
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 G$20,933 GYD 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.

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

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

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.

Arc du Soleil | Sunset Views | Pool | Generator
Arc du Soleil was designed for guests to fully experience outdoor living on St. John, capturing the true essence of the Caribbean lifestyle. The villa embraces its natural surroundings, allowing the tropical environment to take center stage throughout your stay. With its open-air design, the lines between indoor and outdoor living fade, creating a seamless and immersive island experience. This is a place to slow down, unwind, and reconnect with nature in a way that is uniquely St. John.

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.

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.

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.

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.

Villa Hermosa - Beautiful with Pool & Ocean Views
Villa Hermosa is a luxury masonry constructed home located on the hillside overlooking Fish Bay on St. John, USVI. The villa has 3 bedrooms and 3.5 bathrooms. Villa Hermosa provides spacious living areas with beautiful finishes, stonework and craftsmanship. Villa Hermosa is fully equipped for your family and friend vacation on St. John. The villa provides all your basic amenities and supplies to ensure you are prepared for an enjoyable and comfortable stay.

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.

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.

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
House rentals with a pool

Pool - Ocean View - Large Deck & Pergola - Private

The yellow flamingo

3BR/3 BA LUX Pool Villa*Cruz Bay*Auto Generator

Villa De Vida

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

Panoramic Ocean views and off Grid

Caribbean Cottage Near the Sea

Wild Ginger at Casa Tre Fiori
Condo rentals with a pool

Stunning Ocean View w/Balcony~Shades of Sapphire~

"H2Oh What a Beach!" condo: Walk-out Beach Access!

Wrap Around Balcony w/Amazing Views! Remodeled!

Ocean View Condo near Magen’s Bay - Pool/Generator

Sail Away II-WOW Beachfront to Paradise Remodeled

Killer View; Book w/a Local for the Inside Scoop!

Wrap Around Balcony~Views~Pack your Bathing Suit!

Oceanfront Bliss & Perfect Sunsets + Backup Power
Other vacation rentals with a pool

Ginger Thomas Villa in Cruz Bay

Charming Battery Hill Condo with Beautiful Views!

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

The Tile House

Gorgeous ocean view penthouse! Walk to Cruz Bay!

Welcome to Toti Bella!

5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach

Sopra Mare: Oceanfront, Heated Salt Pool, 100% A/C
When is the best time to visit Cruz Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$162,440 GYD | G$176,047 GYD | G$176,047 GYD | G$145,485 GYD | G$122,249 GYD | G$120,365 GYD | G$128,738 GYD | G$130,831 GYD | G$120,993 GYD | G$118,481 GYD | G$126,436 GYD | G$158,254 GYD |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Destinations to explore
- Apartment rentals Cruz Bay
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- Hotel rooms Cruz Bay
- Rentals with beach access Cruz Bay
- Condo rentals Cruz Bay
- Fitness-friendly rentals Cruz Bay
- Rentals with a fire pit Cruz Bay
- Waterfront rentals Cruz Bay
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- Rentals with a patio Cruz Bay
- Rentals with outdoor seating Cruz Bay
- Rentals with a washer and dryer Cruz Bay
- Luxury rentals Cruz Bay
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- House rentals Cruz Bay
- Family-friendly rentals Cruz Bay
- Rentals with a kayak Cruz Bay
- Rentals with pools St. John
- Rentals with pools U.S. Virgin Islands
- Flamenco Beach
- Magens Bay Beach
- Coki Beach
- Honeymoon Beach
- Cane Garden Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Peter Bay Beach
- Maho Bay Beach
- Josiah's Bay
- Coral World Ocean Park
- Cane Bay
- Paradise Point Tranway
- Lindquist Beach
- Brewers Bay Beach
- Cruz Bay
- Sandy Point Beach
- Culebrita Beach
- Coki Point Beach
- Point Udall





