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Family-friendly vacation rentals in Westmoreland Parish

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Westmoreland Parish family-friendly rentals

Family-friendly home rentals with a hot tub

Villa in Montego Bay
4.54 out of 5 average rating, 26 reviews

Skylark Villa, 4BR, Pool, Fully Staffed

AmyRating, 5 stars2 weeks ago
This place was amazing, I went with my family and they had an amazing time. The rooms were clean, the cook Sonia was amazing! We enjoyed the beautiful scenery and how private the location was! Host was responsive and friendly.
Superhost
Apartment in Montego Bay
4.79 out of 5 average rating, 39 reviews

Pines Villa Apartments

AshleyRating, 5 stars4 days ago
We had an outstanding stay here at Noel’s place! From the minute we landed we were taken care of with comfortable and reliable transportation for our entire stay including to and from multiple excursions and eateries. The entire home is beautiful!! Everything looks exactly like the photos. We had a hard time leaving as each family member had something they were going to miss - the pool, the balcony views first thing in the mornings with a cup of tea/coffee, the large tub, and the spacious and private bedrooms. Thank you again to Noel, Joy, and Walter, and Howard for making our stay great! Much love
Top guest favorite
Condo in Montego Bay
4.94 out of 5 average rating, 150 reviews

Palmyra Resort - Blue Sky Hideaway

JamesRating, 5 stars3 weeks ago
This has been my second time staying with her. Very good host. She makes you feel at home the minute you get there, the place has everything you need as if you were at home. 100% recommended if you want a home from home!
Home in Falmouth
4.77 out of 5 average rating, 39 reviews

2 BR Rooftop Pool with View Free Airport P/U

TasmiyaRating, 5 stars1 month ago
Beautiful, spacious home!! Miguel was very responsive and even allowed for an early check in. I had an opportunity to view the other units on the property (coming soon) and they were equally as nice! Can’t wait to return with a larger group! The only issue was getting through security at the gate. They were very strict and we did not initially know exactly what to tell them in order to gain access. We also explained that we were in town for a funeral and would have different family members coming to pick us up at times, and each time it was a bit difficult for them to get in as well. But in hindsight, better safe than sorry.
Guest favorite
Home in Montego Bay
4.84 out of 5 average rating, 170 reviews

PleasantView

JackieRating, 5 stars4 weeks ago
I'm usually an all-inclusive person but decided for my 60th I would go with an Airbnb & found Raheem's place & it was the best decision I could have made. Pleasant View (perfect name) was EVERYTHING!!!! The photos do it no justice. From the moment we arrived we felt very welcomed by the staff (Paula, Murine & Hector). We spent most or our days on the patio or in the pool/hot tub soaking in the exhilarating view of the Caribbean Sea. The rooms are sizable each with it's own bathroom which was great for my party. The land is vast and well kept with lots of fruit trees which you should partake in some. Murine prepared a few meals for us which were delicious and she didn't mind us cooking our breakfast some days. Paula was always available for our transportation needs and even had a few suggestions. Although staff was around, we were not bothered unless we requested. You will have no regrets booking Pleasant View!!!!
Superhost
Condo in Montego Bay
4.82 out of 5 average rating, 156 reviews

Sabal at One Palmyra your own personal retreat

AbigailRating, 5 stars3 weeks ago
Beautiful and spacious property! I would definitely stay here again! I would recommend purchasing the all inclusive plan as everything from meals to club events are a separate charge if you aren’t on the all inclusive plan. We weren’t sure what we could or could not participate in. Overall, this stay was a 10/10! Furniture was super comfortable and the views were amazing! I hope to return soon!
Apartment in Negril
4.74 out of 5 average rating, 66 reviews

Cozy Condo along Negril's 7 Mile Beach

ChelseaRating, 5 stars1 month ago
The location could not be beat - waking up on the 7 mile beach is exactly what I was looking for. Ethan’s place was just as pictured. Very comfortable with all amenities, close to all shopping areas and restaurants with a mini mart on site. I did have some trouble checking in but that was quickly resolved. Would definitely recommend.
Guest favorite
Townhouse in Montego Bay
4.83 out of 5 average rating, 102 reviews

