Vacation rentals with a pool in Osbourn

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Top-rated rentals with a pool in Osbourn

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

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Guest favorite
An outdoor deck features two lounge chairs with cushions, a small table adorned with potted plants, and a pitcher beside glasses. The setting is illuminated by a warm sunset, creating a serene ambiance over the water.
Townhouse in Jolly Harbour
4.92 out of 5 average rating, 118 reviews

Waterfront Villa – Designer Tropical Getaway

Townhome with 2 bedrooms, 2.5 bathrooms, 1200 sq. feet (111 sq. meters). Water facing private deck and 2 balconies with western sunset views. Fully stocked and equipped kitchen. On-site private parking for smaller cars; parking for larger vehicles a few steps away. Gated community with restaurants, bars and cafes, golf course, marina, supermarket, banks and rental car agencies. 10-minute walk to North Beach and golf course, 20-minute walk to restaurants, shops, other amenities.

Guest favorite
An aerial view captures a serene sunset over a lush landscape, where twinkling lights from the nearby community create a warm glow. Streaks of orange and yellow paint the sky as the sun dips below the horizon, reflecting the tranquility of the environment.
Apartment in Saint John's
4.93 out of 5 average rating, 55 reviews

Scenic View Villa at Scott’s Hill

This property has been renamed from Panoramic view Villa to Scenic View Villa. Ground floor 2 bedroom self contained Apartment with a fully equipped gym, located in a quiet hill top community. The property is only a 5 minutes drive to the city & the hospital,10 minutes drive to the airport and 8- 10 minutes drive to the attractive Dickenson Bay and Fort James beaches. Great panoramic sea view of the Antiguan coastline including downtown St. John’s .

Superhost
A view from the villa's terrace showcases the turquoise waters of the Caribbean Sea, bordered by lush greenery. The white railing contrasts with the vibrant blue of the sea and clear sky, while a tall palm tree provides a touch of tropical foliage.
Home in Five Islands village
4.85 out of 5 average rating, 131 reviews

Aloe Villa in Galley Bay, Pool & Stunning Views

Aloe Villa is a detached property located on a hillside behind Galley Bay Beach, a stone's throw from Giorgio Armani's cliffside estate. The villa is 5 minutes walking to the Galley Bay Beach and 3 minutes driving to Hawksbill Beach, both included on the list for the most beautiful secluded beaches in Antigua. Aloe accommodates up to 5 people on a picture perfect setting, 10 minutes drive from St. John's, home to restaurants and shopping.

Top guest favorite
The exterior of Boulder Cottage showcases a covered patio area with wooden louvers, overlooking Falmouth Harbour. Lush greenery and stone accents frame the scene, while the tranquil water and sailing boats are visible in the background under a softly lit sky.
Cottage in Cobbs Cross Hill
4.95 out of 5 average rating, 180 reviews

Private cottage stunning view!

Nestled in a woodland forest overlooking Falmouth Harbour, 10 min from Historic Nelsons Dockyard, 3 Marinas, Beach and all amenities. Boulder Cottage is very private, has a King sized bed, full kitchen, patio dining, plunge pool and stunning views! Also on property is Antilles Stillhouse, a Craft Distillery! The first of its kind in the region, David, master distiller, focuses on making high quality spirits utilising local botanicals.

Top guest favorite
Two cottages are situated amidst lush greenery on a hillside, surrounded by tropical plants. The white-roofed structures feature outdoor patios and are connected by a stone path. A gentle slope leads to a scenic view of the ocean and nearby hillside homes.
Cottage in Saint John's
4.97 out of 5 average rating, 113 reviews

Cottages on the Hill at Friars Hill

Ideal for your Caribbean vacation and to experience the beautiful island of Antigua. Cottages (2) are located on a hillside with a view of the ocean and fabulous sunsets. Close to the airport, beach, and town (10 minutes). Spacious and comfortable and kept like new, located in a garden of fruit trees and tropical plants. Grocery packages available for arrival along with suggestions of local activities to make your stay memorable.

Top guest favorite
A private infinity pool is situated on a wooden deck, surrounded by lounge chairs and an umbrella. The clear blue waters of Deep Bay are visible in the background, framed by lush greenery and a serene sky. A nearby dining area with a table enhances the outdoor space.
Home in Galley Bay
5 out of 5 average rating, 12 reviews

Polaris villa. Stunning view, pool, beach nearby.

Polaris villa offers an exclusive location and stunning views of Deep Bay. The Galley Bay beach is within walking distance. The lovely private infinity pool with deck and barbeque area is perfect for relaxation. The 2 bedrooms with AC and attached bathrooms have circular windows with stunning views of the bay. The veranda is spacious and overlooking the water. Ideal for a couple who need extra privacy or for a group of 4.

