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Vacation rentals with a pool in Saint Thomas

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Top-rated rentals with a pool in Saint Thomas

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

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Guest favorite
An outdoor seating area features dark wicker furniture with bright turquoise cushions, providing a comfortable space for relaxation. The view includes a landscaped yard with palm trees and a swimming pool, outlined by a wooden pergola and surrounded by vibrant greenery.
Home in Portmore
4.87 out of 5 average rating, 204 reviews

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞

This carefully designed house is ideal for persons looking for a cool refreshing modern and comfortable vacation stay . It is perfectly located in quiet and secure gated community Phoenix park village ,in the well developed sunshine city of portmore st catharine . It is most suitable for you because of its convenient access to all it has to offer around it ,its famous helshure beach, movie theater ,shopping malls ,clubs ,restaurants etc . it is the place for families ,couples, or just friends

Guest favorite
A vibrant round stone house is nestled among lush greenery, featuring a small circular pool. Comfortable outdoor seating is visible on a wooden deck, surrounded by tropical plants and palm trees. The colorful exterior complements the natural landscape, creating a serene and inviting environment.
Bungalow in Port Antonio
4.9 out of 5 average rating, 223 reviews

Mother Nature

Mother Nature ist ein freistehendes rundes Steinhaus mit begrünter Dachterrasse. Das Haus verfügt über ein Kingsize-Bett, einem eigenem Badezimmer, Holz- und Steinterrasse, sowie großem Garten. Außerdem steht eine überdachte Außenküche zur Verfügung. Und "Brand new".... mother nature has a Pool now.... Inmitten Mutter Natur kannst du die Seele baumeln lassen und deinem flow folgen. Den Vögeln und dem Wind lauschen, die Sterne beobachten, ein Sonnenbad nehmen oder im Schatten chillen. Feel free

Top guest favorite
A bright and airy living area features a large sectional sofa and a coffee table, complemented by a flat-screen television mounted on the wall. Sunlight filters through sheer curtains, illuminating the space and offering views of the balcony with outdoor seating.
Condo in Kingston
4.94 out of 5 average rating, 184 reviews

Light &Bright 1-bedroom Apartment w pool

This bright and stylish centrally located 1-bedroom apartment is the perfect space for your stay. It’s Located within 8mins walking distance or 2mins drive to Starbucks, supermarket, pharmacy, and local restaurants. The contemporary living space has everything to make you feel at home Wi-Fi, local cable, Netflix, washer/dryer, ac units, king size bed, a well equipped kitchen and tableware. Have a glass of wine and enjoy the beautiful sunset on the balcony after a long day of work or play.

Superhost
A charming treehouse is nestled within lush tropical foliage, supported by a sturdy mango tree. Wooden walls frame the structure, while a covered porch adorned with green accents invites relaxation. Stairs lead down, surrounded by vibrant leaves, enhancing the natural setting.
Treehouse in St. Andrew Parish
4.84 out of 5 average rating, 121 reviews

Treehouse at Prince Valley Guesthouse

Stay in this one of a kind Treehouse on our small coffee farm. You have a birdseye view of this beautiful valley high in the Blue mountains of Jamaica from this lovely mango tree. Relax and enjoy warm days and cool nights in this tropical paradise. There are short walks or guided longer hikes in this area including nearby Holywell National Park. Tour a coffee plantation or hangout in the neighborhood and enjoy a cold beverage. Breakfast and dinner are available at an additional cost.

Guest favorite
A modern living area features a sleek wall-mounted television against a textured gray backdrop. A comfortable white seating arrangement is positioned in front, accompanied by a stylish floor lamp. The open space includes a high table with bar stools visible in the background.
Condo in Kingston
4.91 out of 5 average rating, 104 reviews

Luxury Suite (Adults Only) Cozy 1bedroom apartment

Hi there! It’s Brianne and I would love to share my home with you ❤️. Enjoy this clean and peaceful space, where you can unwind and relax. I’m excited to host you on this trip as long as you promise to treat my home the same way you would treat yours🤗. Your reservation covers TWO ADULTS ONLY. NO KIDS. NO PETS. NO OVERNIGHT VISITORS. INDECENT/VULGAR BEHAVIOR WILL NOT BE TOLERATED. PLEASE READ “ADDITIONAL RULES” IN THE HOUSE RULES SECTION BEFORE BOOKING. Looking forward to hosting you!

