Vacation rentals with a pool in U.S. Virgin Islands

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Top-rated rentals with a pool in U.S. Virgin Islands

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Top guest favorite

A private pool is surrounded by a sunlit deck, featuring two blue chaise lounges and coastal views. The clear water reflects the sky, while terracotta tiles add warmth to the outdoor space. Green potted plants frame the area, enhancing the serene ambiance.

Villa in Christiansted

5 out of 5 average rating, 112 reviews

Mojito Hill - private hilltop pool oasis!

Beautiful 1-bedroom ocean view villa with private pool. Relax on the private pool deck with brand new patio furniture featuring chaise lounges, table seating for 4, and a gas grill. Sweet dreams await you in the four-poster king sized master suite, complete with french doors that open to the pool deck and allow for the ocean breezes to keep you cool. The shower is a fully stocked oversized marble shower with room for two. A fully equipped kitchen with granite countertops and modern appliances, including a Keurig latte machine, will make you feel right at home. Mojito Hill includes many conveniences such as a smart TV, wifi, air conditioning, washer/dryer, and much more. Extra guests are no problem, as the couch features a pull-out bed. Villa Madeleine is a gated community on St. Croix’s relaxing East End, where you will enjoy the privacy, amazing views, tennis court, and close proximity to the Reef Golf Course, Duggan’s Reef restaurant, Divi Casino and Resort, Grapetree beach to the south and Reef Beach to the north. All these amenities are within walking distance, but do require traversing a steep hill, so driving is typically preferred. We have an on-island manager, and Tom & Hillery are available at any time via email/text/phone if needed. If you don't see the dates you are looking for, please message us, we also have a Splash of Lime in the same complex that has a spectacular northern facing view.

Guest favorite

A wide, airy balcony features arched openings, offering a view of the surrounding landscape and ocean. Two wicker chairs are positioned beside a small table, complemented by a potted plant. The railing adds a touch of elegance, enhancing the space’s open atmosphere.

Apartment in Frederiksted

4.79 out of 5 average rating, 118 reviews

Breezy Island Gem

Beautiful, quiet hotel style room with mini kitchenette! Rental vehicles available w/ Island Castle Rentals, with airport service. Close Proximity to: Rainbow Beach; Jet Ski/ Kayaks 3.3mi Cane Bay Beach; Diving 4.1mi Botanical Gardens 0.7mi Carambola Golf Course; ZipLine 2.1mi Sandy Point Turtle Hatching 3.0mi Port of Frederiksted Shop, Dine, History 2.9mi Armstrong Icecream 2.2mi Cruzan Rum Factory 1.2mi Leatherback Brewing Co. 2.6mi Horseback Riding 3.5mi Salt River Bioluminescence 6.4mi

Guest favorite

An inviting ocean-side pool is surrounded by a spacious deck with several lounge chairs and tables. Clear blue water reflects the sunlight, while the vast ocean extends beyond the pool area, providing a stunning backdrop.

Condo in St. Thomas

4.95 out of 5 average rating, 130 reviews

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.

Guest favorite

An outdoor patio features tiled stones surrounding a small salt-system plunge pool. Two lounge chairs with cushions are positioned nearby, while lush green banana plants fill the background. A beige umbrella provides shade, and the sky is bright with scattered clouds.

Cottage in Coral Bay

4.99 out of 5 average rating, 115 reviews

Sweet Spice: A Nifty Little Cottage. With A Pool!

This very small 1 BR cottage lives BIG with a screened porch, SOLAR POWER, valley views, ac, dishwasher, outdoor fitness, and plunge pool. With a clean modern vibe, Sweet Spice is more laidback getaway than luxury villa. It’s an ideal HQ for 2 active STJ adventurers - but with a few extra amenities! Located off the beaten path on the quiet side of STJ, it feels secluded but is only a 5 minute drive to the shops of Coral Bay. Note: road is rough and requires a 4WD and there are LOTS of stairs.

Guest favorite

A modern villa is seen beside a shimmering pool, with stone pillars framing large glass doors. Outdoor seating is arranged nearby, surrounded by lush tropical greenery. The inviting pool reflects the clear blue sky, enhancing the serene environment of the property.

