
Tiny house holiday rentals in Caribbean
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Top-rated tiny home rentals in Caribbean
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Family-friendly tiny home rentals

"Tumbleweed Cottage"
Our stay at tumbleweed was the perfect ending to our trip. We felt welcomed and cared for. We should have stayed longer as being there really relaxed us and refilled our souls. The place was not hard to find and having an SUV was road welcomed. We felt one with nature and loved time spent by the pool and on the veranda. Will certainly be back again.

Aaron's Guest Cottage and Tiki Hut
The place was amazing. Beautiful oasis, lots of comfy options to lounge at. Very cute decor and plants all over. Was hard to ever want to leave the space

Cozy and charming cottage
Very cozy and relaxing stay!

La Casetta: "the little house" near to the beaches
Elena and her husband were very gracious and kind, and we felt extremely welcomed from the start. We are moving to the area and Elena’s happy disposition and shining spirit was the perfect welcome to Sarasota, and she was naturally an emotional ambassador for us!!!! She made us feel at home!

Hanging Rustic Cabin with AC and Jacuzzi #2
David was amazing. And his space was absolutely beautiful. The pictures do not do it justice. It really is a little oasis. The outside terrace was maybe my favorite part. And the garden/small trail is beautiful. It's literally a 3 minute walk from El Salto, which is a blast. And it's a quick 15 minute walk to the center of La Fortuna, making shopping and eating out really convenient without having to worry about transportation. David also helped us setup our transportation from the airport and to our 2nd Air BnB. Next time I'm in Fortuna, I already know where I'm staying. Thanks again for having us. Pura Vida.

Magic Villa with private pool & jacuzzi
We enjoyed our quick stay at Jason’s hideaway. It was beautiful and secluded. The pool was lovely. The outside shower was amazing. A very cool, unique experience.

Ocean View, Mountain Setting.
Mr.Tom was very welcoming. My flight was changed causing me to arrive hours early before check in was scheduled. I contacted Mr.Tom about this and asked him if it was possible to check in a couple hours early. He was very understanding and helpful and allowed me to check in at an early time. The views that you get outside the villas are actually breath taking and memorable. I will definitely make this my go to spot. THANK YOU FOR EVERYTHING MR.TOM!

Cozy Villa Room at Katamah Beachfront Gardens
Katamah was an amazing option in Treasure Beach. It's very affordable with a unique and interesting Moroccan design, right on the beach with great local restaurants nearby. The hosts of Katamah are absolute sweethearts and very friendly! They even offered me the option to upgrade my room at a very fair price! I highly recommend Katamah. If you're staying in Treasure Beach, definitely consider booking here!
Tiny home rentals with a patio

Trendy Studio in FLL - Private entrance & bathroom
Our stay was great! It was comfortable, clean and cozy. It's located very close to the Fort Lauderdale airport in a safe, quiet, well-established neighborhood. Parking is easy and convenient and self check-in was simple and flexible. I would definitely stay here again!

Casita Medusa Couples Retreat w/ Hot Tub
Beautiful spot in Fajardo ! My partner and I loved how secluded it felt and enjoyed hearing the coquis at night as we relaxed in the jacuzzi. So much intention in the details in this place and would stay here again for sure.

Iglú Cristal: Magic and Comfort near the Falls
Extravagant Hospitality! Sebastian (Luna and Bear, his pups) were the very best hosts - so grateful he has a passion to share his love for his country and incredible property so we could experience a once in a lifetime stay in Costa Rica! The accommodations, hike to the waterfall, homemade breakfast including the fruit and coffee grown on his land. ⭐️⭐️⭐️⭐️⭐️ the best!

Magical! Ocean view Cabana w/ Pool Spa on mountain
very serene and relaxing with views of the mountains and towns. Unfortunately we didn't see the ocean, we looked for it though. . The place is great for seclusion and romance. The host provide wine, snacks and useful information and they are very responsive to your needs. This place was our first experience with a tiny home and it was a good one.

Los Cerros Glamping farm
Luis and Yess were fantastic hosts. Immediately upon arrival, they messaged us to be sure we got in ok and were comfortable. They gave recommendations for activities and places to eat and even offered to help set reservations. The space was small, but the thoughtful layout and tasteful decor made it feel spacious. The balcony was the shining star. I could have stayed on the hammocks forever. It was a spectacular view with lots of opportunity for bird watching. So many different birds! There was quite a lot of bugs outside at night, but with multiple lighting options, a pest spray provided, and also with a couple small friendly lizards to catch the stray bugs that do get it, it was quite manageable. The town was small so this was more of a peaceful retreat. The location was within an hours drive of many activities. The roads were well maintained and easy to navigate. I would without hesitation stay again and recommend to others! Thank you, Luis and Yess for sharing your space!

