Long Key Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Long Key holiday rentals

Interior

Florida Keys Getaway w/ Stunning Ocean Views

Florida Keys Getaway w/ Stunning Ocean Views
4.0 star property
Long Key
The price is HK$4,209
HK$8,180 total
includes taxes & fees
25 Mar - 26 Mar
Florida Keys Getaway w/ Stunning Ocean Views
25-inch flat-screen TV with digital channels, TV

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (136 reviews)
"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"
United States
Nick
The price is HK$1,434
HK$2,714 total
includes taxes & fees
9 Mar - 10 Mar
Treasure Harbor
Property grounds

1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.

1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.
Tavernier
10.0 out of 10, Exceptional, (3 reviews)
"Our stay was fantastic !We had everything we needed, including absolutely stunning subsets.I would stay here again in a heartbeat."
United States
Tina P.
The price is HK$2,934
HK$3,676 total
includes taxes & fees
4 Mar - 5 Mar
1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.
Exterior

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.8 out of 10, Exceptional, (276 reviews)
"Very clean and great staff. "
United States
Barbara
Yacht Haven Marina
Exterior

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (624 reviews)
"Friendly staff, beautiful peaceful beach, great room with a big comfy bed and all that you might need. "
United States
Alexander
The price is HK$1,349
HK$1,923 total
includes taxes & fees
25 Mar - 26 Mar
Breezy Palms Resort
Fridge, microwave, oven, stovetop

Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
Tavernier
9.8 out of 10, Exceptional, (214 reviews)
"Absolutely wonderful property in every way!"
United States
Christopher K.
The price is HK$3,106
HK$4,875 total
includes taxes & fees
24 Mar - 25 Mar
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
Exterior

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (937 reviews)
"Very cozy and clean!"
United States
JUSTIN
The price is HK$1,838
HK$2,068 total
includes taxes & fees
3 Mar - 4 Mar
Tropical Cottages
BBQ/picnic Area

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (210 reviews)
"Room was clean, staff was friendly, view from deck was amazing, took the free kayaks out and saw a Manatee, convenient location. Great experience!"
United States
Wendy
Aqua Lodge Rentals At Coconut Cay
Property grounds

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.2 out of 10, Wonderful, (20 reviews)
"Property was very nice, everything as expected based on listing. Very good place for families."
United States
Nicholas H.
The price is HK$3,043
HK$6,077 total
includes taxes & fees
3 Mar - 4 Mar
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
TV

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
10.0 out of 10, Exceptional, (5 reviews)
"Everything about the stay was nice. "
United States
Mario S.
The price is HK$2,417
HK$5,224 total
includes taxes & fees
2 Apr - 3 Apr
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Property grounds

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (48 reviews)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
The price is HK$3,043
HK$5,920 total
includes taxes & fees
8 Mar - 9 Mar
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior

Villa del Sol - Sunset Views, Kayaks, 2/2.5

Villa del Sol - Sunset Views, Kayaks, 2/2.5
Duck Key
10.0 out of 10, Exceptional, (2 reviews)
"Amazing home and host, could not have been any better. "
United States
Randy P.
The price is HK$3,122
HK$6,066 total
includes taxes & fees
10 Mar - 11 Mar
Villa del Sol - Sunset Views, Kayaks, 2/2.5
Outdoor pool

SPECIAL-2 Bed 2 Bath Villa including Cabana Club membership which

SPECIAL-2 Bed 2 Bath Villa including Cabana Club membership which
Marathon
9.8 out of 10, Exceptional, (144 reviews)
"Great location and very neat place!"
United States
FERNANDO S.
The price is HK$2,730
HK$5,623 total
includes taxes & fees
12 Mar - 13 Mar
SPECIAL-2 Bed 2 Bath Villa including Cabana Club membership which
Outdoor dining

Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Duck Key
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful views. Very nice accommodations. Wonderfull location!"
United States
michael h.
The price is HK$2,457
HK$4,826 total
includes taxes & fees
9 Mar - 10 Mar
Tiny Villa, Big Ocean Views| Breathtaking Sunsets
On the beach, sun-loungers, beach umbrellas, beach towels

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (71 reviews)
"Beautiful accommodations and location, very clean, many activities available at resort"
United States
Janet
The price is HK$7,063
HK$8,377 total
includes taxes & fees
3 Mar - 4 Mar
The Islands of Islamorada
Outdoor dining

Oceanfront Tiny Villa in the Heart of the FL Keys

Oceanfront Tiny Villa in the Heart of the FL Keys
Marathon
10.0 out of 10, Exceptional, (13 reviews)
"Would stay here again! Fast and responsive host. Beautiful views!"
United States
Carson F.
The price is HK$2,457
HK$5,029 total
includes taxes & fees
13 Mar - 14 Mar
Oceanfront Tiny Villa in the Heart of the FL Keys
Outdoor dining

Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
9.4 out of 10, Exceptional, (32 reviews)
"Perfect for our get away"
United States
Kelly H.
The price is HK$2,965
HK$5,981 total
includes taxes & fees
3 Mar - 4 Mar
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
Property grounds

Seas the Keys Getaway with plunge pool/spa

Seas the Keys Getaway with plunge pool/spa
Marathon
9.6 out of 10, Exceptional, (12 reviews)
"Great location, great accomodation, hot tub and patio in the back area was great for relaxing in the evenings."
United States
Justus
The price is HK$1,725
HK$4,549 total
includes taxes & fees
20 Mar - 21 Mar
Seas the Keys Getaway with plunge pool/spa
Outdoor dining

Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Marathon
9.2 out of 10, Wonderful, (32 reviews)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
The price is HK$2,496
HK$5,320 total
includes taxes & fees
2 Apr - 3 Apr
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Smart TV, ping pong

Marina, Pool & Boats with Beautiful Harbor Views

Marina, Pool & Boats with Beautiful Harbor Views
Marathon
The price is HK$2,210
HK$4,390 total
includes taxes & fees
3 Mar - 4 Mar
Marina, Pool & Boats with Beautiful Harbor Views
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

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

10/10 Excellent
"Front desk staff and wait staff were great! We stayed on our way to key west and on the way back we decided to stay again. In fact as we were getting ready to leave, we couldn’t think of a reason not to stay just one more night. So we ended up staying there three nights of our five night trip. The pools were great. There was live music at the outdoor bar. The view is beautiful! Definitely will stay there again."
Scott 1-night trip
Posted 2 days ago
Isla Bella Beach Resort & Spa

Find out more about Long Key

Search for holiday rentals in Long Key on Expedia! You can easily find your home rentals, villas, holiday apartments in Long Key using one of the methods below:

  • View our selection of featured holiday rentals in Long Key
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  • Enter your travel dates to view the best deals on holiday rentals in Long Key while they last

Look no further and take a look at our great range of rental properties in Long Key!

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 32 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.