Holiday houses in Saint Ann

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Top-rated holiday rentals in Saint Ann

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Guest favourite
A private pool area is surrounded by palm trees and lounge chairs. Umbrellas provide shade over seating options, with a covered relaxation area visible in the background. Two inflatable pool toys rest gently in the water, enhancing the inviting atmosphere.
Villa in Plantation Village
4.85 out of 5 average rating, 157 reviews

Villa354-Pvt. Pool Sleep 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! Low $ Airport transportation available!

ValueLocationBreakfast

Guest favourite
Villa in Runaway Bay
4.95 out of 5 average rating, 42 reviews

Ocean View • Pool • Pickleball • Gated | For 12

Welcome to Villa Palaav - A modern oasis in a private gated community Perfect for: • Birthday trips • Bachelor/Bachelorette groups • Family reunions • Friends trips • Retreats 🎉 Celebration Pkgs starting at US$350 This 6-bedroom Ocean View Villa features three 2 bedroom, apt-style King suites, each with private kitchens, 1–2 bath, and open-concept living areas, solar power, rainwater harvesting & smart cooling Amenities include: • Private pool • Pickleball court • Billiards room • Mini golf

FamilyValueIndoor spaces

Top Guest favourite
A serene beach scene features a large tree providing shade over soft sand. The calm turquoise water extends toward the horizon, with rocky formations visible on either side. Clear blue skies complement the peaceful environment, inviting relaxation and enjoyment of the natural landscape.
Home in Saint Ann
4.95 out of 5 average rating, 65 reviews

Private beach. Chef & driver avail$. Near Ochi. 5*

Beautiful 3 bed rm/3 bth rm beach house. *Solar system, *Satellite internet and *Reserve water tank*. Perfect for creating great memories. Fairway estate10 min walk to the private beach for swimming, food & drinks. Min to KFC, Pizza hut, Starbucks, Grocery, Knustford express, Devon House I Scream. 10 min to Dunn's river, Mystic Mountain and many other tourist attractions Driver and Chef available for a fee. Need more space/multiple families? Ask about our sister property in the same community.

FamilyLocationLaundry

Top Guest favourite
The exterior of a modern two-story building is showcased, featuring a combination of light and dark materials. Lush greenery surrounds the property, and a driveway leads to a garage. Large windows provide ample natural light, while balconies add to the contemporary aesthetic.
Home in Plantation Village
5.0 out of 5 average rating, 22 reviews

Elite Escape @ Paradisiac (near Ocho Rios)

Escape to paradise in this stylish & fun 3-bedroom, 3.5-bath beachside retreat near Ocho Rios! Perfect for families, this spacious home combines modern design & tropical charm. Enjoy bright, airy interiors, comfortable beds, and an open living space ideal for creating memories. With a view of the Caribbean Sea, you’ll find relaxation and adventure at your doorstep. Whether you’re soaking up the sun, exploring local attractions, or simply unwinding, this family-friendly getaway is yours to enjoy!

FamilyValueSleep quality

Guest favourite
A charming villa with a spacious covered patio is surrounded by lush greenery. The garden features tropical plants and a seating area with dark-finished furniture. Large windows provide natural light to the interior, while the double-story structure is enhanced by wooden accents and palm trees.
Villa in Ocho Rios
4.94 out of 5 average rating, 82 reviews

Private Seafront Villa near Ochi

Located directly on the ocean and room for 7 -- bring the Fam! Stylish Villa with three bedroom plus sleeper-den with four full bathrooms offers Caribbean charm and modern sensibilities. Full kitchen, super-comfy living area fronts an expansive dining/bar and lounge area with views of the sea that go on forever. Included: Starlink Wifi, a 65" SmartTV and a/c throughout; your private housekeeper/cook is there to take care of your every need. Enjoy a unique, relaxing Jamaican vacation today!

LocationFamilyOutdoor spaces

Top Guest favourite
Home in Priory
4.98 out of 5 average rating, 99 reviews

Star Apple Getaway |Pool |Playground

Relax with the entire family at this peaceful, relaxing & modern getaway. Located in the well sought after gated community, The Crest in Richmond Estate, St Ann. Equipped with 24hr security & surveillance. The complex offers supermarket, private beach, infinity pool, lounge, gym, tennis court, basketball court, children’s playground , panoramic view of the Caribbean Sea & a tranquil space. This house is well suited for up to 8 guests. This listing has outdoor cameras monitoring the premises.

