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

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 :)

Guest favorite

Guesthouse in Tampa

4.94 out of 5 average rating, 139 reviews

HOT TUB & Ping-Pong, Pac Man Arcade, Free Wine !

You will Experience serenity at The Loft House Retreat! Amidst lush Florida plants, unwind in a hot tub, challenge friends to ping pong, or cozy up by the fire pit and Projector. Inside, enjoy 2 full beds & refresh in a full bathroom with a walk in Shower. Explore Tampa's gems: Busch Gardens, Downtown Tampa, Waterstreet, Armature Works, Zoo Tampa, The Florida Aquarium, Raymond James Stadium, Sparksman Wharf, Michelin-starred restaurants, and historic eateries. Book your unforgettable escape now!

Guest favorite

A wide expanse of Carrabelle Beach features soft, white sand extending alongside calm blue waters. The shoreline is gently curved, with distant trees lining the coast and a clear blue sky overhead, inviting relaxation and enjoyment of the natural surroundings.

Guesthouse in Carrabelle

4.81 out of 5 average rating, 456 reviews

Good Vibrations

Step back in time for a vacation in old Florida. The beautiful town of Carrabelle, is a small coastal town with the beach, good food, music and lots of atmosphere. Your Airstream is a fully updated vintage 1965.All amenities needed for a stay are provide. The bathroom and kitchen are updated. The kitchen is equipped with a stove, oven, refrige,microwave and coffee maker and even coffee. 1 full size bed , a sofa bed,Dish television and WiFi are provided. Bring your clothes and come to PARADISE!

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, 432 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

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, 296 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.

Superhost

A clear and inviting heated pool is framed by neatly arranged pavers, surrounded by lush greenery and colorful flowers. A tranquil lake is visible in the background, enhancing the peaceful atmosphere of the outdoor space.

Guesthouse in Orlando

4.87 out of 5 average rating, 294 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 $10 every extra day.

Top guest favorite

The image showcases a charming white cottage with a red-roofed accent and decorative window shutters. Two wooden chairs are positioned on a green lawn in front, accompanied by a small lantern. Lush tropical plants surround the entrance, enhancing the inviting appearance.

Guesthouse in St. Petersburg

4.99 out of 5 average rating, 146 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!

Guest favorite

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, 140 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.

Guest favorite

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, 1,069 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

A bright dining area is defined by a round table surrounded by two pastel-colored chairs. Natural light filters through sheer shades on dual doors, which lead to an outdoor space. Decorative wall baskets and a small shelving unit enhance the cheerful and welcoming ambiance.

Guesthouse in Orlando

5 out of 5 average rating, 247 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!

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, 245 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.

Guest favorite

An arched wooden gate displays the number '231' and opens to a stone pathway lined with palm trees. Lush greenery and a vibrant flowerpot add a welcoming touch, leading to a courtyard area in the distance.

Guesthouse in Fort Lauderdale

4.91 out of 5 average rating, 188 reviews

Villa with Heated Pool, Laundry, Ping Pong & More

Romantic, clean, private and quiet: perfect to relax after a day at the beach or work. Modern décor, high end appliances and furniture, 82inch Samsung smart TV with Bose soundbar, private gazebo with grill. Just 3 miles from the beach and 1 mile from main highway i95 and 1 mile from Wilton Manors. Walking distance to grocery stores, bars and restaurants.