Holiday rentals in Santa Rosa Island, Florida

Coastal Ola Oaks Guesthouse

Welcome to Ola Oaks - a recently renovated cozy, coastal inspired 2 bedroom, 1 bath guesthouse. Just a 7-minute drive to the Beach. Whether you're planning a peaceful getaway or a work-from-the-coast stay, Ola Oaks offers everything you need for a memorable trip. 🏠 Private entrance 🍽️ Full kitchen with dishwasher 🧺 Laundry appliances are in-unit and included 📺 YouTube TV is included 🛜 1.0 Gbps AT&T fiber wifi NOTE: The guesthouse is accessed by climbing up a flight of stairs (see photos).

Boutique Farm Studio • Near I-10 • Feed the cows

Quiet, clean farm stay in a unique modern studio located about 2 mi from I-10. Our space is thoughtfully designed with stylish finishes, including a cozy fireplace, full kitchen, and large private patio. Sip your morning coffee on the patio and catch a beautiful sunrise. Feed the cows treats that we have provided. Places of Interest: Gulf Shores-45 min Tanger & OWA-35 min Mobile-35 min Pensacola-35 min Buc-ee’s-10 min Please note: -booking guest must be 25+ -no children under 12 -no pets

Redfish Loft, private waterfront Apt. on East Bay

Boat lift available-extra daily fee- 12k lb " pet friendly with fee " loft 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 private grill or visit a local seafood restaurant. Secluded, neighborhood. Join us @ Fire pit ..is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

Never Navarre From Home Cottage

Escape to Florida's best-kept secret, Navarre Beach, just a 5-minute drive from this charming 330 sq. ft. coastal cottage. Perfect for solo travelers or couples, it features airy gabled ceilings, a King-size Murphy bed that converts into a dining/work table, and unforgettable shower experiences!! Conveniently located near restaurants and grocery stores within walking distance, this cozy retreat has everything you need for a relaxing getaway, all just minutes from stunning white sand beaches!!

Cozy Bayou Bungalow - just steps from the water

Are you looking for a comfortable, clean place to relax in an established and desirable area of town while visiting beautiful Pensacola? Then look no further! The Bayou Bungalow is located just steps from the water along Bayou Texar and only minutes from the downtown entertainment district and our pristine beaches. Enjoy a morning walk along the waters edge under the oak trees, check out the neighborhood beach and let this location serve as your hub while enjoying all Pensacola has to offer!

Just Another Beach Day • Private Pool • Golf Cart

Welcome to Just Another Beach Day — Luxury Navarre Beach home with a private pool, 6‑seater golf cart, bikes, and space for 10. Enjoy fast WiFi, Smart TVs, and an open layout perfect for families. The main‑level master has a king bed and spa‑style bath. Upstairs, a queen room with bunks has a private bath and balcony access. Two more queen rooms share a full bath. Beach access is a 4‑minute walk or quick golf cart ride, with the Santa Rosa Sound just across the street.

Pensacola Pelican Retreat

Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

Villa Saffron

Kick back and relax in this calm, stylish space. Welcome to this newly renovated and spacious one bedroom in Hickory Shores. Villa Saffron is as unique and rare as the spice. In addition to the beautiful beaches less than 20 minutes away, this specious apartment is located on a tree lined street that is perfect for long walks. With a gorgeous interior and a relaxing atmosphere, this villa is the perfect retreat for your vacation getaway or a business trip.

Direct Waterfront Cabin | Sunset Views | #5

🌊 Luxury Waterfront RV Park Retreat with Modern Cabins & Coastal Views Welcome to a one-of-a-kind luxury waterfront RV park offering a relaxed yet elevated coastal escape with modern cabin accommodations and beautiful water views. Thoughtfully designed with upscale finishes and perfectly positioned along the shoreline, this property blends comfort, style, and scenic surroundings to create a truly memorable stay.

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.

The Cedarwood 2 @Navarre Beach.

Newest studio on Navarre Beach. Steps away from the powdery white sand beaches and crystal clear waters. From your room, overlook the Santa Rosa Sound while enjoying the extraordinary sunsets. You are just a short walk to amazing shelling, swimming, paddle boarding, boogie boarding, kayaking , or just plain relaxing at "The Most Relaxing Place in Florida."