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

Guesthouse in Pensacola

4.95 out of 5 average rating, 145 reviews

1950’s East Hill Carriage House

1950's newly renovated carriage house nestled privately behind our home, in the desirable neighborhood of EastHill. Located close to beautiful Bayview Park with bikes, paddle boards and canoe rentals as well as a short bike ride to local bars, brewery’s and restaurants on 12th Ave. Downtown Pensacola includes shopping, local bars, restaurants even enjoy a show at The Saenger Theater, Vinyl Music Hall or The Handlebar. The breathtaking white sands of Pensacola Beach are just a short drive away...

Jul 25 – Aug 1

€ 135 per night

Guest favorite

Guesthouse in Chipley

4.96 out of 5 average rating, 192 reviews

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.

Oct 6 – 13

€ 85 per night

Guest favorite

Guesthouse in Elberta

4.96 out of 5 average rating, 109 reviews

Quaint Tiny Home by the Bay (Mini Cottage)

A dog friendly (W/ Fee - See Below) picturesque tiny cottage centrally located off of Soldier Creek in Perdido Beach, AL. Enjoy a fenced backyard for pups and a small fire pit, minutes walk from Soldier Creek. Bring your boat & head directly into the bay and enjoy frequent dolphin sightings, island hopping, bay accessed bars&restaurants, soldier creek is a beautiful Kayak/Paddleboard/Pup friendly destination! White Sand Beach in Miles: (18mi perdido key)(20mi Gulf Shores) (11mi to OWA & Tanger)

Oct 13 – 20

€ 101 per night

Guest favorite

Guesthouse in Pensacola

4.9 out of 5 average rating, 273 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.

Dec 26 – Jan 2

€ 56 per night

Guest favorite

Guesthouse in Milton

4.99 out of 5 average rating, 113 reviews

Charming Bayou Bungalow - walk to downtown Milton!

Enjoy visiting historic Milton while staying in our comfortable cottage, which is close to everything making it easy to plan your visit. Walk to downtown Milton for live music, festivals, breweries, restaurants. 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 New Queen bed with comfy Serta mattress.

Dec 14 – 21

€ 111 per night

Guest favorite

Guesthouse in Santa Rosa Beach

5.0 out of 5 average rating, 163 reviews

"Watercolor-Getaway Bungalow” Beach/6 Pools/Camp

The "Getaway Bungalow" is a carriage house located in Watercolor FL across from Seaside. This ideal vacation rental is separate from the private home in a spacious studio-like room. The cozy carriage house is located on a quiet cul-de-sac overlooking a beautiful pond steps away from the beach, Camp Watercolor, and Seaside, FL. Amenities •Elevator (Lift) •Smart TV/Internet •2 Bikes/Beach Chairs/Umbrella •Parking at Carriage House Kitchen •Refrigerator •Microwave •Coffee Maker •Dishwasher

Mar 11 – 18

€ 400 per night

Guest favorite

Guesthouse in Pensacola

4.95 out of 5 average rating, 185 reviews

Charming Guesthouse @ Live Oaks on the Bayou

Live Oaks on the Bayou is perfect for those on vacation, business or coming to the area for a beach getaway, wedding or graduation. The guesthouse is nestled behind our home with your own driveway and parking . Enjoy a private meal, coffee or a cocktail in the quiet serene courtyard-fountain area immediately out your front door. A wide variety of dining is a 3-10 minute walk. There is always some vegetation in bloom here and throughout one of Pensacola's most treasured neighborhoods.

Dec 3 – 10

€ 154 per night

Guest favorite

Guesthouse in Pensacola

5.0 out of 5 average rating, 123 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

Aug 29 – Sep 5

€ 155 per night

Guest favorite

Guesthouse in Navarre

4.97 out of 5 average rating, 357 reviews

Southern Wind Guest Cottage

Private guest cottage 100 feet from main house. Very quiet; parking 5 steps to entrance. Queen-size bed with mattress topper, sleeps 2. Full bathroom. Full refrigerator with ice maker, microwave, coffee maker, dining table with 2 chairs, new large screen TV receives 300 channels, WiFi, and Netflix. Heating and Air Conditioning controlled by guests. Keyless entry. Excellent location minutes from beach, 5 minutes from Wal-Mart Supercenter, and a few minutes from restaurants.

Dec 19 – 26

€ 93 per night

Guest favorite

Guesthouse in Santa Rosa Beach

4.93 out of 5 average rating, 231 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.

Aug 27 – Sep 3

€ 148 per night

Guest favorite

Guesthouse in Port St. Joe

4.96 out of 5 average rating, 248 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.

Jul 10 – 17

€ 130 per night

Guest favorite

Guesthouse in Loxley

4.96 out of 5 average rating, 150 reviews

Cozy Charming and Private Cottage -great location!

Welcome to our cozy private guest house in Loxley, minutes away from Daphne/Malbis. Enjoy a peaceful and quaint retreat with a comfy king-size bed. The guest house is located in a peaceful country setting, perfect for a serene getaway, yet we are also close enough to town for dining and to explore all the local attractions Baldwin County has to offer. Escape from the hustle and bustle of the city and unwind in this tranquil and comfortable home.

Jan 18 – 25

€ 107 per night