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Holiday rentals with a pool in United States Virgin Islands

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Top-rated rentals with a pool in United States Virgin Islands

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A private plunge pool is surrounded by wooden decking, with a gentle waterfall feature adding a soothing sound. Lush green mountains and the turquoise bay are visible in the background, framed by colorful clouds at sunset.
Home in Culebra

Casa Anya @ Hilltop (private infinity plunge pool)

Imbuing Culebra’s magic with passionate India, Kavita’s native land, Casa Anya wraps you in contemporary airy spaces caressed by Indian linen. Savor bay and lush mountain vistas from a soothing rainfall grotto shower leading to a private plunge pool, and a full kitchen for romantic dining. Sliding doors to the deck invite in sunsets, stars, and enchanting breezes with chirping coquís. Fall into a king bed, and wake to pink dawns. Anya means grace in Hindi; let it grace your Caribbean dreams.

LocationValueLayout

4.97 out of 5 average rating, 210 reviews
Top Guest favourite
A sandy beach offers a serene view featuring clusters of leafy trees providing shade. The calm turquoise waters are visible in the background under a clear blue sky. Beach seating is scattered along the shoreline, inviting relaxation and enjoyment of the landscape.
Condo in East End

"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. Check out our reviews - there's a reason why we're always full!

FamilyLocationQuiet

5.0 out of 5 average rating, 207 reviews
Top Guest favourite
A private infinity pool is situated on a terrace, overlooking lush greenery and a panoramic ocean view. A vibrant rainbow arcs across the horizon, while gentle waves suggest a tranquil atmosphere. The pool's edge blends seamlessly with the surrounding landscape.
Guesthouse in Saint Thomas

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 21 or older.

LocationValueCondition

5.0 out of 5 average rating, 118 reviews
Top Guest favourite
A wooden terrace is shown with a stool positioned near the railing. The sun rises above a distant landscape, casting warm light over lush green hills and the ocean. An infinity pool is visible nearby, blending beautifully with the scenic surroundings.
Tiny home in Fajardo

Magical! Ocean view Cabana w/ Pool Spa on mountain

This memorable place is anything but ordinary. You will get to enjoy this amazing and super private space surrounded by nature and unbelievable views of the ocean and the city. Fully equipped with everything you will need during your stay to include kitchen, full bath with rain shower, A/C, living space with 55" TV, dinning and sleeping areas, terrace with killer views, and of course the pool spa with infinity view! And many more. All of this while enjoying of a complementary bottle of Wine!

LocationFamilyHiking

4.98 out of 5 average rating, 354 reviews
Top Guest favourite
A modern villa with expansive balconies overlooks a serene infinity pool. Lounge chairs are arranged along the poolside, surrounded by lush greenery and palm trees. The clear blue sky complements the contemporary design of the structure.
Home in Vieques

Vieques ocean view eco villa+pool

-Privately nestled on three acres with Caribbean Sea views from the second floor. -Three private bedroom suites - mosquito nets. Villa doesn’t have Ac -Spa and yoga classes nearby at Finca Victoria -Full service amenities can be arranged: stocking the fridge, chef, massages. -Gunite swimming pool - solar powered -Each bedroom has its own bathroom, dressing area & outdoor shower -The beds are fitted with quality 400-count cotton linens - Strict no children under the age of 10years policy

FamilyLocationCheckout

4.96 out of 5 average rating, 103 reviews
Top Guest favourite
A tranquil outdoor pool is seen, featuring a sunbathing area with two sleek lounge chairs. The pool's clear water reflects the bright blue sky with fluffy clouds, while tropical plants enhance the scenic mountainous backdrop.
Tiny home

Casa Suiza-Private Couple Escape with Heated Pool

Casa Suiza es un retiro de escapadas románticas, sólo para parejas con Piscina Climatizada. Estamos ubicados en la montaña, es muy privado, alejado de la ciudad, a una hora de distancia de San Juan y el Aeropuerto Internacional de Puerto Rico. Recomendamos rentar un vehículo SUV o 4x4 para su tranquilidad, si no está acostumbrado a transitar en la Montaña. Una vez comienzas a subir a la montaña, es por calles con curvas y algunas pendientes empinadas, pero completamente transitables.

