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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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A private pool glistens under the sun, surrounded by lush palm trees. Two pink loungers rest on the water's edge, enhancing the relaxing atmosphere. The serene view includes a glimpse of the New River, adding to the tranquil setting.

Guesthouse in Fort Lauderdale

4.92 out of 5 average rating, 108 reviews

Guest Suite - Private Pool! 15 Minutes to Beaches

Picture yourself relaxing at a PRIVATE pool not shared with other guests! Casita Del Rio, a stunning vacation rental on the New River in Ft. Lauderdale, FL! This private guest suite offers exclusive comfort with an upscale bathroom, refrigerator, microwave, and Keurig. The pool area is, exclusively yours, with loungers for basking in the sun. Book your unforgettable escape less than 20 minutes away from Ft. Lauderdale's stunning beaches, restaurants, and so much more. Questions? Message us :)

Top guest favorite

Guesthouse in Sarasota

5 out of 5 average rating, 204 reviews

Magical Guesthouse 1 mi from SRQ airport

@Aloe_Stranger 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

Top guest favorite

A tranquil outdoor area is illuminated by a fire pit, casting a warm glow over the surrounding space. A saltwater pool and spa are visible, their water reflecting gentle blue hues in the nighttime setting, surrounded by wooden fencing and greenery.

Guesthouse in West Palm Beach

4.97 out of 5 average rating, 436 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.

Guesthouse in St. Petersburg

4.84 out of 5 average rating, 330 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).

A spacious outdoor dining area features a long, rectangular concrete table accompanied by dark wood benches and wicker chairs. Lush greenery surrounds the space, enhancing the tranquil setting. A pool is visible in the background, alongside a hanging chair and a patio umbrella.

Guesthouse in Cocoa Beach

4.96 out of 5 average rating, 297 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.

Top guest favorite

An outdoor deck is illuminated by soft lighting, featuring comfortable seating under a canopy. Surrounded by greenery, the area offers a peaceful setting, with stone pathways leading to the deck. The ambiance is enhanced by the gentle glow from hanging lights.

Guesthouse in St. Petersburg

4.99 out of 5 average rating, 149 reviews

Centrally Located Cozy 1-bed Private Cottage!

This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

A welcoming entrance features a glass door adorned with a wreath and a decorative sign. An outdoor kitchen area is equipped with appliances and a television. Dining options include a set of high-top tables surrounded by chairs, with natural light illuminating the space.

Guesthouse in Cape Coral

4.94 out of 5 average rating, 143 reviews

Pool Modern Apartment fishing paradise

Location! Location! This apartment is close distance to Deli, restaurants and supermarket . The house faces the canal with breathtaking views we have cameras facing the canal and pool area in order to protect guests. The apartment is attached to the main house but private entrance totally separate. Functional full kitchen in the Lanai area Is only for 2 persons. No children allowed. After May 2025 pool will be shared by 1 or 2 more guest. No service dogs or comfort pets allowed.

A two-story black wooden structure is depicted, featuring a spacious balcony adorned with seasonal decorations. Stairs lead to the upper level, and a covered area with parking is visible below. Surrounding greenery includes tall trees, enhancing the natural setting.

Guesthouse in Lake City

4.88 out of 5 average rating, 1,071 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.

Top guest favorite

Guesthouse in Orlando

5 out of 5 average rating, 249 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!

A stone pathway lined with smooth pebbles leads through a lush garden area, featuring greenery on either side. Two horses can be seen walking in the open field beyond, with a white farmhouse and fencing in the background under a clear sky.

Guesthouse in Homestead

4.96 out of 5 average rating, 136 reviews

Villa Samsara - on a beautiful 5 acre farm

When you come and stay with us, it’s a deeply immersive experience with our horses. Often you will find them in your front door or window. There is something profoundly impactful about being around horses and sharing close-quarters with them. You are in their energy field, receiving all that they have to offer. Without even realizing it, your energies are being grounded and regulated through their presence.

Top guest favorite

A compact kitchenette features rustic wooden cabinetry and a stone wall backdrop. A forest mural adds a natural element, while a stainless-steel sink and essential appliances are visible. Utensils are neatly arranged, enhancing the workspace with a warm, inviting ambiance.

Guesthouse in Jacksonville

4.98 out of 5 average rating, 251 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.

Top guest favorite

A Tiki carving featuring a distinct face with vibrant red eyes and a colorful palm tree on its head is displayed prominently under a covered patio. Natural elements like thatched roofing and wooden fencing create a relaxed tropical atmosphere.

