Holiday rentals with a pool in Reading

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Reading

  • Total holiday rentals

    Explore 60 holiday rentals in Reading

  • Nightly prices starting at

    Reading holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 3,290 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 of Reading holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Reading rentals

  • 4.8 Average rating

    Reading stays are highly rated by guests – averaging 4.8 out of 5!

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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Superhost
Two lounge chairs are positioned by a private pool, offering views of the coastline and lagoon. The chairs feature bright, colorful fabrics, inviting relaxation under clear blue skies. Lush greenery and vibrant flowers adorn the surrounding area, enhancing the tranquil setting.
Apartment in Montego Bay
4.82 out of 5 average rating, 425 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.

Top guest favourite
A serene pool area is visible, featuring lounge chairs arranged beside a clear blue pool. Palm trees and lush greenery frame the space, while a covered gazebo is provided in the background, enhancing the outdoor relaxation experience.
Townhouse in Montego Bay
4.98 out of 5 average rating, 206 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.

Superhost
A bright outdoor area features an aboveground pool with clear blue water, surrounded by a wooden deck. Expansive views of the sea and Montego Bay are visible in the background, under a clear blue sky with a few scattered clouds.
Guest suite in Montego Bay
4.85 out of 5 average rating, 110 reviews

View 99 Spring Gardens; 3 bed rms & amazing views

A spacious three bedroom apartment which features: kitchen, living, dining, three ensuite bathrooms, amazing pool (aboveground), gym, and a patio to dine from while enjoying breathtaking scenery. The outdoor area showcases amazing views of the sea and spectacular vistas of Montego Bay and Jamaica’s exotic flora and fauna. The apartment also has a private entrance and patio. It's attached to a home in a gated community close to beaches, shopping and town centre for a secure and relaxed stay. 

Superhost
A panoramic view of lush greenery leading to a serene body of water under a partly cloudy sky. The landscape features a mix of trees and distant hills, creating a calming natural scene that encapsulates the beauty of the surroundings.
Flat in Reading
4.88 out of 5 average rating, 103 reviews

Spacious Ocean View 2 BR Condo

Ocean view condo centrally-located provides a peaceful environment for a weekend getaway. The open concept allows you to enjoy the ocean view from the kitchen, dining and living room. With balcony doors that completely open to the spacious balcony for the perfect indoor outdoor feel. The spacious master bedroom with an ocean view has an on-suite bathroom. A second bedroom with garden and mountain view. Our outdoor amenities include a jogging trail through the lush garden and a swimming pool

Guest favourite
A bright living area features modern furnishings in neutral tones, accented by a vibrant yellow sofa. Large windows offer views of the ocean, while indoor plants add a touch of greenery. A sleek television sits on a low console, enhancing the open atmosphere.
Flat in Reading
4.82 out of 5 average rating, 137 reviews

Sunset Serenity - Stunning Ocean View 2 Bedroom

This exquisite 2-bedroom, 2-bathroom apartment with a pool & 24-hour security is ideally situated in Mo Bay. Providing breath taking ocean views close to the city's shopping and attractions. The fully equipped kitchen boasts all modern appliances. Rooms are luxuriously appointed & at your request the King bed in the 2nd bedroom can be converted into 2 twins. The washroom includes a washing machine and dryer. Stay connected with high-speed Wi-Fi throughout the apartment and smart televisions.

Superhost
A tranquil pool area is surrounded by lush palm trees, offering a serene environment. The clear blue water reflects the sky, while a modern water feature adds an elegant touch. The nearby building is characterized by multiple windows, blending harmoniously with the tropical setting.
Apartment in Reading
4.89 out of 5 average rating, 131 reviews

Luxury Garden 2 BDR, 2 BTH Condo w/ pool

Reading’s Rose is a new apartment located in the heart of Montego Bay. It is a 1 min walk from your nearest Restaurant and a 5 min drive from all major grocery stores, pharmacies, restaurants, shopping centres and medical facilities. A small and peaceful community, it is perfect for couples, families, business travelers and friend groups. This gated complex features a pool on the property and jogging trail. The nearest beach is 5 mins away and the famous Doctor’s Cave beach is 13 mins away.

