Key West long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Relax—Stayz takes the hassle out of booking monthly rentals in Key West. The wide selection available and useful search filters make finding your home away from home a breeze. Whether you’re looking for fast Wi-Fi for remote working, a fully equipped kitchen for home cooking or a pool where you can relax with a good book, you’re sure to find it on Stayz. Many long-term rentals in Key West are great for kids and welcome four-legged friends, too. What's more, some offer monthly discounts on extended-stay homes and weekly discounts on shorter-term rentals.
Featured long stay living spaces - Key West
Properties highly-rated for stays of 28 nights or longer, with space to feel right at home
Showing deals for:18 Jan - 15 Feb
Image gallery for Garden View King Suite | Separate Living Room, Wet Bar & Free Beach Shuttle
Garden View King Suite | Separate Living Room, Wet Bar & Free Beach Shuttle
Key West
16% off
Price is AU$32,853
AU$32,853
for 28 nights, 1 room
AU$1,173 per night
includes taxes & fees
Image gallery for Key West Garden Escape | Poolside Dining, Water Sports & 2 Queen Beds
Key West Garden Escape | Poolside Dining, Water Sports & 2 Queen Beds
Key West
16% off
Price is AU$29,259
AU$29,259
for 28 nights, 1 room
AU$1,045 per night
includes taxes & fees
Image gallery for Tropical Garden Room With 2 Queens | Four Pools & Free Beach Shuttle
Tropical Garden Room With 2 Queens | Four Pools & Free Beach Shuttle
Key West
16% off
Price is AU$29,259
AU$29,259
for 28 nights, 1 room
AU$1,045 per night
includes taxes & fees
Image gallery for Partial Water View 2-Queen Room | Poolside Bar & 5 Acres Of Gardens
Partial Water View 2-Queen Room | Poolside Bar & 5 Acres Of Gardens
Key West
16% off
Price is AU$30,347
AU$30,347
for 28 nights, 1 room
AU$1,084 per night
includes taxes & fees
Image gallery for Partial Water View King Room | Four Pools Set In Tropical Gardens
Partial Water View King Room | Four Pools Set In Tropical Gardens
Key West
17% off
Price is AU$36,188
AU$36,188
for 28 nights, 1 room
AU$1,292 per night
includes taxes & fees
Image gallery for Key West Suite Life | Separate Living Area & 2.4 Mi To Southernmost Point
Key West Suite Life | Separate Living Area & 2.4 Mi To Southernmost Point
Key West
17% off
Price is AU$38,598
AU$38,598
for 28 nights, 1 room
AU$1,379 per night
includes taxes & fees
Image gallery for Waterfront King Retreat On Florida Bay | Four Pools & Poolside Dining
Waterfront King Retreat On Florida Bay | Four Pools & Poolside Dining
Key West
17% off
Price is AU$39,591
AU$39,591
for 28 nights, 1 room
AU$1,414 per night
includes taxes & fees
Image gallery for Parrot Key Hotel & Villas | Waterfront Two Bedroom Suite | 2 Baths | Living Room
Parrot Key Hotel & Villas | Waterfront Two Bedroom Suite | 2 Baths | Living Room
Key West
17% off
Price is AU$41,033
AU$41,033
for 28 nights, 1 room
AU$1,465 per night
includes taxes & fees
Image gallery for Spacious Waterfront Suite With Separate Living Room | Kayaks & Four Pools
Spacious Waterfront Suite With Separate Living Room | Kayaks & Four Pools
Key West
17% off
Price is AU$42,158
AU$42,158
for 28 nights, 1 room
AU$1,506 per night
includes taxes & fees
Image gallery for Cozy 1-bedroom apartment in old town, offering the perfect island retreat.
Cozy 1-bedroom apartment in old town, offering the perfect island retreat.
Key West
9% off
Price is AU$20,077
AU$20,077
for 28 nights, 1 apartment
AU$717 per night
includes taxes & fees
Image gallery for RUM CAY AT SUNRISE SUITES - 2 Bedroom / 2 Bathroom w/ Shared Pool, Spa, Parking
RUM CAY AT SUNRISE SUITES - 2 Bedroom / 2 Bathroom w/ Shared Pool, Spa, Parking
Key West
Price is AU$24,712
AU$24,712
for 28 nights, 1 apartment
AU$883 per night
includes taxes & fees
Image gallery for Turn Your Travel Plans Into Unforgettable Experiences Here! Beach Access & Pool!
Turn Your Travel Plans Into Unforgettable Experiences Here! Beach Access & Pool!