Guesthouse in New Port Richey

5 out of 5 average rating, 168 reviews

Palm Hideaway on the Cotee River

Relax on the river at Palm Hideaway-a luxury escape to the Gateway of Tropical Florida. Our cozy guest cottage is nestled amid lush greenery on the Pithlachascotee "Cotee" River in New Port Richey. Sleep in the king size bed & have coffee or tea on your Tiki patio rain or shine. Guests have shared access to the river from the park-like backyard & can enjoy the fire pit or paddle the kayaks.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Florida guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

A modern kitchenette is equipped with dark cabinetry and a microwave, situated adjacent to a cozy sleeping area. A spacious bed is dressed in soft bedding. Seating includes a black chair and a small table with a potted plant, completing the open layout.

Guesthouse in DeLand

4.83 out of 5 average rating, 296 reviews

Central Florida Garden Guesthouse

Top guest favorite

A tropical tiki hut features natural thatched roofing and wooden flooring, offering a relaxed seating area with a central coffee table. Surrounding greenery enhances the peaceful ambiance, while a scooter is visible in the background, suggesting a convenient way to explore the area.

Guesthouse in Biscayne Park

4.95 out of 5 average rating, 499 reviews

Cozy and charming cottage

An outdoor seating area features multiple blue Adirondack chairs arranged around a circular stone patio, complemented by a small green table. A lamp post stands nearby, and a flag flutters gently in the breeze, surrounded by lush greenery and tall palm trees.

Guesthouse in St. Augustine

4.91 out of 5 average rating, 577 reviews

Captain's Quarters Tiny House

A tranquil beach scene is depicted, showcasing crystal-clear waters that blend from turquoise to green. A person stands waist-deep in the water, with a horizon extending into the distance. Driftwood and natural debris adorn the sandy shore under a bright blue sky with scattered clouds.

Guesthouse in Sarasota

4.92 out of 5 average rating, 517 reviews

La Casetta: "the little house" near to the beaches

A private guest house is displayed, featuring a welcoming entrance with a green door and four lounge chairs positioned on a sunlit patio. The surrounding area is graced by lush trees, providing shade and a sense of tranquility.

Guesthouse in Vero Beach

4.92 out of 5 average rating, 155 reviews

Country Life Guest house with pool

Top guest favorite

A charming outdoor patio area features a wooden pergola overhead, providing shade. Potted plants and herbs are arranged thoughtfully around the space. Two sets of double doors lead inside, complemented by white garden furniture, inviting relaxation and connection with nature.

Guesthouse in Sarasota

4.98 out of 5 average rating, 268 reviews

Casita Lantana, a 1925 cottage in a Tropical Oasis

A small kitchenette is shown, featuring a compact refrigerator, microwave, and countertop with two black stools. Natural light enters from a glass door, and a trash can is positioned near the entrance. A rug and decorative items enhance the space.

Guesthouse in Delray Beach

4.95 out of 5 average rating, 498 reviews

Delray Getaway

A rustic barn-style structure is set against a backdrop of greenery under a partly cloudy sky. The white exterior features double doors, and the surrounding area is landscaped with grass and plants, creating an inviting outdoor space.

Guesthouse in Vero Beach

4.9 out of 5 average rating, 358 reviews

Charming, Barn Apartment on Farm, with Animals

Guest house rentals with a patio

A spacious sleeping area features a king-sized bed with a patterned gray blanket and colorful accent pillows. A dining table with green chairs is positioned by the window, and light fixtures provide illumination. Artwork adorns the wall, enhancing the overall aesthetic.

Guesthouse in Fort Lauderdale

4.86 out of 5 average rating, 259 reviews

Trendy Studio in FLL - Private entrance & bathroom

Top guest favorite

A modern living area features a gray sofa adorned with turquoise accent pillows, positioned beside a low black coffee table. A large area rug with abstract patterns covers the floor. The open kitchen and dining area are visible in the background, showcasing a stylish design.

Guesthouse in Kissimmee

4.98 out of 5 average rating, 257 reviews

Little Blue House with private entrance & parking

Top guest favorite

A light-filled living space features a gray sofa and a rattan chair, accompanied by a round coffee table adorned with a small plant. A spacious bed is positioned against the wall, and light curtains enhance the airy feel of the room, leading to a porch outside.

