Jamaica vacation rentals you can book direct

247 homes from independent hosts and managers · 245 bookable on the host's own site

As of November 2026, CielStay lists 247 homes for rent in Jamaica, run by independent hosts and property managers. 245 can be booked on the host's or manager's own website (7 booking sites in all). Some are also listed on Airbnb, Vrbo and Booking.com; each listing shows every place it can be booked.

They include 243 houses and 2 condos. The most common size is five or more bedrooms (163 homes). 159 homes sleep 10 or more.

Jamaica rentals at a glance

Counted from what hosts list. Check the listing before you book.

By size
Studio or 1 bedroom	6
2 bedrooms	14
3 bedrooms	13
4 bedrooms	51
5 or more bedrooms	163
Sleeps 10 or more	159

Homes that list
Air conditioning	206
Pool	199
Hot tub	47
Fireplace	1
EV charger	1

Homes in Jamaica for 6 or more

8 of the 231. Search them with your dates →

Promiseas 8BR

Promiseas Villas are located on a fabulous private sandy cove which are newly completed and exceptional in every way imaginable.

📍 Ocho Rios, Saint Ann Parish, Jamaica

👥 16🛏️ 8🚿 8

$4,969 / night

excl. host's fees

Out of the Blue on the Beach

OUT OF THE BLUE ON THE BEACH, Jamaica Out of the Blue is an oxymoron: a contemporary home in Old Jamaica. And what a home it is! The villa sits on the longest uninterrupted expanse of sea view at beach level of any other beach property in this group.

📍 Treasure Beach, St. Elizabeth, Jamaica

👥 8🛏️ 4🚿 4

$906 / night

excl. host's fees

Fortlands Point on the Beach

Enjoy an exceptional holiday getaway at our low-season rates! “Valid for new reservations only” VILLA FORTLANDS POINT ON THE BEACH 9BR, Jamaica On a stunning promontory, once the site of an old stone fort, sits a remarkable home named Fortlands Point.

📍 Discovery Bay, Saint Ann Parish, Jamaica

👥 18🛏️ 9🚿 9

$4,590 / night

excl. host's fees

Haystack 10BR at Tryall Club

STAY & PLAY GOLF PACKAGES 2026–2027 Championship golf meets Caribbean villa luxury 4–7 night packages from $1,900 per person Packages valid in low season from April 25th - Nov 20th 2026 and high season from Nov 21* - April 24* 2026/27. Any day arrival applies to new bookings from April 25th to Nov 20th, 2026, only.

📍 Montego Bay, Hanover, Jamaica

👥 20🛏️ 10🚿 10

$7,429 / night

excl. host's fees

Tranquillity on the Beach

TRANQUILLITY ON THE BEACH 7BR, Jamaica The well-appointed rooms of Tranquillity stretch over 6,300 square feet of rich marble floors. Artful landscaping ensures year-round flowers in bloom which in turn ensures regular visits from hummingbirds and parrots.

📍 Unity Hall, Saint James Parish, Jamaica

👥 14🛏️ 7🚿 6

$2,089 / night

excl. host's fees

Noble House by the Sea

Stay five, six, or seven nights and receive one complimentary night—stay eight nights or longer and enjoy two nights on us. Valid for new bookings made February 24, 2026, to December 15, 2026, for travel April 16, 2026, to December 15, 2026. Blackout dates apply: November 20 to 27, 2026.

📍 Unity Hall, Saint James Parish, Jamaica

👥 10🛏️ 5🚿 6

$1,740 / night

excl. host's fees

Avalon at Tryall Club

📍 Sandy Bay, Hanover, Jamaica

👥 8🛏️ 4🚿 4

$1,805 / night

excl. host's fees

Hidden Bay by the Sea

Book 5 nights or longer and enjoy a complimentary night—because luxury should always come with a little extra. Valid for new bookings made February 24, 2026, to December 15, 2026, for travel April 16, 2026, to December 15, 2026. Some properties may have specific travel dates.

📍 Runaway Bay, Saint Ann Parish, Jamaica

👥 12🛏️ 6🚿 6

$2,357 / night

excl. host's fees