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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 $175 NZD 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.

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Guest favourite
Condo in Cruz Bay

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

ValueLocationQuiet

4.81 out of 5 average rating, 120 reviews
Top Guest favourite
An outdoor patio features tiled stones surrounding a small salt-system plunge pool. Two lounge chairs with cushions are positioned nearby, while lush green banana plants fill the background. A beige umbrella provides shade, and the sky is bright with scattered clouds.
Cottage in Coral Bay

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.

ValueLocationCheck-in

4.99 out of 5 average rating, 160 reviews
Guest favourite
A private pool is highlighted in the foreground, with steps leading into the water. A spacious deck offers lounge chairs and a shaded dining area under a pergola. Clear blue skies and distant islands create a stunning coastal backdrop.
Home in Cruz Bay

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.

ValueLocationCheckout

4.89 out of 5 average rating, 101 reviews
Top Guest favourite
An infinity edge pool features built-in seating and overlooks the Caribbean Sea, framed by lush green vegetation. The sky is painted with soft hues of orange and blue as the sun sets over the horizon, creating a serene atmosphere.
Villa in Cruz Bay

Bordo Mare: Oceanfront, Heated Salt Pool, 100% A/C

Bordo Mare offers breathtaking oceanfront views, 2 king bedrooms with private baths, a private heated saltwater pool, A/C in every room, backup generator, internal staircase (no "pod" bedrooms), 3-stage UV filtration system for bottled water quality throughout the villa, and accordion doors that blend indoor and outdoor living spaces. Located in the prestigious Maria Bluff neighborhood that is an easy 8 minute drive from downtown Cruz Bay & 15 minutes to St; John's world famous beaches.

LocationFamilyCheck-in

5.0 out of 5 average rating, 17 reviews
Top Guest favourite
Villa in Anna's Retreat

Good Vibes Only Ocean Villa-Views/Pool/Sundeck/Fun

Gorgeous Caribbean paradise w/ a salt water pool. Sleeping for 10 including 3 private bedrooms w/ensuite bathrooms. Sprawling living & fully stocked kitchen. Additional Queen sleepers in living & master + 1/2 bath. Enjoy stunning ocean views w/ direct line of site over to White Bay in the BVI, Tortola, Hans Lollik & Mandahl Beach/Salt Pond. The villa is equipped w/multiple patio areas & stunning pool w/ soothing trade-winds that blow through the property for comfortable outdoor living.

LocationFamilyCondition

4.98 out of 5 average rating, 101 reviews
Top Guest favourite
A wooden bench with a sign reading 'SAIL AWAY' is positioned on a patio, overlooking the vibrant blue waters of a beach. Lush green foliage and palm trees frame the view, with rolling hills visible in the distance under a partly cloudy sky.
Condo in East End

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.

ValueFamilyCondition

4.95 out of 5 average rating, 145 reviews
Top Guest favourite
A wooden dining table with four matching chairs is elegantly set on a covered balcony. Bright pink bougainvillea flowers are arranged in a clear vase at the center. Beyond, a stunning view of boats dotting the azure waters and green hills is visible.
Condo in Cruz Bay

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. 



LocationFamilyCleanliness

4.99 out of 5 average rating, 77 reviews
Guest favourite
Home in East End

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.

ValueFamilyView

4.97 out of 5 average rating, 158 reviews
Top Guest favourite
Condo in Cruz Bay

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.

LocationValueAccuracy

4.93 out of 5 average rating, 150 reviews
Top Guest favourite
A vibrant red ginger flower stands tall amidst lush green foliage, showcasing intricate layers of petal-like bracts. The natural lighting enhances its striking color, creating a vivid focal point within the tranquil garden setting.
Home in Cruz Bay

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.

ValueFamilyKitchen

4.99 out of 5 average rating, 100 reviews
Guest favourite
Villa in Cruz Bay

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.

LocationFamilyCleanliness

4.96 out of 5 average rating, 23 reviews
Top Guest favourite
A panoramic view of the Caribbean Sea is visible, with vibrant blue waters and gentle waves lapping against the shore. Lush greenery and a solitary palm tree frame the scene, enhancing the natural beauty of Hart Bay under a clear sky with scattered clouds.
Home in Cruz Bay

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.

LocationFamilyCleanliness

4.98 out of 5 average rating, 80 reviews

Popular amenities for Cruz Bay rentals with a pool

Condo rentals with a pool

Top Guest favourite
A sandy beach offers a serene view featuring clusters of leafy trees providing shade. The calm turquoise waters are visible in the background under a clear blue sky. Beach seating is scattered along the shoreline, inviting relaxation and enjoyment of the landscape.
Condo in East End

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

FamilyLocationAccuracy

5.0 out of 5 average rating, 207 reviews
Top Guest favourite
An outdoor balcony offers expansive ocean views, featuring a comfortable lounge chair and a dining set with cushioned seating. The blue waters of the Atlantic extend towards distant islands, framed by bright blue skies and white clouds, enhancing the serene atmosphere.
Condo in Lovenlund Gns

2 Bed Ocean Views, Gated Community & Backup Power

LocationFamilyCleanliness

4.97 out of 5 average rating, 117 reviews
Guest favourite
Condo in East End

Sunrise Sapphire West-A Building-NEW AC-

LocationValueBreakfast

4.88 out of 5 average rating, 323 reviews
Guest favourite
A spacious balcony offers a relaxing seating area with comfortable chairs and a table, overlooking the scenic Sapphire Beach. Lush palm trees sway in the gentle breeze, framing views of the turquoise waters and distant mountains under a partly cloudy sky.
Condo in East End

Seaside Escape at Sapphire Beach Resort

FamilyLocationParking

4.89 out of 5 average rating, 190 reviews
Top Guest favourite
An outdoor table made of wood is set with two wine glasses and a bottle of wine. Views of the ocean and palm trees are visible in the background, with soft clouds and a blue sky enhancing the tranquil setting.
Condo in East End

Your Perfect Beachfront Condo in Paradise

LocationFamilyCheck-in

4.94 out of 5 average rating, 112 reviews
Top Guest favourite
A balcony table is set with two plates of breakfast, accompanied by cups, overlooking the tranquil blue waters of the Caribbean Sea. The rhythmic sound of waves enhances the serene dining experience, with a clear sky and fluffy clouds visible in the background.
Condo in Saint Thomas

Oceanfront Bliss & Perfect Sunsets + Backup Power

LocationValueQuiet

4.97 out of 5 average rating, 172 reviews
Top Guest favourite
A covered balcony features two comfortable rattan chairs and a sofa, providing a cozy seating area. The view includes sandy beach and turquoise waters, with lush greenery in the background. Soft overhead lighting enhances the serene atmosphere.
Condo in East End

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

ValueLocationOutdoor spaces

4.97 out of 5 average rating, 201 reviews
Top Guest favourite
A spacious outdoor patio is featured with a dining table and colorful chairs, offering unobstructed ocean views. Large sliding glass doors lead to the living area, allowing natural light to fill the space. A gentle breeze and serene scenery are prominent.
Condo in Northside

Ocean Views | Near Magen’s Bay w/ Pool & Generator

LocationValueIndoor spaces

4.99 out of 5 average rating, 174 reviews

When is the best time to visit Cruz Bay?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$1,357 NZD$1,470 NZD$1,470 NZD$1,297 NZD$1,206 NZD$1,175 NZD$1,075 NZD$1,093 NZD$1,010 NZD$989 NZD$1,056 NZD$1,322 NZD
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