Vacation rentals in Windsor Castle

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Windsor Castle

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

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Guest favorite

Home in Port Antonio

4.88 out of 5 average rating, 75 reviews

Cozy 2BR Port Antonio Retreat w/stunning sea views

TiannaRating, 5 stars2 weeks ago

Stayed 8 days, place was perfect. Views to die for and is right in portie, I’d recommend it to anyone and would stay again. Hot water and A/C was definitely the best. It was very clean. Host were very responsive and attentive!

Guest favorite

Condo in Ocho Rios

4.94 out of 5 average rating, 104 reviews

2 nights free-Million $ View "Best location in JA"

DelaveauRating, 5 stars1 week ago

this place is a Gem..omggg...it was perfect for our family of 8 stay with still so much room ans space, we had towels to use, all the amenities, the kitchen was fill with everything to use, each spaces were unique and stand out, making ypu feel like you are in a different zone with each room, the colours were intentional, the jamaican vibe was present, we enjoyed every minute of each day, Regna is a sweetheart, she responded to our every little question, she gave all the recommendations, and ensure everything was on point, we will definitely be back, thank you Regna ocho RIOS own us nothing, time well spent. ❤️❤️

Guest favorite

Condo in Ocho Rios

4.94 out of 5 average rating, 47 reviews

Relaxing Airbnb w/ Stunning Ocean Views!

AmoyedRating, 5 stars2 weeks ago

I had a lovely time staying at this air b&b the view is absolutely stunning, the place was very clean just like the picture. I most definitely would stay here again, its very close to everything Ocho has to offer, the host was very attentive and replies was very swift.

Guest favorite

Apartment in Ocho Rios

4.83 out of 5 average rating, 12 reviews

Idle a while

DreaRating, 5 stars3 weeks ago

From the moment we arrived Brian was more than an exceptional host. The neighbourhood/apartment and scenary was more than amazing. The pictures on the listing cant even do justice than the actual experince. There is so much to do and everthing is local and walkable. The backyard is right on the river with a restrauant bar and pool right on premises. His place is a hidden gem, and definatley gets a 100/10. So enjoyed ourselves and was quite the Jamaican experience. Cant wait to come back soon!! Thanks again Brian 💛💚🖤 big up yuh self 🇯🇲

Guest favorite

Villa in Ocho Rios

5 out of 5 average rating, 5 reviews

LUX 2BR Villa |5 Min to Beach|POOL|GYM |Gated Cmty

SanitaRating, 5 stars3 months ago

Beautiful home in a quiet and safe gated community. The views from our front door were amazing! Everything was as pictured. Came in a day late due to travel delays and Travis was very understanding and accommodating! Definitely recommend! You will not be disappointed!

Guest favorite

Home in Portmore

4.97 out of 5 average rating, 34 reviews

Rosay hide away

ShantelRating, 5 stars1 month ago

I had a wonderful time at annalisa's place! my son enjoyed the backyard and the place was so peaceful to stay at. it would have been more convenient if we had more spoons, a cutting board and a working ice maker but made due with what was available. a suggestion in regards to having more than one fan would have been great to have in each room for when we didn't want to use AC. the host responsiveness and kindness was a huge plus too! me and my family look forward to visiting again soon. if you want some where that is quiet and a home away from home with pleasant neighbors this is the area for you and kids friendly.

Top guest favorite

Apartment in Ocho Rios

4.97 out of 5 average rating, 98 reviews

SCH Airbnb Mystic Ridge Resort

AnitaRating, 5 stars5 days ago

Shirley was a very attentive host. She ensures the property was well stocked with resources. She always answered any question within a short space of time. She even offered for someone to come halfway through my trip to change towels. I was very impressed when she had a crib ready and made for my baby to sleep in. This is definitely a place I would recommend and would even stay again. My kids loved it.

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What guests are saying

Tranquil Retreat "Home Away From Home"

4.86 out of 5 average rating, 70 reviews1 month ago

Dean was great with accommodating myself and my family in his home. Before booking I had expressed that I would like to stay an extra night and he was nice enough to accommodate that although he had another guest checking in later that day. The home is lovely and as pictured. We were able to cook, do laundry and enjoy great scenery during our week stay at the home. The area is very safe and relaxing.

Home in Tower Isle

What guests are saying

Cozy Retreat in Jacar Homes

4.81 out of 5 average rating, 21 reviews3 weeks ago

I recently had the pleasure of staying at a Mo's Airbnb, and I can't say enough about how comfortable and relaxing my experience was. From the moment I arrived, I was greeted with warm hospitality and a beautifully maintained space that felt like a home away from home. The amenities provided were top-notch, and every detail was thoughtfully considered to ensure a pleasant stay. The atmosphere was serene, making it the perfect retreat from daily life. I particularly enjoyed the cozy furnishings and the peaceful surroundings, which allowed me to unwind fully. Whether I was lounging in the living area or enjoying a cup of coffee on the outside surrounded by beaulty plants, I felt completely at ease. Mo was incredibly accommodating and responsive, which added to the overall positive experience. I would highly recommend this Airbnb to anyone looking for a comfortable and relaxing getaway. I can't wait to return!

