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
9.6 out of 10, Exceptional, 80 reviews
"Great place for a group to hang out in Key West"
The price is NZ$4,693
includes taxes & fees
23 Jun - 24 Jun
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, 332 reviews
"Beautiful studio and great location. Communication with the owner was excellent."
The price is NZ$386
includes taxes & fees
20 Jun - 21 Jun
Steps from Duval, Pool & Bikes $129-$299 Night!
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
9.4 out of 10, Exceptional, 99 reviews
"We loved it here. Great location and very clean. Would highly recommend if you are visiting key west."
The price is NZ$461
includes taxes & fees
17 Jun - 18 Jun
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
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Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, 88 reviews
"Everyone was extremely nice and helpful."
The price is NZ$482
includes taxes & fees
10 Jun - 11 Jun
Aqua Lodges at Hurricane Hole Marina
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
9.8 out of 10, Exceptional, 103 reviews
"Beautiful property in a great location. I would definitely stay again."
The price is NZ$497
includes taxes & fees
16 Jun - 17 Jun
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
Poolside Cottage #411
10.0 out of 10, Exceptional, 17 reviews
"Clean. Everything we needed in a key west stay."
The price is NZ$592
includes taxes & fees
12 Jun - 13 Jun
Poolside Cottage #411
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
9.8 out of 10, Exceptional, 56 reviews
"Perfect, loved the pool area, very peaceful, beautiful property"
The price is NZ$721
includes taxes & fees
9 Jun - 10 Jun
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
Salvador's Studio by Brightwild | Heated Pool!
8.0 out of 10, Very good, 20 reviews
"So enjoyed it ! Had never stayed in this part of Old Town , and this introduced me to so much. Would absolutely return."
The price is NZ$446
includes taxes & fees
16 Jun - 17 Jun
Salvador's Studio by Brightwild | Heated Pool!
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
10.0 out of 10, Exceptional, 55 reviews
"Great location, clean, and quiet neighborhood close to everything"
The price is NZ$644
includes taxes & fees
7 Jun - 8 Jun
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
10.0 out of 10, Exceptional, 10 reviews
"The Yacht was beautiful. The marina was amazing. The marina and resort had excellent restaurants and bars. It was very cool to see all of the boats coming and going. It was an easy Uber ride to Key West and enjoy the fast pace life. Then it was wonderful to come back to the quiet of the marina. Would highly recommend a stay here."
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
9.0 out of 10, Wonderful, 214 reviews
"Very enjoyable"
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, 204 reviews
"Beautiful and quiet location. Close to Key West yet just far enough to be away from the crowds. Family thoroughly enjoyed it. Everything is as pictured and immaculately clean, truly a gem. Melanie was friendly, always available and always responsive."
The price is NZ$717
includes taxes & fees
18 Jun - 19 Jun
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Key West Beachfront Luxury 2/2 Condo A212
9.8 out of 10, Exceptional, 119 reviews
"Nice property with great furnishings; really liked that it felt more like a residence than a resort. I would stay here again if I had the chance."
Key West Beachfront Luxury 2/2 Condo A212
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
9.2 out of 10, Wonderful, 95 reviews
"Wonderful stay. Was not in the room much, except to sleep and used the pool and common areas a few times and, overall, Azul was just beautiful and should I return, I would stay here again."
The price is NZ$441
includes taxes & fees
16 Jun - 17 Jun
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
CORONA ~ Adults Only, Historic Azul Mansion Suite with Community Pool!
9.8 out of 10, Exceptional, 107 reviews
"My wife and I stayed for a long weekend (Thurs - Sunday) and we had a great time. We will definitely stay again and highly recommend this location. If you are going, rent a golf cart as it is much easier to get around."
The price is NZ$451
includes taxes & fees
12 Jun - 13 Jun
CORONA ~ Adults Only, Historic Azul Mansion Suite with Community Pool!
Penthouse Level Ocean Views- Live the Dream
9.6 out of 10, Exceptional, 209 reviews
"We really enjoyed our stay. This was a great rental property. Views were amazing."
Penthouse Level Ocean Views- Live the Dream
ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking
9.6 out of 10, Exceptional, 41 reviews
"We spent a few nights here during a wedding weekend celebration in Key West. The home was in the perfect location. Very close to Duval street but set back enough for peace and quiet. The pool was amazing and much bigger than anticipated. The home was extremely roomy. All the amenities you would need and tons of towels! Highly recommend and will definitely stay here again!"
ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
8.8 out of 10, Excellent, 18 reviews
"Good location as far walking distance to a Cuban food truck- Luna. Hogfish is a good restaurant, good seafood and good service, short walk. Property was clean. Beds comfortable. Mostly quiet. It’s about 3 miles from Key West."
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, 25 reviews
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
9.6 out of 10, Exceptional, 159 reviews
"Lovely room. Very clean. Property mgt responded immediately when i had a request."
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
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See all available properties in Key Haven
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.

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

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
9.0 out of 10, Wonderful, 1,532 reviews
"The property was great! The view of the room was amazing. I would highly recommend staying here. They provide a shuttle service to downtown, but Ubers are fairly fast pickup. "
The price is NZ$415
includes taxes & fees
19 Jun - 20 Jun
Oceans Edge Key West Resort, Hotel & Marina
Margaritaville Beach House Key West
4.0 star property
8.6 out of 10, Excellent, 1,776 reviews
"This is a great place to stay, next time we decide to visit Key West we will fly. This property has shuttle service to and from the airport, they also have shuttle services to the main attraction area, you do not need a vehicle visiting Key West. The beach is directly across the street from the resort " there are not many beach resorts in Key West this one is perfect, The pool area is nice with two tiki bars available, the restaurant has a nice selection of food and it was very good. Hope this...
The price is NZ$528
includes taxes & fees
18 Jun - 19 Jun
Margaritaville Beach House Key West
Southernmost Beach Resort
4.0 star property
8.2 out of 10, Very good, 1,911 reviews
"The rooms were very clean and the staff was so nice! "
The price is NZ$657
includes taxes & fees
19 Jun - 20 Jun
Southernmost Beach 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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Key Haven holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Key Haven. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Key Haven. Seeing all the best attractions is bound to make you fall in love with Key Haven. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Key Haven short-term rentals, that won’t be hard to do.

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