Guest favorite
The exterior of a spacious villa is depicted, featuring a modern design with large windows and a rooftop terrace. A clean blue swimming pool is visible in the front, surrounded by landscaped gardens and pathways leading to the entrance.
Home in Osbourn
5 out of 5 average rating, 9 reviews

Villa REN

Located in FITCHES CREEK Forget your worries in this spacious and serene space. This picturesque area was deliberately chosen to enhance your island experience. A great strategic location from which you may relax or explore the island with over 365 beaches. We are hopeful that you will have an exciting and eventful stay at Villa REN V.C. Bird International airport is located 6.4 km (13 minutes) from Villa REN

Guest favorite
An outdoor patio features a heated infinity pool overlooking lush greenery and the ocean. Two lounge chairs are positioned beside the pool, and a shaded umbrella provides comfort. A potted plant adds a touch of nature to the inviting space.
Villa in Saint John's
4.95 out of 5 average rating, 78 reviews

Private Villa With Views & Heated Infinity Pool

Five Islands Bay Vue Villa is a stand alone, private property overlooking Antigua’s North West coast. It comfortably sleeps up to 6, is a 5 min drive to 3 of Antigua’s most beautiful beaches and a 10 min drive to the capital, St John’s. Beach towels, a portable cooler, foldable beach chairs & umbrellas are included. Rent our 4 dr Jeep Wrangler for $600 US per wk including round trip airport taxi and insurance.

Guest favorite
A spacious patio area features a striped hammock and a wooden dining table surrounded by blue chairs. A comfortable seating arrangement with colorful cushions overlooks a scenic view of the Caribbean Sea and lush greenery, creating a serene outdoor living space.
Villa in Saint John's
4.83 out of 5 average rating, 238 reviews

Amazing Views from Lush Life Villa

This breezy and bright one-bedroom villa includes a huge patio that overlooks the Caribbean, elevated ceilings and easy access to the beach. Enjoy a stocked kitchen, open living area, gorgeous bedroom (AC in the bedroom), updated bathroom, and pool for a taste of Antiguan living! Certified by the Ministry of Tourism. ***Please note: Antigua requires passports to be valid 6 months beyond your departure date.***

Top guest favorite
A cozy entrance is framed by lush, flowering vines, providing shade and privacy. A small wooden table and two chairs are positioned on the tiled veranda, inviting relaxation with views of the surrounding greenery.
Apartment in AG
4.96 out of 5 average rating, 138 reviews

Nicole's BnB with a View of the Caribbean Sea!

We are perched atop a hill with a gorgeous view of the Caribbean Sea and the capital, St. Johns. The apartment is 10 minutes from the airport, downtown St. Johns, and the beach, so it is very well located. The apartment has its own entrance so you have privacy. A bottle of our homemade rum punch awaits you when you arrive! Breakfast is available for order. Just ask! All types of people are welcome. :-)

Guest favorite
An outdoor deck area features a dining table with white chairs and two loungers positioned beside a private plunge pool. An entrance leads into a light-filled indoor space, complemented by greenery from surrounding trees.
Home in Valley Church
4.9 out of 5 average rating, 112 reviews

Shell Cottage with leisure pool, near the beach

On route to your temporary home, you will glimpse authentic Caribbean living. Traveling through small villages you will notice colorful chattel homes before arriving at your relaxing retreat. Sugar Fields Holiday Home is perfect for chilling. We are confident that you will enjoy your air-conditioned bedrooms, with private balconies and cozy, open plan indoor, outdoor living space.

Superhost
Apartment in Osbourn
4.69 out of 5 average rating, 13 reviews

Modern 1BR w/ Pool & Balcony - 5 Mins from Airport

Relax in this modern 1-bedroom apartment just 5 minutes from Antigua’s airport. Stay cool with A/C, enjoy the pool, and sip your coffee on a private balcony. With WiFi, a full kitchen, and easy access to beaches, dining, and attractions, this Coolidge retreat is perfect for layovers, couples, or longer island stays. Convenience and comfort meet here.

Popular amenities for Osbourn rentals with a pool

Quick stats about vacation rentals with a pool in Osbourn

  • Total vacation rentals

    Explore 20 vacation rentals in Osbourn

  • Nightly prices starting at

    Osbourn vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 550 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Osbourn vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Osbourn rentals

  • 4.7 Average rating

    Osbourn stays receive an average rating of 4.7 out of 5 from guests