Lower Florida Keys 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 Lower Florida Keys. 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 Lower Florida Keys 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 - Lower Florida Keys
Properties highly-rated for stays of 28 nights or longer, with space to feel right at home
Showing deals for:10 Aug - 7 Sept
Image gallery for Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
9.89.8 out of 10, Exceptional, (315 reviews)
Exceptional
(315 reviews)
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Key West
8% off
Price is AU$15,353
AU$15,353
for 28 nights, 1 apartment
AU$548 per night
includes taxes & fees
Image gallery for Beachfront 3B/3B Fishing Oasis
9.69.6 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
Beachfront 3B/3B Fishing Oasis
Summerland Key
13% off
Price is AU$21,602
AU$21,602
for 28 nights, 1 home
AU$771 per night
includes taxes & fees
Image gallery for Key West Tropical Townhome on Golf Course
1010 out of 10, Exceptional, (17 reviews)
Exceptional
(17 reviews)
Key West Tropical Townhome on Golf Course
Key West
8% off
Price is AU$9,676
AU$9,676
for 28 nights, 1 home
AU$346 per night
includes taxes & fees
Image gallery for Heart of Old Town on QUIET Peacon Lane. Historic Seaport. Duval St. PETS WELCOME
1010 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
Heart of Old Town on QUIET Peacon Lane. Historic Seaport. Duval St. PETS WELCOME
Key West
8% off
Price is AU$13,599
AU$13,599
for 28 nights, 1 home
AU$486 per night
includes taxes & fees
Image gallery for Charming 3-bedroom house in Big Pine Key near Beach and Key West
8.08.0 out of 10, Very good, (10 reviews)
Very good
(10 reviews)
Charming 3-bedroom house in Big Pine Key near Beach and Key West
Big Pine Key
13% off
Price is AU$15,648
AU$15,648
for 28 nights, 1 home
AU$559 per night
includes taxes & fees
Image gallery for 'Oceanside Oasis' Direct Ocean Views & 3 BR'S
1010 out of 10, Exceptional, (147 reviews)
Exceptional
(147 reviews)
'Oceanside Oasis' Direct Ocean Views & 3 BR'S
Key West
8% off
Price is AU$18,019
AU$18,019
for 28 nights, 1 apartment
AU$644 per night
includes taxes & fees
Image gallery for Key West - Stock Island
9.69.6 out of 10, Exceptional, (41 reviews)
Exceptional
(41 reviews)
Key West - Stock Island
Key West
21% off
Price is AU$11,226
AU$11,226
for 28 nights, 1 home
AU$401 per night
includes taxes & fees
Image gallery for Cottage in Old Town Key West w/ Pool, Parking and Privacy. One block from Duval!
1010 out of 10, Exceptional, (3 reviews)
Exceptional
(3 reviews)
Cottage in Old Town Key West w/ Pool, Parking and Privacy. One block from Duval!
Key West
8% off
Price is AU$11,018
AU$11,018
for 28 nights, 1 home
AU$393 per night
includes taxes & fees
Image gallery for Tropical Seclusion On Old Town Lane With Pool And Detached Bungalow. Sleeps 6
1010 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
Tropical Seclusion On Old Town Lane With Pool And Detached Bungalow. Sleeps 6
Key West
6% off
Price is AU$17,607
AU$17,607
for 28 nights, 1 home
AU$629 per night
includes taxes & fees
Image gallery for Duval Square Retreat w/ Private Hot Tub, Pool, Parking & Walkable Location!
9.29.2 out of 10, Wonderful, (226 reviews)
Wonderful
(226 reviews)
Duval Square Retreat w/ Private Hot Tub, Pool, Parking & Walkable Location!
