Guest house holiday rentals in Florida

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Top-rated guest house rentals in Florida

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

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Top guest favourite
The inviting exterior features a two-story home framed by lush green grass and mature trees. Arched windows and a symmetrical design enhance the charm, while a driveway leads to the front entrance, providing easy access to the peaceful surroundings.
Guest house in Leesburg
4.98 out of 5 average rating, 425 reviews

Silver Lake Guest Pool House Very Private !

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

Top guest favourite
A compact kitchen area features wooden shelving displaying various ceramic bowls, pots, and decorative items. The full-size stove is positioned under a light fixture, with a dark sink and wooden countertop enhancing functionality. Artwork and plants add touches of decor above the counter.
Guest house in St. Augustine
4.88 out of 5 average rating, 313 reviews

Tiny House three blocks from beach!

The tiny house at the Crescent Beach house is a one bedroom one bath detached guesthouse ! The bedroom includes a queen bed and closet. There is a great kitchen with a full size stove/oven, keurig, and microwave. Wifi and large smart tv for own subscriptions, no cable. Beach chairs, towels, and umbrella included! Soak in the great Florida beach lifestyle. There’s a board walk beach access at the end of the street ! This tiny house is adjacent to a two story home which is a separate Airbnb!

Top guest favourite
A refreshing plunge pool is surrounded by a spacious patio, accented by lounge chairs and stylish seating. The newly constructed guest home features multiple outdoor levels with a spiral staircase, and lush greenery lines the perimeter, enhancing the inviting outdoor space.
Guest house in Cocoa Beach
4.97 out of 5 average rating, 359 reviews

The Cocoa Boho Rooftop Retreat

Escape to your own slice of paradise, a brand-new boho-chic retreat just 2 minutes from the beach! Picture this: ocean views from your private rooftop patio, mimosas in hand, Atlantic breezes flowing through bright, airy interiors. This isn't just accommodation, it's your perfect beach escape. Whether you're planning an unforgettable girls' trip, a romantic poolside retreat, or the ultimate theme park + beach combo vacation, Cocoa Boho delivers that perfect coastal vibe you've been craving.

Top guest favourite
A tranquil outdoor space features a well-maintained heated pool surrounded by lush greenery and colorful flowers. Seating areas with black Adirondack chairs are positioned around the pool, offering a peaceful setting. A covered patio stands in the background, complementing the inviting atmosphere.
Guest house in St. Augustine
4.95 out of 5 average rating, 193 reviews

Heated Pool Beach Bungalow Steps to the Ocean

Beautiful brand new in 2022 en-suite Bungalow beach side! Perfect for a romantic get a way or just one person, just 600 steps to the beach. Five minutes to the St Augustine pier and 10 minutes to the oldest city in the US, Historic Downtown St Augustine. Not only do you have the most comfortable bed to fall into, a 50" TV, recliners and an amazing heated pool. Beautiful beach sunrises, fishing, hiking, Concerts at the Amphitheater. For your safety you have an electronic keyless entry.

Top guest favourite
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.
Guest house in Gainesville
4.95 out of 5 average rating, 279 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

Top guest favourite
A well-appointed sleeping area features a spacious bed dressed in light gray bedding, flanked by two bedside tables with stylish lamps. Colorful wall art complements the space, while natural light streams through several textured windows, enhancing the tranquil ambiance.
Guest house in Gainesville
4.97 out of 5 average rating, 617 reviews

Renovated Private Studio - Walking Distance to UF

NEWLY RENOVATED - Enjoy your Gainesville stay in this mid-century modern studio 0.5 miles from UF and 2 miles from UF and HCA hospitals. No detail was overlooked in this beautifully designed detached guest house with an abundance of natural light, upscale finishes, and endless amenities - kitchenette, mini fridge/freezer, smart TV, and more! This conveniently located private and quiet space in the heart of Gainesville is perfect for anyone visiting for just one night or a few weeks.

Top guest favourite
The rustic boathouse is positioned near a scenic wooden dock extending into the river. Sunlight reflects off the water while a peaceful horse stands nearby, surrounded by lush greenery. The weathered exterior of the boathouse complements the natural setting.
Guest house in East Palatka
4.94 out of 5 average rating, 119 reviews

Charming Rustic Boathouse

Come stay at our rustic boathouse along the serene river. Its weathered, wooden, exterior exudes charm, adorned with unique decor. The sunlight reflects the water, casting shimmering light against the boathouse. Surrounding it, is lush greenery and trees that create a picturesque backdrop. Inside the boathouse is a cozy and inviting, with simple furnishings and the gentle scent of wood. It's a haven where one can escape the bustle of everyday life and embrace the countryside.

Guest favourite
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.
Guest house in Lake City
4.88 out of 5 average rating, 1,124 reviews

Loft Apartment/studio/kitchenette /porch

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 favourite
An aerial view captures the spacious grounds of Nova Beach Cottage, surrounded by lush greenery and palm trees. The property is located steps from the beach, with a clear view of the ocean in the background. The layout of the buildings and pathways is evident.
Guest house in Fort Pierce
4.97 out of 5 average rating, 216 reviews

Extraordinary location, private, beach path, cozy

Location, privacy, ocean. Due to health concerns, pool seen from aerial shots not available Nov-May because owners will be in residence in the main house. Welcome to Nova Beach Cottage, the guest house on the oceanfront estate of famous sculptor, Mihai Popa, a.k.a. “Nova”. Located on the south tip of North Hutchinson Island directly next to the Fort Pierce Inlet State Park. Garden and beach path a few steps from the cottage. Screened patio from bedroom.

Top guest favourite
A private outdoor area features a golf putting green with a textured surface, a jacuzzi with soft blue hues, and a wooden pergola. Near the pergola, a grill is provided alongside comfortable seating. Vibrant green walls and string lights enhance the inviting atmosphere.
Guest house in Tampa
4.97 out of 5 average rating, 117 reviews

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"

Welcome to Tampa Luxury Casita, a stylish and centrally located retreat featuring a relaxing jacuzzi and a private golf putting green. Located within walking distance to Busch Gardens, this beautifully designed space offers modern amenities, cozy comforts, and easy access to top attractions. Whether you're here for a weekend getaway or an extended stay, our casita promises a luxurious and unforgettable experience. Book now and enjoy the best of Tampa Bay!

Top guest favourite
A studio apartment featuring dark green walls and natural wood accents. A queen bed is adorned with a vibrant blue blanket, while lush plants and a cozy seating area enhance the ambiance. A kitchenette with dark cabinetry and nature-themed artwork offers a serene retreat.
Guest house in Jacksonville
4.96 out of 5 average rating, 344 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 favourite
A cozy studio features a spacious bed with a decorative blue and white coverlet. Natural light streams through the floral-patterned curtains, illuminating the wood-grain flooring. A ceiling fan, air conditioning unit, and various furniture pieces provide comfort and functionality within the inviting space.
Guest house in DeLand
4.9 out of 5 average rating, 523 reviews

The Cottage at True Trail Farm

Our studio Cottage is pet friendly and sleeps 2 comfortably. This is a tiny house where we have managed to fit all essentials for a relaxing stay. We are 5 minutes from historic downtown and 30 minutes to the World’s Most Famous Beach, Daytona Beach. Enjoy fresh eggs from our chickens in the morning before heading to the Springs for a cool dip or manatee watching only 10 minutes away.

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