Vacation rentals with a pool in Saint John

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Top-rated rentals with a pool in Saint 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.

Dec 11 – 18

ﺩ.ﺇ2,489 per night

Guest favorite

Cottage in Coral Bay

5.0 out of 5 average rating, 79 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.

Oct 3 – 10

ﺩ.ﺇ1,025 per night

Superhost

Condo in St Thomas

4.81 out of 5 average rating, 325 reviews

"Sunrise Sapphire" Sapphire Village

This is our newly renovated studio at Sapphire Village overlooking Sapphire Beach post Hurricanes Irma and Maria. We offer High Speed WiFi with Smart TV. Resort style bathroom with beautiful custom tile shower. New Kitchen with Granite counter tops and custom reclaimed timber shelves from Kansas City. Kitchen equipped with glass range, microwave, coffee pot, full size refrigerator and all the cooking utensils you’ll need. King size bed overlooking the beach! 2 pools and 1 restaurant on site!

Oct 14 – 21

ﺩ.ﺇ456 per night

Guest favorite

Villa in Coral Bay

4.93 out of 5 average rating, 85 reviews

Heaven's Gate - Spectacular Panoramic Ocean View

This Mediterranean style, four bedroom luxury villa sits at the top of a mountainside overlooking St. John’s pristine Hurricane Hole, designated a Virgin Islands Coral Reef Monument in 2001. Heaven’s Gate is a serene and very private hilltop vacation villa. Each of the four handsomely furnished bedroom suites includes its own private bath, three with outside showers, and each suite has access to outside terraces. Please review the House Rules prior to booking. Compliance is mandatory.

Oct 10 – 17

ﺩ.ﺇ2,541 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*

Aug 4 – 11

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.

Aug 31 – Sep 7

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

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.

Apr 8 – 15

ﺩ.ﺇ735 per night

Superhost

Home in Coral Bay

4.96 out of 5 average rating, 53 reviews

Charming Aerie Cottage

Aerie is a Caribbean style cottage 1.5BR, 1.5 BA nestled on the border of the National Park at the end of a quiet road. This sanctuary is the perfect setting for a tranquil retreat and includes private soaking pool, full kitchen, and views of Coral Bay and St Thomas. An additional guest can comfortably be accommodated in the loft. There is an additional cost for 3rd guest. Centrally located on Ajax Peak Road minutes from North Shore beaches, and between Coral Bay and Cruz Bay.

Jun 29 – Jul 6

ﺩ.ﺇ1,476 per night

Guest favorite

Cottage in Hansen Bay

5.0 out of 5 average rating, 58 reviews

Milk Moon Cottage

Situated on the quiet and serene East End of St. John, Milk Moon Cottage is a private oasis overlooking the British Virgin Islands. The cottage features striking views, convenience to East End beaches, and plenty of amenities to make guests feel right at home. *** KEY FEATURES *** -Two bedroom, two bathroom home with air-conditioning throughout -Full-sized kitchen -Completely private pool -WiFi -Beach chairs, beach cooler with ice packs, & beach towels all provided

Aug 3 – 10

ﺩ.ﺇ1,913 per night

Guest favorite

Condo in East End

4.97 out of 5 average rating, 108 reviews

Beautiful corner unit condo right on the beach!

Location, location, location! Beautiful 2nd floor studio condo at Sapphire Resort & Marina in building A. This corner unit features a wrap around balcony ideal for enjoying the wonderful view of the sandy beach and turquoise waters. Unit features a king bed as well as a sleeper sofa. Kitchen is appointed with full oven/stove, dishwasher, microwave and refrigerator/freezer with ice maker. Come and enjoy all that St. Thomas has to offer!

Oct 24 – 31

ﺩ.ﺇ909 per night

Guest favorite

Guesthouse in St. John

5.0 out of 5 average rating, 50 reviews

House of Open Arms Villa with Pool and AC

House of Open Arms Villa with dazzling pool has 180 degrees of views and white water crashing waves below. Perfect for 2 people but can accommodate families with small children if they are willing to sleep in the living room area. I am available for any needs you may have and will help you get the most out of your St. John experience. I provide a lovely welcome dinner on your arrival night. Homemade Granola and coffee as well!

Oct 15 – 22

ﺩ.ﺇ1,530 per night