House holiday rentals in Downtown Pensacola

A bright and airy entryway features a light-colored wood console table adorned with decorative items, including a vase and books. A large piece of wall art depicting a coastal scene adds interest, while a door opens to outdoor views, inviting natural light throughout the space.

4.99 out of 5 average rating, 274 reviews

Coco Ro Downtown! Hammock, Porches + Free Parking!

Welcome to good vibes at Coco Ro Surf Shack - your cozy, beachy retreat in downtown Pensacola! This designer 2-bedroom cottage offers laid-back comfort just a stone’s throw from the heart of downtown. Only 1 mile to trendy Palafox St, 12 blocks from the bay & a short drive to stunning beaches. Your coastal escape awaits! ・Seasonal outdoor shower ・XL hammock ・Smart TV ・Washer/Dryer ・Private yard ・Free driveway parking *Outdoor shower closed in colder months *Tap the ❤ in the top right to save!

4.98 out of 5 average rating, 124 reviews

Family, friends, spabath, hot tub, downtown, beach

You will enjoy this charming newly renovated home conveniently located near downtown & Pensacola beach. Enjoy king beds & 50" Tv's in the main bedrooms, 65" TV & blue tooth speakers in living room, soaking tub and double shower in the master bath. You'll be at home with a well -appointed kitchen/ coffee station & washer/dryer. Bonus room with 58" TV, Atari, and 2 full beds. Spacious deck with hot tub, gas grill & outdoor dining area. Outdoor Fire pit/ seating. Inquire about on site boat parking.

4.96 out of 5 average rating, 105 reviews

A vibrant living room is adorned with bold palm leaf wallpaper in pink and green. A tufted pink sofa is paired with black and beige accent chairs, while a circular coffee table sits at the center. Natural light filters through sheer curtains, adding warmth to the space.

Home in Old East Hill

La Petite Pineapple~Walkable to downtown Pensacola

Welcome to La Petite Pineapple located downtown Pensacola in the historic neighborhood of Old East Hill! Perfectly located 1/2 a mile to Palafox St and 8 miles to beautiful Pensacola Beach (10 minute drive). This luxury tropical retreat offers everything you need for your perfect Pensacola getaway! Owner cleaned and operated, I take great pride in providing my guests with an excellent vacation experience with as much guidance about the area such as things to do/dining options. Ask me questions!

A charming cottage is set within a lush yard, featuring a welcoming front porch adorned with potted plants. A brick pathway leads to the entrance, framed by vibrant greenery and shaded by mature trees in the background.

4.96 out of 5 average rating, 177 reviews

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

4.92 out of 5 average rating, 121 reviews

Comfortable Downtown Stay • Pet Friendly Yard

Charming, pet-friendly cottage in Downtown Pensacola! Just minutes to beautiful beaches, Palafox Market, breweries, coffee shops, and the Blue Angels. Enjoy a spacious fenced yard for your pups, fast, reliable Wi-Fi, and a game room for fun nights in. Perfectly stocked for military families, wedding guests, staycations, or remote work. Close to parks, shopping, and dining. Dogs welcome—with treats and bowls! Feel right at home in this comfortable, convenient, and well-located Pensacola escape.

A bright dining area is furnished with a glass-top table and stylish black metal chairs, accented by greenery in a vase. The space features large windows that provide ample natural light, with wooden beams enhancing the ceiling's height. A modern kitchen area is visible in the background.

4.89 out of 5 average rating, 240 reviews

Tropical Boho Style Home Near Downtown Pensacola

Great historical Pensacola home with vintage charm & modern comfort. Our favorite part is the Beautiful Kitchen and private Backyard! Enjoy the gas BBQ grill out on the deck or chill in the hammock underneath the palm trees. A welcoming space to spend time with family & loved ones. Enjoy a fun unique atmosphere with a mix of new & vintage furniture & art. Convenient location close to Downtown Palafox Pier, Pensacola Bay Center, NAS Navy Base, local area hospitals, 15 mins from Pensacola Beach.

A two-story home features a light blue exterior and a symmetrical design, framed by white columns on the porch. The landscaped front yard is neatly manicured, with low shrubbery and a brick pathway leading to the front door.

4.91 out of 5 average rating, 217 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

The Bayfront Manor brings the best of both worlds to your vacation or business stay in Pensacola. Located 5 min walk from historic downtown, Seville Square, and Palafox Street, the location is ideal for all dining, nightlife, and events. The home is positioned on the corner of Bayfront Dr allowing for great water views of Pensacola Bay. The best beaches on the Gulf are only a 10 min drive. The location is also great for wedding parties as the Barkley House and Christ Church are walkable.

