Guesthouse vacation rentals in Florida Panhandle

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Top-rated guesthouse rentals in Florida Panhandle

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

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Top guest favorite

An aerial view captures the coastline lined with white sands and visitors enjoying the beach. Colorful umbrellas and beach chairs dot the shore. In the background, low-rise buildings and lush greenery are visible, portraying a relaxed seaside community.

Guesthouse in Destin

4.98 out of 5 average rating, 375 reviews

Carriage House by the Beach

Cozy carriage house one block from the most beautiful beaches in Florida! Enjoy a full kitchen with granite counter tops and all of the tools needed to cook a fantastic dinner to eat on your deck overlooking the pool. Snuggle on the couch watching a large TV or catch up on social media with free Wifi. Sleep in a comfortable king bed and enjoy a private bath. Walk to restaurants, shops and nightlife. Perfect for a vacationing couple or anyone in town for business. Includes beach chairs!

Top guest favorite

A modern kitchen features stainless steel appliances and a spacious layout. White cabinetry contrasts with a decorative stone backsplash. A round black dining table is set for four, with a decorative bowl at the center. Large windows allow natural light to fill the space.

Guesthouse in Pensacola

5 out of 5 average rating, 140 reviews

Luxury East Hill Apt. Near Downtown Pensacola

Located in Pensacola's historic East Hill neighborhood, our luxury modern apartment is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. W/Dryer, King Bed, Full Kitchen, Gas Fire Pit, and Private Parking. Enjoy your stay in America's first settlement and be sure to check out VisitPensacola.com for events while you're here!

Top guest favorite

A modern bathroom features white subway tiles covering the shower walls, which is enclosed with glass. A sleek vanity with a mirror and bright lighting complements the space. Fresh towels are neatly arranged on a shelf above the toilet, enhancing the organized appearance.

Guesthouse in Santa Rosa Beach

4.97 out of 5 average rating, 239 reviews

Dune Villa - Santa Rosa Beach /30-A

Dune Villa is located on the west end of 30-A. Our stand alone guest house has a private entrance with guest parking, full kitchen, laundry, queen size bed, bathroom and outdoor shower. Beach chairs/umbrella, beach towels, cooler, and two bicycles are provided. Just around the corner from Stinky’s Fish Camp, Santa Rosa Golf Club, Topsail State Park, Coastal Dune Lakes and Gulf Place Town Center. The perfect vacation rental for quick trips to the beach, business trips, or an extended vacation.

Top guest favorite

A welcoming sign displays the name 'Milton' prominently, adorned with decorative elements and the year of incorporation, 1844. The sign is framed by lush greenery, suggesting a friendly atmosphere conducive to exploration.

Guesthouse in Milton

4.99 out of 5 average rating, 145 reviews

Charming Bayou Bungalow near downtown Milton!

Visit historic Milton while staying in our comfortable bungalow, which is close to everything making it easy to plan your visit. Nearby downtown boasts music, festivals, breweries, restaurants and farmers markets. Ride on site bikes on Blackwater Heritage Trail. Explore Marquis Bayou and Blackwater River in on site kayaks. Pick blueberries in season. 40 mins to Navarre Beach. 30 mins to Pensacola. Kitchen w/fridge/micro/toaster oven/dbl burner cooktop. Queen bed with comfy Serta mattress.

Top guest favorite

A white, two-story house is displayed against a clear blue sky, surrounded by manicured lawns and neatly trimmed shrubs. The property's striking facade features large balconies and modern architectural details, providing an inviting presence on the quiet street.

Guesthouse in Pensacola

4.99 out of 5 average rating, 177 reviews

EAST HILL - Bayview Park Private Carriage House

Maggie's is a professionally decorated carriage house in the historic East Hill neighborhood. We are one block over from Bayview Park - you can enjoy walks, paddle boarding and kayaking. The carriage house has a private entrance at the back of the property. At 700sf, it has a full kitchen, dining room, living room, king bedroom with second TV, and a full bath with washer/dryer. 1 mile to Publix 10 min. to the airport 5-10 min. to downtown Pensacola 10-15 min. to the beach

Top guest favorite

A wooden boardwalk leads to the beach, framed by tall grass on both sides. The sun reflects off the vibrant blue water under a clear sky, creating a serene atmosphere. A yellow flag stands tall on the sand, indicating beach conditions.

