Vacation rentals in St. Ann's Bay

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Top-rated vacation rentals in St. Ann's Bay

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Top guest favorite
Place to stay in Oracabessa
5 out of 5 average rating, 27 reviews

By The Bay Oracabessa Queen Ensuite & kitchenette

Unique and convenient, 50 yards from safe crystal clear swimming and snorkelling. A short stroll for all your supplies and eateries. Plan your next north coast excusion while relaxing in our walled garden or go and soak up the fishing folk vibes on the bay. Just off the A3, Ocho Rios & other attractions are 20 minute drive. Daily flights into Ian Fleming international. Business, pleasure, relaxation and adventure, it’s all here! Need more beds? By The Bay Two is a bookable adjoining room.

Superhost
A spacious sleeping area features a large bed with a decorative headboard covered in an ornate quilt. Bright curtains in green and orange frame the window, while a wall-mounted television adds modern convenience.
Apartment in Boscobel
4.63 out of 5 average rating, 19 reviews

Tropical oasis Haven N Ochi Rios

Welcome to our beautiful beachside retreat in Ocho Rios, Jamaica—a harmonious blend of comfort, style, and Caribbean charm. Nestled in the heart of one of Jamaica’s most iconic coastal towns, our residence promises an unforgettable island getaway. Prime Location: Our beach house is enviably situated: Beach:A stone’s throw away from the world-famous James Bond Beach, where the golden sands and turquoise waters invite you for sunbathing, swimming, and relaxation. Minutes away from water rafting

Guest favorite
Home in Tower Isle
4.92 out of 5 average rating, 24 reviews

Coastal Escape in Riviera, Tower Isle|Beach Nearby

Welcome to Paradise on Riviera Blvd in Tower Isle –Your Ideal Getaway in just 10 minutes outside of the bustling tourist destination of Ocho Rios. Welcome to Riviera where your dream vacation becomes reality! Our luxurious 3-bedroom, 3.5-bathroom retreat offers the perfect blend of comfort and style, ensuring a memorable stay in one of Jamaica's most enchanting locations. Why You'll Love Our Home ✔︎Made for COMFORT w modern furnishings/finishes ✔︎ Close to many beaches & rafting ✔︎ LOCATION!

Superhost
Villa in Port Maria
4.93 out of 5 average rating, 29 reviews

Breezy Castle villa with Sea & Blue Mountain views

Our villa was not affected by the hurricane; we have water, electricity, internet! An excellent opportunity! A secluded mountain villa with a private pool, fireplace, barbecue area, and billiards in the heart of tourist Jamaica. Just 10 minutes from Dunn's River Falls, Ocho Rios Port, Dolphin Cave, and Mystic Mountain Park. Enjoy panoramic sea views from the green bird sanctuary. Unique features: open-air cinema and dance floor. Complete privacy and relaxation. We look forward to seeing you!

Guest favorite
Home in Port Maria
4.84 out of 5 average rating, 37 reviews

Tropical Breeze Villa

Our space is special as you will enjoy 3 separate bedrooms ,2 bathrooms for your convenience! We have everything to keep you cool ! And you can do your cooking as well ! Enjoy your stay and your privacy always respected !! The house is not shared with others ! My main goal for You to enjoy your time with your loved ones and Fell like you home away from home ! We are in a very safe location by local road where you can access stores near by and restaurant and the beach 5 min drive !

Top guest favorite
Guesthouse in Port Maria
4.89 out of 5 average rating, 83 reviews

Cheerful three bedrooms with large backyard space

Forget all your worries in this spacious green and serene space. Five (5) minutes from the beach for total relaxation. Grab your juicy Jamaican patties in Town and then don't forget your jerk chicken and jerk pork right in the back yard. Swing in comfort and enjoy cool breeze on your phones or reading a book under the overflow of Jamaican fruit trees. Cut your favourite rose in the lush garden. 15 minutes from the Ian Flemmings Int'l Airport and 35 mins from the famous Dunns River Falls.

Superhost
Home in Port Maria
4.91 out of 5 average rating, 23 reviews

Glen Sea Inn - cozy inn steps away from the beach

Welcome to the Glen Sea Inn! Come enjoy a more peaceful side to the land of wood and water. Our home has been in the family for many years, originally starting out as a law office owned by my grandfather who worked right down the street. He loved the parish of St. Mary and gave his heart to it and to the community. Glen Sea Inn is an homage to him and a way to continue spreading his love for the parish to others! We hope that you have a peaceful stay and make it your home away from home.

