Vacation rentals with a pool in Jamaica
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Jamaica
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Jamaica rentals with a pool
House rentals with a pool
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Apr 6 – 13
Home in Keene
4.93 out of 5 average rating, 182 reviewsThe Brick House on Washington Street
Jan 2 – 9
Home in Colrain
4.88 out of 5 average rating, 112 reviewsThe 1770 House
Mar 7 – 14
Home in Plainfield
4.89 out of 5 average rating, 117 reviewsHistoric Home on 17 acres of land. Go escape!
Nov 22 – 29
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
Mar 8 – 15
Home in Wardsboro
5.0 out of 5 average rating, 11 reviewsSheldon Hill Chalet | 4BR Home by Mt Snow/Stratton
Nov 22 – 29
Home in Londonderry
4.83 out of 5 average rating, 53 reviewsDeer Hill, With a Pool and Central HVAC system
Jun 7 – 14
Home in Wardsboro
5.0 out of 5 average rating, 30 reviewsMt Snow/Stratton Getaway w/Hot Tub, Fire Pit + AC!
Aug 26 – Sep 2
Condo rentals with a pool
Condo in Dover
4.99 out of 5 average rating, 105 reviews*Mountain Oasis: Base of Mount Snow Retreat*
Sep 22 – 29
Condo in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
Jan 30 – Feb 6
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
May 28 – Jun 4
Condo in Ludlow
4.8 out of 5 average rating, 148 reviewsEnjoy a Ski-On/Ski-Off Okemo Ski Getaway
Apr 6 – 13
Condo in Dover
4.96 out of 5 average rating, 23 reviewsSki in Ski out condo great location
May 17 – 24
Condo in Dover
4.94 out of 5 average rating, 53 reviewsMt. Snow Dream Mtn View+Fireplace!
Sep 1 – 8
Condo in Dover
5.0 out of 5 average rating, 36 reviewsFour Seasons Slope-side Getaway at Mount Snow
May 29 – Jun 5
Condo in Dover
5.0 out of 5 average rating, 9 reviewsMt. Snow Condo with Pool-Mountain Views
Oct 29 – Nov 5
Quick stats about vacation rentals with a pool in Jamaica
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
640 reviews
Nightly prices starting at
$140 before taxes and fees
Destinations to explore
- Cambridge Vacation rentals
- Burlington Vacation rentals
- Lake George Vacation rentals
- Stowe Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Québec City Vacation rentals
- Québec Vacation rentals
- Rentals with pools United States
- Rentals with pools Vermont
- Rentals with pools New York
- Rentals with pools New Hampshire
- Rentals with pools Massachusetts
- Rentals with a hot tub Jamaica
- Rentals with an EV charger Jamaica
- Kid-friendly rentals Jamaica
- Rentals with a washer and dryer Jamaica
- Pet-friendly rentals Jamaica
- Cabin rentals Jamaica
- Rentals with a fireplace Jamaica
- Rentals with a patio Jamaica
- Rentals with a fire pit Jamaica
- Rentals with outdoor seating Jamaica
- Waterfront rentals Jamaica
- House rentals Jamaica
- Family-friendly rentals Jamaica
- Fitness-friendly rentals Jamaica
- Monthly Rentals Jamaica
- Rentals with pools Windham County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom