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Vacation rentals with a pool in Jamaica

Find and book unique homes with a pool on Airbnb

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Top-rated rentals with a pool in Jamaica

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Guest favorite
Townhouse in Montego Bay
Townhouse Villa w/staff, gym, pool, beach access
Escape@20 is a lovely townhome that guarantees a truly relaxing and memorable experience. A friendly housekeeper/cook is included at NO EXTRA COST!! You just need to purchase the groceries. The townhome has an open floor plan with living and dining room opening out to a covered patio and a backyard. Guests can enjoy breathtaking views of the neighboring yacht docking area, swimming pool, gazebo/bbq grill space, gym, playground for kids, 24 hour security and complimentary beach access nearby.
Sep 22 – 29
$270 per night
Guest favorite
Cottage in Montego Bay
Glory @ Montego Bay
Welcome to “Glory”. The cottage is situated on the grounds of our home “Victory“. We invite you to experience our concept of “Jamaican Home Living”. Glory overlooks the Sangster International Airport and the Caribbean Sea and is 5 mins from world-famous Doctors Cave Beach. We are also conveniently 5 minutes drive from the airport. We own the SeaGull @ Little Bay Country Club in Negril, and are Airbnb SuperHosts; we know how to take care of our guests. Join us for a special experience.
Jan 18 – 25
$234 per night
Guest favorite
Villa in Montego Bay
VIBES COVE enjoy your stay while getting pampered
FREE Arrival meal , the first day you arrive to vibes cove you’ll receive a complementary arrival meal by our personal chef on the property. Vibes coves villa is super Spacious and private enjoy your vacation by getting pampered. This property comes with a personal chef , Butler, and housekeeper. Enjoy V.I.P services your entire stay. Property staff stays in their helpers quarters ( not apart of the property ) only those listed on the Airbnb is allowed at the property.
Sep 11 – 18
$574 per night

Popular amenities for Jamaica rentals with a pool

House rentals with a pool

Guest favorite
Home in Portmore
🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞
Nov 26 – Dec 3
$131 per night
Superhost
Home in Duncans
Butterfly Villa, Silver Sands.
Jun 24 – Jul 1
$400 per night
Guest favorite
Home in Discovery Bay
Courtyard by the Bay*pvt pool*incl Puerto Seco Bch
Nov 10 – 17
$119 per night
Guest favorite
Home in Montego Bay
Villa Ginger: Food paradise/Beach/Pool/keycode
Aug 26 – Sep 2
$303 per night
Guest favorite
Home in Saint Catherine Parish
The Caymanas Villa
Jan 4 – 11
$88 per night
Guest favorite
Home in Discovery Bay
!Wynter'sEscape |gated 2BR |w/pool & beach access!
Sep 16 – 23
$128 per night
Guest favorite
Home in Montego Bay
PleasantView
Feb 4 – 11
$283 per night
Superhost
Home in Negril
Butterfly House (Seaview & Tropical Garden)
Aug 14 – 21
$348 per night
Guest favorite
Home in Ocho Rios
Villa BiancaJel, a/c pool gym
Jul 11 – 18
$118 per night
Guest favorite
Home in St. Ann Parish
CANARY'S NEST... FULLY A/C, WIFI, POOL
Oct 11 – 18
$114 per night
Guest favorite
Home in Treasure Beach
Spectacular villa with big garden +secluded beach
Nov 7 – 14
$420 per night
Superhost
Home in Treasure Beach
Sea Urchin | Mini Rooftop Villa in Treasure Beach
Jul 15 – 22
$275 per night

Condo rentals with a pool

Guest favorite
Condo in Tower Isle
2 bedroom Oceanfront condo with a pool
May 22 – 29
$179 per night
Superhost
Condo in Montego Bay
Modern apartment with a pool & amazing views!
Oct 9 – 16
$70 per night
Guest favorite
Condo in Montego Bay
Jus' Beachy! Luxury Apt in a B/front Gated Cmnty.
Dec 4 – 11
$192 per night
Guest favorite
Condo in Kingston
Entire Luxury Uptown Penthouse 3Bedroom/3baths
Dec 12 – 19
$233 per night
Superhost
Condo in Ocho Rios
Paradise Penthouse, Oceanfront, Cook Included
Sep 5 – 12
$385 per night
Guest favorite
Condo in Ocho Rios
The Coconut Palm Villa, Ocean View Apartment #5
Oct 18 – 25
$84 per night
Guest favorite
Condo in Montego Bay
Palmyra Resort - Blue Sky Hideaway
Sep 16 – 23
$152 per night
Guest favorite
Condo in Ocho Rios
One of Ocho Rios Best Getaway Airbnb!
May 3 – 10
$112 per night
Guest favorite
Condo in Montego Bay
1 Bedroom Miramar Condo
Jun 28 – Jul 5
$132 per night
Guest favorite
Condo in Ocho Rios
🌴👩‍❤️‍👨 Romantic BeachCondo with Ocean view &King Bed👩‍❤️‍👨🌴
Nov 7 – 14
$99 per night
Superhost
Condo in Montego Bay
Fabulous 1 Bedroom Condo with Ocean and Pool View.
Jan 7 – 14
$190 per night
Guest favorite
Condo in Montego Bay
Summerfields Villa - The Orchid
Aug 25 – Sep 1
$93 per night

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