Apartment in Sion Farm

4.9 out of 5 average rating, 114 reviews

Executive 1 Br. Poolside Apt: "Kilele suite"

Fantastic, recently renovated luxury pool side apartment overlooking the Christiansted harbor and Buck island. This is an exclusive gated private residence nestled on Princesse Hill Estate, 2 miles from Christiansted town and 5 mins to local grocery stores, exclusive restaurants, and local beaches. Open your curtains and enjoy the breath taking views of the old Danish City, Buck island, and Green Key. Just want to relax? Enjoy direct access to the pool and hot tub steps away from your door.

Guest favorite

Condo in East End

4.83 out of 5 average rating, 181 reviews

Charming Beach Condo w/ Balcony

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!

Top guest favorite

Condo in Northside

4.98 out of 5 average rating, 126 reviews

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.

Top guest favorite

A serene pool area is framed by natural rock formations and tropical greenery. The clear water reflects the surrounding landscape, and a tiled border enhances the pool's inviting appearance. A wooden deck provides ample space for relaxation, creating a peaceful outdoor setting.

Apartment in Saint Thomas

4.98 out of 5 average rating, 188 reviews

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.

Top guest favorite

A tranquil pool area features a glistening pool surrounded by a tiled deck. Two wooden lounge chairs and several sun loungers are positioned nearby, complemented by a textured stone wall adorned with green plants. The setting invites relaxation in a serene environment.

Apartment in Cruz Bay

5 out of 5 average rating, 104 reviews

Skytop Studio~Next to Hiking Trail~New Pool

Modern 1 bedroom apartment In Fish Bay Skytop with Hillside View of the National Park, fully equipped kitchen, Saatva Loom & Leaf memory foam mattress. The property is right next to the National Park Great Sieben Trail, which connects to several major hiking trails. Cruz Bay, Grocery Stores and restaurants are 12min drive away. Klein Bay a beautiful Private rocky beach great for snorkeling is 4 min drive away. Shared brand new Pool with two other apartments. Shared BBQ by the Pool.

Top guest favorite

A serene pool area is highlighted by a covered lounge space, offering expansive views of the lush hillside and sparkling waters. The pool’s shimmering surface reflects the clear blue sky, creating a tranquil setting for relaxation.

Bungalow in Christiansted

4.99 out of 5 average rating, 154 reviews

Sailor's Rest, a Romantic and Luxurious Sanctuary

The real luxury of Sailor's Rest stems from the exclusivity of its location. nestled into the hillside overlooking Salt River Bay, the views and the privacy are unparalleled. Only the pool is shared with me in the main house, but I always give my guests full use and privacy, so it will seem like it is yours alone. I understand how important your vacation is and will always go the extra mile to ensure your stay delivers the luxury and serenity you deserve.

Guest favorite

The image captures a serene view of a multi-level pool surrounded by lush greenery and palm trees. The expansive blue ocean glimmers in the background under a clear sky, while sun loungers are positioned around the pool, inviting relaxation.

Condo in Southside

4.93 out of 5 average rating, 107 reviews

Sunshine Daydream - Our little piece of paradise!

Spend your days between at Sunshine Daydream with its beautiful ocean views. Rise up to paradise enjoying the gorgeous sunrises and sunsets from the private rooftop deck. This rental offers a fully equipped kitchen, 3 different pools, one of which is steps from the condo. There is easy beach access and we are centrally located between Charlotte Amalie and Red Hook. To top it off there are 2 restaurants and a bar within walking distance from the unit.

Top guest favorite

Apartment in East End

4.96 out of 5 average rating, 200 reviews

Waterfront Cottage, St. Croix US VI

"30 Steps to Paradise" Sweet and cool 1-bedroom cottage with large porch attached to a family home, with complete privacy. Hear the sound of the waves and walk to several beaches. Located near Jack's Bay on the south east tip of the island. The cottage has ceiling fans, no air-conditioning. The pool is available for guests. The other name for the cottage is "30 steps to Paradise" because it has 30 steps from the road to the entrance of the cottage.