Holiday rentals with a pool in Saint John, Christiansted

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Saint John, Christiansted

  • Total holiday rentals

    Explore 60 holiday rentals in Saint John, Christiansted

  • Nightly prices starting at

    Saint John, Christiansted holiday rentals start at $98 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,080 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Saint John, Christiansted holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Saint John, Christiansted rentals

  • 4.8 Average rating

    Saint John, Christiansted stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Saint John, Christiansted

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

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Guest favourite
Villa in Christiansted
5 out of 5 average rating, 45 reviews

Vincy Villa - Private Hilltop Oasis w/ Pool & View

Inspired by the lush and fertile landscape of St. Vincent, Vincy Villa is a tranquil retreat nestled within the gently rolling hills of the East End of St. Croix. An open floor plan creates a continuous living space that extends the ocean views from the front patio to the untouched valley surrounding the pristine pool deck. Prevailing tradewinds circulate throughout all four bedrooms ensuring comfort despite the tropic sun. Experience St. Croix while immersing yourself in Serenity at Vincy Villa

Top Guest favourite
An arched window frames a stunning view of the ocean, showcasing clear blue waters and a distant horizon. Lush greenery is visible below, and the sky is partly cloudy, reflecting natural light into the space.
Condo in Christiansted
4.97 out of 5 average rating, 30 reviews

"Spectacular Ocean View" at Calypso Castillo!

Step onto your balcony and be swept away by the stunning panoramic views of Buck Island. This spacious condo offers the perfect island escape. Picture yourself preparing tasty meals in the fully equipped kitchen, staying cool with A/C, and effortlessly connected to Wi-Fi. Enjoy the convenience of an in-unit washer/dryer, and even find a dedicated workspace if you need a touch of productivity. Calypso Castillo isn't just a condo; it's your gateway to the beauty and vibrant culture of St. Croix.

Guest favourite
An ocean view is framed by two palm trees, with the sandy beach and tranquil turquoise water in the foreground. The gentle waves can be seen lapping at the shore under a clear blue sky, creating a serene coastal scene.
Condo in Christiansted
4.77 out of 5 average rating, 125 reviews

Oceanfront Getaway Picturesque Views

Our BEAUTIFULLY RENOVATED condo is right on the Beach - nothing between you and a million-dollar view but 2 palm trees and 40 feet of sugar white sand. Our cathedral ceiling Condo offers everything you might wish for - Complete Kitchen , Master Bedroom, Full Bathroom, Sleeping Loft with two twin beds and Half Bath. Also Central AC, Free WiFI, and Organic bed sheets and Organic bath amenities, and use of a kayak. Why not consider a two bedroom condo renting for the price of a one bedroom.

Top Guest favourite
A private balcony overlooks the serene Caribbean Sea, framed by palm trees. A round table showcases two colorful drinks with garnishes, accompanied by a plate. The bright blue sky and turquoise waters create a tranquil backdrop, enhancing the inviting outdoor space.
Condo in Christiansted
4.99 out of 5 average rating, 76 reviews

Beach Front Studio Condo Amazing Ocean View

Beautiful, tranquil, beachfront studio condo. King size bed with private balcony. Located in Sugar Beach condos. Onsite pool, tennis courts, and free parking for guests to enjoy. This beachfront condo offers all the luxuries of home with the magnificent view of our sandy beach and turquoise waters. Whether you prefer relaxing on the beach in the breeze of the tropical trade winds or by the poolside with a historic sugar mill. The condo also has its own private washer and dryer.

Guest favourite
A spacious outdoor seating area is presented, featuring a glass table surrounded by dark wooden chairs. Lush palm trees sway gently in the breeze, framing a stunning view of the ocean and clear blue sky in the background.
Condo in Christiansted
5 out of 5 average rating, 9 reviews

Pelican Paradise – Your Seaside Escape Awaits!

Welcome to Pelican Paradise at Pelican Cove Condominiums—your Caribbean escape awaits! Wake up to the gentle ocean breeze and endless shades of turquoise stretching across the sea. This beautifully updated 2-bedroom, 2-bath retreat is thoughtfully designed for comfort and connection, whether you're traveling with family, friends, or planning the ultimate girls' getaway. ​​​​​​​***Please note - From September 15, 2025 through November 1, 2025 the pool will be closed, due to maintenenace.

Guest favourite
A balcony is seen featuring a rectangular table and two patterned chairs. The furniture overlooks the Caribbean Sea, with waves gently crashing against the shore. The sky is partly cloudy, and lush greenery can be seen in the foreground, enhancing the tranquil setting.
Condo in Sion Farm
4.86 out of 5 average rating, 108 reviews

view of paradise

Welcome to View of Paradise. Take it easy at this tranquil getaway. From your deck enjoy the breathtaking views and tropical breezes of the Caribbean sea. The two bedroom renovated condo with 1 King and 1 queen sized memory foam mattress, Air conditioning, WiFi and fully equipped kitchen, located west of Pelican cove at St C condominiums gated community with 24/7 security. This is a central location within minutes from Christiansted, shops, world class restaurants and beaches.

