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

RM998 total

includes taxes & fees

3 Oct - 4 Oct

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

2. Kingsbird by the sea Inn

Discovery Bay

Jennifer

RM448 total

includes taxes & fees

2 Oct - 3 Oct

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

RM502 total

includes taxes & fees

9 Oct - 10 Oct

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

4. Villa Sonate

Runaway Bay

Sazeka

RM571 total

includes taxes & fees

27 Oct - 28 Oct

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

5. A taste of Jamaica Lavern place

Ocho Rios

denease

RM391 total

includes taxes & fees

2 Oct - 3 Oct

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

6. Lachemar Guest House

Ocho Rios

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

RM279 total

includes taxes & fees

2 Oct - 3 Oct

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

RM213 total

includes taxes & fees

31 Oct - 1 Nov

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

RM331 total

includes taxes & fees

2 Oct - 3 Oct

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

RM383 total

includes taxes & fees

8 Oct - 9 Oct

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

11. Reggae Moon Guesthouse

Falmouth

Henry

RM213 total

includes taxes & fees

31 Oct - 1 Nov

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

12. Sky's Villa Resort

Buff Bay

Rosemarie

RM718 total

includes taxes & fees

3 Oct - 4 Oct

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

RM504 total

includes taxes & fees

15 Oct - 16 Oct

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

14. Scarlett By The Sea

Bull Bay

Paulette

RM266 total

includes taxes & fees

18 Oct - 19 Oct

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

15. Jay's Guest House II

Penlyne Castle

Caroline

RM643 total

includes taxes & fees

3 Oct - 4 Oct

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

16. Indigo Beach Villa - Black River

Black River

Michael

RM405 total

includes taxes & fees

7 Oct - 8 Oct

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

17. Jay's Guest House

Penlyne Castle

Derek

RM372 total

includes taxes & fees

8 Oct - 9 Oct

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

18. Inn The Town

Port Antonio

Winsome

RM658 total

includes taxes & fees

5 Oct - 6 Oct

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

RM267 total

includes taxes & fees

2 Oct - 3 Oct

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

20. One32 Guest House

Eastwood Park

Felisha

RM623 total

includes taxes & fees

4 Oct - 5 Oct

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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