
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.

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!

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.

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.

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.

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.

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.

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.

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!

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

Tranquil Desires, Villa

St John Brand new 2 bedroom stunner

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

Luxury Villa with Pool, Privacy, Sunsets

Caribbean Cottage Near the Sea

Kerensa Villa
Condo rentals with a pool

Stunning Ocean View w/Balcony~Shades of Sapphire~

Sapphire Outlook Villa: Oceanfront Sapphire Beach

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

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

Elysium Villa | Secluded Ocean Views, Private Pool

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

Villa Hermosa - Beautiful with Pool & Ocean Views

The Tile House

Water Cliff Villa

Welcome to Toti Bella!

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$162,307 GYD | G$175,902 GYD | G$175,902 GYD | G$145,365 GYD | G$122,149 GYD | G$120,266 GYD | G$128,632 GYD | G$130,724 GYD | G$120,894 GYD | G$118,384 GYD | G$126,332 GYD | G$158,124 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 |
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- Rentals with pools St. John
- Rentals with pools U.S. Virgin Islands
- 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
- Cane Bay
- Coral World Ocean Park
- Paradise Point Tranway
- Cruz Bay
- Brewers Bay Beach
- Lindquist Beach
- Point Udall
- Sandy Point Beach
- Coki Point Beach





