki, Breakfast
Smart TV, table tennis

7. 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
$306 nightly
The price is $337
Aug 30 - Aug 31
Total with taxes and fees
Marina View Getaway with Pool & Free Breakfast
Terrace/patio

8. Sombrero Beach Tropical Getaway in the Heart of Marathon

Sombrero Beach Tropical Getaway in the Heart of Marathon
Marathon
9.6 out of 10, Exceptional, (25 reviews)
"Loved this place, fun atmosphere! Can’t wait to come back.. "
United States
jeff l.
$375 nightly
The price is $416
Aug 29 - Aug 30
Total with taxes and fees
Sombrero Beach Tropical Getaway in the Heart of Marathon
Outdoor pool

9. Marina View Suite with Pool & Tiki Bar

Marina View Suite with Pool & Tiki Bar
Marathon
8.0 out of 10, Very Good, (1 review)
"It was a little pricey but the new apartments are spotless and the bed is very confortable. Kate was fantastic to help me resolve my issue. The pool could use some renovations but it’s very clean with plenty of nice pool chairs. We will stay there again. "
United States
Florence P.
$333 nightly
The price is $367
Aug 30 - Aug 31
Total with taxes and fees
Marina View Suite with Pool & Tiki Bar
Outdoor pool

10. Marina View Escape with Pool, Tiki & Breakfast

Marina View Escape with Pool, Tiki & Breakfast
Marathon
9.6 out of 10, Exceptional, (4 reviews)
"Great area"
United States
Jennifer W.
$381 nightly
The price is $421
Sep 2 - Sep 3
Total with taxes and fees
Marina View Escape with Pool, Tiki & Breakfast
Interior

11. Waterfront Escape with Pool, Tiki, Breakfast & Marina

Waterfront Escape with Pool, Tiki, Breakfast & Marina
Marathon
10.0 out of 10, Exceptional, (2 reviews)
"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.
$365 nightly
The price is $403
Aug 30 - Aug 31
Total with taxes and fees
Waterfront Escape with Pool, Tiki, Breakfast & Marina
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

Islander Resort

Islander Resort

10/10 Excellent
"It’s a beautiful property right on the water with very nice pool area and right near everything in Islamorada"
Steven 1-night trip
Posted 1 hour ago
Islander Resort

Find out more about Long Key

Long Key Condo Rentals information

Number of reviews
100
Accommodation
307 Condo Rentals
Lowest Price
$337
Highest Price
$571

Frequently asked questions

How much do condos in Long Key cost?
Prepare to pay from $337 to $571 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 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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