Middlesex Area, Jamaica Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Middlesex Area, Jamaica on RentalSaver.com!

Middlesex Area Rentals

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$C & C Vacation Rentals \n\n\n\nYour home away from home.$
From $144 per night (USD)
VRBO
C & C Vacation Rentals \n\n\n\nYour home away from home.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our property is located in the quiet and peaceful neighborhood of Caymanas Estates. Just a few minutes off the Mandela H ...
From $144 per night (USD)
VRBO
$\Exquisite, cozy, vacation home in Phoenix Park, Portmore, Jamaica\.$
From $72 per night (USD)
Expedia
\"Exquisite, cozy, vacation home in Phoenix Park, Portmore, Jamaica\".
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This property is an exquisite property which will help you to relax and get cozy. The property has a modern look and com ...
From $72 per night (USD)
Expedia
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VRBO
Your Home Away From Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charming home located in the heart of portmore, in close proximity to your favorite shopping centers. The portmore mall ...
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VRBO
From $71 per night (USD)
Expedia
Near Ocho Rios/AC/Hot Water/Quiet/1 Bed/12A
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Situated in the cool cool parish of St Mary away from the hustle and bustle of the township, sit back relax and enjoy th ...
From $71 per night (USD)
Expedia
$Zen at Phoenix 24hr security- Gated Community\nLuxury & comfort in a modern space$
From $106 per night (USD)
VRBO
Zen at Phoenix 24hr security- Gated Community\nLuxury & comfort in a modern space
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our luxurious and modern 2-bedroom vacation home, nestled in the heart of a central area minutes away from Ki ...
From $106 per night (USD)
VRBO
From $140 per night (USD)
Expedia
5 Minutes to Ocho Rios, Full house in gated community with infinity pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
2 Bedroom and 2.5 Bathroom luxurious home, located in gated community with 24-hour security. The community is located 5 ...
From $140 per night (USD)
Expedia
From $88 per night (USD)
VRBO
876 Oasis ocean view villa with pool and unheated spa
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Nestled in a thriving residential scheme, our property blends spaciousness, prime location, and an ocean view for an unm ...
From $88 per night (USD)
VRBO
From $114 per night (USD)
Expedia
Tropical Blessings-Ocho Rios/Rental Car Available
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Relax with the whole family at this peaceful home located in St Mary. Being just 15 minutes from the town of Ocho Rios y ...
From $114 per night (USD)
Expedia
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VRBO
J&R Sunshine Retreat 2
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
→ Luxurious, modern, comfortable, convenient and quiet. → Close proximity to restaurants and shopping district. → 10 min ...
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VRBO
From $259 per night (USD)
Expedia
Ocho Rios - Infinity Pool, Tennis court, Kids Playground, Basketball court etc.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
With coffee in hand breathing into the fresh tropical air with your family and friends, a quiet gated community that enh ...
From $259 per night (USD)
Expedia
From $138 per night (USD)
VRBO
Serene Vistas, Caymanas Country Club
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Just 20 minutes from Kingston, 45 minutes to Ocho Rios, you will certainly enjoy your stay this very charming and inviti ...
From $138 per night (USD)
VRBO
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Expedia
Sunshine House with jacuzzi and w/hot tub
Bedrooms:
3
Bathrooms:
2
Sleeps:
3
6 guests 3 bedroom and 2 bathroom, kitchen, living room, dining room font and back veranda, car parking space, internet ...
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Expedia
From $2563 per night (USD)
VRBO
Petite Paradise - 4 Bedroom Beachfront Oasis
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This spacious villa offers the attraction of a tropical beachfront resort with all the amenities one could ever want. It ...
From $2563 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Komfort Getaway Villa, Ocho Rios
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Located in the heart of Ocho Rios, this Villa is your home away from home. Amenities include a pool, backyard, 24 hrs s ...
From $207 per night (USD)
Expedia
From $931 per night (USD)
VRBO
Beachfront with Rooftop Scenic Ocean View
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Make your dream vacation a reality at the breathtaking beach front Marina Villas at Drax Hall Estate, sleeps 14 people, ...
From $931 per night (USD)
VRBO
From $175 per night (USD)
Expedia
Luxurious beach front self-catering apartment in the heart of Ocho Rios, Jamaica
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Set in five acres of tropical gardens and a beachfront location, your Oceanview holiday accommodation is a studio self ...
From $175 per night (USD)
Expedia
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VRBO
Lovely 1 bdrm/ 1bath Getaway in Old Harbour
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Lovely 1bdrm/ 1bath with shared kitchen, patio space and laundry. The space is air conditioned and fully furnished. ...