ValueLocationAccess

4.99 out of 5 average rating, 202 reviews
Top Guest favourite
A wooden bench with a sign reading 'SAIL AWAY' is positioned on a patio, overlooking the vibrant blue waters of a beach. Lush green foliage and palm trees frame the view, with rolling hills visible in the distance under a partly cloudy sky.
Condo in East End

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.

FamilyLocationOutdoor spaces

4.95 out of 5 average rating, 144 reviews
Top Guest favourite
A serene beach scene captures clear turquoise waters gently lapping against the shore. Lush greenery cliffs rise in the background, adding natural beauty to the landscape. A small boat and a few swimmers can be seen enjoying the calm sea, enhancing the tranquil atmosphere.
Home in East End

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.

LocationFamilyParking

4.97 out of 5 average rating, 157 reviews
Top Guest favourite
A balcony table is set with two plates of breakfast, accompanied by cups, overlooking the tranquil blue waters of the Caribbean Sea. The rhythmic sound of waves enhances the serene dining experience, with a clear sky and fluffy clouds visible in the background.
Condo in Saint Thomas

Oceanfront Bliss & Perfect Sunsets + Backup Power

Our fully renovated 1BR/1BA condo is PERFECT for couples, small families or a friends getaway. Enjoy stunning ocean views and the sound of waves from every room or your private balcony. Watch breathtaking sunsets and cool off in one of three crystal-clear pools. Located in a gated community, just steps from the ocean, oceanside pool, and seaside dining. Only 10 min to Red Hook (ferries to St. John & BVI) and Havensight, and 15 min from the airport—your perfect island escape! 🌴

ValueLocationBeach

4.96 out of 5 average rating, 169 reviews
Guest favourite
The elegant villa is positioned on the rocky shore, surrounded by palm trees and ocean views. Its modern architecture features multiple balconies and large windows, allowing natural light to illuminate the indoor spaces. The tranquil water laps at the beach, inviting exploration.
Home in Vieques

Beachfront Villa surrounded by Ocean w/pool

Unbeatable views and location: There is no property like the historic "Las Piedras" in all of Vieques. Situated into green rock jutting into the ocean it has spectacular views of coral reefs below and Caribbean Islands from decks pool and BR's. Our private, gated property has its own entrance to La Chata beach. Swim and snorkel from your "front yard" or explore morning tide pools. The villa offers ample space for entertaining indoors and out, and comfort for up 8 guests.

LocationFamilyAir conditioning

4.98 out of 5 average rating, 104 reviews
Top Guest favourite
A covered balcony showcases two rattan chairs and a small table, complemented by a potted plant. The view features vibrant blue waters, lush greenery, and distant hills under a clear sky, creating a relaxing outdoor space.
Apartment in East End

Gigi’s Luxury Beach Hideaway | Pool & Beach

Have fun with the whole family at our stunning and recently renovated 3-bedroom, 2-bathroom condo, located East End at the highly sought after gated property of Cowpet Bay West. This luxurious retreat comfortably accommodates up to 6 guests and offers breathtaking views, stylish furnishings, and resort amentities including a pool, hot tub, beach, watersport rentals, and two restaurants on property. Back-up generator on property for any island wide power outages.

LocationFamilyHospitality

4.91 out of 5 average rating, 98 reviews
Top Guest favourite
An aerial view of a contemporary home reveals a red roof and an infinity pool lined with lounge chairs. Surrounding greenery enhances the sense of privacy, while a spacious driveway provides easy access. Large windows allow for plenty of natural light to enter the interior.
Villa in Charlotte Amalie

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.

