Long Key Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Long Key vacation rentals

Exterior
Breezy Palms Resort

Aparthotel in Matecumbe

Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (607 reviews)
"Property was nice and easy to navigate, ocean view room was extra nice to have!"
United States
Lisa
The price is ￥20,421
￥31,167 total
includes taxes & fees
Jan 14 - Jan 15
Breezy Palms Resort
25-inch flat-screen TV with digital channels, TV
Treasure Harbor

Houseboat in Islamorada

Treasure Harbor
3.0 star property
9.0 out of 10, Wonderful, (124 reviews)
"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"
United States
Nick
Treasure Harbor
Exterior
Tropical Cottages

Cottage in Marathon

Tropical Cottages
3.0 star property
8.6 out of 10, Excellent, (917 reviews)
"Decent stay, easy check in and contactless checkout. Very quiet and nice place! "
United States
Swastik
The price is ￥22,914
￥25,779 total
includes taxes & fees
Jan 20 - Jan 21
Tropical Cottages
Terrace/patio
Yacht Haven Marina

Houseboat in Marathon

Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (253 reviews)
"Great place. "
Canada
Elizabeth
Yacht Haven Marina
BBQ/picnic area
Aqua Lodge Rentals At Coconut Cay

Houseboat in Marathon

Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (204 reviews)
"A unique and interesting place to vacation. Relaxing yet close enough to things to do. I highly recommend the Aqua Loge rentals as a place to stay."
United States
Keith
Aqua Lodge Rentals At Coconut Cay
Outdoor pool, sun loungers
Skipjack Resort & Marina

Aparthotel in Marathon

Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1,219 reviews)
"Beautiful location clean rooms friendly staff "
United States
Tiffany
Skipjack Resort & Marina
Premium bedding, soundproofing, iron/ironing board, free WiFi
Knight's Key Suites

Aparthotel in Marathon

Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1,164 reviews)
"Nice shower and great location room was clean and comfortable"
United States
Bruce
The price is ￥20,267
￥26,198 total
includes taxes & fees
Jan 14 - Jan 15
Knight's Key Suites
On the beach, sun loungers, beach umbrellas, beach towels
The Islands of Islamorada

Villa in Matecumbe

The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (70 reviews)
"Amazing stay, can’t wait to stay there again!"
United States
Anonymous traveler
The price is ￥96,240
￥116,981 total
includes taxes & fees
Jan 19 - Jan 20
The Islands of Islamorada
Fridge, microwave, oven, stovetop
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures

Houseboat in Tavernier

Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
9.8 out of 10, Exceptional, (210 reviews)
"Absolutely wonderful property in every way!"
United States
Christopher K.
The price is ￥47,409
￥79,647 total
includes taxes & fees
Jan 16 - Jan 17
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures
Marina
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite

Aparthotel in Matecumbe

Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
The price is ￥158,030
￥200,224 total
includes taxes & fees
Jan 20 - Jan 21
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Outdoor dining
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa in Duck Key

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
10.0 out of 10, Exceptional, (1 review)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
The price is ￥39,349
￥93,277 total
includes taxes & fees
Jan 14 - Jan 15
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Property grounds
1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.

Houseboat in Tavernier

1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.
10.0 out of 10, Exceptional, (2 reviews)
"The property manager was SO nice. She made sure we were comfortable as we brought a big dog. They made sure that the boat we chose was big enough for us! This was a super fun stay. We would absolutely stay here again. "
United States
Hannah B.
The price is ￥59,261
￥73,939 total
includes taxes & fees
Jan 14 - Jan 15
1.5 Bedroom, 1 bath with back deck. Pet friendly with 2 Queen and 2 twin beds.
Interior
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available

Villa in Duck Key

Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
The price is ￥78,857
￥169,606 total
includes taxes & fees
Jan 14 - Jan 15
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Pool
ADA Family Room | Resort Perks | No Hidden Fee

Aparthotel in Duck Key

ADA Family Room | Resort Perks | No Hidden Fee
The price is ￥59,577
￥73,662 total
includes taxes & fees
Jan 29 - Jan 30
ADA Family Room | Resort Perks | No Hidden Fee
Beach nearby
Marathon Oceanfront Suite | Balcony + 2 Luxe Baths

Aparthotel in Marathon

Marathon Oceanfront Suite | Balcony + 2 Luxe Baths
10.0 out of 10, Exceptional, (2 reviews)
"The food was 10/10 and so was the drinksI seriously loved everything about it."
United States
Brittney b.
The price is ￥100,191
￥128,458 total
includes taxes & fees
Jan 15 - Jan 16
Marathon Oceanfront Suite | Balcony + 2 Luxe Baths
Outdoor dining
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa in Duck Key

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
10.0 out of 10, Exceptional, (1 review)
"The host was extremely communicative and welcoming. What ever we needed he provided"
United States
Amy G.
The price is ￥39,349
￥93,277 total
includes taxes & fees
Jan 14 - Jan 15
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Property grounds
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Vacation Home in Duck Key

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
9.6 out of 10, Exceptional, (46 reviews)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
The price is ￥40,930
￥95,213 total
includes taxes & fees
Jan 14 - Jan 15
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!

Vacation Home in Marathon

Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
2.0 star property
10.0 out of 10, Exceptional, (160 reviews)
"Awesome place on the canal. Great view, clean, and just about everything we needed was there. Other than needing a water hose down by the dock for washing the boat at the end of the day. Overall, couldn’t be happier with this place. Definitely would stay here again. "
United States
JD F.
The price is ￥70,323
￥175,947 total
includes taxes & fees
Jan 15 - Jan 16
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
Exterior
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA

Villa in Marathon

Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
10.0 out of 10, Exceptional, (1 review)
"Host was very accommodating and everything was clean and just a lovely, lovely home and setting. All beds are comfortable and we appreciated the plentiful towels. "
United States
Patricia W. K.
The price is ￥47,251
￥133,417 total
includes taxes & fees
Jan 14 - Jan 15
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
Outdoor pool, a heated pool
Beach, Pool, Marina & Tiki Bar - Summer Getaway!

Condo in Marathon

Beach, Pool, Marina & Tiki Bar - Summer Getaway!
9.8 out of 10, Exceptional, (25 reviews)
"Everything was perfect and as described. Located near all the things we wanted to do especially the rental of pontoon boat right on site. Condo was clean and had all the things we needed for a beach day! We enjoyed the pool and bar! Kate was wonderful. Will definitely stay again!! "
United States
Shell B.
The price is ￥45,323
￥87,277 total
includes taxes & fees
Jan 19 - Jan 20
Beach, Pool, Marina & Tiki Bar - Summer Getaway!
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

Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"Yes, the room was very clean. We especially enjoyed the heated small pool close to our room. The grounds were beautiful and very well maintained. We enjoyed the chairs by the water. "
Hal 3-night trip
Posted 1 day ago
Tranquility Bay Beachfront Hotel and Resort

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

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Frequently asked questions

Can I find a vacation rental in Long Key?

Yes, there are vacation rentals close to popular attractions in Long Key, or you can select a more secluded option if you want a relaxing place to 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 vacation home rentals in Long Key?

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

How many vacation rentals are there in Long Key?

Choose from 33 Expedia vacation rentals in Long Key for a memorable vacation.

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 larger area.

What are vacation rentals like in Long Key?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Long Key. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for small groups.