Long Key vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Long Key
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Townhouse in Duck Key
4.98 out of 5 average rating, 140 reviews3Bd 3Ba Cottage/Village at Hawks Cay/Ocean Views
Our Cottage is located between Islamorada and Marathon Key on Duck Key at the Village of Hawks Cay; one of the most desirable locations in the Florida Keys. This is at Mile Marker 61. With ocean views, high end finishes, comfy beds and plenty to do in the surrounding areas, the Cottage offers something for everyone. The outdoor green space overlooking the water is gorgeous. Sunsets are amazing right off the screened in lanai. We hope to host you as our guest in the beautiful Florida Keys.
Nov 30 – Dec 7
Guest suite in Marathon
4.98 out of 5 average rating, 140 reviewsCasa Mariposa: Sombrero Beach Neighborhood
Book your getaway now at Casa Mariposa in the heart of the Florida Keys! See why we were rated a top 15 cozy retreat in the Keys, selected as 1 0f 24 amazing AirBNB rentals in the Keys, and 1 of 23 Amazing Airbnbs in The Keys. Step out the door from your private suite to a coral path that leads to our 50' heated/cooled lap pool, waterfall and large patio. Avoid beach parking fees with a short walk from your suite at Casa Mariposa! Contact us if you are interested in an other lengths of stay.
May 3 – 10
Cottage in Islamorada
4.85 out of 5 average rating, 124 reviews1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON
Tucked away in the vibrant Florida Keys, is our pristine paradise. We are located in the heart of Islamorada, where the weather is always gorgeous, the fishing never disappoints, and the sunsets are mesmerizing. If you are seeking a relaxing get away, look no further. On site, you will have the luxury of renting your own private boat. Boat rentals are 20% off for guests! Unfortunately, we do not have spare slips for private boats at this time. A 5% lodging tax will be charged on arrival.
Nov 16 – 23
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Long Key vacation rentals
Other great vacation rentals in Long Key
Home in Marathon
4.97 out of 5 average rating, 31 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Nov 9 – 16
Condo in Marathon
4.93 out of 5 average rating, 14 reviewsParadise @ MM61 - Waterfront 1 BR / 1 Bath Condo
Dec 14 – 21
Bungalow in Islamorada
4.96 out of 5 average rating, 28 reviewsDream in Paradise! King Master, Queen Guest, Pool
Aug 22 – 29
Cottage in Islamorada
4.97 out of 5 average rating, 63 reviewsIslamorada 2BR, 1BA w/ heated pool and firepit
Aug 5 – 12
Home in Marathon
5.0 out of 5 average rating, 8 reviewsMillion Dollar View
Oct 12 – 19
Home in Key Largo
5.0 out of 5 average rating, 43 reviewsThe Paradise 2
Feb 2 – 9
Cottage in Islamorada
4.94 out of 5 average rating, 36 reviewsIslamorada bungalow 2 bed & pool
Sep 18 – 25
Cabin in Marathon
4.89 out of 5 average rating, 56 reviewsConch Key Cottages with Sailboat
Mar 7 – 14
Home in Marathon
5.0 out of 5 average rating, 11 reviewsOceanfront w/ Dock, Hot Tub & Secluded
Aug 16 – 23
Home in Marathon
4.97 out of 5 average rating, 31 reviewsThe Gulf Cottage at Marathon Key
Jun 7 – 14
Home in Islamorada
4.96 out of 5 average rating, 55 reviewsTropical Getaway 3/3 with 100’ boat dock and pool
Sep 17 – 24
Home in Duck Key
5.0 out of 5 average rating, 29 reviewsPrivate Pool Tropical Oasis - Centrally Located
Nov 6 – 13
Other great vacation rentals in Long Key
Home in Marathon
5.0 out of 5 average rating, 19 reviewsParadise in the Keys
Jan 17 – 24
Home in Marathon
4.93 out of 5 average rating, 28 reviewsWaterfront Villa & Sunset Views
Jun 18 – 25
Tiny home in Big Pine Key
4.8 out of 5 average rating, 88 reviewsBreezy pines 28 foot 5th wheel trailer .
Nov 20 – 27
Home in Marathon
5.0 out of 5 average rating, 29 reviews100' Dockage, Pool, Kayaks, Paddle Board, Bikes!
Oct 23 – 30
Tiny home in Key Largo
4.98 out of 5 average rating, 57 reviewsOceanfront Lookout Point w/two Kayaks & Deck
Mar 4 – 11
Villa in Marathon
4.8 out of 5 average rating, 87 reviewsSunset Villa in Duck Key
Jan 27 – Feb 3
Townhouse in Duck Key
4.96 out of 5 average rating, 57 reviewsWaterfront Retreat
Aug 6 – 13
Villa in Marathon
4.85 out of 5 average rating, 79 reviewsMarina front villa *Family Friendly*
Jul 28 – Aug 4
Home in Marathon
4.91 out of 5 average rating, 23 reviewsSerenity Bay Estate-FL Keys Best Kept Secret! Beau
Dec 8 – 15
Home in Marathon
4.93 out of 5 average rating, 56 reviewsOceanfront mermaid house pool and dock
Apr 20 – 27
Home in Islamorada
4.93 out of 5 average rating, 14 reviews3 Lux Ensuites Walk/Boat Island!
Jan 18 – 25
Home in Key Largo
4.99 out of 5 average rating, 69 reviewsLittle Cottage on an island
Jun 17 – 24
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