Long Key Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Long Key

Living area
Cabins at Bonefish Bay
3.0 star property
10.0 out of 10, Exceptional, (9)
"Our group arrived not knowing what to expect after a long days travel, as soon as we pulled into the office to get our keys we were amazed at quaint cabin that awaited us. It was super easy to get the keys after hours. The cabin itself was perfect!!!! Plenty of room for a group of 5. The towels provided were perfect for the relaxing pool area. Every thing we would need for cooking was already in the cabin. The rooms were clean and bright with natural wood. The area was quiet and very well...
Cabins at Bonefish Bay
Beach nearby
Life in Paradise w/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
10.0 out of 10, Exceptional, (190)
"We just wanted a short vacation getaway. It was great. We rented a boat and spent our time in the water. Great time with friends."
Life in Paradise w/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
Terrace/patio
COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property
10.0 out of 10, Exceptional, (27)
"This house is roomy, clean, and located perfectly in Marathon for anywhere in the Keys you may want to travel to. The hot tub, pool, and grill were well used by us all, and communication with the host was immediate and friendly. We will stay there again on next trip to the Florida Keys."
COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Property grounds
Beautiful Waterfront Villa 133 Anglers Reef with on-site Boat Slip
10.0 out of 10, Exceptional, (1)
"Very hood stay"
Beautiful Waterfront Villa 133 Anglers Reef with on-site Boat Slip
Exterior
No Name Cottage- Close to everything you need in Marathon
10.0 out of 10, Exceptional, (14)
"The house was beautiful and everything we needed was right there. If I could have changed anything about the house, it would be to add a dresser in each bedroom. I'm not a live out of a suitcase kind of girl. So having a place to put my clothes that don't hang up would be nice. But, it had very large closets in each bedroom. Thank you for everything. God Bless! Teresa G."
No Name Cottage- Close to everything you need in Marathon
Property grounds
Southern Diversion Estate-see our reduced rates
10.0 out of 10, Exceptional, (81)
"Our family takes an annual trip together, there were 17 of us this time. The property had something for everyone, best aspects are the sunsets and the infinity pool. The property manager was one of the best we've ever had- very responsive."
Southern Diversion Estate-see our reduced rates
View from property
Memorial Day Last Minute Discount - Deep Water Canal Home in Boot Key Harbour!!
10.0 out of 10, Exceptional, (139)
"This home has the best location to sit back and relax or boat out to your favorite fishing spot. Great access to either the Atlantic, gulf or Sombrero beach. Definitely our favorite location to stay in Marathon!"
Memorial Day Last Minute Discount - Deep Water Canal Home in Boot Key Harbour!!
Outdoor pool
Best Location for Your best vacation! June Special!
10.0 out of 10, Exceptional, (23)
"My husband and I rented this property for the month of February 2024. It was conveniently located near Founder’s Park, Theater of the Sea, several restaurants, grocery stores, businesses and in a very safe and quiet neighborhood. Our daughter and her family visited for several days during our stay and the back of the property was great for entertaining. Although these owners reside on the premises they vacated the property during most of our stay so as to allow us our privacy as we enjoyed our...
Best Location for Your best vacation! June Special!
Living area
Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (47)
"The house boat was beautiful, clean and the patio over looking the lagoon was very relaxing. There are manatees that visit too. :) The neighbors are very friendly, as is the staff. The kayaks and bicycles are included in the rental, which is fantastic. The location s very close to groceries and local parks. We took an airplane scenic ride which was the highlight of the trip. The small airport is only 3 miles away. We will come back to Yacth Haven !"
The price is HK$1,061
per night
2 Jun - 3 Jun
Yacht Haven Marina
Pool
Authentic And Charming Little Cottage 60 Ft From The Ocean
9.8 out of 10, Exceptional, (168)
"Perfect stay, very peaceful !"
Authentic And Charming Little Cottage 60 Ft From The Ocean
A heated pool
Gorgeous Getaway with a Lush Yard, Private Pool, & Free WiFi
9.8 out of 10, Exceptional, (17)
"We had a wonder time. The house was spotless in a very nice quite location loved the iguana greeting us at the door over all very pleasant and will be booking again for next year if not sooner"
Gorgeous Getaway with a Lush Yard, Private Pool, & Free WiFi
Property grounds
Lovely oceanfront home with dock, deck, patio, WiFi, W/D, & AC - great view
9.8 out of 10, Exceptional, (6)
"Excellent"
Lovely oceanfront home with dock, deck, patio, WiFi, W/D, & AC - great view
Beach towels
Keys Vacation Price Drop! Book Now! New lower rates for Sep 5 - Nov 4, 2023
9.8 out of 10, Exceptional, (233)
"Great stay! As advertised!"
Keys Vacation Price Drop! Book Now! New lower rates for Sep 5 - Nov 4, 2023
Outdoor pool, a heated pool
Ocean front with private beach and pool
9.8 out of 10, Exceptional, (36)
"Will be back!!"
Ocean front with private beach and pool
Front of property
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (103)
"highly recommended, very clean ,pace full and nice place "
The price is HK$1,404
per night
28 May - 29 May
Aqua Lodge Rentals At Coconut Cay
Property grounds
RESERVE QUICKLY! YOU’LL LOVE IT! EVERYONE DOES!
9.6 out of 10, Exceptional, (154)
"Great location and property was clean and had all the essentials."
RESERVE QUICKLY! YOU’LL LOVE IT! EVERYONE DOES!
Private beach
Oceanfront Sandy Beach Vacation Rental Unit 1
9.6 out of 10, Exceptional, (98)
"Was absolutely breath taking. Was a beautiful place to stay and was so homey. Highly recommended and hope to stay there again"
Oceanfront Sandy Beach Vacation Rental Unit 1
A heated pool
4 Keys To Paradise | 5 Bed, 3.5 Bath
9.6 out of 10, Exceptional, (23)
"Fantastic location, beautiful view . Like a dream."
4 Keys To Paradise | 5 Bed, 3.5 Bath
Beach/ocean view
Mangrove Marina and Resort Aqualodge Houseboats
3.0 star property
9.4 out of 10, Exceptional, (315)
"Absolutely beautiful! Cant wait to come back and stay here again."
Mangrove Marina and Resort Aqualodge Houseboats
Fridge, microwave, oven, stovetop
Capt Craig's 1 Bedroom /1 Bath Apartment in Islamorada, Florida Keys
9.4 out of 10, Exceptional, (6)
"This place is amazing! The location on top of the restaurant was perfect. We ate there twice, and the staff were really great. Everything we needed was provided and the decor was so cute! It was clean and comfortable! The pull out bed is not the most wonderfully comfortable lol but thats to be expected. The one and only complaint we had was the noise from outside. The windows dont hold the noise out at all and the road noise is pretty loud especially in the mornings. Really this place was great...
The price is HK$1,163
per night
21 Jun - 22 Jun
Capt Craig's 1 Bedroom /1 Bath Apartment in Islamorada, Florida Keys
Don't see what you're looking for?
See all available properties in Long Key
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.

