Holiday rentals in Pensacola

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Top-rated holiday rentals in Pensacola

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Guest favourite

Cottage in Pensacola

5 out of 5 average rating, 176 reviews

Salty Dog DT! Outdoor Shower! Beach Vibes Downtown

Experience good vibes at Salty Dog Cottage, your cozy downtown retreat! A blend of modern comforts & coastal allure awaits you in this tranquil shotgun home, just a stone's throw from vibrant historic districts. Explore trendy Palafox St (1 mi), reach the bay in just 12 blocks & take a short drive to pristine sugar sand beaches via the nearby bridge. Come home to: ・Outdoor shower ・Full kitchen ・King bed & Queen sofa bed ・Washer/Dryer *Add to wishlist by clicking the ❤ in upper right corner!

Guest favourite

Guest suite in Downtown Pensacola

4.98 out of 5 average rating, 264 reviews

The Intendencia Suite

Private guest suite with private entrance, in the heart of Historic Downtown Pensacola. 5 minute walking distance to Palafox, Ferry, bay, Ballpark, festivals, Breweries, restaurants, art, museums and shopping! Perfectly suited for a low stress weekend getaway. I strive to keep my space clean and affordable because I know how expensive travel can be. Quiet residential street close enough to enjoy the fun but far enough away to feel like home. Not suitable for pets or children under 12.

Guest favourite

Home in Pensacola

4.97 out of 5 average rating, 536 reviews

Ms Di's Place. Price Inclusive.

Newly renovated, spotlessly clean 2 bdrm, 1 bath house conveniently located in the heart of East Hill. Carport, bathtub/shower, oven, microwave, frig with icemaker, hardwood floors, Kuerig, WIFI and TV. 5 minutes from downtown Pensacola and Baptist Hospital, 8 minutes from Sacred Heart, 10 minutes from West Florida Hospital, and 15 minutes from beautiful Pensacola Beach.This property belongs to St. Mark UMC and all proceeds are used to fund local missions. Price is inclusive- no added fees.

Guest favourite

Apartment in Pensacola

4.96 out of 5 average rating, 181 reviews

Comfy Bayou Cottage - 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 Cottage 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 or let this location serve as your hub while enjoying all Pensacola has to offer!

Guest favourite

Guest house in East Hill

5 out of 5 average rating, 138 reviews

EAST HILL - Bayview Park Private Carriage House

Maggie's is a professionally decorated carriage house in the historic East Hill neighborhood. We are one block over 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

Guest favourite

Guest house in East Hill

5 out of 5 average rating, 109 reviews

Funky Flamingo~ Guest House~ Pool & Kitchenette

This charming East Hill bungalow is owner managed/cleaned. Steps from Publix, 1 mile to downtown/Bayfront and just 12 minutes to Beach! Enjoy the private pool & patio. Luxury comforts and amenities, with the highest speed Wi-Fi/streaming services. Casper mattress and pillows with (700 thread count Egyptian Cotton sheets), for an amazing nights rest, Beach chairs, cooler, umbrella and towels provided. Enjoy the new walk-in shower w/ tankless hot water heater. LBGTQIA2S+ friendly!

Guest favourite

Guest suite in East Hill

4.98 out of 5 average rating, 431 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

Cottage in Pensacola

4.98 out of 5 average rating, 432 reviews

Pensacola Pelican Retreat

Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

Guest favourite

Home in Downtown Pensacola

4.99 out of 5 average rating, 154 reviews

✨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!

Guest favourite

Home in Pensacola

4.98 out of 5 average rating, 131 reviews

Casa Catrina-North Downtown with unique art theme!

Beautiful, themed artist home located just 7 minutes from Downtown Palafox. 20 minutes from NAS Pensacola, quick access to the route to Pensacola Beach. This property is located in an old, diverse downtown neighborhood that is rapidly changing with new homes and remodeled ones appearing everywhere. This is a clean and comfortable, pet friendly house with fully equipped kitchen, WIFI, smart TVs with Netflix, Amazon, and commercial free YouTube, and more.

Guest favourite

Guest house in Pensacola

5 out of 5 average rating, 168 reviews

Hidden Garden Cottage in Historic North Hill

This is not your generic Airbnb. Regardless of why you are visiting, we would like our guests to have a PENSACOLA EXPERIENCE. From nearby downtown restaurants, breweries, and museums, to sailboat races in the bay, Blue Angels passovers, beautiful white sand beaches, to deep history around every corner, this Cottage inhabits PENSACOLA CHARACTER and is your relaxing and unique jumping off place in Northwest Florida.

Guest favourite

Cottage in Sanders Beach

4.98 out of 5 average rating, 442 reviews

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.