House holiday rentals in Pensacola Bay

This historical Victorian home features a pale green exterior with white trim and an inviting porch that wraps around the front. Tall trees provide shade, while the structured stairs lead to the main entrance, which is adorned with decorative elements.

4.95 out of 5 average rating, 118 reviews

Large Historical Home for Groups Walk to Downtown!

Travel back in time with your lords & ladies in this fantastic historical home! Wine & dine your guests in good old fashioned style right in the heart of historical downtown Pensacola just one block off Palafox St. This beautiful historical Pensacola home boasts many of its original features such as soaring 11 foot ceilings, huge stained glass art windows and a stunning ornate grand wood staircase. Perfect space for a tasteful Bachelor or Bachelorette Weekend! Walk to Palafox Market & Downtown!

Guest favourite

A light-filled living area is showcased, featuring a pair of white sofas adorned with colorful throw pillows. A glass coffee table is positioned in the center, holding a stack of books and decorative items. A tall green plant stands near a stylish lamp, enhancing the space's ambiance.

4.84 out of 5 average rating, 159 reviews

Navypoint Beauty 2/2 Whole House Great area

Kick back and relax in this calm, stylish bungalow. Very close to NAS Pensacola 2 blocks to beautiful bayou (many times full of dolphins) anda park with walking trails. Bring your kayak! You may very well get to see the Blue Angels practice in this clean and stylish home filled with lots of little amenities! Beds are super comfy Neighborhood is peaceful and safe Perdido Key Beach is only 15/20 minutes away! White sugar sand beaches. Fully stocked and supplied kitchen, lovely sunroom, large deck

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.

4.98 out of 5 average rating, 332 reviews

COCO RO Downtown! Outdoor Shower, Hammock+Parking

Welcome to good vibes at Coco Ro “Surf Shack!” Your cozy retreat in downtown Pensacola. This thoughtfully designed 2BR coastal cottage blends laid-back comfort w/ curated nautical details, creating the perfect space to unwind after a day of exploring. Just 1 mile to vibrant Palafox St, 12 blocks to the bay & a short drive to the Gulf’s stunning, iconic white-sand beaches! • Outdoor shower! • XL hammock • Smart TV • Washer/Dryer • Private yard • Free driveway parking *Tap ❤ to save for later!

Superhost

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.

4.91 out of 5 average rating, 105 reviews

Nautical Vibes! Private Yard. King Bed. Sleeps 4

Welcome to @ Idyll Tide Bungalow, your cozy downtown retreat! A unique blend of modern comfort and coastal vibes await you - set within a vibrant historic part of the city, walkable to nearby coffee, restaurants, brewery, and more, and just a stone's throw from popular Palafox St (1 mi). Additionally, the bay is just 12 blocks away, and the unbeatable white sands of Pensacola beach are a short drive over the bridge. - Outdoor shower - Full kitchen - King bed and queen sofa bed - Washer/dryer

A serene bedroom is showcased, featuring a spacious bed with plush bedding. Soft lighting is provided by two bedside lamps. Textured curtains frame the window, and a cozy area rug adds warmth to the space. Additional linens are neatly arranged on a drawer stand.

4.95 out of 5 average rating, 324 reviews

East Hill Haven | 2BR | Mins to Beach & Downtown

Nestled in Pensacola's beloved East Hill neighborhood, you'll be in close walking distance of local coffee shops, restaurants, breweries, and parks while staying just minutes from downtown and the white sand beaches of the Gulf Coast . Whether you're here to explore, dine, or just enjoy the local scene, this property is the perfect spot to kick off your adventures as you're just a short stroll from all the major attractions. For short or long stays, make this your home away from home.

4.98 out of 5 average rating, 108 reviews

Downtown, Bay, Fish Market, Parades & Blue Angels!

Welcome to Nauti-Cola! This spacious 3-bedroom, 3-bath retreat sits in the heart of downtown Pensacola, just across from Pensacola Bay and Bruce Beach and steps from restaurants, nightlife, and the ballpark. Enjoy peekaboo bay views, parade floats rolling by, and Blue Angels practices overhead while relaxing on your balcony. Cook the fresh catch from the nearby fish market, mix cocktails, and catch post-game fireworks. Minutes to sailing, beaches, and nonstop walkable downtown energy.

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.

4.98 out of 5 average rating, 258 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!

4.98 out of 5 average rating, 168 reviews

A three-story beach house is set against a clear blue sky, featuring a light-colored exterior and large windows. Palm trees line the entrance, leading to a stairway that connects to the main door. A private beach area is visible in the background.

Home in Pensacola Beach

Soundside Paradise

Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!

Guest favourite

A modern kitchen area features white cabinetry with a spacious island, complemented by bar stools. Large windows allow natural light to fill the space while offering views of the surroundings. Outside, a wooden staircase leads to an elevated entryway, illuminated softly at night.

Home in Pensacola Beach

Island Life Beach House! 300ft to water!

The entire vibe of this home is "Island Life". If you're looking for a cozy spot on the beach that will make you feel more like you're at home than a tourist on vacation, this is the place for it. Our cute beach house is located on Pensacola Beach, and the water is within sight from the roomy outdoor deck. There are 2 bedrooms and 1 bathroom, kitchen, living space, outdoor space, and everything you need to enjoy life on the beach! FREE PARKING

4.97 out of 5 average rating, 121 reviews

Guest favourite

A spacious living area features a gray sofa adorned with decorative pillows. A multigame table is visible alongside a cozy bean bag chair. The custom mural highlighting Pensacola's attractions adds a colorful touch to the room, while a ceiling fan provides ventilation.

4.92 out of 5 average rating, 201 reviews

Coastal Cottage in ❤️ of DT Pensacola ~10 min walk

Relax and recharge in this bright and stylish 3-bedroom, 2-bath coastal cottage just a short walk (0.6 miles) to downtown Pensacola's best spots—local shops, waterfront parks, restaurants, and the Blue Wahoos Stadium. Perfect for families, couples, and small groups, this newly renovated home includes fast Wi-Fi, two Smart TVs, a fully stocked kitchen, and thoughtful extras like beach gear, games, puzzles, and books for all ages.

An inviting above ground pool is surrounded by a wooden deck, featuring a circular shape and clear blue water. Comfortable lounge chairs are positioned nearby, offering a relaxing spot to enjoy the sun. Tall trees and a privacy screen add a sense of seclusion to the area.