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

The Loft at Simpson Bay Yacht Club
Welcome to The Loft at SBYC. Located in the heart of Simpson Bay in walking distance to the beach, great restaurants, grocery stores, shopping, salons/spas and more. In this fully renovated loft-style apartment, you will find high quality amenities throughout including a European kitchen and an amazing rainfall shower. The SBYC property offers 3 swimming pools, a hot tub, tennis courts and plenty of outdoor space for relaxing, all under 24-hour gated security. Free concierge service included.

Villa Solandra – 3BR Oceanfront Sunset w/ Pool
Welcome to Villa Solandra, a western facing ocean front luxury 3BR/3BA home with a private pool in Indigo Bay. Enjoy romantic & epic sunsets, this cliffside escape blends indoor-outdoor living with sweeping Sea & Bay views, two large oceanfront balconies, and designer interiors. Enjoy a chef inspired kitchen, luxury king suites w/ ensuite baths, private garden just minutes from beaches, dining, Simpson Bay and Maho’s iconic plane spotting. Perfect for families, friends, or romantic getaways.

Sea Loft, Breathtaking View – Private Pool
* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Les Alysés - 2BR-private pool
Book your stay in the sun in this beautiful apartment located on the ground floor of a hacienda-style villa. The turquoise water pool and the garden where you can enjoy meals in the shade of the Cycas will be fully reserved for you. The apartment, furnished in a Caribbean style, offers two bedrooms with TV and air conditioning, a bathroom with a large shower, a fully equipped kitchen and a spacious living room with a punching bag and foosball.

Secret View amazing apartment- Private pool
Welcome to Secret View! An elegant and intimate retreat with a private pool and a spacious terrace set directly on the lagoon. Designed for couples seeking calm, romance and discretion, just minutes from vibrant Maho with its restaurants, bars and casinos, and Mullet Bay Beach, one of the island’s finest beaches with stunning turquoise waters. Free private parking. This hidden gem is the perfect setting for unforgettable moments together.

New! Apartment with pool and ocean view#4
Take it easy at this unique and tranquil getaway. Renovated apartment in a complex with pool and ocean view. Ideally located in Pelican Key, next to the beach, restaurants, groceries, bars, casinos, clubs , Simpson Bay and close to the airport. This apartment, "Statia" is part of a complex with 5 other independent apartments, with swimming pool, garden, laundry, private and free parking. You will enjoy this peaceful place ! Adults only

Studio Ocean Front, Infinity Pool
Clearwater is a cliffside waterfront property with one of the most spectacular views on the island! Overlooking Great Bay, Philipsburg, Divi Little Bay, the turquoise Caribbean Sea and the magnificent cruise ships, this one of its kind location will be sure to put you at awe. It is perfectly situated for easy access to all SXM has to offer; restaurants, beaches, grocery stores, downtown shopping, bars and entertainment.

Stunning 2 BD Ocean View - Terraces Lt Bay
Treat yourself to the utmost stylish and modern ocean view apartment located in the exclusive Little Bay Hill . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea views, private pool, one master suites ( Japanese king bed and a walking closet), one bedroom suite with two twin size beds ( could be converted to king size bed ) . Welcome to Terraces Little Bay !

Sea Lover - Las Brisas (Sea Lover)
We welcome you to this modern and luxurious condo in a secure residence. The Las Brisas residence (private marina and lagoon view) will allow you to relax during your stay. You will have a swimming pool, gym and 24-hour security service for a wonderful stay. Close to the most beautiful beaches of the island, shops, restaurants, casino, nautical or night entertainment, it's the ideal place...

Royal Palm Hilton SXM
This beautiful 2-bedroom 2-bathroom condo is in the heart of Simpson Bay, located inside the Royal Palm Hilton Vacation Club, and offers full resort amenities including a swimming pool, direct beach access, and a gym. This fourth-floor units has dazzling sunset views. Wake up to the beautiful view and then head downstairs where all you have to do is choose between the beach or the pool.

CondoSTmaarten panoramic (Adults Only)
Condo St. Maarten is located in the quiet and secure subdivision of Indigo Bay. 8 miles or 5 km from Juliana Airport. Ideally located between the Dutch capital Phillipsburg with its beautiful bay lined with a long white sandy beach, duty free shops, cruise boats and Simpson Bay renowned for nightlife, casinos, restaurants and night clubs. Supermarkets are a 5-minute drive away.

Independent apartment at the bottom of the villa – Indigo Bay
The Villa Stella apartment welcomes you in a unique setting with spectacular views of the Caribbean Sea. Located in a 24-hour secure residence, tranquility awaits. You will be just an 8-minute walk to Indigo Bay Beach and close to shops and restaurants in the Dutch side. Composed of 2 bedrooms and 2 bathrooms, you can relax in the pool/jacuzzi overlooking the bay.
Popular amenities for Cole Bay rentals with a pool
House rentals with a pool

Pelican key - BEACH FRONT Villa

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps

New-Sunset Place Villa w Stunning Waterfront Views

SeaRenity Villa With Private Pool Indigo Bay

Luxury Bungalow with Amazing Seaview & Pool

LODGE Elegant Cocoon, Tropical Terrace, Sea View

Préstige - Luxurious 3 bedroom by the Beach

Infinite Blue – Elegant Villa & Turquoise Views
Condo rentals with a pool

Royal Palm-5th floor-Amazing OceanViews-1 Bedroom

Oceanfront w Pool | Maho Beach area

"SeaBird" studio, feet in the water on the beach

Luxury Condo "The Q" + Huge Pool Patio + Beach/Bar

Large 2BR Condo - STEPS FROM BEACH!

Villa Bora Bora - Beach and Caribbean Sea

Casa Nova, Indigo Bay SXM

Saint Maarten La Terrasse Maho
Other vacation rentals with a pool

"Blue Emerald € Studio" pool & fitness in Maho

Sunny Marina Residence

Brand new! - Slowlife - Enjoy Villa

Sunny Outlook - 1-bdr condo - Beachfront Residence

Apartment TalyJay

Sea View Studio with Infinity Pool – Romantic Stay

Luxury 3 bedrooms apartment

Sea view 3BR Spring Sea Villa w/ pool, St Maarten
When is the best time to visit Cole Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$60,641 GYD | G$60,641 GYD | G$58,550 GYD | G$60,641 GYD | G$49,140 GYD | G$53,531 GYD | G$52,276 GYD | G$45,585 GYD | G$41,612 GYD | G$39,730 GYD | G$47,049 GYD | G$53,740 GYD |
| 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 Cole Bay

Total vacation rentals
Explore 380 vacation rentals in Cole Bay

Nightly prices starting at
Cole Bay vacation rentals start at G$6,273 GYD per night before taxes and fees

Verified guest reviews
Over 4,180 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
370 of Cole Bay vacation rentals include wi-fi access

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

4.8 Average rating
Cole Bay stays are highly rated by guests—averaging 4.8 out of 5!
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