FamilyLocationKitchen

4.99 out of 5 average rating, 104 reviews

Popular amenities for United States Virgin Islands rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favourite
Home in Humacao

Beautiful House, 24/7 Security, Gated Community

ValueLocationBackyard

4.92 out of 5 average rating, 316 reviews
Top Guest favourite
The exterior of Casa Tesoro features a whitewashed facade with a welcoming balcony and ceiling fans. A prominent sign with the name 'Casa Tesoro' is displayed at the entrance, surrounded by a gated fence, offering a private and secure ambiance.
Home in Vieques

Casa Tesoro-pool home. Walk to beaches/restaurants

FamilyValueNearby

4.99 out of 5 average rating, 160 reviews
Top Guest favourite
A contemporary house is positioned atop a hill, surrounded by lush greenery and palm trees. A winding pathway leads to the entrance, while panoramic ocean views extend in the background, highlighting the beauty of the surrounding landscape.
Home in Ceiba

La Casita: Private Heated Pool W/ Ocean Views

ValueLocationBackyard

4.98 out of 5 average rating, 160 reviews
Superhost
A sunlit deck features a private pool surrounded by a wooden railing, offering sweeping views of the ocean and lush hills. Palm trees sway gently in the breeze, completing the serene landscape under a clear blue sky dotted with fluffy white clouds.
Home in Saint Thomas

Villa Beso Del Sol-Three Bedroom Cozy Oasis

FamilyValueAir conditioning

4.87 out of 5 average rating, 126 reviews
Top Guest favourite
An outdoor infinity pool is shown with tranquil waters extending towards the Caribbean Sea. Lush greenery and palm trees surround the area, with views of the coastline and sailboats on the horizon. The sky is partly cloudy, enhancing the serene atmosphere of the setting.
Home in Southside

Entire villa with beautiful views! Amazing

ValueLocationAccuracy

5.0 out of 5 average rating, 104 reviews
Top Guest favourite
An aerial view showcases Sailors Cottage perched on a hillside, overlooking Coral Bay and the surrounding islands. The property features a private pool and spacious deck, framed by tropical greenery. The scenic landscape includes patches of water and distant hills, emphasizing its tranquil setting.
Home in St. John

Stone Cottage with a pool and gorgeous view

FamilyLocationOutdoor spaces

5.0 out of 5 average rating, 101 reviews
Top Guest favourite
A refreshing swimming pool glistens under the clear blue sky, featuring a stone wall fountain that gently cascades water into the pool. Lounge chairs are positioned nearby, surrounded by tropical landscaping and vibrant flowers, creating a serene outdoor space.
Home

Location, Location, Location with Pool

FamilyValueHiking

4.94 out of 5 average rating, 158 reviews
Top Guest favourite
A vibrant red ginger flower stands tall amidst lush green foliage, showcasing intricate layers of petal-like bracts. The natural lighting enhances its striking color, creating a vivid focal point within the tranquil garden setting.
Home in Cruz Bay

Wild Ginger at Casa Tre Fiori

ValueFamilyHospitality

4.99 out of 5 average rating, 100 reviews

Condo rentals with a pool

Top Guest favourite
A covered balcony features two comfortable rattan chairs and a sofa, providing a cozy seating area. The view includes sandy beach and turquoise waters, with lush greenery in the background. Soft overhead lighting enhances the serene atmosphere.
Condo in East End

Beachfront • King • W/D • By RH • Pool • Marina

LocationFamilyBathroom

4.97 out of 5 average rating, 201 reviews
Guest favourite
A comfortable hammock is positioned between wooden posts, surrounded by lush greenery and tropical plants. The tranquil ocean is visible in the background, with distant hills and a bright blue sky dotted with fluffy clouds.
Condo in East End

Beachfront Condo #13802083: May-August 26 Savings!

ValueLocationDecor

4.94 out of 5 average rating, 133 reviews
Top Guest favourite
Condo

Wrap Around Balcony w/Amazing Views! Remodeled!

