
Holiday 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.

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

"H2Oh What a Beach!" condo: Walk-out Beach Access!
"H2Oh What a Beach!" condo Building A of Sapphire Beach Resort & Marina: ground floor unit with direct access to one of the most beautiful beaches in the Caribbean. Steps away from Sea Salt fine dining restaurant, Sapphire Beach Bar, Paradise Pie pizza, and Beach Buzz coffee shop. A mile from Red Hook featuring many restaurants & island ferries. Great beach, swimming, snorkeling, parasailing, and relaxing right outside your door. Be among the many visitors who LOVE this totally renovated condo.

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.

Jasmine at Casa Tre Fiori
Jasmine at Casa Tre Fiori is located in the peaceful neighborhood of Fish Bay on beautiful St John. An adorable cozy private one bedroom apartment with a kitchenette, which includes a refrigerator, microwave, two burner stove. Wifi. Dish TV. AC in Bedroom with King bed. Living area AC. Private patio. Shared pool. This is a no smoking property. Adjacent rentals can be added for larger groups. See Orchid at Casa Tre Fiori, Wild Ginger at Casa Tre Fiori and Cactus Flower Cottage.

Skytop Studio~Next to Hiking Trail~New Pool
Modern 1 bedroom apartment In Fish Bay Skytop with Hillside View of the National Park, fully equipped kitchen, Saatva Loom & Leaf memory foam mattress. The property is right next to the National Park Great Sieben Trail, which connects to several major hiking trails. Cruz Bay, Grocery Stores and restaurants are 12min drive away. Klein Bay a beautiful Private rocky beach great for snorkeling is 4 min drive away. Shared brand new Pool with two other apartments. Shared BBQ by the Pool.

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 Bistro (open seasonally and located on the property) as well as a 24 hour fitness center and community 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.

Windchime-Gorgeous View, Pool, Generator-Sleeps 10
The name says it all. Windchime Villa is perched high on the mountains of St. John, with panoramic views to the east. Newly renovated, Windchime Villa offers a unique blend of privacy and seclusion and is just 7 minutes to the shops, restaurants, and town of Cruz Bay. The home features extensive outdoor areas, a large refreshing pool, and a versatile bedroom configuration that would work for multiple couples or families. Forget your worries in this spacious and serene villa.

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.

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.

Villa La Realeza - Award Winning Design - VIEWS!
Welcome to Villa La Realeza by Virgin Islands Vacation. This Villa is the perfect island vacation rental in St Thomas, and is located inside the guard gated Point Pleasant Resort. The Villa offers the perfect blend of relaxation & adventure. Relax by the pools or simply enjoy amazing views from the private wrap around patio with views of St John & Tortola islands. NO PETS allowed, $250 fee if violated.

NEW Spacious 3 bed villa w/t Pool & Ocean View
Bring the entire family to this quite neighborhood, a great place with lots of room for sun and fun with a large private pool and a gorgeous view of St. John Harbor. Lounge chairs and beach towels included. 4x4 4Door Wrangler & Ford Branco are available to rent exclusive to guests! Please note the house is located on a steep incline which means a 4x4 vehicle is highly recommended
Popular amenities for Cruz Bay rentals with a pool
House rentals with a pool

LUX 2 King BR Villa w/Generator & Pool Cruz Bay

The Caribbean Farmhouse/Ocean Views, Solar Power

Tranquil Desires, Villa

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

Mar de Amores - Winter deals!

Luxury Villa with Pool, Privacy, Sunsets

Spectacular Views - 3-5 bedrooms Cruz Bay, St John

Satori Villa
Condo rentals with a pool

Charming Beach Condo w/ Balcony- 2 Pools and Beach

Seas The View-Updated & Oceanview @ Sapphire Beach

VIEWS! Condo by Magen's Beach w/ POOL & generator!

Sail Away II-WOW Beachfront to Paradise Remodeled

Wrap Around Balcony~Views~Pack your Bathing Suit!

Salt Life at Sapphire Beach

Beachfront • King • W/D • By RH • Pool • Marina

Seaside Escape at Sapphire Beach Resort
Other holiday rentals with a pool

Elysium Villa-Natural Surroundings, Ocean Views, P

Milk Moon Cottage

Villa Hermosa - Beautiful with Pool & Ocean Views

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

Condo with Northside Views & Back-Up Generator

The Tile House

4 bed/4 bath. Pool/Beautiful Ocean views. Cruz Bay

Private Pool 1 bedroom Ocean view
When is the best time to visit Cruz Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,179 AUD | $1,149 AUD | $1,138 AUD | $1,038 AUD | $873 AUD | $859 AUD | $919 AUD | $934 AUD | $864 AUD | $822 AUD | $882 AUD | $1,082 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 |
Quick stats about holiday rentals with a pool in Cruz Bay

Total holiday rentals
Explore 480 holiday rentals in Cruz Bay

Nightly prices starting at
Cruz Bay holiday rentals start at $30 AUD per night before taxes and fees

Verified guest reviews
Over 5,280 verified reviews to help you choose

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

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wi-Fi availability
470 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!
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- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Cane Garden Beach
- Coki Beach
- Oppenheimer Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Secret Harbor Beach
- Gibney Beach
- Caneel Bay Beach
- Pelican Cove Beach
- Josiah's Bay
- Maho Bay Beach
- Virgin Islands National Park
- Trunk Beach
- Pineapple Beach
- Buccaneer Beach
- Sandy Point Beach
- Hull Bay Beach
- Mandahl Bay Beach
- Salt Pond Beach




