Long Key Holiday Rentals

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Holiday Rentals in Long Key

Outdoor pool, pool loungers
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1086)
"The rooms are very nice! The pool area and bar were great! And the continental breakfast was wonderful! Thank you for a nice stay, we'll differently recommend others to stay at Skipjacks. Loved the view of the boats."
The price is HK$1,789
HK$2,294 total
includes taxes & fees
12 May - 13 May
Skipjack Resort & Marina
Exterior
Breezy Palms Resort
2.5 star property
8.4 out of 10, Very good, (311)
"Great resort, clean rooms, clean property, great water views, nice beach area with clean sand, water area could have been cleaned of seaweed, pool was very clean but ladder was broken and should have been fixed. "
The price is HK$1,327
HK$1,618 total
includes taxes & fees
6 May - 7 May
Breezy Palms Resort
Exterior
Tropical Cottages
3.0 star property
8.4 out of 10, Very good, (675)
"I do recommend "
The price is HK$1,172
HK$1,319 total
includes taxes & fees
27 May - 28 May
Tropical Cottages
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Front of property
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (101)
"Very clean, comfortable and relaxing. "
The price is HK$1,789
HK$3,191 total
includes taxes & fees
31 May - 1 Jun
Aqua Lodge Rentals At Coconut Cay
Living area
Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (43)
"The staff are the absolute best!"
The price is HK$1,064
HK$2,174 total
includes taxes & fees
30 May - 31 May
Yacht Haven Marina
Outdoor pool, pool loungers
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1024)
"The room was very clean and you are across a restaurant so don’t need to drive anywhere unless you want to."
The price is HK$959
HK$1,247 total
includes taxes & fees
16 May - 17 May
Knight's Key Suites
Living area
Cabins at Bonefish Bay
3.0 star property
10.0 out of 10, Exceptional, (8)
"Had a great time! Loved having so much room. The rest of the property was great and the entire staff was so friendly!! Close to restaurants, but also quietly nestled off the main highway. Just a real gem! Wish we could've stayed longer!! Will absolutely stay here again!"
Cabins at Bonefish Bay
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
On the beach
Casa De La Playa Oceanfront the Key to the Beach and 3 kayaks included
9.0 out of 10, Wonderful, (6)
"We had a great time on our family vacation at Casa De La Playa. We especially enjoyed the pool, pool toys, kayaks, back porch, and tropical landscaping. We also enjoyed using the beach toys and beach tent at area beaches."
Casa De La Playa Oceanfront the Key to the Beach and 3 kayaks included
A heated pool
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
8.8 out of 10, Excellent, (204)
"My wife and our friends wanted to come down and explore the Keys. So many other Vrbo options were so expensive but luckily we found this listing on Duck Key. It is basically in the middle of the Keys section off the highway and it provided such an easy way of exploring the various Keys without feeling like we were in the car the whole time. We loved unwinding in the personal pool on the patio after a nice day of exploring along with having some of the most beautiful sunrises and sunsets that we...
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
Fridge, microwave, oven, stovetop
Two-story waterfront condo with patio, balconies & boating
9.0 out of 10, Wonderful, (86)
"The property was as listed! The check in process was easy and everything we needed was conveniently provided. The only issues we ran into were that we couldn’t get the tv’s to work properly. Otherwise it was the perfect place!"
Two-story waterfront condo with patio, balconies & boating
Beach nearby
Life in Paradise w/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
10.0 out of 10, Exceptional, (189)
"This was a great vacation for my daughter's 18 birthday with some friends and family. We saw manatees the first morning out back in the canal. There was always some type of animal in the very sheltered canal if you have a boat. We brought our pontoon boat and had a day of very bad weather. We never worried once because we could see the boat from the back porch (50 yards away) and the canal is very sheltered and nice. You have access to the ocean and the bay side as soon as you go around the...
Life in Paradise w/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
Fridge, microwave, oven, stovetop
A 57-foot trawler in Islamorada
8.4 out of 10, Very good, (18)
"The owner Don hooked us up with an excellent Fishing charter and had a blast catching keeper yellow tail snapper."
A 57-foot trawler in Islamorada
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
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
10.0 out of 10, Exceptional, (180)
"Beautiful property, well maintained and perfect location. It’s quiet and peaceful but close to some great restaurants and activities. All the stress just melted away! Thank you, Michael, for being a wonderful host!"
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
Fridge, microwave, oven, stovetop
Capt Craig's 1 Bedroom /1 Bath Apartment in Islamorada, Florida Keys
9.2 out of 10, Wonderful, (5)
"We had an excellent stay. Loved the place and look forward to staying here again in the future."
The price is HK$977
HK$1,985 total
includes taxes & fees
8 May - 9 May
Capt Craig's 1 Bedroom /1 Bath Apartment in Islamorada, Florida Keys
Outdoor pool, a heated pool
Ocean front with private beach and pool
9.8 out of 10, Exceptional, (34)
"Great view Quiet and private setting Beach good for walking, not for swimming Nice pool Condo attractive, comfortable beds, kitchen well supplied, all appliances worked"
Ocean front with private beach and pool
Pool
P98 - 2698 Sombrero Blvd
9.8 out of 10, Exceptional, (8)
"We LOVED this home! Everything was spotless, looked new - just as pictured. The kitchen had everything you could need to cook. Each room had a bathroom and a TV. We were vacationing with our two little kids and the pool was perfect for them and we spent every minute out there enjoying the beautiful outdoors space. This is our 4th time renting in Marathon and this house was by far our favorite."
P98 - 2698 Sombrero Blvd
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
A heated pool
Gorgeous Getaway with a Lush Yard, Private Pool, & Free WiFi
9.8 out of 10, Exceptional, (16)
"Property very comfy. Beds were awesome. Pool was great."
Gorgeous Getaway with a Lush Yard, Private Pool, & Free WiFi
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
9.0 out of 10, Wonderful, (1000)
"My husband and I stayed for one night for our anniversary. We got the studio suite across the street from the main property. We loved our stay for the 1 night - pool was nice, beachy areas were lovely. They have lots of amenities - outdoor chess, hammocks, paddle boards, kayaks, bikes, tennis courts and pickle ball… it’s never ending. Our only complaint would be that the studio is not really “across the street”- it’s across US1 and down a ways. We had to drive. Like I said, we didn’t mind at all...
The price is HK$1,371
HK$1,886 total
includes taxes & fees
14 May - 15 May
Lime Tree Bay Resort
View from property
Edgewater Lodge
2.5 star property
8.6 out of 10, Excellent, (709)
"Everything we needed for our trip was right there.. fishing bait, the ocean front property at the motel and fishing bridge a walks distance across the road. The Lick It food shack offers a great variety and the bbq is delicious (they will also cook your catch). We did not use the pool, but many were and it was clean and inviting as well. Wonderful staff that was very pleasant and welcoming. Walk out on the piers and see fish. Gorgeous sunset views. Already planning our next trip. "
The price is HK$1,410
HK$1,587 total
includes taxes & fees
9 May - 10 May
Edgewater Lodge
Aerial view
Fiesta Key RV Resort
2.5 star property
7.0 out of 10, Good, (359)
"Everything is right there"
Fiesta Key RV Resort
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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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