
Guesthouse vacation rentals in Pensacola Beach
Find and book unique guesthouse rentals on Airbnb
Quick stats about guesthouse rentals in Pensacola Beach

Total vacation rentals
Explore 30 vacation rentals in Pensacola Beach

Nightly prices starting at
Pensacola Beach vacation rentals start at $70 per night before taxes and fees

Verified guest reviews
Over 2,550 verified reviews to help you choose

Wi-Fi availability
20 of Pensacola Beach vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pensacola Beach rentals

5 Average rating
Pensacola Beach stays are highly rated by guests—averaging 5 out of 5!
Top-rated guesthouse rentals in Pensacola Beach
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Why pay downtown hotel prices?
Friendly, safe downtown location. New & clean 2nd story garage studio apartment with full kitchen & washer/dryer. Five blocks from downtown Pensacola’s main corridor. Palafox Street, restaurants, bars & shopping are a walkable 12 minutes(1/2 mile). Both NAS Pensacola & Pensacola Beach are a 15 min drive. This location offers quick access to festivals, parades, Blue Angel shows, Pensacon & the Blue Wahoo’s Stadium. Rest up for the McGuire’s or Double Bridge runs. Free parking. NO SMOKING!

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!

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.

Cozy Traveller's Cottage Close to Downtown
This cozy guest cottage has shiplap walls and a warm and inviting interior. It's perfect for a quiet getaway for 1 or 2 people. Located in Pensacola's eclectic East Hill neighborhood and close to downtown, restaurants and shopping. The cottage is best suited for guests over the age of 18 and is not equipped for small children. Please note for your comfort the standard weight capacity for the bedframe is approx 500 lbs. I have two sweet pups (Lily, Hildey) and an outdoor cat (Skipper-Doo).

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

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

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.

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. 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.

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.

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.

The Cedarwood 2 @Navarre Beach.
Newest studio on Navarre Beach. Steps away from the powdery white sand beaches and crystal clear waters. From your room, overlook the Santa Rosa Sound while enjoying the extraordinary sunsets. You are just a short walk to amazing shelling, swimming, paddle boarding, boogie boarding, kayaking , or just plain relaxing at "The Most Relaxing Place in Florida." 2 person maximum occupancy.

Adorable private studio style guesthouse!
Welcome to our guesthouse! We are located in a quiet neighborhood ONLY 15 mins from white sand beaches of Pensacola or Navarre!! There are many dining options and grocery stores nearby. There are many fun activities to explore and experience in the gulf coast area! We look forward to seeing you on your quest for a peaceful relaxing trip to sunny Florida!
Popular amenities for Pensacola Beach guesthouse rentals
Family-friendly guest house rentals

*New* Vacation Rental in East Hill

Private Apartment! Spring Street Retreat

Rainbow Land Carriage House

Okaloosa Island Waterfront Micro Studio

Private Guest House on the Water | Boat Docks!

Relaxing Retreat of East Hill

Pensacola Beach Waterfront Condo

Hummingbird Cottage
Guest house rentals with a patio

The Dragonfly House -

Studio 54 - a modern beach-town studio

Downtown Pensacola Cozy Cottage

Lovely- Pensacola-Guesthouse

The Cabana - With Private Sky Deck & Beach Gear

Charming Bayou Bungalow near downtown Milton!

Quaint Tiny Home by the Bay (Mini Cottage)

Cozy & Private Guest Cottage - Perfect for Two
Guest house rentals with a washer and dryer

Lilah’s Pensacola House-Downtown Apartment

S.K.I. BEACH•Walk to Gulf • Sound Views •1BR Suite

House on Little Lagoon

The Tropical Hideaway

Gulf Breeze Bungalow

Pool:Relaxing Summer Cottage - Gulf Breeze

The Paradise Cottage-clean+gated

East Hill Retreat/15 minutes to Pensacola Beach
Destinations to explore
- Private suite rentals Pensacola Beach
- Beach condo rentals Pensacola Beach
- Rentals with lake access Pensacola Beach
- Pet-friendly rentals Pensacola Beach
- Family-friendly rentals Pensacola Beach
- Rentals with beach access Pensacola Beach
- Apartment rentals Pensacola Beach
- Beachfront rentals Pensacola Beach
- Rentals with a sauna Pensacola Beach
- Beach house rentals Pensacola Beach
- Waterfront rentals Pensacola Beach
- Luxury rentals Pensacola Beach
- Cottage rentals Pensacola Beach
- Townhouse rentals Pensacola Beach
- Rentals with pools Pensacola Beach
- House rentals Pensacola Beach
- Rentals with a kayak Pensacola Beach
- Condo rentals Pensacola Beach
- Rentals with a hot tub Pensacola Beach
- Villa rentals Pensacola Beach
- Guesthouse rentals Escambia County
- Guesthouse rentals Florida
- Guesthouse rentals United States
- Destin Beach
- Gulf Shores Public Beach
- Crab Island
- Destin Harbor Boardwalk
- Perdido Key Beach
- Opal Beach
- OWA Parks & Resort
- Henderson Beach State Park
- Village of Baytowne Wharf
- Gulf State Park
- Flora-Bama Lounge
- Navarre Beach Fishing Pier
- Alabama Point Beach
- Johnson's Beach, Gulf Islands National Seashore
- The Hangout
- HarborWalk Village
- Gulf Breeze Zoo
- The Lighthouse Condominiums
- The Wharf Amphitheater
- Fort Walton Beach Landing
- Jade East Towers
- The Boardwalk on Okaloosa Island
- Pensacola Bay Center
- Destiny East
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes





