Key West Vacation Rentals from AED 804: Search Short-Term Rentals

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

3-bedroom house boat in tranquil Key West with AC : This Key West vacation home rental offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Some other homes for rent in Key West include ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking and Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking .

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Our top choices for Key West vacation rentals

A wooden signpost with city names and distances in miles.

1. Steps from Duval, Pool on Site & Bikes Included!

Old Town Key West

Laura D.

AED 876 total

includes taxes & fees

29 Oct - 30 Oct

A small, private entrance to a house with a brick pathway leading to a door.

2. Ricky's Retreat - Truman @ Duval | Ideal Getaway!

Old Town Key West

Jamie F.

AED 1,433 total

includes taxes & fees

3 Nov - 4 Nov

A narrow brick pathway flanked by white buildings with potted plants and a bench.

3. Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West

Old Town Key West

Jay M.

AED 1,376 total

includes taxes & fees

3 Nov - 4 Nov

A bedroom with a bed, a gray sofa, a dining table with chairs, a ceiling fan, and a window with blinds.

4. Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval

Old Town Key West

Stephanie

AED 1,532 total

includes taxes & fees

29 Oct - 30 Oct

A tropical garden pathway leading to a building with a yellow facade and green shutters.

5. ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

Old Town Key West

Laura T.

AED 1,455 total

includes taxes & fees

1 Nov - 2 Nov

A covered balcony with wicker chairs, a view of palm trees, and multiple flags.

6. AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

Old Town Key West

Amanda G.

AED 1,064 total

includes taxes & fees

27 Oct - 28 Oct

7. SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

Old Town Key West

walter l.

AED 1,243 total

includes taxes & fees

26 Oct - 27 Oct

A marina with boats docked, a small docked boat with a thatched roof, and a restaurant with outdoor seating overlooking the water.

8. Aqua Lodges at Hurricane Hole Marina

Stock Island

Kagni

AED 1,080 total

includes taxes & fees

28 Oct - 29 Oct

A poolside area with a wooden deck, lounge chairs, and a staircase leading to a balcony.

9. Chagall's Corner | Newly Remodeled!

Old Town Key West

Maria B.

AED 1,270 total

includes taxes & fees

22 Nov - 23 Nov

A covered porch with white wooden railings, wicker furniture, and hanging lanterns.

10. Duval Delight | Recently Remodeled Condo on Duval!

Old Town Key West

Jennifer

AED 1,839 total

includes taxes & fees

26 Oct - 27 Oct

A multi-level wooden house with a blue staircase and white railings.

11. Underwater Cabana at Custom House Inn | On Duval!

Key West Historic District

Colleen L.

AED 1,644 total

includes taxes & fees

25 Oct - 26 Oct

A wooden deck with a thatched roof structure, a pool, lounge chairs, and a bar area.

12. Waterfront Dock Pool Key West Near Duval

Meadows

Chrystalbelle R.

AED 1,448 total

includes taxes & fees

26 Oct - 27 Oct

A pool area with a wooden deck, a two-story building with balconies, and palm trees.

13. Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool

Old Town Key West

Shawn

AED 1,546 total

includes taxes & fees

26 Oct - 27 Oct

A modern living room with a grey sofa, wooden flooring, a ceiling fan, and framed artwork on the walls.

14. Kingfish Keep | Lively Escape on Duval! Balcony!

Old Town Key West

Andrew M.

AED 1,746 total

includes taxes & fees

25 Oct - 26 Oct

15. VanGogh Studio | Updated, Old Town, Heated Pool

Old Town Key West

Jesse M.

AED 1,538 total

includes taxes & fees

25 Oct - 26 Oct

A white building with a front door, steps, and a mailbox.

16. Holly's Hideaway - Truman @ Duval | Charming Hideaway Near Duval!

Old Town Key West

Matthew H.

AED 2,040 total

includes taxes & fees

25 Oct - 26 Oct

A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.

17. Resort View 1BR Suite

Key West

Michael

A patio with wicker furniture, a hot tub, and a grill.

18. Duval Hideaway | Dog-Friendly w/ Shared Hot Tub

Old Town Key West

Jenn O.

AED 1,844 total

includes taxes & fees

29 Oct - 30 Oct

A modern living room with a sofa, coffee table, and a painting of a beach scene.

