
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 $43 AUD per night before taxes and fees

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

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

Pet-friendly accommodation
Find 130 rentals that welcome pets

Rentals with dedicated workspaces
120 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.

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.

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

Les Alysés - 2BR-piscine privative
Réservez votre séjour au soleil dans ce magnifique appartement situé au rez de jardin d une villa de type hacienda. La piscine à l’eau turquoise et le jardin où vous pourrez prendre vos repas à l ombre du Cycas vous seront entièrement réservés. L appartement meublé dans un esprit carribéen vous propose deux chambres avec télévision et climatisation, une salle de bain avec une grande douche, une cuisine entièrement équipée et un salon spacieux avec un sac de boxe et un baby foot.

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.

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 .

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 !

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 proche de la plage

Private 3bdr ocean view villa in Almond Grove

La plus belle vue de l'ile !

Villa Bahia
Condo rentals with a pool

Studio «SeaBird» les pieds dans l’eau sur la plage

Princess Anouk, Orient Bay, piscine, sur la plage

Sea Lover - Las Brisas

cosy apartment

Studio premium vue mer Caraïbes & piscine-Marigot

Brand New- Maho Condo Studio with Seaview and Pool

Sur Mer - Beachfront 3 bedroom on Simpson Bay

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

Waterfront "Bonjour" Beacon Hill St Maarten

Life's Good

Bella Vista-Piscine & vue mer a 5' de Grand Case

Evasion au bord du Lagon

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 | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $429 AUD | $417 AUD | $424 AUD | $412 AUD | $334 AUD | $363 AUD | $355 AUD | $309 AUD | $282 AUD | $325 AUD | $356 AUD | $413 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 |
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