
Vacation rentals with a pool in Cruz Bay
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Cruz Bay
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Upper Grande Bay-Studio King plus 1 foldout
FRESH AND UPDATED studio unit in the heart if Cruz Bay at Grande Bay Resort. King bed studio suite with a full foldout sofa, Kitchenette & living room seating area, washer dryer. Amazing view from inside & balcony perched high up on the hill over looking Cruz Bay and surround. Great for a honeymoon, anniversary, or any getaway! Very clean unit & well appointed furnishings. . Wake up to the Caribbean Blue water & sun! Please note. PARKINGis NOT included-paid parking offsite or taxis

Peaceful Island Getaway w/ Pool & Tropical Charm
Sol-Azul Tropical Island Escape~ This peaceful and stylish retreat is full of Caribbean charm and made for relaxation. *A sparkling pool surrounded by lush tropical landscaping *Spacious covered porch for morning coffee or entertaining *Bright, airy interiors w/ island-inspired decor *Just minutes from town, restaurants, and gorgeous beaches Whether you're here to unwind by the pool, explore island flavors, or soak up the sun on sandy shores, this home is the perfect base for your vacation!

Sweet Spice: A Nifty Little Cottage. With A Pool!
This very small 1 BR cottage lives BIG with a screened porch, SOLAR POWER, valley views, 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.

Sunrise Cottage - Secluded, Romantic, Private
Sunrise cottage is located on the cool & breezy north side of St. Thomas. A relaxing 1 bedroom cottage with a full kitchen & living area. You can soak up the sun on the sundeck or hang out in your private soaking pool, while appreciating the breath taking view during the day & the abundance of stars at night. When venturing out you are 20 mins to Magen’s Bay Beach, 15 mins to Town, 30 mins to Red Hook. Note: The hosts live on property with 2 dogs and this cottage is adult only 18 or older.

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.

Sieben Apartment * Pool* next to Hiking trails
Sieben is a spacious 2 bedroom, 2 bathroom apartment with fully equipped kitchen and washer/dryer. Both bedrooms feature memory foam mattresses. Primary bedroom has a king bed with private en-suite bathroom. Second bedroom can be set up as two twin beds or one king. Smart TV with Netflix and streaming apps (no cable). 10 min drive to Cruz Bay, restaurants, and grocery stores. 25 min drive to North Shore Beaches. 4 ft shared pool with two other apartments and shared BBQ by the pool.

New! Island Therapy Studio - amazing views-St John
Island Therapy Contemporary Studio -sleeps 4 (king bed +queen sleeper sofa) in St. John. Excellent condition with modern furniture, AC, and tile floors. Expansive views of Cruz Bay, flat screen cable TV, internet, fully equipped kitchenette (coffee maker, microwave, small fridge, toaster, blender, single electric burner), washer/dryer. Enjoy island sunsets from the balcony deck with granite bar and chairs overlooking the islands. We fell in love with St John and know you will too.

Private Pool in Paradise! Ocean View Steps 2 Beach
Come enjoy the island life at this tranquil villa with private pool...only steps from the beach! Cooler, snorkeling gear, and beach chairs INCLUDED! The entire home has been remodeled. The pool has been fully updated as well as the deck area, which includes brand new furniture and high-end loungers. A new gas grill has also been added for your outdoor grilling pleasure. Stream all your favorites with our strong Wi-Fi. Upscale restaurant, Pangea, is just steps away. Free parking.

Rockroom One Bedroom Condo at The Hills Saint John
"The Rockroom" is a one bedroom apartment located within The Hills Saint John. This large space with amazing views of Cruz Bay and St Thomas features a large bedroom with King bed, two full baths, a large living area and a full kitchen. There is also a large private patio with a gas grill and patio furniture. Guests staying at Rockroom will also have access to The Clubhouse Bar (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

Chic 1 Bedroom Oasis with Designer Decor & Pool
Welcome to our impeccably designed oversized 1-bedroom apartment (+ queen size Murphy bed) a stylish retreat that promises an unforgettable stay in the heart of the historic district of Charlotte Amalie with its own plunge pool and deck. This apartment boasts a sophisticated ambiance, curated with the finest designer furnishings, decor and lighting as well as a custom kitchen. This is a perfect location to serve as the base to explore St. Thomas and the surrounding islands.