Guesthouse in Santa Rosa Beach

4.93 out of 5 average rating, 282 reviews

The Lily Pad, a 30A beach getaway

The house is located in a secluded area off Scenic Highway 30A, about 1/2 mile from the Beach access at Stallworth lake. We are at one of the most pristine beaches in the area, adjacent to the Topsail State Preserve, with many hiking and biking trails, wildlife viewing, canoeing, kayaking and paddle-boarding options. This location has easy access to all the shopping and amenities of highway 98, yet close enough to bike to the action at Watercolor, Seaside and Grayton Beach.

Top guest favorite

A framed artwork depicts the state of Florida, illustrated in swirling blue patterns. The design features a subtle yellow circle representing the sun. The frame has a natural wood finish, complementing a background of abstract, colorful brushstrokes in blue and yellow.

Guesthouse in Navarre

4.96 out of 5 average rating, 252 reviews

S.K.I. Beach House (Spending our Kids Inheritance)

One of the new houses on the beach. Where you have beautiful views of the sunrise over the Gulf from your front deck and the sunset over the Santa Rosa Sound from your back deck. You are just a short walk to amazing shelling, swimming, paddle boarding, kayaking, boogie boarding or just plain relaxing on the "Most Relaxing Place in Florida." All on the sugar white sand beaches of the Emerald Coast. During your stay here you will find yourself in a suite full of amenities.

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, 117 reviews

Siesta Cottage on the Blackwater

Looking for convenience to all of the Gulf Coast's treasures without breaking the bank? Have a boat or jet skis? Coastal guest house on 3 acre waterfront estate on Ward Basin/Blackwater Bay. Close to beaches, downtown Pensacola, and all of the natural wonders of NW FL. Nearby boat ramp, space for boat trailer, and ability to tie up to the dock on site. Sleeps four (queen bed and queen sleeper). No Pets - 2 min to I-10 -20 min to Navarre Beach -30 min to Downtown Pensacola

Guest favorite

Guesthouse in Santa Rosa Beach

4.85 out of 5 average rating, 185 reviews

Carriage House 1.5 bed/1 bath located off 30A

You’ll love our place because of the ambiance, the neighborhood, the people and the location. This guest house is located in a gated community just steps from the beach with a community pool across from the home. Beach is 700 steps from front door along a paved sidewalk to private beach access for the neighborhood. The Carriage House is perfect for couples, families (with kids), and solo adventurers. Need more room? We have a larger home on property that sleeps 11.

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Guesthouse in Carrabelle

4.98 out of 5 average rating, 109 reviews

Private Cottage in an Enchanted Garden-by-the-Sea

Welcome to 'EVENTIDE", our cozy Cottage at the magical 8-acre Jasmine-by-the-Sea Retreat! Located 15 min away from St.George Island and Dog Island, 5 min away from Carrabelle Beach and 15 min away from St.James Bay golf course and the beautiful historic town of Apalachicola, we are located in a prime location! We are nestled in a secluded, private, fenced-in property with ocean views, surrounded by gorgeous gardens and with access to a small private beach.

Top guest favorite

A sweeping aerial view captures the coastline's soft white sands and the vibrant blue waters of the Gulf of Mexico. High-rise buildings line the beach, while the horizon features hints of nearby islands and a long pier jutting into the ocean.

Guesthouse in Pensacola

4.96 out of 5 average rating, 180 reviews

1950’s East Hill Carriage House

Welcome to our renovated 1950s carriage house, tucked privately behind our home in East Hill. Steps from scenic Bayview Park with paddle boards, canoes, and bikes for rent, and a short ride to bars, breweries, and restaurants on 12th Avenue. Historic downtown Pensacola offers shopping, dining, and live music at Vinyl Music Hall and performances at The Saengar Theater. Plus, the stunning white sands of Pensacola Beach are a short and stunning drive away.

Guest favorite

A framed watercolor artwork depicts a mermaid with flowing hair and a colorful tail. Soft hues of blue and green are present, with the mermaid seated gracefully. The frame is light wood, complementing the light and airy atmosphere of the space.

Guesthouse in Panama City

4.87 out of 5 average rating, 149 reviews

"Bliss On The Bay" Guesthouse W/Kitchen

Keep it simple at this peaceful and centrally-located place. We are on the water bring your boat keep it at the dock and only 15 minutes from Shell Island. The entire studio apartment is just minutes from Historic downtown Panama City and St. Andrews Bay where there's local restaurants Hunts Oyster Bar, Uncle Ernie's , and the Shrimp boat.Also inquire about monthly rates.