A modern exterior view of the white one-story building is presented, featuring large windows framed by minimalistic planters. A pathway leads from the road to the entrance, and a wooden fence provides privacy, complemented by surrounding green landscaping.

4.99 out of 5 average rating, 221 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!

A bright living area features two orange armchairs and a brown leather couch, arranged around a circular area rug. A blue kitchen with modern appliances is visible in the background, with bar seating for three. Natural light fills the space through large windows.

4.97 out of 5 average rating, 220 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.

An outdoor patio area is showcased with a spacious dining set and two lounge chairs, all positioned on a paved surface. A large striped umbrella provides shade, while the fenced backyard features green grass and palm trees, creating a suitable environment for relaxation.

4.97 out of 5 average rating, 151 reviews

Summer House - Beach & Downtown

Enjoy all downtown Pensacola has to offer in this stylish 2 BR, 2.5 BA Vacation Home! Perfect for families or couples. Comfortable, open floorplan with beautiful interior touches & furnishings. With all the essential comforts combined and easy access to shopping/dining, as well as close proximity to Florida's best beaches & outdoor adventures, this Pensacola home promises an ideal Florida gateway for friends and family, no matter the season

4.94 out of 5 average rating, 361 reviews

An exterior view of the property features a vibrant orange and blue facade. A winding stone path leads to the entrance, surrounded by lush green grass. A patio area is set with outdoor furniture and an umbrella, while colorful kayaks rest against the side of the building.

Home in East Hill

The Orange Bayview 🍊 Pet Friendly 🐬Studio Suite 🌴

Orange You Glad You Found This Place? Steps from Bayview Park including small and large dog parks, dog beach, tennis courts, workout area, boat ramp, Bayview Center & more. 5 minutes to downtown, 15 minutes to Pensacola Beach. While attached to the main house, the guest suite is its own private space, with a separate entrance, temperature control, driveway parking for 2 and room for a 20’ boat. We’ll do anything to make your stay great!

4.98 out of 5 average rating, 137 reviews

Home in Old East Hill

Epic Spring Break in Pensacola Nightlife!

Relax in this chic beach-style haven with modern amenities and Pensacola's tropical allure. This 3BR/2.5BA retreat is steps from downtown's vibrant nightlife—lively bars, events at Pensacola Bay Center, and top restaurants—yet minutes from Pensacola Beach's sugar-white sands and emerald waves. Dine al fresco on your patio or sip coffee on the upper deck for ultimate unwind vibes. *Government-issued ID required; submit post-booking.

Popular amenities for Downtown Pensacola house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in East Pensacola Heights

A private backyard highlights a sparkling blue pool and a hot tub under a wooden pergola. A hammock is suspended nearby, surrounded by lush greenery and colorful plants. A grill is positioned on a patio area, providing a welcoming space for relaxation and entertainment.

4.93 out of 5 average rating, 107 reviews

Hot tub/ Pool Relaxing Getaway

4.93 out of 5 average rating, 110 reviews

A screened-in pool area features a clear, blue pool surrounded by a spacious deck. Lounge chairs are positioned around the pool for relaxation. Lush palm trees and greenery are visible in the background, offering a glimpse of the outdoor environment.

Home in Pensacola Beach

Fun, sun, sand, and rest. Enjoy your stay with us.

Superhost

A newly installed pool is surrounded by a cobblestone patio. Tall wooden fences provide privacy, while a shaded area with seating is visible in the background. Grass covers the perimeter, enhancing the outdoor space for relaxation.

Home in East Pensacola Heights

4.82 out of 5 average rating, 148 reviews

Foosball Table-Pool-Spacious-9min to Downtown

A spacious single-story home features a blend of stone and siding, surrounded by a manicured lawn. The entrance is marked by a wide porch, complemented by large windows and shutters on either side. A driveway leads toward the garage on the left.

4.86 out of 5 average rating, 105 reviews

Pensacola Blue Angel Pool House

4.99 out of 5 average rating, 127 reviews

Private Pool-Near NAS- Grills-Arcades-FamilySetUp

A serene backyard space features a clear blue pool surrounded by lush greenery. Sunlight filters through the trees, and a variety of plants decorate the perimeter. Lounge chairs are positioned near the pool, providing a comfortable area to relax and enjoy the outdoors.

4.95 out of 5 average rating, 209 reviews

Flamingo On Fisher In The Heart Of Pensacola

An outdoor pool area is enclosed by a screened patio, featuring a rectangular pool and a hammock for relaxation. Comfortable seating is arranged around a coffee table, with greenery adding a touch of nature. A bar with stools is visible, enhancing the outdoor experience.

