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Guest house holiday rentals in Caribbean

Find and book unique guest house rentals on Airbnb

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Popular amenities for guest house rentals in Caribbean

Family-friendly guest house rentals

Top guest favourite
Guest house in Kingston
4.95 out of 5 average rating, 146 reviews

Orchid Cottage

AkeemRating, 5 stars3 weeks ago
Would definitely stay again. This is a hidden gem. With its greenery and beautiful potting of plants, you'd think you're nestled somewhere in the countryside. Orchid cottage was peaceful, quiet, and felt right at home. If you're looking to get away for a few days, I'd definitely recommend it. My partner absolutely loved this place. Betty was so welcoming and warm. She was easy to talk to, and any questions asked, she was happy to answer. We enjoyed the fruits she gave. The upkeep of the place was well done. Especially in the oncoming heat of summer, the pool will come in handy. Great place to spend time and relax.
Guest favourite
Guest house in Fort Lauderdale
4.88 out of 5 average rating, 735 reviews

Aaron's Guest Cottage and Tiki Hut

LucasRating, 5 stars3 weeks ago
Phenomenal AirBnb. Well worth the price. Aaron was very professional and kind. Nothing bad to say. The outdoors is amazing. Had a great stay here and would highly recommend to anyone. Great experience and would stay there again. Highly recommend.
Guest favourite
Guest house in Miami
4.94 out of 5 average rating, 612 reviews

Brand NEW Cottage with Gorgeous Patio! 5 mi Beach!

DavidRating, 5 stars1 week ago
We can't say enough positive about Ana's hospitality and the comfort of the cottage. We were in town for 8 days and found that three of us were very comfortable in the space. The neighborhood is great (nearby public pool is spectacular!), parking is plentiful and it is a short walk to Little Havana. Thanks to Ana for making our stay so pleasant!
Top guest favourite
Guest house in Miami
4.95 out of 5 average rating, 531 reviews

A-Charming Cottage Great Location in Little Havana

StacieRating, 5 stars3 weeks ago
If you want excellent hospitality, a central location, and lush, tropical “real” Miami vibes, then book this place!! Ines is a wonderful and warm host (and she prepares the loveliest breakfast!) The cottage is adorable and comfortable and the garden setting is just magical. I would definitely love to stay here again.
Top guest favourite
Guest house in Monteverde
4.85 out of 5 average rating, 313 reviews

Casa Terraza 1 Queen bed ( Casa Balbi )

AmyRating, 5 stars1 day ago
We had a wonderful stay! Oscar was very welcoming and helpful. The room was very comfortable and the kitchen was well stocked including a large refrigerator. We cooked great breakfasts there! The shower was large with plenty of hot water. The grounds are beautiful with many flowers, and the location was close to the cloud forest parks. We were sorry we couldn’t stay longer. Highly recommended!
Guest favourite
Guest house in Miami
4.88 out of 5 average rating, 201 reviews

Clean/Cozy Studio Private/own entrance+Kitchenette

DomoRating, 5 stars4 months ago
Rick & Claud were very accommodating and sweet! I stayed at their guest suite for six weeks and felt at home. They were very responsive whenever I needed anything. Everything worked in the unit as stated. The water pressure in the shower was great and the water gets HOT which I loved. Although it was a mini fridge, it held a good amount of food for my six week stay. The neighborhood was also nice! It’s about 5 mins from FIU for students. I took a walk to get my 10k steps in and felt safe the entire time. Highly recommend.
Top guest favourite
Guest house in Sarasota
4.98 out of 5 average rating, 269 reviews

Casita Lantana, a 1925 cottage in a Tropical Oasis

MarionRating, 5 stars2 weeks ago
Very pretty, individually furnished house with a wonderful garden. Dianne also has all the necessary equipment for a great day at one of the most beautiful beaches nearby.
Guest favourite
Guest house in Rockley
4.97 out of 5 average rating, 175 reviews

Footsteps to the beach

ChanelleRating, 5 stars2 weeks ago
Patricia is a wonderful and friendly host! The place was great and was within walkable distance to supermarkets, the beach, and other shops. The dogs are really friendly but I’ll also quite happy let you walk by without being too excitable so perfect for me who has a mild fear of dogs :) Thanks again for all your help Patricia!

Guest house rentals with a patio

Top guest favourite
Guest house in West Palm Beach
4.97 out of 5 average rating, 138 reviews

Raven Haus: Curated 2 Bedroom Guest House w/Pool

StephanieRating, 5 stars3 weeks ago
A beautiful little oasis! Absolutely loved the neighborhood and overall vibe of the house. Annabel was super easy to get in touch. We loved how cozy we felt and wouldn’t hesitate to stay again!
Guest favourite
Guest house in Río Grande
4.9 out of 5 average rating, 209 reviews

🏝The White Tropical House - BEACHFRONT🏖

CynthiaRating, 5 stars5 days ago
This has to be by far one of my favorite stays. The place was immaculately clean. Luis was responsive, my flight got canceled on my last night and he was kind enough to give me a late check out. Since I did not get back from the airport till 4-5am. A great and respectful host. He goes out of his way to go above and beyond. Me disfrute un coco fresco, that Luis cut down and cut open for me. This was an awesome moment. Just shows what a great host Luis is. I would definitely come back. The proximity to Loquillo and El Yunque is everything here. Not to mention you are about a 35 minute drive into San Juan. If you need a place that feels like home, dont think twice. Book with Luis. It is worth mentioning he has a super nice little area where smoking is allowed. I thought this was really neat, and I loved it for my personal consumption 🥰 He has everything you might need, including bug repellent coils. Again shows how this airbnb goes beyond expectations. Perfect for a relaxing getaway.
Top guest favourite
Guest house in West Palm Beach
4.98 out of 5 average rating, 330 reviews

Bungalow with Putting Green, Hot Tub, & Garden

KaylenRating, 5 stars1 week ago
Sooo adorable! I loved it. Perfect for couples. Private, comfortable, great views. Definitely recommend
Guest favourite
Guest house in Miami
4.95 out of 5 average rating, 157 reviews

Cozy and private mini studio.