Superhost
A serene beach view is presented, featuring soft white sand and calm turquoise waters. Thatched umbrellas are positioned alongside lounge chairs, with palm trees swaying gently in the foreground. The sky is bright blue, dotted with a few wispy clouds, enhancing the tranquil setting.
Condo in Christiansted
4.82 out of 5 average rating, 132 reviews

Luxury Beachfront Condo with Pool and Hot Tub

One of the best places on St Croix! You are steps from our beach, pool and hot tub, with amazing views from inside and our balcony. Everything is new with luxury finishes! Gorgeous kitchen with quartz counters and new appliances. You get a beautiful bathroom, an amazing bedroom with a new bed, the 55" TV with 50 DVDs and those amazing views! Centrally located to enjoy Buck Island, Hotel on the Cay, Cane Bay beach and Rainbow beach, restaurants, and more. You will love it!

Top Guest favourite
The exterior of the Bougainvillea Suite showcases a charming stone staircase leading to a pink-hued facade. Lush tropical landscaping, featuring palm trees and vibrant flowers, enhances the serene atmosphere under a partly cloudy sky.
Apartment in Christiansted
4.97 out of 5 average rating, 106 reviews

Charming 1 Bedroom: Bougainvillea Suite

The "Bougainvillea Suite" has been designed with the executive leisure traveler in mind. It is large, spacious, and has every amenity you can think of (Private Laundry Facility, Wifi, quite Eco-Friendly Spilt A/C units in all rooms, an executive desk, fully stationed gourmet kitchen, and a large walk-in stone bathroom). It is perched on top of our courtyard and boasts over 1500 sq feet of space with large bay windows from floor to ceiling in the living room and kitchen spaces.

Top Guest favourite
The vibrant yellow exterior of the home frames a spacious pool area, surrounded by palm trees. The pool's clear water reflects the sky, with lounge chairs positioned nearby. A staircase leads to an upper deck that provides additional outdoor space.
Townhouse in Christiansted
5 out of 5 average rating, 15 reviews

Welcome to Paradise Palms Too!

Paradise Palms Too! is a nicely appointed 2 bedroom home that sleeps 2 -6 guests. Nestled in the hillside just north of Christiansted with a gorgeous view of Buck Island, enjoy indoor/outdoor living, relaxing on the deck or by the pool. If you get bored with that, head to one of the island’s pristine beaches, to one of the many restaurants on island, or to Christiansted for shopping! This apartment is not recommended for small children as it opens directly onto the pool deck.

Guest favourite
A spacious porch area features a comfortable wicker chair upholstered in blue fabric. The floor is tiled and bathed in natural light, with arched openings providing views of the lush greenery beyond. Soft shadows cast by the railing enhance the tranquil atmosphere.
Condo in Frederiksted
4.86 out of 5 average rating, 187 reviews

Hillside Hideaway- Island Castle Saltwater Pool

Beautiful hideaway, mountain and ocean view from porch area. Neat and quiet get a way. Other units with full kitchen and living room available upon request. Rental vehicles available with airport service. Close Proximity to: Restaurants 1 mile The Market 1.2 miles Rainbow Beach; Water sports 3.3mi Cane Bay; Diving 4.1mi Botanical Gardens 0.7mi Carambola Golf Course; ZipLine; Tidepool Hike 2.1mi Sandy Point 3.0mi Port of Frederiksted 2.9mi Salt River Bioluminescence 6.4

Top Guest favourite
A covered porch is lined with white lounge chairs and small tables, offering expansive views of the lush hillside and the serene Salt River Bay. The vibrant colors of the landscape contrast with the blue sky, creating a peaceful outdoor space. Potted plants add a touch of greenery.
Bungalow in Christiansted
4.98 out of 5 average rating, 164 reviews

Sailor's Rest, a Romantic and Luxurious Sanctuary

The real luxury of Sailor's Rest stems from the exclusivity of its location. nestled into the hillside overlooking Salt River Bay, the views and the privacy are unparalleled. Only the pool is shared with me in the main house, but I always give my guests full use and privacy, so it will seem like it is yours alone. I understand how important your vacation is and will always go the extra mile to ensure your stay delivers the luxury and serenity you deserve.

Guest favourite
Condo in Christiansted
4.81 out of 5 average rating, 64 reviews

St. Croix Oceanfront Gem | Breathtaking Views

Discover the beauty of St. Croix from your romantic oceanfront hideaway 🌊 with postcard-worthy views of Buck Island 🌴 right from your balcony. Start your day with coffee ☕ and ocean breezes, then head 15 minutes to Christiansted for boardwalk strolls, fine dining 🍷, and golden beaches. Return to the soothing sound of waves and glittering city lights ✨ — secure your dates now and make this stunning Caribbean escape yours.

Popular amenities for Saint John, Christiansted rentals with a pool

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