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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.
Guest favourite
Guesthouse in Miami
4.88 out of 5 average rating, 1,119 reviews

Little Gables Studio A

Maria VictoriaRating, 5 stars1 day ago
Beautiful Airbnb very clean quiet peaceful!
Guest favourite
Guesthouse in Miami
4.94 out of 5 average rating, 610 reviews

Brand NEW Cottage with Gorgeous Patio! 5 mi Beach!

IovanaRating, 5 stars1 week ago
This was home away from home. It had a cute ambiance and everything was clean and tidy. I’m currently in the middle of a move and it was everything my spouse and I needed. The check in process was easy and Ana was always responsive and available for questions or concerns. I have been living in Miami for a year and would recommend this place for those living here and for those visiting. Locations is also great as it is just a short drive to Calle 8, coconut grove, coral gables, the beach , etc. Would 100% stay here again.
Guest favourite
Guesthouse in Fort Lauderdale
4.88 out of 5 average rating, 733 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 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.
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!
Guest favourite
Guesthouse in Delray Beach
4.95 out of 5 average rating, 498 reviews

Delray Getaway

MarcRating, 5 stars2 weeks ago
Great little spot. Had everything I needed and then some. David was super detailed with instructions from the door code to the place to park. Will 10/10 stay here again next time I’m in town, if available.

Guesthouses with a patio

Guest favourite
Guesthouse in West Palm Beach
4.89 out of 5 average rating, 110 reviews

Modern Tropical Private and Cozy

AlexisRating, 5 stars2 weeks ago
I really enjoyed my stay. The accommodations are private and very clean. Great location and I would definitely stay here again. I also like that it is dog friendly with a private fenced area for my dog to roam around.
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
4.96 out of 5 average rating, 277 reviews

4Mi from PBI & Downtown, Free WiFi & Parking

StephanieRating, 5 stars1 week ago
Rodolfo’s place was very comfortable. The inside was impeccable and the little outside space was cozy and we enjoyed sitting outside in the rocking chairs. The apartment has everything you need…… beautiful bathroom with soaps and plenty of towels and the water pressure in the shower was divine. Very comfortable bed, pillows and blankets. Rodolfo responded immediately and was a wonderful host.
Guest favourite
Guesthouse in Elbow Cay
4.95 out of 5 average rating, 104 reviews

Summer Cottage

KirkRating, 5 stars1 week ago
JoAnn is a great host and very accomidating. This is our second time staying with her and we will be back again!
Guest favourite
Guesthouse in Miami
4.95 out of 5 average rating, 155 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 Greenacres
4.89 out of 5 average rating, 109 reviews

Cozy and Modern Studio in Greenacres

SarahRating, 5 stars2 weeks ago
Loved our stay here! The place was pristine, we felt very safe, and enjoyed our time.
Guest favourite
Guesthouse in Miami
4.99 out of 5 average rating, 320 reviews

Chic Studio - Near Everything Trendy

AdrianRating, 5 stars1 week 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 !
Top Guest favourite
Guesthouse in La Fortuna
4.95 out of 5 average rating, 208 reviews

Vista al volcan Arenal,jacuzzi privado y WIFI

HollyRating, 5 stars1 month ago
Natascha was the best host! She met us as soon as we checked in, had the air conditioning on and the cabana cooled off. She was flexible with our breakfast time and provided a wonderful typical local meal. We got a free pass to one of the local hot springs so we could compare with a more touristy one. She collected our laundry one morning and washed and dried it by the time we came back a few hours later. She even showed us a nest with a baby clay-colored thrush and momma. Natascha was wonderfully responsive, spoke English with us, and was very friendly. I highly recommend staying at her place!

Guest house rentals with a washing machine and dryer

Top Guest favourite
Guesthouse in Jupiter
5 out of 5 average rating, 246 reviews

Jupiter Kozy Kottage- June open, 2.7 m from beach

TrudyRating, 5 stars6 days 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 stars6 days 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!
Guest favourite
Guesthouse in West Palm Beach
4.89 out of 5 average rating, 101 reviews

Cozy private studio with separate entrance

AndrewRating, 5 stars2 weeks ago
This place was perfect. It was exactly what I needed to be close to family that I was visiting. Great hosts! Will definitely plan to stay here again.
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 stars2 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.
Top Guest favourite
Guesthouse in Osprey
4.99 out of 5 average rating, 324 reviews

Cozy Cottage by the Bay

AlisonRating, 5 stars1 week 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!
Guest favourite
Guesthouse in West Palm Beach
4.91 out of 5 average rating, 137 reviews

Sanctuary with Pool Perfect Location

KarleeRating, 5 stars2 weeks ago
Hanna’s place was amazing. Perfect place where me and my husband celebrated our anniversary. The pool is so relaxing and a perfect size. Exactly as described in listing. Location 10/10 - walking distance to shops and things and whenever we wanted to uber very very inexpensive rides. As far as Hanna as a host, probably one of the best experiences I have had. She was very flexible with our check in and check out times and was so friendly and accommodating. Cannot wait to come back. Thanks Hanna!
Guest favourite
Guesthouse in West Palm Beach
4.95 out of 5 average rating, 250 reviews

*KING BED* Private Cottage in the heart of WPB

MiguelRating, 5 stars5 days ago
We definitely enjoyed our time here. It was just my wife, our 1 year old and myself. We had a great time and enjoyed our place to stay. The house is just perfect if you’re not looking to have anything too big. Easy to manage, watch over and clean up. There are tons of restaurants near by and most even in walking distance! There are beaches within 15 minutes and definitely plenty of other things to do. The king size bed was very spacious and they even had a playpen for our little one which was very clean and maintained. We would definitely stay again if we come to the area. Thanks Heather !

Destinations to explore