Guest favourite
An infinity-edge pool stretches into the serene Marina, surrounded by palm trees and sun loungers. Clear blue skies and fluffy white clouds reflect on the water's surface, creating a peaceful ambiance. The picturesque surroundings enhance the sense of relaxation and tranquility.
Apartment in Montego Bay
4.92 out of 5 average rating, 437 reviews

Jus' Beachy A 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
A modern kitchen and living area is presented, featuring a spacious counter and stainless steel appliances. A wooden table complements a chair, while a large wall painting depicting boats adds a pop of color. Bright overhead lighting enhances the open layout.
Flat in Reading
4.95 out of 5 average rating, 74 reviews

Timeless Villa/Pool/Gym/Gated

Timeless, because here in this deluxe cottage, time just slips away. Come enjoy and escape in our one bedroom, one and half bath unit, outfitted with all the essentials to suit your needs. Situated in the luxury Paradise Bay complex, right on the main in Reading, Montego Bay, our modern yet cozy apartment is close to all the amenities (restaurants, supermarkets, banks, pharmacies, movie theatre, clothing and souvenir stores) and offers a serene space for your quick trip or longer stays.

Guest favourite
Apartment in Montego Freeport
4.95 out of 5 average rating, 105 reviews

Oceanfront Paradise Views 2Br Penthouse beach Pool

Escape to luxury at Westport, Jamaica's premier gated waterfront residence. Indulge in the ultimate Caribbean experience in this stunning 2-bedroom, 2-bathroom penthouse boasting a spacious balcony with breathtaking views of the Bay and Caribbean Sea. Features: Open-concept living and dining area, well-equipped kitchen, separate laundry room, Relax and unwind in the Oceanfront pool, Gym, kids play area, Chef on request, Spa Services, Concierge services, Full time driver on request.

Guest favourite
A modern living area is presented with a bright orange sofa and a light-colored area rug featuring bold black stripes. An open kitchen is visible, equipped with sleek cabinets and bar seating. Large windows offer views of the garden, complemented by potted greenery.
Flat in Reading
4.9 out of 5 average rating, 42 reviews

Modern Luxe 2 BR Apt Near Beach | Pool | WIFI

Urban Chic (G5) Our BRAND NEW Spacious and Modern 2 BR apartment adds luxury to your stay. Enjoy Beautiful ocean breeze from your private balcony. Indulge in paradise with free high speed WIFI, Smart TVs in a fully equipped apartment. Located minutes from Montego Bay's Airport, inside an exclusive gated community with 24 HR security, pool, gym, tennis court, secure key card building entry, elevator access and complimentary parking. Very close to beaches, restaurants, golf courses.

Top guest favourite
An infinity edge swimming pool glistens under a clear blue sky, offering expansive views of the ocean and distant shoreline. Sun loungers are positioned along the poolside, inviting relaxation and enjoyment of the breathtaking scenery.
Home in St. James Parish
4.99 out of 5 average rating, 131 reviews

Luxury Oceanview 4BR Villa w/ Balcony, Pool & BBQ

Welcome to BayWatch Villa – a 4BR luxury retreat in Montego Bay. Marvel at breathtaking views of the harbor and Caribbean Sea both day and night. Share unforgettable moments with family and friends. Enjoy spacious living spaces, a modern kitchen, and laundry convenience on premises. Stay connected with Wi-Fi throughout, even by the pool. With solar backup, you’ll always have power for the essentials. Note: AC is not available on backup power.

Guest favourite
A sparkling outdoor pool is framed by sun loungers and palm trees under a clear blue sky. A covered pavilion with a white roof is situated nearby, providing shaded seating options. The pool area is surrounded by stone decking and lush greenery.
Flat in Reading
4.86 out of 5 average rating, 22 reviews

Gated 2BR | Pool + Gym | Wi-Fi | Washer/ Dryer

Escape to a spacious and modern 2BR retreat in one of Montego Bay’s most secure gated communities. Perfect for longer stays and business travel, this quiet home offers a fully equipped kitchen, washer and dryer, two private patios, and access to a pool, gym, and tennis court. Just minutes from Fairview, it’s ideal for guests seeking comfort, privacy, and convenience away from the busy tourist areas.

Popular amenities for Reading rentals with a pool

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