Vacation Rentals in Key West, FL

· Apartment in Key West
Marc Chagall- Heated pool at Galleria #14
1 Bed · Sleeps 2 ·
Pool · Free Parking · Kitchen ·
From
$356/night
Check availability
Amenities
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Pierre Auguste Renoir- Heated Pool at Galleria #11
1 Bed · Sleeps 2 ·
Pool · Free Parking · Kitchen ·
From
$379/night
Check availability
Amenities
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
NEW La Casita- Waterfront Hot Tub & Dock
1 Bed · 1 bath · Sleeps 4 ·
Oven · Free Parking · Kitchen ·
From
$648/night
Check availability
Amenities
Oven
Free Parking
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
· Apartment in Key West
NEW VanGogh Studio - Pool & Balconies
1 Bed · Sleeps 2 ·
Free Parking · Kitchen · Air Conditioning ·
From
$379/night
Check availability
Amenities
Free Parking
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
· Apartment in Key West
King Suite Balcony at James House & Curry Mansion
1 Bed · 1 bath · Sleeps 4 ·
Free Parking · Kitchen · Air Conditioning ·
From
$446/night
Check availability
Amenities
Free Parking
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
· Apartment in Key West
Classic King Balcony at Curry Mansion Inn
1 Bed · 1 bath · Sleeps 2 ·
Pool · Free Parking · Kitchen ·
From
$394/night
Check availability
Amenities
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Deluxe Queen at the Curry Mansion Inn
1 Bed · 1 bath · Sleeps 4 ·
Pool · Free Parking · Kitchen ·
From
$437/night
Check availability
Amenities
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Deluxe King at Curry Mansion Inn
1 Bed · 1 bath · Sleeps 3 ·
Pool · Free Parking · Kitchen ·
From
$414/night
Check availability
Amenities
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen

