Vacation 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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Guest favorite

Home in Chocolate Hole

5.0 out of 5 average rating, 38 reviews

Down Yonder Private Pool Villa

Beautiful island memories are made at Down Yonder Pool Villa. Surrounded by lush tropical gardens and conveniently located in Chocolate Hole (less than .5 miles from the Westin resort), this well-appointed, comfortable home features two King suites - one on either side of the huge Great Room. The Great Room and each bedroom enjoys access to the glorious sundeck and 30 foot salt water pool, and every room has the same mesmerizing view of Chocolate Hole Bay and the deep blue Caribbean water beyond. Rates based on four persons occupancy. Additional guest fees apply for more guests up to 6 total. Click "Book Now" for detailed quote.

Nov 16 – 23

ﺩ.ﺇ2,370 per night

Guest favorite

Cottage in Coral Bay

5.0 out of 5 average rating, 80 reviews

Sweet Spice: A Nifty Little Cottage. With A Pool!

This very small 1 BR cottage lives BIG with a screened porch, solar, valley views, bedroom 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.

Nov 24 – Dec 1

ﺩ.ﺇ1,025 per night

Guest favorite

Tiny home in St. John

4.92 out of 5 average rating, 159 reviews

Bogie's Villa, Tektite, Island Tiny Living

Large views directly across Pillsbury Sound over Thatch Cay to St. Thomas from your very own tiny living space. Situated on the pool deck this small space is ideal for a couple or single looking to get away from it all (including heavy packing), and get out exploring. Tektite provides everything you need for meals at home, a shared pool, laundry on site, and solar with battery backup. Beach towels, a small cooler and camp chairs are supplied for your beach days. *Updated with A/C and T/V*

Jul 12 – 19

ﺩ.ﺇ683 per night

Guest favorite

Home in Coral Bay

4.99 out of 5 average rating, 102 reviews

Paradisea 2 Bedroom with pool

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 10.

Jun 23 – 30

ﺩ.ﺇ1,226 per night

Guest favorite

Villa in Coral Bay

5.0 out of 5 average rating, 46 reviews

Memory Daze

Welcome back to Memory Daze! The perfect setting for couples retreat or small group. Plenty of open shared outside space as well as private bedroom nooks for when you want some quiet time. Children allowed 12 years and older. This beautifully appointed Caribbean Style villa, boasts amazing down island views, large pool, lush gardens, gated parking and native stone and artistic tile work. The estate is perched along a ridge facing southeast down island, with very easy access to Coral Bay.

Nov 29 – Dec 6

ﺩ.ﺇ2,263 per night

Guest favorite

Villa in St. John

4.97 out of 5 average rating, 31 reviews

Just Peachy - Pool Villa + Bronco & 1/2 day Dinghy

Nestled on the mountainside of Gifft Hill, this charming St. John home will give your group peace and comfort away from the crowds. Relax on the wrap-around porch, watch the sunset over Pilsbury Sound, listen to the Coqui frogs, and lounge on the newly updated pool deck. The nightlife of Cruz Bay is less than ten minutes away, and the National Park Beaches are about fifteen minutes. Close enough to all of the tourist action, but you won't have to sacrifice peace and comfort for proximity.

Feb 11 – 18

ﺩ.ﺇ2,708 per night

Guest favorite

Apartment in Fish Bay

4.94 out of 5 average rating, 154 reviews

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.

Oct 16 – 23

ﺩ.ﺇ707 per night

Guest favorite

Villa in Coral Bay

5.0 out of 5 average rating, 22 reviews

2 King Master Suites, Newly remodeled pool villa

Perfect for 1 or 2 couples, Blue Kai has plenty of space indoors and out. Enjoy the comfortable sitting areas by the pool or on the partially covered front porch, sipping cocktails and watching the boats in Coral Harbor. Both bedrooms have outdoor, native stone showers and AC. The kitchen is well equipped with a large prep area. You will find everything you need for dinner in. Blue Kai is located in the quiet Seagrape Hill neighborhood with paved roads to the driveway.

Sep 30 – Oct 7

ﺩ.ﺇ1,931 per night

Guest favorite

Villa in Central

5.0 out of 5 average rating, 6 reviews

Brizan. A Quiet Reef Bay Villa

BRIZAN is a private 3BR/3BA villa nestled just above Reef Bay, offering Caribbean views, tropical breezes, sunrises, sunsets and night skies from every room. The single-level design, with deck, pool and spa, creates 6,000 sq. ft. of private indoor/outdoor space. BRIZAN borders the undeveloped US Virgin Islands National Park, and is a quick (~10 min) hike to the white sand beach below. Sleeps 6 guests comfortably. Includes island concierge and pre-arrival provisioning!

Sep 19 – 26

ﺩ.ﺇ2,096 per night

Superhost

Condo in Cruz Bay

4.85 out of 5 average rating, 84 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, 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!

Aug 12 – 19

ﺩ.ﺇ681 per night

Guest favorite

Cottage in Cruz Bay

5.0 out of 5 average rating, 56 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.

Apr 8 – 15

ﺩ.ﺇ1,038 per night

Guest favorite

Home in St. John

5.0 out of 5 average rating, 28 reviews

Villa Hermosa - BEAUTIFUL with Pool & Ocean Views

Villa Hermosa is a luxury masonry constructed home located on the hillside overlooking Fish Bay on St. John, USVI. The villa has 3 bedrooms and 3.5 bathrooms. Villa Hermosa provides spacious living areas with beautiful finishes, stonework and craftsmanship. Villa Hermosa is fully equipped for your family and friend vacation on St. John. The villa provides all your basic amenities and supplies to ensure you are prepared for an enjoyable and comfortable stay.

Mar 18 – 25

ﺩ.ﺇ3,274 per night