Guest favorite
The exterior of the villa features a gated entrance with a decorative iron fence. The vibrant yellow house with a red roof is framed by a well-maintained lawn and emphasizes a friendly, welcoming ambience. The entrance is flanked by stone pillars and green foliage is visible.
Villa in Rio Nuevo
4.91 out of 5 average rating, 43 reviews

Villa Retreat (Retreat, St. Mary, Jamaica)

Villa Retreat (at Tranquility Glades, Retreat, St. Mary) is a (fully furnished 3 bedroom / 2 bathroom) vacation villa/home. This hilltop residential neighborhood gives a view of both mountains and ocean. This villa is kissed by the wind which blows throughout the house. This entire house is ALL YOURS (when booked). Close to shopping, dining, famous attractions. It's 20 - 30 mins drive to (Ocho Rios, St. Ann), 10 mins drive to Tower Isle, 10 mins drive to 3 beaches and Rio Neuvo.

Guest favorite
A serene beach scene is highlighted, featuring soft sand and gentle waves. Two sun loungers are positioned under the shade of palm trees. A vibrant kayak with passengers glides through the clear, sparkling water, capturing the essence of outdoor leisure.
Villa in Ocho Rios
4.91 out of 5 average rating, 33 reviews

Centrally Located 2 bdrm beachfront villa w Chef

Eden Sands is a 2 bedroom beachfront villa located in the town of Ocho Rios. It is one of a collection of 3 boutique villas on the water. This contemporary styled villa will welcome you time and time again. Our staff will spoil you with meals to your delight. Don't lift a finger as we cater to you and your family. Located within walking distance to many restaurants, local spots and short drive to tours in the area. Come and take a break come in as friends, leave as family!

Guest favorite
A traditional wooden cottage sits amidst lush tropical vegetation. Its front porch features wooden railings, and a pathway of gravel leads to the entrance. Surrounding foliage includes tall plants and trees, creating a serene and natural atmosphere.
Cabin in Oracabessa
4.94 out of 5 average rating, 54 reviews

Papa Curvin's Cottages & Seaside Tropical Garden 1

From the STAR deck or laying in the hammock you will be able to enjoy the beautiful view of the sea on the propety, or discover exotic birds and butterflies in the lush vegetation. In the evenings you can watch the light of fireflies. If you want to, you can fish directly on the property or get refreshed by jumping from the cliffs into the sea, if the sea conditions allow. Enjoy our sun deck overlooking the cliffs giving you a panoramic view of the ocean. And: Visit our CAVE!

Guest favorite
The exterior of a modern one-bedroom retreat is framed by lush greenery and palm trees. A smooth driveway leads to the entrance, highlighted by minimalist architecture and large windows, inviting guests to enjoy the serene surroundings.
Home in Galina
4.98 out of 5 average rating, 58 reviews

Oasis Getaway in Saint Mary

Escape to OD’s Oasis, a charming one-bedroom retreat in Galina, St. Mary! Just 10 minutes from Ian Fleming Airport and minutes from the iconic Galina Lighthouse, this cozy getaway is perfect for two. Tucked in the community of Lighthouse, it features an open-concept kitchen and living area for ultimate comfort. The road has a few bumps, but the peace, charm, and convenience make it worth it. With Ocho Rios and Port Maria nearby, your dream island escape starts here!

Top guest favorite
A bright, open living area features a comfortable seating arrangement with a striped chair and neutral sofa. A wall-mounted TV is positioned above a modern console, with fresh flowers on a coffee table. The space transitions into a dining area and kitchen beyond.
Villa in Ocho Rios
4.95 out of 5 average rating, 81 reviews

Lux Villa |3BR|Gated Cmty|Pool|Gym|5 min to Beach

Escape to luxury at this modern villa in the exclusive Pyramid Point Gated Community with 24-hour security. Enjoy hot water, solar power, and super-fast Starlink WiFi. PRIME LOCATION: 5 min to Ocho Rios Beach, 10 min to Dunn’s River Falls & Dolphin Cove, 15 min to Chukka Adventures. Relax in the infinity pool with ocean views, hit the gym, play tennis, basketball, or ping pong, or let kids enjoy the playground. Comfort, privacy, and adventure await!

Popular amenities for St. Ann's Bay vacation rentals

  1. Airbnb
  2. Jamaica
  3. Saint Mary
  4. St. Ann's Bay