Vacation rentals with a pool in Cruz Bay

A refreshing pool is visible with azure water shaded by surrounding greenery. The pool, framed by a vibrant blue tile border, offers views of the calm waters and lush hills in the background, enhancing a connection with the natural landscape.

4.91 out of 5 average rating, 22 reviews

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 &Alexa-music, 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

4.79 out of 5 average rating, 104 reviews

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

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

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.

5 out of 5 average rating, 191 reviews

"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.

4.99 out of 5 average rating, 129 reviews

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.

A spacious bedroom is furnished with a large bed featuring a woven headboard. Light blue and white palm-patterned wallpaper adds a serene touch. A seating area with two chairs and a coffee table is visible, and sliding glass doors lead to a balcony overlooking the beach.

4.85 out of 5 average rating, 213 reviews

Charming Beach Condo w/ Balcony- 2 Pools and Beach

Located at Sapphire Village. Amazing balcony and views of Sapphire Beach and its turquoise waters. Short walk to the beach and beach bar! Completely renovated with new furniture- 1 KING bed, and one queen sleeper sofa. Property has hotel amenities including 2 pools, great snorkeling off of the beach, 3 restaurants, beach bar, coffee shop & deli! Secure safe location. Taxis are readily available for rides to grocery stores, Red Hook for dinner, St. John Ferry, beaches. 25 min from airport!

4.99 out of 5 average rating, 149 reviews

Condo in Northside

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

Welcome to your retreat with panoramic ocean views located in Mahogany Run, 5 mins from Magen's Bay Beach. Enjoy spectacular views of the ocean from every room of the condo. This bright and airy condo is equipped with a plush king-size bed, a fully equipped kitchen, and a bathroom featuring a walk-in shower. Spend the days at one of the island's beaches, snorkeling, hanging out by the pool, or exploring downtown Charlotte Amalie! We HIGHLY recommend renting a car to get around the island

4.93 out of 5 average rating, 181 reviews

A cluster of white jasmine flowers blooms amidst lush green leaves. The delicate petals are arranged symmetrically, creating an inviting contrast against the vibrant foliage.

Apartment in Fish Bay

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.

5 out of 5 average rating, 117 reviews

A tranquil pool area features a glistening pool surrounded by a tiled deck. Two wooden lounge chairs and several sun loungers are positioned nearby, complemented by a textured stone wall adorned with green plants. The setting invites relaxation in a serene environment.

Apartment in Cruz Bay

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.

4.94 out of 5 average rating, 116 reviews

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

4.95 out of 5 average rating, 137 reviews

Cottage in Saint John

Peaceful 1 bed/Lush gardens/Plunge pools

Experience ocean views, AC-cooled comfort, solar power and a spacious deck in this new solar-powered cottage. Part of a unique collection, it shares an infinity waterfall plunge pool with "Caribbean" cottage (two more cottages coming in 2026). Enjoy constant breezes, afternoon shade, and magical moonrises from the “Ocean” cottage. Guests have 24/7 on-site concierge service and assistance, with full vacation planning by a Superhost experienced in welcoming first-timers to St. John.

4.97 out of 5 average rating, 117 reviews

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

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.

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.

4.98 out of 5 average rating, 57 reviews

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.

Popular amenities for Cruz Bay rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The inviting pool area features lounge chairs on a wooden deck, with two bright blue float lounge mats resting in the water. Surrounding greenery complements the outdoor setting, while the backdrop showcases the elegant architecture of the villa under a soft evening sky.

4.97 out of 5 average rating, 29 reviews

Villa De Vida

A serene view of turquoise waters stretches to the horizon, with a sailboat gently anchored in the foreground. The surrounding landscape includes green vegetation and a clear blue sky dotted with soft clouds, providing a tranquil backdrop to the scene.

4.88 out of 5 average rating, 52 reviews

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

4.94 out of 5 average rating, 36 reviews

A serene swimming pool is set against a vibrant sky with soft clouds and golden sunlight. A waterfall feature flows gently into the water, with palm trees positioned nearby, adding a touch of tropical ambiance. The edge of the pool is lined with a subtle stone wall.

Home in Great Cruz Bay

Luxury Villa with Pool, Privacy, Sunsets

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.

4.88 out of 5 average rating, 93 reviews

Mar de Amores - Black Friday 2025 Deals -Book now!

A scenic view of Cruz Bay and surrounding waters is framed by lush greenery and palm trees. In the foreground, a spacious deck with seating is visible, while the upper villa is shown with a light-colored roof, blending harmoniously with the landscape. The sky is partly cloudy, promoting a serene atmosphere.

4.92 out of 5 average rating, 64 reviews

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

A spacious three-level home is partially surrounded by lush greenery. An inviting pool is situated in a private area, complemented by sun loungers nearby. The upper level features a balcony that overlooks the surrounding landscape, enhancing the tranquil atmosphere.

4.73 out of 5 average rating, 122 reviews

Satori Villa

4.83 out of 5 average rating, 120 reviews

A spacious deck offers sweeping views of the ocean and surrounding islands, including Hassel and Water Island. A dip pool complements the outdoor space, furnished with lounge chairs and a dining table. The bright blue sky and fluffy clouds enhance the tranquil island atmosphere.

