
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.

Seaside Escape at Sapphire Beach Resort
About the Unit Seaside Escape is a two-story penthouse villa located directly on the stunning Sapphire Beach, one of the most beautiful beaches in St. Thomas. It has floor-to-ceiling glass doors that lead you out to two large balconies where you can relax while enjoying the unmatched beauty of the Caribbean Sea. The first floor consists of a full bath with shower, kitchen, a living room with a queen sleeper sofa, comfortable chair and ottoman, flat-screen tv, dining set, and a large balcony. Kitchen appliances include stainless steel refrigerator with ice maker, brand new stovetop, microwave, toaster oven, NuWave Precision Induction Cooktop, coffee pot, blender, and an electric grill. Upstairs you will be able to unwind in a bedroom with 18-foot high cathedral ceilings that give the space an authentic Caribbean charm. Bead board wainscoting runs throughout the condo, and frames the luxurious king bed, giving it an extra dose of style. Incredible views can also be seen from the bed, and the second large balcony provides a second space for drinking coffee and enjoying the splendor of the Caribbean Sea. An additional sleeper sofa can also be found in the bedroom, along with a flat-screen tv, closet and full master bath with shower. Sapphire Beach Resort Seaside Escape is located in Building C of Sapphire Beach Resort. The resort sits on a beautiful sandy beach with turquoise waters that are ideal for snorkeling the reef that lies beneath. A multi-level pool overlooks the sea and has the best views of St. John that St. Thomas has to offer. There is also a shallow level of the pool that is perfect for kids. For adults, some of the island’s best entertainment can be found at Sapphire Beach Bar. It sits directly on Sapphire Beach, and offers delicious food and drinks in a laid-back environment with stunning ocean views. Multiple televisions show all the big games from back home, and live music can be heard several days a week. Covered cabanas are located nearby and are great for families or friends to hang out and enjoy their surroundings. The Beach Buzz is just steps away and offers coffee and breakfast items, sandwiches, smoothies, frozen yogurt, and sundries. Sea Salt is a fine dining seafood restaurant with amazing ocean views. Paradise Pie is also located at Sapphire and has great pizza. Just a short walk up the hill is Sudi’s Caribbean Bar and Grill at Sapphire Village. It’s a casual pool-side restaurant offering traditional American food and pizza. We also have Sapphire Marina which offers many exciting excursions such as day sails, snorkeling trips, and jet ski rentals. Location One of the best things about Seaside Escape is its location! We are located just a short two-minute drive from Red Hook, a fun little town on the East End of St. Thomas. In Red Hook, you will find many restaurants, bars, shops, a couple of grocery stores, and best of all the ferry to St. John! We are also surrounded by many beautiful beaches such as Lindquist Beach, Coki Point, and Secret Harbour. You can rent a car to explore all the area has to offer, or you can take advantage of the on-site taxi stand that has taxis always waiting to take you where you need to go. The $1 Safari buses also stop at the top of our hill, and will also take you into Red Hook. Security Sapphire Beach Resort is a gated community with 24-hour security guards. Extras We offer complimentary beach chairs that are placed on the beach by an attendant in the exact spot that you want them. We also provide beach chairs, towels, noodles, and a cooler. *A four-door Jeep Wrangler is available to rent for an additional fee. Arrangements must be made in advance of your stay. *Free parking located directly behind unit.

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

BEST REVIEWS on the East End - HANDS DOWN!
ALWAYS BOOK with an ON-SITE LOCAL to get the INSIDE SCOOP. Book this condo to gain access to custom-made handouts to help you plan a memorable vacation! You'll love the KILLER VIEW of the Caribbean Sea about 200 feet away. This condo includes toys and games, and plenty of beach toys, noodles, and extra chairs for beach hopping! I'm frequently booked, so check out my other condos in Cowpet Bay West. airbnb.com/h/stthomasparadise10 airbnb.com/h/stthomasparadise26 airbnb.com/h/stthomasparadise42

Orchid at Casa Tre Fiori (Three Flowers House)
Casa Tre Fiori's Orchid is a large, private and peaceful one bedroom apartment with a large deck overlooking the labyrinth garden. There is a fully equipped kitchen and air-conditioned bedroom. Enjoy the sounds of nature from the deck. Walk to some of the National Park hiking trails. Easy 4 miles to town and short drive to North Shore beaches. Fish Bay is adjacent to the National Park on the south shore of the St John. The shared pool and hot tub are located nearby along the Zen Garden path.

