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Vacation rentals with a pool in Osbourn

Find and book unique homes with a pool on Airbnb

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 open-air pavilion overlooks the calm sea, featuring a large infinity pool with a wooden deck. A single blue bean bag chair rests on the edge, facing the expansive horizon. Lush palm trees frame the serene view under a clear sky with distant clouds.
Villa in Jolly Harbour
4.97 out of 5 average rating, 37 reviews

Unique Caribbean Secluded Open Air Villa 1 Bedroom

Perched at the very tip of Reeds Point, this open-air villa offers a unique escape for non-luxury seekers who value privacy, natural beauty and true seclusion. From sunrise to sunset, enjoy uninterrupted sea views on both sides of the coastline and distant islands. Spread across multiple levels, the villa offers intimate in/outdoor spaces designed to make most of the views. Stairs lead to the rocky shoreline, offering private access to the sea for swimming and snorkeling just outside your door.

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, 113 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.

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, 179 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, 112 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.

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, 236 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, 136 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
A wooden dining table with four slatted chairs is positioned on a covered terrace. The scene is enhanced by a view of the ocean and palm trees, with the sun setting in the background, casting warm hues across the sky.
Condo in Saint John's
4.89 out of 5 average rating, 155 reviews

Halcyon Dream

This apartment enjoys the best location in Halcyon Heights Condominium, a charming private community consisting of one and two story buildings surrounded by lush gardens and beautiful landscaping that wrap around a large pool overlooking the Caribbean Sea. Onsite and free parking. Convenient also to restaurants and bars and only a few minutes away from beautiful Dickenson Bay.

Top guest favorite
Condo in Saint John
4.95 out of 5 average rating, 61 reviews

Beachside Condo- Leave Footprints, Take Memories

Take it easy at this unique and tranquil getaway. Located on the beach and right outside , a stunning oasis awaits. Beryl's Beach House is a ground level, 1 bedroom, 1 bathroom full-service Condominium that invites guests to unwind, de-stress and to indulge in selfcare. The condominium is located on Dickenson Bay Beach, USA Today, 2024 top ten beaches in the Caribbean.

Guest favorite
The entrance to the apartment is framed by vibrant landscaping, featuring a variety of shrubs and greenery. The door is a soft pink with horizontal windows, set against a backdrop of sleek gray stone accents, creating a welcoming approach.
Apartment in Osbourn
5 out of 5 average rating, 5 reviews

REN Apartment

Located in FITCHES CREEK Take a break and unwind at this peaceful one-bedroom hilltop oasis. A great and 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 REN Apartment V.C. Bird International airport is located 6.4 km (13 minutes) from REN Apartment

Guest favorite
Apartment in Osbourn
4.88 out of 5 average rating, 8 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.

Superhost
A warm living area features two wooden sofas adorned with navy blue cushions. A wooden coffee table with a decorative centerpiece sits in front of the seating. Natural light filters through large windows, creating a cozy atmosphere on the wooden floor.
Home in Antigua
4.88 out of 5 average rating, 126 reviews

Pillar Rock: Bright Airy Ocean View Villa

Prepare to relax as you step into our newly renovated, bright, airy condo set in a secluded hideaway seconds from the crystal blue waters of Antigua and Barbuda. *Please note that as of January 1, 2024 the local authorities in Antigua and Barbuda will be collecting a 17 percent tax on all reservation for all short term rentals on the island.

Guest favorite
A wooden slatted gate presents a modern entrance to the property, flanked by lush greenery including tall palm trees and vibrant plants. Clear blue skies are visible in the background, enhancing the welcoming atmosphere of the entrance.
Bungalow in Hodges Bay
5 out of 5 average rating, 20 reviews

Hidden Gem

This newly built modern one bedroom bungalow on Antigua's north coast is the epitome of its name. Nestled in a garden of mature plants with a pool view in the heart of a quiet upscale neighborhood, Hidden Gem is just a stone throw away from the lovely Jabberwock Beach, Le Bistro Restaurant, Hodges Bay Club, Airport, Banks and other amenities.

Popular amenities for Osbourn rentals with a pool

Quick stats about vacation rentals with a pool in Osbourn

  • Total vacation rentals

    Explore 10 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 560 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 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