Guesthouse holiday rentals in Florida

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Florida

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite

Guesthouse in Vero Beach

4.89 out of 5 average rating, 311 reviews

Charming, Barn Apartment on Farm, with Animals

Our charming and rustic guest apartment is built into half of our 8 stable horse barn on our 5 acre farm. If you are looking for a unique place to stay in Vero Beach, our guest suite is perfect. Built in 2015, it has one queen bedroom, a sleeping loft, a living area, kitchenette, a bathroom, and plenty of outdoor area to enjoy the farm, such as our fish pond, small chicken range, miniature silky fainting goats and horse Mr T. We are in the country, but close the beaches and Dodgertown.

24 June – 1 July

$1,242 AUD total

Superhost

Guesthouse in Orlando

4.85 out of 5 average rating, 265 reviews

★ Lakefront Bungalow-5min Downtown ★Casa Pura Vida

Our little piece of paradise is located within 5-10 minutes of Downtown Orlando where some of the best restaurants, bars, and attractions Orlando has to offer. Winter Park & College Park are 10-15 minute drives, Disney/Universal only 20- 30 minutes. The interior is zen and inviting, with a homey feel. Enjoy the Lakefront view, play on the Lake with water toys , soak in the sun on the beach, curl up on the porch with a coffee and enjoy the view. So peaceful, you’ll have a hard time leaving.

14 – 21 Oct

$1,772 AUD total

Guest favourite

Guesthouse in Jacksonville

4.99 out of 5 average rating, 194 reviews

Luxury Avondale Guest House, Walk to Shops

Featured in the Jacksonville Home Magazine! The Luxury Avondale Guest House is in the exquisite historic neighborhood of Avondale. Ten minutes from downtown sports & entertainment complexes, and several major health care facilities, St. Vincent's Hospital, Baptist Medical Center and the world renowned MD Anderson Cancer Center. Three short blocks to “The Shoppes of Avondale,” with an outstanding array of restaurants and venues to enjoy a streetside café-style meal, cocktail and desserts.

14 – 21 Aug

$1,819 AUD total

Guest favourite

Guesthouse in Biscayne Park

4.94 out of 5 average rating, 450 reviews

Cozy and charming cottage

Our cottage is located in a very quiet residential area, 15mn to the beach (Bal Harbor area).20mn from both Miami and Fort Lauderdale Airports, Located in the backyard of the main house but separate and with an independent entry. Enjoy our tropical garden and beautiful pool, in the back of our house. Share with owner only, we give priority to our guests to enjoy it! Parking available in our front yard. No kitchen but microwave and fridge. TV, cable and WIFI. It is suggested to have a car.

27 Nov – 4 Dec

$1,966 AUD total

Guest favourite

Guesthouse in Cocoa Beach

4.98 out of 5 average rating, 200 reviews

The Cocoa Boho Rooftop Retreat

Thinking about your next vacation? Need to unwind? Want to take in ocean views while sipping mimosas on a rooftop patio? Say hello to Cocoa Boho. Brand-new, clean boho-chic with bright & open interiors, a year-round summer breeze and the sounds of the Atlantic. Cocoa Boho is a newly constructed guest home - 2min walk to public beach access, 1.5 miles away from Downtown. If you're booking your next girls trip, poolside retreat or theme park crowd beach escape, Cocoa Boho is that vibe.

22 – 29 Jan

$3,320 AUD total

Guest favourite

Guesthouse in Orlando

4.88 out of 5 average rating, 217 reviews

Couples Oasis *Heated Pool* and Lake View

Have a romantic getaway in this SODO Couples Oasis Retreat with private pool or come work alone in this peaceful oasis. Perfect for couples or the busy profesional who want privacy and quiet with lake view while relaxing by the pool. Centrally located in SODO by downtown Orlando. Close to everything. Walk to great nearby eating places. Love ice cream Kelly’s Hand Made ice cream is a 5 minute walk from the house. *Heated Pool* available for $20 fee for first day and $5 every extra day.

22 – 29 Aug

$1,570 AUD total

Guest favourite

Guesthouse in Fort Lauderdale

4.94 out of 5 average rating, 547 reviews

Little Cottage By The Pine Tree -

Quaint cottage just a stone throw away from FLL Airport and downtown Fort Lauderdale (5 mins). Short drive from beaches, bars, restaurants & malls. Quick access to major freeways Miami in 30 mins & Palm Beach in 40 mins. *Please complete profile verification and send an introduction with a brief description and your purpose of visiting* Our commitment to cleanliness: We use the highest classification of disinfectants recommended by the CDC and and WHO to treat known pathogens.

11 – 18 Dec

$1,561 AUD total

Guest favourite

Guesthouse in Sarasota

5.0 out of 5 average rating, 100 reviews

Magical Guesthouse 1 mi from SRQ airport

Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

3 – 10 Sept

$1,657 AUD total

Superhost

Guesthouse in Key Largo

4.87 out of 5 average rating, 377 reviews

Guesthouse Tropical Paradise Beach sunset fishing

The Guesthouse/Cabin romantic *sunsets beach, docks and fishing pier, on a peaceful lush gardens with private parking enjoy and relax, surrounded by nature wildlife at its best birds, iguanas, manatees, dolphin’s, eagles only a short walk to the beach from the guesthouse fishing pier, boats cruising by, relax enjoying sipping cocktail. FYI a guesthouse is part as on a state, small separate dwelling on the grounds of a larger one, used for accommodating guests.

3 – 10 July

$2,905 AUD total

Superhost

Guesthouse in Lake City

4.88 out of 5 average rating, 995 reviews

Studio loft/ kitchenette/porch/bath

3 Miles from I75 exit 414 .studio apartment w/ porch over barn. Fire pit with wood available. Grill. Hammock swings under oaks. Stalls available. Close to riding/hiking trails in O'leno State Park. Close to springs for tubing/kayak/canoe. Ichetucknee Spring State Park, Ginny Springs, ++. Also 15 minutes from Santa Fe River and paddling/kayak/canoe rentals . Diving excursions available in High Springs. Quiet setting w/ pastures and grand daddy oaks.

21 – 28 Nov

$983 AUD total

Guest favourite

Guesthouse in Jacksonville

4.92 out of 5 average rating, 180 reviews

The Moody Loft (Murray Hill)

Kick back and relax in this calm, stylish space. Dimmable lights for your preference. It's within minutes of Jacksonville's best night life. Walk to Murray Hill's bars and restaurants. Less than 5 minute drive to Riverside's Historic 5 Points. Less than 10 minutes from downtown and 25 minutes from beaches. There's a small fence separating my main house, enjoy sitting outside. My Newfies might peek over the fence every now and then to say hello :)

19 – 26 Aug

$980 AUD total

Guest favourite

Guesthouse in Port Orange

4.93 out of 5 average rating, 305 reviews

Relaxing Tropical Pool Get Away Suite

Relaxing Tropical themed pool, spa with grilling area and tiki bar. Private secure parking space near detached suite with gated entry code access. Centrally located to all main area attractions and events. Coffee, shopping, and walking distance from the popular local restaurants and drinking establishments, also two waterfront dog walking parks in the neighborhood. Only 2 miles to beachside. Our home away from home resort is the perfect getaway.

27 July – 3 Aug

$1,985 AUD total