
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.

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.

Seawind On The Bay Studio
Seawind On The Bay is a safe gated community. A semi-private beach is across the street a short distance beside Secrets Hotel. The property has a pool and shared bar and grill with a covered community centre or cabana. A spectacular view of Montego Bay Harbor with cruise ships in the back yard view. Montego Bay Yacht Club is next door with great food and bar. Also, within walking distance is Secrets Wild Orchid, Breathless Resorts and Spa. Montego Bay Cruise Ship terminal less than 2 miles away.

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.

Luxury In Paradise: Pool, Jacuzzi, Gated, 3rd Flr
Whether you’re in Jamaica for work or vacation, this condo will check all your boxes. Located in Ironshore, one of Montego Bay’s most prominent communities, sits Dream 36. A luxury condominium complex that’s close to entertainment, beaches, restaurants, and airport (12 mins). This one bedroom condo is extremely spacious at 900 sq ft. It boasts modern furnishings with a warm feel. You can truly relax with amazing amenities such as gated 24/7 security, lounge, pool, and rooftop views. Book now 😁

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.

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.

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.

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.

Oceanfront 1BR Lux Apt Pool Beach Gym Pickleball
Discover the ultimate tropical retreat at the Soleil Residences, where luxury meets serenity. This elegant oceanfront 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. Highlights - Lge Waterfront Pool & Pool Deck * Private Beach Access * Gym * Tennis/Pickleball* Kids Play Area * Gated Community * Fast Fibre WiFi* Chef on request * Spa Services * Concierge Services * Full Time Driver Upon Request

Caribbean Diamond Ocean front 1 Bedrm Condo.
This apartment is a privately owned suite onsite the Jewel Grande Resort property.We are located on the sixth floor of the Silver building directly overlooking the sea. Our condo offers luxury and the feel of paradise. Getting to us is easy from the Sangster's International airport as we are 15 mins drive away. The property is entirely secured with 24hrs gated and electronic security as well as free parking. Accessible to Guests are: Elevator WI-FI AC Hot water Pool Gym Restaurants Bar

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.

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.
Popular amenities for Reading rentals with a pool
House rentals with a pool

PleasantView

Luxury Modern 4BR Hillside Villa + Beach Shuttle!

ShimmeringWaters Floating Breakfast Inc Big Views

Bamboo Villa

Royale Dream Vacation Entire 2 Bedroom Apartment

N/H Paradise 2

Relax & Unwind: Pool, Gym, Near Beach & Dining!

"Smallah" 4-br seaside villa own pool, resort area
Condo rentals with a pool

Palmyra Resort - Blue Sky Hideaway

Sandy Cove Spacious Suite

Modern Luxury Coastal Condo

Sabal at One Palmyra your own personal retreat

Panoramic Studio with Ocean & Mountain Views

Kusha Penthouse - Ultimate Luxury Experience

Ocean Grande-Netflix & Chill -Coffee and Fast Wifi

Modern Cozy 1BR Oceanfront
Other vacation rentals with a pool

Bordeaux Suites #13 Deluxe, Pool/Ocean View

Sky Palace

Island Style Apt in Gated Cmnty

The Oasis - 1 Bedroom with Pool

Ripe Plantain Cabin

Ocean Caribe Upper Deck: 1BR Apt

2BR Townhouse near Beach & Hip Strip • Pool Access

Modern Sunset Condo | 10 mins from MBJ airport
When is the best time to visit Reading?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$35,357 GYD | G$35,357 GYD | G$36,612 GYD | G$34,729 GYD | G$35,357 GYD | G$34,520 GYD | G$36,821 GYD | G$36,821 GYD | G$33,264 GYD | G$34,938 GYD | G$35,566 GYD | G$37,239 GYD |
| Avg. temp | 26°C | 26°C | 27°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 28°C | 28°C | 27°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$10,461 GYD per night before taxes and fees

Verified guest reviews
Over 2,890 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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