Other types of properties in Long Key you may be interested in

Exterior
Lime Tree Bay Resort
3.5 star property
9.2 out of 10, Wonderful, (1001)
"-"
The price is HK$1,190
per night
2 Jun - 3 Jun
Lime Tree Bay Resort
Private beach, sun-loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1003)
"Upon check in my husband and I were told that we were given a complimentary upgrade for our room. The gentleman helping us pulled out a map and said you booked a room by the golf course but we have upgraded you to a room by the tennis courts. We thanked him for the offer but declined and said we would prefer the room we selected during booking. The man excused himself and came back with a manager, Natalie. We asked Natalie who gave us the upgrade and she said she didn't know but the new room was...
The price is HK$2,332
per night
23 May - 24 May
Cheeca Lodge & Spa
View from property
Edgewater Lodge
2.5 star property
8.6 out of 10, Excellent, (710)
"This was my 4th stay at the hotel. I gave this location a 5 star, it has everything I needed for a bae cation. Quiet and peaceful. If you need to get away for the world this is the perfect spot. No complaints hear 💕💕💕 Edgewater lodge"
The price is HK$2,067
per night
20 Jun - 21 Jun
Edgewater Lodge
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.

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
  • Use the map to find apartments and other holiday homes in the Long Key neighbourhood you prefer
  • 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?

Aqua Lodge Rentals At Coconut Cay: This holiday home rental outside of Long Key is located near the beach, and offers an outdoor pool, air conditioning and daily housekeeping to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

How many holiday rentals are there in Long Key?

Choose from 31 Expedia holiday rentals in Long Key for a memorable holiday.

What can I see and do in Long Key?

Fiesta Key and Long Key State Park are a couple of lovely local spots to get outside and enjoy nature. Anne's Beach and Bud n' Mary's Dive Center 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.

Recent reviews of Long Key properties
Expedia verified reviews

Amara Cay Resort

Amara Cay Resort

5/5 Excellent
"The layout is perfect. Very clean and spacious rooms"
A verified traveller stayed at Amara Cay Resort
Posted 12 hours ago
Amara Cay Resort