Holiday rentals in Pensacola

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Top-rated holiday rentals in Pensacola

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Flat in Downtown Pensacola
5 out of 5 average rating, 258 reviews

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.

Top guest favourite
A spacious outdoor deck is set with a long table, accommodating multiple guests. Chairs and glassware are arranged neatly for dining. Lush green trees surround the area, offering a relaxed atmosphere, while a glimpse of water can be seen in the distance.
Home in Pensacola
4.88 out of 5 average rating, 263 reviews

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

Large nicely furnished 4/4 home located high on a hill overlooking Escambia Bay in Pensacola. This unique home features a large yard & relaxing views of the bay & towering trees, interesting artwork, 2 huge decks, 2 balconies, 70" big screen 4K TV, large open living & huge master suite. Great location short drive from beaches parks & trails. 10 mins from historical downtown, bars and restaurants. 10 mins to Pensacola Airport 25 mins to Pensacola Beach 28 mins to NAS 1 hour to Fort Walton/Destin.

Guest favourite
An open living area features a comfortable gray sectional sofa facing a wall-mounted television. A light wooden dining table with patterned placemats sits nearby, surrounded by white chairs. The adjacent kitchen showcases blue cabinetry and modern appliances, providing a cohesive and inviting space.
Cottage in East Hill
4.93 out of 5 average rating, 130 reviews

The East Hill Escape, A Bay View Beachy Cottage

Welcome to The East Hill Escape, a beautifully refinished 1940's cottage spacious enough for your entire group. Feel at home with all amenities you need, including full kitchen with all necessary appliances, mudroom equipped with W/D, cozy reading nooks and a private office. While this charming home is the perfect secluded getaway, it's location makes it convenient for you to get around. You are only: 5 min walk to Bayview Park 7 min drive to downtown Palafox St 15 min drive to Pensacola Beach

Top guest favourite
Guest suite in Pensacola
4.98 out of 5 average rating, 210 reviews

PensaSuite

Spacious private guest suite with its own entrance, completely separate from the main house. We are usually on the property but rarely see our guests, offering plenty of privacy. The entrance is at the end of the driveway with parking right outside your door. A quiet neighborhood across from a park with a shaded ½-mile walking path, benches, and playground. Near the airport, shopping, restaurants, and just 12 miles from Pensacola's beautiful beaches. King Bed • Pack & Play available upon request

Top guest favourite
An inviting entrance features brick pathways leading to a rustic-style building. Parasol-covered seating areas are arranged in the courtyard, surrounded by greenery. The multiple levels of the structure, with exterior staircases, are visible, showcasing a blend of historic and modern architecture.
Loft in Downtown Pensacola
4.92 out of 5 average rating, 242 reviews

Perfect Secret Downtown Suite | Multiday Discounts

You're going to love the style and convenience of this studio suite apartment with kitchenette and full bath located in the heart of downtown just off Palafox St and Garden St. This is the perfect spot for staying downtown after a show at Vinyl Music Hall or a night of dancing at Seville Quarter. Comfortable and well-appointed for longer stays! Walk to all downtown destinations. Parking $12 daily at the Jefferson St Garage. 1 King/1 Queen Sleeps 4. **No Palafox Balcony access from this unit.**

Top guest favourite
An open living space features a decorative fireplace framed by a unique light fixture with multiple bulbs. Stylish shelving holds various accents, while a kitchenette is visible on one side. The wooden floor enhances the cozy atmosphere, complemented by natural light from nearby windows.
Flat in Downtown Pensacola
4.94 out of 5 average rating, 193 reviews

The Kelley House | Suite 4 w/Balcony Access

This is 1 of 4 beautiful apartments located on the 2nd floor in the Historic Kelley House in Downtown Pensacola. This unique property combines the charm and character of a historic landmark with all the modern amenities you need for a comfortable, relaxing stay. We’re excited to welcome you to this one-of-a-kind historic home and provide you with an unforgettable stay in the heart of Pensacola! Note: The property is designed for adult guests, offering a peaceful and serene environment for those

Top guest favourite
A modern two-story garage studio apartment is displayed with a clean white exterior. Shaded seating areas are provided by a red shade sail, and large planters filled with greenery are positioned in front. The entrance features decorative outdoor lighting and a wooden gate.
Guest house in Downtown Pensacola
5 out of 5 average rating, 161 reviews

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!

