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Holiday 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.

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Apartment in Marigot, St. Martin

4.82 out of 5 average rating, 114 reviews

Gorgeous studio ON THE BEACH,ocean view

BEAU STUDIO au 2 étage dans une résidence sécurisée,avec plage privée et accès directement par la résidence. Notre studio est l'endroit idéal pour passer de bonnes vacances.Une vue incroyable sur la mer turquoise des caraïbes et des couchers de soleil époustouflants.Il est entièrement équipé en cuisine et le linge de maison ,il y a un lit queen et un canapé lit Il as aussi le wifi et Tv. Il y a une épicerie à 200m,le parking est gratuit et nous sommes à 5 mn du ferry pour St Barth et Anguilla

27 Oct – 3 Nov

₹9,563 per night

Guest favourite

Villa in Indigo Bay, Sint Maarten

4.95 out of 5 average rating, 100 reviews

Villa Life is Good

Sint Maarten Indigo Bay: One whole villa to yourself at 10 minutes from Princess Julianna airport the Villa "Life is Good" with infinity pool is located on the mountainside with a 180 degree view of the sea. View of the Islands, Saba, St Kitts & Nevis and Sint Eustatius. A spectacle of breathtaking sunrises and sunsets. Far from the noise and hustle of the city, you will find peace and quiet guaranteed. You will find 5 minutes drive from the villa: beaches, restaurants and all amenities.

8–15 May

₹51,342 per night

Guest favourite

Guest house in Cole Bay, Sint Maarten

5.0 out of 5 average rating, 23 reviews

New! Apartment with ocean view#4

Take it easy at this unique and tranquil getaway.Brand new apartment in complex with swimming pool and ocean view. Ideally located in Pelican Key, next to the beach, restaurants, groceries, bars, casinos, clubs , next to Simpson Bay and close to the airport. This apartment, "Statia" has is own kitchen, and bathroom. It's part of a complex with 5 other independent apartments, with swimming pool, garden, laundry, private and free parking on site. You will enjoy this peaceful place !

17–24 Apr

₹13,729 per night

Flat in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 3 reviews

The Loft at Simpson Bay Yacht Club

Welcome to The Loft at the Simpson Bay Yacht Club. 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.

20–27 Sep

₹13,991 per night

Guest favourite

Apartment in Maho, Sint Maarten

4.88 out of 5 average rating, 171 reviews

2 Min to Beach/Exclusive Rooftop Jacuzzi, Pool+Bar

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, at your fingertips!

11–18 Sep

₹13,346 per night

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 6 reviews

Renovated 2-Level Condo @ Simpson Bay Yacht Club

This spacious and luxurious 1-bedroom 2-level condo, has been appointed with high-end Miele appliances, granite counters, rain-shower heads in both bathrooms, Stressless leather couches and Posture-pedic beds for your ultimate comfort. The main floor balcony and very private upper balcony offer gorgeous views across the lagoon to nearby marinas and mountains. Your reserved parking is steps from your door in this sought after gated community in the heart of Simpson Bay.

12–19 Aug

₹12,429 per night

Guest favourite

Home in Calabash Rd, Cole Bay, Sint Maarten

4.93 out of 5 average rating, 110 reviews

THE HILL HOUSE, 2 Bdr, pool, panoramique vue

La maison se compose de 2 belles chambres avec piscine dans le quartier residentiel de Almond Grove Estate, sécurisé 24h/24, (résidence de standing), la villa est entièrement privée, vous ne partagerez pas la piscine et ses extérieurs. Vous allez apprécier le charme de cette maison. La vue est juste magnifique, collines verdoyantes et mer de Simpson bay, un endroit à la fois discret et proche de l agitation touristique, des commerces et des plages.

6–13 Apr

₹26,329 per night

Guest favourite

Loft in Marigot, St. Martin

4.99 out of 5 average rating, 116 reviews

Sea Loft Stunning View - Private Pool

* 200m² Loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with sun loungers, garden furniture, outdoor table and BBQ * Office space * 100Mbps Wifi * TV with thousands of channels from around the world * 250m walk from Fort Louis de Marigot Marina * 5 min walk to downtown Marigot with restaurants, shops and other shops * 5 min to the pier for Saint-Barth and Anguilla, and taxi station

16–23 Jan

₹36,696 per night

Guest favourite

Flat in Little Bay, Sint Maarten

4.98 out of 5 average rating, 113 reviews

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 !

