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Holiday rentals with a pool in Cowpet Bay

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cowpet Bay

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
Apartment in East End
4.97 out of 5 average rating, 32 reviews

Island Timin' Elysian Cowpet Bay Beach Resort USVI

Welcome to your tropical paradise! Charming one bedroom(King Bed), one bath Elysian condo with generators. The perfect getaway. Walking distance to the Ritz Carlton and short drive to Red Hook. Resort includes a beautiful onsite pool with grotto, waterfall, relaxing hot tub, tennis court, and palm lined beach. Enjoy delicious meals at two on-site restaurants, or sip a cocktail at the pool bar while enjoying your breathtaking views. Privately owned so no security deposit, resort or energy fees.

Top Guest favourite
Condo in VI
4.93 out of 5 average rating, 108 reviews

Book Now! Caribbean Sunshine! Amazing Views!

Book Now! Down Island Dream is a 1BR/1BA luxury villa @Point Pleasant Villas on the East End of St Thomas. 2 Restaurants, 3 pools, nature trail & a small intimate beach to enjoy. Your vacation home/5 minutes to Red Hook w/shops, bars, restaurants & the ferry to St John where you can explore, hike & enjoy our National Park Beaches! 3 mins to Lindquist & Coki beaches. Amazing views & refreshing breezes await you at Down Island Dream! Try our home away from home for the week & fall in love!

Top Guest favourite
Condo in East End
4.99 out of 5 average rating, 106 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

Guest favourite
An outdoor table made of wood is set with two wine glasses and a bottle of wine. Views of the ocean and palm trees are visible in the background, with soft clouds and a blue sky enhancing the tranquil setting.
Condo in East End
4.94 out of 5 average rating, 108 reviews

Your Perfect Beachfront Condo in Paradise

Highly Desired Corner Unit right on Gorgeous Sapphire Beach. It's all here: Warm weather, White sand, Fun and Relaxation. Sapphire Beach is considered to be one of the most beautiful beaches in St Thomas. Your second floor beachfront condo in Building C is just 7 easy steps to the beach and in a perfect central location for quiet relaxation and convenient access to the facilities. Condo and complex have full backup generator power. No worries at all during occasional Island power outages.

Guest favourite
A view of lush palm trees and vibrant greenery is presented, offering a glimpse of the sparkling Caribbean Sea in the distance. Soft sunlight filters through the fronds, creating a serene and inviting outdoor space.
Condo in East End
4.88 out of 5 average rating, 33 reviews

Beautiful 2BDRM Condo with Stunning Views

The East End of St. Thomas has it all: beaches, diving, restaurants, night life, shopping, and a quick ferry ride over to St. John! Whether you want relaxation or adventure, the family-friendly, two-bedroom "Brooksea" condo with new furnishings is in the middle of paradise, with stunning views of the hills of St. John and the Caribbean Sea from the breezy balcony. You can access the beachfront pool, workout gym, yoga room and tennis courts. All just minutes from Red Hook shopping and dining!

Top Guest favourite
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
4.99 out of 5 average rating, 153 reviews

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.

Guest favourite
Condo in East End
4.93 out of 5 average rating, 110 reviews

Beautiful Updated Condo at Elysian Resort

Perfect beach escape for 1-2 couples or small family! This spacious condo at the Elysian Beach Resort is just steps from beautiful Cowpet Bay on the East End of St. Thomas. Resort amenities (with no added fees), prime beachfront location next to the Ritz-Carlton. Bedroom features a comfortable king bed + queen-size Murphy bed that folds down easily for extra sleeping space in the living room. Fully equipped kitchen, this condo offers everything you need for a relaxing short or long-term stay

Top Guest favourite
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
4.97 out of 5 average rating, 151 reviews

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.

Top Guest favourite
Condo in Cruz Bay
4.92 out of 5 average rating, 142 reviews

Rockroom One Bedroom Condo at The Hills Saint John

"The Rockroom" is a one bedroom apartment located within The Hills Saint John. This large space with amazing views of Cruz Bay and St Thomas features a large bedroom with King bed, two full baths, a large living area and a full kitchen. There is also a large private patio with a gas grill and patio furniture. Guests staying at Rockroom will also have access to The Clubhouse Bar (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

Top Guest favourite
Lush greenery lines the shoreline, with vibrant red and orange flowers capturing attention. The clear turquoise water is visible, alongside a sandy beach in the distance. Features of the surrounding area include low-rise buildings and gentle waves lapping at the coast.
Apartment in East End
5 out of 5 average rating, 25 reviews

USVI St Thomas /Cowpet Bay East

Your family/friends will be close to everything when you stay at this centrally-located condo. Steps to the beach, beautifully kept landscaping, large pool and two great restaurants on site. The condo is the closest to the water and conveniently located by neighboring Ritz Carlton. Newly renovated and featuring high end king beds & linens. Snorkeling is right outside your veranda. Generator for continuous power. We have beach chairs, coolers and towels for the beach.

Guest favourite
A scenic view of the marina showcases numerous boats docked along the calm waters. Lush green hills rise in the background against a partly cloudy sky. The vibrant blue sea reflects the natural light, creating a serene coastal atmosphere.
Condo in St Thomas
4.92 out of 5 average rating, 415 reviews

Sunrise Sapphire Beach 2-Corner Unit + Generators

Renovated Studio Condo at Sapphire beach! Corner Unit with large outdoor living area and seating for 8 and tons of natural light! Grill for cooking on the EXTRA LARGE BALCONY. Full Chefs Kitchen and Granite countertops, NEW Lighting, AC unit, Bedding, Bed and all NEW furniture! 55" Smart TV with Netflix access. Beach chairs at Sapphire Beach included in your rental! Memory Foam Bed. This unit is one of best locations in the building. We do not offer cable tv package

Superhost
Condo in East End
5 out of 5 average rating, 3 reviews

On the Beach | Pool + Hot Tub + Restaurant | Gated

Located directly on the beach in the desirable, bustling East End of St. Thomas, this highly sought-after corner unit is mere steps to the soft sand beach, resort pool, lagoon-style hot tub, and delicious dining all within a gated community. You simply can't get any closer to amenities that will keep you coming back year after year! The two-bedroom, two-bath layout features en-suite baths for privacy. Step from the porch onto a path with just 7 steps to the sand.

Popular amenities for Cowpet Bay rentals with a pool