Long Key Vacation Rentals

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Vacation Rentals in Long Key

Skipjack Resort & Marina
Outdoor pool, sun loungers
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1098)
"Good hotel ! Rooms are in great condition "
The price is $229
$294 total
includes taxes & fees
Jun 9 - Jun 10
Skipjack Resort & Marina
Breezy Palms Resort
Exterior
Breezy Palms Resort
2.5 star property
8.4 out of 10, Very Good, (330)
"For those who enjoy boating jet skiing is amazing!!!"
The price is $155
$226 total
includes taxes & fees
Jun 9 - Jun 10
Breezy Palms Resort
Aqua Lodge Rentals At Coconut Cay
Front of property
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (106)
"Right on the water. Very neat place. "
The price is $137
$294 total
includes taxes & fees
Jun 9 - Jun 10
Aqua Lodge Rentals At Coconut Cay
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Tropical Cottages
Superior Bungalow, Ensuite (Cottage 04) | Exterior
Tropical Cottages
3.0 star property
8.4 out of 10, Very Good, (691)
"Cozy spot. Rooms were comfortable "
The price is $119
$134 total
includes taxes & fees
Jun 11 - Jun 12
Tropical Cottages
Yacht Haven Marina
Standard Bungalow | Living area | 42-inch Smart TV with digital channels, Netflix, Hulu
Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (51)
"Everything was so clean, enjoyed the atmosphere of the Marina. The only issue was flooding on the only road to access the property, caused by a "freak" rainstorm. This was by no means the fault of property management. Publix, Winn Dixie and Walgreens are all in walking distance. "
The price is $152
$297 total
includes taxes & fees
Jun 23 - Jun 24
Yacht Haven Marina
Knight's Key Suites
Outdoor pool, sun loungers
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1031)
"The view of the water and east access to the 7-mile bridge"
The price is $119
$155 total
includes taxes & fees
Jun 9 - Jun 10
Knight's Key Suites
Mangrove Marina and Resort Aqualodge Houseboats
Manatee: Luxury Bungalow, 4 Bedrooms, Bay View | Beach/ocean view
Mangrove Marina and Resort Aqualodge Houseboats
3.0 star property
9.4 out of 10, Exceptional, (316)
"Wonderful weekend trip! Will definitely return. Staff was super helpful with advice about things to do while visiting. "
Mangrove Marina and Resort Aqualodge Houseboats
Cabins at Bonefish Bay
Exclusive Cabin | Living area | Flat-screen TV
Cabins at Bonefish Bay
3.0 star property
10.0 out of 10, Exceptional, (10)
"Cabin was very clean and nice. "
Cabins at Bonefish Bay
Life in Paradise w/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
Beach nearby
Life in Paradise w/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
10.0 out of 10, Exceptional, (191)
"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
The Islands of Islamorada
2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers
The Islands of Islamorada
4.0 star property
9.6 out of 10, Exceptional, (35)
"My wife and I have been traveling to Islandmorada for many years and this place is what we have been searching for. Clean, quaint, all the amenities of a large restort withiut the corporation feel. Absolutely refreshing!"
The Islands of Islamorada
Authentic And Charming Little Cottage 60 Ft From The Ocean
Pool
Authentic And Charming Little Cottage 60 Ft From The Ocean
9.8 out of 10, Exceptional, (169)
"Cottage was very clean and comfortable. Host was amazing and very accommodating! Private beach was a plus and relaxing. Love that this was adult only and non smoking property, which includes a gas grill. The location was central and great for day trips in both upper and lower keys. Would definitely book here on my next trip! We are not condo people so this was perfect! Quaint historic Florida style!"
Authentic And Charming Little Cottage 60 Ft From The Ocean
Southern Diversion Estate-see our reduced rates
Property grounds
Southern Diversion Estate-see our reduced rates
10.0 out of 10, Exceptional, (82)
"We were celebrating my wife’s 40th birthday. There were 17 people in our group. Adults and children. Something for everyone to do. We enjoyed relaxing at the property by the pools, fishing from the dock, kayaking and paddle boarding. We went scuba diving with better than most scuba, deep sea fishing on the tail walker. We hired chef Heather for several dinners. It was an amazing trip."
Southern Diversion Estate-see our reduced rates
No Name Cottage- Close to everything you need in Marathon
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
Bumpa's Big House - Bring the Grandkids!
A heated pool
Bumpa's Big House - Bring the Grandkids!
9.6 out of 10, Exceptional, (4)
"The property was just as listed. We had a great time and would stay again. Great ocean view"
Bumpa's Big House - Bring the Grandkids!
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
A heated pool
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
8.8 out of 10, Excellent, (207)
"The location of this property was ideal for everything we wanted to do (activities from Tavernier all the way down to Key West). Check in was seamless and, while there was never a need to contact the property manager, the communication from them was clear and timely. The pool, landscaping, and overall neighborhood were all lovely. Very resort-like. That said, we did take note of several maintenance issues. The kitchen chairs were wobbly (and some of the hardware was later found in a fake...
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
Beach nearby, sun loungers, beach towels
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
10.0 out of 10, Exceptional, (181)
"We found your place on Vrbo and It was fantastic! The place we stayed was everything we needed. Relaxing , beautiful the view was beautiful and the beach is very nice and great chairs to relax, and take in the beauty! Micheal was amazing host and very helpful to help with ideas where to eat, get groceries, and just so Grateful he alllowed us to stay and enjoy 30 years. Loved just a short walk to sunset park to watch the beautiful view of sunset !!! If looking for a place to relax and enjoy a...
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
Oceanfront Sandy Beach Vacation Rental Unit 1
Private beach
Oceanfront Sandy Beach Vacation Rental Unit 1
9.4 out of 10, Exceptional, (100)
"First of all...the very first picture online is not the property. I'm not sure where it is but it is not this property. The property is right on the ocean and is a nice beach but does have lots of grass in the water. The bedroom picture, the picture with pelicans on the dock are also not this property. The owner is not very communicative. There was supposed to be an inspection while we were there and I left him a message about it. No answer from owner, no text or any kind of communication. The...
Oceanfront Sandy Beach Vacation Rental Unit 1
4 Keys To Paradise | 5 Bed, 3.5 Bath
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
Vibrant, waterfront retreat with WiFi, balcony & dock access
Beach
Vibrant, waterfront retreat with WiFi, balcony & dock access
8.6 out of 10, Excellent, (4)
"We saw manatees in the inlet, swam the pool morning and evening, and drove just a few minutes to Sombrero beach. We liked the attached Greek restaurant and boaters bar down the dock a bit."
Vibrant, waterfront retreat with WiFi, balcony & dock access
Beautiful Coral Lagoon #12 - Waterfront - Boat Slip & Heated Pool
A heated pool
Beautiful Coral Lagoon #12 - Waterfront - Boat Slip & Heated Pool
10.0 out of 10, Exceptional, (123)
"We were participating in the Underwater and shore cleanup. The property was better than online pics, extremely clean and everything was in perfect working order. Owners and property managers were easy to contact and prompt to respond"
Beautiful Coral Lagoon #12 - Waterfront - Boat Slip & Heated Pool
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.

