Some info has been automatically translated. Show original language
Airbnb your place

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.

%{current} / %{total}1 / 1
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.
Apartment in East End
5 out of 5 average rating, 189 reviews

"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.

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.
Apartment in East End
4.94 out of 5 average rating, 123 reviews

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!

Guest favourite
A vibrant outdoor area features a private pool surrounded by a spacious wooden deck. Lounge chairs and a dining table with seating can be seen, with tropical plants and palm trees creating a serene backdrop. Large glass doors open to the villa interior.
Apartment in East End
4.9 out of 5 average rating, 248 reviews

Luxury Beachside Escape with private pool and wifi

This villa is absolutely amazing, completely renovated with high-end luxe finishes. New kitchen with quartz counters, bathroom with garden shower and skylight, a gorgeous bedroom with king bed; and 55" TV in the living room with cable, DVDs and WiFi. Our private pool under palm trees is perfect for enjoying your St Thomas vacation, when not at the beach. Sapphire beach and Lindquist beach are 3 mins away, and two of the best beaches in the Caribbean. We promise you will absolutely love it!

Top guest favourite
An expansive view of the ocean features boats gently bobbing on the water. A sandy beach is visible in the foreground, framed by palm trees. The backdrop includes lush green hills and a bright, clear sky with a few fluffy clouds.
Apartment in East End
4.97 out of 5 average rating, 148 reviews

Killer View, Pool, Hot Tub, Family Friendly Condo

ALWAYS BOOK WITH A LOCAL for the INSIDE SCOOP! Look no further than this 1,470 sq. ft. condo with a TOTAL MAKEOVER & professionally designed interiors that deliver a true “OMG” vacation vibe. Open the sliders to a fully screened lanai & let the refreshing island breezes flow through. Guests rave about the condo & my excellent customer service--you won’t regret booking! I’m Sherri, your Superhost, living in St. Thomas for 22+ years, ready to share insider tips & answer all your VI questions.

Guest favourite
An open-concept living area features high wooden ceilings and large sliding glass doors, providing unobstructed views of the ocean and surrounding islands. A dining table and chairs are visible alongside a turquoise cabinet, with a ceiling fan above for comfort.
Apartment in Saint Thomas
4.93 out of 5 average rating, 106 reviews

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.

Guest favourite
A spacious bedroom is furnished with a large bed featuring a woven headboard. Light blue and white palm-patterned wallpaper adds a serene touch. A seating area with two chairs and a coffee table is visible, and sliding glass doors lead to a balcony overlooking the beach.
Apartment in East End
4.85 out of 5 average rating, 209 reviews

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!

Guest favourite
A view from a balcony showcases a semi-private beach with soft, white sands gently sloping into clear, blue waters. Palm trees and lush greenery line the shore, while distant buildings are visible along the coast under a clear blue sky.
Apartment in East End
5 out of 5 average rating, 52 reviews

Direct Ocean front , steps to the Sandy Beach

Enjoy UNOBSTRUCTED views of beautiful Cowpet Bay w/FULL BACK UP GENERATOR! All while savoring the trade-wind breeze on your private balcony at Cowpet Bay West! This spacious 2BR, 2BA condo with LARGE PRIVATE BALCONY sits DIRECTLY ON THE WATER & DIRECTLY ON THE BEACH, where the gentle sound of waves will give you a feel of peace and relaxation. This gated-community villa has all you need, just 60 STEPS to the semi-private beach and the crystal blue Caribbean water! Pool and hot tub access.

Guest favourite
An integrated kitchenette is featured beneath a lofted queen bed, accessible by a wooden ladder. Vibrant wall art adds color to the space. A small refrigerator, cooking essentials, and a sink create a functional area, complemented by organized shelves and drawers.
Serviced apartment in East End
4.95 out of 5 average rating, 111 reviews

Lazy Loft: Tiny Room Loft and Private Outdoor Bath

Location, Location, Location…we're a short, 1/2 mile walk to Red Hook, the most happening place on the island (Including St John Ferry, grocery, marina, and 20+ eateries and bars) and Secret Harbour Beach. We’re nestled within a large home with a tropical themed backyard. We have a Saltwater Pool, 5 decks, BBQ grill, Honor Bar, outdoor dining areas, lounge chairs, hammocks, Corn-Hole, and other bar games. Help yourself to our snorkeling gear, Ice chests or beach chairs. ADULT/TEEN ONLY.

Superhost
Apartment in East End
4.96 out of 5 average rating, 208 reviews

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!