19. The Saint Kitts Suite | Breathtaking View, Heated Pool

Key West

Rolando

AED 1,835 total

includes taxes & fees

27 Oct - 28 Oct

A wooden deck with a large tree, outdoor seating, and a marina in the background.

20. Poolside Cottage #412

Key West

shannon b.

AED 1,112 total

includes taxes & fees

25 Oct - 26 Oct

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Top Key West Hotel Reviews

Havana Cabana at Key West

10/10 Excellent

"It's was a great place to stay at!!!"

Southernmost Beach Resort and Guesthouses

8/10 Good

"Loved the wristband key to the room. The room was clean, the bed was comfortable. The noise from the A/C was annoying…off and on all night long. The water/ice machine outside our room did not work, however, we loved the fruit flavored water in the lobby. Coffee machine in room was nice feature. We visited all 3 pools. They were nice but not cleaned as should be. One was pretty cloudy so we didn’t go back to that one. Seems like the drinkers didn’t take time out to use restrooms. All in all, it was a nice place at the southern end of Duval St."

Ibis Bay Beach Resort

8/10 Good

"This is the third time that I have stayed there It's very unique They've got a nice restaurant a pool sits right on the Bay and they have their own wildlife They have Galapagos turtles They have lots of ibises running around plenty of iguanas One of those talking birds I forget what type it was greets you as you go in through the front door It appears to me that it's been remodeled in the past 5 to 10 years so it's clean and bright with great views this past week when I was there I had the entire beach area to myself and you get your own little patio to hang out I recommend it Everyone that I know that's going there"

Margaritaville Beach House Key West

8/10 Good

"The resort overall was great! Everyone friendly. Very clean. Food was good. Although staying all week, it would be nice if they had a few daily specials so you don’t have the same menu everyday. Well organized. A few things I would like to suggest or point out. The rooms did not get cool enough to be comfortable. I thought it was just ours because we were facing the sun all day but others said the same thing. The couch has to go! Very uncomfortable and looks like it’s missing pieces. The room was very clean and looked great. I wouldn’t even consider these bad just what my experience."

Hilton Garden Inn Key West / The Keys Collection

8/10 Good

"Pros: great location, nice pool area, clean room, price good for the area, friendly staff. Cons: ice machine near our room broken, one of the elevators was out of order, bed uncomfortably firm, despite the website saying they had dinner inside the only food choices were from the poolside bar. Still waiting on the itemized bill, believe we were overcharged on “extras”."

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?

3-bedroom house boat in tranquil Key West with AC: This Key West vacation home rental offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Some other homes for rent in Key West include ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking and Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking.

How many vacation rentals will I find in Key West?

With 1025 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. You can also visit some other popular places in town, such as Duval Street and Florida Keys Beaches.

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.

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Check prices for these dates

Our top choices for Key West vacation rentals

1. Steps from Duval, Pool on Site & Bikes Included!

2. Ricky's Retreat - Truman @ Duval | Ideal Getaway!

3. Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West

4. Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval

5. ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

6. AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

7. SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

8. Aqua Lodges at Hurricane Hole Marina

9. Chagall's Corner | Newly Remodeled!

10. Duval Delight | Recently Remodeled Condo on Duval!

11. Underwater Cabana at Custom House Inn | On Duval!

12. Waterfront Dock Pool Key West Near Duval

13. Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool

14. Kingfish Keep | Lively Escape on Duval! Balcony!

15. VanGogh Studio | Updated, Old Town, Heated Pool

16. Holly's Hideaway - Truman @ Duval | Charming Hideaway Near Duval!

17. Resort View 1BR Suite

18. Duval Hideaway | Dog-Friendly w/ Shared Hot Tub

19. The Saint Kitts Suite | Breathtaking View, Heated Pool

20. Poolside Cottage #412

Find vacation rentals that suit your style

Top Key West Hotel Reviews

Havana Cabana at Key West

Beachside Resort & Residences

Southernmost Beach Resort and Guesthouses

Ibis Bay Beach Resort

Margaritaville Beach House Key West

Casa Marina Key West, Curio Collection by Hilton

DoubleTree Resort by Hilton Grand Key - Key West

Hilton Garden Inn Key West / The Keys Collection

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