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Vacation rentals with a pool in Cul-de-Sac

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cul-de-Sac

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A serene outdoor space is featured, showcasing a rectangular pool surrounded by wooden decking. A decorative feature resembling a statue is centrally placed against a white wall. Lush greenery is visible nearby, enhancing the privacy of the tranquil environment.
Guest suite in Cul-de-Sac
4.93 out of 5 average rating, 102 reviews

Cozy apartment, private pool & terrace

Charming apartment located opposite Pinel Island. In the heart of a cul-de-sac. Between Orient Bay & Grand Case, the two must-see beaches on our island for its gastronomy. Unforgettable experience for your taste buds against a backdrop of white sand & turquoise sea. New apartment, totally independent of "la maison des îles". Spacious and comfortable suite. Double bed. 100% cotton sheets and towels. Separate toilet. One step between the living room and the swimming pool and furnished terrace. Private areas.

Top guest favorite
The living area features large sliding glass doors that open to a balcony with an ocean view. A light, neutral sofa is positioned next to a modern side table and a minimalist desk. Natural light fills the space, creating a bright and airy environment.
Apartment in Orient Bay
5 out of 5 average rating, 24 reviews

Orient Bay Dream Studio 2, Sea View

Renovated (August 2024) for intelligent and maximum comfort, this air-conditioned and fully equipped studio is located on the top floor of the most wanted building (Tortola) of the Mt Vernon Secured Residence with swimming pool on the edge of Orient Bay beach. Cool (tiled) and shaded terrace, exceptional panoramic view including the entire Orient Bay beach and part of the nature reserve, with St Barth on the horizon! South oriented, calm and protected from the wind. Maintained with great care.

Guest favorite
Condo in Baie Orientale
5 out of 5 average rating, 7 reviews

NEW! Orient Bay's best view 2 bedrooms 2 bathrooms

It’s the most beautiful view in all of Orient Bay! A spectacular panorama over the entire Orient Bay beach, St. Barths, Tintamarre Island, and part of Pinel Island. A truly unique experience. The apartment has been completely renovated: 2 separate bedrooms (with no shared walls = perfect privacy for two couples), king-size beds, 2 bathrooms, 2 toilets. A mezzanine with a single bed (90×200). A fully equipped kitchen. Triple exposure = natural ventilation. Direct access to Orient Bay beach.

Top guest favorite
An open-air living space features comfortable seating arranged around a wooden table. Large sliding doors frame stunning views of the turquoise waters and distant hills, with sunlight illuminating the area. Coastal decor complements the relaxation zone, inviting guests to enjoy the scenery.
Villa in Cul-de-Sac
5 out of 5 average rating, 53 reviews

Only Villa with private beach Beach Villa Cala Mar

Optic-fiber wifi, heated swimming pool and private white sand beach! Snorkeling gear and kayaks included. Private Chef, Masseuse & Concierge on demand. Move into this paradise, exclusively designed for your stay to be absolutely perfect. Enjoy every part of it, from the exquisite decoration, the quality of every single component of the Villa, its relaxing white sand beach and all the features included (kayaks, snorkeling gear, beach towels, complimentary drinks & snacks.

Top guest favorite
A serene coastal view is captured from an elevated position, highlighting a sandy beach bordered by turquoise waters. Lush greenery frames the image, with palm leaves and shrubs creating a natural border, contrasting against the bright blue sky.
Apartment in Mont vernon
5 out of 5 average rating, 46 reviews

Studio ZEN

Pour un séjour calme et paisible venez-vous reposer dans ce studio avec une vue mer incroyable ! - Seulement 5 min à pied de la plage de la Baie Orientale et de la piscine de la résidence. - Supérette/Pizzéria/Laverie sont situées à l'entrée de la résidence - Équipé d'une cuisine avec micro-ondes (sans four), machine à café Nespresso, machine à laver, fer à repassé, détecteur de fumée, climatisation et d'une télévision avec Netflix. - 10 min en voiture de Grand Case.

Top guest favorite
A shaded terrace is surrounded by lush greenery, featuring a comfortable seating area with light-colored chairs and a low table. Natural light filters through the leaves, creating a serene and inviting space for relaxation.
Home in Cul-de-Sac
4.92 out of 5 average rating, 48 reviews

LODGE Elegant Cocoon, Tropical Terrace, Sea View

Welcome to the LODGE, a unique, bright and refined style accommodation, nestled in a green setting in Cul-de-Sac, with stunning views of Îlet Pinel, Saint-Barth and the Caribbean Sea. A real cocoon for two, ideal for a romantic stay or a quiet getaway: * Terrace with panoramic view * Bright living room with TV and air conditioning * Fully equipped open kitchen * Large bedroom * Shaded terrace with dining area and outdoor lounge * Small private pool (2x2)