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· Apartment in Key West
Classic Queen at Curry Mansion Inn
1 Bed · 1 bath · Sleeps 2 ·
Pool · Free Parking · Kitchen ·
From
$390/night
Check availability
Amenities
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Deluxe King Balcony at James House at Curry Mansion Inn
1 Bed · 1 bath · Sleeps 3 ·
Pool · Free Parking · Kitchen ·
From
$404/night
Check availability
Amenities
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
King Suite at Curry Mansion Inn
1 Bed · 1 bath · Sleeps 4 ·
Pool · Free Parking · Kitchen ·
From
$423/night
Check availability
Amenities
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
NEW Grenada Suite - Parking Pool & Pets 209
2 Beds · 2 baths · Sleeps 6 ·
Oven · Dishwasher · Pool ·
From
$552/night
Check availability
Amenities
Oven
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
NEW Cristbal Suite - Balcony Parking & Pool 411
2 Beds · 2 baths · Sleeps 6 ·
Oven · Dishwasher · Pool ·
From
$634/night
Check availability
Amenities
Oven
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Classic King - Curry Mansion Inn
1 Bed · 1 bath · Sleeps 2 ·
Pool · Free Parking · Kitchen ·
From
$394/night
Check availability
Amenities
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Hotel in Key West
Four Flowers Guesthouse
4 Beds · 4 baths · Sleeps 14 ·
On Site Laundry · Balcony · Outdoor Space ·
From
$938/night
Check availability
Amenities
On Site Laundry
Air Conditioning
Furnished
Wifi
Other spaces
Balcony, Kitchen
· Hotel in Key West
Southernmost Sanctuary
6 Beds · 6 baths · Sleeps 24 ·
On Site Laundry · Hot Tub · In Unit Laundry ·
From
$1,449/night
Check availability
Amenities
On Site Laundry
Hot Tub
In Unit Laundry
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
· Apartment in Key West
Helen's Hideaway
2 Beds · 2 baths · Sleeps 6 ·
Private Pool · Oven · Dishwasher ·
From
$1,214/night
Check availability
Amenities
Private Pool
Oven
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
· Apartment in Key West
Casa Tranquility
2 Beds · 1 bath · Sleeps 4 ·
Oven · Free Parking · Kitchen ·
From
$552/night
Check availability
Amenities
Oven
Free Parking
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
· Apartment in Key West
Bermuda Suite
1 Bed · 2 baths · Sleeps 4 ·
Oven · Dishwasher · Pool ·
From
$648/night
Check availability
Amenities
Oven
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Smooth Sailing
4 Beds · 5 baths · Sleeps 10 ·
Private Pool · Oven · Dishwasher ·
From
$1,707/night
Check availability
Amenities
Private Pool
Oven
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
· Apartment in Key West
Modern Keys
4 Beds · 5 baths · Sleeps 10 ·
Private Pool · Oven · Dishwasher ·
From
$1,707/night
Check availability
Amenities
Private Pool
Oven
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
· Apartment in Key West
Sophisticated Sunsets
4 Beds · 4 baths · Sleeps 12 ·
Private Pool · Oven · Dishwasher ·
From
$1,707/night
Check availability
Amenities
Private Pool
Oven
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
· Apartment in Key West
Casa Isabelle
2 Beds · 2 baths · Sleeps 4 ·
Oven · Free Parking · Kitchen ·
From
$662/night
Check availability
Amenities
Oven
Free Parking
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
· Apartment in Key West
Sky Suites Retreat
4 Beds · 5 baths · Sleeps 12 ·
Dishwasher · Free Parking · Kitchen ·
From
$2,052/night
Check availability
Amenities
Dishwasher
Free Parking
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
· Apartment in Key West
Nautical Splendor
5 Beds · 6 baths · Sleeps 14 ·
Private Pool · Dishwasher · Pool ·
From
$2,113/night
Check availability
Amenities
Private Pool
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Sunnyside Up
2 Beds · 2 baths · Sleeps 9 ·
Oven · Dishwasher · Pool ·
From
$1,324/night
Check availability
Amenities
Oven
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Bananas Foster Guesthouse
7 Beds · 8 baths · Sleeps 19 ·
Private Pool · Dishwasher · Pool ·
From
$2,840/night
Check availability
Amenities
Private Pool
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Keys Please
3 Beds · 3 baths · Sleeps 6 ·
Private Pool · Oven · Dishwasher ·
From
$1,304/night
Check availability
Amenities
Private Pool
Oven
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
· Apartment in Key West
Grand Cayman Suite 309
2 Beds · 2 baths · Sleeps 6 ·
Oven · Dishwasher · Pool ·
From
$634/night
Check availability
Amenities
Oven
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Duval Duo
4 Beds · 2 baths · Sleeps 18 ·
Oven · Dishwasher · Kitchen ·
From
$1,578/night
Check availability
Amenities
Oven
Dishwasher
Air Conditioning
Furnished
Wifi
Other spaces
Kitchen
· Apartment in Key West
Cayo Cruz Suite 308
2 Beds · 2 baths · Sleeps 6 ·
Oven · Dishwasher · Pool ·
From
$634/night
Check availability
Amenities
Oven
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Martinique Suite 108
2 Beds · 2 baths · Sleeps 6 ·
Oven · Dishwasher · Pool ·
From
$634/night
Check availability
Amenities
Oven
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Saint Martin Suite 207
2 Beds · 2 baths · Sleeps 6 ·
Oven · Dishwasher · Pool ·
From
$634/night
Check availability
Amenities
Oven
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Bimini Suite 211
2 Beds · 2 baths · Sleeps 6 ·
Oven · Dishwasher · Pool ·
From
$634/night
Check availability
Amenities
Oven
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Grand Turk Suite 404
2 Beds · 2 baths · Sleeps 6 ·
Oven · Dishwasher · Pool ·
From
$634/night
Check availability
Amenities
Oven
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Trinidad Suite 105
2 Beds · 2 baths · Sleeps 6 ·
Oven · Dishwasher · Pool ·
From
$634/night
Check availability
Amenities
Oven
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Samana Cay Suite 405
2 Beds · 2 baths · Sleeps 6 ·
Oven · Dishwasher · Pool ·
From
$634/night
Check availability
Amenities
Oven
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Poolside Paradise
3 Beds · 2 baths · Sleeps 10 ·
Private Pool · Dishwasher · Pool ·
From
$1,602/night
Check availability
Amenities
Private Pool
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Harborwalk Hideaways
4 Beds · 3 baths · Sleeps 14 ·
Private Pool · Pool · Kitchen ·
From
$1,988/night
Check availability
Amenities
Private Pool
Pool
Air Conditioning
Furnished
Wifi
Wheelchair Accessible
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Claude Monet Suite #3
1 Bed · Sleeps 4 ·
Pool · Free Parking · Kitchen ·
From
$410/night
Check availability
Amenities
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
St Kitts Suite 412
2 Beds · 2 baths · Sleeps 6 ·
Oven · Dishwasher · Pool ·
From
$552/night
Check availability
Amenities
Oven
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
· Apartment in Key West
Tropical Paradise Key West
2 Beds · 2 baths · Sleeps 6 ·
Waterfront · Ocean · Assigned Parking ·
From
$498/night
Check availability
Amenities
Waterfront
Ocean
Assigned Parking
In Unit Laundry
Oven
Dishwasher
Free Parking
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
· Apartment in Key West
Nautical Adventure in Paradise
2 Beds · 2 baths · Sleeps 6 ·
Assigned Parking · In Unit Laundry · Workspace ·
From
$498/night
Check availability
Amenities
Assigned Parking
In Unit Laundry
Oven
Dishwasher
Free Parking
Air Conditioning
Furnished
Wifi
Other spaces
Workspace, Balcony, Kitchen
· Apartment in Key West
Tranquility by the Beach
2 Beds · 2 baths · Sleeps 6 ·
Assigned Parking · In Unit Laundry · Workspace ·
From
$498/night
Check availability
Amenities
Assigned Parking
In Unit Laundry
Oven
Dishwasher
Free Parking
Air Conditioning
Furnished
Wifi
Other spaces
Workspace, Balcony, Kitchen
· Apartment in Key West
The Grande Vista
2 Beds · 2 baths · Sleeps 6 ·
Waterfront · Ocean · Hot Tub ·
From
$789/night
Check availability
Amenities
Waterfront
Ocean
Hot Tub
Assigned Parking
In Unit Laundry
Oven
Dishwasher
Free Parking
Other spaces
Workspace, Balcony, Kitchen
· Apartment in Key West
Atlantic Paradise Found
2 Beds · 2 baths · Sleeps 6 ·
Waterfront · Ocean · Assigned Parking ·
From
$750/night
Check availability
Amenities
Waterfront
Ocean
Assigned Parking
In Unit Laundry
Oven
Dishwasher
Free Parking
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
· Hotel in Key West
The Mermaid & The Alligator
1 Bed · 1 bath · Sleeps 2 ·
Hardwood Floor · On Site Laundry · Hot Tub ·
From
$473/night
Check availability
Amenities
Hardwood Floor
On Site Laundry
Hot Tub
Pool
Air Conditioning
Furnished
Wifi
Concierge Service
Other spaces
Workspace, Balcony
· Apartment in Key West
Poolside Breeze Retreat
2 Beds · 2 baths · Sleeps 6 ·
Waterfront · Ocean · Assigned Parking ·
From
$612/night
Check availability
Amenities
Waterfront
Ocean
Assigned Parking
In Unit Laundry
Oven
Dishwasher
Free Parking
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
· Apartment in Key West
Paradise Found Cayo Hueso
2 Beds · 2 baths · Sleeps 6 ·
Hot Tub · Assigned Parking · In Unit Laundry ·
From
$498/night
Check availability
Amenities
Hot Tub
Assigned Parking
In Unit Laundry
Oven
Dishwasher
Free Parking
Air Conditioning
Furnished
Other spaces
Workspace, Balcony, Kitchen
· Apartment in Key West
Margarita Suite 305
2 Beds · 2 baths · Sleeps 6 ·
Oven · Dishwasher · Pool ·
From
$634/night
Check availability
Amenities
Oven
Dishwasher
Pool
Free Parking
Air Conditioning
Furnished
Wifi
Swimming Pool
Other spaces
Kitchen
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Home > Florida Vacation Rentals > Key West Vacation Rentals
Updated: March 9, 2023

