- Jamaica
- Middlesex County
- Vacation Rentals with Pools
Middlesex County Vacation Homes and Villas with Pools
Find Luxury Places to Stay Near Middlesex County with a Swimming Pool
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About Middlesex County Vacation Rentals with Pools on PickleTrip
Swimming pools are a great way to cool off during the hot summer months or to enjoy a relaxing soak after a long day of activities. At PickleTrip™, we offer a wide range of vacation rentals with swimming pools in Middlesex County to suit all types of travelers. Whether you are looking for a private pool for a family vacation, or a communal pool to share with other guests, we have something for all pickleball enthusiasts and every traveler.
Our vacation rentals with swimming pools come in all shapes and sizes to suit your needs and budget. From luxury villas with private infinity pools to cozy cabins with communal hot tubs, our rentals have something for everyone. We also offer a range of amenities such as WiFi, hot tubs, self-catering, and more to make your stay as comfortable as possible. Browse our selection of vacation rentals with swimming pools in Middlesex County and book your next vacation today!
Frequently Asked Questions About Middlesex County Rentals with Pools
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:
- NEW LUXURY VILLA/AMZING OCEAN VIEW/PRIVT KITCHEN/BATHR/LIVING RM/POOL/JACUZZI
- Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool
- Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
- Allamanda Villa- Tryall Resort Membership- van/driver- nanny
- Villa Paradiso, Mammee Bay, Ocho Rios, Jamaica
- Serene, private retreat with magnificent views. 20 bedrooms, full staff
- Siesta - Spacious Seaside villa, modern, spectacular location, pool, cook
- Queens Cottage 4-Beachfront Villa - Swimming pool, staff, Newly refurbished!
- Gated, Four Bedroom, Four Bath, BEACH FRONT, SEA VIEW, Staffed
- Oceanfront Villa @ Chukka Cove nr St Ann’s Bay; private deck, cove, pool, cook
- Tradewinds; Tryall Club Re-Opens December 6; For Reduced Rates, Contact Owner
- Eco-Luxe Ocean View Villa, Gated with Pickleball & Pool for 10
- Prospect Estate and Villas
- Luxury 13-bedroom, 7-acre, oceanfront villa, with all-inclusive option.
See all pet-friendly luxury rentals in Middlesex County on PickleTrip