Superhost
A modern living area is presented with a spacious gray sectional sofa adorned with colorful cushions. A coffee table sits centrally on a patterned rug. Large windows with striped blinds provide natural light, complemented by a standing lamp and plants that enhance the inviting atmosphere.
Condo in Kingston
4.86 out of 5 average rating, 118 reviews

Urban Lifestyle @ Mont Charles - Liguanea Kingston

Enjoy the best of the city at a stylish condo located at Liguanea in Kingston. This City getaway is conveniently close to: U.S.-Embassy, Sovereign North plaza, Progressive Shopping Plaza, Sovereign Centre, Bob Marley Museum, Banks, Barbican area, shopping & restaurant locations. With a modern designed interior, the apartment is perfect for families, friends, solo travelers, visiting for business or leisure. Relax at a secure complex, featuring a pool, a roof terrace +more

Guest favorite
An outdoor area is illuminated by string lights at dusk, showcasing a wooden structure with a spacious deck. A lap pool glimmers in the distance, framed by lush greenery and gently sloping hills, creating a serene atmosphere for outdoor relaxation.
Guesthouse in Port Antonio
4.93 out of 5 average rating, 150 reviews

Stingray Cottage

Nestled in nature and perfectly positioned for stunning views of the Blue Mountain peak, the Port Antonio coastline, and a nearby waterfall. Enjoy frequent visits from hummingbirds to our feeders, adding a touch of nature’s charm to your stay. Conveniently located, you'll find yourself at the heart of all the attractions that the area has to offer. Searenity offers six cottages: - Starfish - Stingray - Lionfish - Jellyfish - Turtle - Octopus Your sanctuary in nature.

Guest favorite
An open-plan living and dining area is highlighted by a modern grey sofa and a stylish circular coffee table. Bright overhead light fixtures add ambience, while a large piece of wall art introduces elegant geometric patterns. A small vase with white flowers adds a touch of greenery.
Apartment in Kingston
4.92 out of 5 average rating, 143 reviews

Fab Homes JA . Paddington Terrace

Retreat to our luxurious 1 bed room condo conveniently located in the heart of Kingston 6. Built in 2021, this 6 story condominium is equipped with a top pool for fun and relaxation . You will be in close proximity to Bob Marley Museum, Devon House, National Stadium, supermarkets, TGIF, Starbucks, Half Way Tree, Sovereign Centre, hospitals and all major banks; a maximum of 5 to 15 minutes drive to any of these locations and only 40 minutes from the airport.

Guest favorite
A panoramic view captures a lush, tropical landscape meeting the water's edge. Vibrant greenery surrounds a serene body of water that reflects the sky, with distant hills visible under a clear blue sky dotted with clouds.
Apartment in Port Antonio
4.95 out of 5 average rating, 154 reviews

Frangipani, San San, Portland, Jamaica

Frangipani is located 5 miles east of Port Antonio, in the lush, rural, tropical subdivision of San San, beside the village of Drapers. It is within walking distance of Drapers, Frenchman's Cove and San San Beach. Port Antonio, Blue Lagoon and Boston Bay are just a few minutes drive away. The property is a self contained apartment and has a 2 lane, 1/3 Olympic length pool, (55 feet/16.6 meters). We offer discounts, 15% for one week, and 30% for one month.

Superhost
The illuminated pool glows in a calming blue hue against the night sky, reflecting the city lights in the background. The surrounding area features a sleek design with a spacious sun deck and an adjoining jacuzzi, providing a relaxing atmosphere.
Apartment in Kingston
4.83 out of 5 average rating, 304 reviews

CityFive Kgn Luxe 1-2BDRM Pool Deck, Amazing Views

***IMPORTANT*** PLEASE READ ALL SECTIONS BELOW Located on a small rise just off the Liguanea Plain, this beautiful property is set in an elevated position with a stunning view. It affords you the perfect spot for business, pleasure or simply relaxation. Spend an unforgettable holiday in Kingston within the quiet confines of this location whilst being able access the Business District, nightlife and/or touristic activities within 10-15 minutes.

Guest favorite
A modern living area features a cozy fireplace displayed on a sleek wall-mounted TV. A soft, light-colored sofa with contrasting dark cushions is paired with a stylish black chair. A large potted plant adds a touch of nature, while large windows invite natural light into the space.
Apartment in Kingston
4.9 out of 5 average rating, 133 reviews

Modern Escape with Rooftop Pool & Sunset Views

Enjoy a stylish experience at this centrally-located place. Parkhurst 103 is situated in a modern newly built apartment complex in the heart of Kingston Jamaica. Easily one of the most central units available. Walking distance from Krispy Kreme , Starbucks, Devon House, and Canadian Embassy. It is a modern contemporary design curated for both comfort and style. Whether business or pleasure Parkhurst 103 isperfect for your stay in Kingston.