Top guest favourite
A front porch features two black chairs and a small table, surrounded by a grassy yard and lush greenery. The light-colored cottage exterior is complemented by large windows that invite natural light, creating a welcoming entrance.
Cottage in Pensacola
4.95 out of 5 average rating, 146 reviews

Pensacola Cottage Downtown & Quick Drive to Beach

My wife and I built this cottage in late 2021 in quiet downtown Pensacola with our guest in mind. Our one bedroom one bath cottage is outfitted so you will have most everything you need. This includes a full working outfitted kitchen, cleaning & paper supplies plus more. Our cottage is located near Ever'man Coop Grocery & cafe, Joe Pattis Seafood Market , Maritime Park (Wahoo Stadium) , Pensacola's popular Palafox Street and other downtown favorites. Only 9 miles away from beautiful beaches.

Top guest favourite
An outdoor deck area is featured, equipped with a table and four chairs. Surrounding greenery includes plants and a decorative statue. A white fence offers privacy, with string lights adding ambiance. The cottage exterior reflects a clean, modern design, complemented by coastal elements.
Home in Pensacola
4.98 out of 5 average rating, 306 reviews

COCO RO Downtown! Outdoor Shower, Hammock +Parking

Welcome to good vibes at Coco Ro "Surf Shack" - your cozy retreat in downtown Pensacola! This thoughtfully styled 2BR coastal cottage blends laid-back comfort with curated nautical details, creating the perfect space to unwind after a day of exploring. Just 1 mile to vibrant Palafox St, 12 blocks to the bay & a short drive to the Gulf’s pristine, iconic white sand beaches! • Outdoor shower! • XL hammock • Smart TV • Washer/Dryer • Private yard • Free driveway parking *Tap ❤ to save for later

Top guest favourite
Apartment in Pensacola
4.97 out of 5 average rating, 167 reviews

Cozy Bayou Villa - just steps from the water

Are you looking for a comfortable, clean place to relax in an established and desirable area of town while visiting beautiful Pensacola? Then look no further! The Cozy Bayou Villa is located just steps from the water along Bayou Texar and only minutes from the downtown entertainment district and our pristine beaches. Enjoy a morning walk along the waters edge under the oak trees, check out the neighborhood beach and let this location serve as your hub while enjoying all Pensacola has to offer!

Top guest favourite
Guest house in Pensacola
4.98 out of 5 average rating, 206 reviews

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!

Top guest favourite
The exterior view showcases a newly constructed brick building with large, rectangular windows and contrasting black shutters. The structure displays an industrial style with clean lines and a corner lot that features well-manicured greenery alongside a paved walkway.
Home in Downtown Pensacola
4.98 out of 5 average rating, 131 reviews

Historic Pensacola, a new warehouse inspired home.

Stay at this brand-new Industrial style home walking distance to all Historic Downtown Pensacola has to offer. Don't like walking, ride one of the included beach cruisers to Museums, Restaurants, Breweries or shopping. Featuring 3 comfortable bedrooms, a fully stocked kitchen and laundry. Only a 15-minute drive to Pensacola Beach, this location gives you the best of both worlds. After a long day of seeing the sights relax in the private courtyard. You are sure to love this unique home.

Popular amenities for Pensacola holiday rentals

When is the best time to visit Pensacola?

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Avg. price£79£83£93£85£92£100£103£88£80£78£81£82
Avg. temp12°C14°C17°C20°C24°C28°C29°C28°C27°C22°C16°C13°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 1,240 holiday rentals in Pensacola

  • Nightly prices starting at

    Pensacola holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 76,860 verified reviews to help you choose

  • Family-friendly holiday rentals

    790 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 470 rentals that welcome pets

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    690 properties have a dedicated workspace

  • Wifi availability

    1,240 of Pensacola holiday rentals include wifi 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 Palafox Market, Pensacola Museum of Art and Bruce Beach

Destinations to explore

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