Guesthouse in St. Augustine

4.97 out of 5 average rating, 330 reviews

“Little Pink House”-hidden gem in the 💗 of Uptown

Top guest favorite

A spacious bedroom features a king-size bed with a stylish tufted headboard, draped in golden bedding. Two bedside lamps provide soft illumination. The room is complemented by modern tile flooring with a marble pattern, and a ceiling fan enhances comfort.

Guesthouse in Palm Harbor

4.97 out of 5 average rating, 310 reviews

Private Suite, 1 bedroom, 1 bathroom, pool, patio

Top guest favorite

The exterior of the loft showcases a charming A-frame structure, accentuated by wooden beams and a warm glow from the illuminated windows. Soft string lights create an inviting atmosphere around the pathway, which is framed by lush greenery and leads to a shared firepit.

Guesthouse in Gainesville

4.96 out of 5 average rating, 235 reviews

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

Top guest favorite

A modern kitchen space features a round dining table with woven chairs, set with dishes and glassware. A soothing green wall and natural light from the window enhance the atmosphere. Open shelves display kitchenware, while a stainless steel refrigerator adds a contemporary touch.

Guesthouse in Jacksonville

5 out of 5 average rating, 125 reviews

Hip + Modern Florida Hideaway

A well-appointed studio apartment features an open layout with a combined kitchen and living area. Warm wood tones mingle with soft white walls, while leather seating surrounds a coffee table. A spacious bed with crisp linens is positioned near large windows, allowing natural light to fill the space.

Guesthouse in Jacksonville

4.96 out of 5 average rating, 250 reviews

Avondale Studio

A light-filled living area features a comfortable black sofa adorned with textured cushions. A round dining table with wooden chairs sits nearby. Natural elements are introduced through a potted plant and a woven light fixture, while a piece of artwork adds a touch of color to the wall.

Guesthouse in Jacksonville

5 out of 5 average rating, 127 reviews

Cozy Cottage in Springfield, Downtown Jax

Guest house rentals with a washer and dryer

Top guest favorite

A serene backyard area features four lounge chairs positioned on a patterned stone patio surrounded by lush greenery. Large umbrellas provide shade, enhancing the tranquil outdoor space perfect for relaxation or sunbathing.

Guesthouse in West Palm Beach

4.97 out of 5 average rating, 138 reviews

Raven Haus: Curated 2 Bedroom Guest House w/Pool

Top guest favorite

A well-appointed bathroom features a toilet, wall-mounted grab bars for accessibility, and a storage unit above the toilet. The neutral walls complement the tiled floor, creating a clean and functional space. Soft overhead lighting illuminates the area.

Guesthouse in Spring Hill

5 out of 5 average rating, 157 reviews

J&M Homestead

Top guest favorite

The entrance of the property is marked by a gated driveway, leading to a welcoming guest house surrounded by lush trees. The pathway is bordered by well-maintained landscaping, providing an inviting approach to the home.

Guesthouse in Milton

4.99 out of 5 average rating, 116 reviews

Siesta Cottage on the Blackwater

Top guest favorite

Guesthouse in Auburndale

4.97 out of 5 average rating, 156 reviews

Cozy 2-bedroom guesthouse on the lake

Guesthouse in Cocoa

4.95 out of 5 average rating, 106 reviews

Indian River Guest House-Waterfront-Dock-Near Port

Top guest favorite

A wooden deck extends alongside the home, adorned with lush green tropical plants. A storage unit sits on the deck, and sunlight filters through the leaves, creating a serene outdoor space. Palm trees and other foliage enhance the natural environment.

Guesthouse in St. Augustine

4.96 out of 5 average rating, 499 reviews

Newly Renovated, Clean, Private, Studio

Top guest favorite

A bright entryway is featured with an open door leading to a small patio. A mirrored cabinet stands adjacent to a cozy dining area with a round table and metal chairs. Wooden floors add warmth to the ambiance, complemented by natural light from nearby windows.

Guesthouse in Pensacola

4.96 out of 5 average rating, 692 reviews

North Hill Guesthouse

A bright and airy cabana offers a blend of indoor and outdoor spaces. Two woven chairs and a round table create a relaxing seating area. A laptop sits on the table, while large glass doors provide views of the heated pool surrounded by greenery.

Guesthouse in West Palm Beach

4.97 out of 5 average rating, 174 reviews

Tropical Cabana with Pool in West Palm Beach

Destinations to explore