House holiday rentals in Pensacola Bay

Large Mid-Century Home w/Bay View & Ancient Trees

Large nicely furnished 4/4 home located high on a hill overlooking Escambia Bay in Pensacola. This unique home features a large yard & relaxing views of the bay & towering trees, interesting artwork, 2 huge decks, 2 balconies, 70" big screen 4K TV, large open living & huge master suite. Great location short drive from beaches parks & trails. 10 mins from historical downtown, bars and restaurants. 10 mins to Pensacola Airport 25 mins to Pensacola Beach 28 mins to NAS 1 hour to Fort Walton/Destin.

Hot tub/ Pool Relaxing Getaway

Picture your family enjoying the pool & hot tub while you grill out in the large private backyard, or lounge in the comfy screened in porch seating area of this peaceful getaway! Located b/t the bayou & scenic bluffs overlooking the bay, our home is close to all the area has to offer! Relax on the beach, visit the fishing pier or historic downtown's upscale dining/shopping. 1 block from Exchange Park which has baseball/softball fields, a playground, free wifi, walking path/trails & picnic areas!

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!

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

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

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.

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.

Newly Renovated 2/2 Downtown 1933 Artist Cottage

Enjoy a peaceful stay in our completely renovated cottage with a full chef's kitchen: gas range, dishwasher and comforts of home . The main bath has a dedicated soaking tub for complete relaxation. 1.5 miles to downtown, or 2 minute drive to music venues, boutique shopping/dining, museums, and Wahoo Baseball Stadium. Don't forget our beaches! A short 15 minute drive to the iconic Pensacola Beach Ball parking and sugar sand beaches. Welcome to my hometown y'all - go make vitamin D!

Stylish Downtown Home- Short drive to the beach

Experience Downtown Pensacola at Maison de la Mer "House by the Sea" where you are within walking distance of the best restaurants, coffee shops and nightlife Pensacola has to offer. You are also in walking distance to Pensacola Bay, Corrine Jones Park, and a short 15 minute drive to the beautiful white sands of Pensacola Beach. Bring the whole family, recruit some friends, stay and play at this home away from home. Your enjoyment has been considered in every preparation.

Casa Catrina • A Vibrant Mexican Art Retreat!

Welcome to Casa Catrina, a colorful, art-filled retreat inspired by Mexico’s joyful traditions of life, remembrance, and creativity. Designed by award-winning photographer and world traveler Ron Jordan. The home blends authentic folk art, vibrant color, and modern comfort into a warm, inspiring space. Enjoy handcrafted décor, a quiet backyard, and morning espresso before exploring downtown Pensacola.

Beautiful 1-bedroom cottage with pool

This rental is located near Navy Point - minutes to NAS, Boating Marinas, and Downtown Pensacola and only a short 20 minute drive to the white sand beaches of Pensacola or Perdido Key. This home features an above ground pool, screened in porch, patio and grill. This rental is the perfect place to relax and unwind after a day at the beach or exploring Pensacola and it's surroundings.

Charming home, 10 min drive to Pensacola Beach

7 min to downtown, 7 minutes to Pensacola Beach. Charming, new custom remodel with tons of character. New outdoor deck with lounging and large outdoor dining area. Built in Grill to surround a spacious shaded yard. Let go and relax with the huge mature oak trees in a quiet, peaceful neighborhood. Plenty of room for a dog to run around and play outside.