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Vacation rentals with a pool in Cruz Bay

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Cruz Bay

  • Total vacation rentals

    Explore 520 vacation rentals in Cruz Bay

  • Nightly prices starting at

    Cruz Bay vacation rentals start at ﺩ.ﺇ 367 per night before taxes and fees

  • Verified guest reviews

    Over 6,560 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

    190 properties have a dedicated workspace

  • Wi-Fi availability

    510 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!

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 serene view of turquoise waters stretches to the horizon, with a sailboat gently anchored in the foreground. The surrounding landscape includes green vegetation and a clear blue sky dotted with soft clouds, providing a tranquil backdrop to the scene.
Home in Cruz Bay
4.89 out of 5 average rating, 56 reviews

2 Bed ⭐️ STAR VILLA HOME ⭐️ 5 Min walk to CRUZ BAY

Star Villa is a spacious 1-story retreat offering comfort, privacy, & effortless island living. ⭐️ With 2 air-conditioned bedrooms and 2 baths, the villa features domed ceilings, rattan furnishings, and cool tile floors throughout. Large windows & sliding doors welcome island breezes & beautiful views. A wraparound deck opens to a private freeform pool, while the living area flows into a full kitchen and formal dining space, ideal for families or couples seeking a relaxed, upscale stay. 💕

Guest favorite
Condo in Cruz Bay
4.81 out of 5 average rating, 120 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
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, 156 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.

Top guest favorite
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
5 out of 5 average rating, 117 reviews

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 18 or older.

Top guest favorite
The exterior of a charming home is showcased, framed by vibrant tropical plants. A pathway leads to a red arched door, while the well-maintained façade features a combination of light-colored siding and stone accents. A gentle slope of the driveway is visible in the foreground.
Villa in St. John
4.99 out of 5 average rating, 74 reviews

Just Peachy - Pool Villa + Bronco + WE’RE SOLAR!

Nestled on the mountainside of Gifft Hill, this charming St. John home will give your group peace and comfort away from the crowds. Relax on the wrap-around porch, watch the sunset over Pilsbury Sound, listen to the Coqui frogs, and lounge on the newly updated pool deck. The nightlife of Cruz Bay is less than ten minutes away, and the National Park Beaches are about fifteen minutes. Close enough to all of the tourist action, but you won't have to sacrifice peace and comfort for proximity.

Top guest favorite
Condo in Cruz Bay
4.93 out of 5 average rating, 147 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
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
4.99 out of 5 average rating, 100 reviews

Wild Ginger at Casa Tre Fiori

Wild Ginger at Casa Tre Fiori is located in beautiful, peaceful Fish Bay on St John. Sit and relax over the garden on the large covered deck while listening to the birds and watching the deer. The property enjoys an acre filled with fruit trees and gardens. Enjoy the shared pool and hot tub after a fantastic day of snorkeling and exploring St John’s world famous beaches. Wild Ginger is on the the main level of Casa Tre Fiori. Located approximately 4 miles from Cruz Bay.

Guest favorite
The cottage is set within a vibrant garden, with lush tropical plants and colorful shrubs surrounding the property. Tall palms provide shade, while a covered patio is visible through the greenery. A gated entrance adds a sense of privacy to the peaceful setting.
Cottage in Cruz Bay
4.93 out of 5 average rating, 41 reviews

Seabreeze Cottage with private pool in Cruz bay

The cottage is conveniently located two minutes to the town of Cruz bay and five minutes to National Park. It’s surrounded by lush landscape and gated property. The cottage is fully AC, covered patio, a private pool, outdoor bbq covered patio. AN ENTIRE COTTAGE BACK UP GENERATOR FOR POWER OUTAGES one of a few offer on the island. It will be helpful when the grid goes down of which occurs quite often. You can still have the comfort without any interruption.

Top guest favorite
A charming studio home, surrounded by lush greenery, features a welcoming porch with steps leading to the entrance. Stone pathways are lined with various plants, complemented by seating areas designed for relaxation. The building is highlighted by large windows that invite natural light.
Cottage in Cruz Bay
4.98 out of 5 average rating, 111 reviews

Sol~Azul Cozy Studio Cottage w/ Pool & Ocean View

Fully equipped, spacious studio with full kitchen. Beautiful view of the sea and St Thomas in a peaceful neighborhood near Cruz Bay. Easy to navigate roadways with flat driveway and plenty of parking. Enjoy a nice evening on the pool deck to watch the sunset. Conveniently located 10 min from beaches and shopping. Beach Chairs & Towels provided. Laundry on-site. Shared Grill and Pool area w/ the Main Villa on property. Perfect for a couples getaway.

Top guest favorite
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
4.99 out of 5 average rating, 103 reviews

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.

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, 126 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.

Top guest favorite
An aerial view captures a clear, turquoise pool surrounded by lush greenery and palm trees. Several lounge chairs line the patio area, and a shaded umbrella provides outdoor seating. The tranquil setting invites relaxation and enjoyment in a scenic environment.
Condo in Cruz Bay
5 out of 5 average rating, 18 reviews

Silver Palm at Palm Terrace

CENTRALLY LOCATED IN CRUZ BAY, 50 YARDS FROM FRANK BAY BEACH- LARGE 4 BEDROOM/3 BATH VILLA Silver Palm at Palm Terrace is a magnificent, luxury condo in the heart of Cruz Bay. Silver Palm has great views of the ocean from the balcony and master bedroom. Silver Palm also features a common pool and grilling area. Silver Palm is furnished with two master suites, both with king beds and two additional bedrooms with queen beds.

Popular amenities for Cruz Bay rentals with a pool

When is the best time to visit Cruz Bay?

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Avg. priceﺩ.ﺇ 2,850ﺩ.ﺇ 3,089ﺩ.ﺇ 3,089ﺩ.ﺇ 2,725ﺩ.ﺇ 2,534ﺩ.ﺇ 2,468ﺩ.ﺇ 2,259ﺩ.ﺇ 2,295ﺩ.ﺇ 2,123ﺩ.ﺇ 2,079ﺩ.ﺇ 2,218ﺩ.ﺇ 2,776
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