Long Key Vacation Rental Travel Info

Number of vacation rentals
29
Popular accommodation
Long Key private vacation homes
Known landmarks
Anne's Beach, Sunset Drive Beach and San Pedro Underwater Archaeological Preserve State Park
International airports
Miami, FL (MIA-Miami Intl.) and Key West, FL (EYW-Key West Intl.)

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

Lime Tree Bay Resort
Exterior
Lime Tree Bay Resort
3.5 star property
9.2 out of 10, Wonderful, (1007)
"Very beautiful! Nice place "
The price is $139
$200 total
includes taxes & fees
Jun 9 - Jun 10
Lime Tree Bay Resort
Edgewater Lodge
View from property
Edgewater Lodge
2.5 star property
8.6 out of 10, Excellent, (714)
"Was ok "
The price is $179
$201 total
includes taxes & fees
Jun 9 - Jun 10
Edgewater Lodge
Fiesta Key RV Resort
Outdoor pool
Fiesta Key RV Resort
2.5 star property
7.2 out of 10, Good, (361)
"I like everything"
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.

Everything you need to know about Long Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Long Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Long Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Long Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Long Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Long Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $119 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Long Key rentals

At Expedia, we put the best Long Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Long Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Long Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Long Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 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 31 Expedia vacation rentals in Long Key for a memorable vacation.

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 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.

Recent reviews of Long Key properties
Expedia verified reviews

Islander Resort

Islander Resort

5/5 Excellent
"One of the best locations in Islamorada on the ocean with the huge beach and a walk anc road to great restaurants. Excellent, recently remodeled rooms."
A verified traveler stayed at Islander Resort
Posted 15 hours ago
Islander Resort