Search Holiday Rentals in Long Key

    price find illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Save instantly and earn perks with One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Top Holiday Rentals in Long Key

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (162)
"Excellent place, beautiful, super relaxing"
Yacht Haven Marina

Tropical Cottages

3.0 star property
8.4 out of 10, Very good, (818)
"Cute place, convenient location"
The price is £84
includes taxes & fees
25 Jun - 26 Jun
Tropical Cottages

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (488)
"Laid back atmosphere with renovated rooms."
The price is £128
includes taxes & fees
29 Jun - 30 Jun
Breezy Palms Resort

Treasure Harbor

3.0 star property
9.0 out of 10, Wonderful, (81)
"Very clean and great atmosphere "
The price is £232
includes taxes & fees
25 Jun - 26 Jun
Treasure Harbor

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1124)
"It was reasonable and near where we were going."
The price is £95
includes taxes & fees
29 Jun - 30 Jun
Knight's Key Suites

Cabins at Bonefish Bay

3.0 star property
10.0 out of 10, Exceptional, (47)
"Property and staff were great and would stay there again. The only thing we weren’t fond of was the water pressure in faucets was very low for showering."
Cabins at Bonefish Bay

Aqua Lodges at 47th Street Gulfside

3.0 star property
8.4 out of 10, Very good, (40)
"Loved the location! Had such a great time and watched beautiful sunsets every night from the local dock. "
The price is £230
includes taxes & fees
26 Jun - 27 Jun
Aqua Lodges at 47th Street Gulfside

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1190)
"Staff is very friendly, food was delicious! "
Skipjack Resort & Marina

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (61)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is £551
includes taxes & fees
24 Jun - 25 Jun
The Islands of Islamorada

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (170)
"Great property for a quiet few days Loved the aqua lodge"
Aqua Lodge Rentals At Coconut Cay

The Hammocks at Marathon

2.5 star property
9.0 out of 10, Wonderful, (98)
"We loved the location of the property and we also loved the entertainment/singer provided by lounge."
The Hammocks at Marathon

THE PERFECT PLACE -PRIVATE ELEVATOR,DOCK,HEAT POOL. MARATHON LIC PLR2017-00465

9.4 out of 10, Exceptional, (48)
"The location was easy to find. Very clean. Having the elevator was great for a family member that has difficulty with stairs. Would stay here again."
THE PERFECT PLACE -PRIVATE ELEVATOR,DOCK,HEAT POOL. MARATHON LIC PLR2017-00465

Sombrero Beach Tropical Getaway in the Heart of Marathon

2.0 star property
10.0 out of 10, Exceptional, (5)
"I was very happy with the condo. It was clean and bright and looked out on a wide canal. It was next door to Skip Jacks so there was a great pool to use.The pictures online do not do it justice, It looks much better in person. "
The price is £290
includes taxes & fees
24 Jun - 25 Jun
Sombrero Beach Tropical Getaway in the Heart of Marathon

WOW! PRIVATE POOL, OCEAN FRONT, & DOCK Sister house next-door VRBO#1034656

10.0 out of 10, Exceptional, (151)
"Beautiful property! Can't say enough about it. Just like the pictures. Lots of extras....laundry soap, beach chairs, small cooler, beach towels, plenty of bath towels, every kitchen utensil, even spices. On demand hot water, large permanent umbrella above the table near the pool (different than the pictures) Home is in excellent condition. We plan to return. "
WOW! PRIVATE POOL, OCEAN FRONT, & DOCK Sister house next-door VRBO#1034656

Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

10.0 out of 10, Exceptional, (82)
"Everything just great except need better vaccum"
Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

Great Water Front 2 Story Townhouse With Boat Slip available at additional cost

8.6 out of 10, Excellent, (42)
"This was a great spot to enjoy a large part of the Keys chain. The location midway down the Keys gave us access to so much. The space was exactly what we needed. The area was lovely and the amenities on the property were fantastic. Julio was great to work with and responded to our questions and needs very quickly."
Great Water Front 2 Story Townhouse With Boat Slip available at additional cost

Dock, Pool, FREE RAMP, Kayaks, Jacuzzi, Amazing Ocean Views Pets are Welcomed!

9.8 out of 10, Exceptional, (17)
"Beautiful view of the ocean from balcony and pool/grill area. House very clean. Plenty of room for two couples or family. Great location,close to Vaca Cut and 7 mile bridge. Lots of great seafood restaurants nearby. Frank is wonderful host. Very responsive and friendly. "
Dock, Pool, FREE RAMP, Kayaks, Jacuzzi, Amazing Ocean Views Pets are Welcomed!

RESERVE QUICKLY! YOU’LL LOVE IT! EVERYONE DOES! Still have an open week in July!

9.6 out of 10, Exceptional, (183)
"Great weather, clean accommodations, a few glitches that were quickly (mostly) resolved.Great pool, nice views, convenient location."
RESERVE QUICKLY! YOU’LL LOVE IT! EVERYONE DOES! Still have an open week in July!

OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards

10.0 out of 10, Exceptional, (182)
"Rodger and Linda is home and Islamorada is wonderful. They are unbelievably accommodating property owners and made the trip extra special. I look forward to returning and staying there again."
OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards

Summer Openings Including Mini Season! Deep Water Canal, SwimSpa Pool, Kayaks!

10.0 out of 10, Exceptional, (155)
"The house was very nice. A quiet retreat for the week. We even had a chance to see a manatee in the canal. "
Summer Openings Including Mini Season! Deep Water Canal, SwimSpa Pool, Kayaks!
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Can I find a holiday rental in Long Key?

Yes, there are holiday rentals close to the most popular sights in Long Key, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Long Key. Make sure you have time to check out the seafood restaurants while you're in the area.

What are some of the best holiday rentals that Long Key has to offer?

The Hammocks at Marathon: This holiday home rental outside of Long Key is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities such as a microwave and a coffee maker can make your holiday run smoothly. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Long Key?

Choose from 39 Expedia holiday rentals in Long Key for a memorable holiday.

What can I see and do in Long Key?

While exploring the area, visit family-friendly sights like Crane Point Museum and Nature Center, or get outside and enjoy nature at Fiesta Key. Long Key State Park and Anne's Beach are a couple of places you'll find in the wider area.

What are holiday rentals like in Long Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Long Key. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.