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
The living area features a light-colored sofa and two armchairs, complemented by decorative pillows. A coffee table is centrally placed, with a woven tray on top. Soft lighting is provided by multiple lamps, and large windows are adorned with sheer curtains, allowing natural light to enter.
Home in Pensacola
4.96 out of 5 average rating, 121 reviews

Midtown Luxury Stay w/Courtyard

Centrally located in Pensacola's thriving shopping district, your home base 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!

Top guest favourite
A tranquil beach scene features soft white sand and gentle waves lapping at the shore. Weathered wooden fence posts stand in scattered alignment, with seagulls resting on top. The vibrant turquoise water meets a clear blue sky, creating a serene coastal atmosphere.
Guest suite in Pensacola Beach
4.94 out of 5 average rating, 248 reviews

Upscale Peaceful Suite,Nice NBHD,White Sand Beach!

Looking for a spacious, upscale, peaceful guest suite with private bathroom, shower and small kitchenette near beach, you have found the spot. Easily accommodates three guests with private entry. Has AC,TV, high-speed WiFi, queen bed, sofa bed, small kitchenette, separate restroom, outdoor dinning chairs and table…Good for weekend or more extended stay, free off street parking. Next to Naval Oaks National Seashore with trails outside your door. 10 mins to Pcola Beach, 25 mins to Navarre Beach.

Guest favourite
A well-organized living space features a queen bed set against a neutral wall, with a dining table and two chairs positioned nearby. A television is mounted on the wall, and soft lighting is provided by a ceiling fan. The room is complemented by light wood flooring.
Home in Pensacola Beach
4.85 out of 5 average rating, 113 reviews

The Flamingo - Beautiful Studio Apartment

Enjoy a stylish experience at this centrally-located place. Just 8 miles from Pensacola Beach, 20 from Navarre Beach. Close to stores and restaurants. Enjoy the Emerald Coast w/o spending a fortune on hotel. See our other 1BR listing The Pelican with even more space. Queen bed, refrigerator, microwave, kuerig machine w/ complimentary coffee, driveway parking. Unit is part of a lg house with two other units with their own private, exterior entrances. There are no shared spaces and no stairs.

Top guest favourite
Apartment in East Pensacola Heights
4.97 out of 5 average rating, 202 reviews

Cozy Bayou Bungalow - 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 Bayou Bungalow 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
A comfortable sitting area features a navy blue sofa adorned with colorful cushions. A decorative table covered with a light-colored cloth sits in front, complemented by a floral area rug. Natural light filters through the window, dressed with rich maroon curtains.
Guest suite in Gulf Breeze
4.92 out of 5 average rating, 131 reviews

Cozy private studio suite close to beach.

Your private suite perfectly situated between 2 beautiful beaches (11 miles to Navarre Beach or 13 miles to Pensacola Beach). PLEASE READ DESCRIPTION FULLY BEFORE BOOKING. This suite is the upstairs portion of our home. It is not the entire house. There is a shared front entrance seperated from main living area by a privacy screen. The entire upstairs is yours. The suite consists of a king bed, bathroom and sitting area that includes a microwave, mini refrigerator and keurig coffe maker.

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, 107 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.

Top guest favourite
French doors open to reveal a bright interior space with an open floor plan, featuring a cozy sleeping area and a kitchen. A dining table with chairs is visible, alongside warm wood accents, while natural light filters in through the doors.
Guest suite in East Hill
4.98 out of 5 average rating, 536 reviews

Beautiful, Peaceful East Hill Guesthouse

Beautiful, quiet, relaxing guesthouse (formerly Whitney’s ironwork studio). Private entrance. In historic East Hill, surrounded by peaceful, towering oak and pecan trees. The French doors provide lots of natural light and an open, airy feeling. Private patio. Quiet, historic neighborhood -- perfect for walks or bike rides. Only 1.2 miles from downtown. Within a few blocks are breakfast/coffee shops, restaurants, Publix Grocery, pubs. Easy 15 minute drive to the beach.

Guest favourite
A modern studio features a light grey sectional sofa facing a television mounted on the wall. Large glass doors lead to a private outdoor area. Blue curtains frame the windows, while decorative mirrors adorn the wall above the sofa, enhancing the overall ambiance.
Guest house in Pensacola
4.93 out of 5 average rating, 150 reviews

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

Top guest favourite
A well-equipped kitchen features green cabinetry and a modern stainless steel refrigerator. A wooden countertop provides ample space for meal preparation, complemented by a dark stool. Brick accents add texture, while natural light enters through the window, enhancing the warm ambiance.
Flat in Downtown Pensacola
4.99 out of 5 average rating, 165 reviews

Luxe Downtown Studio Apartment

Curated style within walking distance to bars and restaurants downtown, and only a 15 minute drive to Pensacola Beach! This apartment features a a fully equipped kitchen, separate private entrance, fast high speed internet, in unit washer and dryer, a heated bathroom floor, and commercially rated sound proof insulation. The apartment boasts 11ft ceilings, 100%cotton luxury bedding and pillows, rain shower, and a private dedicated parking space just steps from the entrance.

Top guest favourite
A patio area is visible, surrounded by lush greenery and vibrant flowers. A red table and chairs sit under a green umbrella, providing a shaded spot for relaxation. An enormous live oak tree offers additional coverage, enhancing the secluded garden feel.
Guest house in North Hill
4.97 out of 5 average rating, 724 reviews

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.

Guest favourite
A spacious outdoor area is enclosed with a framed structure, featuring soft blue and white lighting along the floor. Potted plants add a touch of greenery, while lounge chairs are neatly arranged within the space, providing a relaxing ambiance for outdoor gatherings.
Tiny home in Pensacola
4.98 out of 5 average rating, 186 reviews

Tiny Home Pool View 25 Mins to Beacha

Welcome to our cozy tiny home located in my secured backyard, where a queen-sized bed promises a peaceful night’s sleep and our well-equipped kitchenette simplifies meal preparation. You will have free parking in the backyard located just steps away from the tiny home. Additionally, you’ll have the opportunity to gather around the outdoor fire pit for cozy evenings under the stars. Inside, unwind with a smart TV and stay connected with complimentary Wi-Fi.

Guest favourite
The spacious sleeping area features a large bed with soft bedding, complemented by a neutral-toned blanket. A comfortable couch is positioned nearby, while sliding glass doors provide natural light and access to the outdoor space.
Guest house in Pensacola
4.87 out of 5 average rating, 256 reviews

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.

Popular amenities for Pensacola holiday rentals

When is the best time to visit Pensacola?

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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 1,220 holiday rentals in Pensacola

  • Verified guest reviews

    Over 74,600 verified reviews to help you choose

  • Family-friendly holiday rentals

    750 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 430 rentals that welcome pets

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    670 properties have a dedicated workspace

  • Wifi availability

    1,200 of Pensacola holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill 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

Destinations to explore

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