
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.

Elysium Villa | Secluded Ocean Views, Private Pool
A beautiful example of Caribbean architecture, Elysium Villa is a private island retreat located on the south shore in the quiet community of Fish Bay. The villa offers sweeping ocean views, swaying palms, gentle trade winds, and clear night skies, creating a peaceful and immersive island setting. Just a short drive from Cruz Bay and the pristine beaches of the National Park, Elysium is ideally suited for honeymooners, couples, or small families seeking a more relaxed and private escape. Enjo

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.

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.

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.

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.

Sunrise Sapphire Beach 2-Corner Unit + Generators
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

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.

Searenity Villa in Cruz bay
Searenity Villa offers a private pool, outdoor sun deck, covered patio with BBQ grill, lush landscape, amazing view of mountain , surrounding cays and Caribbean blue water. The two bedroom suites come with mini split AC , smart TV for streaming for each bedroom, separate sitting area with queen sleeper sofas for additional guests or office if you have to work remotely. AN ENTIRE HOUSE GENERATOR BACK UP FOR POWER OUTAGES for your comfort without an 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.
Popular amenities for Cruz Bay rentals with a pool
House rentals with a pool

Pool - Ocean View - Large Deck & Pergola - Private

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

The yellow flamingo

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

Panoramic Ocean views and off Grid

Caribbean Cottage Near the Sea

Ylang Ylang - Luxury 2 Suite Villa in Cruz Bay...

Kerensa Villa
Condo rentals with a pool

Stunning Ocean View w/Balcony~Shades of Sapphire~

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

Book Now! Caribbean Sunshine! Amazing Views!

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

Indigo @Serendip Vacation Condos

Ginger Thomas Villa in Cruz Bay

Bordo Mare: Oceanfront, Heated Salt Pool, 100% A/C

Gorgeous ocean view penthouse! Walk to Cruz Bay!

The Tile House

Water Cliff Villa

Oceanfront - Perfect couple only romantic getaway

BRAND NEW In-Town w/View, King Bed Carriage House
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$162,378 GYD | G$175,979 GYD | G$175,979 GYD | G$145,428 GYD | G$122,202 GYD | G$120,319 GYD | G$128,688 GYD | G$130,781 GYD | G$120,946 GYD | G$118,435 GYD | G$126,387 GYD | G$158,193 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 |
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$20,925 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!
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- Flamenco Beach
- Magens Bay Beach
- Honeymoon Beach
- Coki Beach
- Cane Garden Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Peter Bay Beach
- Sun Bay Beach
- Maho Bay Beach
- Josiah's Bay
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