Learn about vacation rentals in

Key West

Key West, Florida, is an exciting destination for beachgoers, history enthusiasts, and thrill-seekers alike. This subtropical paradise features some of the most beautiful sunsets in the world and offers visitors and residents good weather year-round. Famous for its water sports, Key West is the perfect place to visit if you love the water, as it features the only living barrier reef in the continental United States. There's no shortage of activities here. Spend the day visiting one of the city's national state parks, going snorkeling and dolphin watching, or enjoying an eco tour.

Key West, Florida: What to know before you go

When you're planning a trip to Key West, allow yourself at least two to three days to explore this captivating oasis. You may want to consider visiting before or after hurricane season to avoid a storm. While hurricane season lasts from June to November, storms are typically the strongest between August and October. The best time to visit is from March to May when you can enjoy the sun, surf, and sand with ease.

Getting around Key West

Pedestrian friendly

6/10
Grab your reusable bags–many shops and stores are within walking distance.

Car friendly

10/10
Commuting is easy with multiple accessible routes and plenty of parking.

Transit friendly

3/10
There are a few mass transit options within the area.

Points of interest in Key West

Groceries

7/10
At least one grocery store within a 15-minute walk

Shopping

6/10
Variety of shops within walking distance

Cafes

4/10
Some cafés within walking distance

Restaurants

6/10
Some restaurants within walking distance

Nightlife

4/10
Some bars within walking distance

Vacation Rentals in Key West, FL FAQ

How many vacation rentals in Key West are available?

There are currently 1772 vacation rentals in Key West available. Our vacation rentals in Key West include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.

Are there any pet friendly vacation rentals in Key West?

Yes, right now there are 608 pet friendly vacation rentals in Key West. A pet friendly vacation rental in Key West means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.

Are there any vacation rentals in Key West with a pool?

Yes there are vacation rentals with a pool available in Key West, FL. View more detailed vacation spots on Vacations by Zumper.

Are there any vacation rentals in Key West with internet access?

As of March 9, 2023, there are vacation rentals with internet access available in Key West, Florida. Check out more enjoyable destinations on Vacations by Zumper.

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