Key West Vacation Rentals from CA $419: Short-Term Rentals for 2026

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Our top choices for Key West vacation rentals

Aqua Lodges at Hurricane Hole Marina

Stock Island

Stacy

CA $433 total

includes taxes & fees

Apr 30 - May 1

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

Stock Island

Barry

CA $481 total

includes taxes & fees

Apr 27 - Apr 28

Balcony, Pool, & Near Duval - Curry House Room 8

Old Town Key West

Ryan S.

CA $440 total

includes taxes & fees

May 10 - May 11

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

Old Town Key West

Candice B.

CA $449 total

includes taxes & fees

Apr 28 - Apr 29

Steps from Duval, Pool on Site & Bikes Included!

Old Town Key West

Ashley

CA $419 total

includes taxes & fees

May 18 - May 19

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

Old Town Key West

Brad

CA $637 total

includes taxes & fees

May 10 - May 11

Living the Dream Key West Style

Stock Island

Kathy A

CA $555 total

includes taxes & fees

Apr 27 - Apr 28

Grand Marina Suite - Poolside & Waterfront Condo

Stock Island

Raamkumaran

CA $902 total

includes taxes & fees

May 11 - May 12

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Top Key West Hotel Reviews

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Great service. Pool is outdoors. Staff was wonderful."

Ibis Bay Beach Resort

6/10 Okay

"The most unique things about IBIS BAY BEACH RESORT are the rescued tortoise’ and parrots that live on the property. They seem very well taken care of and are a major part of the property! I really wanted to give this resort 5 stars, but just could not. I’ve listed the reasons why I did not below: Advertised as beach front HOWEVER, you cannot swim, dive, snorkel, or even slip your toes in the water. The “beachfront” consists of rocks so sharp, if you take the wrong step or slip and become cut open, it will not be good. Room cleaning staff: I asked for 4 extra pillows, towels, and a blanket. I even left a nice tip in the provided envelope on day 2 of my 6 night stay. I came back to my room, not only to find NO pillows, NO towels, NO blanket had been left behind, however the money I left as a tip was gladly taken. Mind you, this was after I waited at my room before the cleaning personnel were to enter so I can personally ask for the items….layer that evening, I called the front desk and asked for 4 pillows, a couple of bath towels, and a BLANKET. An employee arrived at my door within minutes, I received 2 pillows, 2 towels, and a BED SHEET. Pathway to rooms; Hubby and I tried to have a quiet moment on our well paid for “patio” area. It would have been sweet if other guests were not cutting across our paid area! The employees I’ve dealt with at the front desk were great, I think overall, the resort requires more of a personal touch."

Margaritaville Beach House Key West

10/10 Excellent

"The resort exceeded all of my expectations. We had an ocean view suite with gorgeous sunrise views, a comfortable bed, relaxing balcony and huge clean bathroom. All of the staff were kind and helpful. The property was very well maintained. There are a lot of families with small kids, so be prepared for that at pool time. Otherwise, the resort was fairly quiet. You don't hear people in the room next to you. Really nice stay. I would love to return again!"

Price trends for vacation rentals in Key West

Less expensive	More expensive	Next month
July	March	CA $532

Month	Price
January	CA $818
February	CA $815
March	CA $1,072
April	CA $587
May	CA $532
June	CA $546
July	CA $438
August	CA $477
September	CA $477
October	CA $668
November	CA $729
December	CA $768

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Key West. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Key West

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . Seeing all the best attractions is bound to make you fall in love with Key West. Who knows, you may even be tempted to extend your vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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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 lively festivals. While you're in the area, you can also enjoy the scenic seaside and great live music.

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

Villa Déjà vu Key West - 4BR Private Villa in Old Town Key West with Heated Pool sleeps 10: This Key West vacation home rental is located on the waterfront and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other homes for rent in Key West include BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL and SPECIALS 4-20 to 25 + 4-28 to 5-1 @189 ngt + +kitch+beach w 3 ngt stay .

How many vacation rentals will I find in Key West?

With 1022 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.

Key West Vacation Rentals

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Check prices for these dates

Our top choices for Key West vacation rentals

Aqua Lodges at Hurricane Hole Marina

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

Balcony, Pool, & Near Duval - Curry House Room 8

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

Steps from Duval, Pool on Site & Bikes Included!

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

Living the Dream Key West Style

Grand Marina Suite - Poolside & Waterfront Condo

Waterfront 2BR | Pet OK | Pool | Key West

The Salt Cay | Updated! Stunning Sunset View, Pool

Rent at PORCHSIDE PARADISE - Steps to Duval

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

May Special 9-13 & 17 -19 & 29-1st 30$ off a ngt @169 lod + extras

The Curry Poolside | Ground Floor Two Queens

Hollinsed House Studio - Great Location!!

Leo's Lodge | Newly Updated!

Kingfish Keep | Lively Escape on Duval! Balcony!

Orchid Suite on Center St - 1/2 block from Duval Sleeps 4

The Cat Island Suite | Charmingly Renovated w/ Pool

Grand Marina Suite by Brightwild Waterfront

Find vacation rentals that suit your style

Top Key West Hotel Reviews

DoubleTree Resort by Hilton Grand Key - Key West

Price trends for vacation rentals in Key West

Find out more about Key West

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