Holiday rentals in Downtown, Pensacola

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Top-rated holiday rentals in Downtown, Pensacola

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

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Guest favourite

Flat in Downtown Pensacola

4.99 out of 5 average rating, 189 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.

Guest favourite

Bungalow in East Hill

4.97 out of 5 average rating, 705 reviews

•Sanctuary of Light•

A unique space, perfect for 2, accentuating the balance between natural and modern living. A block away from the peaceful bayou, a 5 minute drive from the quaint downtown district, and a 12 minute drive to our beautiful white sand beaches. Our neighborhood stands as one of the safest and most centrally located areas in Pensacola. The Sanctuary is complete with a kitchenette, back patio and plenty of fresh sunlight. Note that we do NOT have a TV as our hope is to offer a peaceful space to unplug!

Guest favourite

Guest suite in Pensacola

4.92 out of 5 average rating, 185 reviews

The Rooftop Loft of Barcelona

A former artist studio converted to a comfortable retreat space in the North Hill neighborhood of Pensacola. Within a mile of Downtown Pensacola... the location is tough to beat! This cozy space is perfect for two, and is high up overlooking the treetops and rooftops of historic Pensacola. The high ceilings make the loft feel spacious, and the large windows fill the space with natural light. We do make a special request that guests walk softly after 10:00pm (we sleep below 😴). We welcome you!

Guest favourite

Guest suite in Downtown Pensacola

4.98 out of 5 average rating, 252 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

Guest house in East Hill

5.0 out of 5 average rating, 125 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 suite in East Hill

4.98 out of 5 average rating, 409 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

Home in Downtown Pensacola

4.98 out of 5 average rating, 126 reviews

Coastal Cottage in ❤️ of DT Pensacola ~10 min walk

Welcome to PensaCoastal Cottage! Beautiful, newly renovated house within walking distance (0.7 miles) to local shops, bars, restaurants, Blue Wahoos Stadium, parks, bay front views, and much more! This coastal themed cottage includes 3bd/2ba, high speed WiFi, two smart TVs, and a fully stocked kitchen. PensaCoastal cottage is the perfect family vacation house located right next to a playground, walking path, fountain and the house includes many games, puzzles, and books.

Guest favourite

Flat in Downtown Pensacola

4.95 out of 5 average rating, 178 reviews

Downtown Historic Luxury Suite, Private Balcony

This is 1 of 4 beautiful apartments located in the Historic Kelley House in Downtown Pensacola. This home exudes historic character yet has all the modern amenities one desires. We are located just a few blocks from the heart of downtown and 10 minutes drive to Pensacola Beach. Beach gear, including towels, is provided as well as bicycles to explore the area. This property is suited to adults only. No children or infants, please. We look forward to hosting you!

Guest favourite

Home in Downtown Pensacola

5.0 out of 5 average rating, 138 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, 122 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.

Superhost

Cottage in Downtown Pensacola

4.79 out of 5 average rating, 270 reviews

Cute Cottage Getaway Downtown!

Wonderful cottage within walking distance to enjoy everything downtown Pensacola has to offer: gallery night, festivals, concerts, market days, parades, Ice flyers games, and Pensacon are all within walking distance! Very cute 1 bedroom 1 bath, light and bright though out. Front porch for relaxing afternoons. A few blocks away from the convention center!!! We charge a pet fee of $75+tax that will be charged per pet. Collected separately.

Guest favourite

Cottage in Sanders Beach

4.99 out of 5 average rating, 149 reviews

Beach Vibes on Downtown’s Side

This eco-friendly cottage hosts a peaceful Gulf Coast theme on a quiet street, just blocks away from all the action. Located on the edge of downtown, you're never too far away from all Pensacola has to offer, and a quick jaunt to Pensacola or Perdido Beach. This home offers 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.