
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.

Walk to Gulf • Sound Views • 1BR Suite • 2 Decks
Scan QR code for video of property- Cozy Navarre Beach Retreat – Walk to the Gulf Enjoy a peaceful beach escape just a 3 to 5-minute walk to the Gulf of Mexico, with unobstructed views of the Santa Rosa Sound and a comfortable, private space designed for couples or small families. This 1-bedroom suite has earned 5-star reviews for over 5 years and offers the perfect blend of privacy, convenience, and location. Option of one or two private living spaces — perfect for groups traveling together.

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.

Private Guesthouse- 2 mi. downtown & 5 mi. Beach
Tucked away in the highly coveted East Hill area, this cottage has everything Pensacola has to offer. 1/1 on .5 acres. Space includes king bed & futon private driveway parking, courtyard & 2 patios with gas fire pit. Access to common spaces: wood burning fire pit, pergola dining & 2 kayaks! Close to downtown, beaches, shopping & dining. Walking distance to restaurants, coffee shops, & several parks. Whether you are in town for business or here for a vacation you will love this little charmer!

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

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.

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.

Studio 54 - a modern beach-town studio
You’ll love this modern, stylish studio (open floorplan), completely separate from main house, in a quiet neighborhood, with: -private entrance - private, covered patio -double driveway 4 blocks from the water (Bayou Chico) & a big park w/ frisbee golf. Close to everything Pensacola and Perdido Key have to offer: -Airport (PNS) - 8miles -Downtown Pensacola - 3mi -Beaches: -Bruce Beach: 3mi -Pensacola - 12mi -Perdido Keys - 12mi -Naval Air Station (NAS) - 4mi

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

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.

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.

Downtown Bungalow
Whether you are in town for business or pleasure, this remodeled, cozy downtown bungalow is perfectly appointed and ideally located for any individual or couple. With your own private entrance and cozy courtyard to enjoy, you'll be just a short walk (two blocks) to Palafox St. and all downtown has to offer. All downtown festivities are walkable.
Popular amenities for Pensacola Beach guesthouse rentals
Family-friendly guest house rentals

*New* Vacation Rental in East Hill

The Yellow Door

Guest house on the Bayou

The Dragonfly House -

Private Parrot‑Head Hideaway by Beach/VPS/Eglin

Adorable private studio style guesthouse!

Little White House

Camper in Navy Point. Near NAS and Bayou Grande!
Guest house rentals with a patio

Cozy 1-bedroom Guest House

The Rosales serenity suite

Gulf Breeze Bungalow

Hummingbird Cottage

Lovely- Pensacola-Guesthouse

Charming Bayou Bungalow near downtown Milton!

Never Navarre From Home Cottage

Walkable + Luxe ~ 1BR Guesthouse w/ Fire Pit+Grill
Guest house rentals with a washer and dryer

Escape relax & enjoy Lagoon Life

Pet Friendly, Pool, Hot Tub, Fenced yard.

Chic Studio in Historic Downtown Pensacola

Month of February is open for winter guest

Snowbird Paradise-Gulf Breeze Hidden Gem

The Paradise Cottage-clean+gated

Beach House Quiet Special Vacation - Pets Welcome

East Hill Retreat/15 minutes to Pensacola Beach
When is the best time to visit Pensacola Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$17,362 GYD | G$18,826 GYD | G$24,056 GYD | G$21,546 GYD | G$26,148 GYD | G$27,194 GYD | G$29,704 GYD | G$27,612 GYD | G$24,893 GYD | G$21,546 GYD | G$20,081 GYD | G$19,872 GYD |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
Quick stats about guesthouse rentals in Pensacola Beach

Total vacation rentals
Explore 20 vacation rentals in Pensacola Beach

Nightly prices starting at
Pensacola Beach vacation rentals start at G$10,459 GYD per night before taxes and fees

Verified guest reviews
Over 2,260 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

4.9 Average rating
Pensacola Beach stays are highly rated by guests—averaging 4.9 out of 5!
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- Gulf Shores Public Beach
- Crab Island
- Destin Harbor Boardwalk
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- James Lee Beach
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