Key West
13% off
Price is AU$21,602
AU$21,602
for 28 nights, 1 home
AU$771 per night
includes taxes & fees
Image gallery for 💲 HUGE DISCOUNT for 28 day OCEAN FRONT! 90 FT BALCONY💰
9.29.2 out of 10, Wonderful, (16 reviews)
Wonderful
(16 reviews)
💲 HUGE DISCOUNT for 28 day OCEAN FRONT! 90 FT BALCONY💰
Key West
15% off
Price is AU$19,096
AU$19,096
for 28 nights, 1 apartment
AU$682 per night
includes taxes & fees
Image gallery for Affordable Key West Beach Front Condo
9.69.6 out of 10, Exceptional, (124 reviews)
Exceptional
(124 reviews)
Affordable Key West Beach Front Condo
Key West
8% off
Price is AU$25,117
AU$25,117
for 28 nights, 1 apartment
AU$897 per night
includes taxes & fees
Image gallery for 🏝️3 Bdrm - Ocean View Every Room-Secluded -Quiet-OCEAN FRONT- 90 FT BALCONY
1010 out of 10, Exceptional, (17 reviews)
Exceptional
(17 reviews)
🏝️3 Bdrm - Ocean View Every Room-Secluded -Quiet-OCEAN FRONT- 90 FT BALCONY
Key West
11% off
Price is AU$22,302
AU$22,302
for 28 nights, 1 apartment
AU$797 per night
includes taxes & fees
Image gallery for Truman Annex Best Location in Town
9.89.8 out of 10, Exceptional, (54 reviews)
Exceptional
(54 reviews)
Truman Annex Best Location in Town
Key West
22% off
Price is AU$17,519
AU$17,519
for 28 nights, 1 apartment
AU$626 per night
includes taxes & fees
Image gallery for SEASIDE ESCAPE- 2 Bed/2 Bath Condo With Shared Pool & Parking
9.49.4 out of 10, Exceptional, (3 reviews)
Exceptional
(3 reviews)
SEASIDE ESCAPE- 2 Bed/2 Bath Condo With Shared Pool & Parking
Key West
12% off
Price is AU$16,283
AU$16,283
for 28 nights, 1 apartment
AU$582 per night
includes taxes & fees
Image gallery for 3 Bedroom 2 Bath Ocean view Condo with Full Kitchen, Covered Parking
9.89.8 out of 10, Exceptional, (93 reviews)
Exceptional
(93 reviews)
3 Bedroom 2 Bath Ocean view Condo with Full Kitchen, Covered Parking
Key West
17% off
Price is AU$17,793
AU$17,793
for 28 nights, 1 apartment
AU$635 per night
includes taxes & fees
Image gallery for Coral Palms Spacious 1BR Condo, King, Queen, Sofa Bed, Pool, Block to Duval
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
Coral Palms Spacious 1BR Condo, King, Queen, Sofa Bed, Pool, Block to Duval
Key West
10% off
Price is AU$16,167
AU$16,167
for 28 nights, 1 apartment
AU$577 per night
includes taxes & fees
Image gallery for Tranquility Bayview House-Ocean Front with pool, boat basin and boat ramp
1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Tranquility Bayview House-Ocean Front with pool, boat basin and boat ramp
Summerland Key
17% off
Price is AU$28,840
AU$28,840
for 28 nights, 1 home
AU$1,030 per night
includes taxes & fees
Image gallery for Old Town Bali Hideaway For 2, Just Steps From Duval
9.89.8 out of 10, Exceptional, (93 reviews)
Exceptional
(93 reviews)
Old Town Bali Hideaway For 2, Just Steps From Duval
Key West
9% off
Price is AU$20,609
AU$20,609
for 28 nights, 1 home
AU$736 per night
includes taxes & fees
Image gallery for PET FRIENDLY! Completely REMODELED! 3 Bedroom 3 bathroom home. Sleeps 8
9.69.6 out of 10, Exceptional, (232 reviews)
Exceptional
(232 reviews)
PET FRIENDLY! Completely REMODELED! 3 Bedroom 3 bathroom home. Sleeps 8
Key West
8% off
Price is AU$23,405
AU$23,405
for 28 nights, 1 home
AU$836 per night
includes taxes & fees
Image gallery for Casa Cristol- Family and Pet Friendly - Classic KW Charm Superb Location!
9.89.8 out of 10, Exceptional, (61 reviews)
Exceptional
(61 reviews)
Casa Cristol- Family and Pet Friendly - Classic KW Charm Superb Location!
Key West
9% off
Price is AU$37,938
AU$37,938
for 28 nights, 1 home
AU$1,355 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 Lower Florida Keys
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.
Lower Florida Keys 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 Lower Florida Keys 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 Lower Florida Keys
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 Lower Florida Keys 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 Lower Florida Keys
Plans change. We get that. With Stayz, you can search, select 'free cancellation,' and see all rentals in Lower Florida Keys with flexible cancellation policies.