Holiday rentals in Middlesex County

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Top-rated holiday rentals in Middlesex County

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Home in Portmore

4.9 out of 5 average rating, 132 reviews

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞

This carefully designed house is ideal for persons looking for a cool refreshing modern and comfortable vacation stay . It is perfectly located in quiet and secure gated community Phoenix park village ,in the well developed sunshine city of portmore st catharine . It is most suitable for you because of its convenient access to all it has to offer around it ,its famous helshure beach, movie theater ,shopping malls ,clubs ,restaurants etc . it is the place for families ,couples, or just friends

19–26 Jun

₹15,224 per night
Guest favourite

Guest suite in Port Maria

4.88 out of 5 average rating, 26 reviews

Drake Seaside Cottage Oceanfront Suite

Spectacular 1 mile stretch of beach with stunning views of the mountains, sea, & Cabarita island sitting on a vibrant corner with the ocean out your front door! Beachfront restaurants, cook shops, sea view bars, local fisherman area, and more steps away! This fully renovated oceanfront guest suite with private entrance has a covered veranda & a rooftop patio area for panoramic scenic views! Fall in love with this quaint town which boast it's historical charm as the 2nd oldest town in Jamaica!

12–19 Aug

₹9,687 per night
Superhost

Cottage in Saint Ann's Bay

4.88 out of 5 average rating, 32 reviews

Ecoscape Tulia- Peaceful 1 BR Cottage by the river

Nestled within the woods, this ideal little gem sits above the river while the spring is the water feature for your front yard. Enter into this cozy 1 bedroom cottage of a boho-inspired open-concept living, kitchen, and dining area with a barn door entry to a warm, inviting king-size bedroom and spacious glass walk-in shower that leads out to a wooden deck pergola. Sit, enjoy your favorite drink to the melodies of the forest birds and the rhythms of the stream below. Welcome to Ecoscape Tulia!

16–23 Dec

₹13,774 per night

Popular amenities for Middlesex County holiday rentals

Other great holiday rentals in Middlesex County

Guest favourite

Home in Old Harbour

4.96 out of 5 average rating, 46 reviews

Newly Furnished/24hr Sec./AC/Fast Wi-Fi/ NHV4 -1BR

22–29 Aug

₹6,409 per night
Guest favourite

Home in Ocho Rios

5.0 out of 5 average rating, 24 reviews

Curate Cottage, Ocho Rios Jamaica

17–24 Feb

₹11,225 per night
Guest favourite

Home in Spanish Town

5.0 out of 5 average rating, 39 reviews

Sandy's Corner

22–29 Oct

₹7,288 per night
Guest favourite

Townhouse in Christiana

4.98 out of 5 average rating, 64 reviews

Clandon Ridge Townhouse

22 Feb – 1 Mar

₹10,847 per night
Guest favourite

Apartment in Richmond

4.97 out of 5 average rating, 93 reviews

Richmond Luxury Oasis w/ King Bed + Ocean View

31 Aug – 7 Sep

₹11,556 per night
Guest favourite

Home in Ocho Rios

4.91 out of 5 average rating, 23 reviews

Seagrapes Villa, on the sea near Ocho Rios Jamaica

3–10 Feb

₹38,181 per night
Guest favourite

Villa in Runaway Bay

4.95 out of 5 average rating, 55 reviews

Archer's Rock-Luxurious 3 B/R/Private Plunge Pool

22 Feb – 1 Mar

₹61,932 per night
Guest favourite

Apartment in Ocho Rios

4.97 out of 5 average rating, 92 reviews

PARION876 Beautifully Renovated Beachside Condo!

10–17 Jun

₹11,868 per night
Guest favourite

Flat in Mandeville

4.96 out of 5 average rating, 26 reviews

Luxe Cozy Studio

19–26 Dec

₹10,490 per night
Guest favourite

Home in Ocho Rios

4.98 out of 5 average rating, 49 reviews

Polo Villas Sweet Escape W/private pool and chef

30 Sep – 7 Oct

₹38,074 per night
Guest favourite

Flat in Discovery Bay

4.89 out of 5 average rating, 36 reviews

The Getaway! The Ultimate Relaxation!.

9–16 Aug

₹9,795 per night
Guest favourite

Cabin in Runaway Bay

4.93 out of 5 average rating, 72 reviews

A/C cabin outdoor jacuzzi, access to private beach

23–30 Oct

₹8,939 per night