
Vacation rentals with a pool in Saint John, Christiansted
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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.

NEW Fully Renovated - Close to Beaches & Shopping!
Kick back and rest in your comfortable King Size bed and air conditioned room after a day of exploring St. Croix. Unlike most properties, this fully renovated condo is the perfect blend of comfort and elegance. You get an all new gourmet kitchen. You will enjoy the tropical breeze on the rocking chairs on the balcony or you can lounge at the pool! Strategically located in the heart of the St. Croix, for easy access to shopping, restaurants, casinos, and pristine beaches just a short drive away.

"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.

A&S Tropical Cottage (Clothing Optional)
A&S Tropical Cottage is a cute 700 sqft that, next to the host's place, sits on 1 1/2 acres of tropical paradise. The cottage is a 1 bedroom, one bath place. We are a clothing optional homestead. We ask for positive confirmation that you understand the homestead is clothing optional. There will be nudity on the property. Centerline Rental discount code provided upon booking (15 Apr - 15 Dec ) you HAVE to have a car Host lives on property to assist with any issues or answer any questions

Executive 1 Br. Poolside Apt: "Kilele suite"
Fantastic, recently renovated luxury pool side apartment overlooking the Christiansted harbor and Buck island. This is an exclusive gated private residence nestled on Princesse Hill Estate, 2 miles from Christiansted town and 5 mins to local grocery stores, exclusive restaurants, and local beaches. Open your curtains and enjoy the breath taking views of the old Danish City, Buck island, and Green Key. Just want to relax? Enjoy direct access to the pool and hot tub steps away from your door.

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.

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.

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.

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!

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

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.

Waterfront Cottage, St. Croix US VI
"30 Steps to Paradise" Sweet and cool 1-bedroom cottage with large porch attached to a family home, with complete privacy. Hear the sound of the waves and walk to several beaches. Located near Jack's Bay on the south east tip of the island. The cottage has ceiling fans, no air-conditioning. The pool is available for guests. The other name for the cottage is "30 steps to Paradise" because it has 30 steps from the road to the entrance of the cottage.

Renovated Beach Condo
Forget your worries and unwind in this spacious and serene beachfront condo. A full remodel of the condo was completed in 2023. Natural light, soft tones and a clean aesthetic are present throughout your living space. We welcome you to sit back, relax outside, and listen to the waves from your own terrace in this first floor condo.
Popular amenities for Saint John, Christiansted rentals with a pool
House rentals with a pool

Sunshine & Happiness! Pool, Ocean View, Spacious

Paradise Palms!

Breathtaking Ocean Views, Tropical Luxury Oasis

BookYour Spring Dates Now No passport required!

Oceans at Cane Bay, St. Croix

Pool, Billiards, Shuffleboard, and Ocean Views!

Cane Bay Sanctuary - Dramatic Oceanfront House

Oceanfront 3 Bedroom Condo in Gentle Winds J-4
Condo rentals with a pool

F & L's Seaview Escape

Beachfront* Close to Town* Gated Community* Pool*

Nubian Sand Beachfront at Sugar Beach

FAB Reviews! Ocean!2BD2Bath Condo Pool-Park-Wi-Fi

Oceanfront Cane Bay Hideaway

Serenity by the sea

Blue Door

Island oasis with gorgeous Buck Island views!
Other vacation rentals with a pool

Ocean as your front yard !!

Caribbean View your way

Island Life-St Croix 2BR Condo in Club St Croix

Beautiful Oceanview, 2bd / 2ba

Beach & Oceanfront, Modern 2BR- 2 King / 2BA Condo

Hibiscus Hideaway | Pool | Walk to beach | Parking

Boho Bungalow

Sand, Sea and Fun
When is the best time to visit Saint John, Christiansted?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$29,452 GYD | G$31,332 GYD | G$31,123 GYD | G$31,123 GYD | G$29,243 GYD | G$28,407 GYD | G$27,572 GYD | G$27,572 GYD | G$29,034 GYD | G$29,243 GYD | G$31,332 GYD | G$33,003 GYD |
| Avg. temp | 25°C | 26°C | 26°C | 27°C | 27°C | 28°C | 28°C | 29°C | 28°C | 28°C | 27°C | 26°C |
Quick stats about vacation rentals with a pool in Saint John, Christiansted

Total vacation rentals
Explore 50 vacation rentals in Saint John, Christiansted

Nightly prices starting at
Saint John, Christiansted vacation rentals start at G$18,799 GYD per night before taxes and fees

Verified guest reviews
Over 850 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
50 of Saint John, Christiansted vacation 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!
Destinations to explore
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- Rentals with pools U.S. Virgin Islands




