- Trinidad and Tobago
- Tobago
- Winter Rental
Tobago Winter Rentals & Holiday Homes
Discover winter rentals Tobago - We found 137 exact matches
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About Tobago Winter Rental on SunSkiResorts
Planning a winter vacation in Tobago? Discover 137 places to stay, ideal for families, friends, groups, or wedding retreats.
At SunSkiResorts, explore a wide array of accommodations in Tobago perfect for your seasonal escape. Our listings include private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments. SunSki's winter vacation homes feature top amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Winter accommodations in Tobago start at US $335. The most popular properties in Tobago include cabins, bungalows, and rental homes. Planning a snowboarding adventure? Explore our snowboard-friendly ski resorts, chalets, and cabins available for short-term or long-term stays. Whether it's a weekend getaway, monthly retreat, or an extended stay, SunSki ensures a memorable winter trip.
To book your winter vacation homes in Tobago, visit SunSki's filter option, enter your travel dates, narrow down your preferences, and choose from our extensive list of rentals hassle-free. Explore our interactive map to uncover all accommodations in or around Tobago and unlock incredible deals.
Frequently Asked Questions About Tobago Winter Rentals
There are a lot of options in Tobago. If you plan on staying in the Tobago area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Tobago:
- Mahogany Villa - Luxury Villa Situated In Beautiful Tropical Gardens
- Beautiful four Bedroom Villa-Casa Del Sol Tobago, ideal location
- Silk Cotton Cottages
- Birdie's Nest condo #2 with ocean view
- Beachfront 2BR Family Apartment Courland Bay, Saltwater Pool & Panoramic Viewsn
- Family fun entertainment villa comfy and relaxing minutes from popular beaches
- El Romeo, Casa Josepha. 10min Drive to Beaches!
- "Pellicano" Tobago: your Personal Seaside Palace in the Caribbean
- Reef Utopia Tobago Private Beautiful Villa,3mins Walk to Beach,Great Pool,Garden
- Mahi Mahi Suite, A Seaside Retreat that Sleeps Six on Grafton Beach
- Mahogany Villa - Luxury Villa Situated In Beautiful Tropical Gardens
- Silk Cotton Cottages
- The Villas At Stonehaven
- Beautiful four Bedroom Villa-Casa Del Sol Tobago, ideal location
See all pet-friendly vacation rentals in Tobago on SunSkiResorts
About 137 holiday rentals in Tobago boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include: