
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.

Seaside Escape at Sapphire Beach Resort
About the Unit Seaside Escape is a two-story penthouse villa located directly on the stunning Sapphire Beach, one of the most beautiful beaches in St. Thomas. It has floor-to-ceiling glass doors that lead you out to two large balconies where you can relax while enjoying the unmatched beauty of the Caribbean Sea. The first floor consists of a full bath with shower, kitchen, a living room with a queen sleeper sofa, comfortable chair and ottoman, flat-screen tv, dining set, and a large balcony. Kitchen appliances include stainless steel refrigerator with ice maker, brand new stovetop, microwave, toaster oven, NuWave Precision Induction Cooktop, coffee pot, blender, and an electric grill. Upstairs you will be able to unwind in a bedroom with 18-foot high cathedral ceilings that give the space an authentic Caribbean charm. Bead board wainscoting runs throughout the condo, and frames the luxurious king bed, giving it an extra dose of style. Incredible views can also be seen from the bed, and the second large balcony provides a second space for drinking coffee and enjoying the splendor of the Caribbean Sea. An additional sleeper sofa can also be found in the bedroom, along with a flat-screen tv, closet and full master bath with shower. Sapphire Beach Resort Seaside Escape is located in Building C of Sapphire Beach Resort. The resort sits on a beautiful sandy beach with turquoise waters that are ideal for snorkeling the reef that lies beneath. A multi-level pool overlooks the sea and has the best views of St. John that St. Thomas has to offer. There is also a shallow level of the pool that is perfect for kids. For adults, some of the island’s best entertainment can be found at Sapphire Beach Bar. It sits directly on Sapphire Beach, and offers delicious food and drinks in a laid-back environment with stunning ocean views. Multiple televisions show all the big games from back home, and live music can be heard several days a week. Covered cabanas are located nearby and are great for families or friends to hang out and enjoy their surroundings. The Beach Buzz is just steps away and offers coffee and breakfast items, sandwiches, smoothies, frozen yogurt, and sundries. Sea Salt is a fine dining seafood restaurant with amazing ocean views. Paradise Pie is also located at Sapphire and has great pizza. Just a short walk up the hill is Sudi’s Caribbean Bar and Grill at Sapphire Village. It’s a casual pool-side restaurant offering traditional American food and pizza. We also have Sapphire Marina which offers many exciting excursions such as day sails, snorkeling trips, and jet ski rentals. Location One of the best things about Seaside Escape is its location! We are located just a short two-minute drive from Red Hook, a fun little town on the East End of St. Thomas. In Red Hook, you will find many restaurants, bars, shops, a couple of grocery stores, and best of all the ferry to St. John! We are also surrounded by many beautiful beaches such as Lindquist Beach, Coki Point, and Secret Harbour. You can rent a car to explore all the area has to offer, or you can take advantage of the on-site taxi stand that has taxis always waiting to take you where you need to go. The $1 Safari buses also stop at the top of our hill, and will also take you into Red Hook. Security Sapphire Beach Resort is a gated community with 24-hour security guards. Extras We offer complimentary beach chairs that are placed on the beach by an attendant in the exact spot that you want them. We also provide beach chairs, towels, noodles, and a cooler. *A four-door Jeep Wrangler is available to rent for an additional fee. Arrangements must be made in advance of your stay. *Free parking located directly behind unit.

BEST REVIEWS on the East End - HANDS DOWN!
ALWAYS BOOK with an ON-SITE LOCAL to get the INSIDE SCOOP. Book this condo to gain access to custom-made handouts to help you plan a memorable vacation! You'll love the KILLER VIEW of the Caribbean Sea about 200 feet away. This condo includes toys and games, and plenty of beach toys, noodles, and extra chairs for beach hopping! I'm frequently booked, so check out my other condos in Cowpet Bay West. airbnb.com/h/stthomasparadise10 airbnb.com/h/stthomasparadise26 airbnb.com/h/stthomasparadise42

"H2Oh What a Beach!" condo: Walk-out Beach Access!
"H2Oh What a Beach!" condo Building A of Sapphire Beach Resort & Marina: ground floor unit with direct access to one of the most beautiful beaches in the Caribbean. Steps away from Sea Salt fine dining restaurant, Sapphire Beach Bar, Paradise Pie pizza, and Beach Buzz coffee shop. A mile from Red Hook featuring many restaurants & island ferries. Great beach, swimming, snorkeling, parasailing, and relaxing right outside your door. Be among the many visitors who LOVE this totally renovated condo.

Sail Away II-WOW Beachfront to Paradise Remodeled
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. Golden sand, pristine 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. KING SIZE BED!

Beachfront 2-Bedroom Condo in St. Thomas
Experience the beauty of beachfront living in this exquisite two-bedroom condo. - Two private en-suite bedrooms for ultimate comfort - Just a 2-min walk to the beach with complimentary lounges - Access to Elysian Pool and Hot Tub for relaxation - On-site dining at Caribbean Fish Market and Sangrias - Explore five additional beaches within a mile Discover the true essence of beachfront living in this exquisite two-bedroom condo, ideally situated in the prestigious Cowpet Bay West.