Home in Northside

Texas Embassy

5 out of 5 average rating, 15 reviews

The villa is nestled into the hillside, showcasing a multi-level deck with a sparkling pool and a hot tub. Surrounding greenery enhances the tropical setting, while solar panels reflect commitment to sustainability. The architecture features a blend of outdoor and indoor spaces under a partly cloudy sky.

Home in Coral Bay

Palladio's View - Private Villa With Pool & AC!

Condo rentals with a pool

A marina scene is displayed, featuring a variety of sailboats and yachts moored alongside a serene blue waterway. Lush green palm trees frame the view, while distant islands are visible against a clear sky with a few fluffy white clouds.

4.99 out of 5 average rating, 219 reviews

Stunning Ocean View w/Balcony~Shades of Sapphire~

4.88 out of 5 average rating, 288 reviews

Sunrise Sapphire West-A Building-NEW AC-

A spacious sleeping area features a large bed with soft linens, complemented by a cozy seating arrangement nearby. Floor-to-ceiling glass doors offer stunning views of the ocean and outdoor seating. A modern entertainment unit provides convenience with a flat-screen TV.

4.93 out of 5 average rating, 103 reviews

Seas The View-Updated & Oceanview @ Sapphire Beach

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.

4.94 out of 5 average rating, 125 reviews

Sail Away II-WOW Beachfront to Paradise Remodeled

A dining table set for a meal overlooks a vibrant marina filled with boats. The scene features a decorative starfish and elegant glassware, with sunlight casting striped shadows across the tabletop. Lush greenery and water in shades of blue enhance the backdrop.

4.83 out of 5 average rating, 135 reviews

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

4.95 out of 5 average rating, 197 reviews

Condo in Sapphire Beach

Beachtime! At Sapphire Beach

4.93 out of 5 average rating, 107 reviews

An open-concept living area features high wooden ceilings and large sliding glass doors, providing unobstructed views of the ocean and surrounding islands. A dining table and chairs are visible alongside a turquoise cabinet, with a ceiling fan above for comfort.

Condo in Saint Thomas

C'est Jolie - Views! Views! Views!

4.96 out of 5 average rating, 148 reviews

The living area features a spacious sofa and a patterned armchair arranged around a coffee table. Large sliding glass doors provide a view of the ocean and access to the balcony. A dining table with chairs is positioned near the window, allowing for bright natural light.

Condo in St. Thomas

Oceanfront Bliss & Perfect Sunsets + Backup Power

Other vacation rentals with a pool

5 out of 5 average rating, 81 reviews

A charming cottage with a red roof is positioned on a lush hillside, overlooking a serene bay and distant islands. Brightly colored flowers and tropical plants surround the property, while the sky is dotted with fluffy white clouds, and the water reflects a tranquil blue hue.

Cottage in Hansen Bay

Milk Moon Cottage

4.98 out of 5 average rating, 66 reviews

The exterior of a charming home is showcased, framed by vibrant tropical plants. A pathway leads to a red arched door, while the well-maintained façade features a combination of light-colored siding and stone accents. A gentle slope of the driveway is visible in the foreground.

Villa in St. John

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

Aerial view captures the resort's layout alongside a serene bay, with clear blue waters and anchored boats. Lush palm trees frame a central pool area, enhancing the landscape and guiding the eye towards the sandy beach and distant hills under a partly cloudy sky.

4.96 out of 5 average rating, 25 reviews

Ring in Spring at the Westin St. John!

5 out of 5 average rating, 61 reviews

A spacious bedroom is highlighted by a large bed with white linens, set against a blue upholstered headboard. A ceiling fan and large sliding glass doors offer views of the ocean. A decorative bench is placed at the foot of the bed, adding functionality to the space.

Apartment in Northside

Condo with Northside Views & Back-Up Generator

A modern kitchen area is highlighted by wood beams and large windows, allowing natural light to fill the space. The kitchen features sleek appliances, a central island with seating, and a dining table with chairs positioned to enjoy views of the surrounding landscape.

4.93 out of 5 average rating, 41 reviews

The Tile House

5 out of 5 average rating, 66 reviews

A serene view of a sparkling pool is complemented by expansive blue waters and lush green hills in the distance. The vibrant sky is adorned with fluffy clouds, enhancing the tranquil ambiance. Palm fronds frame the scene, adding a tropical touch to the picturesque landscape.

Guesthouse in St. John

A House of Open Arms Villa with Pool and AC

A private pool is surrounded by smooth decking and four lounge chairs, inviting relaxation. In the background, a panoramic view of the Caribbean landscape unfolds under a bright sky, with distant hills and a glimpse of the ocean visible.

4.89 out of 5 average rating, 46 reviews

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

A panoramic view of the ocean and neighboring islands is captured, revealing lush greenery in the foreground. The calm blue water stretches toward the horizon, with multiple islands visible in the distance under a clear blue sky.