
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.

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.

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.

EdgeWater Villas/king bed; 10min easy walk to town
New Waterfront Studio Villa, great location to walk into town. Free Parking, Pool, 1 King, 1 Bath, Kitchen, Dining/Living, Open Floor Plan. Brand new listing offers- High Speed Internet, 55" Smart TV, AC, Ceiling fan, Tile Floors, remote led dimmer switches, Dual Shower Heads, Defog Bath Mirror; Spacious Bath Vanity. Centralized to all Cruz Bay has to offer, this location is easy walking to businesses, National park, & beaches. For your beach outing beach towels, chair & cooler.

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.

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.

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

The yellow flamingo

* 3BR/3 BA LUX Pool Villa*Cruz Bay*Amazing Views

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

New 3-bdrm villa, pool, ocean views, & concierge!

Villa Ventosa ~ 3 bedrooms, pool + solar!

Stone Cottage with a pool and gorgeous view

Luxury Villa with Pool, Privacy, Sunsets

Texas Embassy
Condo rentals with a pool

Stunning Ocean View w/Balcony~Shades of Sapphire~

Ocean View Sapphire Condo-Balcony & King Bed

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

Sail Away II-WOW Beachfront to Paradise Remodeled

C'est Jolie - Views! Views! Views!

Beachtime! At Sapphire Beach

Oceanfront Condo Perfect Sunsets Backup Generator!

Beachfront • King • W/D • By RH • Pool • Marina
Other vacation rentals with a pool

Milk Moon Cottage

Ring in Spring at the Westin St. John!

The Tile House

A House of Open Arms Villa with Pool and AC

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

Seaside Studio Suite - at Grande Bay Resort, St. J

Private Pool 1 bedroom Ocean view

5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach
Quick stats about vacation rentals with a pool in Cruz Bay

Total vacation rentals
Explore 480 vacation rentals in Cruz Bay

Nightly prices starting at
Cruz Bay vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

Verified guest reviews
Over 5,280 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
200 properties have a dedicated workspace

Wi-Fi availability
470 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
- La Romana Vacation rentals
- Bayahibe Vacation rentals
- Carolina Vacation rentals
- Sainte-Anne Vacation rentals
- Culebra Vacation rentals
- Saint Thomas Vacation rentals
- St. Croix Vacation rentals
- Tortola Vacation rentals
- Basse-Terre Island Vacation rentals
- Le Gosier Vacation rentals
- Hotel rentals Cruz Bay
- Pet-friendly rentals Cruz Bay
- Family-friendly rentals Cruz Bay
- Rentals with a hot tub Cruz Bay
- Rentals with a kayak Cruz Bay
- Rentals with breakfast Cruz Bay
- Rentals with a washer and dryer Cruz Bay
- Resort rentals Cruz Bay
- House rentals Cruz Bay
- Rentals with a fire pit Cruz Bay
- Rentals with outdoor seating Cruz Bay
- Beachfront rentals Cruz Bay
- Rentals with beach access Cruz Bay
- Apartment rentals Cruz Bay
- Waterfront rentals Cruz Bay
- Rentals with a patio Cruz Bay
- Luxury rentals Cruz Bay
- Villa rentals Cruz Bay
- Condo rentals Cruz Bay
- Fitness-friendly rentals Cruz Bay
- Cottage rentals Cruz Bay
- Rentals with pools St. John
- Rentals with pools U.S. Virgin Islands
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Mosquito Bay Beach
- Coki Beach
- Cane Garden Beach
- Oppenheimer Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Gibney Beach
- Pelican Cove Beach
- Josiah's Bay
- Secret Harbor Beach
- Caneel Bay Beach
- Maho Bay Beach
- Playa Sun Bay
- Virgin Islands National Park
- Trunk Beach
- Pineapple Beach
- Buccaneer Beach
- Sandy Point Beach
- Mandahl Bay Beach