Family-friendly holiday rentals in Oriole Beach

Upscale Peaceful Suite,Nice NBHD,White Sand Beach!

Looking for a spacious, upscale, peaceful guest suite with private bathroom, shower and small kitchenette near beach, you have found the spot. Easily accommodates three guests with private entry. Has AC,TV, high-speed WiFi, queen bed, sofa bed, small kitchenette, separate restroom, outdoor dinning chairs and table…Good for weekend or more extended stay, free off street parking. Next to Naval Oaks National Seashore with trails outside your door. 10 mins to Pcola Beach, 25 mins to Navarre Beach.

The Flamingo - Beautiful Studio Apartment

Enjoy a stylish experience at this centrally-located place. Just 8 miles from Pensacola Beach, 20 from Navarre Beach. Close to stores and restaurants. Enjoy the Emerald Coast w/o spending a fortune on hotel. See our other 1BR listing The Pelican with even more space. Queen bed, refrigerator, microwave, kuerig machine w/ complimentary coffee, driveway parking. Unit is part of a lg house with two other units with their own private, exterior entrances. There are no shared spaces and no stairs.

Delightful 1-bedroom houseboat with free parking.

Please read listing carefully. No pets allowed and no smoking. This is where your glamping adventures begin. You won’t forget your time at this peaceful and quiet place. Our houseboat is docked on the canal with a beautiful view. We make every effort to provide a safe and fun experience. Some amenities include a shower, bathroom sink, kitchenette, microwave, fridge, A/C and gas grill. Since this is a green houseboat, a porta-potty is located about 50 ft. from the boat and the private parking.

The Lemon Tree Tiny House

Welcome to The Lemon Tree Tiny House, an adventurer’s paradise! Bring your kayak or canoe! We are excited to host you at this uber cute (HGTV would be proud) abode! This cutie boasts cozy decor throughout its indoor/outdoor space, a queen sized bed in the loft, a twin bed on the ground floor, full kitchen, small fridge & large TV. The outside oasis consists of comfy seating, natural beauty & water access within a short walk to Pensacola Bay for kayak launching, or a stunning sunset viewing!

Coastal King Ste 3.2 mi to Pcola Bch

Bask in the warm sun on soft, white-sandy beaches just minutes drive from your door! 🗺️ Located just off Hwy 98 — the scenic route between Pensacola Beach & downtown 🛏️ Cloud-like King Bed w/memory foam + cooling gel topper 📺 70” Samsung TV w/ Roku 🪑 Comfy Workstation + two recliners w/light massage 🍳 Kitchenette Vibes – full fridge, Keurig, microwave, toaster, & stove w/dishes, pans, & utensils. 🛁 Spa-sized Bathroom – double vanities, enclosed toilet room & Bluetooth fan

2BR near beaches, pet friendly w/ patio

This pet-friendly 2BR Gulf Breeze rental is ideal for both short getaways and extended stays. Enjoy coffee on the fully fenced patio, relax with fast WiFi and a 55-inch TV, or fire up the grill after a day at the beach. Close to Pensacola Beach (7.9 mi), Navarre Beach (14.6 mi), Oriole Beach Boat Ramp (2.2 mi), and downtown Pensacola (12 mi). Snowbird-friendly with fall and winter availability, perfect for families, couples, or traveling professionals.

Waterfront tiny Cabin/ Glamping

Quaint waterfront cabin! Peaceful surroundings, shady oak trees, hammock, boat launch, beautiful dock for enjoying the sunrise. Cabin has a loft with Japanese bed, Murphy bed, and futon. Bathroom has a toilet and shower. simple kitchenette with toaster oven, burner, sink, microwave, full fridge, and dishes. Television has DVD player no cable!, no WiFi!. Small dinette table w/4 chairs. A/C; NO PARITIES ALLOWED! Sleeps 4 comfortably

The Cottage By The Bay

Beautiful and underneath live oaks and old magnolias, The Cottage was built in October 2015 in a quiet family neighborhood. The decor is "Southern-Coastal". *We live on the property next door. NO water access. The Cottage is located 5 minutes from putting your toes in the bay at Naval Live Oaks. It is 10 minutes from the gorgeous white sands of Pensacola Beach or eating some of the Gulf Coast most delicious seafood.

Gypsy Rose near the beaches

Reconnect with nature at this unforgettable escape. Looking for a chill vibe? This is your place. Gypsy Rose is centrally located in Gulf Breeze, FL. Only 6 miles to Pensacola Beach, 10 miles to downtown Pensacola, and 17 miles to Navarre Beach. Gypsy Rose is nestled in a tropical forest setting. Our quiet neighborhood is just minutes to shops, restaurants, parks, the zoo and our beautiful Emerald Coast.