Holiday rentals with a pool in St. Ann Parish

Find and book unique homes with a pool on Airbnb

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

Apartment in Richmond

4.96 out of 5 average rating, 103 reviews

Richmond Luxury Oasis w/ King Bed + Ocean View

Unwind at this stunning, peaceful and relaxing two bedroom, two bathroom fully A/C ground floor unit. Relax with Netflix in all bedrooms. Enjoy Disney+, Netflix and cable TV in the cozy living room on the smart 55" TV. Walk to the country store then cook up your favorite meal in the fully equipped kitchen and enjoy around the dining table or on the patio overlooking the sea. Work out at the gym, play tennis then cool off in the pool while playing a game of pool by the bar. Beach access included

Superhost

Home in Saint Ann’s Bay

4.81 out of 5 average rating, 134 reviews

Singhdom Retreat No Parties or events allowed

Singhdom Retreat is an island getaway that has 3 bedrooms and 3 bathrooms. It is equipped with all the modern convenience of a home and is perfect for family vacations as well as couples retreat. A beach inspired home decor, with a back yard pool, jacuzzi and barbecue area. Located in the peaceful gated community of draxhall manor St Ann, with 24/7 security, community pool, gym and play area. Close to major tourist attractions such as Ochi Rios,Dunn’s river, Mystic mountain and dolphin cove.

Guest favourite

Apartment in Ocho Rios

4.94 out of 5 average rating, 231 reviews

Central Ochi Studio!Alexa Smarthome+SeaView+2Pools

Modern,poolside studio,city+ocean views. Alexa Smarthome & keyless entry. Central in Ocho Rios, gated 24-hr security, Sky Castles, 5 min. drive to attractions (Dunn’s River Falls, Mystic Mountain) & stores. Porcelain tiles gives a luxurious feel. Well equip kitchen, smart TV, Safe, shower, 1 queen bed for 2 and a sofa bed for 1. Covered patio, free parking & access to 2 pools make this a must stay. I have a camera above the front door of my apartment bldg., this is for guest safety and security.

Superhost

Rental unit in Ocho Rios

4.79 out of 5 average rating, 146 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.

Superhost

Rental unit in St. Ann Parish

4.92 out of 5 average rating, 155 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

Guest favourite

Home in Discovery Bay

4.94 out of 5 average rating, 140 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.

Guest favourite

Apartment in Ocho Rios

4.88 out of 5 average rating, 158 reviews

One of Ocho Rios Best Getaway Airbnb!

Welcome to Marazul, a picturesque vacation condo at upscale Columbus Heights in the hills of Ocho Rios. The perfect gateway with postcard-like panoramic ocean views and all the amenities to make your stay feel right at home. Surrounded by beautifully manicured rainforest gardens and direct access to 1 of 5 community pools. For your convenience, we are centrally located near restaurants, beaches, and the most popular attractions in the area only minutes away. Do you see yourself here?

Superhost

Villa in Plantation Village

4.85 out of 5 average rating, 130 reviews

Villa354 -Pvt. Pool-sleeps up to 16 w/ Chef Option

A beautiful and relaxing home within a safe and secure 24-hr gated community. It's the perfect getaway with all the amenities- a private pool, air-conditioning, and large flat screen tv in each room and individual bathrooms. Villa 354 is perfectly situated right across the street from Plantation Cove where the famous Rebel Salute is hosted. The famous Ocho Rios, Dunns River Falls, Mystic Mountain, and Swimming with The Dolphins are only 10 minutes away!

Superhost

Treehouse in Saint Ann's Bay

4.79 out of 5 average rating, 292 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.

Guest favourite

Home in Tower Isle

4.94 out of 5 average rating, 237 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!

Guest favourite

Home in Discovery Bay

4.95 out of 5 average rating, 137 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!!!

Guest favourite

Villa in St. Ann Parish

4.91 out of 5 average rating, 152 reviews

LuxuryCrest : Tropical Getaway

Located in Richmond Estates, a gated community with 24/hr security. You'll enjoy partial sea views & mountain views. The villa is 15 minutes away from Ocho Rios. centrally located to many places & attractions makes this retreat perfect for any vacation. It's in close proximity to Puerto Seco Beach, Dunn's River, Chukka Cove, Mystic Mountains, Dolphins Cove, and many Beaches/Restaurants.