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Guesthouse holiday rentals in West Indies

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for West Indies guesthouses

Family-Friendly guesthouses

Guest favourite
Guesthouse in Cabrera
4.81 out of 5 average rating, 141 reviews

Private studio with stunning ocean views

TessaRating, 5 stars1 month ago
Everything was very good, the accommodation is faithful to the photos and the place is very quiet.
Top Guest favourite
Guesthouse in Kingston
4.95 out of 5 average rating, 146 reviews

Orchid Cottage

AkeemRating, 5 stars2 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
Guesthouse in Fort Lauderdale
4.88 out of 5 average rating, 734 reviews

Aaron's Guest Cottage and Tiki Hut

Tatianna ReeceRating, 5 stars2 weeks ago
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.
Top Guest favourite
Guesthouse in Biscayne Park
4.95 out of 5 average rating, 499 reviews

Cozy and charming cottage

ChanelRating, 5 stars2 weeks ago
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!
Top Guest favourite
Guesthouse in Coral Bay
4.99 out of 5 average rating, 110 reviews

A House of Open Arms Cottage with AC

DanielRating, 5 stars2 weeks ago
We loved the stay! The stars on a clear night are Just as breathtaking as the view from the deck. THANK YOU!!!
Top Guest favourite
Guesthouse in Miami
4.95 out of 5 average rating, 530 reviews

A-Charming Cottage Great Location in Little Havana

JiahuanRating, 5 stars3 weeks ago
Ines has one of the coolest and cleanest homes we’ve ever stayed in. Her charming cottage was decorated with thoughtful cultural touches, and the calming scent of aromatherapy made it more cozy and welcoming. Breakfast was fantastic as well. Ines herself was so kind and even graciously drove us to a nearby laundromat and lent us her card so we could do laundry before heading off on our cruise. It was truly an unforgettable Airbnb stay, and I couldn’t recommend it more highly.
Superhost
Guesthouse in Venetian Road Settlement
4.86 out of 5 average rating, 108 reviews

Romantic Studio with Stunning Views

CrystalRating, 5 stars1 month ago
We recently enjoyed an unforgettable anniversary trip to Turks and Caicos, staying at this fantastic Airbnb studio. From start to finish, our experience was seamless. The description of the property was spot-on, and both check-in and check-out were a breeze. We were particularly impressed with the prime, central location, which made it incredibly easy to explore the island's many stunning beaches. The beach closest to the studio was a true highlight for us! The views from the studio were breathtaking, and the studio itself was perfectly equipped for our needs. Of course, the crystal-clear water that Turks and Caicos is famous for lived up to all expectations. We absolutely loved our time here and have already decided this is where we'll be staying on our next visit!
Guest favourite
Guesthouse in Rockley
4.97 out of 5 average rating, 175 reviews

Footsteps to the beach

ChanelleRating, 5 stars1 week 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!

Guesthouses with a patio

Guest favourite
Guesthouse in Fort Lauderdale
4.86 out of 5 average rating, 259 reviews

Trendy Studio in FLL - Private entrance & bathroom

ElizabethRating, 5 stars2 days ago
Beautiful place. Very clean. The host was super friendly, very accommodating and very quick to respond.
Top Guest favourite
Guesthouse in West Palm Beach
4.97 out of 5 average rating, 138 reviews

Raven Haus: Curated 2 Bedroom Guest House w/Pool

StephanieRating, 5 stars2 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!
Top Guest favourite
Guesthouse in West Palm Beach
4.98 out of 5 average rating, 328 reviews

Bungalow with Putting Green, Hot Tub, & Garden

EmilyRating, 5 stars1 day ago
My boyfriend and I had a great overnight stay at Adam’s place. We enjoyed the cleanliness, basic necessities provided, lovely hammock in the common area, and close proximity to downtown. We’d stay here again
Superhost
Guesthouse in Toa Alta
4.88 out of 5 average rating, 198 reviews

Under Sea guest house.

MaristelaRating, 5 stars2 weeks ago
Super peaceful and a great space!
Top Guest favourite
Guesthouse in Lake Worth
4.99 out of 5 average rating, 165 reviews

Saddle up: Modern Studio near Beach & Equestrian

RogerRating, 5 stars4 days ago
This a fantastic option if you are looking for a secluded, super quiet, well kept and organized space. The iguanas and peacocks strutting their stuff by the little guest patio around sunset don’t hurt the overall luxurious feel. It looks like someone put themselves in their guests’ shoes and thought of every last bit. The brand new bathroom is just one example. They even managed to wring water pressure out of a region that is not known for satisfying showers. Everything you might think you need - it’s there, and stored in a place that makes sense. It’s obvious they put the Airbnb fees to good use and reinvest in the guest experience. All in all a great place to stay. I hope to be back for sure.
Guest favourite
Guesthouse in Miami
4.95 out of 5 average rating, 156 reviews

Cozy and private mini studio.

