
Vacation 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.

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

Stay in the Pink Paradise at Elysian Beach Resort
This modern & bright 2 bed, 3 bath condo is located on beautiful Cowpet Bay just steps away from a quiet beach, pool with a hot tub, tennis court, & 2 on site restaurants. Large enough to bring your whole family, this 1500 sf condo includes 2 private bedrooms & a queen size sleeper sofa. Cowpet Bay is home to St. Thomas Yacht Club, Caribbean Fish Market, & Sangrias for your dining pleasure. Sit back, relax & enjoy views of Christmas Cove from the beach. Welcome to your stay in the Pink Paradise!

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!

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!

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

Sunrise Cottage - Secluded, Romantic, Private
Sunrise cottage is located on the cool & breezy north side of St. Thomas. A relaxing 1 bedroom cottage with a full kitchen & living area. You can soak up the sun on the sundeck or hang out in your private soaking pool, while appreciating the breath taking view during the day & the abundance of stars at night. When venturing out you are 20 mins to Magen’s Bay Beach, 15 mins to Town, 30 mins to Red Hook. Note: The hosts live on property with 2 dogs and this cottage is adult only 18 or older.

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.

Bayside Retreat | Oceanview, Pool & Walk to Beach!
🌊 Escape to this serene oceanview condo in gated Cowpet Bay West. 🏝️ Just a short walk (with steps) to the beach, pool, hot tub, and beach bar. 🛏️ Sleeps 5 with 2 bedrooms & 2 baths, plus a full kitchen and in-unit laundry. 🌅 Relax on 2 private balconies with stunning ocean views, grill on the BBQ, and enjoy central A/C and personal beach gear. 👨👩👧 Perfect for families or couples that enjoy comfort, views, and island adventure. Minutes to Red Hook & the St. John ferry. 🚤

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

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.

Beachfront Community on Cowpet Bay 2 king bedrooms
Updated 2 bed/2 bath (with 2 king beds!) condo in beachfront gated community directly on Cowpet Bay Beach. Includes access to the Elysian Resort pool & hot tub. Quiet and peaceful with no beach/restaurant noise; one of just a few units located directly on the water yet right down the sidewalk to the beach. 2 restaurants and a beach bar on site; 5 min to Red Hook/St. John Ferry; walk to the Ritz Carlton which offers catamaran sailing tours.

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.
Popular amenities for Cowpet Bay rentals with a pool
House rentals with a pool

Private Pool in Paradise! Ocean View Steps 2 Beach

Entire villa with beautiful views! Amazing

Villa Beso Del Sol-Three Bedroom Cozy Oasis

Villa Fratelli Giardino

IRIE Tides-Sapphire beachfront!

Ylang Ylang - Luxury 2 Suite Villa in Cruz Bay...

Searenity Villa in Cruz bay

Ocean Kaleidoscope Living
Condo rentals with a pool

Wrap Around Balcony w/Amazing Views! Remodeled!

Oceanfront Bliss & Perfect Sunsets + Backup Power

Seaside Escape at Sapphire Beach Resort

Rockroom One Bedroom Condo at The Hills Saint John

Wrap Around Balcony~Views~Pack your Bathing Suit!

Seas The Day

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

Amazing Beachfront Condo with Pool & Restaurants!
Other vacation rentals with a pool

USVI St Thomas /Cowpet Bay East

Studio Beach Bliss @ the Elysian

Gigi’s Luxury Beach Hideaway | Pool & Beach

Beachfront 2BR: Pool, Restaurants, Ferry, Beach

Luxury condo with panoramic water views!

Sunkissed Serenity -Island Chic Home at Cowpet Bay

3BR condo on the beach w/2 restaurants -sleeps 8

Leap of Faith at Cowpet Bay East
Destinations to explore
- Resort rentals Cowpet Bay
- Rentals with beach access Cowpet Bay
- Rentals with a patio Cowpet Bay
- Serviced apartment rentals Cowpet Bay
- Apartment rentals Cowpet Bay
- Condo rentals Cowpet Bay
- Rentals with a kayak Cowpet Bay
- Family-friendly rentals Cowpet Bay
- Waterfront rentals Cowpet Bay
- Beachfront rentals Cowpet Bay
- House rentals Cowpet Bay
- Rentals with a fire pit Cowpet Bay
- Rentals with a hot tub Cowpet Bay
- Hotel rooms Cowpet Bay
- Villa rentals Cowpet Bay
- Rentals with pools East End
- Rentals with pools U.S. Virgin Islands
- Flamenco Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Honeymoon Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Peter Bay Beach
- Isla Palomino
- Josiah's Bay
- Maho Bay Beach
- Coral World Ocean Park
- Cane Bay
- Paradise Point Tranway
- Brewers Bay Beach
- Lindquist Beach
- Cruz Bay
- Sandy Point Beach
- Point Udall
- Culebrita Beach