Charming Beach Condo w/ Balcony- 2 Pools and Beach
Located at Sapphire Village. Amazing balcony and views of Sapphire Beach and its turquoise waters. Short walk to the beach and beach bar! Completely renovated with new furniture- 1 KING bed, and one queen sleeper sofa. Property has hotel amenities including 2 pools, great snorkeling off of the beach, 3 restaurants, beach bar, coffee shop & deli! Secure safe location. Taxis are readily available for rides to grocery stores, Red Hook for dinner, St. John Ferry, beaches. 25 min from airport!

HarborHouse-PRIME OCEANFRONT VILLA SAPPHIRE BEACH
Two story oceanfront VILLA with PRIME views of the marina and St. John at SAPPHIRE BEACH RESORT. This 1200 square ft. newly furnished, two story villa sleeps 6. It offers robes, outdoor couch and dining, grill, cable, upstairs and downstairs TV, two bathrooms, washer, dishwasher, and wifi. Relax in the large upstairs bedroom with cathedral wood planked ceilings and plush KING SIZE BED or enjoy lounging outside at one of TWO BALCONIES that offer the best views at Sapphire Beach Resort!

Ocean Front Steps to beach w/ pool and restaurant
7+ Nights = 10% Off Stay! Stay at Océan Bleu, a recently renovated 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.

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.

Paradise Beach Haven with Spectacular Ocean Views
The great thing about this place is, that is right on the beach,plenty shade by the seagrape trees, and palm trees, snorkeling right outside the patio as well swimming, kayaking, and plenty activities, marina to rent boats or take excursion is right there as well, restaurants and dining, great views, nightlife, and family-friendly activities. You’ll love my place because of the comfy bed and the coziness, the easy in and out to the water for swimming or snorkeling. free *wi/fi

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.

Sieben Apartment * Pool* next to Hiking trails
Spacious Luxury 2 Bedroom, 2 bathroom apartment with fully equipped kitchen and washer/dryer. Both rooms have memory foam mattresses from Loom & Leaf. The master bedroom has 1 King bed with private bathroom, and the second bedroom can be set up as 2 Twin beds or 1 King bed. 10 min drive from Cruzbay, Restaurants and grocery Stores. Shared brand Pool (4ft deep) with two other apartments. Shared BBQ by the Pool.
Popular amenities for Cowpet Bay rentals with a pool
House rentals with a pool

Down Yonder Pool Villa / Full Solar & Battery

Pool - Ocean View - Large Deck & Pergola - Private

3 bedroom Villa Great End Location

The Caribbean Farmhouse/Ocean Views, Solar Power

Seaside Charm - Beachfront Romantic Getaway!

Villa Fratelli Garden

Oceanfront Private Caribbean Resort!

Caribbean Poolside Cottage
Apartment rentals with a pool

Rockroom One Bedroom Condo at The Hills Saint John

Stunning Ocean View w/Balcony~Shades of Sapphire~

Two Bedroom Beachfront Condo at Sapphire Beach

Seas The View-Updated & Oceanview @ Sapphire Beach

VIEWS! Condo by Magen's Beach w/ POOL & generator!

C'est Jolie - Views! Views! Views!

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

Salt Life at Sapphire Beach
Other holiday rentals with a pool

Beautiful 2BDRM Condo with Stunning Views

Beautiful Updated Condo at Elysian Resort

Island Timin' Elysian Cowpet Bay Beach Resort USVI

Amazing Beachfront Condo with Pool & Restaurants!

Bayside Retreat | Oceanview, Pool & Walk to Beach!

Leap of Faith at Cowpet Bay East

Seahorse Sands - Oceanfront 3 bedroom villa!

Unforgettable Studio King Suite in Elysian Beach
Destinations to explore
- Punta Cana Holiday rentals
- San Juan Holiday rentals
- La Romana Holiday rentals
- Bayahibe Holiday rentals
- Juan Dolio Holiday rentals
- Carolina Holiday rentals
- Sainte-Anne Holiday rentals
- Culebra Holiday rentals
- Saint Thomas Holiday rentals
- St. Croix Holiday rentals
- Tortola Holiday rentals
- Basse-Terre Island Holiday rentals
- Rentals with a kayak Cowpet Bay
- Fitness-friendly rentals Cowpet Bay
- Rentals with an EV charger Cowpet Bay
- Family-friendly rentals Cowpet Bay
- Beachfront rentals Cowpet Bay
- Resort rentals Cowpet Bay
- Rentals with beach access Cowpet Bay
- Hotel rentals Cowpet Bay
- Rentals with a washing machine and dryer Cowpet Bay
- Serviced apartment rentals Cowpet Bay
- Rentals with a hot tub Cowpet Bay
- Villa rentals Cowpet Bay
- Waterfront rentals Cowpet Bay
- Rentals with a firepit Cowpet Bay
- Apartment rentals Cowpet Bay
- Rentals with a patio Cowpet Bay
- Flat rentals Cowpet Bay
- Rentals with outdoor seating Cowpet Bay
- House rentals Cowpet Bay
- Rentals with pools East End
- Rentals with pools U.S. Virgin Islands
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Mosquito Bay Beach
- Coki Beach
- Cane Garden Beach
- Oppenheimer Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Gibney Beach
- Pelican Cove Beach
- Josiah's Bay
- Caneel Bay Beach
- Secret Harbor Beach
- Maho Bay Beach
- Playa Sun Bay
- Virgin Islands National Park
- Trunk Beach
- Pineapple Beach
- Buccaneer Beach
- Sandy Point Beach
- Mandahl Bay Beach