
Holiday houses in Pensacola
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Top-rated holiday rentals in Pensacola
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Downtown Intimate Light-Filled Getaway
Explore downtown Pensacola and visit the world-class white sand beaches of Pensacola from this cozy carriage house abode located within walking distance from restaurants, shopping, museums, and nightlife. Stone floors, lots of natural light, and high ceilings. Relax on a private balcony while you sip your morning coffee after a restful night's sleep in a comfy bed with high quality linens. HD TV and a wireless JBL speaker to play your tunes. Full kitchen with everything you need to cook a meal. Ample closet space for all your things and a full size washer & dryer.

The Kelley House | Suite 3 w/Balcony
Step into the past with a stay in our beautifully restored suite, located in the historic Kelley House, 1 of 4, located on the 2nd floor. This unique property blends the timeless charm of its original architecture with modern comforts and stylish updates, is perfect for those looking to relax and unwind in a space full of character and elegance. Whether you're here for a romantic getaway or a quiet solo retreat, the Kelley House is an unforgettable place to relax, recharge, and experience the c

The Lantana Leisure - A Lavish Central Vibe!
Welcome to the Lantana Leisure! This modern duplex embraces a bohemian feel which creates a welcoming space of relaxation and bright engagement. Slow down and decompress in a woven hammock. Laugh with friends and family as you gather around the warm fire or relish the moments of a family cook out. However you choose to spend your time, embrace the uniqueness of this space that had the experience in mind. There are 2 cameras on the exterior of the property that actively record audio and visual.

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

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

🌟Luxurious new build minutes from beach+downtown
Our tiny house was custom built in 2022 and is located in beautiful East Hill. Our place is centrally located just minutes from PNS airport, downtown restaurants and bars, and Pensacola Beach! It is also just a short walk to Bayou Texar and Bayview park. The tiny house is a completely private space with driveway parking for 2 cars and your own patio area! Enjoy beautiful views of the Bayou from the dining room table or the patio area. We'll do anything we can to make your stay great!

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!!

Romantic getaway w/ Jacuzzi tub!
Perfect romantic getaway with king size bed, large jacuzzi tub, and walk in double headed shower. Located just minutes from the airport, downtown and the beach! Walking distance to some of Pensacola’s most unique dining establishments. Private entrance with keyless access. We’ll provide everything you need for a day at the beach - chairs, umbrella, beach towels and cooler. Large screen tv and high speed internet. The suite does NOT have a kitchen. NO SMOKING!

✨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!

Palafox Balcony | Staycations/Events | Posh A 2BR
Treat yourself to an unforgettable experience at our second floor Palafox St apartment with a balcony overlooking the action in the heart of our beautiful city. Our spacious 2/2 apartment sleeps up to 10 people comfortably and is the perfect destination for a weeknight concert crash pad, a downtown weekend staycation, wedding parties, family vacation, or an extended executive stay. Enjoy the luxury of a home away from home. Reserve today!

Modernized 2BR Historic Home w/ King bed
Recently renovated - this is the perfect home base for whatever brings you to Pensacola. Located in a safe and convenient neighborhood, guests are walking distance to a local grocery store, coffee shop, restaurants, parks, and water access at Bayou Texar. It is only a short drive to the airport, shopping, downtown, and the beach. There is also ample parking for you and your guests in a large unfenced yard.

Eclectic Eco- Friendly Luxe City Cottage
New eco chic cottage features high end touches and appliances in a cozy luxe setting. Sitting on the edge of the downtown jurisdiction, you're never too far away from the action on Palafox Street and a quick jaunt over to the beach. Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.
Popular amenities for Pensacola holiday rentals
Stay near Pensacola's top sights
Other great holiday rentals in Pensacola

Beach Front Condo w/ Great Balcony View 1BR/1BA

Peaceful spacious house

Adorable North Pensacola Cottage-Private Back Yard

Large Mid-Century Home w/Bay View & Ancient Trees

Brand New Guest house 8 min. to Pensacola Beach

Gulf Front*2B*Elite*Tower 1*Steps to the Beach!

