Holiday rentals with a patio in Cowpet Bay

4.99 out of 5 average rating, 151 reviews

Guest suite in Northside

Beautiful! Oceanview Studio- Magens Bay View!

Solar-Powered Luxurious studio w/breathtaking views of Magen’s Bay perfect for a getaway for two. Serenity Northstar is located in the Northside residential area of St. Thomas near Sibs, Mafolie Hotel, and Mountaintop. Full Air conditioning. Private Balcony. Short drive to Magens Bay; 10 min from Charlotte Amalie shopping, dining, bars, etc. 20 min from Red Hook. Includes SmartTV with Netflix etc. King bed. Sleeps up to 2ppl max. Rent a car and live like a local. Private Parking. Killer views!!!

5 out of 5 average rating, 82 reviews

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

5 out of 5 average rating, 36 reviews

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!

4.96 out of 5 average rating, 70 reviews

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.

5 out of 5 average rating, 52 reviews

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.

5 out of 5 average rating, 10 reviews

Flat in East End

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!

4.81 out of 5 average rating, 112 reviews

Sapphire Village Resort Getaway

Kick back and relax in this calm, stylish space. This completely remodeled actual 1 bedroom is beautiful! The views are absolutely amazing. This corner unit has a full kitchen with a full size stove, full size refrigerator, dishwasher, and microwave. The bedroom has a brand new queen size bed with your own tv. The bathroom is completely redone. Just steps from the newly remodeled pool and one of my favorite restaurants on the island. Sudi’s. The crystal clear beach is just a short walk.

5 out of 5 average rating, 22 reviews

SeaDazzle-BEACHFRONt, pool, tennis, gym, Jeep

Welcome to SeaDazzle beachfront property situated in an amazing Anchorage gated community, where Caribbean white sand is literally under your balcony. Whether you're here with family, a romantic escape, or a relaxing getaway with friends, this condo has everything you need to fulfill your memorable vacation. The amenities, like beach with lounging chairs, pool, tennis courts, 3 restaurants walking distance and Jeep rental option with free airport delivery. We just strive for convenience!

5 out of 5 average rating, 15 reviews

Home in East End

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.

4.96 out of 5 average rating, 108 reviews

Home in EAST END

Private Pool in Paradise! Ocean View Steps 2 Beach

Come enjoy the island life at this tranquil villa with private pool...only steps from the beach! Cooler, snorkeling gear, and beach chairs INCLUDED! The entire home has been remodeled. The pool has been fully updated as well as the deck area, which includes brand new furniture and high-end loungers. A new gas grill has also been added for your outdoor grilling pleasure. Stream all your favorites with our strong Wi-Fi. Upscale restaurant, Pangea, is just steps away. Free parking.

4.83 out of 5 average rating, 134 reviews

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.