N/H Miramar

Jade-PaulineRating, 5 stars4 weeks ago
Only because I had no Data we got some messages late but very responsive in communication with us. The Welcome Redstrip Beer and water was a nice gesture. With regard to the accommodation was really for 3 Couples, as there were 6 of us who did not want to share a bed with a stranger so they could have 2 medium size beds in the 3 rooms. It was not walking distance so we used Uber that were reasonable if you don’t drive. However overall it was a beautiful property with all mod cons, for example USB ports. The pool and Gym was a hit for us. 10/10 to the Host. 10/10 for the property. Security was also great and the groundsmen helpful. Jade-Pauline, Jenny, Oby and Tahanafay 🌸

Family- and pet-friendly home rentals

Top guest favorite
Home in Montego Bay
5 out of 5 average rating, 5 reviews

oasis heart of westgate hill walk to beach n shops

ChereseRating, 5 stars11 months ago
Jenny’s place was awesome easy access entry quiet place. She had a list of things that you can do in Montego Bay. She offered for airport service. She also had access to a driver that can show you around Montego Bay or take you to Ocho Rios for any excursion that you need it. Definitely will stay at her place again thank you. She definitely may stay easy in Montego Bay.
Cottage in Treasure Beach
4.82 out of 5 average rating, 85 reviews

Tropical Paradise: Beachside Bungalow & Ocean View

NikkiRating, 5 stars3 months ago
Unforgettable Villa was absolutely beautiful! My girl friend and I wanted to be in the sun, on the beach, without too many distractions, and that is exactly what we got. The Villa is far from the airport and the roads and rough, which should be considered when booking. The groundskeeper, Juba, was wonderful and definitely contributed to the incredible experience we had during our stay— he was helpful, friendly, knowledgeable, and very respectful of our space. The property itself was very beautiful… being able to walk out onto our balcony each morning to watch the pelicans hunt and the fish jump around, followed by beautiful sunsets in the evening was just breathtaking. We will definitely be back!! Thank you for our little slice of heaven!!
Superhost
Apartment in Montego Bay
4.73 out of 5 average rating, 203 reviews

Montego Bay Apartment in the Tourist Hot Spot

devonRating, 5 stars3 weeks ago
i wanted a place that felt like home and this place definitely was i had everything i needed without asking the host for nothing if you're looking for a place close to the hip strip i recommend this place just walking distance to some of the best place literally. The host is the best i had a delay and the host give me a extended time up until 3pm
Superhost
Guest suite in Cousins Cove
4.83 out of 5 average rating, 12 reviews

Large Patio spaces Lodge W/ Kitchen & Bath

JenniferRating, 5 stars2 months ago
I would recommend this place because we needed something on short notice and she responded immediately with options that worked for us. She was also great in communication with whatever you needed or if something was wrong she fixed it as soon as possible instead of just waiting. It does rain a lot and she did warn us which was also nice so we knew when we could do stuff and when we could not. She also allowed us to extend our leave time with no problem and we appreciated it a lot.
Superhost
Home in Treasure Beach
4.86 out of 5 average rating, 70 reviews

RockSide Villa - MAIN FLOOR!

ErikaRating, 5 stars3 months ago
We had a wonderful time at Christine’s property. It was right on the beach so the children enjoyed walking straight from their bedroom to the beach. There was a nice outdoor shower and plenty of open space (but fenced in) for my young children to run around and feel safe. Christine and her family were lovely hosts and we had friendly interactions with them and their 2 cute dogs.
Superhost
Villa in Montego Bay
4.67 out of 5 average rating, 3 reviews

Palma Verde Jamaica

AmadoRating, 5 stars87 months ago
This Airbnb was great!! Beres, groundskeeper, was excellent. Ian was in constant contact with us to ensure everything was OK from the moment we got in country. The kindness and hospitality shown from the people managing the property is a great reflection of the property owners and everyone involved. Thank you...
Condo in Montego Bay
4.85 out of 5 average rating, 157 reviews

❤️1 Ocean Front Modern Beach Condo Prime Location

PabloRating, 5 stars1 month ago
Karl was always super responsive, the place is just like the pictures, the location is PERFECT right at the heart of hip street. Would stay again for sure.
Villa in Montego Bay
4.93 out of 5 average rating, 43 reviews

Windfall Villas.. FREE pickup & drop off

ShawnRating, 5 stars18 months ago
Awesome view, great space, and Mel was really accommodating! Great place to relax.

