Guesthouse vacation rentals in Bradenton

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Bradenton

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Sarasota

4.93 out of 5 average rating, 465 reviews

La Casetta: "the little house" near to the beaches

La Casetta means, in Italian, little house. Set in a private, peaceful, mature Florida tropical garden, a real hideaway. I am proud of the cleanliness of our property, however in this new reality that we live in, we do carry out enhanced cleaning and sanitizing between guests. We also practice social distancing, insofar as guests have their own part of our luscious back garden as well as your own entrance. La Casetta has 1 queen sized bed, bathroom & kitchenette. Wifi & Netflix available.

Guest favorite

Guesthouse in Sarasota

4.96 out of 5 average rating, 254 reviews

Sarasota guest house only 8 miles to Siesta Key

Our Florida-themed guest house has everything you need to enjoy your vacation in beautiful Sarasota, Florida. It is a very comfortable, clean and private one bedroom and one bathroom guest house. It is a completely separate space and has it's own private entrance. It is conveniently located in a quiet, safe neighborhood near Interstate I-75, Shopping, Dining, Twin Lakes Park, Serenoa Golf Course, Myakka River State Park and just 8 miles from the #1 beach in the U.S. - Siesta Key Beach.

Guest favorite

Guesthouse in Sarasota

4.89 out of 5 average rating, 179 reviews

Supercute Beach Themed Retreat Free Parking Wi-FI

Come and enjoy our newly remodeled 400 square foot laid back beached themed guest house. Located just 1.5 miles away from Sarasota/ Bradenton airport, and less than 10 miles away from our world famous beaches. Whether you are a single person in search of a long term stay or a family looking for a short vacation, we have the place for you. Our guest area is attached to our main residence and has a private entrance. Enjoy our shared swimming pool and outside patio areas.

Guest favorite

Guesthouse in Rosemary District

4.9 out of 5 average rating, 123 reviews

Perfect Florida location: Craftsman Carriage House

Beautiful, new construction in downtown Sarasota designed to match and complement our historic 1920s bungalow main house, which can be booked separately on AirBnB. The 1BR/1BA carriage house apartment has all modern amenities, with a dedicated garage parking spot and a lovely outdoor porch. The carriage house features Craftsman-style details and is available for short- or long-term stays. Locally-based property management team on-call to ensure a pleasant stay.

Guest favorite

Guesthouse in Sarasota

4.99 out of 5 average rating, 131 reviews

Maggie's Hideaway

This adorable little bungalow is hidden away in one of Downtown Sarasota's oldest historical neighborhoods and only a couple miles from Sarasota Bay and surrounding beaches. Beautiful Lido Beach is only five miles west, Siesta Key is seven miles southwest, with Benderson Park being only seven miles east. Fabulous shopping and world class dining is plentiful in this downtown community. There is plenty to see and do in Sarasota - Come see us!

Guest favorite

Guesthouse in Sarasota

4.88 out of 5 average rating, 101 reviews

Guest house w/heated salt water pool and Game Room

This special place is close to everything, 10 min to Beautiful Siesta Key and 15 to Longboat key. Brand new UTC mall is a 10 min drive. Be the first to enjoy our new renovations and upgrades!! Private free parking on property. Heated salt water pool and game room! Covered BBQ area with seating, bluetooth speakers, TV and Free wifi. Host can also decorate room for special occasions... birthdays, anniversary, valentines, etc...

Guest favorite

Guesthouse in Bradenton

4.83 out of 5 average rating, 390 reviews

Luxury Suite near water, IMG anna Maria Island

This condo is attached to my home but is totally independant with private access. The condo is upstairs and accessible by a spiral staircase ( avoid large suitcase, may be challenging for some people) A large bedroom with a queen bed, an equiped kichen ( combined microwave/ oven), a bathroom ( large shower) and a living room with high ceiling. We follow cleaning recommendations. You can arrive anytime after check in time.

Guest favorite

Guesthouse in Bradenton

4.93 out of 5 average rating, 137 reviews

The Enchantment, Cozy guesthouse,7mi to the beach!

Enjoy the beach in style! We welcome you to the private studio on the West side of Bradenton. Beautiful beaches like Cortez Beach, Coquina Beach, Holmes Beach, and Anna Maria Island may be reached in about 20 minutes. Sarasota Airport, IMG, art galleries, Lido Key, Longboat Key, museums, theaters, 2 hours from Disney World Orlando, Marie Selby Botanical Garden, and Marina Jacks are all within 20-30 minutes!

Guest favorite

Guesthouse in Sarasota

4.91 out of 5 average rating, 163 reviews

Solitude at Waterside South

*******SEE ADDITIONAL INFO!******** Our apartment is at the back of our 1.5 acre property, set behind beautiful, mature oak trees and is definitely a quiet retreat! The apartment is attached to our workshop/barn but you will not have access, nor be bothered during your stay! We (Beth & Merlin) live in the main house. 15 miles from Siesta beach and 12.5 miles from St. Armands and Lido beach.

Guest favorite

Guesthouse in Sarasota

4.97 out of 5 average rating, 239 reviews

Casita Lantana, a 1925 cottage in a Tropical Oasis

Welcome to my original 1925 Casita, built in the heyday of the John Ringling era. We are centrally located between Sarasota, Lakewood Ranch, and Bradenton, making it an ideal place to explore all the area offers. Getting around is easy since we are located very close to the Ringling Museum of Art. Plus, it is only a short 15-minute drive to downtown Lido Beach and St. Armands Circle.

Guest favorite

Guesthouse in Bradenton

4.95 out of 5 average rating, 165 reviews

Guest House for 2 , Heated Pool, IMG

Guest House of almost 1100 sq feet located in the center of Bradenton. Very calm and in the middle of the nature. Close to everything the Bradenton area has to offer. Just 12 minutes to the beaches of Ana MARIA Island. You also have access to the heated swimming pool and to a wooden cabin ideal for reading a book or relaxing in a hammock.

Guest favorite

Guesthouse in Bradenton

4.99 out of 5 average rating, 143 reviews

Conch Cottage adorable one bedroom with pool.

Take it easy at this unique and tranquil getaway. Conch Cottage is 5 minutes to Anna Maria Island. Walk to Portosueno park and see the Manatees watch the sunset from the park or bridge. Kayak, walk or bike Robinsons Preserve. So much to do in this historic Palma Sola Neighborhood.