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Vacation rentals with a pool in Cruz Bay

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cruz Bay

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

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Guest favorite
A private balcony features a glass-top table with two chairs, creating a cozy spot to enjoy the stunning view of the turquoise Caribbean waters and surrounding hills. Sailboats are seen anchored in the bay, enhancing the scenic coastal landscape.
Condo in Cruz Bay
4.8 out of 5 average rating, 114 reviews

Upper Grande Bay-Studio King plus 1 foldout

FRESH AND UPDATED studio unit in the heart if Cruz Bay at Grande Bay Resort. King bed studio suite with a full foldout sofa, Kitchenette & living room seating area, washer dryer. Amazing view from inside & balcony perched high up on the hill over looking Cruz Bay and surround. Great for a honeymoon, anniversary, or any getaway! Very clean unit & well appointed furnishings. . Wake up to the Caribbean Blue water & sun! Please note. PARKINGis NOT included-paid parking offsite or taxis

Top guest favorite
Condo in East End
4.96 out of 5 average rating, 139 reviews

BEST REVIEWS on the East End - HANDS DOWN!

ALWAYS BOOK with an ON-SITE LOCAL to get the INSIDE SCOOP. Book this condo to gain access to custom-made handouts to help you plan a memorable vacation! You'll love the KILLER VIEW of the Caribbean Sea about 200 feet away. This condo includes toys and games, and plenty of beach toys, noodles, and extra chairs for beach hopping! I'm frequently booked, so check out my other condos in Cowpet Bay West. airbnb.com/h/stthomasparadise10 airbnb.com/h/stthomasparadise26 airbnb.com/h/stthomasparadise42

Guest favorite
A crystal-clear pool reflects the bright sky, surrounded by lush greenery and vibrant pink flowers. Two lounge chairs are positioned beside the pool. In the background, stunning views of Coral Bay and the British Virgin Islands are visible, showcasing the blue waters and distant islands.
Villa in St John
4.87 out of 5 average rating, 71 reviews

Coconut Breeze, Mesmerizing Views, Gen., Full A/C

3 BR, 3.5 Bath villa (2 BR/2.5 BA Main House plus optional 1 BR/1 BA cottage) located a short drive to Coral Bay with its lively restaurants, bars and grocery stores. Spectacular views over Coral Bay and the British Virgin Islands. Full A/C. All bedrooms are private with their own bath: one upper BR with King bed, double sink bath and large shower; lower queen BR on the pool deck level with private bath and fun outdoor shower; optional 3rd Queen BR in separate guest cottage with extra fee.

Top guest favorite
Home in Cruz Bay
5 out of 5 average rating, 11 reviews

Peaceful Island Getaway w/ Pool & Tropical Charm

Sol-Azul Tropical Island Escape~ This peaceful and stylish retreat is full of Caribbean charm and made for relaxation. *A sparkling pool surrounded by lush tropical landscaping *Spacious covered porch for morning coffee or entertaining *Bright, airy interiors w/ island-inspired decor *Just minutes from town, restaurants, and gorgeous beaches Whether you're here to unwind by the pool, explore island flavors, or soak up the sun on sandy shores, this home is the perfect base for your vacation!

Top 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, 142 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
Condo in East End
4.94 out of 5 average rating, 107 reviews

Two Bedroom Beachfront Condo at Sapphire Beach

Our unit comfortably sleeps 4 guests in two fully furnished bedrooms, two full bathrooms, a full-sized kitchen, a large living area and two balconies with waterfront views. All modern conveniences are available. Housekeeping services with fresh towels and linens are provided during your stay (every 5 days) and beach towels are provided for daily use and exchanged as often as needed. We also offer on site a full service restaurant, casual restaurant, bar, coffee shop and boutique.

Top guest favorite
Two glasses of rose wine are positioned on a granite bar, accompanied by vibrant pink bougainvillea flowers. The background features a scenic view of Cruz Bay, showcasing boats anchored in clear turquoise waters and lush green hills under a partly cloudy sky.
Condo in Cruz Bay
4.96 out of 5 average rating, 55 reviews

New! Island Therapy Studio - amazing views-St John

Island Therapy Contemporary Studio -sleeps 4 (king bed +queen sleeper sofa) in St. John. Excellent condition with modern furniture, AC, and tile floors. Expansive views of Cruz Bay, flat screen cable TV, internet, fully equipped kitchenette (coffee maker, microwave, small fridge, toaster, blender, single electric burner), washer/dryer. Enjoy island sunsets from the balcony deck with granite bar and chairs overlooking the islands. We fell in love with St John and know you will too.