Home in Spanish Town

What guests are saying

Creators Hillside Villa Gated24 hr securityPool

4.76 out of 5 average rating, 17 reviews4 months ago

Mandy’s home was beautiful. It far exceeded our expectation and it was exactly what we needed for our weekend trip. We felt at home, lovely decor, it was evident that she puts effort in making guests comfortable. Totally loved the location in the hills …felt like an oasis..perfect relaxation. The amenities were immaculate 😍 a perfect weekend. A time was had. Definitely recommend. I would love to visit again. Thanks you for a lovely weekend

Home in Ocho Rios

What guests are saying

Luxury Condo with view @ Paddington

4.95 out of 5 average rating, 39 reviews1 month ago

I had an incredible stay at 48 Paddington in Kingston, Jamaica! From the moment I arrived, I was impressed by the cleanliness, comfort, and overall ambiance of the space. The location is perfect—safe, quiet, and conveniently close to everything I needed. The home itself was beautifully maintained, with modern amenities that made my stay super comfortable. The bed was cozy, the WiFi was fast, and the air conditioning was a lifesaver in the Jamaican heat! The host was exceptionally welcoming and responsive, ensuring I had everything I needed for a smooth and enjoyable stay. I would absolutely recommend this Airbnb to anyone visiting Kingston, whether for business or leisure. I’ll definitely be booking again on my next trip!

Condo in Kingston

What guests are saying

Portmore Paradise Gated Community in Portmore

4.78 out of 5 average rating, 18 reviews1 month ago

I wanna express my deepest gratitude to Rash Den Den for accommodating me on such a short notice. Her place was magnificent and matches the description on the website. Her place was spotless clean and very comfortable. Den Den was also proactive with her response whenever time I reached out to her. I would definitely stay at her home away from home again. Moreover I would highly recommend family and friends to stay at her guesthouse. Thanks for having me again it was worth the stay.

Home in Portmore

What guests are saying

Beachway Casa

4.95 out of 5 average rating, 55 reviews1 week ago

This was our second stay in Fairy Hill at Marvalyn’s. Just as we enjoyed our first, the second stay continued to meet all of our expectations. Marvalyn is an attentive host and is quick to respond should we need to reach out. The apartment is in walking distance to Winnifred beach and a short car ride to the Blue Lagoon and Boston Beach (if you’re looking for waves). It’s also a 5 min walk to Rocky’s Chicken Fry where you’ll find some good Caribbean home cooking! Lastly, Jacquelyn, the property manager, is so sweet and available if needed. We were so happy to see her again! You cannot go wrong with Marvalyn’s accommodations and talent at being your super host!

Guest suite in Fairy Hill

What guests are saying

The Meraki - Lot 42 Phoenix Park

5 out of 5 average rating, 11 reviews3 months ago

Happy I chose this Airbnb. I literally felt like I was at home :) Host is very easy to deal with, location is the best and I will definitely be booking in the future and recommending anyone who is looking for an Airbnb! I would only recommend getting a pool and I think I may move in 🫣🫣🤗🤗

Home in Portmore

What guests are saying

Ocho Rios, Maui getaway

5 out of 5 average rating, 9 reviews1 month ago

Kayon's place was absolutely beautiful. The area was very peaceful and the views were absolutely beautiful. The home itself was very nice. Everything was very clean and kayon was a wonderful host. She responds very fast and is super helpful. The overall stay was amazing I would definitely book again.

Home in Ocho Rios

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Other great vacation rentals in Windsor Castle

Top guest favorite

Home in Ocho Rios

5 out of 5 average rating, 17 reviews

Central Ocho Rios Country Club Getaway

LisaRating, 5 stars2 days ago

I don’t even know where to start, my stay at this home was more than amazing from start to finish. The host is wonderful always responsive checks in to see how’s your stay is going I really loved that . The house is beautiful, modern well kept. Everything you needed for your comfort. I will definitely be coming back.

Superhost

Apartment in Ocho Rios

5 out of 5 average rating, 3 reviews

Paradise stay villa #2

JulianRating, 5 stars8 months ago

Our stay was very relaxing and felt like home. The flexiblity with checking in and the host was great. We would recommend others to stay there, and we would stay there the next time we are in St Ann

Guest favorite

Guest suite in Boscobel

4.88 out of 5 average rating, 32 reviews

Catch My Drift: Coral Studio

TyraRating, 5 stars1 month ago

Great place to stay beautiful villa great location 10/10

Superhost

Guest suite in Ocho Rios

5 out of 5 average rating, 4 reviews

Mansfield Inn 4

TyanneRating, 5 stars3 months ago

All I can say is I would stay here anytime I’m doing a solo trip to Jamaica. Richard was THE BEST Airbnb host I’ve ever had hands down. The price was a steal. the location was right in the middle of the fun and the adventures such as the rooftop to chill and the room itself.. chefs kiss. Simply put, stay here. Richard is respectful, professional, and overall just a kind hearted great person who truly cares.

Superhost

Home in St. Catherine Parish

5 out of 5 average rating, 6 reviews

Vineyards Cottage | Highway to Kgn | Park on site

DaviaRating, 5 stars8 months ago

I really enjoyed my stay I felt right at home. The area was very quiet and peaceful.

Guest favorite

Home in Tower Isle

4.83 out of 5 average rating, 12 reviews

C Roy Estate

LanitaRating, 5 stars1 month ago

10/10 Home was just as described. Older home with rich character but new amenities. Host was wonderful and took care of us better than family . Yvonne the chef and house cleaner was warm and friendly. Connected us with Kevin the driver who we adored. This was a peaceful birthday trip. Im grateful for the hospitality of the host. Felt like we were at home. We will return soon and bring the kids. More than enough space, pool was a salt water pool that was cleaned daily. A good vacation is one where you plan to return ..we will be back!!

Guest favorite

Villa in Port Maria

5 out of 5 average rating, 23 reviews

Escape to Paradise @ Breezy Castle St.Mary Jamaica

NelanjaRating, 5 stars2 weeks ago

Our stay here was amazing!! 10 out of 10 Very peaceful & spacious . Beautiful scenery/ view. Willard is a great host! Very responsive & helpful. The house was beautiful . The pool was great! I highly recommend Breezy Castle . I can’t wait to book my next stay!! Thank you for your hospitality Willard.

Guest favorite