AnnikaRating, 5 stars2 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.
Guest favourite
Guesthouse in Miami
4.99 out of 5 average rating, 320 reviews

Chic Studio - Near Everything Trendy

AdrianRating, 5 stars2 weeks ago
It was such a wonderful area tons of stuff to do around town it was very local and fun and super close to the home. 10/10 recommend to anyone looking for a wonderful place to stay. Had no issues with no one instructions were clear and homeowners were super nice and amazing !
Guest favourite
Guesthouse in George Town
4.88 out of 5 average rating, 139 reviews

Zen Den 3, cozy private studio in George Town

BrianRating, 5 stars4 weeks ago
2nd time staying in the same unit and I was happy she did make the changes of black out curtains on the east side of the room that I suggested the first stay. I slept like a baby! So relaxing and quiet! 😁🕉️🧘🙏🏽

Guest house rentals with a washing machine and dryer

Top Guest favourite
Guesthouse in Jupiter
5 out of 5 average rating, 247 reviews

Jupiter Kozy Kottage- June open, 2.7 m from beach

TrudyRating, 5 stars1 week ago
Wonderful stay. They perfect place for 2 … and our puppies. Super cute, clean (spotless), and a super attentive hostess and host. Close to everything, and parking 10 feet from the door! Sandy had great recommendations, and the Nook is the perfect breakfast spot. Of special mention … everything we needed was provided for! Coffee, tea, ice, full kitchen, super comfortable bet, spotless bathroom and great water pressure!! And a great quite street to walk our dogs. A true gem we shall visit again soon.
Guest favourite
Guesthouse in Hialeah
4.94 out of 5 average rating, 152 reviews

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

LeticiaRating, 5 stars1 week ago
I would like to thank the hosts! They were great people! Place was gorgeous! A small nook! It was a great getaway from home & still felt the comfort of being in your own home! Very peaceful even being the back house! I would rent again! Loved the cleanliness and the availability of more linen & towels if needed!
Top Guest favourite
Guesthouse in Osprey
4.99 out of 5 average rating, 325 reviews

Cozy Cottage by the Bay

AlisonRating, 5 stars2 weeks ago
Todd & Marie’s place was perfect for my partner and I’s beach weekend getaway to Sarasota and Siesta Key. We felt very comfortable and appreciated all the local recommendations that were provided. The steep ladder to the bed upstairs was an adjustment at first, but we quickly grew used to this unique and fun layout. We’ll definitely consider returning the next time we stay in the area!
Top Guest favourite
Guesthouse in Grand Harbour
4.98 out of 5 average rating, 160 reviews

Heavenly Suite 2 - The M @ The Edge

IsabellaRating, 5 stars1 month ago
Went for vacation and it was AMAZING! Had a great time with such a comfortable and beautiful place to stay. Needless to say the hot tub is phenomenal, location wise we were very central! Perfect ambience and felt right at home, as two women traveling, my mother and I felt super safe. Very friendly and helpful hosts, we enjoyed our conversations with them a lot ! Made our stay one that’ll always be remembered, thank you Ed & Gloria! Would love to be back asap!
Top Guest favourite
Guesthouse in Christiansted
5 out of 5 average rating, 112 reviews

St. Croix Ocean Vista Honeymoon Cottage - Beach

JesseRating, 5 stars2 weeks ago
Chad and Emily are great hosts- their guest cottage right on the beach has beautiful views and all of the amenities we needed for our stay. The cottage was clean and the kitchen was stocked with cookware for meals at home as well as cooking ingredients we utilized. We loved all of the local adventures like the bioluminescent kayak tour with Sea Through Kayaks, Big Beard's boat tour to Buck Island for snorkeling, Gecko's ATV tour, and the many beach recommendations. We are thankful for the beach chairs, beach umbrella, and cooler available for use- we used them almost every day of our stay for our outings! And of course we can't forget about the Hermit Crab Sanctuary located in Chad and Emily's yard- we enjoyed feeding the hermit crabs all of our leftover food and scraps to reduce waste. :)
Guest favourite
Guesthouse in West Palm Beach
4.91 out of 5 average rating, 139 reviews

Sanctuary with Pool Perfect Location

I'MageRating, 5 stars1 day ago
Hanna’s place was super clean and well maintained. Owners are super chill and friendly. Although I didn’t get in the pool it was kept clean the whole stay. Definitely book the place!!
Guest favourite
Guesthouse in West Palm Beach
4.95 out of 5 average rating, 251 reviews

*KING BED* Private Cottage in the heart of WPB

KarenRating, 5 stars4 days ago
Heather's place was quiet and peaceful with fun things to do and familiar restaurants within a reasonable driving distance. She was very responsive with helpful suggestions when we asked for them. Check in was quick and easy. We thoroughly enjoyed our stay!
Top Guest favourite
Guesthouse in Miami
4.99 out of 5 average rating, 210 reviews

Guesthome w/ Heated Pool 5 mins from Miami Airport

AngelRating, 5 stars1 week 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 ⭐️

Destinations to explore