
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.

Oceanfront w Pool | Maho Beach area
Location , Location Location ! You can not get any closer to the ocean than in this cliff side apartment. The sound of waves crashing below and incredible ocean views from every room. The sunrise is magical everyday and by night the glowing lights of Simpson bay. This cliff side apartment has everything you need for a dream stay away from the crowds. . Just steps from 4 beaches Simpson bay, Mullet bay, burgeux bay and a 5minute walk to the world famous Maho Beach with its famous plane landings

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 JADE3: 2 CHAMBRES & PISCINE PIEDS DANS L'EAU
VILLA JADE est un complexe de 3 villas , les pieds dans l'eau. VILLA JADE 3, notre villa 2 chambres est située dans la Baie de Cul de Sac, face à l'Ilet PINEL et la réserve naturelle aux eaux turquoises. La vie y est paisible, sorties kayaks, farniente, BBQ ... Vous êtes à 5 minutes de la fabuleuse Baie Orientale, ses restaurants, bars et activités nautiques... Les 3 villas sont mitoyennes mais très intimes et calmes, votre unique vue est la mer....votre unique but est de " profiter"......

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

Maho Love Nest: Unwind by the Rooftop Pool&Hot Tub
This charming, cozy, and tranquil tropical nest is located where all the action is! The golf course, iconic bars, the unprecedented landing strip, the popular Maho and Mullet bay beaches, Maho market with daily fresh take away breakfast/lunch buffets and a divine selection of exotic restaurants are all in walking distance. If you wish to just lounge and relax by the pool, jacuzzi, and private gazebo bar or enjoy the nightlife; it’s all readily available for you to indulge.

THE HILL HOUSE, 2 Bdr, pool, panoramique vue
Hébergement avec piscine privée et vue à couper le souffle Offrez-vous une parenthèse de rêve dans cette maison élégante, nichée dans le quartier sécurisé Almond Grove Estate. Profitez de 2 chambres climatisées, d’un salon lumineux, d’une cuisine équipée, et surtout d’un espace extérieur idyllique avec piscine et vue panoramique sur Simpson Bay. À seulement 5 min de Marigot, 10 min de l’aéroport et 15 min des plages, c’est l’adresse parfaite pour un séjour inoubliable !

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 .

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

«La Vue SXM» Luxe "Villa La Vue" + Beach/Bar/Food
Located in private gated community Indigo Bay, minutes from beach. Villa has private infinity pool and is neighbored by large communal pool. Modern art déco 2 floor villa has 3 bedrooms, 3 full bathrooms, equipped kitchen, balcony, and terrace with ocean views. **Construction of new hotel began in Indigo Bay as of March 2025 which impacts the entire bay** Free : - Champagne on arrival - 1 Mid Housekeeping Services

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 !

Cozy condo in Blue Pelican
Blue Pelican is a soothing sanctuary of apartments nestled around a lovely garden and zen style dipping pool. Go on, make a splash! Smart and sophisticated: for those who desire ambience and fine accommodations with a relaxed approach. The comfort, intimacy and privacy that only a small boutique property can offer. It's all in the details.
Popular amenities for Cole Bay rentals with a pool
House rentals with a pool

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

Pelican key - BEACH FRONT Villa

Life's Good

Spacious 3BR with Private Cozy Pool

New-Sunset Place Villa w Stunning Waterfront Views

2 Bedroom Ocean Front Villa, Private Infinity Pool

Casa Bisani,2BR 2.5BH Townhouse in Cupecoy Estates

Préstige - Luxurious 3 bedroom by the Beach
Condo rentals with a pool

Loft Condo - STEPS FROM BEACH!

Les pieds dans l'eau, ELBA magnifique ! 2 à 4 Pers

Villa Belharra, amazing view

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

cosy apartment

Sea Lover - Las Brisas

Beachfront Caribbean Breeze in Paradise, SXM

Sint Maarten La Terrasse Maho
Other vacation rentals with a pool

Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay

B-405 Beautiful one bedroom

Love beach loft

Sea view 3BR Spring Sea Villa w/ pool, St Maarten

Havya Cozy Stays

The Emerald at Maho

Stunning Sea View – 1min Walk to the Beach & pool
When is the best time to visit Cole Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R4,972 ZAR | R4,972 ZAR | R4,801 ZAR | R4,972 ZAR | R4,029 ZAR | R4,389 ZAR | R4,286 ZAR | R3,738 ZAR | R3,412 ZAR | R3,258 ZAR | R3,858 ZAR | R4,406 ZAR |
| 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 350 vacation rentals in Cole Bay

Nightly prices starting at
Cole Bay vacation rentals start at R514 ZAR per night before taxes and fees

Verified guest reviews
Over 3,990 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
150 properties have a dedicated workspace

Wi-Fi availability
340 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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