4.97 out of 5 average rating, 132 reviews

Poolside Retreat, Hot Tub, 5 min to beach

An outdoor tiki bar is surrounded by colorful, mismatched chairs, providing ample seating for guests. The bar area is adorned with decorative lights and tropical-themed decor, creating a lively atmosphere. Sunlight filters through the greenery overhead, enhancing the inviting outdoor space.

4.9 out of 5 average rating, 30 reviews

Tiki Time Pool Home

Weekly house rentals

4.94 out of 5 average rating, 18 reviews

Home in East Hill

The Wright House: New home in East Hill/Downtown

5 out of 5 average rating, 25 reviews

2BR/2BA Calm Retreat | Near Beach & Downtown

4.96 out of 5 average rating, 47 reviews

The living area features a cozy blue sofa adorned with patterned pillows, facing a rustic brick fireplace. A sleek staircase with a metal railing leads to the upper level. A wooden coffee table rests in front, displaying decorative items, while natural light filters through nearby windows.

Home in Old East Hill

The Blue House on Belmont!

The kitchen features white cabinetry and stainless steel appliances, complemented by a wooden island with teal accents. Pendant lights hang above the island, which is set with decorative placemats. A large window provides natural light, enhancing the functional layout.

4.98 out of 5 average rating, 163 reviews

Surrey Escape

A welcoming living space is framed by lush green leaves from a large potted plant. Classic hardwood flooring is complemented by a light area rug. A decorative fireplace and a wooden table with a lamp add a cozy touch. Archways lead to additional rooms, enhancing the home's flow.

4.98 out of 5 average rating, 102 reviews

A Romantic Downtown Get Away! The Gregory House

A dining area showcases a rustic wooden table surrounded by colorful chairs. The space is enriched by a vintage-style refrigerator and a decorative mirror. A brick fireplace is a focal point, while soft lighting enhances the inviting atmosphere. Greenery adds a touch of nature.

4.94 out of 5 average rating, 66 reviews

Nautical Vibes! Private Yard. King Bed. Sleeps 4

A cozy bedroom features a spacious bed with a tufted headboard and light bedding. Natural light enters through a window dressed with patterned curtains. A bedside table with a lamp is positioned nearby, and a ceiling fan adds ambient comfort.

4.87 out of 5 average rating, 79 reviews

The Jesse: Cottage in Historic Downtown Pensacola

A charming cottage exterior is framed by a mixture of brick and stucco, featuring a covered front porch with seating options. Colorful flower pots are positioned beside the entrance, which is adorned with an arched doorway, large windows, and a prominent chimney.

4.98 out of 5 average rating, 283 reviews

Pensacola Lighthouse Retreat

Private house rentals

4.93 out of 5 average rating, 14 reviews

Sunflower Cottage Downtown

A two-story house with a light blue facade is depicted, featuring a covered porch with white railings on the upper level. Lush green grass is present in the front yard, complemented by small shrubs along the pathway. A pebble driveway leads to the entrance.

4.95 out of 5 average rating, 43 reviews

The Pensacola Retreat-Spacious, pet-friendly home

This spacious bedroom features a large bed with a textured headboard against a dark wall. Rich hardwood floors are complemented by a light area rug. Natural light enters through a glass door leading to a balcony, enhancing the openness of the space.

5 out of 5 average rating, 41 reviews

Calle De Santiago in the Heart of Pensacola!

A modern living area is highlighted by white armchairs and a wooden coffee table. A round dining table is set against a wall adorned with circular decor. The space features light wooden cabinetry and an island in the kitchen area, with natural light streaming through the windows.

4.98 out of 5 average rating, 40 reviews

Downtown Historic Cottage

4.96 out of 5 average rating, 76 reviews

A cozy living area features a green sofa adorned with black and red cushions, paired with a rustic wooden coffee table. Nearby, a round side table and a dining area with black chairs are visible. Soft natural light filters through sheer curtains, illuminating the space.

Home in Sanders Beach

Bayside Retreat-A beautiful Cottage near the Bay

A light blue bungalow features a welcoming front porch with two blue chairs and colorful flowering bushes nearby. The house showcases a modern door and large windows, complemented by a grassy yard, enhancing the inviting curb appeal.

4.99 out of 5 average rating, 81 reviews

Cozy garden home, heart of downtown, pet friendly!

5 out of 5 average rating, 12 reviews

Relaxing Downtown Yonge Cottage

Superhost

A compact kitchen features light gray cabinetry and a marble countertop. Stainless steel appliances, including a refrigerator and an oven, are visible. Shelves hold dishware and glassware, while a large clock adorns the wall. A rug adds warmth to the tiled floor.