Family-friendly home rentals with a pool

Condo in Negril
4.53 out of 5 average rating, 198 reviews

Studio Apt on 7 Mile Beach at Negril Beach Club

HannahRating, 5 stars1 month ago
Really nice location. Also has a beautiful private beach.
Superhost
Place to stay in Negril
4.85 out of 5 average rating, 34 reviews

Negril Treehouse Resort Self Contained Apartment

MichaelaRating, 5 stars2 months ago
I had a wonderful stay at Gail’s place. Her staff is warm and welcoming and treat you like family. The location is great arguably one of the best locations on seven Mile Beach. I will definitely return.
Home in Negril
4.8 out of 5 average rating, 84 reviews

Sea View Negril, Jamaica

TracieRating, 5 stars5 months ago
Debbie’s place is perfection. The place is well-maintained, the surroundings are peaceful, walkable and beautiful. I look forward to returning!!
Guest favorite
Home in Negril
4.96 out of 5 average rating, 83 reviews

Villa Sweet J Negril-Run on Island Time!

SvenjaRating, 5 stars1 month ago
Jeffrey’s place was the perfect place for us to unwind and simultaneously entertain our 2 young children. Everyone loved the variety and proximity of Villa Sweet J to the enormous communal swimming pool, as well as to the gorgeous local + neighbouring bay. The villa has everything you need to cook good food (e.g. pots & pans, appliances, utensils etc.), but you might be tempted to take Selina up on her offer to prepare lovely Jamaican food for you. Such a treat. The bedrooms are equipped with comfy beds and near-blackout curtains, and the temperature throughout the villa was always cooling. Everything was just wonderful, not to mention easy: no problem, mon! On top of the house itself, Jeffrey & Joy have a fantastic network of people in the form of Selina (housekeeper & chef) and Rashawn + Jermaine (drivers) to make your stay extra special. A big THANK YOU to them and hopefully we will lucky enough to stay at Villa Sweet J again.
Superhost
Villa in Little Bay
4.94 out of 5 average rating, 79 reviews

Coral Cottage, Jamaica

AlyssaRating, 5 stars2 months ago
WOW! Our group of 10 had the best experience this past week! Richie was the most gracious, helpful, fun caretaker. He showed us around town and took us to some secret gems. Auntie Jo and Runa were fabulous cooks. The porridge is TO DIE FOR! We also had Runa make us an authentic sweet potato pudding for our last meal and we all raved about how delicious it was! The rooms were all very well kept and had comfortable beds. They are separate and it allows for a private feel even amongst a large group. We were able to swim in the ocean on the first 2 days when the water was calm and it was like heaven. We recommend having a drink and playing some skill games at Carl's (a 2 minute walk from the house). There is also a small market right next to that to get any essentials you may need. The locals in the town were all very nice to us and made us feel welcome. Our group will DEFINITELY be back to enjoy the house, Richie and his family, and the awesome town of Little Bay. Thank you!
Home in Negril
5 out of 5 average rating, 3 reviews

Negril Estate 2 Bedroom Seaview Hilltop House

MariahRating, 5 stars10 months ago
Windy & Carl are absolutely amazing hosts! They were literally a text or phone call away if you needed anything. Windy was very understanding with the flight situation I was having issues with. Carl made us feel right at home and explained every part of the home in detail. The home was beautiful and made my birthday so special. Thank you Windy & Carl 💕 looking forward to staying with you both again soon!
Guest favorite
Villa in Negril
4.91 out of 5 average rating, 88 reviews

ForgetMeNot Villa-Negril Oceanfront/Private Beach

Sandra And JamesRating, 5 stars5 months ago
We felt very comfortable at Errol's villa from the moment we arrived and were warmly greeted by AnnMarie. The home definitely delivers on the beautiful views promised and it was shiny clean, uncluttered and tastefully decorated. The kitchen has everything you need including good quality cookware, dishware, glasses, cutlery and knives, as well as a nice selection of spices. There are wonderful outdoor spaces - including the private gazebo which is great for morning coffee and for those incredible sunsets! In the afternoon, the backyard provided some nice shade to lounge in. The community was safe and everyone, from security guards to other residents, was friendly. It was a 10-12 minute walk, including about 5 minutes through the jungle trail, to get to the start of Bloody Bay beach. Both Errol and AnnMarie were responsive and easy to communicate with. Great recommendations for a local driver (Nie) and a massage therapist who came to the Villa (Moya). Highly recommend Errol's villa.
Condo in Negril
4.56 out of 5 average rating, 36 reviews

Sunset Point - Beach Front Townhome - Point Negril

NataliyaRating, 5 stars6 months ago
Fantastic view, private quiet beach steps away, well equipped kitchen.

Destinations to explore