Comfy 2 bed 2 bath home in great location

East Hill Retreat/15 minutes to Pensacola Beach
When is the best time to visit Pensacola?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $140 AUD | $147 AUD | $163 AUD | $161 AUD | $175 AUD | $190 AUD | $195 AUD | $167 AUD | $151 AUD | $149 AUD | $154 AUD | $156 AUD |
| 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 |
Frequently Asked Questions
What are the best places to stay in Pensacola?
Explore Downtown Pensacola for walkable city life, the Pensacola Beach area for waterfront access, or East Hill for a relaxed residential vibe. These neighborhoods are frequently suggested for their dining, cultural sites, and unique atmosphere.
What are the best things to do in Pensacola with kids?
Families often explore the National Naval Aviation Museum for interactive exhibits, spend time at Gulf Islands National Seashore enjoying the beach, or discover city parks with play areas. The area also has mini golf and waterfront activities for kids.
What are some of the best things to do in Pensacola?
Explore white sand beaches at Gulf Islands National Seashore, stroll Downtown, or visit the National Naval Aviation Museum. Historic forts, lively local markets, and beachside trails are often recommended experiences.
How is the weather in Pensacola?
Pensacola has mild winters around 44–65°F (7–18°C) and warm, humid summers that reach 75–92°F (24–33°C), with rainfall spread throughout the year. Lightweight clothing is comfortable for most seasons, and summer brings higher humidity.
What are the best places to visit in Pensacola?
Gulf Islands National Seashore, Historic Pensacola Village, and the National Naval Aviation Museum are frequently suggested. You can also explore Fort Pickens and the lively downtown district for a mix of history, arts, and beaches.
What are some hiking trails in Pensacola?
Explore scenic trails at Gulf Islands National Seashore, Big Lagoon State Park, or Tarkiln Bayou Preserve State Park. Bricker trails in these parks feature coastal views, native plants, and diverse wildlife.
What are some family activities we can do in Pensacola?
Families can enjoy interactive displays at the National Naval Aviation Museum, play at waterfront parks, or spend the day at Gulf Islands National Seashore. Outdoor spaces and playful spots are found throughout Pensacola.
What are some of the best day trip ideas from Pensacola?
You can explore the beaches and nature trails at Gulf Islands National Seashore, visit state parks around the region, or tour local art galleries and historical sites. Barrier islands and unique coastal communities are also accessible nearby.
Are there any pet friendly accommodations available in Pensacola?
Many vacation rentals in Pensacola welcome pets, especially around East Hill, Downtown, and Pensacola Beach. Parks and outdoor spaces make it easy to enjoy time with your pet near the coast.
What are some local tips for visiting Pensacola?
Consider exploring the historic neighborhoods on foot and checking local calendars for festivals or farmers’ markets. Light clothing works well year-round, and sun protection is always helpful near the water.
What is Pensacola known for?
Pensacola is known for its white sand beaches, deep naval aviation history, and vibrant downtown filled with galleries, live music, and regional cuisine. The city’s roots blend Spanish, French, and African American cultural influences.
What are the best hidden gems to explore in Pensacola?
You can wander the trails at Tarkiln Bayou Preserve State Park, explore the murals and alleyways downtown, or visit the coastal marshes around Bay Bluffs Park. Local art spaces and small historic sites often offer a quieter experience.
What are the best foods to try in Pensacola?
Pensacola has Gulf shrimp, oysters, and grouper prepared with regional twists, as well as Creole and Southern-inspired dishes. Local food spots also highlight fresh catch sandwiches, hushpuppies, and house-made desserts.
What should I bring for a trip to Pensacola?
Pack lightweight clothing, a hat, and sun protection for most seasons, plus comfortable shoes for exploring downtown and coastal parks. Consider a light rain jacket during the summer and spring months.
What is the nightlife in Pensacola like?
Downtown Pensacola has live music venues, local pubs, and relaxed cocktail lounges, many with outdoor patios. Around the beach, you’ll find waterfront establishments, sunset spots, and casual late-night eateries.
What are the most popular events or festivals in Pensacola?
Pensacola hosts the Blue Angels air shows in the summer and fall, parades and celebrations around Mardi Gras, and lively seafood and music festivals through the year. The Foo Foo Festival and Great Gulfcoast Arts Festival are also frequently suggested.
Are there family friendly vacation rentals in Pensacola?
You can find family-friendly rentals throughout Pensacola, especially in areas like Downtown, East Hill, and near Pensacola Beach. Many offer features such as equipped kitchens, multiple bedrooms, and easy access to parks or beaches.
When is the best time to visit Pensacola?
Late spring and early fall are often recommended for warm temperatures and fewer crowds. Summer is popular for beaches and events, while winter has mild weather for historic and indoor activities.
Quick stats about holiday rentals in Pensacola

Total holiday rentals
Explore 1,230 holiday rentals in Pensacola

Nightly prices starting at
Pensacola holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 76,130 verified reviews to help you choose

Family-friendly holiday rentals
780 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 460 rentals that welcome pets

Holiday rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
680 properties have a dedicated workspace

Wi-Fi availability
1,220 of Pensacola holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Self check-in, Pet friendly and Beachfront across Pensacola rentals

4.8 Average rating
Pensacola stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Pensacola's top spots, include Pensacola Museum of Art, Palafox Market, and Bruce Beach
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