
Holiday rentals with a pool in Cruz Bay
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Cruz Bay

Total holiday rentals
Explore 520 holiday rentals in Cruz Bay

Nightly prices starting at
Cruz Bay holiday rentals start at $139 AUD per night before taxes and fees

Verified guest reviews
Over 6,560 verified reviews to help you choose

Family-friendly holiday rentals
360 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wi-Fi availability
510 of Cruz Bay holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
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Mar de Amores - October special!
At this villa we offer the best cleaning and sanitization practices . Long term rentals are also welcome. This is a three bedrooms villa which offers the most magnificent 180 degree views of four bays: Rendezvous , Hart , Chocolate Hole and Great Cruz Bay, St Croix and Pillsbury Sound to the west, in St John. All bedrooms are under the same roof; the balcony and the pool are facing the sea. 3 bedrooms - 2 bathrooms, amazing garden and ample space for parking. Ample wifi and very private pool.
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Sail Away II-WOW Beachfront to Paradise Remodeled
Full property generator. 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. 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.
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Latitude Adjustment at Grande Bay Resort, St John
A waterfront, spacious luxury 1 BR/1 BA condo, sleeps 4, with full kitchen. Sip rum punches and watch island sunsets from the high granite bar on the full-length deck, all overlooking the azure waters of Cruz Bay and the marina. New listing in excellent condition with modern artwork and high-quality furniture, A/C, ceiling fans and tile floors. Spacious living/dining area with expansive waterfront views. Includes: beach chairs, cooler, etc. and 1 reserved covered parking space.
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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.
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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.
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Wild Ginger at Casa Tre Fiori
Wild Ginger at Casa Tre Fiori is located in beautiful, peaceful Fish Bay on St John. Sit and relax over the garden on the large covered deck while listening to the birds and watching the deer. The property enjoys an acre filled with fruit trees and gardens. Enjoy the shared pool and hot tub after a fantastic day of snorkeling and exploring St John’s world famous beaches. Wild Ginger is on the the main level of Casa Tre Fiori. Located approximately 4 miles from Cruz Bay.
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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.
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Caribbean Cottage Near the Sea
Paradise! The cottage is located on Hart Bay, and has an amazing view of the Carribean Sea. You can fall asleep to the sound of waves. You will stay in the upstairs one bedroom apartment with your own private entrance. The owner’s live in the lower level. Private pooI area. It’s an older cottage with an outdoor shower. There are 67 uneven steps down to cottage from parking area. There are steps that lead to a trail and rocky beach. Property has a generator.
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Seascape Villa with private pool in Cruz bay
Seascape Villa is spacious magnificent four bedroom suites on one floor. It’s located on a private cul-de-sac of Estate Pastory near Caneel Hill Trail with spectacular views of Caribbean water, mountains and surrounding cays. The location is close to the town of Cruz bay but yet peaceful and private. The property is gated for an extra layer of privacy and lush landscaped with a private pool and an outdoor kitchen. AN ENTIRE HOUSE BACK UP GENERATOR FOR POWER OUTAGE.
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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.
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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!
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Popular amenities for Cruz Bay rentals with a pool
House rentals with a pool

Stone Cottage with a pool and gorgeous view
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Entire villa with beautiful views! Amazing
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Villa Beso Del Sol - Three Bedroom Cozy Oasis
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2 Bed ⭐️ STAR VILLA HOME ⭐️ 5 Min walk to CRUZ BAY
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Panoramic Ocean views and off Grid
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Oceanfront Villa W/ Pool & Stunning Bay Views!
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Seascape Villa w/ Private Pool & Spectacular Views
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Welcome to Toti Bella!
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Condo rentals with a pool

Seaside Escape at Sapphire Beach Resort
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Wrap Around Balcony w/Amazing Views! Remodeled!
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Sunrise Sapphire Beach 6-Ground Level + Generators
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"H2Oh What a Beach!" condo: Walk-out Beach Access!
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Beachfront • King • W/D • By RH • Pool • Marina
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HarborView @ Sapphire Beach *NEW Condo Listing*
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Wrap Around Balcony~Views~Pack your Bathing Suit!
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Sea-N-Dipity 1 by the Sea @ Sapphire Resort
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Other holiday rentals with a pool

Charming 2 Bed 2 Bath Villa with Infinity Pool
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Villa Mango-views, pool, 2 King BR, Back up power
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Gecko @Serendip Vacation Condos
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The Pink Flamingo
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BEAUTIFUL GRANDE BAY STUDIO CONDO W/ GREAT VIEWS
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Sopra Mare: Oceanfront, Heated Salt Pool, 100% A/C
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Tropical Breeze: Comfortable Downtown Vacationing
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Ginger Thomas Villa in Cruz Bay
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When is the best time to visit Cruz Bay?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,078 AUD | $1,168 AUD | $1,168 AUD | $1,030 AUD | $958 AUD | $933 AUD | $854 AUD | $868 AUD | $803 AUD | $786 AUD | $839 AUD | $1,050 AUD |
| 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
- Rentals with a hot tub Cruz Bay
- Villa rentals Cruz Bay
- Pet-friendly rentals Cruz Bay
- Hotel rooms Cruz Bay
- Cottage rentals Cruz Bay
- Rentals with beach access Cruz Bay
- Condo rentals Cruz Bay
- Waterfront rentals Cruz Bay
- Resort rentals Cruz Bay
- Luxury rentals Cruz Bay
- Beachfront rentals Cruz Bay
- 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
- Cane Garden Beach
- Secret Harbor Beach
- Honeymoon Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Peter Bay Beach
- Josiah's Bay
- Coral World Ocean Park
- Maho Bay Beach
- Cane Bay
- Paradise Point Tranway
- Brewers Bay Beach
- Cruz Bay
- Lindquist Beach
- Sandy Point Beach
- Point Udall
- Culebrita Beach
- Coki Point Beach





