Guesthouse vacation rentals in Florida

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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, 547 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 Leesburg

4.98 out of 5 average rating, 363 reviews

Silver Lake Guest Pool House

The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool . Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from grocery stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers

Guest favorite

Guesthouse in Deer Island

4.94 out of 5 average rating, 101 reviews

Sapphire Cottage - sleeps 6, on 5 acres with canal

We are on 5 beautiful wooded acres with a boat dock on the canal. Relax by the pool, enjoy a BBQ by the firepit, fish from the boat dock, enjoy nature, or simply read a book in the gazebo. Sapphire Cottage has a Master with a queen size bed, a fully equipped kitchen, 2 full size sofa-beds, dinning area for 6, and a full size bathroom. Whether you are looking to relax or a bit of adventure we have the perfect remote location for you. 2 kayaks, 2 bikes, & pontoon tours available…ask 4 details.

Guest favorite

Guesthouse in Ormond Beach

4.99 out of 5 average rating, 110 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, 381 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, 111 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.

Guest favorite

Guesthouse in Jacksonville

4.99 out of 5 average rating, 224 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.

Guest favorite

Guesthouse in Cocoa Beach

4.97 out of 5 average rating, 256 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 Gainesville

4.98 out of 5 average rating, 200 reviews

Walk to UF! Historic King Bed Loft w/ Private Deck

If you are visiting Gainesville, look no further than Camellia Loft. This historic gem was built in 1924 and has been freshly renovated to bring it into the modern era. Enjoy the birdsong and majestic trees from your private deck overlooking the backyard—or relax inside as light streams through the loft's massive skylights. Only 0.5 miles to UF campus and exactly 1 mile to the stadium, you can easily walk to campus or games. Unwind by the shared fire pit or enjoy cooking on the grill

Superhost

Guesthouse in Lake City

4.88 out of 5 average rating, 1,030 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, 226 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, 177 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.