
Vacation rentals with a pool in Cowpet Bay
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Top-rated rentals with a pool in Cowpet Bay
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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!

Stylish Elysian Condo | Beach, Pool & Restaurants
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

Sail Away II-WOW Beachfront to Paradise Remodeled
Full property generator. Sail Away II at Sapphire Beach Resort and Marina is located on the beachfront just steps away from the sparkling Sapphire Beach. The patio leads you to a dazzling infinity pool and the option of 2 immaculate beaches. Caribbean water and amenities galore await you. No need to leave the tranquility of your room thanks to the many home furnishings within your vacation paradise. Beach level, beachfront & lush surroundings is yours to escape the hub of city life.

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.

Beachside 3BR Bedroom Condo/walk to 2 restaurants
Welcome to Luna Sol, a charming 3 bedroom condo in The Anchorage Condominiums. - Backup emergency generator - Steps from the beach and close to Red Hook - Shared gym and pool on premises - Beautiful shoreline walk to Cowpet Beach - 25-point property inspection for quality assurance - Complimentary concierge service for personalized trip planning - Large inventory of properties for larger groups - 24/7 maintenance and emergency hotline Have questions? Just ask!

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.

Gigi’s Luxury Beach Hideaway | Pool & Beach
Have fun with the whole family at our stunning and recently renovated 3-bedroom, 2-bathroom condo, located East End at the highly sought after gated property of Cowpet Bay West. This luxurious retreat comfortably accommodates up to 6 guests and offers breathtaking views, stylish furnishings, and resort amentities including a pool, hot tub, beach, watersport rentals, and two restaurants on property. Back-up generator on property for any island wide power outages.

Hilltop Paradise Vacation Package with Jeep
Start your next adventure and step into this brand new contemporary modern home hidden in the hills of St. Thomas. Here, you will be greeted with incredible, breathtaking views and an infinity pool overlooking the beautiful Charlotte Amalie. This carefully designed retreat sets the tone for a perfect adventure getaway for a group of friends/couples, or the perfect relaxation stop for a family. Whatever you choose, this home will not disappoint.

Ocean Front Steps to beach w/ pool and restaurant
Stay at Océan Bleu, a 2-bedroom, 2-bath oceanfront condo in Cowpet Bay, St. Thomas. Enjoy stunning views, a private balcony, steps to beach, pool, hot tub and two restaurants. The condo has modern appliances, beach decor, and a fully equipped kitchen. Fast Starlink WiFi, linens, beach towels included. Located near Red Hook and the Ritz, with private parking and a gated community for peace and security. No smoking on the balcony or inside.

Esperance~Pool~New~National Park
Spacious 2BR, 2BA luxury apartment in Fish Bay Skytop with full kitchen and washer/dryer. Both bedrooms feature Loom & Leaf memory foam mattresses. King bedroom with en-suite bath, second bedroom with queen bed and bathroom across the hallway. Smart TV with Netflix and streaming apps (no cable). 10 min drive to Cruz Bay dining, shopping, groceries, 25 min to North Shore beaches. 4 ft shared pool and BBQ with two other apartments.

Amazing Beachfront Condo with Pool & Restaurants!
Elysian Beach Resort offers a stunning condominium with a private entrance, full kitchen, two king bedrooms, and one twin bed, one full size pull-out sofa along with three bathrooms. Each room boasts breathtaking views of the Caribbean ocean, and guests have full access to the beach, pool, hot tub, and tennis courts. On-site dining options include the Caribbean Fish Market, Sangria's, and the Pool Bar.
Popular amenities for Cowpet Bay rentals with a pool
House rentals with a pool

Entire villa with beautiful views! Amazing

Wild Ginger at Casa Tre Fiori

Villa Beso Del Sol-Three Bedroom Cozy Oasis

Mar de Amores - October special!

Villa Fratelli Giardino

IRIE Tides-Sapphire beachfront!

Ocean Kaleidoscope Living

Seascape Villa with private pool in Cruz bay
Condo rentals with a pool

Sapphire Blue Sea View

Island View Retreat | Stunning Ocean Views!

Sunrise Sapphire Beach 6-Ground Level + Generators

Seaside Escape at Sapphire Beach Resort

Wrap Around Balcony w/Amazing Views! Remodeled!

Rockroom One Bedroom Condo at The Hills Saint John

Oceanfront Bliss & Perfect Sunsets + Backup Power

"H2Oh What a Beach!" condo: Walk-out Beach Access!
Other vacation rentals with a pool

Studio Beach Bliss @ the Elysian

Beachfront Community on Cowpet Bay 2 king bedrooms

Beachfront 2BR: Pool, Restaurants, Ferry, Beach

Luxury condo with panoramic water views!

Beachfront 2 Bed 2 Bath with Ocean View and Pool

Stunning 2/2 Condo-Cowpet West #34-Steps to BEACH!

Seahorse Sands - Oceanfront 3 bedroom villa!

SeaDazzle-BEACHFRONt, pool, tennis, gym, Jeep
Destinations to explore
- Resort rentals Cowpet Bay
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- Flamenco Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Secret Harbor Beach
- Honeymoon Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Isla Palomino
- Peter Bay Beach
- Josiah's Bay
- Coral World Ocean Park
- Maho Bay Beach
- Cane Bay
- Brewers Bay Beach
- Paradise Point Tranway
- Cruz Bay
- Lindquist Beach
- Sandy Point Beach
- Point Udall
- Culebrita Beach





