
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 ﺩ.ﺇ 110 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.

Villa Ocean - Indulge Yourself in Paradise
A three-bedroom, two-bathroom beauty overlooking beach/vast views of the ocean in Indigo Bay. Sunset viewing on the deck, private pool or down to the beach 10 min by walking. 10 min to airport, night life, other popular beaches. Close to town. groceries, restaurants. All the bedrooms have a view of beach and the ocean. There is free wireless internet, TV, air conditioning, a dishwasher, refrigerator, microwave, wine refrigerator, coffee maker, washer dryer, outdoor gas grill and private parking.

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.

Luxury Villa Ocean at Indigo Bay with Private Pool
Welcome to Villa Ocean -Modern Luxury in Indigo Bay, SXM Stunning Ocean Views & Island Comfort, experience the pinnacle of Caribbean elegance at Villa Ocean, Designed for relaxation and style, this modern retreat offers a seamless blend of indoor-outdoor living with unparalleled views of the turquoise Caribbean Sea. This spacious & stylish 3br, 3.5-bath Vacation retreat is designed for ultimate comfort, your Caribbean dream escapes awaits you with the infinity private pool at Villa Ocean.

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.

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

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

VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER
VILLA JADE is a complex of 3 villas, on the waterfront. VILLA JADE 3, our 2 bedroom villa is located in Cul de Sac Bay, facing PINEL Island and the turquoise water nature reserve. Life is peaceful there, kayaking, relaxing, BBQ... You are 5 minutes from the fabulous Baie Orientale, its restaurants, bars and water activities... The 3 villas are adjoining but very private and quiet, your only view is the sea... your only goal is to "enjoy"......

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!

Indigo Bay Villa Poolside - Ocean 14
Experience refined Caribbean living in this enchanting 2-bedroom villa, nestled within the exclusive Indigo Bay community of St. Maarten. This beautifully designed villa offers a perfect blend of comfort, style, and outdoor elegance, making it an ideal retreat for those seeking tranquility and luxury.
Popular amenities for Cole Bay rentals with a pool
House rentals with a pool

Welcome to a slice of paradise!

Blue Palm Estate Townhouse w/ Ocean View

SeaRenity Villa With Private Pool Indigo Bay

The best view on the island!

3 Bedroom Ocean Front Villa, Private Infinity Pool

Villa Ar Mor, Private Pool & View of Saint-Barth

Teresa’s Ocean Paradise

CoCo Signature Luxurious Villa & Exceptional View
Condo rentals with a pool

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

Paradise Getaway With Best View of SXM!

cosy apartment

Ocean Breeze at Las Arenas

Large 2BR Condo - STEPS FROM BEACH!

Brand New- Maho Condo Studio with Seaview and Pool

Villa Bora Bora - Beach and Caribbean Sea

On the Sea - Beachfront 3 bedroom on Simpson Bay
Other vacation rentals with a pool

Waterfront "Bonjour" Beacon Hill St Maarten

AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.

Brand new! - Slowlife - Enjoy Villa

Villa Kyanéa | St. Barth Ocean View · Private Pool

Penthouse! 3-Bdr. Apartment with Stunning Views!

Escape by the Lagoon

Beachfront Royal Palm 1-BR

Unit 7 - Luxury apartment by the sea
When is the best time to visit Cole Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,109 | ﺩ.ﺇ 1,080 | ﺩ.ﺇ 1,098 | ﺩ.ﺇ 1,065 | ﺩ.ﺇ 863 | ﺩ.ﺇ 940 | ﺩ.ﺇ 918 | ﺩ.ﺇ 801 | ﺩ.ﺇ 731 | ﺩ.ﺇ 841 | ﺩ.ﺇ 922 | ﺩ.ﺇ 1,069 |
| 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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