Holiday rentals with a pool in St. Ann Parish

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Top-rated rentals with a pool in St. Ann Parish

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Townhouse in Ocho Rios

4.93 out of 5 average rating, 122 reviews

Beautiful vacation home in the heart of Ocho Rios

24/7 gated security country mist community. Ideally situated 5 min away from the City Centre in hills of Ocho Rios nestled amidst lush tropical greenery and stone throw away from famous attractions such as Dunn's River Falls, Dolphin Cove, Margaritaville, Mystic Mountain Rainforest, Konoko Falls and Park and many fine restaurants. We offer a well-appointed luxury retreat including fast WIFI, swimming pool, fully air conditioned rooms, large screen TVs in all room for your comfort and convenience

25 Jan – 1 Feb

£120 per night

Guest favourite

Flat in St. Ann Parish

4.92 out of 5 average rating, 147 reviews

Exquisite Getaway- At Richmond

Exquisite getaway- at Richmond, just outside of Ocho Rios Jamaica is a true tropical oasis. It is a new Third floor two bed, two bath apartment with most modern amenities and is the ideal place for vacationing. the views are second to none, boasting both a seaview and a mountain view that makes waking up a true delight. It is located ten minutes from the famous Dunn's River Falls and fifteen minutes from Ocho Rios, the tourist capital that provides good opportunities for fun, meals and shopping

27 Apr – 4 May

£112 per night

Superhost

Flat in Ocho Rios

4.81 out of 5 average rating, 115 reviews

Cozy private studio at Sandcastles Resort- Apt D14

Upgraded in November 2022, this studio apartment boasts a modern appeal and is infused with various tech for a smart home experience. It is centrally located, directly overlooks the popular Ocho Rios Bay Beach and provides the perfect getaway for those desirous of a tropical escape. It has a fully equipped kitchen, with king and single sized beds. Have your morning coffee on the private balcony or a drink of wine with your loved one while watching the sunset or the waves crashing on the beach.

10–17 Oct

£95 per night

Guest favourite

Home in St. Ann Parish

4.8 out of 5 average rating, 121 reviews

CANARY'S NEST... FULLY A/C, WIFI, POOL

Canary's Nest will take your breath away and provide you with the perfect space to unwind. This luxurious three (3) bedrooms and two (2) bathrooms home, located in Drax Hall Manor, St. Ann's is an exclusive gated community that offers 24 hr security. We are 10 minutes away from the famous Dunn's River Falls, Dolphin's Cove, Mystic Mountain and many more beautiful attractions for you to explore. Also, Canary's Nest is 65 mins away from the Donald Sangster's International Airport in Montego Bay.

16–23 Sept

£112 per night

Superhost

Apartment in Ocho Rios

4.89 out of 5 average rating, 229 reviews

🌴👩‍❤️‍👨 Romantic BeachCondo with Ocean view &King Bed👩‍❤️‍👨🌴

Make the most of Ocho Rios from this Beautiful Modern Beach Condo at Turtle Towers. A clean and comfortable base from which you can explore the city. The location is perfection, you are literally walking distance from everything. The private balcony is perfect for watching the sunset after a day of sightseeing. Natural light and fresh air pour into this cozy Condo. Everything you'll need for an easy, comfortable stay is here. The photos tell the story. It's very clean, well priced & private.

5–12 Oct

£100 per night

Guest favourite

Flat in Ocho Rios

4.94 out of 5 average rating, 214 reviews

Stylish Poolside Studio Near Ochi Attractions

Stylish, tropical, poolside studio. Smart home Alexa & keyless entry. Centrally located in Ocho Rios, 24-hr security, gated community of Sky Castles, 5 minute drive from popular attractions (Dunn’s River Falls, Mystic Mountain) & stores. Modern windows & porcelain floor tiles will give you a luxurious feel. Fully equipped kitchen, smart TV, Safe, walk-in shower, 1 queen bed sleeps 2 and a sofa bed sleeps 1 adult or 2 kids. Spacious patio, free parking & access to pools make this a must stay.

19–26 Oct

£84 per night

Guest favourite

Home in Discovery Bay

4.94 out of 5 average rating, 128 reviews

Courtyard by the Bay*pvt pool*Puerto Seco bc*Solar

Escape to paradise to this beautiful built, luxurious, two-bedroom bungalow home in Discovery Bay. Discover a tropical haven with a private pool, modern comforts like FILTERED WATER(yes it's a big deal) and A1 amenities. Immerse yourself in island living, just minutes away enjoy the 5 star resort style private beach of Puerto Seco, restaurants and major attractions. Suitable for all types of travelers seeking an unforgettable vacation. Look no further BOOK NOW at Courtyard by the Bay.