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.

"H2Oh What a Beach!" condo: Walk-out Beach Access!
"H2Oh What a Beach!" condo Building A of Sapphire Beach Resort & Marina: ground floor unit with direct access to one of the most beautiful beaches in the Caribbean. Steps away from Sea Salt fine dining restaurant, Sapphire Beach Bar, Paradise Pie pizza, and Beach Buzz coffee shop. A mile from Red Hook featuring many restaurants & island ferries. Great beach, swimming, snorkeling, parasailing, and relaxing right outside your door. Check out our reviews - there's a reason why we're always full!

Seas The View-Updated & Oceanview @ Sapphire Beach
This updated and stylish condo offers incredible views of the Caribbean and neighboring St. John & BVI! We are located in Sapphire Village, nestled between Sudi’s Pool Bar & Grille and the second community pool. We are a 2-minute walk to the marina and another few steps to beautiful Sapphire Beach, which offers 3 restaurants, bars, boutique and coffee shop. Red Hook is a quick drive for dining, entertainment and the ferry to St. John/BVI. If you need a car during your stay, please inquire!

Charming Beach Condo w/ Balcony- 2 Pools and Beach
Located at Sapphire Village. Amazing balcony and views of Sapphire Beach and its turquoise waters. Short walk to the beach and beach bar! Completely renovated with new furniture- 1 KING bed, and one queen sleeper sofa. Property has hotel amenities including 2 pools, great snorkeling off of the beach, 3 restaurants, beach bar, coffee shop & deli! Secure safe location. Taxis are readily available for rides to grocery stores, Red Hook for dinner, St. John Ferry, beaches. 25 min from airport!

VIEWS! Condo by Magen's Beach w/ POOL & generator!
Welcome to your retreat with panoramic ocean views located in Mahogany Run, 5 mins from Magen's Bay Beach. Enjoy spectacular views of the ocean from every room of the condo. This bright and airy condo is equipped with a plush king-size bed, a fully equipped kitchen, and a bathroom featuring a walk-in shower. Spend the days at one of the island's beaches, snorkeling, hanging out by the pool, or exploring downtown Charlotte Amalie! We HIGHLY recommend renting a car to get around the island

Million Dollar Views: 2 mins to Beach, Pool, more
One of the BEST places in St Thomas, with a gorgeous kitchen, bathroom, comfortable king bed and teak furniture. This villa is 20 feet over the water, so you see fish swim by and enjoy sounds of the waves below. High end sheets, towels, beach towels, beach chairs, snorkel gear, soap, shampoo, conditioner, plus a new 55" TV and high-speed WiFi. 3 pools and 2 restaurants on property, plus I provide details on all the best beaches, restaurants, bars, stores and more. You will LOVE it!

Skytop Studio~Next to Hiking Trail~New Pool
Modern 1 bedroom apartment In Fish Bay Skytop with Hillside View of the National Park, fully equipped kitchen, Saatva Loom & Leaf memory foam mattress. The property is right next to the National Park Great Sieben Trail, which connects to several major hiking trails. Cruz Bay, Grocery Stores and restaurants are 12min drive away. Klein Bay a beautiful Private rocky beach great for snorkeling is 4 min drive away. Shared brand new Pool with two other apartments. Shared BBQ by the Pool.