Cabin with Mountain & Sea View
I loved staying at this special cabin near Monteverdi. As soon as we stepped through the door I felt at ease, it was clean, spacious and both the rooms had perks so there was no fighting over which room to have! With it being on the side of a mountain, the views were spectacular and I particularly enjoyed watching the humming birds at the bush right outside the place. It felt like a peaceful, safe haven to wake up in - my morning practice looking over the mountain was mega! and the peaceful surroundings felt gorgeous. Getting to the place was a little confusing as the maps didn't pin the correct house but once we got over that hurdle, it was wonderful. I let Pablo know this and he said he'd get this fixed asap. One thing to note, the second bedroom is up a steep ladder. I stayed there with a friend and would definitely return. It's about a 10min drive out of Monteverdi which I liked and such a lovely space to come back to in the evening. The photos don't do it justice. Mucho Gusto

Casita de Playa Casa Leon 2 (Starlink, A/C) SEA
I regret not staying longer at this location!! everything was so meticulously overseen, from the elegant water bottle to the chic bathrobes and real plants in the bathroom. the sound of the waves breaking in down the path was so calming and relaxing. perfect location to unwind, relax and unplug from the busy daily bustle and hustle. will definitely return!!

Musa Morada | Creative cabin in the mountains!
What a beautiful place for my family of 4 to spend a few nights. We are so thankful that you shared your space with us. It was clean and cozy and also very peaceful. We loved seeing the animals and the garden. The host was so kind and shared fresh grown fruits with us. We hope to be back again soon!
Tiny home rentals with outdoor seating

Experience Tropical Camping at a Cabin Close to the Ocean
We had a wonderful stay! You could that Francis and Maria put so much thought and care into these adorable stays. It had a glamping vibe to it. The area is peaceful and a full of privacy. The hosts were so generous. We had a lovely time staying there and would absolutely stay there again. 🌴

The Tiki Suite - a Key West icon
If you're looking for serenity, this is the place to go in Key West! It takes a little planning especially if you're staying more than one night as far what food to bring, how to keep water and drinks cold etc... Highly recommend buying a small cooler with a slab of dry ice at the local Publix, then putting all your cold stuff in the RTIC cooler that's in the suite. Definitely use Ship to Shore for transporting out to the Tiki as they as also service the Tiki, provide a discount to guests staying on the Tiki and can give recommendations on where to paddleboard to see the best maritime creatures! It's a once in a lifetime experience!

Cozy Oceanview Cabin
I can't say enough about this stay. Shekeria and her family were so generous and welcoming toward us. The photos are beautiful, but the actual experience is unbelievable. We were treated so kindly by Shekeria, the driver she arranged for us, Dexter, and the other locals we met while there, including Omar at the jerk chicken place down the road. Shekeria and her mother's cooking is remarkable -- we recommend!! This is a stay in the Carribean like nothing else. The private water access is beautiful and not hard to get to if you can do stairs. Crystal water and sunsets. The family's gardens are pristine and full of color and birds -- we saw the Jamaican national bird, the Doctor Bird, while there, and mangrove trees and several other wondrous bits of nature. Bluefields Beach is not far, too, but we found we really loved being right where we were. This is a special place. So, so grateful that we got to experience it.

La Terapia, a dream cabin.
Pictures don’t do justice the property was beautiful and private

Cozy cabin getaway at Hacienda Paraiso
This was a gorgeous AirBnB. Lots of animals were around the grounds, the view from the loft was great, and we were very comfortable. Hosts were communicative. Would definitely stay here again.

Baez Haus Tiny Treehouse at Finca Victoria
Just stay here. We felt so fortunate to be invited into such a peaceful and gorgeous space. Plan your day around the 8am yoga and beyond delicious brunch. Splurge on treatments and enjoy every bit of what this space and the island has to offer.

Romantic Dome with Panoramic View Jacuzzi + AC
I have stayed in many places while visiting Costa Rica and this is by far my favorite. it's really hard to put into words just how beautiful this place is.

Villa Manu Mountain Spot
Absolutely amazing! Beautiful space and convenient location. One of the nicest AirBnBs we have stayed in and there have been a ton! Excellent communication, owners live on site but are not overbearing. All types of extra amenities on site as well. We were out of phone service at one point and were going to be late for a dinner reservation, Elidier called them after we messaged him and go the reservation updated! Can't say enough great things about the place and the hosts!!
Destinations to explore
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