Seascape Villa with private pool in Cruz bay
Seascape Villa is spacious magnificent four bedroom suites on one floor. It’s located on a private cul-de-sac of Estate Pastory near Caneel Hill Trail with spectacular views of Caribbean water, mountains and surrounding cays. The location is close to the town of Cruz bay but yet peaceful and private. The property is gated for an extra layer of privacy and lush landscaped with a private pool and an outdoor kitchen. AN ENTIRE HOUSE BACK UP GENERATOR FOR POWER OUTAGE.

Caribbean Cottage Near the Sea
Paradise! The cottage is located on Hart Bay, and has an amazing view of the Carribean Sea. You can fall asleep to the sound of waves. You will stay in the upstairs one bedroom apartment with your own private entrance. The owner’s live in the lower level. Private pooI area. It’s an older cottage with an outdoor shower. There are 67 uneven steps down to cottage from parking area. There are steps that lead to a trail and rocky beach. Property has a generator.
Popular amenities for Cruz Bay rentals with a pool
House rentals with a pool

Villa Rosa

Flannagan's Peak Cozy 1 Bdrm Home-New Pool!

La Sirena Secluded Villa w/Pool+NEW Solar backup!

Villa De Vida

Windchime-Gorgeous View, Pool, Generator-Sleeps 10

Mar de Amores - Summer deals!

Spectacular Views - 3-5 bedrooms Cruz Bay, St John

Tropical Seabreeze- Pool and back up power/solar
Condo rentals with a pool

Stunning Ocean View w/Balcony~Shades of Sapphire~

Two Bedroom Beachfront Condo at Sapphire Beach

Ocean View Sapphire Condo-Balcony & King Bed

BEST REVIEWS on the East End - HANDS DOWN!

Cold? Book Now! Caribbean Sunshine! Amazing Views!

"H2Oh What a Beach!" condo: Walk-out Beach Access!

OceanView! Condo near Magen’s Bay - Pool/Generator

Sail Away II-WOW Beachfront to Paradise Remodeled
Other vacation rentals with a pool

Stunning Limeberry Villa, a designer's dream.

Milk Moon Cottage

Villa Hermosa - Beautiful with Pool & Ocean Views

Just Peachy - Pool Villa + Bronco + WE’RE SOLAR!

Serene Suite with Pool and Garden Views

Gorgeous ocean view penthouse! Walk to Cruz Bay!

4 bed/4 bath. Pool/Beautiful Ocean views. Cruz Bay

Seaside Studio Suite - at Grande Bay Resort, St. J
When is the best time to visit Cruz Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ2,898 | ﺩ.ﺇ2,824 | ﺩ.ﺇ2,798 | ﺩ.ﺇ2,552 | ﺩ.ﺇ2,145 | ﺩ.ﺇ2,112 | ﺩ.ﺇ2,259 | ﺩ.ﺇ2,295 | ﺩ.ﺇ2,123 | ﺩ.ﺇ2,079 | ﺩ.ﺇ2,218 | ﺩ.ﺇ2,776 |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Quick stats about vacation rentals with a pool in Cruz Bay

Total vacation rentals
Explore 490 vacation rentals in Cruz Bay

Nightly prices starting at
Cruz Bay vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

Verified guest reviews
Over 5,490 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
480 of Cruz Bay vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Cruz Bay rentals

4.9 Average rating
Cruz Bay stays are highly rated by guests—averaging 4.9 out of 5!
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- Flamenco Beach
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- Honeymoon Beach
- Magens Bay Beach
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- Secret Harbor Beach
- Cinnamon Bay Beach
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- Peter Bay Beach
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