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VRBO
From $350 per night (USD)
VRBO
Modern 3 Bedroom Beachfront Villa
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Modern 3 Bedroom Beachfront Villa with 24hr security and a private beach, clubhouse and pool. Located in the Drax Hall E ...
From $350 per night (USD)
VRBO
From $81 per night (USD)
VRBO
Ocean Paradise Beach House
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This cozy beach house is close to popular beaches such as: Hellshire, Fort Clarence, Board Walk and other beaches, being ...
From $81 per night (USD)
VRBO
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Expedia
Irie Vibes Beachfront Villa - Ultimate Relaxation
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Bask in the sun poolside or on the secluded beach as you enjoy this peaceful three storey penthouse villa nestled in Cry ...
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Expedia
From $119 per night (USD)
VRBO
Cozy and quiet hideaway
Bedrooms:
1
Bathrooms:
3
Sleeps:
90
Ocho Rios Cozy Place has a balcony and is located in Ocho Rios, within just a 11 minute walk of White River and 0.6 mile ...
From $119 per night (USD)
VRBO
From $85 per night (USD)
Expedia
Our beautiful property boast a swimming pool, private beach , basketball court .
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our beautiful apartment boost a swimming pool and a private beach. our apartment is fully air conditioned and as hot wat ...
From $85 per night (USD)
Expedia
From $504 per night (USD)
VRBO
Modern Villa/ Fully AC/ Gated 24/7 Security, 5-10 mins to Attractions/ Ocho Rios
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Villa De Leicy Luxur sits within the prestigious gated community of Draxhall Country Club. In the heart of Jamaica's vib ...
From $504 per night (USD)
VRBO
From $210 per night (USD)
VRBO
Villa Ixora JA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Villa Ixora is a perfect getaway spot to relax and unwind. Enjoy quiet time at the Villa or chill at poolside, play ten ...
From $210 per night (USD)
VRBO
From $159 per night (USD)
VRBO
Escape Villa at Vista - Your Private Getaway in Runaway Bay
Bedrooms:
4
Bathrooms:
4
Sleeps:
4
Escape Villa At Vista located in Runaway Bay, St. Ann, is the perfect vacation rental. Escape Villa at Vista is a design ...
From $159 per night (USD)
VRBO
From $661 per night (USD)
Expedia
Oceanfront Villa @ Chukka Cove nr St Ann’s Bay; private deck, cove, pool, cook
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located and Hidden between the picturesque mountainside and the Caribbean Ocean is this luxury boutique private villa in ...
From $661 per night (USD)
Expedia
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VRBO
Xpress Vacations Lifestyle
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
<p>While you're here, you can enjoy all the comforts of home and more, including a full-sized refrigerator/freezer and a ...
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VRBO
From $136 per night (USD)
Expedia
Near Ocho Rios/AC/Balcony/Hot Water/Quiet/1 Bed/8A
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Situated in the cool cool parish of St Mary away from the hustle and bustle of the township, sit back relax and enjoy th ...
From $136 per night (USD)
Expedia
From $1618 per night (USD)
VRBO
Multilevel 8 br villa with fabulous views, members beach access
Bedrooms:
7
Bathrooms:
8
Sleeps:
20
Palashia Villa is part of the Jaquar Villas property and offers 4 floors of exciting living space with 8 bedrooms and 7 ...
From $1618 per night (USD)
VRBO
From $83 per night (USD)
Expedia
Coastal Breeze Escape
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautiful spot in the edgehill area of Hellshire coast with beautiful sea view and unending breeze to savor and escape ...
From $83 per night (USD)
Expedia
From $157 per night (USD)
VRBO
Amazing Location w/Oceanview! Walk to town, beach, & dinner.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Thankful Escape is a 2 bedroom, 2 bathroom condo located in "Jewel of Jamaica", Ocho Rios. It's the perfect spot for you ...
From $157 per night (USD)
VRBO
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Expedia
Apartment in Hellshire near Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
<p>While you're here, you can enjoy all the comforts of home and more, including a full-sized refrigerator/freezer and a ...
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Expedia
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VRBO
Fisherman's Point Apartments
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
On beach with outdoor pool, near Dunn's River Falls At this aparthotel, hit the beach, relax by an outdoor pool, or spen ...
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VRBO
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Expedia
Prospect Estate and Villas
Bedrooms:
4
Bathrooms:
1
Sleeps:
6
<p>While you're here, you can enjoy all the comforts of home and more, including a soaking tub and a seasonal outdoor po ...