Top guest favorite
The exterior of the modern penthouse is shown, featuring a well-maintained garden with tropical flora. The building’s design includes multiple rounded balconies and large windows, allowing for natural light. A clear blue sky serves as a backdrop, enhancing the tranquil atmosphere.
Home in Kingston
4.88 out of 5 average rating, 110 reviews

Akwaaba Penthouse Luxury Suite

Akwaaba Penthouse Luxury Suite is a modern apartment suited on a slope in central Kingston which has a fantastic view of the Blue Mountain to die for as well as the city . It is very spacious with a king size master bedroom and bathroom to your comfort. It is centrally located to all the shopping areas , museums, National stadium and 20 minutes drive to our Norma Manley airport. Entrance to the apartment uses an electric sliding gate

Popular amenities for Saint Thomas rentals with a pool

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a pool

Superhost
A spacious seating area features a dark gray sectional sofa with plush cushions. A round glass-top coffee table is positioned in front. Large windows are dressed with flowing orange curtains, and a leafy plant adds a touch of greenery. A framed artwork on the wall enhances the room's ambiance.
Home in Portmore
4.88 out of 5 average rating, 17 reviews

Modern 2BR, Pool & Beach Access Included Nearby

Guest favorite
A spacious backyard is showcased with a large pool surrounded by a tiled deck. A cedar wood gazebo is visible, featuring seating and umbrellas for shade. Lounge chairs are positioned beside the pool, inviting relaxation. The house is seen in the background with a door leading to a utility area.
Home in Portmore
4.95 out of 5 average rating, 62 reviews

Chillax Island Stay

Guest favorite
A well-maintained pool area features a sparkling blue swimming pool surrounded by a neatly landscaped garden. Lush green foliage frames the scene, adding a touch of nature to the inviting outdoor space. Soft sunlight reflects off the water, creating a serene atmosphere.
Home
4.72 out of 5 average rating, 127 reviews

Comfort Cottage | private pool | 24hr security

Guest favorite
A wooden sign featuring the name 'Blissful Tides' and a trident logo is displayed prominently. Nearby, a decorative basket holds an assortment of fresh fruits, including watermelon, pineapple, and grapes, adding a vibrant touch to the setting. Wine bottles are visible in the background.
Home in Hope Bay
4.92 out of 5 average rating, 24 reviews

Blissful Tides

Guest favorite
A bottle of red wine is placed on a table, accompanied by two wine glasses filled with wine. The backdrop features a panoramic view of the city lights shimmering at night, offering a serene and inviting atmosphere for relaxation.
Home in Kingston
4.96 out of 5 average rating, 25 reviews

City Scape Serenity

Guest favorite
The outdoor space is characterized by a lush green lawn surrounded by flowering plants. A large pool is visible in the background, with a covered seating area featuring multiple chairs and a table. Garden paths made of stone lead through the well-landscaped area.
Home in Portmore
5 out of 5 average rating, 10 reviews

3D's Comfort Villa w/ Pool

Guest favorite
A single-story home is set in a spacious yard with well-maintained grass and potted plants. The front porch features a welcoming seating area under an archway. The backdrop includes rolling hills under a clear blue sky, emphasizing the serene surroundings.
Home in Caymanas Estates
4.91 out of 5 average rating, 43 reviews

Serene Vistas, Caymanas Country Club

Superhost
A pathway lined with well-maintained greenery leads up to the villa. The steps are flanked by palm trees and lush landscaping, with the villa's exterior visible in the background under a clear blue sky.
Home in Kingston
4.69 out of 5 average rating, 13 reviews

The Marley's Elite Suite- 4br, 3 bth with Jacuzzi

Condo rentals with a pool

Superhost
An aerial view showcases a modern multi-story building featuring a rooftop pool, surrounded by lounge areas. The inviting pool reflects the sunset, while the spacious terrace offers seating for relaxation. An interior image displays a contemporary living area, furnished with a gray sofa, decorative pillows, and a flat-screen TV.
Condo in Kingston
4.86 out of 5 average rating, 44 reviews

Executive Modern Apartment w/pool in Kingston

Guest favorite
A cozy living room is highlighted by a large sectional sofa adorned with decorative pillows. A vibrant area rug adds color to the space, while a wall-mounted television and framed artwork enhance the modern decor. A small potted plant brings a touch of greenery.
Condo in Kingston
4.8 out of 5 average rating, 101 reviews

It's an Experience (IAE) Homes JM: Paddington Ter

Guest favorite
A bright living area is furnished with a large sectional sofa and accent chairs, complemented by a contemporary rug. Natural light filters through expansive windows, showcasing a view of the outdoors. A TV console is located beneath a wall-mounted television, enhancing the space's functionality.
Condo in Kingston
4.87 out of 5 average rating, 134 reviews

