Guesthouse vacation rentals in Florida Panhandle

A bright bathroom features a white vanity with two sinks and storage drawers. A large mirror is illuminated by three overhead lights. A shower/tub combination is present, along with decorative towels hung nearby. The neutral walls provide a calm backdrop.

4.92 out of 5 average rating, 101 reviews

Studio 54 - a modern beach-town studio

You’ll love this modern, stylish studio (open floorplan) duplex/guest house, completely separate from main house, in a quiet neighborhood, with private entrance, patio, & your own double driveway. Walking distance, 4 blocks, from the water (Bayou Chico) and big park. And close to everything Pensacola and Perdido Key have to offer 😎 - Airport (PNS) - 8miles - Downtown Pensacola - 3mi - Beaches: - Bruce Beach: 3mi - Pensacola - 12mi - Perdido Keys - 12mi - Naval Air Station (NAS) - 4mi

4.81 out of 5 average rating, 456 reviews

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

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!

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.

5 out of 5 average rating, 136 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!

Guesthouse in Santa Rosa Beach

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.

4.97 out of 5 average rating, 236 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.

A garden pathway made of brick is bordered by various potted plants and greenery. The main structure, a cottage, is visible in the background, surrounded by lush foliage. Sunlight filters through the leaves, creating dappled patterns on the ground.

4.9 out of 5 average rating, 310 reviews

Cozy Garden Cottage

Nestled in private quiet garden behind main house. Off street parking and own entrance. Safe and friendly neighborhood of East Hill. Can walk to a bakery and pub. Between downtown Pensacola and airport. 15 minute drive to beaches. Wireless internet strong signal. T.V. with antenna. Amish "fireplace" heater. Kitchenette with medium refrigerator, sink, microwave, toaster oven, George Foreman grill, griddle designed to cook anything, and eating utensils. Grill on patio. Beach gear.

4.99 out of 5 average rating, 142 reviews

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

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.

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.

4.99 out of 5 average rating, 171 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

4.99 out of 5 average rating, 112 reviews

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

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

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.

4.96 out of 5 average rating, 688 reviews

North Hill Guesthouse

This small but cute guesthouse, repainted and its floors refinished in December 2024, is a five-minute drive from downtown Pensacola, the double A baseball stadium on Pensacola Bay, and a host of restaurants and bars. It is also 20 minutes from Pensacola Beach and the beautiful Gulf Coast. The guesthouse is a separate structure, located in a semi-tropical garden, that affords lots of privacy and quiet in the historical North Hill neighborhood that is ideal for long walks.

Guesthouse in Santa Rosa Beach

4.86 out of 5 average rating, 180 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.

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.

4.96 out of 5 average rating, 178 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.

A well-appointed bathroom is featured with a white toilet and a sleek vanity. A round mirror reflects light and adds depth. Fresh flowers are displayed in a vase, enhancing the space. Soft green walls complement the white cabinetry and contribute to a clean, inviting ambiance.