
Vacation rentals with a pool in Cole Bay
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Cole Bay

Total vacation rentals
Explore 390 vacation rentals in Cole Bay

Nightly prices starting at
Cole Bay vacation rentals start at G$6,280 GYD per night before taxes and fees

Verified guest reviews
Over 5,010 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 130 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
390 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!
Top-rated rentals with a pool in Cole Bay
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Beach front luxury! Huge 2BR that has it all! 😍🤩😍
5 star hotel luxury is yours in this modern beach home! 2 guest rooms with en-suite bathrooms and deck access. Enjoy cooking your own meals and dine inside or on the deck (or beach!). Largest deck on Simpson Bay beach has it all: huge daybed, loungers, living and dining areas for your comfort and pleasure. Unwind in the den and enjoy the big screen there or in either bedroom. Your neighbor is a boutique hotel and will gladly serve you meals and drinks right to your deck! Much more info available

Luxury Villa Turquoise Heaven in Pelican Key
Welcome to Villa Turquoise Heaven- Modern Luxury in Pelican Key, SXM Experience the pinnacle of Caribbean elegance at Villa Turquoise Heaven, the newest luxury villa in the exclusive Tepui Residence. Designed for relaxation and style, this modern retreat offers a seamless blend of indoor-outdoor living with unparalleled views of the turquoise Caribbean Sea. From waking up to the gentle sound of waves to savoring sunsets from your private infinity pool, Villa TH offers an unforgettable escape.

Delight (Apt4) - Amazing Sea View # 1 bedroom
Warm and Intimate Triplex with 1 Master bedroom, with sea and pool view. Located in Black Palm, an elegant residence of 7 apartments in Indigo Bay, a calm and exclusive neighborhood. Indigo Beach is just a 5-minute walk away. Enjoy the shared pool with sea view. Ideal for up to 2 guests: couples or friends looking for relaxation. - 5 minutes’ walk from Indigo Beach - 5 minutes’ drive from the nearest supermarket - Private parking on site - Concierge service available for any request.

Aman_Aria
This unique place has a style all its own, newly built, contemporary retreat features two elegant master bedrooms, each with its own private bathroom, a spacious living area seamlessly connected to a fully equipped kitchen, an inviting outdoor terrace. Every bedroom and the living room offer uninterrupted vistas of the mesmerizing ocean. The heart of Aman is its spectacular infinity pool and sun-drenched deck, inviting you to relax while soaking in breathtaking panoramas.

Indigo~2 KingSuites, Priv Pool, 2 Min Walk 2 Beach
Ben’s Gem provides luxurious villa overlooking stunning Indigo Beach. More than 1,200 sq ft of oceanfront living space plus more than 1,200 sq ft for your very own oceanfront pool, garden & alfresco dining. Parking for 2 cars included. Tommy Bahama Beach chairs with coolers included for your short walk to Indigo beach or to explore more than 30 other beaches on the island. Enjoy a walk to nearby Indigo Beach Bar & Restaurant for specialty cocktails and beach services

The Blue Door Villa - 4 bed ocean view home
At the Blue Door Villa, we offer our guests all the creature comforts of being in a well-equipped vacation home. We are located on the Dutch side, minutes from the French border in a quiet gated community. The Blue Door Villa is a perfect place to relax while you listen to ocean waves and swim in the infinity pool. There are multiple outdoor spaces offering privacy or space to gather. We are now offering our guests an exclusive, free concierge service.

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.

Ocean Dream Villa
Indulge in luxury at a two-bedroom villa in Indigo Bay, Sint Maarten. Enjoy modern elegance, a private pool, and ocean views. Relax indoors or outdoors, savor gourmet meals, and unwind under starlit skies. Luxurious bedrooms offer ocean vistas. Whether for romance or family, this villa promises a memorable Caribbean escape at Ocean Dream, where luxury meets natural beauty. Book now for an extraordinary island retreat.

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 !

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.

Préstige - Luxurious 3 bedroom by the Beach
Nestled on the hills of Indigo Bay, Préstige is located midway between Philipsburg and the Simpson Bay touristic hangout. Préstige exudes relaxation the minute you walk through the door, elegant and distinguished! The 3-bedroom spacious residence sleeps six! Overlooking Indigo Beach with private swimming pool! Caribbean living, yours to enjoy!
Popular amenities for Cole Bay rentals with a pool
House rentals with a pool

Fleur De Lis, Private POOL, 2 bed. 2 bath

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

Villa Coral | Collection Villas Saint-Martin

Blue Palm Estate Townhouse w/ Ocean View

Villa close to the beach

Private 3bdr ocean view villa in Almond Grove

The best view on the island!

Villa Bahia
Condo rentals with a pool

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

Princess Anouk, Orient Bay, pool, on the beach

Sea Lover - Las Brisas (Sea Lover)

cosy apartment

Premium studio with Caribbean sea view & swimming pool - Marigot

Brand New- Maho Condo Studio with Seaview and Pool

On the Sea - Beachfront 3 bedroom on Simpson Bay

Villa Bora Bora - Beach and Caribbean Sea
Other vacation rentals with a pool

Waterfront "Bonjour" Beacon Hill St Maarten

Life's Good

Bella Vista – Pool & Sea View, 5 Minutes from Grand Case

Escape by the Lagoon

Sea View Studio with Infinity Pool – Romantic Stay

Villa Blue Roc

Villa Elysian: Luxurious Ocean View in Indigo Bay

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$63,214 GYD | G$61,539 GYD | G$62,586 GYD | G$60,702 GYD | G$49,190 GYD | G$53,585 GYD | G$52,329 GYD | G$45,631 GYD | G$41,654 GYD | G$47,934 GYD | G$52,539 GYD | G$60,911 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 |
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