Long Key Vacation Rentals

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Vacation Rentals in Long Key

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1170)
"We really enjoyed pur stay at SkipJack. Rooms are super clean. Bar & grill onsite has excellent food. The extra amenities (courts, bikes, beach chairs) could use an update, but overall a veey nice stay."
The price is CA $382
CA $481 total
includes taxes & fees
Apr 9 - Apr 10
Skipjack Resort & Marina

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (441)
"Best motel we’ve stayed at in Keys! Outstanding!"
The price is CA $150
CA $242 total
includes taxes & fees
Apr 16 - Apr 17
Breezy Palms Resort

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (135)
"The manatees came right to the patio. Was amazing. Didnt like the hidden cleaning fees tho, so gave 1 less star. Otherwise perfect experience"
The price is CA $425
CA $656 total
includes taxes & fees
Apr 12 - Apr 13
Yacht Haven Marina

Tropical Cottages

3.0 star property
8.4 out of 10, Very good, (797)
"Nice, clean and cute little private bungalows. We were visiting friends in the area and this was the perfect location. "
The price is CA $164
CA $184 total
includes taxes & fees
Apr 9 - Apr 10
Tropical Cottages

Aqua Lodges at 47th Street Gulfside

3.0 star property
8.4 out of 10, Very good, (29)
"The view is incredible "
The price is CA $203
CA $407 total
includes taxes & fees
May 1 - May 2
Aqua Lodges at 47th Street Gulfside

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (54)
"Lovely room with friendly staff. "
The price is CA $852
CA $1,037 total
includes taxes & fees
Apr 9 - Apr 10
The Islands of Islamorada

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (155)
"Truly enjoyed our time in such a unique experience. "
The price is CA $319
CA $572 total
includes taxes & fees
Apr 9 - Apr 10
Aqua Lodge Rentals At Coconut Cay

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1104)
"Great Location"
The price is CA $184
CA $237 total
includes taxes & fees
Apr 10 - Apr 11
Knight's Key Suites

Cabins at Bonefish Bay

3.0 star property
10.0 out of 10, Exceptional, (37)
"We had a fantastic stay in the cabins. Very clean with everything you need. Quiet, cozy and the kayaks provided a unique way to see the island. We will definitely be back!"
Cabins at Bonefish Bay

The Reef at Marathon, Florida Keys

4.0 star property
9.0 out of 10, Wonderful, (2)
"Dated but very charming, clean, safe, quiet and private location. Parking is nice and easy! Pool is decent, although it would be nice if it stayed open a little later. The staff was very nice and accommodating (office hours are a bit limited). My only complaint is the water pressure is not great in the showers, but the water was nice and hot! Overall, it’s a great place to stay and would definitely stay there again. "
The Reef at Marathon, Florida Keys

Beach Residence / Private overwater dock / Heated Pool / Mahi Key

The price is CA $2,454
CA $3,965 total
includes taxes & fees
Apr 13 - Apr 14
Beach Residence / Private overwater dock / Heated Pool / Mahi Key

PERFECT OCEAN FRONT/PRIVATE ELEVATOR/DOCK/HEAT POOL. MARATHON LIC PLR2017-00465

9.4 out of 10, Exceptional, (45)
"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."
PERFECT OCEAN FRONT/PRIVATE ELEVATOR/DOCK/HEAT POOL. MARATHON LIC PLR2017-00465

Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water

9.8 out of 10, Exceptional, (93)
"We were very pleased with this house - very clean and comfortable! It will be even better when the canal construction fencing is down and the use of the canal is restored -- we plan to return, maybe with our boat next time! "
Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water

Coral Lagoon #13: Pool, Water Views, Both Gulf & Atlantic Access via Vaca Cut

10.0 out of 10, Exceptional, (253)
"Property was spacious and comfortable for our group of 6. Location was perfect/central within Marathon and the Keys. Best to drive to restaurants with kids to avoid busy road."
Coral Lagoon #13: Pool, Water Views, Both Gulf & Atlantic Access via Vaca Cut

2499 Rental Rate ANY WEEK March-Aug 2025 fees and taxes add, except holidays

9.6 out of 10, Exceptional, (118)
"My family (10 of us all together) stayed at this beautiful property and could not have been more pleased! It was spacious enough for all of us and close to all the things we wanted to do! Beth was super responsive anytime we reached out to her! The only thing I would note is that the house is in the DIRECT landing path for the airport down the road. It was a little startling when some of the jets were flying in. This is nothing against the house itself, just something to be aware of.We hope to...
2499 Rental Rate ANY WEEK March-Aug 2025 fees and taxes add, except holidays

🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

9.2 out of 10, Wonderful, (40)
"Most an amazing place, with an amazing view. Frank was great to work with if had any questions or needs. We have been coming down to Marathon for 10 years and had one place we rented be sold, this was our first year at this location. So private, pool was amazing, kitchen had everything you need, all bedrooms had own bathroom, screen porch had unreal views. We will definitely be back next year and hopefully many years in the future. A little piece of heaven on earth."
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

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

10.0 out of 10, Exceptional, (177)
"We just spent a week at Windley Cottage and had an amazing time. The house was very clean and comfortable for our family of 4. Everything was comfortable and we felt very safe and at ease in the community. The property was centrally located to what the keys have to offer. Communicating with Roger and Linda was so easy and they were more than helpful with questions we had. I would stay here again in a heart beat and recommend it to anyone."
OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards

COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property

10.0 out of 10, Exceptional, (34)
"Everything in the listing was completely accurate. Halfway point in the Keys. The home was very clean. Air Conditioning was spot on. We used the pool/hottub a lot. Surprised how much we used the hot tub as almost every day it was clear and hot. Although it didn’t bother us, the home is located in the direct path of a variety of planes jets and helicopters landing at Airport nearby. Noise was quite loud and may scare some dogs. Our Morkie had no issues. Definitely would rent property...
COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property

Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!

10.0 out of 10, Exceptional, (84)
"This was our first visit to the Keys and we were very pleased. The house is cozy and clean, and the outdoor pool area is phenomenal. Jerry and Lynn were wonderful hosts. The only bad part of the trip was returning to central Illinois weather. "
Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!

Sunsets in Paradise~ Gulf Front Pool Home, 22' Dock, Kayaks, Bikes & Paddleboards

9.0 out of 10, Wonderful, (24)
"Great property with great views."
Sunsets in Paradise~ Gulf Front Pool Home, 22' Dock, Kayaks, Bikes & Paddleboards
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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Other types of properties in Long Key you may be interested in

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1064)
"Great place to stay staff at the front desk was amazing and the rest of the staff we enjoyed the beach pool and kayaking was fantastic we will definitely be back 😊🌴🌴"
The price is CA $237
CA $331 total
includes taxes & fees
Apr 10 - Apr 11
Lime Tree Bay Resort

Fiesta Key RV Resort

2.5 star property
7.2 out of 10, Good, (392)
"Great place to stay."
Fiesta Key RV Resort

Edgewater Lodge

2.5 star property
8.6 out of 10, Excellent, (764)
"El lugar está expectacular pero pagamos por todo verdad y la misma piscina no la pudimos usar estuvimos dos días y cuando hice la reservación decía q todo están disponible "
The price is CA $306
CA $344 total
includes taxes & fees
Apr 23 - Apr 24
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.

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?

Aqua Lodge Rentals At Coconut Cay: This vacation home rental near 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 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.