Guesthouse vacation rentals in Pensacola Beach

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Top-rated guesthouses in Pensacola Beach

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Guest favourite

Guesthouse in Pensacola

4.95 out of 5 average rating, 148 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...

Guest favourite

Guesthouse in Pensacola

4.93 out of 5 average rating, 165 reviews

Blue Skies Cottage travel oasis

Blue Skies Cottage, Dog friendly, 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 Malls; 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 favourite

Guesthouse in Pensacola

4.9 out of 5 average rating, 276 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 favourite

Guesthouse in Pensacola

4.9 out of 5 average rating, 178 reviews

Private Apartment! Spring Street Retreat

This cozy retreat is a detached private apartment in a quiet neighborhood just minutes from downtown. The space has its own private entrance with a patio, queen bed, Roku TV, Alexa, kitchenette, and a private bathroom. The kitchenette features a mini-fridge, 2-burner stovetop, microwave, toaster, and coffee maker. Whether you are here for a quick weekend getaway, extended vacation, or visiting as a traveling professional, you will find that this space will enhance your Pensacola experience.

Guest favourite

Guesthouse in Milton

4.99 out of 5 average rating, 115 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.

Guest favourite

Guesthouse in Pensacola

4.95 out of 5 average rating, 186 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 favourite

Guesthouse in Pensacola

5.0 out of 5 average rating, 127 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

Guest favourite

Guesthouse in Loxley

4.95 out of 5 average rating, 154 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 favourite

Guesthouse in Pensacola

4.84 out of 5 average rating, 140 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 favourite

Guesthouse in Pensacola

5.0 out of 5 average rating, 155 reviews

Hidden Garden Cottage in Historic North Hill

This is not your generic Airbnb. Regardless of why you are visiting, we would like our guests to have a PENSACOLA EXPERIENCE! From downtown restaurants, breweries, and museums, to sailboat races in the bay, Blue Angels passovers, beautiful white sand beaches, to deep history around every corner, this Cottage inhabits PENSACOLA CHARACTER and is your relaxing and unique jumping off place in Northwest Florida.

Guest favourite

Guesthouse in Gulf Breeze

4.96 out of 5 average rating, 156 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.

Guest favourite

Guesthouse in Pensacola

4.96 out of 5 average rating, 111 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!

Vacation rentals for every style

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Popular amenities for Pensacola Beach guesthouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guesthouses

Guest favourite

Guesthouse in Fort Walton Beach

4.87 out of 5 average rating, 292 reviews

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

Guest favourite

Guesthouse in Pensacola

4.91 out of 5 average rating, 601 reviews

Cottage Under the Trees

Guest favourite

Guesthouse in Pensacola

4.98 out of 5 average rating, 241 reviews

Pet Friendly, Pool, Hot Tub, Fenced yard.

Guest favourite

Guesthouse in Pensacola

4.74 out of 5 average rating, 148 reviews

Private Pool House

Guest favourite

Guesthouse in Gulf Shores

4.95 out of 5 average rating, 73 reviews

Memorial Day Week Available

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Guesthouses with a patio

Guest favourite

Guesthouse in Elberta

4.96 out of 5 average rating, 111 reviews

Quaint Tiny Home by the Bay (Mini Cottage)

Guest favourite

Guesthouse in Navarre

5.0 out of 5 average rating, 27 reviews

Never Navarre From Home Cottage

Superhost

Guesthouse in Pensacola Beach

4.83 out of 5 average rating, 76 reviews

Sonoran Mermaid’s Guest Suite

Guest favourite

Guesthouse in Pensacola

5.0 out of 5 average rating, 15 reviews

Newly Renovated one bedroom home

Guest favourite

Guesthouse in Gulf Breeze

5.0 out of 5 average rating, 11 reviews

Poolside Cabana

Guest favourite

Guesthouse in Pensacola

5.0 out of 5 average rating, 20 reviews

Private Guest House

Guest favourite

Guesthouse in Pensacola

4.88 out of 5 average rating, 26 reviews

Lovely Guesthouse

Guest favourite

Guesthouse in Pensacola

5.0 out of 5 average rating, 97 reviews

Funky Flamingo~ Guest House~ Pool & Kitchenette

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Guesthouse rentals with a washer and dryer

Guest favourite

Guesthouse in Navarre

4.95 out of 5 average rating, 216 reviews

S.K.I. Beach House (Spending our Kids Inheritance)

Guest favourite

Guesthouse in Fairhope

5.0 out of 5 average rating, 217 reviews

Fairhope. 17 acres. 15min to dwntwn Fairhope

Guest favourite

Guesthouse in Gulf Shores

4.96 out of 5 average rating, 164 reviews

Escape relax & enjoy Lagoon Life

Guest favourite

Guesthouse in Pensacola

4.9 out of 5 average rating, 120 reviews

Cozy two bedroom duplex

Guest favourite

Guesthouse in Pensacola

4.9 out of 5 average rating, 170 reviews

Downtown Dreams with Bicycles Included!

Guest favourite

Guesthouse in Summerdale

5.0 out of 5 average rating, 15 reviews

Hidden Jam!

Guest favourite

Guesthouse in Pensacola

5.0 out of 5 average rating, 13 reviews

Cozy in-law unit fully updated!

Guest favourite

Guesthouse in Pensacola

4.88 out of 5 average rating, 34 reviews

Xavier Downtown Guesthouse

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Quick stats about guesthouse rentals in Pensacola Beach

Total rentals
20 properties
Local attractions
Fort Pickens, Navarre Beach Fishing Pier, and Gulf Islands National Seashore
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
20 properties include access to wifi
Total number of reviews
1.5K reviews
Nightly prices starting at
$82 CAD before taxes and fees

Guesthouse vacation rentals in Pensacola Beach

Top-rated guesthouses in Pensacola Beach

Vacation rentals for every style

Apartments

Houses

Villas

Popular amenities for Pensacola Beach guesthouses

Family-friendly guesthouses

Guesthouse in Fort Walton Beach

Guesthouse in Pensacola

Guesthouse in Pensacola

Guesthouse in Pensacola

Guesthouse in Gulf Shores

Guesthouses with a patio

Guesthouse in Elberta

Guesthouse in Navarre

Guesthouse in Pensacola Beach

Guesthouse in Pensacola

Guesthouse in Gulf Breeze

Guesthouse in Pensacola

Guesthouse in Pensacola

Guesthouse in Pensacola

Guesthouse rentals with a washer and dryer

Guesthouse in Navarre

Guesthouse in Fairhope

Guesthouse in Gulf Shores

Guesthouse in Pensacola

Guesthouse in Pensacola

Guesthouse in Summerdale

Guesthouse in Pensacola

Guesthouse in Pensacola

Quick stats about guesthouse rentals in Pensacola Beach

Total rentals

Local attractions

Popular amenities

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Total number of reviews

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