
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.

Killer View; Book w/a Local for the Inside Scoop!
Check out my reviews - Top Tier Service from the Local St. Thomian! Sherri has lived in St. Thomas for 20+ years! JUST 200 FEET to the BEACH, Kid Friendly, Gated Community w/ Parking. On the BEACH: 2 Restaurants, lounge chairs, pool, & hot tub, 2 bars, & beach toys to rent. Within MILES: Ferry to nearby islands, Restaurants, Charter Boats, Grocery stores, Banks, Boutiques, Jewelry, Postal service, Pharmacy, Medical care, & more. ASK for Sherri's Custom Handouts including her BEACH GUIDE

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.

The Pink Flamingo
Welcome to the Pink Flamingo at Flamingo Gardens. 2020 Jeep Wrangler included with booking! The accommodations and views of the Caribbean Sea, St. Thomas, Great St. James and Little St. James make for an unforgettable experience This gated upper house 2 bedroom 1 bath loft house in Gifft Hill, Cruz Bay Quarter, St John has ocean views, a large balcony and a saltwater pool shared among the 3 units on the property. This spacious loft house can comfortably accommodate families up to 6.

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.

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.

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.

Charming 2 Bed 2 Bath Villa with Infinity Pool
Welcome to Perelandra Villa, a 2-bedroom, 2-bath haven, featuring its own secluded infinity pool. Set amid vibrant greenery punctuated by vivid, aromatic blooms, this residence promises a serene ambiance for all guests. From the elevated deck to the invigorating pool, indulge in mesmerizing views of azure seas and Cruz Bay. Come dusk, capture the allure of the sunset, painting vivid Caribbean hues across the sky.
Popular amenities for Cruz Bay rentals with a pool
House rentals with a pool

Villa Rosa

La Sirena Secluded Villa w/Pool+NEW Solar backup!

The Penthouse suite is a Modern Luxury, sleeps 2

St John Brand new 2 bedroom stunner

Mar de Amores - August deals!

Windchime-Gorgeous View, Pool, Generator-Sleeps 10

VIewtiful: Virgin Islands Views

Palladio's View - Private Villa With Pool & AC!
Condo rentals with a pool

Charming Beach Condo | Balcony | 2 Pools & Beach

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

Book Now! Caribbean Sunshine! Amazing Views!

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

Sea-N-Dipity 1 by the Sea @ Sapphire Resort

Sail Away II-WOW Beachfront to Paradise Remodeled

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

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

El Nido, a beautiful place to stay in paradise!

Indigo @Serendip Vacation Condos

Ginger Thomas Villa in Cruz Bay

Elysium Villa-Secluded Ocean View with a Pool!

Milk Moon Cottage

SunDancer Villa-St John USVI

Blue View - back up generator-walk to Cruz Bay!

Blue Pearl Villa in St. John USVI | Ocean Views
When is the best time to visit Cruz Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ2,898 | ﺩ.ﺇ2,824 | ﺩ.ﺇ2,798 | ﺩ.ﺇ2,552 | ﺩ.ﺇ2,145 | ﺩ.ﺇ2,112 | ﺩ.ﺇ2,259 | ﺩ.ﺇ2,295 | ﺩ.ﺇ2,123 | ﺩ.ﺇ2,079 | ﺩ.ﺇ2,218 | ﺩ.ﺇ2,776 |
| 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 ﺩ.ﺇ367 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!
Destinations to explore
- Punta Cana Vacation rentals
- San Juan Vacation rentals
- Bayahibe Vacation rentals
- La Romana Vacation rentals
- Carolina Vacation rentals
- Culebra Vacation rentals
- Sainte-Anne Vacation rentals
- Little Saint James Vacation rentals
- Saint Thomas Vacation rentals
- Saint Croix Vacation rentals
- Aguadilla Vacation rentals
- Basse-Terre Island Vacation rentals
- Rentals with outdoor seating Cruz Bay
- Hotel rooms Cruz Bay
- Rentals with a hot tub Cruz Bay
- Rentals with a washer and dryer Cruz Bay
- Rentals with beach access Cruz Bay
- Rentals with a patio Cruz Bay
- House rentals Cruz Bay
- Beachfront rentals Cruz Bay
- Luxury rentals Cruz Bay
- Pet-friendly rentals Cruz Bay
- Cottage rentals Cruz Bay
- Waterfront rentals Cruz Bay
- Rentals with a fire pit Cruz Bay
- Apartment rentals Cruz Bay
- Condo rentals Cruz Bay
- Fitness-friendly rentals Cruz Bay
- Resort rentals Cruz Bay
- Rentals with a kayak Cruz Bay
- Family-friendly rentals Cruz Bay
- Villa rentals Cruz Bay
- Rentals with pools St. John
- Rentals with pools U.S. Virgin Islands
- Flamenco Beach
- Limetree Beach
- Honeymoon Beach
- Magens Bay Beach
- Coki Beach
- Secret Harbor Beach
- Cane Garden Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Virgin Islands National Park
- Peter Bay Beach
- Josiah's Bay
- Sugar Beach
- Maho Bay Beach
- Coral World Ocean Park
- Sun Bay Beach
- The Baths
- Cane Bay
- Lindquist Beach
- Brewers Bay Beach
- Paradise Point Tranway
- Point Udall
- Chocolate Hole
- Cruz Bay





