
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.

Luxe 1 Bdrm Apt in Montego Bay!
Beautiful, spacious well situated luxe condo in Montego Bay. You get : Roof top Infiniti pool & jacuzzi 24 hr Security Fitness Centre Movie & Games Rooms Parking Boardroom AC Ceiling fans Wifi Smart TVs with 100+channels Luxe Air Mattress BEDROOM King bed with gel top mattress for perfect comfort. Bed side tables and large closet Smart TV BATHROOM Double sinks well lit mirrors Glass shower with rainfall shower head KITCHEN LG refrigerator Microwave Stove Blender & magic bullet

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

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

Jus' Beachy Deux Luxury Apt in B/Frnt Gated Comnty
Introducing Jus Beachy Deux - The 2nd beach theme apartment of our Jus Beachy units located on the upper floor 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. Be sure to check out my other units in this community on my profile if your dates are not available here or if you would like to book both units for a party of up to 8 people.

Anna's Joye Seawind - Montego Bay
This well appointed, air-conditioned studio is located in the Seawind On The Bay complex in the upscale Montego Freeport area with full access to the beach at The Hard Rock Cafe. The complex is surrounded by two major hotels, Secrets Resorts and Sunscape Resorts and is next door to the Montego Bay Yacht Club. It is about 15 mins from the Sangster Int'l Airport with easy access to restaurants, supermarket and entertainment.
Popular amenities for Reading rentals with a pool
House rentals with a pool

PleasantView

Montego Bay air conditioned home with private pool

Free Floating Breakfasts in your private pool

Royale Dream Vacation Entire 2 Bedroom Apartment

Luxury Montego Bay 2BR Villa | Ocean Views & Pool

Villa Ginger: Food paradise/Beach/Pool/keycode

"Smallah" 4-br seaside villa own pool, resort area

Montego Bay Luxury: Ocean View and Sunset Balcony
Condo rentals with a pool

Sky Palace

Seawind one bedroom

Palmyra Resort - Blue Sky Hideaway

Sandy Cove Spacious Suite

Modern Luxury Coastal Condo

Oceanfront Apt w/ Beach Access, Pool, & Gym

Kusha Penthouse - Ultimate Luxury Experience

Hidden Gem - 1BR Condo in Upscale Neighborhood
Other vacation rentals with a pool

Bordeaux Suites #13 Deluxe, Pool/Ocean View

Spacious Ocean View 2 BR Condo

Studio with Beach, Pool, A/C, 24h Security

Ripe Plantain Cabin

Dream Sunset Suite

Opulent @Freeport 2BR21/2bth/beach access/gym/pool

Luxury Oceanfront 1 Bedroom/Pool

2 BR townhouse, 24 hour security, gym, pool, ocean
When is the best time to visit Reading?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 145 | € 145 | € 150 | € 142 | € 145 | € 142 | € 151 | € 151 | € 136 | € 143 | € 146 | € 153 |
| 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 € 43 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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