
Tiny house holiday rentals in Caribbean
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Top-rated tiny house rentals in Caribbean
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Popular amenities for Caribbean tiny house rentals
Family-friendly tiny house 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
Aaron’s guest house was soooo nice, he has a lot to do for the space given! In the tiki hut you can watch movies, grill, play darts, and use the fire pit, my friends and I had a great time. Aaron always responded to me in less than 15 minutes and even helped us figure out how to turn on the grill while he was home in the main house. Overall, I had a great experience staying there and will 100% be booking again.

Surf Shack Guiones - perfect beach location
Nice place close to the beach, we cooked in their fully equipped kitchen. It’s really nice having a kitchen to enjoy good food. The host is very responsive and nice. I definitely would stay again

Cozy and charming cottage
This was one of the BEST stays I've had. Paola was very accommodating, communicative, friendly, and informative. We had a smooth check in and check out. The guest home itself was absolutely beautiful, it had everything we needed, and it is stunning in person. I highly recommend staying here and I may be back!

Hidden Gem Cottage on the Beach
The Hidden Gem is the perfect place for a couple to stay and learn all about the History of East End from Shane who is passionate about the local history and his heritage. Shane is the perfect host and it’s a great place to base yourself away from the major city on the west of the island yet still gives easy access to all the places to see and experience. Shane provided snorkelling equipment and beach chairs which is a really nice touch. Snorkelling from the beach we saw a wide selection of fish, rays and squid. Just a short drive away is Spotts Beach which didn’t disappoint. We swam with several wild turtles and large rays. Also just a short drive away is the amazing Crystal Caves and Starfish Point which are a must see.

La Casetta: "the little house" near to the beaches
What a lovely place! The most well-equipped Airbnb I’ve stayed in; Elena has thought of every detail. Space is cozy and has everything you may possibly need. Beautiful tropical garden!

Magic Villa with private pool & jacuzzi
Great nature spot with view

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!
Tiny house rentals with a patio

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.

Beautiful Sunrise Accommodation #1
Such a beautiful place in beautiful surroundings. Gilberto and Gretten are wonderful people. Thank you for teaching me how to milk a cow! Book this place!

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!

Summer Cottage
JoAnn is a great host and very accomidating. This is our second time staying with her and we will be back again!

Los Cerros Glamping farm
Relaxing place to stay, lots of birds and beautiful views. Would stay again

Magical! Ocean view Cabana w/ Pool Spa on mountain
I absolutely loved this place. Super clean, surrounded by nature, and the sunrise views were stunning. Nights were my favorite—so relaxing with the sounds of coquis and crickets. I traveled solo and felt very safe the whole time. Highly recommend and would definitely stay again.

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!!

Fika Haus - Outside Fireplace 🔥
We stayed a week at Fika Haus and thoroughly enjoyed our time there. The bed was one of the most comfortable we've had at an Airbnb. It was very quiet at night and we slept great! The kitchen had just the right things for cooking a few meals. The property is also walking distance to some fine restaurants and a short drive to others. It's close to several nature preserves, including Curi Cancha, the Monterverde Cloud Forest Biological Preserve, and Valle Escondido. We also visited Selvatura, which was a little further. The staff were very helpful in booking tours for us. The property has its own trails and we highly recommend going up to the mirador for a spectacular view. We saw agoutis, coatis, and several types of birds right from the house. Jeffry quickly responded to messages - he's a great host.
Tiny house rentals with outdoor seating

Ocean and Land View - Tiny House on an acre with an ocean view
Johannetsy & Daniel’s tiny house is THE BEST Airbnb to stay at in Vieques. The location is central, less than 10 mins to the ferry, restaurants, and beaches in north and south. The view, infinity pool, and outdoor space are divine and peaceful. My husband and I had an amazing time and can’t wait to visit again! Highly recommended!

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!

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

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.

@Tiffanythetinyhome| island | netflix|bike|hammock
Tiffany the tiny home was such an amazing experience. Super cute. Very well thought out. It’s an amazing place to go by yourself or with a partner. It’s almost like a nice break from the world! Although it rained the 2 days we were there it almost felt more peaceful. I loved the stain glass lights made it feel very warm and homey. I would recommend this place to anyone who’s seeking a little getaway. Although keep in mind this is a truly tiny home. Some people may struggle with how compact the home is. While this did not bother me I can see how others may struggle with the size of the home.

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!!

Mother Nature
Sylvie was a lovely host and has an absolutely beautiful compound. So peaceful and amazing nature with an incredible view of the surrounding landscape!

Container Cabin at the mountains of Pedro Garcia.
This Airbnb is by far one of the best in the entire country! the views you get are completely breathtaking and in my opinion only something you see in a movie. Apart from the view the space has everything you need to enjoy your stay. I will definitely be returning.
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