Key West Vacation Rentals

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Vacation Rentals in Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (307)
"We had a nice stay. The property was in a great location."
The price is ¥33,811
¥42,216 total
includes taxes & fees
Aug 10 - Aug 11
Hyatt Vacation Club at Sunset Harbor, Key West

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (160)
"It was a great place to stay! There were a few bugs in the aqua Lodge in the kitchen area, but other than that awesome place!"
The price is ¥11,061
¥37,333 total
includes taxes & fees
Aug 13 - Aug 14
Aqua Lodges at Hurricane Hole Marina

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (393)
"this was exactly as advertised and close to all the action"
The price is ¥13,230
¥32,889 total
includes taxes & fees
Aug 3 - Aug 4
Steps from Duval, Pool on Site & Bikes Included!

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

7.4 out of 10, Good, (10)
"We were here celebrating 55th birthdays and had a blast. Great location and communication with Capt. We will return for sure, hoping to make it an annual get together."
The price is ¥41,434
¥109,897 total
includes taxes & fees
Aug 11 - Aug 12
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very Good, (818)
"Great place really nice rooms"
Coconut Mallory Resort And Marina By Kees Vacations

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (133)
"We very much enjoyed our stay at the cottage. Everything you need for a comfortable stay and a location that can't be beat. Also, the off-street parking was a time, money, and sanity saver. Thanks to Marcela and family!"
Heart of Downtown Key West Cottage With Off-Street Parking

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

9.6 out of 10, Exceptional, (136)
"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 getaway, far enough away from noise, but close enough to enjoy all Key West has to offer. Place was just what we were looking for."
The price is ¥14,700
¥36,342 total
includes taxes & fees
Aug 3 - Aug 4
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

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

10.0 out of 10, Exceptional, (18)
"We had a wonderful stay here with our kids. Can’t beat the location."
The price is ¥13,363
¥47,347 total
includes taxes & fees
Aug 26 - Aug 27
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

9.2 out of 10, Wonderful, (178)
"Place is centrally located which is ideal for walking from place to place. House was very clean and had everything needed for my time spent there"
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

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

10.0 out of 10, Exceptional, (7)
"The ideal getaway, I brought a grill and a pan and did all the cooking outside on the deck. Took paddle boards through mangrove tunnels and saw tons of fish. Had a baby sea turtle swim up to the boat. "
The price is ¥24,054
¥39,719 total
includes taxes & fees
Aug 3 - Aug 4
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

Resort View 1BR Suite

2.0 star property
10.0 out of 10, Exceptional, (2)
"Cleanliness "
The price is ¥33,729
¥50,572 total
includes taxes & fees
Aug 26 - Aug 27
Resort View 1BR Suite

Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!

9.8 out of 10, Exceptional, (11)
"Property was cute ... cleanly and in a great location for what we were looking for. Would definitely recommend to anyone and stay there again ourselves "
The price is ¥18,115
¥59,367 total
includes taxes & fees
Aug 3 - Aug 4
Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!

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

10.0 out of 10, Exceptional, (18)
"Will stay here again "
The price is ¥13,363
¥47,496 total
includes taxes & fees
Aug 3 - Aug 4
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Southernmost Retreat | On Duval! With Hot Tub, Patio, & Private Parking

9.2 out of 10, Wonderful, (5)
"The units were perfect and the customer service was amazing. "
The price is ¥42,762
¥130,744 total
includes taxes & fees
Aug 4 - Aug 5
Southernmost Retreat | On Duval! With Hot Tub, Patio, & Private Parking

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

10.0 out of 10, Exceptional, (16)
"The Osprey Unit was terrific! Great location, clean, and most of all- the staff was incredibly kind and helpful."
The price is ¥13,363
¥47,496 total
includes taxes & fees
Aug 3 - Aug 4
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples

10.0 out of 10, Exceptional, (8)
"Great location, friendly and helpful hosts, clean, perfect spot for my solo trip!"
The price is ¥13,512
¥42,371 total
includes taxes & fees
Aug 5 - Aug 6
Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

9.6 out of 10, Exceptional, (141)
"Very clean, great location and wonderful amenities!"
The price is ¥14,106
¥36,565 total
includes taxes & fees
Aug 6 - Aug 7
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor Suite w/Shared Pool!

9.2 out of 10, Wonderful, (15)
"We had a great time at this property. The owner is super attentive to detail and immediately responds to any questions or requests. You can really tell that they CARE about their property and guests. Property is well cared for and charming. Highly recommend!"
The price is ¥19,302
¥44,971 total
includes taxes & fees
Aug 4 - Aug 5
GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor Suite w/Shared Pool!

WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

9.2 out of 10, Wonderful, (10)
"Great time staying there "
The price is ¥13,660
¥35,172 total
includes taxes & fees
Aug 3 - Aug 4
WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

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

9.4 out of 10, Exceptional, (16)
"Great location. Everything was perfect!"
The price is ¥13,809
¥40,025 total
includes taxes & fees
Aug 3 - Aug 4
Claude Monet Suite | Cozy Studio with Pool & Patio Access!
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 West Hotel Reviews

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 great live music and entertainment choices. 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?

MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!: Visitors like this Key West vacation home rental. It is located in the city center and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Some other homes for rent in Key West include Harbor Walk Hideaways | Group Compound In Old Town! and DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!.

How many vacation rentals will I find in Key West?

With 1348 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.