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.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A private pool area features a clear blue pool surrounded by light wooden decking. Two lounge chairs in a turquoise hue face the water. A shaded seating area with a small table is present, and lush greenery is visible in the background.

Apartment in East End

4.98 out of 5 average rating, 50 reviews

Private Pool • Beach Access • BBQ • King • Gen.

Welcome to your 5.0-rated "Poolside Paradise"! Enjoy your own private pool steps from your bed & a 5 minute walk to restaurants & nightlife at the beautiful & lively Sapphire Beach! ★ "What a gem!! Very private, clean, and well-stocked. Heidi was super sweet and helpful. We absolutely loved our stay and will be back." ☞ Newly Renovated ☞ Onsite Generator ☞ King Bed ☞ Fast Wifi ☞ Washer & Dryer Nearby ☞ 3 mins to Red Hook (Taxi stand near by) ☞ Parking Available ☞ Secure Double-Gated Entrance

Guest favorite

Condo in East End

4.91 out of 5 average rating, 226 reviews

Luxury Beachside Escape with private pool and wifi

This villa was just renovated and is absolutely amazing, plus no one can see you in our private pool or patio. Stunning views of the pool and palm trees throughout the villa. New kitchen and bathroom with luxury finishes, this beachside escape is a short walk to Sapphire beach and Lindquist beach which are two of the best beaches in the Caribbean. New king mattress, new 55" TV, Cable, DVDs, great furniture, amazing shower with garden and so much more. We promise you will absolutely love it!

Superhost

Condo in East End

4.8 out of 5 average rating, 104 reviews

Sapphire Village Resort Getaway

Kick back and relax in this calm, stylish space. This completely remodeled actual 1 bedroom is beautiful! The views are absolutely amazing. This corner unit has a full kitchen with a full size stove, full size refrigerator, dishwasher, and microwave. The bedroom has a brand new queen size bed with your own tv. The bathroom is completely redone. Just steps from the newly remodeled pool and one of my favorite restaurants on the island. Sudi’s. The crystal clear beach is just a short walk.

Top guest favorite

Home in Coral Bay

4.99 out of 5 average rating, 106 reviews

Paradisea 2 Bedroom w/ Pool & Backup Solar Power

2 cozy bedrooms, fully equipped kitchen, large decks and pool. Everything you need for a day at the beach: chairs, umbrella, coolers, floats, toys, towels all provided. Paddle boards available for rental $100 a week. Close to Coral Bay restaurants and shops. North Shore beaches and hiking trails are only a short drive away. Quiet setting in the hills above Coral Bay. Close to it all with a far away feel. good for couples, solo adventurers, and families with children over the age of 12

Top guest favorite

A private pool area is showcased, featuring a clear blue pool surrounded by modern outdoor furniture. A dining table sits nearby, with an umbrella providing shade. Lush green plants frame the scene, while large windows reflect natural light into the space.

Apartment in East End

4.97 out of 5 average rating, 30 reviews

Generator & Private Pool Sapphire Beach 5m walk 8

★★★ Beach & Pool ★★★ quick 5 minute walk to Sapphire Beach! You'll have a great time at this modern comfortable place with private pool. Perfect for couples and close family to relax & rejuvenate in totally private pool setting. Free parking, WiFi, 55" cableTV, modern large living room, full stainless steel kitchen. Close to everything. Popular restaurant/bar on premises. We offer Travel Insurance to protect from unexpected health, coronavirus and travel related issues (100% refund)

Guest favorite

Cottage in Saint John

4.94 out of 5 average rating, 122 reviews

"Ocean" 1 Bedroom in The Garden of Eden

Experience ocean views, AC-cooled bedroom 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 another cottage (two more cottages coming in 2025). 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.

Superhost

A spacious swimming pool reflects sunlight, with vibrant turquoise water surrounded by lush greenery. Two guests float on colorful inflatable pool toys—one in green and one in pink. A wooden gate is visible, leading from the patio to the pool area.

Home in Water Island

5 out of 5 average rating, 3 reviews

NEW LUX Beach house BIG Pool 3 min walk to Beach!

LUXE Honeymoon Beach house 🎉🌟WOW 360 VIEWS 🐠🥂Concierge Service, pool, STEPS TO BEACH & minutes to world-class shopping dining & island hopping! 5-STAR Property! Designer interiors, gardens, steps to sand! This beautiful BEACH house on Water Island isTHE ultimate nature lover’s vacay on the most pristine, most peaceful property in the V.I🏖️ Ask for grocery & bar stocking, airport pickup, sailing excursion discounts, massage, free beach gear! We make your vacation exceptional🎉

Guest favorite

A sparkling pool is surrounded by lounge chairs under shaded umbrellas, bordered by tropical palms. The clear blue water reflects the bright sky and inviting scenery. The pool area provides a relaxing atmosphere, with easy access to nearby amenities.

Condo in East End

4.98 out of 5 average rating, 181 reviews

Sombrero Sapphire Village Studio

Newly renovated studio on the top floor of the Saba building with spectacular unobstructed views. Pool, restaurant, parking and laundry facilities on property. Short walk to the marina and to beautiful Sapphire Beach and five minutes away from Red Hook for shopping, restaurants and the ferry to St. John. Condo office with laundry and movie and book library. Secure gated entrance.

Guest favorite

The outdoor pool deck features a private pool with lounge floats. Two blue chaise lounges and a bistro set provide seating options. A gas barbecue grill is positioned nearby, surrounded by tropical plants against a bright turquoise wall.

Villa in East End

4.89 out of 5 average rating, 320 reviews

Romantic Villa with Private Pool - Rave Reviews!

A uniquely romantic tropical getaway - with our own generator! - for you and your special someone or a serene escape for rejuvenating solitude. Enjoy a memorable vacation with your own private and secluded pool available 24/7 and a restaurant just steps from your door. Easy 5-minute walk to Sapphire Beach.

Guest favorite

A private pool is surrounded by a tiled patio, featuring lounge chairs for relaxation. Sunlight reflects off the water, and a covered seating area offers shade. The nearby building is designed with large glass windows, allowing for views of the outdoor space.

Apartment in East End

5 out of 5 average rating, 16 reviews

Private Pool, Sapphire Area.

This stylish place to stay is perfect for a couples trip. Enjoy your own private pool. Close to RedHook for ferry, restaurants and stores. Sapphire beach is a 5 minute walk for the beach, marina and restaurants. High speed internet, cable tv and full property generator so no power outages.

Guest favorite

A serene view of a large pool surrounded by a deck overlooks a stunning harbor filled with boats. Lush green hills rise in the background under a clear sky, showcasing tropical vegetation and vibrant flowers near the pool area.

Home in Coral Bay

4.97 out of 5 average rating, 32 reviews

Million Dollar Panoramic Views!Huge Decks & Pool!

As seen on House Hunters International multiple times. Enter into your own boutique style resort with one of the largest pools and pristine spacious properties in Coral Bay. Two master suites, SofaBed, Pool House with Queen Bed. Sleeps up to 9. NOTE: Saturday to Saturday bookings only.