Middlesex County Guest Houses

A waterfall cascading into a turquoise pool surrounded by lush greenery.

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Our top choices for Middlesex County guest houses

A coastal hotel with multiple buildings, a swimming pool, and a rocky shoreline.

1. Morgans cliff

Boscobel

Moeisha

P15,319 total

includes taxes & fees

Oct 2 - Oct 3

A swimming pool with yellow railings and palm trees in the background.

2. Kingsbird by the sea Inn

Discovery Bay

Jennifer

P6,864 total

includes taxes & fees

Oct 6 - Oct 7

A resort pool area with a clear blue pool, palm trees, and resort buildings with red roofs.

3. Hillview at Mystic Ridge

Ocho Rios

Walton

P7,708 total

includes taxes & fees

Oct 9 - Oct 10

A balcony with a green railing overlooking a garden with red-roofed buildings and lush greenery.

4. Villa Sonate

Runaway Bay

Sazeka

P8,772 total

includes taxes & fees

Oct 2 - Oct 3

A child in a swimming pool with a tiled wall and water features.

5. A taste of Jamaica Lavern place

Ocho Rios

denease

P6,000 total

includes taxes & fees

Oct 2 - Oct 3

A landscaped area with tall cypress trees, palm trees, and a white building with a green door.

6. Lachemar Guest House

Ocho Rios

P16,396 total

includes taxes & fees

Oct 2 - Oct 3

A wooden door leading to a dining area with a chandelier, a tiled floor with a decorative pattern, and a staircase in the background.

7. Cambridge Heights Guest House

Port Maria

P4,273 total

includes taxes & fees

Oct 2 - Oct 3

A gravel pathway leading to a two-story building with a red roof, surrounded by lush greenery and pink flowers.

8. Little Shaw Park Guest House

Ocho Rios

JANET

P3,277 total

includes taxes & fees

Oct 31 - Nov 1

A pool area with steps leading to the water, surrounded by lush greenery and a tiled roof structure.

9. Little Savoy Guest House

Runaway Bay

Sherlet

P5,069 total

includes taxes & fees

Oct 2 - Oct 3

A room with a modern sofa, a glass table with a golden base, and a patterned curtain.

10. Blissett Apts your home away from home

Molynes Gardens

Gary

P5,874 total

includes taxes & fees

Oct 6 - Oct 7

A bed with a wooden headboard, two bedside tables with lamps, and green walls.

11. Reggae Moon Guesthouse

Falmouth

Henry

P3,273 total

includes taxes & fees

Oct 31 - Nov 1

A white building with a blue door, black railings, and potted plants.

12. Sky's Villa Resort

Buff Bay

Rosemarie

P11,008 total

includes taxes & fees

Oct 3 - Oct 4

A gated entrance with a decorative iron gate, a white building with arched windows, and a red roof.

13. Retreat Guesthouse Luxury Suites

Falmouth

Davian

P7,728 total

includes taxes & fees

Oct 25 - Oct 26

A chef preparing food in a professional kitchen with stainless steel appliances and organized shelves.

14. Scarlett By The Sea

Bull Bay

Paulette

P4,081 total

includes taxes & fees

Oct 2 - Oct 3

A group of people dining at a table with various dishes and drinks.

15. Jay's Guest House II

Penlyne Castle

Caroline

P9,865 total

includes taxes & fees

Oct 2 - Oct 3

A four-poster bed with a view of the sea through an open balcony.

16. Indigo Beach Villa - Black River

Black River

Michael

P6,216 total

includes taxes & fees

Oct 22 - Oct 23

A sign for Jay's Guest House with a directional arrow.

17. Jay's Guest House

Penlyne Castle

Derek

P5,701 total

includes taxes & fees

Oct 22 - Oct 23

A bedroom with a bed, a desk, a chair, a table, and a view of the sea.

18. Inn The Town

Port Antonio

Winsome

P10,099 total

includes taxes & fees

Oct 5 - Oct 6

The Tropical Manor Inn's reception and registration office entrance with glass doors, a sign indicating Wi-Fi availability, and emergency contact numbers.

19. Tropical Manor Inn

Eastwood Park

Jerome

P4,090 total

includes taxes & fees

Oct 6 - Oct 7

A backyard with a hot tub, a wooden deck, outdoor seating, and a fenced area.

20. One32 Guest House

Eastwood Park

Felisha

P9,562 total

includes taxes & fees

Oct 6 - Oct 7

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Top Middlesex County Hotel Reviews

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

10/10 Excellent

"I had an amazing experience at Bahia Principe! From the beautiful resort and clean rooms to the friendly staff and delicious food, everything was wonderful. The atmosphere was relaxing, welcoming, and perfect for a weekend getaway."

Tiamo Beach Resort and Spa

10/10 Excellent

"TOP TIER Birthday Experience! From the time I booked through Expedia until the moment I departed, my experience at Tiamo Beach Resort was TOP TIER! I spent two nights celebrating my birthday, and I truly felt special in every way. Check in was seamless, I was greeted with a delicious mocktail, and the staff went above and beyond to decorate my room with beautiful Happy Birthday touches. My room was spotless and comfortable, with hot water and a luxurious tub on the balcony overlooking the water. Waking up to that view every morning was everything. The entire resort was extremely clean, the beach was peaceful and relaxing, and the food was absolutely delicious. Breakfast was included with both traditional and Jamaican style options available, and every meal was so flavorful. A very special shoutout to Malik at the front desk, Chef Birch, and Romi, the General Manager. What an incredible team! Your hospitality, kindness, and attention to detail made my birthday celebration unforgettable. Chef Birch prepared amazing meals, Malik made check in effortless, and Romi ensured every part of my stay was exceptional. They even arranged my transportation to Kingston Airport, making my departure completely stress free. Tiamo gave me the perfect reset, relaxation, and self care experience I truly needed. If you're celebrating a birthday, milestone, or any special occasion, Tiamo Beach Resort is the place to be. I can't wait to come back. Thank you Team Tiamo!"

Find out more about Middlesex County