Key West Vacation Rentals

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Vacation Rentals in Key West

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (134)
"Would definitely stay here again! "
The price is CA $192
CA $448 total
includes taxes & fees
May 27 - May 28
Aqua Lodges at Hurricane Hole Marina

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very good, (295)
"We had a nice stay. The property was in a great location."
The price is CA $387
CA $474 total
includes taxes & fees
May 4 - May 5
Hyatt Vacation Club at Sunset Harbor, Key West

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very good, (808)
"Very tropical, on the water. Everything u need in amenities. Pools were great!"
Coconut Mallory Resort And Marina By Kees Vacations

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (382)
"very clean, was able to park the car and walk to where we wanted to go. I would stay again."
The price is CA $151
CA $348 total
includes taxes & fees
May 7 - May 8
Steps from Duval, Pool on Site & Bikes Included!

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

9.6 out of 10, Exceptional, (7)
"Kevin and Capt. Phil were great hosts. Would definitely stay there again. "
The price is CA $207
CA $806 total
includes taxes & fees
May 12 - May 13
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

10.0 out of 10, Exceptional, (6)
"My wife and I have been to Key West many times, and Liam's house boat has to be the coolest place we've stayed yet! "
The price is CA $234
CA $378 total
includes taxes & fees
May 27 - May 28
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (121)
"Perfect spot for small group or couple to stay one block over from Duval St. Highly recommend staying here!"
Heart of Downtown Key West Cottage With Off-Street Parking

Claude Monet Suite | Cozy Studio with Pool & Patio Access!

9.8 out of 10, Exceptional, (8)
"Everything was great"
The price is CA $240
CA $505 total
includes taxes & fees
May 5 - May 6
Claude Monet Suite | Cozy Studio with Pool & Patio Access!

Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

9.8 out of 10, Exceptional, (286)
"Great time!! Great place!!"
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

The Salt Cay | Updated! Stunning Sunset View, Pool!

10.0 out of 10, Exceptional, (12)
"We loved our condo. Perfect location for spring break with our kids and grandchild. Very clean. Would stay here again. Pool day was great! "
The price is CA $337
CA $790 total
includes taxes & fees
May 6 - May 7
The Salt Cay | Updated! Stunning Sunset View, Pool!

Poolside Cottage #411

10.0 out of 10, Exceptional, (42)
"Lovely home to stay in for a couple of nights on Key West"
The price is CA $310
CA $515 total
includes taxes & fees
May 4 - May 5
Poolside Cottage #411

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

9.8 out of 10, Exceptional, (10)
"My wife and I stay at many places and I personally travel extensively for business. I've stayed in all sorts of accommodations and the most important aspect of my travel is the customer support and caliber of the people hosting my stay. I have to say, Rick is amazing, ready to accommodate and help in every way. Polite, professional and a pleasure to talk to. We highly recommend and are already planning a family trip for Easter. Thanks so much..."
The price is CA $217
CA $521 total
includes taxes & fees
May 5 - May 6
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!

9.2 out of 10, Wonderful, (265)
"Great spot for a long weekend trip with friends! "
The price is CA $449
CA $850 total
includes taxes & fees
May 12 - May 13
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!

VanGogh Studio | Updated, Old Town, Heated Pool

8.4 out of 10, Very good, (18)
"This rental is well appointed, and has everything you could need for your stay in Key West, short or long, with small desk/table space, kitchenware and appliances, ironing tools. High ceilings and great AC were a plus. The host was excellent at communicating and accommodating. Location was unbeatable, close to the Southernmost Point and nearby beaches, Fort Taylor State Park and its beautiful beaches, and the restaurants, shopping and entertainment of Duval Street. We highly recommend and...
The price is CA $240
CA $505 total
includes taxes & fees
May 5 - May 6
VanGogh Studio | Updated, Old Town, Heated Pool

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

9.2 out of 10, Wonderful, (12)
"Great location. Walkable to everywhere we wanted to go. Comfortable beds"
The price is CA $217
CA $521 total
includes taxes & fees
May 5 - May 6
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Conch Cove - 3br/3ba with private heated pool and private parking

9.6 out of 10, Exceptional, (11)
"perfect for 3 couples! Pool great bonus with a location in the center of it all. "
The price is CA $1,557
CA $2,868 total
includes taxes & fees
May 4 - May 5
Conch Cove - 3br/3ba with private heated pool and private parking

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

9.2 out of 10, Wonderful, (173)
"We would definitely stay here again! Great location, exactly as described, overall great place."
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

Direct Ocean View from Your Condo-No Contact Check-In

9.4 out of 10, Exceptional, (152)
"We had a wonderful stay, clean and easy to access , its was centrally located we took Uber back and forth as needed spent alot of time on town doing all the things "
Direct Ocean View from Your Condo-No Contact Check-In

Spec. 4-29 &4-30 169.00 lodg. + extras Close to beach plus kitchen

9.6 out of 10, Exceptional, (215)
"Great location. The room met our needs. It was clean and comfortable. The owner did a great job of communicating everything we needed to know. Everything was walkable, which we appreciated. "
Spec. 4-29 &4-30 169.00 lodg. + extras Close to beach plus kitchen

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

10.0 out of 10, Exceptional, (13)
"Awesome little hideout! You feel like the only one on the island when you step in this quaint cottage! Great place to stay! "
The price is CA $217
CA $527 total
includes taxes & fees
May 8 - May 9
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
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 Key West you may be interested in

Southernmost Beach Resort and Guesthouses

4.0 star property
8.6 out of 10, Excellent, (2455)
"Great stay"
The price is CA $377
CA $517 total
includes taxes & fees
May 11 - May 12
Southernmost Beach Resort and Guesthouses

Margaritaville Beach House Key West

4.0 star property
8.6 out of 10, Excellent, (1710)
"We’ve stayed here multiple times always a great trip "
The price is CA $332
CA $461 total
includes taxes & fees
May 18 - May 19
Margaritaville Beach House Key West

Fairfield Inn and Suites by Marriott Key West

3.0 star property
7.8 out of 10, Good, (1100)
"Staff is professional and pool is very nice."
The price is CA $256
CA $327 total
includes taxes & fees
May 26 - May 27
Fairfield Inn and Suites by Marriott 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.

Frequently asked questions

Can I find vacation rentals in Key West?

Yes, there are vacation rentals in Key West close to Mel Fisher Maritime Museum, or you can select a more secluded option if you want a relaxing stay. Travelers who like culture and the arts give Key West high marks for its entertainment choices and great live music. While you're in the area, you can also enjoy the scenic seaside and lively festivals.

What are some of the best vacation rentals in Key West?

Poolside Cottage #411: This Key West vacation home rental offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a selection of games and a hot tub. Some other homes for rent in Key West include Conch Cove - 3br/3ba with private heated pool and private parking and Boli Townhouse - Luxury Rental in gated Truman Annex - Saturday to Saturday only.

How many vacation rentals will I find in Key West?

With 1391 Expedia vacation rentals, you're sure to find just the right place for your Key West stay.

What can I see and do in Key West?

Mel Fisher Maritime Museum and Florida Keys Eco - Discovery Center are a couple of family-friendly sights, whereas cultural attractions include Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum. Duval Street and Harry S. Truman Little White House are other places to visit while you're in town.

What are vacation rentals like in Key West?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Key West. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for family gatherings.