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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.

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Guest favourite
Villa in Cruz Bay
5 out of 5 average rating, 31 reviews

Elysium Villa | Secluded Ocean Views, Private Pool

A beautiful example of Caribbean architecture, Elysium Villa is a private island retreat located on the south shore in the quiet community of Fish Bay. The villa offers sweeping ocean views, swaying palms, gentle trade winds, and clear night skies, creating a peaceful and immersive island setting. Just a short drive from Cruz Bay and the pristine beaches of the National Park, Elysium is ideally suited for honeymooners, couples, or small families seeking a more relaxed and private escape. Enjo

Guest favourite
A private balcony features a glass-top table with two chairs, creating a cozy spot to enjoy the stunning view of the turquoise Caribbean waters and surrounding hills. Sailboats are seen anchored in the bay, enhancing the scenic coastal landscape.
Condo in Cruz Bay
4.8 out of 5 average rating, 116 reviews

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

Guest favourite
An open and airy kitchen features white cabinetry complemented by colorful accents. A large island with bar stools invites gathering. Natural light floods the space through a window, illuminating shelves filled with tableware. A coastal chandelier hangs gracefully from the vaulted ceiling.
Villa in Coral Bay
4.89 out of 5 average rating, 102 reviews

Periwinkle Cottage in Coral Bay w/Pool, and Views🏝

Periwinkle Cottage of Coral Bay is a perfect rendition of a traditional West Indian cottage with modern amenities. 🌴 Ceiling fans, large screened in porch and open air porch areas. Located at the end of a private road, Periwinkle has a Million Dollar view of Coral Bay! Located only minutes from grocery stores, shopping & dining in Coral Bay. This cottage offers privacy & sits on over a half acre lot! You are right near the Virgin Islands National Park and some of the best beaches in the world

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
4.99 out of 5 average rating, 148 reviews

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.

Top Guest favourite
A private infinity pool is situated on a terrace, overlooking lush greenery and a panoramic ocean view. A vibrant rainbow arcs across the horizon, while gentle waves suggest a tranquil atmosphere. The pool's edge blends seamlessly with the surrounding landscape.
Guesthouse in Saint Thomas
5 out of 5 average rating, 114 reviews

Sunrise Cottage - Secluded, Romantic, Private

Sunrise cottage is located on the cool & breezy north side of St. Thomas. A relaxing 1 bedroom cottage with a full kitchen & living area. You can soak up the sun on the sundeck or hang out in your private soaking pool, while appreciating the breath taking view during the day & the abundance of stars at night. When venturing out you are 20 mins to Magen’s Bay Beach, 15 mins to Town, 30 mins to Red Hook. Note: The hosts live on property with 2 dogs and this cottage is adult only 18 or older.

Guest favourite
A spacious living area is highlighted by large windows that open to breathtaking ocean views. Comfortable seating, including a gray sofa and lounge chair, is accompanied by a decorative coffee table. Natural light fills the room, enhancing the serene atmosphere with the beauty of the surrounding landscape.
Villa in Cruz Bay
5 out of 5 average rating, 17 reviews

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

Sopra 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.

Top Guest favourite
A spacious pool area is highlighted by a refreshing private pool, surrounded by a wooden deck. Two black loungers provide comfortable seating, while colorful inflatables add a playful touch to the clear water. The setting is brightened by large glass doors and subtle outdoor lighting.
Home in East End
4.97 out of 5 average rating, 147 reviews

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.

Guest favourite
Condo in Cruz Bay
4.92 out of 5 average rating, 140 reviews

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.

Guest favourite
Home in Cruz Bay
5 out of 5 average rating, 10 reviews

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.

Top Guest favourite
A charming studio home, surrounded by lush greenery, features a welcoming porch with steps leading to the entrance. Stone pathways are lined with various plants, complemented by seating areas designed for relaxation. The building is highlighted by large windows that invite natural light.
Cottage in Cruz Bay
4.98 out of 5 average rating, 109 reviews

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.

Top Guest favourite
A bright living area features large windows that frame scenic mountain views. A light-colored sofa and two armchairs surround a wooden coffee table, complemented by a natural stone accent wall. Decorative plants add a touch of greenery, while a television is mounted on the wall.
Apartment in Cruz Bay
5 out of 5 average rating, 122 reviews

Esperance~Pool~New~National Park

Spacious 2BR, 2BA luxury apartment in Fish Bay Skytop with full kitchen and washer/dryer. Both bedrooms feature Loom & Leaf memory foam mattresses. King bedroom with en-suite bath, second bedroom with queen bed and bathroom across the hallway. Smart TV with Netflix and streaming apps (no cable). 10 min drive to Cruz Bay dining, shopping, groceries, 25 min to North Shore beaches. 4 ft shared pool and BBQ with two other apartments.

Top Guest favourite
An aerial view captures a clear, turquoise pool surrounded by lush greenery and palm trees. Several lounge chairs line the patio area, and a shaded umbrella provides outdoor seating. The tranquil setting invites relaxation and enjoyment in a scenic environment.
Condo in Cruz Bay
5 out of 5 average rating, 16 reviews

Silver Palm at Palm Terrace

CENTRALLY LOCATED IN CRUZ BAY, 50 YARDS FROM FRANK BAY BEACH- LARGE 4 BEDROOM/3 BATH VILLA Silver Palm at Palm Terrace is a magnificent, luxury condo in the heart of Cruz Bay. Silver Palm has great views of the ocean from the balcony and master bedroom. Silver Palm also features a common pool and grilling area. Silver Palm is furnished with two master suites, both with king beds and two additional bedrooms with queen beds.

Popular amenities for Cruz Bay rentals with a pool

When is the best time to visit Cruz Bay?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$1,297 NZD$1,405 NZD$1,405 NZD$1,161 NZD$976 NZD$961 NZD$1,028 NZD$1,044 NZD$966 NZD$946 NZD$1,009 NZD$1,263 NZD
Avg. temp26°C26°C26°C27°C28°C29°C29°C29°C29°C29°C28°C27°C

Quick stats about holiday rentals with a pool in Cruz Bay

  • Total holiday rentals

    Explore 490 holiday rentals in Cruz Bay

  • Nightly prices starting at

    Cruz Bay holiday rentals start at $167 NZD per night before taxes and fees

  • Verified guest reviews

    Over 6,070 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

    180 properties have a dedicated workspace

  • Wi-Fi availability

    480 of Cruz Bay holiday 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!