Guesthouse holiday rentals in Florida

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Florida guesthouses

Family-Friendly guesthouses

Top Guest favourite
Guesthouse in Pensacola
4.98 out of 5 average rating, 259 reviews

Pet Friendly, Pool, Hot Tub, Fenced yard.

WillRating, 5 stars5 days ago
The host's communication was amazing! Timely feedback and some great local recommendations. The property was perfect for a couple and the amenities are simply amazing. The pool and hot tub were a great addition and the only issue I have was I wish I could stay longer. The bed is comfy and the small kitchen was perfect for the space. Keep in mind the bathroom is small but completely manageable if you communicate with your travel partner. Easy to find and easy to access. Persons with mobility issues may have some difficulties navigating the stone pavers and the multi-level backyard. The kitchen also has two steps down from the main level of the studio. Bottom line…we loved it and think you will too! Time to stop reading and book before you miss your chance. I will 100% book again when I am in the area.
Guest favourite
Guesthouse in Port Orange
4.87 out of 5 average rating, 200 reviews

Chic & Cozy Modern Pool Home

Gary-KathyRating, 5 stars3 weeks ago
We loved how private and quite the place was. It was as described. All the right touches to make you feel at home. It was almost as if your were on some private island as it was surrounded by mature trees. Just beautiful and only minutes away from all the conveniences.
Guest favourite
Guesthouse in Tallahassee
4.86 out of 5 average rating, 305 reviews

Beautiful Guest House in Desirable Northside

KimRating, 5 stars1 week ago
After a long day on the road, Jordan's home is a comfortable quiet place to land. Easy to find and check in was easy. The bed is very comfortable, and there is plenty of hot water. We stayed here on both directions of our trip and really enjoyed walking in the neighborhood. Alfred McClay State park is very close, and there are several restaurants nearby. We will stay here again!
Top Guest favourite
Guesthouse in St. Petersburg
4.89 out of 5 average rating, 323 reviews

Carriage House in North St. Pete

TomRating, 5 stars1 week ago
Extremely friendly, gracious, and thoughtful host. Have stayed with before and will again.
Top Guest favourite
Guesthouse in Windermere
4.94 out of 5 average rating, 265 reviews

Paradise nook near Orlando's theme parks

SaraRating, 5 stars2 weeks ago
This was a perfect spot for my son, daughter and myself to stay while visiting my oldest daughter. It was safe, easy and in the exact location of where we needed to be! So thankful to stay and we will be back!
Top Guest favourite
Guesthouse in Tallahassee
4.94 out of 5 average rating, 197 reviews

Historic Briarcliffe Cottage

JordanRating, 5 stars1 week ago
We had a wonderful stay at this property & was suitable for the 3 of us on a short trip! Felt safe & privacy was given by the hosts!
Guest favourite
Guesthouse in Vero Beach
4.92 out of 5 average rating, 155 reviews

Country Life Guest house with pool

JenRating, 5 stars3 weeks ago
Peaceful, comfortable place with friendly hosts and animals; many places for walks, bike rides, and rollerblading (wish I'd brought mine); close drive to stores, restaurants and attractions; definitely would stay again; the cats were our favorites
Top Guest favourite
Guesthouse in Hobe Sound
4.8 out of 5 average rating, 157 reviews

Sandee's Cottage

JacquelynRating, 5 stars1 week ago
Our stay here was memorable. The location is perfect-walkable to the beach, restaurants, and the neighborhood. The yard at the cottage is fenced in so my little guy could run around and chase lizards freely. The cottage itself had all the necessary items you would find yourself needing for a few days near the beach. The items you would need to make a few meals for yourself. And the ability to do laundry is so useful, especially with kiddos. There were toys and puzzles for my kiddo too! The cottage reminded me of camping when I was a kid. Nothing fancy, just what you needed. We would definitely recommend this space!

Guesthouses with a patio

Top Guest favourite
Guesthouse in Tampa
4.97 out of 5 average rating, 131 reviews

Cute Guesthouse by the Riverwalk, w/patio and WFH

MiladRating, 5 stars1 week ago
Perfect place for 1 or 2 people. Great location. Very clean. All supplies and necessities provided in addition to thoughtful extra touches. Dawn was an amazing host. Highly recommend.
Top Guest favourite
Guesthouse in West Palm Beach
4.97 out of 5 average rating, 308 reviews

Bungalow with Putting Green, Hot Tub, & Garden

MadisonRating, 5 stars2 days ago
We thoroughly enjoyed our stay here! The location was great and easy access to the beach, restaurants, and down town. Adam was very responsive and gave us great local recommendations! The house was gorgeous and we enjoyed lounging in the hot tub and backyard area. We would definitely stay here again, very happy with our time here!
Guest favourite
Guesthouse in Inverness
4.89 out of 5 average rating, 101 reviews

Tranquil, private pool house with a hot tub!

