Holiday rentals with a pool in Reading

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Reading

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

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Guest favourite

Villa in Montego Bay

4.93 out of 5 average rating, 163 reviews

VIBES COVE enjoy your stay while getting pampered

FREE Arrival meal , the first day you arrive to vibes cove you’ll receive a complementary arrival meal by our personal chef on the property. Vibes coves villa is super Spacious and private enjoy your vacation by getting pampered. This property comes with a personal chef , Butler, and housekeeper. Enjoy V.I.P services your entire stay. Property staff stays in their helpers quarters ( not attached to your living area of the property ) only those listed on the Airbnb is allowed at the property

Superhost

Apartment in Montego Bay

4.84 out of 5 average rating, 332 reviews

Modern apartment with a pool & amazing views!

Modern, 1BR, ground level apartment with all the modern amenities you will need for a perfect stay. Start your day having coffee on the patio gazing at the awe-inspiring coastline and turquoise lagoon. The property is part of a secure, gated development with a private community pool for guests to laze away while perfecting their tan, or hide in the shade sipping on a cold drink. You're close enough to the airport, shopping malls and nightlife - but nestled on the outskirts for quiet relaxation.

Superhost

Apartment in Montego Bay

4.85 out of 5 average rating, 189 reviews

1 Bedroom Miramar Condo

1 bedroom 900 square feet spacious condo in a secure gated community across from the natural beach. Close to public transport. About 10-15 minutes drive from downtown Montego Bay and 20-25 mins drive from the airport. Great amenities including 24 hour security, pool, laundry, fully equipped kitchen. Elevate Lounge - 3 mins drive, Fairview Shopping Center (Uncorked, Mystic Thai, Tutti Frutti, HILO, Progressive Foods Fairview, Fontana Pharmacy, Palace Multiplex movie theater etc.) - 10 mins drive.

Guest favourite

Townhouse in Montego Bay

4.98 out of 5 average rating, 136 reviews

2BR Townhouse with staff, gym, pool & beach access

Escape@20 is a lovely townhome that guarantees a truly relaxing and memorable experience. A friendly housekeeper/cook is included at NO EXTRA COST!! You just need to purchase the groceries. The townhome has an open floor plan with living and dining room opening out to a covered patio and a backyard. Guests can enjoy breathtaking views of the neighboring yacht docking area, swimming pool, gazebo/bbq grill space, gym, playground for kids, 24 hour security and complimentary beach access nearby.

Guest favourite

Apartment in Montego Bay

4.92 out of 5 average rating, 382 reviews

Jus' Beachy Luxury Apt in a B/front Gated Cmnty.

This new beach theme apartment is located in 22 Freeport – A gated community in Freeport Montego Bay. 22 Freeport is a beach front complex on a Marina that features 24 hour security, a gym, infinity edge pool and playground; whilst the unit on the ground floor opens onto a cozy back yard space that flows into an open green space. Be sure to check out my other units in this community on my profile if your dates are not available or if you would like to book them all for your large group.

Guest favourite

Cottage in Montego Bay

4.94 out of 5 average rating, 187 reviews

Glory @ Montego Bay

Welcome to “Glory”. The cottage is situated on the grounds of our home “Victory“. We invite you to experience our concept of “Jamaican Home Living”. Glory overlooks the Sangster International Airport and the Caribbean Sea and is 5 mins from world-famous Doctors Cave Beach. We are also conveniently 5 minutes drive from the airport. We own the SeaGull @ Little Bay Country Club in Negril, and are Airbnb SuperHosts; we know how to take care of our guests. Join us for a special experience.

Guest favourite

Apartment in Montego Bay

4.87 out of 5 average rating, 117 reviews

Otaheite House, beautiful, 2 bedroom, ocean view

The Otaheite House at Miramar is a modern tropical oasis overlooking the banks of the Caribbean Sea. Our holiday home is set against the backdrop of the lush Spring Gardens hills, and has everything you and your family need to relax and indulge from a non clorine pool, gym, tree house and hammock to large bedrooms, bathrooms, jacuzzi and comfortable living spaces. Located 20 mins from the airport, 10 mins from upscale shopping centre with restaurants, cinema, bars, grocery store etc

Superhost

Apartment in Montego Bay

4.82 out of 5 average rating, 119 reviews

'Moscow' in MoBay, Artsy Apt in Beach Resort Area

This eclectic, Big City themed apartment will tantalize your senses and take you far away from your comfort zone. Creatively integrating images from cities around the world, prepare to be transported across seas and time zones. This 1 bedroom apartment is called “Moscow” and it is located in 22 Freeport, Montego Bay, on the most sought after upscale Freeport peninsula. This gated complex features beach front views, exercise classes, 24-hour security, infinity pool and playground.

Guest favourite

Rental unit in Montego Bay

4.8 out of 5 average rating, 167 reviews

Seawind On The Bay Freeport Montego Bay

Seawind On The Bay is a safe gated community. The property has a pool and shared bar and grill with a covered community centre. The beach is a short distance away beside Secrets Hotel. A spectacular view of Montego Bay Harbor with cruise ships awaits you. Montego Bay Yacht Club is next door with great food and bar. Also, within walking distance is Secrets Wild Orchid, Breathless, and Sunscape Montego Bay Resorts and Spa. Montego Bay Cruise Ship terminal less than 2 miles away.

Guest favourite

Home in Montego Bay

4.98 out of 5 average rating, 130 reviews

Villa Ginger: Food paradise/Beach/Pool/keycode

Private Retreat for close friends and family in the safety of a pristine garden-like gated community. New and dazzlingly beautiful, the oversize sectional will be your favorite place to lounge. Linger on the patio for breakfast, go across the street for snorkeling, tour the nearby beaches and waterfalls, or make your birthday celebration extra special with a spectacular private dinner. Savor the candlelight reflecting from wine glasses as you toast your amazing good luck.

Guest favourite

Apartment in Montego Bay City

4.87 out of 5 average rating, 112 reviews

Stella's Condo

You deserve the tranquility of a gorgeous Caribbean view located in an exclusive Montego Bay neighborhood. Enjoy our luxurious private pool and upscale gated community. Rest easy with a 24-hour security detail. Stella’s Condo is the perfect retreat—both intimate and spacious. Whether you’re planning that next Girls Trip, seeking a romantic getaway, or craving the rest and relaxation of creative quietude, we got you covered at Stella’s. Come… Whoosah with us!

Guest favourite

Apartment in Montego Bay

4.94 out of 5 average rating, 106 reviews

1br Lux Oceanfront 180 View Pool Beach Tennis Gym

Discover the ultimate tropical retreat at the Soleil Residences, where luxury meets serenity. This elegant one-bedroom condominium features a stunning balcony with 180-degree views of the Bay, inviting you to bask in the beauty of Jamaica's coastline. Enjoy exclusive access to a private residence beach, infinity swimming pool, fitness center, tennis court, library, kiddies playground, concierge service, all within a secure and secluded waterfront oasis.