7–14 Apr

£123 per night

Guest favourite

Apartment in Tower Isle

4.89 out of 5 average rating, 132 reviews

2 bedroom Oceanfront condo with a pool

Kick back and relax in this calm, stylish 2 bedroom Condo on the ocean with an infinity pool. We are approx 5 minutes east of Ocho Rios and within walking distance to the Summerhouse restaurant, local jerk centre & bar, PG's Italian restaurant and a grocery store. We can host up to four guests. As we have many couples traveling we offer a discounted base rate for two guests and then each additional guest comes with an additional fee up to a maximum of four.

16–23 Sept

£174 per night

Guest favourite

Flat in Ocho Rios

4.86 out of 5 average rating, 111 reviews

Luxurious Island Vibes Apartment @ Sandcastle C13

Newly renovated and tastefully design apartment located in the heart of Ocho Rios. This is a beach front apartment in walking distance to Margaritaville, Ocho Rios Jerk Center and other great restaurants, and duty free shopping. Sandcastles boast a pool, restaurant and bar. Access to Ocho Rios Bay Beach free of cost. Prepare to experience a home away from home. Non-smoking property. WiFi, cable TV, Air conditioner included. 24 hour security.

23–30 Aug

£100 per night

Superhost

Treehouse in Saint Ann's Bay

4.8 out of 5 average rating, 279 reviews

"Log thirty-tree" ..........an authentic log

This is a one off a kind listing. A "Log-Cabin-Treehouse," built from the beautiful blue mahoe logs. This comfortable self contained studio is complete with ceiling fan, hot water and other essential amenities for the comfort of the nature and fun lovers. Located in a gated community with 24 hours security with access to swimming pool and tennis court. Come “chillax” unwind and bond with nature in our one-of-a-kind log cabin treehouse.

15–22 May

£53 per night

Guest favourite

Home in Discovery Bay

4.96 out of 5 average rating, 115 reviews

!Wynter'sEscape |gated 2BR |w/pool & beach access!

♚We offer a comfortable, newly-built modern two-floor townhouse in a gated community overlooking PUERTO SECO BEACH in the resort town of Discovery Bay, St. Ann ☀⛱🕶 !!! Price starts from US$125 for 2 guests and increases by US$25 per additional guest!!! This property facilitates easy access being 1 min drive from the main road % is 1 hr away from Sangster's Intl. Airport ✈ and 45 mins from Ocho Rios!!!

13–20 Aug

£116 per night

Guest favourite

Home in Tower Isle

4.94 out of 5 average rating, 220 reviews

Tranquil Times Villa

𝙏𝙧𝙖𝙣𝙦𝙪𝙞𝙡 𝙏𝙞𝙢𝙚𝙨 𝙑𝙞𝙡𝙡𝙖 ɪꜱ ᴏɴᴇ ᴏꜰ ᴊᴀᴍᴀɪᴄᴀ'ꜱ ᴘʀᴇᴍɪᴇʀ, ʙᴇᴀᴜᴛɪꜰᴜʟ ᴠɪʟʟᴀꜱ ᴏꜰꜰᴇʀɪɴɢ ᴛʜᴇ ᴘᴇʀꜰᴇᴄᴛ ꜱᴘᴀᴄᴇ ᴀɴᴅ ᴀᴛᴍᴏꜱᴘʜᴇʀᴇ ꜰᴏʀ ʏᴏᴜʀ ɴᴇxᴛ ʜᴏʟɪᴅᴀʏ, ᴡᴇᴅᴅɪɴɢ, ʙɪʀᴛʜᴅᴀʏ, ꜱᴘᴇᴄɪᴀʟ ᴏᴄᴄᴀꜱɪᴏɴ ᴇᴛᴄ. ᴏᴜʀ ʜᴏᴍᴇ ʜᴀꜱ ʙᴇᴇɴ ꜰᴇᴀᴛᴜʀᴇᴅ ɪɴ ᴍᴀɴʏ ᴏꜰ ᴊᴀᴍᴀɪᴄᴀ'ꜱ ᴘᴏᴘᴜʟᴀʀ ᴀʀᴛɪꜱᴛꜱ ᴍᴜꜱɪᴄ ᴠɪᴅᴇᴏꜱ (ʙᴇᴇɴɪᴇ ᴍᴀɴ, ᴊᴀʜ ᴄᴜʀᴇ ʟɪᴋᴋʟᴇ ᴠʏʙᴢ, ʟɪᴋᴋʟᴇ ᴀᴅᴅɪ ᴛᴏ ɴᴀᴍᴇ ᴀ ᴄᴏᴜᴘʟᴇ) ᴡʜᴀᴛᴇᴠᴇʀ ʙʀɪɴɢꜱ ʏᴏᴜ ᴛᴏ ᴊᴀᴍᴀɪᴄᴀ ᴡᴇ ʜᴏᴘᴇ ᴛᴏ ʙᴇ ʏᴏᴜʀ ɴᴇxᴛ ʜᴏᴍᴇ ᴀᴡᴀʏ ꜰʀᴏᴍ ʜᴏᴍᴇ!

8–15 Nov

£431 per night