Airy & modern 2br condo w/pool

Guest favorite
A modern living area is presented with a flat-screen television mounted on a wooden accent wall. A coffee table with a dual-tone design sits on a patterned area rug. A large potted plant adds a touch of greenery, and natural light streams in through the nearby sliding window.
Condo in Kingston
5 out of 5 average rating, 11 reviews

The Serene - Modern Luxury Condo

Guest favorite
A modern kitchen is presented with a light wood cabinetry, stainless steel appliances, and a marble countertop. Two bar stools accompany a breakfast bar, set with blue dishware. Pendant lights provide a soft glow, and a small plant adds a touch of greenery.
Condo in Kingston
4.94 out of 5 average rating, 32 reviews

Suite Oasis Kingston with Ocean View Balcony

Top guest favorite
An aerial view captures a modern apartment complex with a rooftop pool surrounded by sun loungers. The building features a sleek design, with large windows and a grassy landscape below. Nearby, a parking area is visible, providing ample space for vehicles.
Condo in Kingston
4.97 out of 5 average rating, 113 reviews

Modern 1 BD condo w/rooftop pool & majestic views

Guest favorite
A modern living area is showcased, featuring a plush sofa adorned with decorative pillows. A sleek glass coffee table sits atop a soft area rug. The kitchen is visible in the background, equipped with stainless steel appliances and a dining counter with bar stools.
Condo in Kingston
4.93 out of 5 average rating, 27 reviews

20 South Luxury Getaway

Guest favorite
A spacious living area features a modern sofa with bright accent pillows, paired with a decorative rug. Natural light enters through the balcony doors, which are flanked by sheer curtains. A dining table and wall-mounted TV are visible, enhancing the inviting layout.
Condo in Kingston
4.9 out of 5 average rating, 131 reviews

New Kgn condo with gym, 24h security, free parking

Other vacation rentals with a pool

Guest favorite
A private wooden deck features a refreshing plunge pool surrounded by tropical plants. A cozy daybed with orange cushions invites relaxation under the natural shade of a thatched roof, while woven mats offer additional comfort beside the pool.
Villa in Port Antonio
4.91 out of 5 average rating, 99 reviews

Holistic Eco Villa with Ocean View & Plunge Pool

Superhost
The exterior of a modern multi-story building is displayed, showcasing a blend of light and dark materials. Lush greenery surrounds the entrance, and large windows reflect the blue sky. The building features a welcoming canopy above the main entrance.
Apartment in Kingston
4.95 out of 5 average rating, 40 reviews

Paradise Haven at Via (Roof top pool, 2 AC units)

Guest favorite
A spacious gray sectional sofa is featured in the living area, adorned with two decorative knot-shaped pillows. A coffee table is positioned in front, complemented by a flower vase holding fresh white tulips. Natural light filters through large windows, enhancing the ambiance.
Apartment in Kingston
4.89 out of 5 average rating, 85 reviews

The Hibiscus Premium Suite with pool access

Top guest favorite
The rooftop pool area is surrounded by a smooth stone deck with a wooden pergola providing shaded seating. Lush greenery and distant hills are visible in the background, creating a scenic view. The pool’s clear water reflects the blue sky above.
Condo in Kingston
5 out of 5 average rating, 36 reviews

Chic Central Uptown 1 Bed Condo with Skyline Views

Guest favorite
A modern living area features large floor-to-ceiling windows showcasing a vibrant sunset. Comfortable seating includes a sectional couch adorned with colorful cushions. A sleek coffee table displays decorative items, and a TV mounted on the wall offers entertainment. Potted plants add a touch of greenery.
Apartment in Kingston
4.98 out of 5 average rating, 51 reviews

Regal Escape Kingston (Formerly De Luxe Retreat)

Top guest favorite
A modern living area features soft beige sofas arranged around a dark centerpiece table. A large, illuminated television displays a calming fireplace scene. The room is accentuated by a decorative ceiling fan and ambient lighting, with a tall indoor plant adding a touch of greenery.
Apartment in Kingston
5 out of 5 average rating, 14 reviews

Truth Luxury Suite

Superhost
A small private pool is framed by a wooden deck adorned with five lounge chairs. Lush tropical foliage surrounds the space, providing a serene atmosphere. A flight of stairs leads up from the pool area, and a pale blue wall adds a subtle pop of color.
Villa in San San
4.92 out of 5 average rating, 12 reviews

Star San Upper, Blue Lagoon Jamaica

Top guest favorite
A modern kitchen area is highlighted by sleek white cabinetry and a marble countertop. Bar stools are positioned around the island, providing seating. Bright lighting fixtures hang above, enhancing the open layout that leads to a view of the greenery outside through large glass doors.
Apartment in Kingston
5 out of 5 average rating, 15 reviews

Adia Stays @ The Clairemont