AnnikaRating, 5 stars4 weeks ago
We had a lovely time - the apartment was clean and included everything we needed for a few days. The terrace was great and the mango was the best we‘ve ever tasted.
Top guest favourite
Guest house in Fort Myers
4.97 out of 5 average rating, 144 reviews

Waterfront Hideaway

LaurenRating, 5 stars6 days ago
Stunning and modern! Absolutely loved this space and the surrounding area. Easily accessible to Sanibel. My son also loved fishing off the dock. The space was spotless and had everything we needed. We hope to return!
Guest favourite
Guest house in Orosi
4.95 out of 5 average rating, 274 reviews

Jungle Jacuzzi & Chimney - Casa Verde

JoséRating, 5 stars2 weeks ago
A very nice and quiet place. Good communication
Guest favourite
Guest house in Carolina
4.91 out of 5 average rating, 130 reviews

5 minute from the airport, sleep 4, 2 Bedroom,

DivineRating, 5 stars3 weeks ago
Our stay was wonderful and the area was quiet. Very walkable distance to restaurants or just to explore. Would definitely recommend to others!
Top guest favourite
Guest house in La Fortuna
4.95 out of 5 average rating, 209 reviews

View of the Arenal Volcano, private jacuzzi and WIFI

DeverieuxRating, 5 stars4 weeks ago
Natascha and Reynaldo were great - they were very responsive, proactive in assisting us with navigation, and flexible with check-in. I highly recommend staying here if you want a peaceful, romantic get away that is secluded yet near fun excursions! As a bonus mention, the free breakfast is amazing - Dani and his wife are a gem!

Guest house rentals with a washing machine and dryer

Guest favourite
Guest house in Hialeah
4.94 out of 5 average rating, 155 reviews

Perfect Getaway‼️ 2 Miles from MIA & 8 To UR Cruise

JeffreyRating, 5 stars3 days ago
This place was amazing and very spacious. They kept the place stocked with all that we needed for the weekend. It looks even better in person. The place is very quiet and is in a nice part of town close to a lot of great restaurants and stores. Will definitely be back again if I’m ever in the area.
Top guest favourite
Guest house in Jayuya
4.97 out of 5 average rating, 180 reviews

Pradera Country House

MiladyRating, 5 stars3 weeks ago
Miguels place was absolutely stunning. The views were immaculate and the house felt like it was a fairy garden. We are definitely adding Miguel‘s house to the list of Airbnb’s We will be returning to.
Guest favourite
Guest house in West Palm Beach
4.88 out of 5 average rating, 103 reviews

Cozy private studio with separate entrance

MiaRating, 5 stars2 weeks ago
Very nice place for a quick get away in palm beach area. Very clean. Quiet neighborhood. Parking was just a little cramped but nothing too crazy. Would definitely book here again.
Top guest favourite
Guest house in Osprey
4.99 out of 5 average rating, 327 reviews

Cozy Cottage by the Bay

EliezerRating, 5 stars3 days ago
This cottage was amazing. The entire place was very peaceful, quiet, clean and the host provided us with details and recommendations of nearby restaurants and drivable locations/ beaches in the area to visit. I would definitely recommend for anyone looking for a nearby beach stay and a weekend getaway. The cottage was very cozy and look forward to my next visit.
Guest favourite
Guest house in Hollywood
4.93 out of 5 average rating, 230 reviews

La Moderna: A Private Guesthouse

MelanieRating, 5 stars2 days ago
Booked this for my dad and he had only good things to say! He said special shoutout to Liz and Jeffrey for making the stay amazing- very responsive and friendly people. It was nice having umbrellas and chairs to borrow that were actually good quality! Close enough to the beach by car - short drive. Everything was very clean. It was also easy to find and it was nice having a parking spot. He would recommend and would stay again!
Guest favourite
Guest house in West Palm Beach
4.91 out of 5 average rating, 141 reviews

Sanctuary with Pool Perfect Location

EliRating, 5 stars5 days ago
Great place 100% would stay again.
Guest favourite
Guest house in West Palm Beach
4.95 out of 5 average rating, 253 reviews

*KING BED* Private Cottage in the heart of WPB

PaolaRating, 5 stars3 days ago
This Cottage was soo cute, cozy, convenient for my husband and I. Our Convention was 8 mins away, location was great! Very quiet, clean, thoughtful amenities, even beach chairs! You could do a quick breakfast or around the corner there is yummy breakfast ! Beach is about 15 mins away! Our host Heather was so kind and attentive . We would definitely stay again !
Top guest favourite
Guest house in Miami
4.99 out of 5 average rating, 210 reviews

Guesthome w/ Heated Pool 5 mins from Miami Airport

AngelRating, 5 stars2 weeks ago
Joseph and his wife were very welcoming when we made it to the home. It was 6 of us and we fit comfortably. We loved the pool and jacuzzi and just the whole outside sitting area. The home looks just like the pictures. Also very clean and came with everything we needed. Neighborhood was nice and quiet. I would definitely recommend Joseph’s place and would stay here again. 10/10 ⭐️

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