Holiday rentals with a patio in Cowpet Bay

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!!!

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!

Sweet Spice: A Nifty Little Cottage. With A Pool!

This very small 1 BR cottage lives BIG with a screened porch, SOLAR POWER, valley views, ac, dishwasher, outdoor fitness, and plunge pool. With a clean modern vibe, Sweet Spice is more laidback getaway than luxury villa. It’s an ideal HQ for 2 active STJ adventurers - but with a few extra amenities! Located off the beaten path on the quiet side of STJ, it feels secluded but is only a 5 minute drive to the shops of Coral Bay. Note: road is rough and requires a 4WD and there are LOTS of stairs.

Get Away at Strawberry Grouper

Enjoy the beautiful crystal blue waters of Cowpet Bay within 100 steps to the beach and pool at these luxury condominiums. This 2 bedroom/2 bathroom, unit has enough beds to accommodate up to 8 (4 adults/4 kids) with max of 6 adults. Quiet location at the east side of St. Thomas and just minutes to Red Hook. Walk out your door to the back patio to the gas grill. It's all here at this fully furnished condo including refurnished kitchen, onsite restaurants, bars, sunsets, washer, and dryer.

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!

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!

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.

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.

Cowpet Bay West 2 bedroom 2 bath condo.

This 2 bedroom 2 bath Cowpet Bay condo is perfect for big family’s or groups of 6. The views from the oversized patio are incredible. There are 2 onsite restaurants, The Caribbean Fish Market and Sangrias Beachside Bistro. You don’t have to drive to your charter, they are all right here in Cowpet Bay! Parking is a problem on the island but you have your own designated spot right next to the door. Beach chairs are provided every morning at the beach. You will love this unit!

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.