Guest favorite
A dining area features a modern white table set for two, complemented by elegant chairs. Large windows provide a panoramic view of lush green hills and blue skies. A decorative plant adds a touch of nature, enhancing the serene ambiance of the space.
Apartment in Cul-de-Sac
4.92 out of 5 average rating, 38 reviews

Beautiful S12 suite 300 m from the sea

Beautiful suite for 2 people with kitchen and terrace, completely renovated, ideally located in the small charming residence of Cottages de Pinel, with its beautiful swimming pool and 5-minute walk to the pier for the paradise island of Pinel. With a landscaped garden, private parking and the secure environment of the highly prized Terrasses de Cul de Sac subdivision. Close to the beautiful beaches of Orient Bay and Grand Case and surrounding shops.

Top guest favorite
A patio area is visible, featuring a private pool beside comfortable loungers, adorned with orange towels. A shaded dining space with a table is positioned near the water's edge, with picturesque views of the bay and surrounding landscape.
Villa in Cul-de-Sac
4.99 out of 5 average rating, 166 reviews

VILLA JADE 1: FEET IN THE WATER/POOL SUITE

VILLA JADE is located in the bay of "FRENCH CUL DE SAC". It is a beachfront complex consisting of 3 private villas. VILLA JADE 1 is a suite for 2 people with a private pool. The villas are quiet and private... your only view is the sea. The bay of "FRENCH CUL DE SAC" is 5 minutes from ORIENT BAY, touristy with restaurants, bars, water activities, but also a few minutes from GRAND CASE, our typical little village with gourmet restaurants by the sea....

Top guest favorite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft in Marigot
4.99 out of 5 average rating, 179 reviews

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

Top guest favorite
A serene evening view is displayed, featuring a large swimming pool surrounded by palm trees. The sky showcases vibrant hues as the sun sets, casting a warm glow over the tranquil scene. The area is bordered by residential buildings and lush greenery.
Condo in Cul-de-Sac
5 out of 5 average rating, 22 reviews

new. french cocoon

Exceptional location Welcome to our beautiful, carefully decorated apartment, with a surface area of 52 m², it offers all the comforts necessary for a pleasant stay. Enjoy a warmly decorated, perfect living room Private terrace: Relax on the terrace with a view, a perfect place to enjoy your morning coffee or enjoy a drink in the evening while admiring the scenery. Join us for a memorable stay where pleasure and calm meet!  

Guest favorite
A serene swimming pool reflects a clear blue sky dotted with fluffy white clouds. Surrounding palm trees add a tropical touch, and a shaded gazebo with a thatched roof is visible in the background, inviting relaxation and leisure.
Condo in Cul-de-Sac
4.95 out of 5 average rating, 74 reviews

Natural Lodge, space and comfort.

Ideally located, close to beaches, shops and restaurants, this apartment is located in a quiet and secure residence with a beautiful swimming pool. Its geographical location is perfect for discovering the popular areas of the island: 5 minutes from Orient Bay, Grand Case and Anse Marcel. It is also close to the Cul-de-Sac pier (5 min walk) leading to Pinel Island. You can rent a kayak, paddle or take the boat (5 min).

Top guest favorite
A shaded outdoor seating area features a comfortable sectional sofa and a natural wood coffee table. Tropical palm trees and a view of the pool enhance the space, while loungers are positioned nearby. Soft textiles in muted colors contribute to a laid-back ambiance.
Home in SAINT MARTIN
5 out of 5 average rating, 22 reviews

The best view on the island!

Casa Victoire is fully equipped with everything you might need for a comfortable and relaxing stay! Enjoy relaxing moments while taking in the view from your private terrace or relaxing in the heated pool while enjoying stunning ocean views. Canoes and kayaks are available for an unforgettable experience in the Cul de Sac Bay Nature Reserve Looking forward to hosting you at La Casa Victoire!

Popular amenities for Cul-de-Sac rentals with a pool

When is the best time to visit Cul-de-Sac?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,236 GYDG$28,236 GYDG$29,282 GYDG$26,981 GYDG$25,727 GYDG$24,053 GYDG$24,262 GYDG$23,426 GYDG$22,798 GYDG$24,262 GYDG$26,981 GYDG$33,884 GYD
Avg. temp26°C26°C26°C27°C28°C29°C29°C29°C29°C29°C28°C27°C

Quick stats about vacation rentals with a pool in Cul-de-Sac

  • Total vacation rentals

    Explore 170 vacation rentals in Cul-de-Sac

  • Nightly prices starting at

    Cul-de-Sac vacation rentals start at G$6,275 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,550 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Cul-de-Sac vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Cul-de-Sac rentals

  • 4.8 Average rating

    Cul-de-Sac stays are highly rated by guests—averaging 4.8 out of 5!