Guesthouse vacation rentals in Pensacola Beach

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Top-rated guesthouse rentals in Pensacola Beach

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

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Guest favorite

Guesthouse in Pensacola

4.93 out of 5 average rating, 204 reviews

Blue Skies Cottage - Guest House

Private, Dog friendly, work space, 6 miles to beautiful beaches, 8 miles to historic downtown with thriving restaurants, minutes from access to I-10 and I-110 and convenient shopping at Cordova or University Mall;nestled in a quiet neighborhood to take friendly walks any time of day. This adorable, newly renovated 1 bedroom, 1 bath with queen sleeper sofa (4 Guests), in-house laundry and full kitchen, in/out dining; would love to serve as your gateway to fun and sunshine. Great for longer stays

Guest favorite

Guesthouse in Pensacola

4.9 out of 5 average rating, 294 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

Guesthouse in Pensacola

4.98 out of 5 average rating, 255 reviews

Pet Friendly, Pool, Hot Tub, Fenced yard.

This cozy one bedroom one bathroom guest house is waiting for you! The guest house is tucked away in a quiet neighborhood in our backyard and includes a kitchenette with washer and dryer. Stay a little while or a while! We have a big fenced in backyard for your pet to play in, a pool to swim in, a grill to cook on, a hot tub to soak in, a firepit to sit by and a hammock to nap in. It's time to Relax! We are just a 16 mile drive to the beach. We would love for you to come and visit!

Guest favorite

Guesthouse in Pensacola

4.95 out of 5 average rating, 208 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.

Guest favorite

Guesthouse in Navarre

4.98 out of 5 average rating, 395 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.

Guest favorite

Guesthouse in Navarre

4.95 out of 5 average rating, 232 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.

Guest favorite

Guesthouse in Fort Walton Beach

4.87 out of 5 average rating, 305 reviews

➢ 30 Seconds to the Beach - Private Guest House! ☼

Relax in this newly renovated studio guest house with a king-size Purple mattress. Stay in a great location that is a 3-minute walk to a public beach on the bayou. Minutes away from all the military bases and Fort Walton downtown area, 15 minutes from Destin. Make gourmet meals in the full-size kitchen with all pots and cookware needed. A private covered carport is included and a private bathroom. The main house is 30 yards away. This is listing 100% solar-powered!

Guest favorite

Guesthouse in Loxley

4.96 out of 5 average rating, 228 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.

Guest favorite

Guesthouse in Pensacola

4.88 out of 5 average rating, 179 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.

Guest favorite

Guesthouse in Gulf Breeze

4.99 out of 5 average rating, 102 reviews

Snowbird Paradise

Built in 2020, this guesthouse is located in quite and safe neighborhood. 8 miles to Pensacola beach and 17 miles to Navarre Beach. Completely private with your own driveway and parking area, plus the use of the main house pool, patio and BBQ. Beautiful view of the forest. On a case by case basis we will entertain 6 guest. Please inquire before booking. Please be sure to review the House Rules section.

Guest favorite

Guesthouse in East Hill

4.96 out of 5 average rating, 147 reviews

Adorable carriage house with private entrance

Keep it simple at this peaceful and centrally-located cottage. Private access and parking, near all downtown restaurants, historical sites, and nightlife but far enough away to relax; This unique spot is only miles from Pensacola Beach and the home of the Blue Angels! Newly remodeled and ready to accommodate, we look forward to hosting you in the heart of East Hill!

Guest favorite

Guesthouse in Pensacola

4.96 out of 5 average rating, 639 reviews

North Hill Guesthouse

This small but cute guesthouse is a five minute drive from downtown Pensacola, the new 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 that affords lots of privacy and quiet in the historical North Hill neighborhood.