Key West
Price is AU$31,771
AU$31,771
for 28 nights, 1 room
AU$1,135 per night
includes taxes & fees
Image gallery for Affordable, Adventurous Houseboat on-the-water in Key West Florida
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
Affordable, Adventurous Houseboat on-the-water in Key West Florida
Key West
45% off
Price is AU$8,108
AU$8,108
for 28 nights, 1 houseboat
AU$290 per night
includes taxes & fees
Image gallery for 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Dream Getaway at the Beach House Resort+Amenities. 2BR
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Dream Getaway at the Beach House Resort+Amenities. 2BR
Key West
Price is AU$42,332
AU$42,332
for 28 nights, 1 room
AU$1,512 per night
includes taxes & fees
Image gallery for 1-bedroom Coconut Mallory Resort, Pool, Key West!
1-bedroom Coconut Mallory Resort, Pool, Key West!
Key West
9% off
Price is AU$27,846
AU$27,846
for 28 nights, 1 room
AU$994 per night
includes taxes & fees
Image gallery for Pet Friendly Stay | Near Key West International Airport | Pool & Parking Access
Pet Friendly Stay | Near Key West International Airport | Pool & Parking Access
Key West
Price is AU$40,347
AU$40,347
for 28 nights, 1 room
AU$1,441 per night
includes taxes & fees
Image gallery for 3-bedroom catamaran with pool and beach access in amazing Key West!
3-bedroom catamaran with pool and beach access in amazing Key West!
Key West
9% off
Price is AU$42,702
AU$42,702
for 28 nights, 1 houseboat
AU$1,525 per night
includes taxes & fees
Image gallery for Romantic Beach Escape | Outdoor Pools | Parking | Near Jackson Square- 2.1 miles
Romantic Beach Escape | Outdoor Pools | Parking | Near Jackson Square- 2.1 miles
Key West
17% off
Price is AU$36,229
AU$36,229
for 28 nights, 1 room
AU$1,294 per night
includes taxes & fees
Image gallery for Peaceful Family Retreat | Outdoor Pool | Parking | Pets are Welcome
Peaceful Family Retreat | Outdoor Pool | Parking | Pets are Welcome
Key West
Price is AU$40,730
AU$40,730
for 28 nights, 1 room
AU$1,455 per night
includes taxes & fees
Image gallery for Oceans Edge Key West Resort, Hotel & Marina!
Oceans Edge Key West Resort, Hotel & Marina!
Key West
9% off
Price is AU$63,613
AU$63,613
for 28 nights, 1 room
AU$2,272 per night
includes taxes & fees
Image gallery for Key West Beach Retreat | Pool Access | Near Key West Aquarium- 2.2 miles
Key West Beach Retreat | Pool Access | Near Key West Aquarium- 2.2 miles
Key West
16% off
Price is AU$29,207
AU$29,207
for 28 nights, 1 room
AU$1,043 per night
includes taxes & fees
Image gallery for Elegant Beach Stay | Minutes to Southernmost Point - 2 miles | Onsite Pool
Elegant Beach Stay | Minutes to Southernmost Point - 2 miles | Onsite Pool
Key West
16% off
Price is AU$30,306
AU$30,306
for 28 nights, 1 room
AU$1,082 per night
includes taxes & fees
Image gallery for Tropical Retreat | Outdoor Pool | Pets Allowed | Near Mallory Square - 2.2 miles
Tropical Retreat | Outdoor Pool | Pets Allowed | Near Mallory Square - 2.2 miles
Key West
Price is AU$34,570
AU$34,570
for 28 nights, 1 room
AU$1,235 per night
includes taxes & fees
Image gallery for Modern Beachfront Stay | Onsite Pools | Parking | Pet Friendly
Modern Beachfront Stay | Onsite Pools | Parking | Pet Friendly
Key West
17% off
Price is AU$39,666
AU$39,666
for 28 nights, 1 room
AU$1,417 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Great discounts on monthly rentals in Key West
You’ll often find discounted rates for long stays of over 28 days on Stayz, making stays of a month or more excellent value.
Entire homes, maximum privacy
Looking for your own place to retreat to? On Stayz, you'll enjoy secluded stays with entire monthly rental homes just for you.
Pet-friendly monthly rentals
Many homes welcome guests with animal companions, so you don’t have to leave your pet at home.
Key West Furnished monthly rentals for remote workers
Find your perfect home office set up. There are plenty of stays on Stayz with dedicated workspaces and fast Wi-Fi so that you can take your work with you.
Monthly stays with practical kitchens
Most furnished extended-stay rentals in Key West come with well-equipped kitchens ideal for home cooking, so you can enjoy healthy meals in or even host your own dinner parties.
Long-term rentals with parking in Key West
Take advantage of the ‘amenities’ filter to find monthly stays with their very own parking spot for the ultimate in convenience.
Wheelchair-accessible holiday rentals
Stayz offers a range of monthly rental homes designed to accommodate everyone for a comfortable and inclusive extended stay.
Holiday rentals in Key West with pool
Stayz's handy search filters will help you find monthly holiday homes with swimming pools so that you can relax in your very own pool.
Rentals with free cancellation in Key West
Plans change. We get that. With Stayz, you can search, select 'free cancellation,' and see all rentals in Key West with flexible cancellation policies.