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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 490 vacation rentals in Cruz Bay

  • Nightly prices starting at

    Cruz Bay vacation rentals start at G$20,916 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,070 verified reviews to help you choose

  • Family-friendly vacation rentals

    350 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!

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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Top guest favorite
Condo in VI
4.93 out of 5 average rating, 110 reviews

Book Now! Caribbean Sunshine! Amazing Views!

Book Now! Down Island Dream is a 1BR/1BA luxury villa @Point Pleasant Villas on the East End of St Thomas. 2 Restaurants, 3 pools, nature trail & a small intimate beach to enjoy. Your vacation home/5 minutes to Red Hook w/shops, bars, restaurants & the ferry to St John where you can explore, hike & enjoy our National Park Beaches! 3 mins to Lindquist & Coki beaches. Amazing views & refreshing breezes await you at Down Island Dream! Try our home away from home for the week & fall in love!

Guest favorite
Condo in Cruz Bay
4.81 out of 5 average rating, 119 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

Guest favorite
An open and airy kitchen features white cabinetry complemented by colorful accents. A large island with bar stools invites gathering. Natural light floods the space through a window, illuminating shelves filled with tableware. A coastal chandelier hangs gracefully from the vaulted ceiling.
Villa in Coral Bay
4.89 out of 5 average rating, 103 reviews

Periwinkle Cottage in Coral Bay w/Pool, and Views🏝

Periwinkle Cottage of Coral Bay is a perfect rendition of a traditional West Indian cottage with modern amenities. 🌴 Ceiling fans, large screened in porch and open air porch areas. Located at the end of a private road, Periwinkle has a Million Dollar view of Coral Bay! Located only minutes from grocery stores, shopping & dining in Coral Bay. This cottage offers privacy & sits on over a half acre lot! You are right near the Virgin Islands National Park and some of the best beaches in the world

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, 153 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
Apartment in Cruz Bay
4.99 out of 5 average rating, 189 reviews

Sieben Apartment * Pool* next to Hiking trails

Sieben is a spacious 2 bedroom, 2 bathroom apartment with fully equipped kitchen and washer/dryer. Both bedrooms feature memory foam mattresses. Primary bedroom has a king bed with private en-suite bathroom. Second bedroom can be set up as two twin beds or one king. Smart TV with Netflix and streaming apps (no cable). 10 min drive to Cruz Bay, restaurants, and grocery stores. 25 min drive to North Shore Beaches. 4 ft shared pool with two other apartments and shared BBQ by the pool.

Guest favorite
Villa in Coral Bay
5 out of 5 average rating, 32 reviews

Perfect Pool Villa close to Maho Bay & VI NAT PARK

"All About the View" is a stunning 2 Bedroom 2.5 Bath St John vacation rental with huge views over the BVI and beyond. Easy access, just 5 minutes to Maho Bay with a Pool, private baths, WIFI and all of the amenities. This mountain top gem is the perfect 2 bedroom rental. Big views of Coral Bay, Hurricane Hole, The East End and beyond to all of the British Virgin Islands. Modern and tasteful, spotlessly clean and bright with azure ocean views spilling into every room.

Top guest favorite
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
4.97 out of 5 average rating, 152 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.

Top guest favorite
Condo in Cruz Bay
4.92 out of 5 average rating, 142 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.

Guest favorite
Villa in Cruz Bay
4.95 out of 5 average rating, 19 reviews

Mandavilla| Pool/Cruz Bay Views/Starlink&Generator

Escape to Mandavilla, a charming villa located on a hillside overlooking picturesque Cruz Bay. Designed for the perfect indoor/outdoor living experience, our villa invites you to be captivated by the breathtaking views. Immerse yourself in the island's charm as you enjoy the refreshing breezes throughout the villa. Enjoy stunning sunrises/sunsets right from your private terrace! Mandavilla is designed to provide comfort & connect you to the natural surrounding beauty.

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.

Guest favorite
A panoramic view of the ocean displays various boats anchored in the crystal-clear blue water. Overlapping shades of turquoise enhance the serene landscape, with distant hills creating a natural frame against the clear sky. An area of red-roofed buildings is visible in the foreground.
Villa in Cruz Bay
4.93 out of 5 average rating, 30 reviews

Gorgeous ocean view penthouse! Walk to Cruz Bay!

Welcome to Palm Breeze Villa! This penthouse sits at the top of Battery Hill providing 360 degree views of the ocean and lush green hillsides. The covered deck provides much needed shade and beautiful ocean views of Cruz Bay. You can marvel at the multiple shades of the crystal clear blue water as you enjoy a morning cup of coffee or cocktail at sunset. You will be right in town so can easily walk to all your favorite restaurants and shops!

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, 17 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$162,307 GYDG$175,902 GYDG$175,902 GYDG$145,365 GYDG$122,149 GYDG$120,266 GYDG$128,632 GYDG$130,724 GYDG$120,894 GYDG$118,384 GYDG$126,332 GYDG$158,124 GYD
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