Vacation rentals with a patio in Cowpet Bay

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

A scenic pathway leads from a stone staircase to a sandy beach, framed by swaying palm trees and lush greenery. The turquoise waters of Cowpet Bay are visible in the distance under a clear blue sky.

5 out of 5 average rating, 35 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!

4.99 out of 5 average rating, 127 reviews

An outdoor patio features tiled stones surrounding a small salt-system plunge pool. Two lounge chairs with cushions are positioned nearby, while lush green banana plants fill the background. A beige umbrella provides shade, and the sky is bright with scattered clouds.

Cottage in Coral Bay

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.

5 out of 5 average rating, 17 reviews

An aerial view of Cowpet Bay reveals a serene beach lined with palm trees and calm turquoise waters. Several boats are anchored in the bay, while luxury condominiums are set back from the shore. Sunbathers and beachgoers can be seen enjoying the sandy coastline.

Apartment in East End

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.

A view from a balcony showcases a semi-private beach with soft, white sands gently sloping into clear, blue waters. Palm trees and lush greenery line the shore, while distant buildings are visible along the coast under a clear blue sky.

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

A modern kitchen space features a large marble island with seating for six. Two woven pendant lights hang above, casting a warm glow. The kitchen is equipped with stainless steel appliances and light cabinetry, complemented by soft greenery in a decorative vase.

Apartment 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!

A balcony view presents lush palm trees and tranquil waters. A wooden table is set with four chairs, creating an inviting outdoor dining space. The scenic backdrop features a sandy beach and boats at anchor in the bay, bathed in natural sunlight.

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!

Superhost

A spacious living area is filled with natural light from large glass sliding doors, providing views of the sea. Comfortable leather seating surrounds a tufted coffee table on a woven rug, while a ceiling fan circulates air above. A television is positioned for entertainment.

Villa

4.82 out of 5 average rating, 17 reviews

Luxury Villa with Pool, steps from the Beach

VILLA GRANDE is a luxurious villa with a fantastic swimming pool and direct beach access (just a two-minute walk away). Located close to popular Red Hook, in the East End of St. Thomas (maybe the best area in the island for tourists). Its Caribbean-Mediterranean design, prime location, and breathtaking views, make it the perfect destination for an unforgettable vacation. DISCOUNTS for one week or longer stays. Contact us if you need more space (up to 8 rooms, in 4 separate units).

5 out of 5 average rating, 15 reviews

A view of Cowpet Bay shows clear blue waters lapping against a sandy beach, with several boats anchored nearby. The background features the Cowpet Bay East condominium complex set against a bright blue sky, complemented by scattered clouds.

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

A spacious pool area is highlighted by a refreshing private pool, surrounded by a wooden deck. Two black loungers provide comfortable seating, while colorful inflatables add a playful touch to the clear water. The setting is brightened by large glass doors and subtle outdoor lighting.

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.

A round table is set on a balcony, accompanied by two woven chairs, with a potted plant serving as a centerpiece. The view includes white sandy beach and azure waters, framed by palm trees and distant islands under a bright, blue sky.

5 out of 5 average rating, 59 reviews

OceanBreeze Modern Resort Sapphire Beach @Balcony

Step onto white sand beaches from this building B, second-level condo, elevated above seaside activity for peaceful, extended views of the turquoise Caribbean Sea. Although we're a bit biased, Sapphire Beach Resort is the best vacation spot on the island! Enjoy the feel of a small, local resort, all necessities beachside within the community, and the pleasantly surprising convenience to the many restaurants, shops and adventures of St. Thomas' East End. Welcome to Ocean Breeze!

A dining table set for a meal overlooks a vibrant marina filled with boats. The scene features a decorative starfish and elegant glassware, with sunlight casting striped shadows across the tabletop. Lush greenery and water in shades of blue enhance the backdrop.