Stunning Ocean View w/Balcony~Shades of Sapphire~
Beautiful ocean view, top floor studio with balcony at Sapphire Village is perfect for two guest and features a queen size bed. Kitchen and private balcony with spectacular views. Five minute walk to Sapphire Beach, two large pools, two great casual restaurants, coffee shop, taxi stand, and laundromat all on site. The marina has several day excursion options to keep your days full. Sailing trips, parasailing, or rent a wave runner. Everything you need is right on the property.
Popular amenities for Cruz Bay rentals with a pool
House rentals with a pool

Pool - Ocean View - Large Deck & Pergola - Private

New 3-bdrm villa, pool, ocean views, & concierge!

2 Bed ⭐️ STAR VILLA HOME ⭐️ 5 Min walk to CRUZ BAY

Luxury Villa with Pool, Privacy, Sunsets

Windchime-Gorgeous View, Pool, Generator-Sleeps 10

VIewtiful: Virgin Islands Views

Welcome to Tòti Bella!

Panoramic Ocean views and off Grid
Condo rentals with a pool

Two Bedroom Beachfront Condo at Sapphire Beach

Sunrise Sapphire 7-Studio-NEW Renovation

Romantic Private Pool Villa@Sapphire. Generator.

Sail Away II-WOW Beachfront to Paradise Remodeled

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

Wrap Around Balcony~Views~Pack your Bathing Suit!

★★★★★ Breathtaking Ocean Views-Private Balcony

Your Perfect Beachfront Condo in Paradise
Other holiday rentals with a pool

King Bed Studio Overlooking Sapphire Beach

Ginger Thomas Villa in Cruz Bay

Ring in Spring at the Westin St. John!

Serene Suite with Pool and Garden Views

The Tile House

Seaside Studio Suite - at Grande Bay Resort, St. J

2025 Renovated • On Sapphire Beach • King Bed

Tropical Sands | Elysian Beach Resort | St. Thomas
When is the best time to visit Cruz Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,154 AUD | $1,124 AUD | $1,114 AUD | $1,016 AUD | $854 AUD | $841 AUD | $899 AUD | $914 AUD | $845 AUD | $804 AUD | $863 AUD | $1,058 AUD |
| 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 $146 AUD per night before taxes and fees

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

Family-friendly holiday rentals
360 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, Wi-Fi and Pool across Cruz Bay rentals

4.9 Average rating
Cruz Bay stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Punta Cana Holiday rentals
- San Juan Holiday rentals
- La Romana Holiday rentals
- Bayahibe Holiday rentals
- Carolina Holiday rentals
- Sainte-Anne Holiday rentals
- Culebra Holiday rentals
- Saint Thomas Holiday rentals
- Saint Croix Holiday rentals
- Aguadilla Holiday rentals
- Basse-Terre Island Holiday rentals
- Tortola Holiday rentals
- Pet-friendly rentals Cruz Bay
- Villa rentals Cruz Bay
- Apartment rentals Cruz Bay
- Rentals with a hot tub Cruz Bay
- Condo rentals Cruz Bay
- Fitness-friendly rentals Cruz Bay
- Rentals with a patio Cruz Bay
- Waterfront rentals Cruz Bay
- Rentals with outdoor seating Cruz Bay
- Rentals with a washing machine and dryer Cruz Bay
- Luxury rentals Cruz Bay
- Resort rentals Cruz Bay
- Beachfront rentals Cruz Bay
- House rentals Cruz Bay
- Cottage rentals Cruz Bay
- Hotel rooms Cruz Bay
- Rentals with a fire pit Cruz Bay
- Family-friendly rentals Cruz Bay
- Rentals with a kayak Cruz Bay
- Rentals with beach access Cruz Bay
- Rentals with pools St. John
- Rentals with pools U.S. Virgin Islands
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Cane Garden Beach
- Coki Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Secret Harbor Beach
- Peter Bay Beach
- Virgin Islands National Park
- Josiah's Bay
- Maho Bay Beach
- Sugar Beach
- Coral World Ocean Park
- The Baths
- Sun Bay Beach
- Lindquist Beach
- Brewers Bay Beach
- Cane Bay
- Paradise Point Tranway
- Point Udall