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Expedia
From $254 per night (USD)
VRBO
Caribbean Dawn - A Large family Villa With Access to a on-site Private Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Villa Caribbean Dawn has the flavours of an authentic Caribbean villa. It is located in Mammee Bay Estate close to Ocho ...
From $254 per night (USD)
VRBO
From $1176 per night (USD)
VRBO
Sleepy Shallows - Fabulous Beachfront Villa
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Located on the beach, Sleepy Shallows is a spacious and playful 5 bedroom, 6 bathroom family vacation home. The large op ...
From $1176 per night (USD)
VRBO
$Wake up to panoramic ocean views & relax by your own private jetty steps away.\n$
From $254 per night (USD)
VRBO
Wake up to panoramic ocean views & relax by your own private jetty steps away.\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Escape to the Caribbean in this bright and relaxing oceanfront apartment, located just 10 minutes from Ocho Rios town ce ...
From $254 per night (USD)
VRBO
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Expedia
This property is located near Public and private beaches and restaurants..
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Beautifully designed open concept house Ideal for relaxing,great for couples,business travelers and family with kids.My ...
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Expedia
From $134 per night (USD)
VRBO
Cool's 1bd, Villa B6, On the Beach&Garden View WIFI
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
1 bedroom -3 adults maximum, ground floor, beach and Garden View apartment. Near the pool, tennis court , play ground, l ...
From $134 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Coral Hill B & B - Royal Palm Suite
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Secluded and very private luxury B&B with private pool and acres of lush gardens overlooking the Caribbean Sea. Just a 2 ...
From $389 per night (USD)
Expedia
From $252 per night (USD)
VRBO
Low, Low Rate, Very Affordable Cottage on Private White Sand Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located on the North Eastern shoreline of sub-tropical Jamaica, Secrets and Dreams is just one of the accommodations on ...
From $252 per night (USD)
VRBO
From $176 per night (USD)
Expedia
Gorgeous Ocean Front Luxury Apartment - 2 bed/2 bath at Whispering Seas
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Luxury 2 bedroom 2 bathroom Ocean Front condo in the gorgeous Whispering Seas complex. A short drive from Ocho Rios, the ...
From $176 per night (USD)
Expedia
From $232 per night (USD)
VRBO
Spacious Property with spectacular scenic views-10 minutes from Ocho
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Located in a picturesque gated community only a cozy 10-minute drive from the heart of vibrant Ocho Rios. AC units and f ...
From $232 per night (USD)
VRBO
From $1264 per night (USD)
Expedia
Sandpebbles ... 50 paces to tranquility
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
As of November 1, 2021 Sandpebbles will become a 5 Bedroom, 5 Bathroom Villa Come experience coastal living in your own ...
From $1264 per night (USD)
Expedia
From $391 per night (USD)
VRBO
Jamaica Time - Driftwood - SeaPalms - 3BR/3BA Condo Ocho Rios - Beach Front/Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Thank you so much for booking with us at "Driftwood" C6 at Sea Palms, it’s truly a special place, newly refurbished with ...
From $391 per night (USD)
VRBO
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Expedia
Ocho Rios Luxury Villa - An Elegant Oasis by the Sea / Pet Friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Nestled in the affluent community of Drax Hall Estates, sits this hidden gem in a gated community with two physical sec ...
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Expedia
From $214 per night (USD)
VRBO
Azori-haven a luxurious escape in charming Hellshire Portmore Jamaica.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax in Style at Your Private Azori-haven Unwind in comfort at our charming and luxurious home in Hellshire, designed w ...
From $214 per night (USD)
VRBO
From $2210 per night (USD)
Expedia
Luxe Grand Villa Modern Spacious 6-bedroom with private Beach. Staff Included.
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Escape to paradise at our stunning 6-bedroom villa nestled along the pristine shores of Discovery Bay, St. Ann. This mod ...
From $2210 per night (USD)
Expedia
From $222 per night (USD)
VRBO
Chic 1-Bedroom Luxury Home with Modern Amenities, Private Bath & Full Kitchen
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This luxury modern 1 bedroom home features a queen-size bed or choice of two double beds, perfect for couples or two fri ...
From $222 per night (USD)
VRBO
From $349 per night (USD)
Expedia
Alexanders 3 bedrooms Penthouse on the Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This exquisite 3 bedroom Penthouse apartment is laid out across 3 floors, on beach and nestled on manicured grounds in t ...
From $349 per night (USD)
Expedia
From $170 per night (USD)
VRBO
Robyn's Promise - Share Our Happy Place!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Get away with family and friends with all modern conveniences at your fingertips. Relax at our clubhouse which boasts a ...