Top guest favorite
Condo in Cruz Bay
4.94 out of 5 average rating, 131 reviews

Rockroom One Bedroom Condo at The Hills Saint John

"The Rockroom" is a one bedroom apartment located within The Hills Saint John. This large space with amazing views of Cruz Bay and St Thomas features a large bedroom with King bed, two full baths, a large living area and a full kitchen. There is also a large private patio with a gas grill and patio furniture. Guests staying at Rockroom will also have access to The Clubhouse Bar (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

Top guest favorite
The spacious living area features two light-toned sofas arranged around a glass coffee table, with a cozy bean bag on the floor. Natural light enters through two well-sized windows, creating an airy ambiance complemented by a modern floor lamp and a potted plant.
Apartment in Charlotte Amalie
5 out of 5 average rating, 131 reviews

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.

Top guest favorite
A bright living area features large windows that frame scenic mountain views. A light-colored sofa and two armchairs surround a wooden coffee table, complemented by a natural stone accent wall. Decorative plants add a touch of greenery, while a television is mounted on the wall.
Apartment in Cruz Bay
5 out of 5 average rating, 109 reviews

Esperance~Pool~New~National Park

Spacious 2BR, 2BA luxury apartment in Fish Bay Skytop with full kitchen and washer/dryer. Both bedrooms feature Loom & Leaf memory foam mattresses. King bedroom with en-suite bath, second bedroom with queen bed and bathroom across the hallway. Smart TV with Netflix and streaming apps (no cable). 10 min drive to Cruz Bay dining, shopping, groceries, 25 min to North Shore beaches. 4 ft shared pool and BBQ with two other apartments.

Guest favorite
Home in Cruz Bay
5 out of 5 average rating, 7 reviews

The Penthouse suite is a Modern Luxury, sleeps 2

Enjoy a stylish experience at this centrally-located penthouse. Walking distance into town and white sand beaches from this building, elevated above seaside activity for a peaceful and extended views of turquoise Caribbean sea and watching boat activities from your inside space. Private entry and balcony, luxury modern open plan. A $500 security deposit for incidental is required.

Guest favorite
An infinity pool stretches towards the horizon, overlooking lush green hills and distant islands. Lounge chairs are arranged along the poolside, complemented by a turquoise float. The covered terrace provides a shaded seating area, with panoramic views under a sky painted with soft clouds.
Apartment in Cruz Bay
4.91 out of 5 average rating, 47 reviews

NEW Spacious 3 bed villa w/t Pool & Ocean View

Bring the entire family to this quite neighborhood, a great place with lots of room for sun and fun with a large private pool and a gorgeous view of St. John Harbor. Lounge chairs and beach towels included. 4x4 4Door Wrangler & Ford Branco are available to rent exclusive to guests! Please note the house is located on a steep incline which means a 4x4 vehicle is highly recommended

Popular amenities for Cruz Bay rentals with a pool

When is the best time to visit Cruz Bay?

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Avg. priceﺩ.ﺇ2,898ﺩ.ﺇ2,824ﺩ.ﺇ2,798ﺩ.ﺇ2,552ﺩ.ﺇ2,145ﺩ.ﺇ2,112ﺩ.ﺇ2,259ﺩ.ﺇ2,295ﺩ.ﺇ2,123ﺩ.ﺇ2,079ﺩ.ﺇ2,218ﺩ.ﺇ2,776
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Quick stats about vacation rentals with a pool in Cruz Bay

  • Total vacation rentals

    Explore 490 vacation rentals in Cruz Bay

  • Nightly prices starting at

    Cruz Bay vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

  • Verified guest reviews

    Over 5,490 verified reviews to help you choose

  • Family-friendly vacation rentals

    360 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wi-Fi availability

    480 of Cruz Bay vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Cruz Bay rentals

  • 4.9 Average rating

    Cruz Bay stays are highly rated by guests—averaging 4.9 out of 5!