- Anguilla
- The Valley
- Old Prison
- Winter Rental
Old Prison Winter Rentals & Holiday Homes
Discover winter rentals Old Prison - We found 55 exact matches
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About Old Prison Winter Rental on Rent By Owner
Planning on a winter vacation in Old Prison? Discover 55 places to stay in Old Prison, for those traveling with their family, friends, in groups, or for a wedding retreat.
At Rent By Owner, we have a wide range of listings for accommodations in Old Prison that are perfect for your winter trip or seasonal escape. Our listings have private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that you would love. RBO winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Old Prison winter accommodation starts at US $3,125, and the most popular properties in Old Prison are cabins, bungalows, and rental homes by owner. Planning snowboarding on your next winter vacation? We have many snowboard-friendly ski resorts, chalets, and cabins that are available for you to rent. These rentals are available for both short-term stays and long-term stays, whether you are traveling for a weekend, monthly, or a longer stay, RBO will make your winter trip memorable.
Rent By Owner offers a great deal for travelers planning on renting a place in Old Prison, to enjoy these benefits and to book your winter vacation homes, go to RBO filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of our winter vacation rentals without hassle. Our interactive map is also available, to view all places to stay in or around Old Prison and unlock even more amazing deals.
Old Prison Winter Rental Frequently Asked Questions
There are a lot of options in Old Prison. If you plan on staying in the Old Prison area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Old Prison:
- Honeymooners! Romantic Private Anguilla Villa w/Pool, Ocean Views, Beach Access
- Water views, central location and infinity pool
- WONDERFUL APARTMENT ON TWO FLOORS WITH AIR-CONDITIONING NEXT TO THE SEA
- exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury
- ON THE BEACH Luxury BeachHouse, sleeps 8, pool, hot-tub, fire-pit, …
- ON THE BEACH - Ultra Luxury Villa, Sleeps 12, Pool, Hot-tub, Fire-Pit, Gym, …
- ON THE BEACH Luxury Villa & Beach House, Sleeps 20, Pools, Hot-tubs, Fire-pits…
- Stunning 6 bedroom waterfront villa with wooden dock
- Villa Farina in the Farrington
- Charming waterfront Caribbean estate - 2 min from pink sand beach
- Honeymooners! Romantic Private Anguilla Villa w/Pool, Ocean Views, Beach Access
- Sandcastle Villa & Beach House
- Zemi Beach House, LXR Hotels & Resorts
- Water views, central location and infinity pool
See all pet-friendly vacation rentals in Old Prison on Rent By Owner