Vacation 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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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.
Condo in Montego Bay
4.82 out of 5 average rating, 406 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
An aerial view of the swimming pool area showcases a clear water pool surrounded by sun loungers. A palm tree adds a tropical touch, while modern buildings line the background, creating a relaxed atmosphere in the community.
Condo in Montego Bay
4.82 out of 5 average rating, 239 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.

Top guest favorite
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, 195 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 favorite
A modern living area features a sectional sofa with decorative pillows, positioned near a dining space with an elegantly set table. Light streams in through large windows, illuminating the exposed kitchen with sleek cabinetry and appliances. Wall art adds a touch of charm to the surroundings.
Condo in Reading
4.94 out of 5 average rating, 100 reviews

Serenity HS| Montego Bay 2BR Condo near the Beach

This modern abode in Montego Bay stands out with its unique Jamaican flair. Nestled in the Ocean Springs gated community, this gem offers a serene oasis. Close proximity to the Caribbean Sea, world class beaches & surrounded by lush vegetation. The blend of contemporary design with a touch of local charm makes it a sort after property for guests who appreciate modern amenities + Jamaican authenticity. Central location – For relaxation or to explore the lively Montego Bay -the perfect balance!

Superhost
An infinity-edge pool is framed by modern lounge chairs and plush seating. Lush greenery and an expansive lawn create a serene environment, while the Caribbean Sea is visible in the distance under a clear blue sky.
Villa in Montego Bay
4.85 out of 5 average rating, 135 reviews

Hospitality Expert EL1: Private Pool, Beach, Chef

This property has electricity, water and internet. Eden Luxe 1 is set on a beautiful hillside offering panoramic views of the sparkling Caribbean Sea. This 2 BR ultra luxurious villa is part of the HOSPITALITYEXPERT Eden Estate, set in the heart of Spring Farm, an upscale Montego Bay community, right above the Half Moon Golf Club. Luxe 1 sleeps up to 6 guests, a private chef is available for hire and we offer pre-stocking services. Includes complimentary access to Tropical Bliss Beach Club.

Guest favorite
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.
Apartment in Reading
4.81 out of 5 average rating, 124 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.

Guest favorite
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.
Condo in Reading
4.9 out of 5 average rating, 122 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 favorite
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.
Condo in Montego Bay
4.91 out of 5 average rating, 428 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.

Top guest favorite
A spacious living area is illuminated by natural light through large sheer curtains. A light beige sofa is accompanied by a blue patterned chair and a wooden coffee table, creating a relaxed seating arrangement. Decorative elements include a vase of flowers on the side table.
Condo in Montego Bay
4.96 out of 5 average rating, 147 reviews

Idle Time On The Bay Relaxing beautiful serene

IDLE TIME ON THE BAY - Welcome to your vacation home at Seawind On The Bay and enjoy our warm and friendly Jamaican hospitality. The apartment is located in a secured gated community on the Freeport Peninsula in a lush garden setting. The drive from Sangster International Airport is approximately 15 minutes. This is a gated property and you are sure to meet new acquaintances. Seawind hosts a number of Airbnb guests and long lasting friendships are always guaranteed..peaceful and relaxing

Top guest favorite
A spacious living area features an oversize sectional sofa adorned with colorful cushions. Complementary orange armchairs provide additional seating. A large ottoman rests in front of the seating arrangement, with a modest coffee table placed nearby. Soft lighting from a decorative pendant illuminates the room.
Home in Reading
4.98 out of 5 average rating, 146 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.

Top guest favorite
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, 125 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 favorite
A tranquil infinity edge pool is surrounded by palm trees, offering a view of the sea in the background. Comfortable lounge chairs, adorned with vibrant towels, are positioned beside the water, inviting relaxation under clear blue skies.
Townhouse in Montego Bay
4.83 out of 5 average rating, 109 reviews

Montego Bay Luxury 3BR Villa | Ocean Views & Pool

Luxury Montego Bay 3BR Villa with Ocean Views & Pool Welcome to your elevated Caribbean escape. This luxury 3-bedroom villa in Montego Bay offers stunning ocean views, a resort-style pool, and a beautifully designed space ideal for families, couples, or small groups seeking comfort and privacy in a secure setting. All within a secure, 24 hour gated community just 15 minutes from Sangster International Airport.

Popular amenities for Reading rentals with a pool

When is the best time to visit Reading?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$35,362 GYDG$35,362 GYDG$36,618 GYDG$34,735 GYDG$35,362 GYDG$34,525 GYDG$36,827 GYDG$36,827 GYDG$33,270 GYDG$35,362 GYDG$36,199 GYDG$39,129 GYD
Avg. temp26°C26°C27°C27°C28°C29°C29°C29°C29°C28°C28°C27°C

Quick stats about vacation rentals with a pool in Reading

  • Total vacation rentals

    Explore 60 vacation rentals in Reading

  • Nightly prices starting at

    Reading vacation rentals start at G$10,462 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,910 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Reading vacation rentals include wi-fi 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!

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