House holiday rentals in Pensacola Bay

A bright living area is highlighted by large windows allowing natural light to fill the space. A white couch adorned with textured cushions sits on a vibrant blue area rug. A small round table with a plant stands beside the couch, while wall art features a motivational phrase.

4.99 out of 5 average rating, 273 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 pristine 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!

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, 175 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, 239 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.

Superhost

A modern living area features a light gray couch accented with decorative pillows, a white coffee table, and a patterned area rug. The open layout connects to a well-equipped kitchen, with bright cabinetry and dining area visible in the background.

4.9 out of 5 average rating, 133 reviews

Summer House! Beach & Downtown!

Welcome to Henry’s Hideaway! Whether your visit is to enjoy the beaches or downtown Pensacola, we want to welcome you and ensure you have a fantastic stay with us. The home is a 3 bed, 2.5 bath and beautifully decorated. The home is only about a 15 minute drive to the sugar sand beaches in Pensacola, 2 minutes to get onto I-110, and 5 minutes from vibrant downtown Pensacola where you can enjoy amazing restaurants and local shops! The house is fully equipped, so please make yourselves at home

A spacious backyard is illuminated by soft lights, featuring a central gravel area. Woven hammocks are positioned for relaxation, surrounded by a grassy lawn and a wooden fence that provides privacy. Trees stand tall, contributing to the inviting outdoor atmosphere.

4.99 out of 5 average rating, 187 reviews

The Hosta Hangout - A Luxury Central Haven!

Welcome to the Hosta Hangout! This modern duplex embraces a bohemian feel which creates a welcoming space of relaxation and bright engagement. Slow down and decompress in a woven hammock. Laugh with friends and family as you gather around the warm fire or relish the moments of a family cookout. However you choose to spend your time, embrace the uniqueness of this space that had the experience in mind. There are 2 cameras on the exterior of the property which actively record audio & visual.

The living room features a sectional gray sofa paired with a bright yellow armchair, creating a cozy seating arrangement. A coffee table is positioned in front, and a 65" TV is mounted against the wall. Natural light filters in through the window, enhancing the warm ambiance.

4.95 out of 5 average rating, 155 reviews

Pensacola Paradise Getaway

Spacious 3 Bed / 2 Bath (4 queen beds) beach retreat in a quiet family-friendly neighborhood! Fast 450MB WiFi! Prime central location within 15 mins to Pensacola beach, 6 mins to Naval Air Station, & 5 mins to downtown! Ice cold AC, 65" TVs with Netflix, & outdoor BBQ in private fenced backyard awaits. Clean & dog-friendly (sorry no cats due to allergies). Driveway parking enough for 4 SUVs. Self check-in & out offers you unbeatable convenience for a perfect beach vacation getaway!

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, 220 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 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.

4.94 out of 5 average rating, 361 reviews

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!

A spacious bedroom features a comfortable bed dressed in white linens, flanked by large windows with sheer curtains. An inviting lounge area is seen nearby, offering plush seating. The well-equipped kitchen showcases modern appliances and ample counter space. The outdoor pool area is visible, providing a relaxing retreat.

4.98 out of 5 average rating, 116 reviews

Perry Cottage * POOL*Historic Charm*Dog Friendly

* Private In-ground pool * Dog Friendly * 2 miles to Downtown, 10 miles to Pensacola Beach * 2 Bedrooms * Queen Beds * Fireplace * Privacy Fenced Yard * Astro Turfed Yard * Large Deck * Central Heat & Air Conditioning * Smart TVs in Living Room & Primary Bedroom * Outdoor Grill * 2 Car Parking * Washer & Dryer * Totally Remodeled Inside & Out * Office/Desk Area * Dining Table