
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.

Villa De Vida
This stunning Chocolate Hole property combines luxury, privacy, nature, ocean views and outdoor living seamlessly. Floating in the pool listening to the ocean below it's easy to see why a budding young country star loved coming to Villa De Vida, his first home, to get some inspiration for some of his many number one hits. Each of the three bedroom suites is situated in its own private building, connected to the great room via covered walkways and picturesque arched entrance ways. Set up to to maximize privacy, each bedroom suite has their own deck and full bathroom, including an outdoor shower. A spacious kitchen and living room area opens to an expansive wood deck with a large mahogany table that is perfect for group dinners. In the mornings you can take a nature walk through the property while enjoying a cup of coffee and take in all of the natural beauty that you're surrounded in. You can spend all day enjoying the pool and relaxing on the daybeds, watching sunset and then taking in the twinkling lights of St. Thomas across the ocean. Video Tour Here

The yellow flamingo
Our Caribbean vacation property in St. John is the perfect destination for your next tropical getaway. There are stunning views of the Caribbean Sea, St. Thomas, Great St. James, and Little St. James make for a truly unforgettable experience. This is 1 of 3 units and sits below another unit. The lower house unit is a 1 bedroom and also has a sleeper sofa. You can unwind and soak up the sun on our pool deck that features a breathtaking saltwater pool and plenty of seating for family and friends.

Maria Bluff Cottage Villa- Ocean Views, Generator,
This newer two-story cottage features ocean views, a private pool, and an exquisite kitchen. Ideal for a couple, small group, or family, it offers easy access from its private driveway. The cottage includes a full kitchen, living room, laundry area, coral stone deck, outdoor dining, plunge pool, and two bedrooms with en-suite bathrooms. Multiple zones of air conditioning ensure comfort for everyone in the group. This Villa has a generator that will automatically kick on if the power goes out so

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

BEST REVIEWS on the East End - HANDS DOWN!
ALWAYS BOOK with an ON-SITE LOCAL to get the INSIDE SCOOP. Book this condo to gain access to custom-made handouts to help you plan a memorable vacation! You'll love the KILLER VIEW of the Caribbean Sea about 200 feet away. This condo includes toys and games, and plenty of beach toys, noodles, and extra chairs for beach hopping! I'm frequently booked, so check out my other condos in Cowpet Bay West. airbnb.com/h/stthomasparadise10 airbnb.com/h/stthomasparadise26 airbnb.com/h/stthomasparadise42

Sail Away II-WOW Beachfront to Paradise Remodeled
Sail Away II at Sapphire Beach Resort and Marina is located on the beachfront just steps away from the sparkling Sapphire Beach. The patio leads you to a dazzling infinity pool and the option of 2 immaculate beaches. Golden sand, pristine Caribbean water and amenities galore await you. No need to leave the tranquility of your room thanks to the many home furnishings within your vacation paradise. Beach level, beachfront & lush surroundings is yours to escape the hub of city life. KING SIZE BED!

Orchid at Casa Tre Fiori (Three Flowers House)
Casa Tre Fiori's Orchid is a large, private and peaceful one bedroom apartment with a large deck overlooking the labyrinth garden. There is a fully equipped kitchen and air-conditioned bedroom. Enjoy the sounds of nature from the deck. Walk to some of the National Park hiking trails. Easy 4 miles to town and short drive to North Shore beaches. Fish Bay is adjacent to the National Park on the south shore of the St John. The shared pool and hot tub are located nearby along the Zen Garden path.

Sunset Villa Studio Condo at The Hills Saint John
You have to see Sunset Villa for yourself! Sunset Villa is a stunning one bedroom studio with kitchenette, in a gated community, offering resort like amenities with amazing views! You will have access to The Clubhouse bar and restaurant (open seasonally), the game room including a pool and ping pong table and big screen television, sunset terrace, and community pool. Sunset villa has a private entrance, king size bed, and large windows so you can take in the view. You will not be disappointed!

Peaceful Island Getaway w/ Pool & Tropical Charm
Sol-Azul Tropical Island Escape~ This peaceful and stylish retreat is full of Caribbean charm and made for relaxation. *A sparkling pool surrounded by lush tropical landscaping *Spacious covered porch for morning coffee or entertaining *Bright, airy interiors w/ island-inspired decor *Just minutes from town, restaurants, and gorgeous beaches Whether you're here to unwind by the pool, explore island flavors, or soak up the sun on sandy shores, this home is the perfect base for your vacation!

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.

Esperance~Pool~New~National Park
Spacious freshly built 2 Bedroom, 2 bathroom luxury apartment with fully equipped Kitchen and washer/dryer. Both Rooms have a memory foam mattress from Loom and Leaf. One king bedroom with en-suite bathroom, the second bedroom has a queen bed with a bathroom right across the room. Conveniently located 10min drive from Cruzbay's world class dining, shopping, grocery markets, and entrance to the North Shore Beaches. 4ft deep, shared new Pool with 2 other Apartments. shared BBQ by the Pool.

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.
Popular amenities for Cruz Bay rentals with a pool
House rentals with a pool

Down Yonder Pool Villa / Full Solar & Battery

The Penthouse suite is a Modern Luxury, sleeps 2

St John Brand new 2 bedroom stunner

Tranquil Desires, Villa

Mar de Amores - Summer deals!

Texas Embassy

Palladio's View - Private Villa With Pool & AC!

Kerensa Villa
Condo rentals with a pool

Charming Beach Condo w/ Balcony- 2 Pools and Beach

Sapphire Outlook Villa: Oceanfront Sapphire Beach

Seas The View-Updated & Oceanview @ Sapphire Beach

Cold? Book Now! Caribbean Sunshine! Amazing Views!

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

OceanView! Condo near Magen’s Bay - Pool/Generator

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

Wrap Around Balcony~Views~Pack your Bathing Suit!
Other vacation rentals with a pool

El Nido, a beautiful place to stay in paradise!

Villa Hermosa - Beautiful with Pool & Ocean Views

Mango Breeze the perfect condo! NEW POOL!

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

Serene Suite with Pool and Garden Views

A House of Open Arms Villa with Pool and AC

B7 - Point Pleasant Resort

Tropical Breeze: Comfortable Downtown Vacationing
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 5,490 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
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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- Rentals with pools U.S. Virgin Islands
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Virgin Islands National Park
- Josiah's Bay
- Sugar Beach
- Maho Bay Beach
- Coral World Ocean Park
- Sun Bay Beach
- The Baths
- Lindquist Beach
- Cane Bay
- Paradise Point Tranway
- Point Udall
- Brewers Bay Beach
- Chocolate Hole