KaylaRating, 5 stars1 week ago
This was my first private vacation! Just me and my dogs. And honestly, I wouldn’t have gone anywhere else! This was phenomenal! The pool was so clean and amazing, and the fire pit? Amazing. I’m convinced I need to buy one asap xD It was BEAUTIFUL there. I was able to relax and truly have a wonderful vacation. Host is SUPER friendly and responsive!! I definitely recommend this place. I hope to come back!
Guest favourite
Guesthouse in Tampa
4.95 out of 5 average rating, 285 reviews

Tiny House Oasis Blue Vatican . Near MacDill Base

PeytonRating, 5 stars4 days ago
it was very beautiful and just as described! cute little place perfect to get away!
Guest favourite
Guesthouse in Orange Park
4.93 out of 5 average rating, 188 reviews

Mom's Little House - self check-in

JimberlyRating, 5 stars5 days ago
Vicki’s place was awesome! Quiet neighborhood, close to restaurants, grocery stores, etc. Her place is very clean and had everything we needed. We would definitely stay again.
Superhost
Guesthouse in Winter Haven
4.91 out of 5 average rating, 23 reviews

Nice Guesthouse With Pool & Nearby Boat Access

TheresaRating, 5 stars2 months ago
Chandra is a dream host!! Very responsive, cares for the comfort and needs of her guests. The pool house is roomy and comfortable. Kitchen is very practical for any cooking or baking needs. Chandra has so many thoughtful amenities in kitchen and bath. The location is 45 -60 minutes to Orlando, Bok Tower and Tampa. Affordable and comfortable for exploring all of Central Florida.
Guest favourite
Guesthouse in Naples
4.94 out of 5 average rating, 120 reviews

Manatees

VictoriaRating, 5 stars2 weeks ago
Had a great time! Nice pool.
Superhost
Guesthouse in Tampa
4.83 out of 5 average rating, 270 reviews

Perez residence @ Tampa Bay

LaniahRating, 5 stars1 month ago
The bigger did make the house seem a bit bigger than what it was, however, it was a great size for couples on a weekend vacation. Overall, the place was clean and comfortable. The bathroom and bedroom were pretty spacious and nicely put together. The host was very responsive and helpful!

Guest house rentals with a washing machine and dryer

Top Guest favourite
Guesthouse in Palm Coast
4.97 out of 5 average rating, 119 reviews

Palm Coast Guesthouse

Chloe SueRating, 5 stars3 weeks ago
I had an amazing stay at this Airbnb! The space was beautifully decorated, clean, and had all the amenities I needed. The host was incredibly welcoming and provided great local tips that made my trip even more enjoyable. The location was perfect—close to attractions yet peaceful enough for a relaxing retreat. I highly recommend this place to anyone looking for a comfortable and memorable stay!
Guest favourite
Guesthouse in Hialeah
4.95 out of 5 average rating, 147 reviews

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

RafailRating, 5 stars3 days ago
Booked the room for 7 days, and one of the criteria was to have the ability to cook a meal at home. I wasn't let down. The house was fully equipped with literally everything, very clean, and exactly how it was portrayed on the photos. Coffee shops, super market, pharmacy are in relatively short distance by foot. It is very near the airport, so that adds up. The owners where very respectful, which is a huge plus. 10/10 whould book again on the future.
Top Guest favourite
Guesthouse in Tampa
4.99 out of 5 average rating, 154 reviews

Quiet and clean guest house!

JeremyRating, 5 stars2 weeks ago
A quiet oasis. There was a designated parking spot, private gated entrance, quaint patio with an umbrella covered table and two chairs, and clear instructions for entry. Upon entry we were greeted with a clean and adorable space. The kitchen was stay-ready with appliances and kitchen tools for a comfortable stay. The bathroom was clean and brightly lit, and the shower was a relaxing space. The sleeping space was clean and relaxing with a TV, and a laundry space with hangers, drawers, hamper and a tiny washer/dryer with complementary detergent pods. The location was enough away from traffic to enjoy the peaceful sounds of the night, and close enough to the interstate to explore the area with ease. We will book this Airbnb again!
Superhost
Guesthouse in Orlando
4.93 out of 5 average rating, 255 reviews

Modern Guest Studio (Private) Pool / Spa available

MarkRating, 5 stars5 days ago
Good location, great set up, everything was clean, the place was easily accessible and very clear instructions. I’ll definitely book it again if I go back to Orlando!
Top Guest favourite
Guesthouse in St. Petersburg
4.98 out of 5 average rating, 110 reviews

2 bedroom guesthouse in hip Grand Central District

MichaelRating, 5 stars4 days ago
Nice and clean place. Great location for us to walk and catch local trolleys. Would definitely stay again.
Top Guest favourite
Guesthouse in Lady Lake
5 out of 5 average rating, 136 reviews

Cute & Cozy Tiny Guesthouse

BrianRating, 5 stars1 week ago
I had a wonderful stay here! The attention to detail and amount of thought they have put into this place is unmatched. A personalized welcome message, complimentary gift basket with snacks, bottled water and soda in the fridge, any toiletries you need, cooking utensils and dishware, etc. Everything in the place was spotless and well cared for. They were also both very responsive to any questions or anything you may need. Staying here, it's very obvious to see that they really care about what they do and their guest's experience. It is also located less than 15min away from The Villages, so that is very convenient for entertainment or if you're visiting family that live there. Thanks John and Ruthie for a great stay and looking forward to staying there next time I'm in Florida!
Guest favourite
Guesthouse in St. Petersburg
4.85 out of 5 average rating, 148 reviews

Private & Spacious Loft Guest House

DonnieRating, 5 stars1 month ago
Clean and great location
Guest favourite
Guesthouse in West Palm Beach
4.94 out of 5 average rating, 262 reviews

Charming SoSo Apartment: Walk to Intracoastal

RoseRating, 5 stars1 day ago
My stay at the Olive Guesthouse was, without question, flawless. From the instructions to get in and how to park along with the welcoming tone of his emails, I felt absolutely at home (if my home was a cute little second floor bungalow in a quiet upscale neighborhood - I wish!). I especially liked the new, modern interior design, electric candles, and the TVs that easily connected to all my streaming accounts. Not to mention the fantastic location two blocks from the intercoastal that provided a beautiful walking experience for one day of my visit. It’s no wonder you are a favorite on Airbnb. I give the Olive Guesthouse five stars across the board!

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