
Holiday rentals with a pool in Saint Thomas
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Saint Thomas
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

"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!

Luxury Beachside Escape with private pool and wifi
This villa was just renovated and is absolutely amazing, plus no one can see you in our private pool or patio. Stunning views of the pool and palm trees throughout the villa. New kitchen and bathroom with luxury finishes, this beachside escape is a short walk to Sapphire beach and Lindquist beach which are two of the best beaches in the Caribbean. New king mattress, new 55" TV, Cable, DVDs, great furniture, amazing shower with garden and so much more. We promise you will absolutely love it!

Oceanfront Condo Perfect Sunsets Backup Generator!
Our completely renovated one bedroom, one bathroom condo is PERFECT for couples, small families or a friends getaway. See the ocean and hear the waves from every room. Beautiful views, sounds, and location with private balcony. Centrally located, in a gated community, to some of the best beaches in the world and only 10 minutes from Red Hook (Ferries to St. John & BVI), Havensight (Cruise ship docks) and about 15 minutes from the airport. Steps to the oceanside pool, beach, and seaside dining.

C'est Jolie - Views! Views! Views!
What a Vacation Home! Amazing Views! Freshly Remodeled! Welcome to C'est Jolie, newly decorated hilltop corner unit featuring breathtaking views of St. John, Tortola & Jost Van Dyke. 1BR/1BA vacation home is yours for however long you book - each time you walk in the view will take your breath away! Brand new furniture, fresh paint, 2 ACs, 2 TVs will have you on island time in no time. Perfect East End location next to Margaritaville 2 minutes to Coki Beach, 3 minutes to Lindquist Beach.

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!

Hillside Hideaway
Perfect getaway for island romance, business, or solo adventuring. This well appointed one bedroom apartment is nestled in a quiet central hillside neighborhood with views of Hans Lollik, Jost Van Dyke, and Tortola islands. Conveniently located one mile from Magen's Bay and ten minutes to downtown Charlotte Amalie by car. Rental car is a must! Come enjoy the tranquil views, take a dip in the pool, and experience St. Thomas like a local. Please read all listing details and house rules.

VIEWS! Condo by Magen's Beach w/ POOL & generator!
Welcome to your retreat with panoramic ocean views located in Mahogany Run, 5 mins from Magen's Bay Beach. Enjoy spectacular views of the ocean from every room of the condo. This bright and airy condo is equipped with a plush king-size bed, a fully equipped kitchen, and a bathroom featuring a walk-in shower. Spend the days at one of the island's beaches, snorkeling, hanging out by the pool, or exploring downtown Charlotte Amalie! We HIGHLY recommend renting a car to get around the island

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.

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.

Sea Dreams at Regatta Point Villas
Regatta Point Villas is located in Bolongo Bay, St. Thomas. This spacious condo (2 full baths and 1 bedroom) features 1000sq.ft. of living space and is located steps away from the pool. It has beautiful ocean views from each room. Bolongo beach is a short walk and has great snorkeling. 2 Tennis Courts, basketball hoop, and 3 pools are all accessible and steps away from the ocean. A short drive to Havensight and Redhook with many beaches and restaurants to choose from.
Popular amenities for Saint Thomas rentals with a pool
House rentals with a pool

Private Saltwater Poolside Cottage w/View and Gate

Ocean View Retreat- 2BR/2BA Heated Pool, Generator

Secluded Villa with Ocean Views

Seaside Charm - Beachfront Romantic Getaway!

The Caribbean Farmhouse/Ocean Views, Solar Power

Oceanfront Private Caribbean Resort!

Caribbean Poolside Cottage

Private Pickleball Court - 5 min walk to Beach
Condo rentals with a pool

Rockroom One Bedroom Condo at The Hills Saint John

Sea-N-Dipity 1 by the Sea @ Sapphire Resort

Villa in Paradise with Private Pool and Generator

Salt Life at Sapphire Beach

Your Perfect Beachfront Condo in Paradise

You & Me By The Sea

Stay in style right on the ocean -Simply the BEST!

Sapphire Village Resort Getaway
Other holiday rentals with a pool

Caribe Blue Tropical Paradise-Modern, Heated Pool

Good Vibes Only Ocean Villa-Private Pool-Views!

Villa Morning Glory - Private Pool - Amazing Views

Hilltop Paradise Vacation Package with Jeep

Sapphire Sunrise: 2 Story Ocean Villa Luxe Reno

Tropical Sands | Elysian Beach Resort | St. Thomas

Margaritaville St. Thomas Studio Deluxe

Oceanfront luxury penthouse
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
- Samana Holiday rentals
- St. Croix Holiday rentals
- Tortola Holiday rentals
- Basse-Terre Island Holiday rentals
- Smoking-friendly rentals Saint Thomas
- Fitness-friendly rentals Saint Thomas
- Rentals with a washing machine and dryer Saint Thomas
- Guesthouse rentals Saint Thomas
- Hotel rentals Saint Thomas
- Condo rentals Saint Thomas
- Apartment rentals Saint Thomas
- Beach condo rentals Saint Thomas
- Beachfront rentals Saint Thomas
- Family-friendly rentals Saint Thomas
- Rentals with outdoor seating Saint Thomas
- Rentals with an EV charger Saint Thomas
- Rentals with a kayak Saint Thomas
- Rentals with a fire pit Saint Thomas
- Aparthotel rentals Saint Thomas
- Resort rentals Saint Thomas
- Boutique hotel rentals Saint Thomas
- Pet-friendly rentals Saint Thomas
- House rentals Saint Thomas
- Villa rentals Saint Thomas
- Private suite rentals Saint Thomas
- Cottage rentals Saint Thomas
- Waterfront rentals Saint Thomas
- Rentals with beach access Saint Thomas
- Rentals with a patio Saint Thomas
- Rentals with a hot tub Saint Thomas
- Rentals with pools U.S. Virgin Islands
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Mosquito Bay Beach
- Cane Garden Beach
- Coki Beach
- Oppenheimer Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Pelican Cove Beach
- Gibney Beach
- Josiah's Bay
- Secret Harbor Beach
- Caneel Bay Beach
- Maho Bay Beach
- Playa Sun Bay
- Virgin Islands National Park
- Playa Puerto Real
- Playa el Convento
- Trunk Beach
- Pineapple Beach
- Buccaneer Beach