
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.

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.

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

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.

Sieben Apartment * Pool* next to Hiking trails
Sieben is a spacious 2 bedroom, 2 bathroom apartment with fully equipped kitchen and washer/dryer. Both bedrooms feature memory foam mattresses. Primary bedroom has a king bed with private en-suite bathroom. Second bedroom can be set up as two twin beds or one king. Smart TV with Netflix and streaming apps (no cable). 10 min drive to Cruz Bay, restaurants, and grocery stores. 25 min drive to North Shore Beaches. 4 ft shared pool with two other apartments and shared BBQ by the pool.

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.

Chic 1 Bedroom Oasis with Designer Decor & Pool
Welcome to our impeccably designed oversized 1-bedroom apartment (+ queen size Murphy bed) a stylish retreat that promises an unforgettable stay in the heart of the historic district of Charlotte Amalie with its own plunge pool and deck. This apartment boasts a sophisticated ambiance, curated with the finest designer furnishings, decor and lighting as well as a custom kitchen. This is a perfect location to serve as the base to explore St. Thomas and the surrounding islands.

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.

Oceanfront Cowpet | Unobstructed Views & Generator
Villa del Mar is a newly renovated 2BR/2BA beachfront condo with unobstructed oceanfront breathtaking panoramic views. Fall asleep to the sound of waves and enjoy sunsets from your private balcony. Walk to the beach, pool, restaurants, bar and watersport rentals. Located on St. Thomas’s East End right next to the Ritz-Carlton, just 5 minutes to Red Hook and the St. John ferry. Fully equipped kitchen, Wi-Fi, AC, and automatic generator for a worry-free stay.

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

Sleeps 9 - Generator - Central Location - POOL!

Seaside Lux: Steps to the sand a true oasis!

IRIE Tides-Sapphire beachfront!

Welcome to Toti Bella!

Villa Blu

Private Pickleball Court - 5 min walk to Beach

Caribbean Cottage Near the Sea

Ylang Ylang - Luxury 2 Suite Villa in Cruz Bay...
Condo rentals with a pool

Rockroom One Bedroom Condo at The Hills Saint John

Amazing Beachfront Condo with Pool & Restaurants!

Sunkissed Serenity -Island Chic Home at Cowpet Bay

"H2Oh What a Beach!" condo: Walk-out Beach Access!

Book Now! Caribbean Sunshine! Amazing Views!

Bayside Retreat | Oceanview, Pool & Walk to Beach!

Beachfront 2BR Condo with Pool Access

Beachfront 2brms, Pool, Ocean Views, Restaurants
Other vacation rentals with a pool

Beachfront 2 Bed 2 Bath with Ocean View and Pool

Orchid Del Sol - 2B/2B Condo Ocean Front

Perfect Stay in Paradise - Beach - Pool - Gym!

Leap of Faith at Cowpet Bay East

Seahorse Sands - Oceanfront 3 bedroom villa!

Studio Beach Bliss @ the Elysian

Caribbean Getaway at Wyndham Elysian Beach Resort

5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach
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
- Fitness-friendly rentals Cowpet Bay
- Rentals with a kayak Cowpet Bay
- Rentals with outdoor seating Cowpet Bay
- Family-friendly rentals Cowpet Bay
- Rentals with an EV charger 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
- Rentals with a washer and dryer Cowpet Bay
- Villa rentals Cowpet Bay
- Rentals with pools East End
- Rentals with pools U.S. Virgin Islands
- Flamenco Beach
- Magens Bay Beach
- Honeymoon Beach
- Coki Beach
- Cane Garden Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Peter Bay Beach
- Sun Bay Beach
- Josiah's Bay
- Maho Bay Beach
- Coral World Ocean Park
- Isla Palomino
- Cane Bay
- Paradise Point Tranway
- Brewers Bay Beach
- Cruz Bay
- Lindquist Beach
- Point Udall
- Sandy Point Beach





