Guesthouse vacation rentals in Florida Panhandle

4.96 out of 5 average rating, 360 reviews

An outdoor pool area is enclosed by a white fence, featuring a large blue swimming pool complemented by a spa. Comfortable lounge chairs are arranged around the deck, and a gazebo provides shaded seating. Tall trees and clear blue skies create a serene backdrop.

Guesthouse in Chipley

Guesthouse & Pool

This family friendly home is less than 2 miles from Walmart and restaurants. Wifi, Netflix, and Prime video are included with your stay. There is one queen bed, one full bed, a queen size sleeper sofa, and a twin. All of which can accommodate a total of 7 guests. Chipley is located off I-10. It is a 55-minute drive to the beach and a 45-minute drive to Dothan, AL. Falling Waters State Park is 3 miles away. Caverns park 15 miles. No pets and no smoking allowed. Home is sanitized between guest.

Guesthouse in Santa Rosa Beach

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.

4.96 out of 5 average rating, 248 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 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.

4.9 out of 5 average rating, 322 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.

A light-filled living area features a comfortable white sofa and a glass coffee table on a round woven rug. Two large windows allow natural light to illuminate the space, complemented by soft curtains. A decorative piece hangs on the wall above the sofa, adding interest.

4.99 out of 5 average rating, 188 reviews

EAST HILL - Bayview Park Private Carriage House

Maggie's Carriage House is a professionally decorated carriage house in the historic East Hill neighborhood. We are one block 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

Guesthouse in Santa Rosa Beach

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.

4.92 out of 5 average rating, 293 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.

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.

4.96 out of 5 average rating, 701 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

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.

4.86 out of 5 average rating, 192 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.

Guesthouse in Port St. Joe

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.

4.96 out of 5 average rating, 295 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.

A modern kitchenette features sleek cabinetry and a white countertop. Essential appliances include a refrigerator, a microwave, and an electric kettle. Two wooden stools are positioned at the countertop, and a wall-mounted shelf displays decorative items and kitchenware.

4.96 out of 5 average rating, 185 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.

Guesthouse in Gulf Breeze

A serene canal view showcases calm waters lined with docks and boats. Lush greenery frames the waterway, and buildings are visible in the distance against a clear blue sky. The scene is tranquil, inviting a sense of peace and relaxation.

4.95 out of 5 average rating, 187 reviews

Cute Carriage House Apartment with View

Situated just east of Pensacola and just north of Pensacola Beach, our place is located in a quiet neighborhood, just a short drive from amazing restaurants and the most beautiful, snow white beaches in Florida. Our private suite has one bedroom, one bathroom and an open living/kitchen area. Sleep up to four guests with a queen bed in the bedroom and a new queen size pull out sofa in the living area.

Guesthouse in Panama City

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.

4.88 out of 5 average rating, 166 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.