
Holiday 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.

The Tile House
Enjoy breathtaking sunsets views over the turquoise Caribbean waters and the surrounding cays from our newly renovated two bedroom villa with indoor plunge pool. Our ocean view villa is richly appointed with modern furnishings and appliances, designed with comfort and convenience in mind. Watch the ferries, sailboats and cruise ships sail by as you enjoy the breathtaking island sunsets over Cruz Bay, St. John. The Tile House is solar powered with Tesla battery backup and reliable high speed internet to ensure your island experience is uninterrupted. Take a refreshing dip in the indoor plunge pool after a hot day at the beach. Book your St. John vacation today! What Makes Our Villa Unique? You are within a 5 minute drive (10min walk) of supermarket, pharmacy, gas station, post office, dining, and entertainment. Patio overlooking Cruz Bay, Pillsbury Sound and sunsets over St. Thomas One King and One Queen Bed Indoor plunge pool Private Parking Driveway Private Entrance Dedicated work desk and high speed internet Fully equip kitchen with side by side fridge, commercial stove, appliances including coffee maker and toaster, cookware, table settings, towels, and soap Washer/ Dryer (supplies included) Great room with smart TV set up for your use Curated high-end and hand-crafted décor and furnishing Mini Fridge - available for stock of local beverages (found only on the island) upon request Beach towels and gear provided Notes Rent a 4x4 vehicle to get up and down our island hillside road. It is possible to make the walk though we highly encourage renting a 4x4 vehicle for your stay. No sedans. $250 Cleaning and Prep fee per stay Owners reside on lower premise of property. Your privacy and enjoyment of our rental villa is our highest priority. If any issues arise during your stay, property management will be available to address expeditiously.

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

Periwinkle Cottage in Coral Bay w/Pool, and Views🏝
Periwinkle Cottage of Coral Bay is a perfect rendition of a traditional West Indian cottage with modern amenities. 🌴 Ceiling fans, large screened in porch and open air porch areas. Located at the end of a private road, Periwinkle has a Million Dollar view of Coral Bay! Located only minutes from grocery stores, shopping & dining in Coral Bay. This cottage offers privacy & sits on over a half acre lot! You are right near the Virgin Islands National Park and some of the best beaches in the world

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.

Sopra Mare: Oceanfront, Heated Salt Pool, 100% A/C
Sopra Mare offers breathtaking oceanfront views, 2 king bedrooms with private baths, a private heated saltwater pool, A/C in every room, backup generator, internal staircase (no "pod" bedrooms), 3-stage UV filtration system for bottled water quality throughout the villa, and accordion doors that blend indoor and outdoor living spaces. Located in the prestigious Maria Bluff neighborhood that is an easy 8 minute drive from downtown Cruz Bay & 15 minutes to St; John's world famous beaches.

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.

Latitude Adjustment at Grande Bay Resort, St John
A waterfront, spacious luxury 1 BR/1 BA condo, sleeps 4, with full kitchen. Sip rum punches and watch island sunsets from the high granite bar on the full-length deck, all overlooking the azure waters of Cruz Bay and the marina. New listing in excellent condition with modern artwork and high-quality furniture, A/C, ceiling fans and tile floors. Spacious living/dining area with expansive waterfront views. Includes: beach chairs, cooler, etc. and 1 reserved covered parking space.

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.

Seabreeze Cottage with private pool in Cruz bay
The cottage is conveniently located two minutes to the town of Cruz bay and five minutes to National Park. It’s surrounded by lush landscape and gated property. The cottage is fully AC, covered patio, a private pool, outdoor bbq covered patio. AN ENTIRE COTTAGE BACK UP GENERATOR FOR POWER OUTAGES one of a few offer on the island. It will be helpful when the grid goes down of which occurs quite often. You can still have the comfort without any interruption.

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.
Popular amenities for Cruz Bay rentals with a pool
House rentals with a pool

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

Villa De Vida

St John Brand new 2 bedroom stunner

Mar de Amores great Views, private pool generator

Windchime-Gorgeous View, Pool, Generator-Sleeps 10

VIewtiful: Virgin Islands Views

Tropical Seabreeze- Pool and back up power/solar

Palladio's View - Private Villa With Pool & AC!
Condo rentals with a pool

Charming Beach Condo | Balcony | 2 Pools & Beach

Stunning Ocean View w/Balcony~Shades of Sapphire~

BEST REVIEWS on the East End - HANDS DOWN!

Book Now! Caribbean Sunshine! Amazing Views!

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

Ocean View Condo near Magen’s Bay - Pool/Generator

Sail Away II-WOW Beachfront to Paradise Remodeled

Oceanfront Bliss & Perfect Sunsets + Backup Power
Other holiday rentals with a pool

El Nido, a beautiful place to stay in paradise!

Villa w/ Pool, AC, 2 King BR, views, Back up power

Milk Moon Cottage

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

A House of Open Arms Villa with Pool and AC

Blue Pearl Villa in St. John USVI | Ocean Views

Private Pool large 1 bedroom full Ocean view

5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach
When is the best time to visit Cruz Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,296 NZD | $1,404 NZD | $1,404 NZD | $1,161 NZD | $975 NZD | $960 NZD | $1,027 NZD | $1,044 NZD | $965 NZD | $945 NZD | $1,009 NZD | $1,263 NZD |
| 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 holiday rentals with a pool in Cruz Bay

Total holiday rentals
Explore 490 holiday rentals in Cruz Bay

Nightly prices starting at
Cruz Bay holiday rentals start at $167 NZD per night before taxes and fees

Verified guest reviews
Over 6,070 verified reviews to help you choose

Family-friendly holiday rentals
350 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
480 of Cruz Bay holiday 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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