Holiday rentals with a hot tub in East End

Tradewinds above Red Hook

Location, and Location. Tradewinds Condos are located on the East End of St Thomas, right above Red Hook! It's a 5-minute walk to the St John ferry dock, Bars, Restaurants, and Groceries. No need for a car! The power is steady, with 3 sources. WAPA, Solar, and a backup Genny If WAPA goes out, it's quiet as we are on Battery Power. Fast Wi Fi. And each guest gets a free Rash Guard / Sun Shirt.! 11 styles.! Cheers!

Oceanside-Steps to the Beach-Bananaquit Condo

Bananaquit Condo is a family friendly oceanside 2 bedroom/2 bath vacation rental at Cowpet Bay Beach near Red Hook on the East end of St Thomas. Caribbean views and breezes await you from your private balcony. Only a 5 minute walk to the beach with palm trees, chairs, 2 restaurants, water sports rental and pool w/ hot tub. Restaurants and shopping a 10 minute drive into Red Hook or take the ferry to explore St John beaches. 4 adults maximum plus 2 toddlers that can sleep in the Pack N Plays.

Island Timin' Elysian Cowpet Bay Beach Resort USVI

Welcome to your tropical paradise! Charming one bedroom, one bath Elysian condo. The perfect getaway. Convenient to everything, including a beautiful onsite pool with grotto, waterfall and relaxing hot tub and tennis court. Direct access to a palm lined beach. Soak up the sun, take a dip, or explore above and below the sea. Delicious meals at two on-site restaurants, or sip a cocktail at the pool bar while enjoying your breathtaking views. Relax or explore, this condo is your island escape.

Entire 1st Floor 2BR Beachfront Elysian Resort

Downtime is a large two-bedroom beachfront condo in the Elysian resort on the east end of St. Thomas. This modern escape features a fully equipped kitchen in main living space and a separate efficiency apartment for added privacy. Enjoy unobstructed views of the Caribbean Sea and lounge around the resort pool. Indulge in delicious meals and icy cocktails at two onsite restaurants. Marinas and nightlife are just minutes away, providing everything you need for a perfect vacation in paradise!

Direct Ocean front , steps to the Sandy Beach

Enjoy UNOBSTRUCTED views of beautiful Cowpet Bay w/FULL BACK UP GENERATOR! All while savoring the trade-wind breeze on your private balcony at Cowpet Bay West! This spacious 2BR, 2BA condo with LARGE PRIVATE BALCONY sits DIRECTLY ON THE WATER & DIRECTLY ON THE BEACH, where the gentle sound of waves will give you a feel of peace and relaxation. This gated-community villa has all you need, just 60 STEPS to the semi-private beach and the crystal blue Caribbean water! Pool and hot tub access.

Windward Breeze – Walk to Beach!

Welcome to Windward Breeze – a brand-new 2025 remodel in stunning Cowpet Bay! This luxurious 3-bedroom, 3-bathroom condo offers incredible views of the surrounding islands, St. John, and a sandy beach. Relax in the resort-style pool and hot tub, or dine at two on-site restaurants with a lively bar. Swim, snorkel and soak up the Caribbean sun in paradise. Experience the ultimate island getaway in the most updated and stylish rental in Cowpet Bay! See our listings for many 5-star reviews!

Gigi's Luxury Beach Hideaway

Have fun with the whole family at our stunning and recently renovated 3-bedroom, 2-bathroom condo, located East End at the highly sought after gated property of Cowpet Bay West. This luxurious retreat comfortably accommodates up to 6 guests and offers breathtaking views, stylish furnishings, and resort amentities including a pool, hot tub, beach, watersport rentals, and two restaurants on property. Back-up generator on property for any island wide power outages.

Penthouse luxury with ocean views | Resort pools

Step into a world where romance and relaxation await at this luxurious penthouse condo in Point Pleasant Resort. Captivating ocean views of St. John and Tortola beckon from your private balcony while you indulge in modern comforts. Perfect for honeymooners or friends gathering for a memorable escape, you'll find yourself surrounded by breathtaking beauty and luxurious amenities, all conveniently near Red Hook's lively dining and shopping scene.

Beachfront 2-Bedroom Condo in St. Thomas

Experience the essence of beachfront living in this exquisite two-bedroom condo. - Beachfront location at Cowpet Bay West - Each bedroom features a private en-suite bath - Access to the Elysian Pool and Hot Tub - Complimentary chaise lounges on the beach - Dining options at Caribbean Fish Market and Sangrias - Five additional beaches within a mile - Red Hook’s shops, dining, and St. John ferry just five minutes away