Holiday Rentals in Long Key

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Long Key

Ultimate Beach Relaxation: Resort w/ Marina and Outdoor Pool | Free Parking

10.0 out of 10, Exceptional, (1)
"Lots of amenities "
Ultimate Beach Relaxation: Resort w/ Marina and Outdoor Pool | Free Parking

Beachfront Room with Private Access & Breathtaking Views

10.0 out of 10, Exceptional, (2)
"Absolutely loved the place. Gorgeous view, friendly staff, excellent food and service."
The price is €445
includes taxes & fees
13 Jul - 14 Jul
Beachfront Room with Private Access & Breathtaking Views

Waterfront Retreat Perfect Romantic Couple Getaway | Free Parking and Pool

8.0 out of 10, Very good, (1)
"Such a piece of paradise unlike anywhere we've experienced at The Keys! The property is gorgeous! The grounds are immaculately kept! The location is perfect! The amenities are endless! The only complaints I have are that the room we received did not match the photo from the listing and the room wasn't super clean. Everything else was so amazing so we overlooked those issues. We enjoyed our stay and plan to stay there again in the future!"
Waterfront Retreat Perfect Romantic Couple Getaway | Free Parking and Pool

Beachfront Stay Perfect for Island Couple Retreat | Suite w/ Balcony

10.0 out of 10, Exceptional, (1)
Beachfront Stay Perfect for Island Couple Retreat | Suite w/ Balcony

4 Scenic Marina View Rooms w/ Balcony | Refreshing Outdoor Pool & Free Parking

4 Scenic Marina View Rooms w/ Balcony | Refreshing Outdoor Pool & Free Parking

Marina Room with Direct Beach Access | Islamorado Ultimate Retreat

The price is €471
includes taxes & fees
13 Jul - 14 Jul
Marina Room with Direct Beach Access | Islamorado Ultimate Retreat

4 Family-friendly Rooms w/ Balcony | Refreshing Outdoor Pool & Free Parking

4 Family-friendly Rooms w/ Balcony | Refreshing Outdoor Pool & Free Parking

Beachfront Retreat in the Heart of Islamorado | Spacious Room w/ Balcony

Beachfront Retreat in the Heart of Islamorado | Spacious Room w/ Balcony

Breathtaking Marina View Room w/ Balcony | 2 Family Ready Rooms w/ Pool Access

Breathtaking Marina View Room w/ Balcony | 2 Family Ready Rooms w/ Pool Access

Family Beach Getaway | 3 Relaxing Rooms w/ Balcony

Family Beach Getaway | 3 Relaxing Rooms w/ Balcony

Beach Getaway: Room with Access to Pristine Sands | 2 Relaxing Rooms

Beach Getaway: Room with Access to Pristine Sands | 2 Relaxing Rooms

Beach Getaway: Room with Access to Pristine Sands | 2 Relaxing Rooms

Beach Getaway: Room with Access to Pristine Sands | 2 Relaxing Rooms

Beachside Solace: Room for Your Perfect Vacation |

Beachside Solace: Room for Your Perfect Vacation |

Beachside Solace: Room for Your Perfect Vacation |

Beachside Solace: Room for Your Perfect Vacation |

Island Getaway: Relaxing Room w/ Balcony Steps to Sandy Beach

9.2 out of 10, Wonderful, (9)
"The property was absolutely gorgeous. Rooms very clean and had a great view of the ocean. "
The price is €417
includes taxes & fees
13 Jul - 14 Jul
Island Getaway: Relaxing Room w/ Balcony Steps to Sandy Beach

4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

8.0 out of 10, Very good, (2)
"Property was spacious and meticulously maintained. Frank is very informative, absolute pleasure to deal with."
The price is €1,035
includes taxes & fees
6 Jul - 7 Jul
4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

Tiny Villa, Big Ocean Views| Breathtaking Sunsets

10.0 out of 10, Exceptional, (13)
"Our stay at the tiny villa was wonderful. The property was as listed and had fantastic views. Communication with the property owner was very easy. We really enjoyed our time in Duck Key."
The price is €442
includes taxes & fees
7 Jul - 8 Jul
Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Villa 5054 on Duck Key BOAT SLIP available

9.8 out of 10, Exceptional, (47)
"The property was very clean. The kitchen was well equipped and the beds were very comfortable. "
The price is €507
includes taxes & fees
3 Aug - 4 Aug
Villa 5054 on Duck Key BOAT SLIP available

Villa 5053 on Duck Key BOAT SLIP available

9.6 out of 10, Exceptional, (44)
"We had a good stay. Nice place"
The price is €507
includes taxes & fees
3 Aug - 4 Aug
Villa 5053 on Duck Key BOAT SLIP available

Beach House Getaway - Kayaks & 2-2.5 Villa

9.8 out of 10, Exceptional, (28)
"Great location for day trips and very clean, well stocked apartment. "
The price is €435
includes taxes & fees
13 Jul - 14 Jul
Beach House Getaway - Kayaks & 2-2.5 Villa
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

The Hammocks at Marathon: This holiday home rental outside of Long Key is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities such as a microwave and a coffee maker can make your holiday run smoothly. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Long Key?

Choose from 45 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 Anne's 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.