ValueFamilyLaundry

4.93 out of 5 average rating, 113 reviews
Guest favourite
Condo in East End

Ocean Front Steps to beach w/ pool and restaurant

LocationFamilyWalkability

4.98 out of 5 average rating, 124 reviews
Guest favourite
An outdoor table made of wood is set with two wine glasses and a bottle of wine. Views of the ocean and palm trees are visible in the background, with soft clouds and a blue sky enhancing the tranquil setting.
Condo in East End

Your Perfect Beachfront Condo in Paradise

ValueFamilyAir conditioning

4.94 out of 5 average rating, 111 reviews
Top Guest favourite
Condo in Cruz Bay

Rockroom One Bedroom Condo at The Hills Saint John

FamilyValuePool

4.93 out of 5 average rating, 150 reviews
Guest favourite
A serene outdoor space features a private pool surrounded by a sun-soaked patio. Lounge chairs are positioned comfortably nearby, with large sliding glass doors revealing an inviting interior. Lush greenery frames the area, enhancing the sense of seclusion and tranquility.
Condo in Smith Bay

Romantic Private Pool Villa@Sapphire. Generator.

FamilyLocationSolo travel

4.83 out of 5 average rating, 291 reviews
Top Guest favourite
Condo in East End

Killer View, Pool, Hot Tub, Family Friendly Condo

ValueFamilyAmenities

4.97 out of 5 average rating, 162 reviews

Other holiday rentals with a pool

Top Guest favourite
Apartment in Saint Thomas

Hillside Hideaway

ValueLocationGetting around

4.98 out of 5 average rating, 220 reviews
Top Guest favourite
A covered porch is lined with white lounge chairs and small tables, offering expansive views of the lush hillside and the serene Salt River Bay. The vibrant colors of the landscape contrast with the blue sky, creating a peaceful outdoor space. Potted plants add a touch of greenery.
Bungalow in Christiansted

Sailor's Rest, a Romantic and Luxurious Sanctuary

ValueLocationDecor

4.98 out of 5 average rating, 166 reviews
Top Guest favourite
A modern living area features a large flat-screen TV mounted above a stylish wooden media console. A light-colored sofa and accent chairs are arranged around a circular coffee table, with large windows offering views of the ocean and islands beyond. Natural light fills the space.
Condo in East End

5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach

ValueFamilyDecor

5.0 out of 5 average rating, 64 reviews
Guest favourite
Villa in East End

Private Oceanfront Villa for Two in St. John, USVI

LocationBeachKitchen

5.0 out of 5 average rating, 15 reviews
Superhost
Apartment in East End

Palmetto Pointe- Waterfront, Pool, Tennis & Beach

LocationFamilyGetting around

5.0 out of 5 average rating, 6 reviews
Top Guest favourite
The modern villa is prominently positioned on a hillside, featuring a spacious terrace and an inviting pool. Large glass doors enhance the seamless connection between indoor and outdoor areas. Lush greenery surrounds the property, adding to its serene environment.
Villa in Road Town

Luxurious 4 bed with pool and spectacular views

FamilyLocationBeach

5.0 out of 5 average rating, 34 reviews
Top Guest favourite
A private saltwater pool surrounded by a spacious deck offers stunning views of the turquoise waters and lush hills. Beach lounge chairs are present for relaxation, accompanied by vibrant potted plants, enhancing the serene outdoor space.
Home in Coral Bay

Seascape Villa w/ Private Pool & Spectacular Views

ValueFamilyHospitality

5.0 out of 5 average rating, 24 reviews
Guest favourite
An expansive outdoor area features an infinity pool overlooking Flamenco Beach, surrounded by vibrant turquoise waters. White lounge chairs are positioned on the deck, offering comfort and relaxation. Lush greenery complements the scenery, providing a sense of privacy and tranquility against a bright, clear sky.
Home in Culebra

Oceanview Villa w. pool overlooking Flamenco

LocationFamilyQuiet

4.98 out of 5 average rating, 44 reviews

Destinations to explore