
House holiday rentals in Downtown Pensacola
Find and book unique houses on Airbnb
Top-rated house rentals in Downtown Pensacola
Guests agree: these houses are highly rated for location, cleanliness and more.

Pensacola Lighthouse Retreat
The Pensacola Lighthouse Retreat is our second Airbnb in Pensacola. We enjoyed hosting so much that we bought a 1927 Tudor cottage in the East Hill area of Pensacola, renovated and decorated it with lighthouses from around the US featuring the Pensacola Lighthouse. The cottage is 1000 square feet with a modern floor plan in the living space with enough room for larger families or two families. Two bedrooms, one bath, and lots of outdoor space, including a shower will accommodate larger groups.

Jackson Street Retreat - Highly Acclaimed Digs!
This newly renovated, charming 1926 shotgun house is located in the historic Belmont-Devilliers district in downtown Pensacola. The home is a short walk or bike ride to Blue Wahoos stadium, Joe Patti's Seafood, and Palafox Street. The home has every convenience; new HVAC, appliances & fully equipped kitchen with Keurig/coffee, smart TVs, and Wi-Fi. Additionally, the full bath has a standard whirlpool tub/shower and the backyard has a playhouse for the kiddos. Come enjoy your home away from home.

La Petite Pineapple~Walkable to downtown Pensacola
Welcome to La Petite Pineapple located downtown Pensacola in the historic neighborhood of Old East Hill! Perfectly located 1/2 a mile to Palafox St and 8 miles to beautiful Pensacola Beach (10 minute drive). This luxury tropical retreat offers everything you need for your perfect Pensacola getaway! Owner cleaned and operated, I take great pride in providing my guests with an excellent vacation experience with as much guidance about the area such as things to do/dining options. Ask me questions!

Walk To Downtown, Fenced Yard, Games, Fire Pit
Welcome to Cooper's Cottage a beautifully renovated 1933 home in the Garden District of Pensacola less than one mile from downtowns historic Seville Square and Palafox St. where you will enjoy bars, restaurants , shopping, art galleries and more. Just 15 min to Pensacola beach and close to NAS home of the Blue Angels. Relax in our fully fenced, pet friendly back yard with gas grill, outdoor dining, lounge seating with fire pit. There are 2 bikes, outdoor games and more. Smart TVs in each room

Comfortable Downtown Stay • Pet Friendly Yard
Charming, pet-friendly cottage in Downtown Pensacola! Just minutes to beautiful beaches, Palafox Market, breweries, coffee shops, and the Blue Angels. Enjoy a spacious fenced yard for your pups, fast, reliable Wi-Fi, and a game room for fun nights in. Perfectly stocked for military families, wedding guests, staycations, or remote work. Close to parks, shopping, and dining. Dogs welcome—with treats and bowls! Feel right at home in this comfortable, convenient, and well-located Pensacola escape.

A Romantic Downtown Get Away! The Gregory House
Welcome to The Gregory House, circa 1908, your Southern tropical downtown getaway! This gem of a single-family home is centrally located in the Downtown-Seville Historic District in Pensacola, Florida. Perfect for weddings, family, or couples' vacations, the home features high-end antiques, two gas fireplaces, & plenty of wonder and charm in an Old West Indies-inspired backdrop. The house can host up to 6 guests. We are family dog friendly (screening + $90 fee). We look forward to your stay!

NEW BUILD Near Downtown! Stars Stripes & Salt Life
We are a new bungalow located right next to downtown Pensacola. The house is conveniently located near many restaurants, breweries, entertainment and a short 15 min drive to the world's most beautiful beaches! We offer plenty of space for your visit inside and out. There is a wonderful outdoor space complete with a firepit and a gas grill if you want to stay in and hang out! Travel nurses welcome! 🐾Pets welcome!🐾 Please specify how many you'll be bringing when you book. ($50 flat fee/stay)

Charming 2BR Cottage in East Hill near cafes/shops
Relax and unwind in this cozy 2-bedroom cottage nestled in the vibrant, historic East Hill neighborhood. Ideally located, you're just a short stroll away from a dog park, local coffee shops, East Hill Pizza, Publix and Alga Brewery—everything you need for a laid-back day out or an extended stay. Plus, you’re only minutes from all the top attractions in Pensacola. Whether you're here to explore, dine, or just enjoy the local scene, this property is the perfect spot to kick off your adventures.

Downtown Oasis - Pool & Parking
Centrally located in Pensacola's thriving downtown, our poolside oasis is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Full Kitchen, Washer & Dryer, Gas Grill, Garage, and Private Parking. Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. Enjoy your stay in America's first settlement and be sure to check out the VisitPensacola website for events while you're here!

