Key Haven Holiday Rentals

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Holiday Rentals in Key Haven

Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort

Raccoon Key
9.6 out of 10, Exceptional, (85)
"Staying at this house is a once in a lifetime opportunity to feel like a celebrity. It has so much to offer, we barely went downtown. The sunrises and sunsets are gorgeous from the back porch. We celebrated my father’s 80th birthday, and it couldn’t have been a better experience. "
United States
Todd G.
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort

Brand New The Greenmoor House With Pool

2.0 star property
Raccoon Key
The price is AU$4,051
includes taxes & fees
18 Nov - 19 Nov
Brand New The Greenmoor House With Pool

Capmar House by Brightwild Huge Home Pool

2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
Capmar House by Brightwild Huge Home Pool

New Waterfront Home - Sunray House

2.0 star property
Raccoon Key
The price is AU$4,660
includes taxes & fees
18 Nov - 19 Nov
New Waterfront Home - Sunray House

Parking Pool Dock - Shellstone House

2.0 star property
Raccoon Key
Parking Pool Dock - Shellstone House

Aqua Lodges at Hurricane Hole Marina

2.0 star property
Stock Island
8.8 out of 10, Excellent, (165)
"The stay was beautiful "
United States
Jennifer
The price is AU$449
includes taxes & fees
11 Nov - 12 Nov
Aqua Lodges at Hurricane Hole Marina

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
Old Town Key West
8.4 out of 10, Very good, (314)
"Good location "
United States
Paula
The price is AU$444
includes taxes & fees
19 Nov - 20 Nov
Hyatt Vacation Club at Sunset Harbor, Key West

Steps from Duval, Pool on Site & Bikes Included!

Old Town Key West
9.6 out of 10, Exceptional, (408)
"Great place to stay and walk to all the attractions."
United States
Byron Debi L.
The price is AU$346
includes taxes & fees
16 Nov - 17 Nov
Steps from Duval, Pool on Site & Bikes Included!

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
Key West
8.2 out of 10, Very good, (820)
"Overall a good place to stay and value for money "
United States
Vijay Bhasker
Coconut Mallory Resort And Marina By Kees Vacations

Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Key West
8.6 out of 10, Excellent, (139)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
The price is AU$587
includes taxes & fees
17 Nov - 18 Nov
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

Stock Island
6.6 out of 10, (12)
"Kevin and Capt. Phil were great hosts. Would definitely stay there again. "
United States
p j.
The price is AU$577
includes taxes & fees
11 Nov - 12 Nov
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

Perfect Location, Private Heated Pool, Pristine Luxury Home!

Old Town Key West
10.0 out of 10, Exceptional, (192)
"Outstanding place to stay, centrally located!"
United States
Elizabeth Y.
The price is AU$2,763
includes taxes & fees
18 Nov - 19 Nov
Perfect Location, Private Heated Pool, Pristine Luxury Home!

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Old Town Key West
10.0 out of 10, Exceptional, (23)
"Great location and getaway. Steps away from Duval street and restaurants. Highly recommend!"
United States
Alex J.
The price is AU$616
includes taxes & fees
11 Nov - 12 Nov
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Heart of Downtown Key West Cottage With Off-Street Parking

Key West Historic District
10.0 out of 10, Exceptional, (141)
"Wonderful property. Perfect location. Clean building. Everything you needed for a relaxing stay. Lovely hosts as well. Will stay there again. "
United States
Andrew C.
Heart of Downtown Key West Cottage With Off-Street Parking

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

Old Town Key West
9.8 out of 10, Exceptional, (128)
"Great location. Nice restaurant next door. Comfortable accommodations"
United States
Anna B.
The price is AU$408
includes taxes & fees
20 Nov - 21 Nov
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

Wahoo Way | Charming Hideaway On Duval Street!

Old Town Key West
9.0 out of 10, Wonderful, (17)
"Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Easy walks to everything!"
United States
Don N.
The price is AU$489
includes taxes & fees
18 Nov - 19 Nov
Wahoo Way | Charming Hideaway On Duval Street!

Island View 1BR Residence With Balcony

2.0 star property
Key West
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
United States
Tonya
The price is AU$580
includes taxes & fees
12 Nov - 13 Nov
Island View 1BR Residence With Balcony

GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!

Beachside
9.8 out of 10, Exceptional, (48)
"Wonderful view, lot's of space, great location "
United States
Valerie
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

Old Town Key West
9.2 out of 10, Wonderful, (186)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location in the middle of everything"
United States
Loyd K.
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

Super-Cozy boat in Key West!

Key West
8.0 out of 10, Very good, (1)
"Yes, Troy was very welcoming. Met me at the airport and gave me a ride to his boat. Very accomodating. 2 diff.options for sleeping and boat was very comfortable. Plenty of fresh towels.Picked up whatever I needed and brought it out to me. Thx!"
United States
rachael K.
The price is AU$492
includes taxes & fees
11 Nov - 12 Nov
Super-Cozy boat in Key West!
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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Top Key Haven Hotel Reviews

Find out more about Key Haven

Everything you need to know about Key Haven holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Key Haven holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Key Haven holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Key Haven holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Key Haven holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Key Haven holiday rentals we have selected for you start as low as AU$346 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Key Haven rentals

At Expedia, we put the best Key Haven holiday 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 Key Haven 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 Key Haven holiday.

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