Holiday rentals with a pool in St. John

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Top-rated rentals with a pool in St. John

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Superhost

Home in Cruz Bay

4.93 out of 5 average rating, 14 reviews

The yellow flamingo

Our Caribbean vacation property in St. John is the perfect destination for your next tropical getaway. There are stunning views of the Caribbean Sea, St. Thomas, Great St. James, and Little St. James make for a truly unforgettable experience. This is 1 of 3 units and sits below another unit. The lower house unit is a 1 bedroom and also has a sleeper sofa. You can unwind and soak up the sun on our pool deck that features a breathtaking saltwater pool and plenty of seating for family and friends.

Superhost

Home in Coral Bay

4.87 out of 5 average rating, 15 reviews

Waterfall Pool Villa with Private Mini Golf Course

Tucked away in a small, rocky-beach community, Stone Falls, a 3 BR + twin and double bunk bed, 2.5 bath pool villa offers privacy, views and luxury. This hidden oasis features a pool with a waterfall and a private 7 hole mini golf course with an outdoor bar and gazebo area. A path behind the house leads the way across the large stepping stones that wind through a koi water garden w/ relaxing sounds of a waterfall flowing over the stone wall. 4 minute walk from community beach. Back up Power

Top Guest favourite

Apartment in Cruz Bay

5 out of 5 average rating, 73 reviews

Esperance~Pool~New~National Park

Spacious freshly built 2 Bedroom, 2 bathroom luxury apartment with fully equipped Kitchen and washer/dryer. Both Rooms have a memory foam mattress from Loom and Leaf. One king bedroom with en-suite bathroom, the second bedroom has a queen bed with a bathroom right across the room. Conveniently located 10min drive from Cruzbay's world class dining, shopping, grocery markets, and entrance to the North Shore Beaches. 4ft deep, shared new Pool with 2 other Apartments. shared BBQ by the Pool.

Superhost

Villa in St. John

4.86 out of 5 average rating, 64 reviews

Stunning Views Villa Catalina. Full Generator!

At Villa Catalina we offer Incredible ocean views, cool breezes, comfortable furniture, ample wifi and private pool among other amenities. Nestled in an exclusive neighborhood, this beautiful home offers comfort and total privacy. No neighbors upstairs nor downstairs. This 4 bedrooms/3 bathrooms villa provides amazing views of St Croix, Rendezvous Bay, Hart Bay and Chocolate Hole. Located only 7 minutes from town and few minutes to the most amazing beaches and the St John National Park.

Top Guest favourite

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

Guest favourite

Cottage in Saint John

4.94 out of 5 average rating, 121 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

Cottage in Coral Bay

5 out of 5 average rating, 21 reviews

Harbor Lights private pool. Wifi and AC.

"Harbor Lights" Luxury Studio Cottage with pool. May 1 - Nov.30 $287 per night Dec.1 - Apr.30 $307 per night plus 12.5% V.I. room tax Harbor Lights was designed to have everything a couple needs for the perfect Caribbean getaway. Overlooking Coral Bay Harbor on Seagrape Hill. Great water views of the Harbor and Hurricane Hole. The property is blessed with gentle easterly trade winds.Beautiful 20 foot tiled pool that gets plenty of sun, and is always a comfortable temperature

Superhost

Condo in Cruz Bay

4.82 out of 5 average rating, 124 reviews

Sunset Villa Studio Condo at The Hills Saint John

You have to see Sunset Villa for yourself! Sunset Villa is a stunning one bedroom studio with kitchenette, in a gated community, offering resort like amenities with amazing views! You will have access to The Clubhouse bar and restaurant (open seasonally), the game room including a pool and ping pong table and big screen television, sunset terrace, and community pool. Sunset villa has a private entrance and large windows so you can take in the view. You will not be disappointed!

Guest favourite

Villa in Coral Bay

5 out of 5 average rating, 30 reviews

Gorgeous views from every room, Pool, A/C

House Aceso was newly listed on the rental market at the very end of 2022 after five full months of renovations, upgrades, and new furniture/appliances shipped in. Come spend some time unwinding and relaxing while soaking in the incredible views. Located on the quiet side of the island in Coral Bay, our home is nestled among the natural beauty of St. John—home to wild goats, sheep, and donkeys! Grocery stores, restaurants, bars, and beaches are all a short drive away.

Top Guest favourite

Cottage in Cruz Bay

4.98 out of 5 average rating, 82 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.

Guest favourite

Condo in Cruz Bay

4.97 out of 5 average rating, 60 reviews

2 Bdrm w/ Car, Pool, & AC in Cruz Bay, STJ

100% cancellations if you need to cancel due to a hurricane. Our condo includes free use of our 2017 4wd Jeep Wrangler that seats 5 at no extra cost! “Palmy Daze” is part of the Pastory Condo Complex in Cruz Bay. Includes community pool, AC in both bedrooms, parking, & views from private deck. Includes linens, towels, & beach chairs. Stocked kitchen w/ fridge, coffee maker, dishes, microwave, stove, and oven, etc. We have snorkel fins, & backpack cooler.

Guest favourite

Home in Coral Bay

5 out of 5 average rating, 68 reviews

Casa Tua St John

Located just a short distance up from the main waterfront of Coral Bay, this secluded and charming plantation-style bungalow presents spectacular breezes from wrap-around porches and pool decks. Step inside and experience superb beds, Tommy Bahama toiletries, comfortable living room, fully-equipped kitchen. Decorated with a vibrant, Caribbean colour scheme, tropical wood furnishings and artwork, your senses will certainly be replenished at Casa Tua.