The Wright Place: Your Perfect Beach Escape
Relax in this chic beach-style haven with modern amenities and Pensacola's tropical allure. This 3BR/2.5BA retreat is steps from downtown's vibrant nightlife—lively bars, events at Pensacola Bay Center, and top restaurants—yet minutes from Pensacola Beach's sugar-white sands and emerald waves. Dine al fresco on your patio or sip coffee on the upper deck for ultimate unwind vibes. *Government-issued ID and signed rental agreement required to book and must be submitted post-reservation.

The Gray Lady - A Beautiful Cottage in Pensacola!
The Gray Lady is a luxurious cottage in downtown Pensacola. It combines two pieces of paradise - named after Nantucket and located in Pensacola. This home sleeps 9. Relax in the backyard oasis, equipped with a private hot tub! A park, brewery, and restaurants are all within walking distance. Just a mile from downtown, be sure to checkout the restaurants, shops, and nightlife! Pensacola Beach, NAS, Fort Pickens, the mall and airport are all 15 mins away. We hope you enjoy your stay!!

✨Olivia Downtown✨ Industrial chic/ Sleeps 4
Welcome to Olivia Downtown, your new home away from home! This gem is an 860 sq ft one bedroom one bathroom home equipped with a full kitchen and laundry room. Whether you’re working from the designated office space, snuggled up on the comfiest couch watching some Netflix or cozied up around the fire pit on a chilly night Olivia will make you never want to leave! However, if you do decide to venture out we are minutes away from Pensacola’s best of the best!
Popular amenities for house rentals in Downtown Pensacola
House rentals with a pool

Hot tub/ Pool Relaxing Getaway

Poolside Family Retreat w/ Hot Tub & Game Room

Fun, sun, sand, and rest. Enjoy your stay with us.

East Bay Hideaway — A Private Waterfront Escape

Flamingo On Fisher In The Heart Of Pensacola

Heated saltwater pool | Pet Friendly | Family home

Saltwater Pool! Cottage-Mins to Downtown & Beaches

Poolside Retreat, Hot Tub, 5 min to beach
Weekly house rentals

Downtown Pensacola 2BR | Yard | Near NAS + Beach

The Blue House on Belmont!

Pensacola Paradise (Apartment)

Downtown Historic Cottage

Waterfront Sunsets

Intendencia Cottage Downtown Pensacola Seville

Cozy garden home, heart of downtown, pet friendly!

Beautiful Historic Downtown Pensacola Charmer
Private house rentals

“Sea La Vie” Luxury Downtown Home:Winter Discounts

Sunflower Cottage Downtown

The Pensacola Retreat-Luxurious, pet-friendly home

The Heron: Peaceful East Hill Escape

NEW! Pet-Friendly Stylish Home 2Min to Downtown

The Jesse: Cottage in Historic Downtown Pensacola

Nautical Vibes! Private Yard. King Bed. Sleeps 4

The Downtown Pensacola Luxe Home
When is the best time to visit Downtown Pensacola?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £87 | £89 | £105 | £99 | £108 | £123 | £126 | £105 | £96 | £96 | £104 | £108 |
| 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 house rentals in Downtown Pensacola

Total holiday rentals
Explore 110 holiday rentals in Downtown Pensacola

Nightly prices starting at
Downtown Pensacola holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 6,030 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
110 of Downtown Pensacola holiday rentals include wifi access

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

4.9 Average rating
Downtown Pensacola stays are highly rated by guests – averaging 4.9 out of 5!

Nearby attractions
Downtown Pensacola’s top spots include Palafox Market, Pensacola Museum of Art and Bruce Beach
Destinations to explore
- Family-friendly rentals Downtown
- Rentals with an EV charger Downtown
- Pet-friendly rentals Downtown
- Flat rentals Downtown
- Rentals with a washing machine and dryer Downtown
- Rentals with beach access Downtown
- Rentals with a patio Downtown
- Rentals with a firepit Downtown
- Rentals with a fireplace Downtown
- Rentals with pools Downtown
- Rentals with outdoor seating Downtown
- Fitness-friendly rentals Downtown
- House rentals Pensacola
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- Gulf Shores Public Beach
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- OWA Parks & Resort
- Pensacola Beach
- Opal Beach
- Perdido Key Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Gulf State Park
- Waterville USA/Escape House
- Gulf Breeze Zoo
- Alabama Point Beach
- Adventure Island
- Gulfarium Marine Adventure Park
- The Track - Destin
- Henderson Beach State Park
- Flora-Bama Lounge
- The Hangout
- The Boardwalk on Okaloosa Island
- Alabama Gulf Coast Zoo
- HarborWalk Village
- Johnson Beach




