- Jamaica
- Middlesex County
- Rentals with Pools
Middlesex County Vacation Rentals with a Pool
Find Luxury Places to Stay Near Middlesex County with a Swimming Pool
- Montego Bay
- ·
- St. Ann's Bay
- 3.19 mi to center
9.8
-
Private Pool -
Parking -
Pool -
Ocean View
-
Private Pool
-
Parking
-
Pool
-
Ocean View
- Montego Bay
- ·
- St. Ann's Bay
- 2.65 mi to center
8.1
-
Breakfast -
Parking
-
Pool
-
Ocean View
-
Breakfast
-
Parking
-
Pool
-
Ocean View
10.0
-
Private Pool
-
Breakfast
-
Parking
-
Pool
-
Private Pool
-
Breakfast
-
Parking
-
Pool
- Saint Mary
- ·
- Tower Isle
- 1.55 mi to center
9.6
-
Private Pool
-
Parking
-
Pool
-
Ocean View
-
Private Pool
-
Parking
-
Pool
-
Ocean View
6.3
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
- Saint Ann
- ·
- Mammee Bay Estates
- 0.18 mi to center
9.4
-
Private Pool
-
Oceanfront -
Hot Tub -
Parking
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
- Jamaica
- ·
- Mammee Bay
- 0.55 mi to center
-
Parking
-
Pool
-
Air Conditioner -
Internet
-
Parking
-
Pool
-
Air Conditioner
-
Internet
- Montego Bay
- ·
- Claremont
- 2.36 mi to center
9.6
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Saint Mary
- ·
- Tower Isle
- 1.51 mi to center
6.6
-
Private Beach -
Oceanfront
-
Parking
-
Pool
-
Private Beach
-
Oceanfront
-
Parking
-
Pool
8.4
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
- Saint Ann
- ·
- Mammee Bay Estates
- 0.18 mi to center
9.0
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Montego Bay
- ·
- Runaway Bay
- 1.32 mi to center
9.2
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Breakfast
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Breakfast
9.2
-
Private Pool
-
Parking
-
Pool
-
Ocean View
-
Private Pool
-
Parking
-
Pool
-
Ocean View
- Saint Ann
- ·
- Mammee Bay Estates
- 0.22 mi to center
8.8
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
- Saint Ann
- ·
- New Buckfield
- 0.12 mi to center
10.0
-
Private Pool
-
Breakfast
-
Parking
-
Pool
-
Private Pool
-
Breakfast
-
Parking
-
Pool
- Jamaica
- ·
- Silver Sands
- 0.07 mi to center
9.8
-
Private Pool
-
Oceanfront
-
Breakfast
-
Parking
-
Private Pool
-
Oceanfront
-
Breakfast
-
Parking
- Montego Bay
- ·
- St. Ann's Bay
- 2.88 mi to center
9.4
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
7.6
-
Oceanfront
-
Breakfast
-
Parking
-
Pool
-
Oceanfront
-
Breakfast
-
Parking
-
Pool
8.0
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
- Montego Bay
- ·
- Runaway Bay
- 1.55 mi to center
9.2
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
- Montego Bay
- ·
- Runaway Bay
- 1.69 mi to center
9.4
-
Private Pool
-
Oceanfront
-
Breakfast
-
Parking
-
Private Pool
-
Oceanfront
-
Breakfast
-
Parking
8.8
-
Oceanfront
-
Hot Tub
-
Breakfast
-
Parking
-
Oceanfront
-
Hot Tub
-
Breakfast
-
Parking
- Saint Mary
- ·
- Tower Isle
- 1.37 mi to center
10.0
-
Oceanfront
-
Breakfast
-
Parking
-
Pool
-
Oceanfront
-
Breakfast
-
Parking
-
Pool
10.0
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
About Middlesex County Rentals with Pools on Gudauri Hotels
Having a pool at your vacation rental will give you a spectacular travel experience for your friends or family. We have more than 2546 swimming pool properties that would give you an extra level of fun and excitement, knowing that you can enjoy them anytime, even at night.
Planning for a vacation? Then get a place with access to a private pool, or share a communal indoor/outdoor pool with others in the complex. Looking to rent a vacation home in Middlesex County? Gudauri Hotels helps you find rentals with swimming pools for your next trip. We feature many rental listings with indoor/outdoor or private swimming pools. Are you visiting with family, group, friends, or pets in Middlesex County? Find a rental with a private pool or one that is close to a beach, lakeside, or hot tub.
Gudauri Hotels offers several family-friendly vacation homes with a private indoor or outdoor heated pool that you will enjoy. Gudauri Hotels helps you find the best accommodation for your next trip; whether you are looking for a romantic cottage, luxury villas, resorts, log cabin, or even RV rental.
Frequently Asked Questions About Middlesex County Rentals with Pools
What are the top rated Vacation Rentals with Pools in Middlesex County?
There are a lot of options in Middlesex County. If you plan on staying in the Middlesex County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals with Pools in Middlesex County:
- 5‑Bedroom Luxury Villa – Ocean View, Infinity Pool, Private Gym, Chef & Butler
- Luxury Private Oasis w/Stunning Ocean Views, Private Pool & Chef Option
- Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
- Allamanda Villa- Tryall Resort Membership- van/driver- nanny
- Siesta - Spacious Seaside villa, modern, spectacular location, pool, cook
- Serene, private retreat with magnificent views. 15-19 bedrooms, full staff
- Gated, Four Bedroom, Four Bath, BEACH FRONT, SEA VIEW, Staffed
- Luxury Oceanfront Villa @ Chukka Cove, St Ann, private deck, sleeps upto 6, cook
- Leah's Retreat! 3-bedroom, house located 5 minutes from Ocho Rios attractions.
- Chill on the Hill
What are the best family-friendly luxury rentals in Middlesex County?
We have many family-friendly luxury rentals in the Middlesex County. The Top family-friendly holiday rentals in Middlesex County are:
- Archer's Rock-Luxurious Ocean front cottage at Chukka Cove w/Private Plunge Pool
- Villa Rialto @ The Palms
- Prospect Estate and Villas
- Artist Cottage at Glory Be - Charming seafront cottage with amazing views
See all pet-friendly luxury rentals in Middlesex County on Gudaurihotels
Do any villa rentals in Middlesex County have a pool?
Yes, There are more than 2546 villa rentals in Middlesex County that have indoor and private swimming pools. Check out our filter option to find your best villa or vacation home near Middlesex County.
What are some great places to stay in Middlesex County that have a heated pool?
Many of the holiday rentals on Gudaurihotels have heated pool facilities. These are some popular apartment rentals in Middlesex County that you may consider:
How are many private rentals with hot tubs are available for rent in Middlesex County?
There are 2546 private rentals available for rent in Middlesex County.
