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

Total holiday rentals
Explore 390 holiday rentals in Cole Bay

Nightly prices starting at
Cole Bay holiday rentals start at $51 NZD per night before taxes and fees

Verified guest reviews
Over 5,520 verified reviews to help you choose

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

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
390 of Cole Bay holiday 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.
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Endless Views @ Acqua Bleu
Nestled in the heart of Saint Martin, Acqua Bleu offers breathtaking views of turquoise waters and pristine beaches. You'll have direct access to some of the most gorgeous spots on the island, ensuring endless fun in the sun. You’ll enjoy access to various amenities, including a fully equipped kitchen, spacious living areas, a refreshing swimming pool, and much more! Acqua Bleu features two king bedrooms, each accompanied by a private bathroom. Get ready to enjoy a truly rejuvenating vacation!
LocationFamilyWi-Fi

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.
LocationValueAir conditioning

Luxurious Hidden Pearl - Private Pool
This luxurious studio has been remodeled in 2025 and is ready for guests seeking a stylish studio with pool. The room has a brand-new kitchen and bathroom and has everything you might need during your vacation. Enjoy the private saltwater pool and relax on the deck on the lounge chairs and comfortable seating areas. The outdoor space is beautifully set up and we offer a BBQ if you like a home cooked meal. The gorgeous tropical garden and breathtaking ocean views complete the experience.
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Sea Loft Vue imprenable - piscine privée
* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis
LocationValueAir conditioning

4 Bedroom Beachfront Condo with Private Pool D2.1
Welcome to Kim Sha Beach Front apartment where amazing memories are made! Location is our shining spot! Just mins walking to the beach and located in the busiest area! Surrounded by bars and popular restaurants with local and international food, spas, shops and casinos! Walking distance to Simpson Bay Marina where you have departures to different islands with numerous boat charter and water sports activities. The location assures that you will have an unforgettable holiday!
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Appartement indépendant bas de villa - Indigo Bay
L'appartement de la Villa Stella vous accueille dans un cadre unique avec une vue spectaculaire sur la mer des Caraïbes. Située dans une résidence sécurisée 24h/24, la tranquillité est au rendez-vous. Vous serez à seulement 8 min à pied de la plage d'Indigo Bay et proche des commerces et restaurants de la partie néerlandaise. Composée de 2 chambres et de 2 salles de bain, vous pourrez vous détendre dans la piscine/jacuzzi surplombant la baie .
LocationFamilyWi-Fi

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.
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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 !
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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!
FamilyValueComfort

Spacious 3BR with Private Cozy Pool
This spacious 3-bedroom, 2.5-bathroom home with its own private pool is the perfect retreat for those seeking a luxurious yet cozy getaway. The home is centrally located Cole Bay. It sleeps up to 6 guests and features a private backyard, a fully equipped kitchen and a short drive to beaches, restaurants and supermarkets.
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Sea view 3BR Spring Sea Villa w/ pool, St Maarten
The luxurious Villa Spring Sea will offer you all the comforts for an unforgettable holiday in a dream setting: fully equipped modern kitchen open to living room and its huge terraces, 3 large bedrooms with their own bathroom, detached villa, private pool, exceptional sea view, 5 min walk to Indigo Bay beach.
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Popular amenities for Cole Bay rentals with a pool
House rentals with a pool

ALMOND BLUE ...Pinel bay view - caribbean feeling
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Designer 3BR House w Pool, Sunsets & Ocean Views
LocationFamilyQuiet

Sunrise Over St. Barths
LocationCheck-inSleep quality

Luxury Villa Turquoise Heaven in Pelican Key
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Stunning Panoramic Views Of The Ocean & St Barth!
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Villa Ash 4 bdr Pool centrally located Philipsburg
ValueFamilyAccess

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps
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Blue Palm Estate Townhouse w/ Ocean View
LocationFamilyParking
Condo rentals with a pool

Horizon (Apt3) – Sea & Pool View, Terrace
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Studio «SeaBird» les pieds dans l’eau sur la plage
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Beach front luxury! Huge 2BR that has it all! 😍🤩😍
ValueFamilyCleanliness

Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub
ValueFamilyCheck-in

Brand New- Maho Condo Studio with Seaview and Pool
LocationValueIndoor spaces

Green Lemon - A Seaside Garden
ValueLocationAccess

Havya Cozy Stays | In Maho, Near Beaches & Airport
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cosy apartment
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Other holiday rentals with a pool

Royal Palm Hilton SXM
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Stunning oceanfront condo
FamilyLocationAccess

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

Villa Elysian in Indigo Bay
ValueLocationOutdoor spaces

Ocean View Villa Little Bay
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Aman_Sky
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Les Alysés - 2BR-piscine privative
LocationFamilyOutdoor spaces

A heavenly Sint Maarten's retreat
LocationFamilyAccess
When is the best time to visit Cole Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $511 NZD | $497 NZD | $506 NZD | $497 NZD | $463 NZD | $480 NZD | $423 NZD | $369 NZD | $337 NZD | $387 NZD | $425 NZD | $492 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 |
Destinations to explore
- Pet-friendly rentals Cole Bay
- Rentals with a hot tub Cole Bay
- Beachfront rentals Cole Bay
- Rentals with beach access Cole Bay
- Condo rentals Cole Bay
- House rentals Cole Bay
- Villa rentals Cole Bay
- Waterfront rentals Cole Bay
- Family-friendly rentals Cole Bay
- Apartment rentals Cole Bay
- Serviced apartment rentals Cole Bay
- Rentals with pools Sint Maarten





