
Vacation rentals with a pool in Reading
Find and book unique homes with a pool on Airbnb
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$10,449 GYD per night before taxes and fees

Verified guest reviews
Over 2,940 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!
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.

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.

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!

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

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 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.

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.

SeeSea Waterfront Villa
SeeSea Waterfront Villa is an unique, recently renovated, beachfront townhouse located in Montego Bay's most prestigious gated community Lagoons. This exquisite villa offers it's own sandy beach overseeing Montego Bay. Spacious patio coupled with tropical garden creates private relaxing atmosphere. Large public swimming pool is right outside of the house. In addition, guests have access to kids playground, 3 more pools, tennis courts, 24 hour security.

Hospitality Expert EL1: Private Pool, Beach, Chef
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.

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

Home of The Rising Sun!

Selah Vista- 3BR Home+ 24 hr security, Montego Bay

SBS Seaview 5BD Pool Villa - 5 min from Excursions

Bamboo Villa

Royale Dream Vacation Entire 2 Bedroom Apartment

Luxury Montego Bay 2BR Villa | Ocean Views & Pool

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

Luxury In Paradise: Pool, Gym, Gated, Rooftop Deck

Palmyra Resort - Blue Sky Hideaway

Ocean Spring Sandy

Irresistible view (Mobay Club-1408)

Idle Time On The Bay Relaxing beautiful serene

The View.

Modern Luxury Coastal Condo

Panoramic Studio with Ocean & Mountain Views
Other vacation rentals with a pool

Sky Suite - 2BR/2Bth Apartment

Luxury,Modern2BRpool-Gym-Seaview

Island Style Apt in Gated Cmnty

Montego Bay Townhouse•Pool w/Ocean View|Near Beach

Chill spot

Turn Plantain Cabin

Glory @ Montego Bay

Irie Paradise Apartment in Montego Bay
When is the best time to visit Reading?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$35,737 GYD | G$37,409 GYD | G$35,946 GYD | G$34,692 GYD | G$35,319 GYD | G$34,483 GYD | G$36,782 GYD | G$36,782 GYD | G$33,229 GYD | G$35,319 GYD | G$36,155 GYD | G$39,080 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 |
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