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

Search and Rent Long Key Condos

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

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

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Long Key condo rentals

A covered outdoor area with a table set for dining, overlooking a body of water and buildings.

1. Lovely Water View! 3 Bed, 3 BA Townhome, Cabana Club: Oceanfront Beach, Pool!

Lovely Water View! 3 Bed, 3 BA Townhome, Cabana Club: Oceanfront Beach, Pool!
Marathon
9.2 out of 10, Wonderful, (5 reviews)
"Place was perfect. Property manager was amazing and always answered questions within minutes. Definitely would stay again"
United States
lori p.
$834 nightly
The price is $927
Oct 5 - Oct 6
Total with taxes and fees
Lovely Water View! 3 Bed, 3 BA Townhome, Cabana Club: Oceanfront Beach, Pool!
A covered outdoor dining area with a view of a turquoise pool and palm trees.

2. Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!

Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
Marathon
10.0 out of 10, Exceptional, (166 reviews)
"Kitchen was well-equipped. Views were spectacular and the peaceful setting was everything we needed and hoped for! Would definitely consider this place for a future stay. My kids' favorite feature was the nearby Cabana Club!"
United States
Ryan K.
$975 nightly
The price is $1,081
Oct 4 - Oct 5
Total with taxes and fees
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
A modern kitchen with a marble countertop, a dining area with a table set for four, and a balcony with a view of greenery.

3. 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.
$339 nightly
The price is $380
Oct 2 - Oct 3
Total with taxes and fees
Boot Key Harbor Retreat with Pool & Breakfast
A nighttime pool area with a clear view of the pool, lounge chairs, and palm trees.

4. 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.
$346 nightly
The price is $384
Oct 2 - Oct 3
Total with taxes and fees
Waterfront Suite with Pool, Tiki Bar & Marina
A poolside area with a wooden pergola, lounge chairs, and potted plants.

5. Canal Front Retreat with Pool + Free Breakfast

Canal Front Retreat with Pool + Free Breakfast
Marathon
9.8 out of 10, Exceptional, (29 reviews)
"Super easy check in, great location in the Keys and very quiet in the room."
United States
Eric
$394 nightly
The price is $442
Oct 2 - Oct 3
Total with taxes and fees
Canal Front Retreat with Pool + Free Breakfast
A poolside area with lounge chairs and umbrellas, palm trees, and a clear sky.

6. 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)
"The location and nightly entertainment. "
United States
Robert H.
$377 nightly
The price is $418
Oct 2 - Oct 3
Total with taxes and fees
Sombrero Beach Tropical Getaway in the Heart of Marathon
A dining area with a view of boats and a sunset.

7. 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.
$379 nightly
The price is $426
Oct 4 - Oct 5
Total with taxes and fees
Waterfront Escape with Pool, Tiki, Breakfast & Marina
A spacious living area with a large island, a sofa, and a TV mounted on the wall.

8. 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
$332 nightly
The price is $374
Oct 5 - Oct 6
Total with taxes and fees
Marina View Getaway with Pool & Free Breakfast
A poolside area with lounge chairs and umbrellas, a pool, and palm trees.

9. 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.
$372 nightly
The price is $417
Oct 2 - Oct 3
Total with taxes and fees
Marina View Escape with Pool, Tiki & Breakfast
A poolside area with sun loungers and umbrellas, palm trees, and a clear blue sky.

10. 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.
$380 nightly
The price is $422
Oct 8 - Oct 9
Total with taxes and fees
Resort Condo with Marina Views, Pool, Tiki, Breakfast
A poolside area with lounge chairs and umbrellas, palm trees, and a clear sky.

11. 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, (15 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
Oct 4 - Oct 5
Total with taxes and fees
Tropical Oasis on Sombrero Beach in the Heart of Marathon FL
A pool area with a clear blue sky, palm trees, and a covered seating area.

12. Waterfront Retreat with Marina Views & Pool

Waterfront Retreat with Marina Views & Pool
Marathon
$339 nightly
The price is $380
Oct 2 - Oct 3
Total with taxes and fees
Waterfront Retreat with Marina Views & Pool
An aerial view of a resort with a large rectangular swimming pool, multiple lounge areas with white chairs and umbrellas, and palm trees.

13. 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.
$356 nightly
The price is $399
Oct 2 - Oct 3
Total with taxes and fees
Marina View Suite with Pool & Tiki Bar
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Long Key Hotel Reviews

Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent
"Great propert"
Scott 5-night trip
Posted 8 hours ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Find out more about Long Key

Long Key Condo Rentals information

Number of reviews
273
Accommodation
307 Condo Rentals
Lowest Price
$374
Highest Price
$1,081

Frequently asked questions

How much do condos in Long Key cost?
Prepare to pay from $374 to $1,081 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.

Explore a world of travel with Expedia