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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Guest favorite
A vintage Airstream is set among lush greenery, featuring a patio area with two white chairs and scattered flower pots. Sunlight filters through the trees, casting soft shadows on the ground, creating a serene outdoor setting. The Airstream’s silver exterior complements the natural surroundings.
Guesthouse in Carrabelle
4.82 out of 5 average rating, 486 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 comfortable living area showcases a leather couch accompanied by two light-colored armchairs. A ceiling fan provides airflow, while a simple art piece and a small plant add aesthetic interest. Soft lighting illuminates the warm wood flooring, enhancing the open layout.
Guesthouse in Pensacola
4.98 out of 5 average rating, 163 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
The exterior of Dune Villa is showcased, featuring a covered porch with a railing and seating for relaxation. Surrounding trees provide shade, while a wooden fence borders the space, offering privacy. The structure's simple design reflects a welcoming ambiance.
Guesthouse in Santa Rosa Beach
4.96 out of 5 average rating, 255 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 cozy outdoor space is showcased, featuring a patio with a light pink cottage, surrounded by lush greenery. A grill and seating area invite relaxation, with an umbrella providing shade. A small table stands alongside, enhancing the inviting outdoor setting.
Guesthouse in Pensacola
4.9 out of 5 average rating, 328 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.

Guest favorite
A serene beach scene is depicted, featuring gentle waves lapping against a sandy shore. The water transitions from deep turquoise to soft green, under a bright sky with scattered clouds, creating a tranquil coastal atmosphere.
Guesthouse in Santa Rosa Beach
4.93 out of 5 average rating, 303 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
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, 139 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

Top guest favorite
A patio area is visible, surrounded by lush greenery and vibrant flowers. A red table and chairs sit under a green umbrella, providing a shaded spot for relaxation. An enormous live oak tree offers additional coverage, enhancing the secluded garden feel.
Guesthouse in Pensacola
4.96 out of 5 average rating, 706 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.

Guest favorite
A light blue two-story house is presented from an aerial perspective, featuring a covered balcony with a small red table and chairs. Green trees surround the home, and a paved driveway leads to the entrance, enhancing the inviting exterior.
Guesthouse in Santa Rosa Beach
4.86 out of 5 average rating, 200 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.

Top guest favorite
The spacious studio features a Queen 'Select Comfort' bed, complemented by two nightstands and a lamp. Large windows bring in natural light, while a stylish chair adds comfort. A decorative rug enhances the room's charm, and air conditioning is provided for comfort.
Guesthouse in Port St. Joe
4.96 out of 5 average rating, 300 reviews

Carriage House on the Beach

This is a roomy 500 square foot (46 m2) bright and airy studio with full bath. The beach is just a half-mile away; an easy walk or a very short drive. Attached to a seldom-used two-car garage, it is super quiet, completely private, and very clean. Your hosts are a retired couple who live on-site in a detached residence. English and German spoken. Pets (one dog only) welcome with prior coordination. Late check in is NOT available; we will meet you at the door.

Top guest favorite
A bright living area features a comfortable sofa adorned with decorative pillows and a textured throw. Two abstract art pieces are displayed on the wall above the sofa. A round table with stylish chairs sits beside a large window, allowing natural light to fill the space.
Guesthouse in Pensacola
4.98 out of 5 average rating, 133 reviews

Walkable + Luxe ~ 1BR Guesthouse w/ Fire Pit+Grill

At this modern 1BR guesthouse in the heart of East Hill, you’ll enjoy a walkable neighborhood with plenty of quiet. Inside, soaring ceilings and high-end furnishings make for an upscale but comfortable space. Outside, you're steps from Alga Brewery, local food trucks, and popular morning spots like Jitterbug. Fire up the BBQ and wind down with a glass in hand—and when you’re ready for adventure, downtown and the beach are just 10 minutes away.

Guest favorite
The spacious sleeping area features a large bed with soft bedding, complemented by a neutral-toned blanket. A comfortable couch is positioned nearby, while sliding glass doors provide natural light and access to the outdoor space.
Guesthouse in Pensacola
4.87 out of 5 average rating, 247 reviews

The Carriageway Cottage -Close to Pensacola Beach!

Whether you’re visiting Pensacola for business or pleasure, thank you for your interest in our guest house. We’re located in the heart of East Hill, which is a very charming and established neighborhood. The area is peaceful and quiet, yet only about a 5-10 minute drive downtown Pensacola. We will do everything we can to make your stay great! The guest house is located directly off of our private carriageway behind the house.

Top guest favorite
A charming sleeping area is furnished with a black metal bed, adorned with decorative pillows in coral and white. A small nightstand holds a lamp, providing soft light, while a wooden chair and a vibrant wall decor piece add a touch of character.
Guesthouse in Panama City
4.89 out of 5 average rating, 175 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 , Alice's on Bayview and Captains Table .Also inquire about monthly rates.

Popular amenities for Florida Panhandle guesthouse rentals

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