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

Guesthouse in St. Augustine

4.91 out of 5 average rating, 545 reviews

Captain's Quarters Tiny House

Welcome to our newly spacious and private renovated bathroom with our outdoor shower. See photos! This Tiny House has all you need for a cozy, private stay while visiting St. Augustine. The Tiny House sits on 3/4 acres. You will feel the tranquility of this magical property and only 10 minutes to Vilano Beach or the Historic Downtown. The studio is equipped with a sink, toilet, kitchenette, coffee/tea. Commune with nature in your Private Exotic Outdoor Shower, hottub (closed July & August).

Guest favorite

Guesthouse in Chipley

4.96 out of 5 average rating, 270 reviews

Guesthouse & Heated Pool

This family friendly home is less than 2 miles from Walmart and restaurants. Wifi, Netflix, and Prime video are included with your stay. There is one queen bed, one full bed, a queen size sleeper sofa, and a twin. All of which can accommodate a total of 7 guests. Chipley is located off I-10. It is a 55-minute drive to the beach and a 45-minute drive to Dothan, AL. Falling Waters State Park is 3 miles away. Caverns park 15 miles. No pets and no smoking allowed. Home is sanitized between guest.

Guest favorite

Guesthouse in Palm Coast

4.99 out of 5 average rating, 286 reviews

Private beachside guest cottage

This private guest cottage is located just down the street from the beach in “The Hammock” area of Palm Coast. ( The beach and Hammock Beach Resort is just 1 mile away) If you love the outdoors, this cottage is for you! (Golf, fishing, beach, surfing, hiking, biking, boating) State and County Parks nearby. PLEASE read the entire listing descriptions below before booking, MOST IMPORTANT is the “Location / Neighborhood” description. This cottage can be reserved for a maximum of two guests only.

Guest favorite

Guesthouse in Ormond Beach

4.99 out of 5 average rating, 106 reviews

Cozy, quiet, and close to the beach!

Newly renovated in-law suite in a quiet neighborhood two blocks from the intercostal and 2.0 miles from the Granada Beach ramp where you actually can drive on the beach! Brand new bed, couch, appliances, towels, dishes and more in 2023. Small private patio and ability to park next to your private entrance. Tons of independent restaurants close by. The Tomoka state Park is less than 2 miles from our place and you are 15 minutes from all that Daytona Beach. Adults only please. No pets please.

Guest favorite

Guesthouse in West Palm Beach

4.97 out of 5 average rating, 377 reviews

Key West Style Suite with Pool/Spa

This beautiful Key West Style studio with kitchen and WIFI is located in the historic neighborhood of Flamingo Park. It’s close to restaurants, downtown Rosemary Square, the Norton Art Museum, the WPB Convention Center, the Palm Beach International Airport, the instracoastal waterway and 5-10 minUte drive to Worth Avenue in Palm Beach and the Palm Beaches. We welcome couples, solo adventurers and business travelers who can enjoy a private backyard guest suite with salt water pool and spa.

Guest favorite

Guesthouse in Orange City

4.91 out of 5 average rating, 107 reviews

Moon light Cottage

This cozy spring escape sits privately behind a unoccupied garage among the quiet oak streets of Orange city. conveniently located 2.0 miles from Blue springs state park, 5.0 miles from Downtown Deland and 30 minutes from the beautiful beaches of Daytona and New Syrmrna. This property provides a unique connection to nature. Enjoy an outdoor bathroom experience with a shower under the stars. *Swimming in Blue Springs is closed for summer shoreline project.* DM for upgraded garage amenities.

Superhost

Guesthouse in St. Petersburg

4.86 out of 5 average rating, 280 reviews

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖

Welcome to Casita Citron, a beautiful new tropical paradise in the heart of St. Pete! Tranquil & centrally-located: close to nature trails, shopping, downtown St. Petersburg, & Tampa. Minutes to St. Pete Beach, ranked #1 in USA! Washer & dryer on site. Private fully fenced in backyard with fire pit. Luxurious hot tub spa with speakers, water shooters, & LED lights. Heated outdoor shower. Memory foam mattress. SmartTV. Second queen size bed available upon request (AeroBed with foam topper).

Guest favorite

Guesthouse in Cocoa Beach

4.97 out of 5 average rating, 249 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.

Guest favorite

Guesthouse in Sunrise

4.94 out of 5 average rating, 106 reviews

Private Dahl•House River Cabins

Take it easy at this tranquil getaway. Guests receive access to private cabins, outdoor bathroom, outdoor kitchen, tree house, koi pond, lounge, zen garden and a floating dock. It's a mix of modern amenities with a Bohemian edge. This unique artist’s retreat feels like a different world. The property was built by hand with influences of the travels of the owner always with sustainability in mind. This hideaway is the pure expression of glamping and a resort spa.

Superhost

Guesthouse in Lake City

4.88 out of 5 average rating, 1,028 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.

Guest favorite

Guesthouse in Orlando

5 out of 5 average rating, 223 reviews

Livingston Pool House- In The Heart of Downtown

Welcome to the Pool House! Our newly renovated detached pool house is located in the heart of downtown Orlando, in the Lake Eola Heights Historic District. We are two blocks to beautiful Lake Eola and all the dining and entertainment that Orlando has to offer. The Pool House has everything you need for a relaxing time at home, yet all the entertainment at your finger tips! Downtown living with a tropical escape!

Guest favorite

Guesthouse in Jacksonville

4.98 out of 5 average rating, 167 reviews

Enchanted Forest: a Magical Luxury Studio

Lost to time, at the end of a long forgotten forest path, where dappled sunlight outline trees, moss, and stone. Enjoy the luxurious richness of satin, velvet, chandeliers and candles. Looking to escape, we’d love to share the path to this hidden destination in Historical Riverside. Equipped for work travel, date night, solo escapes, or longer vacations, this enchanted forest destination is right for you.