Top guest favourite
A serene beachfront scene showcases soft sandy shores meeting calm turquoise waters, dotted with boats. Lush palm trees frame the view, while distant green hills rise against a bright blue sky filled with fluffy white clouds.
Apartment in East End
5 out of 5 average rating, 107 reviews

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.

Top guest favourite
A spacious pool area is highlighted by a refreshing private pool, surrounded by a wooden deck. Two black loungers provide comfortable seating, while colorful inflatables add a playful touch to the clear water. The setting is brightened by large glass doors and subtle outdoor lighting.
Home in East End
4.96 out of 5 average rating, 114 reviews

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.

Guest favourite
A scenic view of the marina showcases numerous boats docked along the calm waters. Lush green hills rise in the background against a partly cloudy sky. The vibrant blue sea reflects the natural light, creating a serene coastal atmosphere.
Apartment in St Thomas
4.91 out of 5 average rating, 384 reviews

Sunrise Sapphire Beach 2-Corner Unit Balcony

Renovated Studio Condo at Sapphire beach! Corner Unit with large outdoor living area and seating for 8 and tons of natural light! Grill for cooking on the EXTRA LARGE BALCONY. Full Chefs Kitchen and Granite countertops, NEW Lighting, AC unit, Bedding, Bed and all NEW furniture! 55" Smart TV with Netflix access. Beach chairs at Sapphire Beach included in your rental! Memory Foam Bed. This unit is one of best locations in the building. We do not offer cable tv package

Popular amenities for Cowpet Bay rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favourite
The image showcases a bright blue saltwater pool surrounded by a spacious deck. Two turquoise lounge chairs are placed at the pool’s edge, accompanied by a small table displaying a magazine. Lush greenery frames the stunning view of Chocolate Hole Bay and distant hills under a clear sky.
Home in Chocolate Hole
5 out of 5 average rating, 58 reviews

Down Yonder Pool Villa / Full Solar & Battery

Guest favourite
A bright, spacious room features large windows offering a view of the landscape. Two beds are positioned with neutral bedding, and a comfortable sofa is included. Light gray walls complement the blue accents, and a flat-screen TV is mounted on a nearby wall.
Home in East End
5 out of 5 average rating, 7 reviews

3 bedroom Villa Great End Location

Top guest favourite
A private pool area is surrounded by loungers and shaded by large umbrellas. The pool features clear waters and is bordered by a brick patio. Lush greenery and the home's exterior can be seen in the background, illustrating a tranquil, tropical environment.
Home in Northside
5 out of 5 average rating, 21 reviews

The Caribbean Farmhouse/Ocean Views, Solar Power

Guest favourite
The living area features contemporary furnishings, including a spacious gray sofa and a wooden coffee table. A flat-screen TV is mounted on the wall, and natural light filters in through the nearby windows. Decorative plants add a touch of greenery to the inviting space.
Home in St. Thomas
5 out of 5 average rating, 6 reviews

Seaside Charm - Beachfront Romantic Getaway!

Superhost
A two-story villa is displayed, featuring a welcoming entry with multiple staircases leading to various outdoor levels. The terrace hosts a dining area with dark furniture, while landscaped greenery surrounds the structure, accented by palm trees. Light clouds drift over a bright blue sky.
Home in East End
4.86 out of 5 average rating, 22 reviews

Villa Fratelli Garden

Superhost
An infinity pool at dusk offers a stunning view of the horizon, where vibrant colors transition from deep blue to warm orange. The serene ocean reflects the evening sky, creating a peaceful atmosphere for relaxation.
Home in St. Thomas
4.87 out of 5 average rating, 85 reviews

6BR w/Stunning Sunset Views and 5 mins to Red Hook

Superhost
A spacious deck offers sweeping views of the ocean and surrounding islands, including Hassel and Water Island. A dip pool complements the outdoor space, furnished with lounge chairs and a dining table. The bright blue sky and fluffy clouds enhance the tranquil island atmosphere.
Home in Northside
4.83 out of 5 average rating, 120 reviews

Texas Embassy

Top guest favourite
A panoramic view of the Caribbean Sea is visible, with vibrant blue waters and gentle waves lapping against the shore. Lush greenery and a solitary palm tree frame the scene, enhancing the natural beauty of Hart Bay under a clear sky with scattered clouds.
Home in Cruz Bay
4.98 out of 5 average rating, 56 reviews

Caribbean Cottage Near the Sea

Apartment rentals with a pool

Guest favourite
An outdoor dining area is depicted with a round table surrounded by four chairs, set against a backdrop of lush greenery and ocean views. Plates of fruit are arranged on the table, while a woven throw is draped over a chair. Palm trees gently frame the scene.
Apartment in East End
4.88 out of 5 average rating, 49 reviews

