Long Key Holiday Rentals

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Holiday Rentals in Long Key

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1160)
"Cant wait to return! Room was big and spacious with a great view."
The price is AU$680
includes taxes & fees
23 Mar - 24 Mar
Skipjack Resort & Marina

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (421)
"We visited Breezy Palms for our 20th wedding anniversary. We took advantage of the boat rental on site, had a great day on the water. Played cards on our lanai. Used the lovely pool, walked to local restaurants, and had a memorable time. Definitely will be back!"
The price is AU$360
includes taxes & fees
6 Apr - 7 Apr
Breezy Palms Resort

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (125)
"Surprised to drive up and see it was directly behind the grocery store, but once we settled in, we found it to be a very comfortable and relatively quiet experience. The marina and property are very nice and clean. The beds were very comfortable. Enjoyed the greetings from the manatees during our morning coffee. Great location. Enjoyed Sombrero Beach and farmers market. Didn’t mind the roosters. "
The price is AU$840
includes taxes & fees
20 Mar - 21 Mar
Yacht Haven Marina

Tropical Cottages

3.0 star property
8.4 out of 10, Very good, (787)
"This was an excellent choice. We arrived at 10 pm and the directions sent before checking in were perfect. Had absolutely no trouble and the grounds were very well taken care of. Super cute cottages and very comfortable."
The price is AU$314
includes taxes & fees
13 Mar - 14 Mar
Tropical Cottages

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (147)
"Loved, loved our stay, so peaceful out on the back porch having our morning coffee. So clean and stocked with all the things you need. Perfect for two people or a couple and two small kids. The free bikes were great. We will definely be back again. Thank you "
The price is AU$606
includes taxes & fees
13 Mar - 14 Mar
Aqua Lodge Rentals At Coconut Cay

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (52)
"Everything was lovely except I felt rushed on my departure date. A front desk representative knocked around 9am to find out what time I was leaving. If your check out policy is 11am, you should not knock on people’s door to find out what time they are planning on leaving. It doesn’t feel like a luxurious experience when you do. In addition to the early knock, the entire housekeeping staff was waiting by my front door when I checked out at 10:25. What if I wasn’t checking out at 10:25 and was...
The price is AU$1,122
includes taxes & fees
6 Apr - 7 Apr
The Islands of Islamorada

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1099)
"Todo súper bien a la hora del check in y la estancia.Pasamos un día feliz en familia. Un buen lugar cerca para pescar."
The price is AU$354
includes taxes & fees
7 Apr - 8 Apr
Knight's Key Suites

Cabins at Bonefish Bay

3.0 star property
10.0 out of 10, Exceptional, (32)
"Nice place I would stay there anytime "
Cabins at Bonefish Bay

Aqua Lodges at 47th Street Gulfside

3.0 star property
8.6 out of 10, Excellent, (24)
"Like that it eas a houseboat. The only complaint is the house next door were a bit loud. "
The price is AU$470
includes taxes & fees
7 Apr - 8 Apr
Aqua Lodges at 47th Street Gulfside

The Reef at Marathon, Florida Keys

4.0 star property
10.0 out of 10, Exceptional, (1)
"Stayed here several times. Always love it! "
The Reef at Marathon, Florida Keys

Capt Craig's 2 Bedroom/1 bath Apartment in Tavernier, Florida Keys

9.8 out of 10, Exceptional, (10)
"The place was clean and had most of the things that would need. The second queen bedroom did not have a TV. That was the only downfall. Even though it was above the restaurant you did not hear anything."
The price is AU$773
includes taxes & fees
6 Apr - 7 Apr
Capt Craig's 2 Bedroom/1 bath Apartment in Tavernier, Florida Keys

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

10.0 out of 10, Exceptional, (251)
"Highly recommend staying at this condo. "
Coral Lagoon #13: Pool, Water Views, Both Gulf & Atlantic Access via Vaca Cut

