Holiday rentals with a patio in Cowpet Bay

Killer View; Book w/a Local for the Inside Scoop!

Check out my reviews - Top Tier Service from the Local St. Thomian! Sherri has lived in St. Thomas for 20+ years! JUST 200 FEET to the BEACH, Kid Friendly, Gated Community w/ Parking. On the BEACH: 2 Restaurants, lounge chairs, pool, & hot tub, 2 bars, & beach toys to rent. Within MILES: Ferry to nearby islands, Restaurants, Charter Boats, Grocery stores, Banks, Boutiques, Jewelry, Postal service, Pharmacy, Medical care, & more. ASK for Sherri's Custom Handouts including her BEACH GUIDE

Tropical Sands | Elysian Beach Resort | St. Thomas

Welcome to Tropical Sands, a luxurious beachfront condo at the Elysian Beach Resort, only 5 minutes from Red Hook! Perfect for family vacations and romantic getaways, this condo has it all! Enjoy stunning views from private balconies overlooking Cowpet Bay's turquoise waters. Amenities include kitchen, two full baths, WiFi, and washer/dryer. Guests enjoy all resort perks like pool, hot tub, water sports, and dining at Caribbean Fish Market and Sangria's Beachside Bistro. Truly a paradise escape!

Villa Del Mar - Ocean Front Condo at Cowpet Bay

Villa del Mar is a renovated 2 bedroom 2 bath condo with breathtaking unobstructed views. Fall asleep with the sounds of the waves crashing at night, you really cant get any closer than this. Sit back and relax on your private balcony, enjoy the tropical beach views and amazing sunsets. Walk to the beach, pool, two onsite beachside restaurants, beach bar and water sport rentals all on the property. Conveniently located on desirable east end only 5 minutes away from Red Hook and St John Ferry.

Closest to the Sandy Beach / Direct Ocean Front!

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 40 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!

One Bedroom Condo at Cowpet Bay East, St. Thomas

Perfect island getaway condo with on-site beach and restaurants. Close to downtown Red Hook with its shops, restaurants and marina. The condo has been recently remodeled and we include beach chairs, coolers and snorkel gear for guest use. It is very convenient for hanging on the beach, at the pool or in the hot tub. A nice balcony allows you see the water and sights as you sip coffee or drinks. The condo is set up as a one bedroom but does have a sofa bed in the living room.

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

Located at Sapphire Beach Resort! Prime ocean and marina views! This beautifully decorated and fully furnished condo sleeps up to 4. Enjoy the beautiful views of the marina and St. John all from the private balcony. The condo offers outdoor grill, full cable package, AC, WIFI, and plush King bed and Queen sofa pullout. If needing additional space for friends or family we do have another property at Sapphire Beach Resort and are happy to accommodate your group.

Island Timin' Elysian Cowpet Bay Beach Resort USVI

Welcome to your tropical paradise! Charming one bedroom, one bath Elysian condo with generators. The perfect getaway. Convenient to everything, including a beautiful onsite pool with grotto, waterfall, 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.

Beachfront Community on Cowpet Bay 2 king bedrooms

Updated 2 bed/2 bath (with 2 king beds!) condo in beachfront gated community directly on Cowpet Bay Beach. Includes access to the Elysian Resort pool & hot tub. Quiet and peaceful with no beach/restaurant noise; one of just a few units located directly on the water yet right down the sidewalk to the beach. 2 restaurants and a beach bar on site; 5 min to Red Hook/St. John Ferry; walk to the Ritz Carlton which offers catamaran sailing tours.