From $170 per night (USD)
VRBO
From $256 per night (USD)
Expedia
Spacious Seaside Retreat with Breathtaking Views & Grand Design - Near Ocho Rios
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Relaxation begins the moment you reach Destiny. Prepare to embrace the grand and beautiful details of this tropical esca ...
From $256 per night (USD)
Expedia
From $376 per night (USD)
VRBO
NEW! Zuma Villa/3BR/3.5 BA/Rooftop Terrace/Sea Views/Pool/Gated/10 mins to Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
At Zuma, we want you to feel right at home and completely at peace. Zuma is conveniently located in the heart of Ocho Ri ...
From $376 per night (USD)
VRBO
From $118 per night (USD)
Expedia
Modern Beachfront 1BR, 1.5 BATH + Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to our newly renovated Ocean Front 1 BR Condo on Jamaica's North Coast. Nestled in a quiet community, our gated ...
From $118 per night (USD)
Expedia
From $187 per night (USD)
VRBO
Enjoyable 2-bedroom condo with AC in St. Ann Parish
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Located in St. Ann Parish, enjoy what this 2-bedroom condo has to offer. This fantastic property features 1 queen bed an ...
From $187 per night (USD)
VRBO
From $4153 per night (USD)
VRBO
Welcome to Your Private Sanctuary in Paradise!
Bedrooms:
9
Bathrooms:
9
Sleeps:
18
Welcome to Fortlands Point, your ultimate luxury vacation rental in the heart of Discovery Bay, Jamaica. Our stunning vi ...
From $4153 per night (USD)
VRBO
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VRBO
Ocean View Apartment
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Ocean View Apartment Your family will be close to everything when you stay at this centrally-located place. What this ...
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VRBO
From $70 per night (USD)
Expedia
Oceanview property for that perfect getaway with pool in Discovery bay, Jamaica
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Starting at $55.00 per night. Private secured apartment with kitchenette, dining, living room, bedroom, bathroom, fast I ...
From $70 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Splashing view of waves
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Unwind at this stunning caribbean villa. The house was lovingly built with all the modern amenities and details for a l ...
From $214 per night (USD)
VRBO
$Penthouse Gem on the Waterfront.\n$
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Expedia
Penthouse Gem on the Waterfront.\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Let us welcome you to our holiday retreat at the Waves! This is your time to get away, maybe reunite with your family an ...
Click For Pricing
Expedia
From $267 per night (USD)
VRBO
Gated Beachfront House - 10 Minutes from Kingston
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This is a quiet, waterfront, gated community. You will be within 5 minutes of the toll-road. You can see Port Royal from ...
From $267 per night (USD)
VRBO
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Expedia
1 Bedroom condo /Beach/Pool/Ocho Rios
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
If your looking for an "Irie" getaway we’ve got you covered. Enjoy a nice relaxing day looking out on the ocean front ri ...
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Expedia
From $102 per night (USD)
VRBO
Cozy Rustic 1BR Cottage - Free Parking, WiFi w/ Pool & Beach Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Casas de Tierra Jamaica! Rustic Charm Earthen cottages with adobe-style walls Seamless indoor-outdoor tran ...
From $102 per night (USD)
VRBO
From $136 per night (USD)
Expedia
Home away from home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A warm Jamaican Welcome to Ray in the Sun at Bayfront Villas. This home away from home is Ideally located on the shores ...
From $136 per night (USD)
Expedia
From $571 per night (USD)
VRBO
Ocho Rios Jamaica. 4 bedrooms 3.5 baths at the Marina Villas- up to 8 guests
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Upscale modern villa (pool, gym, children's playground, tennis courts, basketball court, gazebo) located on the north co ...
From $571 per night (USD)
VRBO
Click For Pricing
Expedia
Eshae Living Newly Refurbed Studio Apartment! No 1
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Step into our brand new studio apartment unit at Eshae Living and feel Jamaica's carefree sprit take you to your happy p ...
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Expedia
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VRBO
Eshae Living - Newly Refurbed Sea View Apartment!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Step into our Sea view unit at Eshae Living and feel Jamaica's carefree sprit take you to your happy place. You'll enjoy ...
Click For Pricing
VRBO
From $95 per night (USD)
Expedia
Ochi Beach Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The apartment is located in a vibrant, secure complex with gated access. Walk to the beach, where you can sunbathe, swim ...
From $95 per night (USD)
Expedia
From $132 per night (USD)
VRBO
Experience the epitome of Caribbean luxury at serenity haven Ocean View!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in Discovery Bay, this adorable house offers 2 cozy bedrooms - one with a king bed and the other with twin beds ...
From $132 per night (USD)
VRBO

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Middlesex Area Rentals

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Results: 769 Rentals