LocationFamilyView

Guest favourite
Home in Ocho Rios
5.0 out of 5 average rating, 12 reviews

4 Season Villas, 2 Mins Drive Central Ocho Rios

Welcome to 4 Seasons Apartments, your perfect oasis in the heart of Ocho Ríos! This beautifully designed 3-bedroom, 3 bathroom, 24 hour security gated community, features BRAND NEW FURNITURE(MAY 26) en-suite bathrooms in every bedroom, offering comfort, and privacy, for every guest. Your family will be close to everything when you stay here, 2-3 mins drive to Ocho Rios main tourist strip, locating you centrally to Local beaches, restaurants, bars, fast food, cash machines, nightlife & more!

FamilyLocationSleep quality

Top Guest favourite
Townhouse in Ocho Rios
4.97 out of 5 average rating, 140 reviews

My Palm Retreat, POOL, Gated, Fully A/C, King Bed

Luxe Modern Centrally Located Open Concept W/ Modern Decor.8bed| 2.5 Baths, Liv, Dining, Well Equipped Kitchen , Sparkling Pool w/ Gazebo, games, Pool Table.Spacious master w/ nightstands and a dresser, plus a spa-like ensuite bathroom. Large enclosed Patio.2nd Bedroom w/Queen Bed, Daybed with trundle, TV, nightstand,3rd bedroom Twin and bunk bed, nightstand and dresser. 2nd Bath Rainhead Shower.5 minutes to Pearly Beach,Laughing Waters,Dunn’s River Falls,Mystic Mountain,Dolphin Cove,1212L

FamilyValueDecor

Guest favourite
An aerial view showcases a spacious villa surrounded by landscaped gardens and palm trees. A private pool and deck are visible in the background, with sun loungers arranged nearby. A car is parked in the driveway, leading to the villa's entrance.
Home in Priory
4.95 out of 5 average rating, 75 reviews

Bamboo Breeze Villa 4Bdr PVT Pool Richmond St Ann

Bamboo Breeze is a cozy , comfortably decorated Villa , located in Richmond Cool Shade , St Ann Jamaica. The Villa features its own private Pool and pool deck for added relaxation , and access to Richmond's own private beach . Guests have access to a Gym , Tennis Courts , Pool and Table Tennis , Putting Green , Picnic areas, Walking Trail ,Kids Park and Playground. A fully stocked Supermarket/Drugstore/ Deli is nearby for your added convenience. *( delivery service available ) .

FamilyLocationAir conditioning

Superhost
A shaded gazebo offers comfortable seating surrounded by lush greenery. Palm trees and vibrant foliage frame a view of the expansive lawn leading to the beach. The sea glimmers in the distance under a clear blue sky, creating a serene outdoor retreat.
Bungalow in Saint Ann
4.87 out of 5 average rating, 213 reviews

Kling Kling Beach House

Kling Kling is a beach house with a family feel, set within a large lawn running down to an almost fully private beach, a river for freshwater swimming, a reef for snorkelling, a fantastic housekeeper cook and a one of a kind man about the place. Just mins drive to shops or tourist facilities. Nearby scuba facilities, waterfalls, water parks, markets, tennis , golf, riding, the list goes on, both mainstream and off piste local. For more pics follow our Instagram: klingklingbeachhouse.

LocationFamilyLaundry

Guest favourite
A modern living room is displayed featuring a light-colored sofa adorned with cushions. Dark wood side tables with rounded edges are positioned next to the sofa. Large windows allow natural light to illuminate the space, complemented by contemporary lamps and a circular coffee table.
Home in Ocho Rios
4.94 out of 5 average rating, 85 reviews

Zuma Villa|3BR|Rooftop|Gated|Pool|10 min Beach

Welcome to Zuma Villa, your tropical oasis nestled in the heart of Jamaica. Surrounded by lush greenery and just moments from pristine beaches, Zuma Villa offers the perfect blend of comfort, style, and island charm. Whether you're here to relax, explore, or indulge in local culture, our villa is designed for an unforgettable stay. From the rooftop sea views to the infinity pool, you'll feel right at home while experiencing the best of Jamaica. Come as guests, leave as family!

LocationValueBackyard

Top Guest favourite
A private pool area is featured with a clear blue water pool, surrounded by lush greenery and lounge chairs. The backdrop includes a two-story townhouse and a hilly landscape, adding to the tranquil environment.
Townhouse
4.96 out of 5 average rating, 214 reviews

Tranquil Oasis Ocho Rios (Starlink/Solar)

Tranquil Oasis at Palm View is the perfect vacation hideaway! With Solar Powered Electricity and Starlink Internet as well as back up water supply and located in the gated complex of Palm View Estate in Drax Hall, this property is just mere minutes away from the resort town of Ocho Rios and is in close proximity to all-inclusive hotels, beaches, restaurants, shopping, entertainment, notable tourist attractions major international airports and Knutsford Express.

ValueLocationQuiet

Popular amenities for Saint Ann holiday rentals