11–18 Jan

₹37,284 per night

Guest favourite

Flat in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 5 reviews

Studio - Simpson Bay Yacht Club

Located in the Simpson Bay Yacht Club, the residence is gated and secured 24/7. Available amenities include 2 pools, an outdoor Jacuzzi, and 2 tennis courts. The accommodation is close to bakeries, restaurants, supermarkets, a cinema, and beaches. The main street of Simpson Bay is lively and attractive in the evening for strolling. Your private parking space is located in front of the studio.

8–15 Nov

₹13,513 per night

Guest favourite

Villa in Philipsburg, Sint Maarten

4.99 out of 5 average rating, 224 reviews

Villa Dream View Belair Sint Maarten SXM

Embrace the tranquility in a friendly tropical caribbean modern designed private villa with spacious rooms that are sure to keep you comfortable and feeling at home. Enjoy the sunny day with infinity pool overlooking caribbean sea or enjoy the sea view while watching the sailing huge cruise ships.

15–22 Oct

₹39,031 per night

Guest favourite

Home in Cole Bay, Sint Maarten

5.0 out of 5 average rating, 17 reviews

Spacious 3BR with Private Cozy Pool

This modern 3-bedroom, 2.5-bathroom home with its own private pool is the perfect retreat for those seeking a luxurious yet cozy getaway. Special long-term rates are available. Just send an inquiry to discuss further!

20–27 Jan

₹37,273 per night

Holiday rentals for every style

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Popular amenities for Cole Bay rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Philipsburg, Sint Maarten

5.0 out of 5 average rating, 7 reviews

2 Bedroom Ocean Front Villa

29 Aug – 5 Sep

₹43,982 per night

Guest favourite

Home in Collectivité de Saint-Martin, St. Martin

4.88 out of 5 average rating, 32 reviews

New "Salty Beach" 1 bdr beachfront

29 Sep – 6 Oct

₹15,323 per night

Guest favourite

Home in Les Terres Basses, St. Martin

5.0 out of 5 average rating, 9 reviews

Luxury Bungalow Sea & Pool View

11–18 Jun

₹19,403 per night

Guest favourite

Home in Koolbaai, Sint Maarten

5.0 out of 5 average rating, 6 reviews

Blue Palm Estate Townhouse w/ Ocean View

5–12 Oct

₹21,296 per night

Guest favourite

Home in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 68 reviews

Villa Blue View .. stunning views of endless sea!

19–26 Jun

₹65,915 per night

Home in Cole Bay, Sint Maarten

4.89 out of 5 average rating, 38 reviews

Saint-Tropez With Ocean View - Boat Charter

27 Sep – 4 Oct

₹53,715 per night

Guest favourite

Home in Collectivity of Saint Martin, St. Martin

5.0 out of 5 average rating, 13 reviews

Fantastic 2 bedroom villa, pools, tennis

22–29 Nov

₹29,461 per night

Guest favourite

Home in Sint Maarten, Sint Maarten

5.0 out of 5 average rating, 10 reviews

*New* The Beach House at Indigo Bay

31 Mar – 7 Apr

₹82,769 per night

Apartment rentals with a pool

Guest favourite

Apartment in Orient Bay, St. Martin

4.88 out of 5 average rating, 262 reviews

Charming Studio 1 in Baie Orientale (Orient Bay)

9–16 Jun

₹6,819 per night

Guest favourite

Apartment in Marigot, St. Martin

4.8 out of 5 average rating, 109 reviews

Charming studio directly on the beach

5–12 Mar

₹12,599 per night

Guest favourite

Apartment in Marigot, St. Martin

4.94 out of 5 average rating, 86 reviews

Studio "SeaBird" with your feet in the beach

23–30 Oct

₹9,262 per night

Guest favourite

Apartment in Marigot, Guadeloupe

5.0 out of 5 average rating, 18 reviews

D'Ô, cozy studio facing the sea Caraîbes, Baie Nettlé

22 Feb – 1 Mar

₹10,977 per night

Guest favourite

Apartment in Marigot, St. Martin

5.0 out of 5 average rating, 15 reviews

Beachfront property with pool view

24–31 Jul

₹7,528 per night

Guest favourite

Apartment in Collectivity of Saint Martin, St. Martin

5.0 out of 5 average rating, 63 reviews

Holidays in the Paradise on the Beach

25 Aug – 1 Sep

₹12,635 per night

Apartment in Collectivity of Saint Martin, St. Martin

4.9 out of 5 average rating, 48 reviews

Lovely sandy and coconut apartment

31 May – 7 Jun

₹10,292 per night

Guest favourite

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 27 reviews

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

13–20 Apr

₹22,724 per night

Quick stats about holiday rentals with a pool in Cole Bay

Total rentals
280 properties
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
140 properties are a good fit for families
Total number of reviews
2.5T reviews
Nightly prices starting at
₹2,502 before taxes and fees

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