Caribbean 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 Caribbean. 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 Caribbean 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 - Caribbean
Properties highly-rated for stays of 28 nights or longer, with space to feel right at home
Showing deals for:15 June - 13 July
Image gallery for Family Glamping Site with AC
1010 out of 10, Exceptional, (32 reviews)
Exceptional
(32 reviews)
Family Glamping Site with AC
St. John
8% off
Price is AU$9,424
AU$9,424
for 28 nights, 1 unit
AU$337 per night
includes taxes & fees
Image gallery for Instant Studio - Caguas
7.47.4 out of 10, Good, (3 reviews)
Good
(3 reviews)
Instant Studio - Caguas
Caguas
8% off
Price is AU$2,228
AU$2,228
for 28 nights, 1 apartment
AU$80 per night
includes taxes & fees
Image gallery for Coral Condominium - Tranquil 2-bedroom right on our private beach.
9.09.0 out of 10, Wonderful, (2 reviews)
Wonderful
(2 reviews)
Coral Condominium - Tranquil 2-bedroom right on our private beach.
Nassau
17% off
Price is AU$10,754
AU$10,754
for 28 nights, 1 apartment
AU$384 per night
includes taxes & fees
Image gallery for Deck Overhangs Ocean, Walk to Beaches/Bars/Restaurants, WiFi, On-site Parking
9.69.6 out of 10, Exceptional, (39 reviews)
Exceptional
(39 reviews)
Deck Overhangs Ocean, Walk to Beaches/Bars/Restaurants, WiFi, On-site Parking
Alice Town
18% off
Price is AU$7,509
AU$7,509
for 28 nights, 1 home
AU$268 per night
includes taxes & fees
Image gallery for Charming 3-bedroom Beach House with AC and WiFi near Arecibo's best beaches.
1010 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
Charming 3-bedroom Beach House with AC and WiFi near Arecibo's best beaches.
Arecibo
9% off
Price is AU$7,964
AU$7,964
for 28 nights, 1 home
AU$284 per night
includes taxes & fees
Image gallery for Comfort haven the Caribbean lifestyle you are looking for.
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
Comfort haven the Caribbean lifestyle you are looking for.
George Town
9% off
Price is AU$11,466
AU$11,466
for 28 nights, 1 apartment
AU$410 per night
includes taxes & fees
Image gallery for Gordon's Island Art Loft
9.89.8 out of 10, Exceptional, (42 reviews)
Exceptional
(42 reviews)
Gordon's Island Art Loft
St. Thomas
18% off
Price is AU$3,804
AU$3,804
for 28 nights, 1 home
AU$136 per night
includes taxes & fees
Image gallery for 2-bedroom, outdoor kitchen, with saltwater pool, AC, WiFi
9.89.8 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
2-bedroom, outdoor kitchen, with saltwater pool, AC, WiFi
Nassau
14% off
Price is AU$9,478
AU$9,478
for 28 nights, 1 room
AU$338 per night
includes taxes & fees
Image gallery for Couples Retreat, Sweeping VIEWS, Kayaks Await at the Beach!
1010 out of 10, Exceptional, (38 reviews)
Exceptional
(38 reviews)
Couples Retreat, Sweeping VIEWS, Kayaks Await at the Beach!
St. John
8% off
Price is AU$19,674
AU$19,674
for 28 nights, 1 villa
AU$703 per night
includes taxes & fees
Image gallery for VILLA SERENE—2 Bed, 2.5 Bath Villa with Beach Access just steps to Sapodilla Bay
9.89.8 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)
VILLA SERENE—2 Bed, 2.5 Bath Villa with Beach Access just steps to Sapodilla Bay
Providenciales
8% off
Price is AU$20,971
AU$20,971
for 28 nights, 1 villa
AU$749 per night
includes taxes & fees
Image gallery for Wow ONLY 8 bed HOUSE 8MILE SJU Airport beach Corporate Team Wedding Dest Groups
7.47.4 out of 10, Good, (10 reviews)
Good
(10 reviews)
Wow ONLY 8 bed HOUSE 8MILE SJU Airport beach Corporate Team Wedding Dest Groups
Trujillo Alto
17% off
Price is AU$16,289
AU$16,289
for 28 nights, 1 home
AU$582 per night
includes taxes & fees
Image gallery for Sapphire Reef Villa, Ocean Front on a Protected Reef, Pool, Staffed, Private
9.89.8 out of 10, Exceptional, (65 reviews)
Exceptional
(65 reviews)
Sapphire Reef Villa, Ocean Front on a Protected Reef, Pool, Staffed, Private
Boscobel
9% off
Price is AU$18,573
AU$18,573
for 28 nights, 1 villa
AU$663 per night
includes taxes & fees
Image gallery for Sunset Private Studio
1010 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
Sunset Private Studio
Toa Baja
9% off
Price is AU$2,651
AU$2,651
for 28 nights, 1 apartment
AU$95 per night
includes taxes & fees
Image gallery for Banana Sweet Top! 2 BEDROOM!! Hot Tub and Tesla back up power!