Beachfront 2 Bed 2 Bath with Ocean View and Pool

Guest favourite
Apartment in Cruz Bay
4.94 out of 5 average rating, 116 reviews

Rockroom One Bedroom Condo at The Hills Saint John

Guest favourite
A view from a covered balcony reveals a sandy beach leading to vibrant turquoise waters. Lush palm trees sway gently in the breeze, alongside tropical greenery. The distant hills create a serene backdrop under a clear blue sky.
Apartment in East End
4.85 out of 5 average rating, 185 reviews

Sapphire in the Sand

Top guest favourite
A marina scene is displayed, featuring a variety of sailboats and yachts moored alongside a serene blue waterway. Lush green palm trees frame the view, while distant islands are visible against a clear sky with a few fluffy white clouds.
Apartment in East End
4.99 out of 5 average rating, 216 reviews

Stunning Ocean View w/Balcony~Shades of Sapphire~

Guest favourite
A stone pathway leads to a sandy beach framed by lush tropical trees and palm leaves. The turquoise water gently laps at the shore, with distant sailboats visible in the serene ocean. Bright blue skies complete the inviting beach scene.
Apartment in East End
4.93 out of 5 average rating, 96 reviews

Beautiful Updated Condo at Elysian Resort

Guest favourite
A serene beach setting is captured, featuring gentle waves lapping at the shore. Sun loungers are positioned in the foreground, surrounded by palm trees. Calm waters reflect the soft hues of a sunset, and boats can be seen anchored in the distance.
Apartment in East End
5 out of 5 average rating, 54 reviews

Amazing Beachfront Condo with Pool & Restaurants!

Guest favourite
A spacious sleeping area features a large bed with soft linens, complemented by a cozy seating arrangement nearby. Floor-to-ceiling glass doors offer stunning views of the ocean and outdoor seating. A modern entertainment unit provides convenience with a flat-screen TV.
Apartment in East End
4.93 out of 5 average rating, 101 reviews

Seas The View-Updated & Oceanview @ Sapphire Beach

Top guest favourite
Apartment in Northside
4.99 out of 5 average rating, 148 reviews

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

Other holiday rentals with a pool

Guest favourite
The image captures a scenic view of a pool area surrounded by palm trees, with various lounge chairs and umbrellas in light turquoise. Beyond the pool, the ocean shimmers, with boats moored in the distance, creating a serene tropical environment.
Apartment in East End
4.88 out of 5 average rating, 65 reviews

VILLA TEQUILA SUNRISE

Superhost
A view of lush palm trees and vibrant greenery is presented, offering a glimpse of the sparkling Caribbean Sea in the distance. Soft sunlight filters through the fronds, creating a serene and inviting outdoor space.
Apartment in East End
4.82 out of 5 average rating, 22 reviews

Beautiful 2BDRM Condo with Stunning Views

Guest favourite
The resort's exterior showcases a multi-story building with a light-colored facade. Balconies are visible on each level, adorned with railings. Lush greenery and flowering shrubs surround the structure, enhancing the tropical ambiance.
Serviced apartment in East End
5 out of 5 average rating, 12 reviews

Stylish Studio Double Suite in Elysian Beach

Guest favourite
A bright sleeping area features a spacious bed with crisp linens, complemented by a decorative headboard. Natural light enters through glass doors, offering views of the ocean. A small table and colorful chairs provide seating, and a television is mounted on the wall.
Flat in East End
5 out of 5 average rating, 5 reviews

Elysian Resort Studio

Superhost
A sandy beach is surrounded by tall palm trees, with lounge chairs arranged in rows facing the clear turquoise water. Gentle waves can be seen lapping at the shore, while several boats are anchored in the distance under a bright blue sky.
Apartment in East End
4.86 out of 5 average rating, 42 reviews

Beautiful Caribbean Beachfront Vacation Rental

Guest favourite
A modern kitchen space features a large marble island with seating for six. Two woven pendant lights hang above, casting a warm glow. The kitchen is equipped with stainless steel appliances and light cabinetry, complemented by soft greenery in a decorative vase.
Flat in East End
5 out of 5 average rating, 14 reviews

Windward Breeze – Walk to Beach!

Guest favourite
A private balcony offers a scenic view of the resort grounds, framed by palm trees and vibrant blue skies. A small glass-top table is accompanied by two chairs, positioned on a patterned rug that enhances the outdoor experience.
Flat in East End
4.86 out of 5 average rating, 14 reviews

Studio Beach Bliss @ the Elysian

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.
Apartment in East End
5 out of 5 average rating, 24 reviews

5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach

Destinations to explore