Beautiful Coral Lagoon #12 - Waterfront - Boat Slips Available at the Marina

10.0 out of 10, Exceptional, (128)
"Coincidentally a couple of days before we went a friend who is familiar with Coral Lagoon told us about its sinkhole which will need extensive construction to fix. As a result we learned after we booked but before we arrived about the 5’high chain link fence which walls off the canal from the condos on the east side, including #12. The lack of direct access to the water and the impaired view were disappointing since we spent most of our time on the porch. There was no active construction...
Beautiful Coral Lagoon #12 - Waterfront - Boat Slips Available at the Marina

WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

9.6 out of 10, Exceptional, (77)
"Great stay, lovely setting and location! Our second time here!"
WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

Soulshine Cottage- Close to everything you need in Marathon

10.0 out of 10, Exceptional, (22)
"I love the cottage. Very spacious next to everything all the restaurants attractions things like that. We had a great time. Wonderful little place."
Soulshine Cottage- Close to everything you need in Marathon

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

9.4 out of 10, Exceptional, (45)
"Beautiful condo, nicely decorated. Elevator to use, has a roof top table and chairs to relax and get all the sun you need. Has a smaller pool but nice "
PERFECT OCEAN FRONT/PRIVATE ELEVATOR/DOCK/HEAT POOL. MARATHON LIC PLR2017-00465

Keys Waterfront Half-Duplex, Ocean side 37' Dock,

10.0 out of 10, Exceptional, (96)
"The rental was perfect for us. A couple in our 60's. We are laid back. The bed was very comfortable. We used the screen porch extensively as well as the patio. The view of the stars at night was amazing. Laz was very responsive. We had one minor issue and let Laz know and it was corrected within hours. We did not have a boat but it would have been a great place to have a boat. We will be back!"
Keys Waterfront Half-Duplex, Ocean side 37' Dock,

Capt Craig's 1 Bedroom /1 Bath Apartment in Islamorada, Florida Keys

9.8 out of 10, Exceptional, (18)
"Very nice property and place to stay - VRBO did not send check in details - thankfully the owner was on property. "
The price is AU$631
includes taxes & fees
8 Apr - 9 Apr
Capt Craig's 1 Bedroom /1 Bath Apartment in Islamorada, Florida Keys

Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

9.8 out of 10, Exceptional, (79)
"Three generations of our family enjoyed a wonderful vacation at The Last Resort. The house was beautifully appointed and well stocked as described in the listing. It had everything we needed for a memorable beach vacation. The owner was friendly, helpful, and easy to communicate with. We hope to return! back!ThownerfrieThowwith. "
Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

Mangrove Marina and Resort Aqualodge Houseboats

3.0 star property
9.4 out of 10, Exceptional, (328)
"We stayed in the Grey Lady and it was the perfect slip! Quiet, views of the bay/mooring field/mangroves. Limited kitchen amenities if you are "eating in". All staff friendly and helpful. WiFi sketchy."
Mangrove Marina and Resort Aqualodge Houseboats
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, (1036)
"We had a lovely large room with a private balcony on the third floor. The sunset was over the water directly in front of us. A nice beach restaurant right next door. A few miles drive north to other Islamorada attractions. Two thumbs way up !"
The price is AU$421
includes taxes & fees
13 Mar - 14 Mar
Lime Tree Bay Resort

Edgewater Lodge

2.5 star property
8.6 out of 10, Excellent, (760)
"I loved being right on the water!"
The price is AU$357
includes taxes & fees
13 Mar - 14 Mar
Edgewater Lodge

Fiesta Key RV Resort

2.5 star property
7.2 out of 10, Good, (383)
"Enjoyed our trip and the fiesta key resort. However they were lacking in any additional amenities such as pool/beach towels, chairs, basic sand toys, etc. Also did not have pack and plays available for our little one. These should be essentials for a room at the beach. The restaurant was also quite slow as it seemed there was only ever one person at a time working the entire restaurant! All that being said we would likely return, just wish we had more convenience amenities! "
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.

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 32 Expedia holiday rentals in Long Key for a memorable holiday.

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 Sombrero Beach 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.