9.29.2 out of 10, Wonderful, (12 reviews)
Wonderful
(12 reviews)
Banana Sweet Top! 2 BEDROOM!! Hot Tub and Tesla back up power!
St. John
8% off
Price is AU$14,295
AU$14,295
for 28 nights, 1 home
AU$511 per night
includes taxes & fees
Image gallery for Luxury apartment stunning views /5 minutes from Saint Jean Beach/ swimming pool
9.49.4 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
Luxury apartment stunning views /5 minutes from Saint Jean Beach/ swimming pool
St. Barthelemy
18% off
Price is AU$14,575
AU$14,575
for 28 nights, 1 apartment
AU$521 per night
includes taxes & fees
Image gallery for Fenced Property, Near all Beaches, Pool, Hot Tub, Sundeck, Firepit, Grill, Wi-Fi
1010 out of 10, Exceptional, (32 reviews)
Exceptional
(32 reviews)
Fenced Property, Near all Beaches, Pool, Hot Tub, Sundeck, Firepit, Grill, Wi-Fi
Governor's Harbour
9% off
Price is AU$11,616
AU$11,616
for 28 nights, 1 home
AU$415 per night
includes taxes & fees
Image gallery for Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go
9.09.0 out of 10, Wonderful, (37 reviews)
Wonderful
(37 reviews)
Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go
Carolina
13% off
Price is AU$2,627
AU$2,627
for 28 nights, 1 home
AU$94 per night
includes taxes & fees
Image gallery for Isla Verde- Beach/Bar/Restaurants Near Airport For Same Day Booking Message me
9.29.2 out of 10, Wonderful, (43 reviews)
Wonderful
(43 reviews)
Isla Verde- Beach/Bar/Restaurants Near Airport For Same Day Booking Message me
Carolina
18% off
Price is AU$5,252
AU$5,252
for 28 nights, 1 home
AU$188 per night
includes taxes & fees
Image gallery for Romantic with Ocean Views - Sugar Beach Condos.
9.69.6 out of 10, Exceptional, (22 reviews)
Exceptional
(22 reviews)
Romantic with Ocean Views - Sugar Beach Condos.
Christiansted
7% off
Price is AU$10,116
AU$10,116
for 28 nights, 1 apartment
AU$361 per night
includes taxes & fees
Image gallery for 2-bedroom condo with WiFi, AC View of water from deck Pool
9.89.8 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
2-bedroom condo with WiFi, AC View of water from deck Pool
St. Thomas
13% off
Price is AU$8,857
AU$8,857
for 28 nights, 1 apartment
AU$316 per night
includes taxes & fees
Image gallery for Dawn Beach Club Villa. With Beach access.
7.67.6 out of 10, Good, (4 reviews)
Good
(4 reviews)
Dawn Beach Club Villa. With Beach access.
Oyster Pond
16% off
Price is AU$11,113
AU$11,113
for 28 nights, 1 home
AU$397 per night
includes taxes & fees
Image gallery for Beach Villa
9.89.8 out of 10, Exceptional, (57 reviews)
Exceptional
(57 reviews)
Beach Villa
Luquillo
9% off
Price is AU$3,843
AU$3,843
for 28 nights, 1 apartment
AU$137 per night
includes taxes & fees
Image gallery for San Juan, Cozy suite w/private pool, BBQ, outdoor shower, nearby & peaceful
1010 out of 10, Exceptional, (3 reviews)
Exceptional
(3 reviews)
San Juan, Cozy suite w/private pool, BBQ, outdoor shower, nearby & peaceful
San Juan
9% off
Price is AU$6,024
AU$6,024
for 28 nights, 1 room
AU$215 per night
includes taxes & fees
Image gallery for New Listing! Island Bliss • 2BR • 3 Beds • 2 Baths
1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
New Listing! Island Bliss • 2BR • 3 Beds • 2 Baths
St. Thomas
30% off
Price is AU$9,128
AU$9,128
for 28 nights, 1 apartment
AU$326 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 Caribbean
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.
Caribbean 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 Caribbean 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 Caribbean
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 Caribbean 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 Caribbean
Plans change. We get that. With Stayz, you can search, select 'free cancellation,' and see all rentals in Caribbean with flexible cancellation policies.