Guesthouse vacation rentals in Florida

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Florida

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

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Guest favorite

A tranquil waterway is framed by lush green trees reflecting on the smooth surface. The scene captures a sense of serenity with subtle hues of autumn leaves. A pair of feet in colorful socks rests on the edge of a boat, inviting relaxation.

Guesthouse in Hernando

4.95 out of 5 average rating, 162 reviews

Charming Guest House with outdoor sitting area

Welcome to our charming guest house located on the same beautiful property as our main AirBnb House. This cozy and private space is the perfect retreat for couples or solo travelers looking for a peaceful getaway. The guest house is separate from the main house, offering complete privacy and seclusion. Located in close proximity to multiple breathtaking springs: Rainbow River-12 miles Crystal River-18 miles Homosassa Spring- 21 miles Chassahowitzka- 29 mi. Devils Den-35 mi. Weeki Wachee-44 mi.

Top guest favorite

A bright and airy guest suite is presented with a sloped ceiling and large windows allowing natural light to flood the room. A cozy bed is positioned beside a woven basket and a decorative wall feature, while a warm rug adds comfort to the wooden floor.

Guesthouse in St. Petersburg

4.97 out of 5 average rating, 219 reviews

Cozy Guesthouse Near Downtown (Non-Toxic)

Come relax in this calm, newly renovated guest suite. Clean, natural, & chemical free - diffusers and oils available on site. Amenities like central a/c, laundry, private patio, full kitchen, Netflix & Hulu. A short 5 minute drive from downtown - near tons of local restaurants, entertainment, and beaches. St. Pete loves the local vibe, be sure to check out our visitors guide for suggestions on spots to see while you’re here. It doesn’t get any better than St Pete! Book your stay with us today!

Top guest favorite

A covered porch area is presented with a wooden coffee table and a pair of seating arrangements featuring cozy cushions. A large potted plant adds a touch of greenery, while natural light filters through the surrounding space, illuminating the brick wall and wooden ceiling.

Guesthouse in Pensacola

4.98 out of 5 average rating, 123 reviews

Private Guesthouse- 2 mi. downtown & 5 mi. Beach

Tucked away in the highly coveted East Hill area, this cottage has everything Pensacola has to offer. 1/1 on .5 acres. Space includes king bed & futon private driveway parking, courtyard & 2 patios with gas fire pit. Access to common spaces: wood burning fire pit, pergola dining & 2 kayaks! Close to downtown, beaches, shopping & dining. Walking distance to restaurants, coffee shops, & several parks. Whether you are in town for business or here for a vacation you will love this little charmer!

Superhost

An outdoor seating area is sheltered by a wooden pergola adorned with string lights. A cozy couch is positioned on a decorative area rug, complemented by a small table. Lush greenery surrounds the space, providing a tranquil environment for relaxation.

Guesthouse in Dunedin

4.84 out of 5 average rating, 106 reviews

Guest House in prime location!

This special place is close to everything, making it easy to plan your visit. Less than 30 minutes to TPA Airport, 13 miles to Clearwater Beach, 2.2 Miles to Honeymoon Island, 1.0 miles to US-19 to easily get to surrounding areas, and 3.5 miles to downtown Dunedin. Guest house located on property with friendly host. There is one parking space provided for guests onsite. Happy to provide recommendations for a local experience during your stay! Beach necessities available upon request.

Top guest favorite

Aerial view of the property reveals a well-maintained lawn surrounded by tall palm trees. A pathway leads to a private guesthouse, with a red roof and white doors. A tranquil pond with stones adds a natural element to the landscaped garden.

Guesthouse in Jacksonville Beach

5 out of 5 average rating, 202 reviews

Tropical guest house a few blocks from the beach

Take it easy at this unique and tranquil getaway. Private modern quest house located on lush tropical grounds behind main house. Includes: loft bedroom, full bath, kitchenette, wifi, air conditioning, private patio, and outdoor shower. Property is gated with parking. Walking distance to beach, bars, shops and restaurants. Hammock, volley ball, firepit, BBQ and bikes available upon request. Pets welcome. Fishing pier, boating, kayaking and golf options within a short distance.

Top guest favorite

A modern two-story building with a light exterior and large windows is surrounded by greenery. Red chairs are positioned on the front porch, which is adorned with a welcoming wreath. A driveway provides access to the entrance, and trees cast gentle shade on the property.

Guesthouse in Pensacola

4.99 out of 5 average rating, 108 reviews

Spacious Guesthouse by Alga Brewery & Waterfront

The Hatton Guesthouse is a spacious modern retreat in Pensacola's most historic and influential neighborhood, next to Alga Brewery and local eateries. Walkable to everything! Built in 2022, the space boasts soaring ceilings and a professionally design interior with luxurious linens, bedding, and a full kitchen. A fire pit and BBQ are also located on the property, with firewood provided, and are highly encouraged to be used to enjoy evenings with family or friends.

Top guest favorite

An aerial view captures a rustic property surrounded by lush greenery, including oak and hickory trees. A winding path leads from the road to the guest house, which is nestled within the expansive landscape. A serene lake is visible in the background.

Guesthouse in Dade City

4.94 out of 5 average rating, 197 reviews

Hickory Breeze Guest House

We invite you to come and enjoy our little piece of country in north Pasco County, Florida! Not fancy, but comfortable is our objective for our guests! We are not a business (nor are we owned by a business) therefore we do not conduct our hospitality like a business, but rather as hosts looking to meet and make new friends! We do all our own cleaning and set-up in the guesthouse so that we know it is done the way we would do it for our own family.

Guest favorite

A spacious wooden deck is illuminated by string lights, creating a warm ambiance at night. Two wooden Adirondack chairs are positioned on the deck, facing a well-lit area in the background. The French doors of the guesthouse are visible to the left.

Guesthouse in DeLand

4.83 out of 5 average rating, 292 reviews

Central Florida Garden Guesthouse

Open, airy studio apartment in a park-like setting. Come stay in a prime location whether you want to explore downtown DeLand, head to the beach, or visit the attractions in Daytona or Orlando. Open the french doors from your sleeping area to a beautiful private deck with plenty of outdoor living space.

Guest favorite

The pool area is surrounded by lush greenery and tropical plants. Four lounge chairs are placed around the water's edge, offering a relaxing space. The serene lake is visible in the background, enhancing the peaceful ambiance of the outdoor space.

Guesthouse in West Palm Beach

4.93 out of 5 average rating, 246 reviews

Our Guest House

Our place is close to the airport, nightlife, the city center, and parks. You’ll love our place because of the views, the location, the people, and the ambiance. Our place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets).