Pet-friendly holiday rentals in Oriole Beach

Private Waterfront Retreat: Family & Pet Friendly

Welcome to your own private waterfront, beach, and retreat destination! Recently renovated, this home is the perfect place to unwind, relax, and soak in the beach life! Tucked away on a dead-end street away from the tourist hustle & bustle. - Panoramic views of the sunset - Private 450ft dock with 2-story deck - Paddle boards/yoga mats - 1 acre of serenity - Complete kitchen - Fenced backyard, outdoor dining, fire pit Location: - 16 mins/10 miles to Navarre Beach - 14 mins/8 miles to grocery

CORAL CRAB CONDO-2 Master’s Suites~Pet Friendly

Coral Crab Condo, Located in a quaint area. Just a two minute walk to the Gulf of America. Perfect for a getaway or housing for anyone coming for work. Condo has a fully equipped kitchen that is open to dining, living and balcony overlooking lake. Upstairs, 2 Master Suites-Tempur-pedic mattress with upscale private baths & TV. 2 balconies, courtyard and gas grill. All beach accessories are provided including chairs, floats & towels. Dog beach is 1.6 miles, “The Local”-market is a 3 minute walk.

Redfish Loft, private waterfront Apt. on East Bay

Light airy open floor plan " pet friendly with fee " loft style apartment with private bedroom. Watch the blue herons & dolphins, sit on one of two private decks sipping coffee as you watch the sunrise on the Bay. Paddle the clear waters in our kayaks or bring your SUP. Cook your fresh catch on your private grill or visit a local seafood restaurant. Private, secluded, neighborhood. Join us @ Fire pit ..is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

Charming 2BR Cottage in East Hill near cafes/shops

Relax and unwind in this cozy 2-bedroom cottage nestled in the vibrant, historic East Hill neighborhood. Ideally located, you're just a short stroll away from a dog park, local coffee shops, East Hill Pizza, Publix and Alga Brewery—everything you need for a laid-back day out or an extended stay. Plus, you’re only minutes from all the top attractions in Pensacola. Whether you're here to explore, dine, or just enjoy the local scene, this property is the perfect spot to kick off your adventures.

Summer Sale-2 king beds, sleeps 8, 12 min to beach

Your family will be close to everything when you stay at this centrally-located Gulf Breeze home. The quiet family friendly neighborhood is the perfect place to relax after a long day at the beach. You will find shopping, Santa Rosa Sound State park, boat launch, bay access, restaurants, day spas, movie theater, Andrew Institute, Gulf Breeze Baptist Hospital, and much more within 5 miles of the home. We are located 10 minutes to Pensacola Beach and a short 28 minute drive to Navarre beach.

Heated saltwater pool | Pet Friendly | Family home

Welcome to Whispering Sands, your ideal retreat for family relaxation. This centrally located Gulf Breeze oasis offers proximity to shopping, dining, the Gulf Islands National Seashore, and Pensacola Beach's pristine shores, all within a 10-minute drive. Step into a rejuvenated space adorned with new furnishings, flooring, and a fresh paint scheme. Bask in the serenity of the enclosed outdoor seating area or take a refreshing dip in the heated saltwater pool. Your tranquil escape awaits!

Beautiful Coastal | 10Min from Pensacola Beach!

Welcome to your Gulf Breeze getaway ! Nestled in a quiet neighborhood, just minutes away from pristine beaches, this villa boasts spacious living areas, 3 Smart Tvs, a fully equipped kitchen, and a coffee bar. With easy access to the beautiful white sands of Pensacola Beach (6 miles) and Navarre Beach (15 miles). Enjoy a peaceful stay with a private fenced backyard with outdoor seating, a firepit and lights designed for summer nights. We look forward to hosting your vacation ! - Sonya

Blackwater Bay Mae's Cottage

Mae's Cottage is a peaceful little bay house located right off of Interstate 10 in Milton (< 1 mile) and is within steps to the beautiful Blackwater River and Bay. It is approximately 100 yards from water access where you can enjoy fishing, boating, kayaking or just watching the sun set. There is a public boat launch so bring your boat/jet skis/kayaks and fishing gear and head out to the beautiful waters of Blackwater Bay. Relax with the whole family at this peaceful little bungalow.

🌟Luxurious new build minutes from beach+downtown

Our tiny house was custom built in 2022 and is located in beautiful East Hill. Our place is centrally located just minutes from PNS airport, downtown restaurants and bars, and Pensacola Beach! It is also just a short walk to Bayou Texar and Bayview park. The tiny house is a completely private space with driveway parking for 2 cars and your own patio area! Enjoy beautiful views of the Bayou from the dining room table or the patio area. We'll do anything we can to make your stay great!

Romantic getaway w/ Jacuzzi tub!

Perfect romantic getaway with king size bed, large jacuzzi tub, and walk in double headed shower. Located just minutes from the airport, downtown and the beach! Walking distance to some of Pensacola’s most unique dining establishments. Private entrance with keyless access. We’ll provide everything you need for a day at the beach - chairs, umbrella, beach towels and cooler. Large screen tv and high speed internet. The suite does NOT have a kitchen. NO SMOKING!

Retreat (access to bayfront property & kayaks)

Our house is your house. A relaxing retreat while vacationing on the Gulf Coast. Minutes from attractions like Navarre beach, this retreat offers a quiet escape away from the hustle and bustle in a family friendly neighborhood. Enjoy your mornings while relaxing on the back deck with your cup of coffee and glass of wine by the fire pit by night. Reach out for discounts on long term offers season stays.

Heart of Gulf Breeze only minutes to Pcola beach!

Your family will be close to everything when you stay at this centrally-located home. Private unit in a duplex located about 15 minutes to Pensacola beach, and 20 minutes to Navarre beach (all depending on traffic of course) Large fenced in back yard with table and chairs on patio. Wifi is available along with fire sticks to watch movies and TV shows. Full kitchen and coffee maker at your disposal!