Holiday rentals in Santa Rosa Island, Florida

Bayfront Forest Camper with kayaks/nature trail

The best of both worlds. Our 11-acre waterfront family’s retreat is the ideal getaway for outdoor enthusiasts and beach lovers. With RVs on the front of the property and the occasional tent camper dispersed through out the acreage, you’ll enjoy time away from the crowds walking the mulched trail to the water or using the two kayaks provided for guest use. We offer additional experiences. Outdoor brunch for two/group, afternoon teatime, boho picnic, s’mores bundles, etc. Message with interest.

Footprints in the Sand-Oceanfront Home

This cozy 4 Bedroom, 4.5 Bath Gulf-front beach home sleeps 12, and is located on the white sand beaches of Navarre Beach. Enjoy unending Gulf views from the coastal cottage style living room and two of the bedrooms. Have a family meal around the large farmhouse style dining table or outside on the rear deck. The deck is the best place to hear the waves breaking and enjoy a drink. At the end of a sun-soaked day on the beach, there's entertainment for everyone with flat screen TVs in every room.

La Playa Esmeralda - Panoramic Sunset Views

Welcome to La Playa Esmeralda, a beautifully renovated 2nd floor studio. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 2 comfortable beds-1 regular and 1 Murphy bed, along with a coffee bar and fully equipped kitchen. You're just a 5 minute walk to the beach. Enjoy a dip in the pool, grilling in the gazebo and fish all night long on our large, private fishing pier, no fishing license required. Early check-in avail.

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!!

Waves and Whispers Retreat

"Waves and Whispers Retreat," where coastal charm meets modern comfort. Whether you're seeking a peaceful escape or an adventure-filled vacation, our Navarre Beach rental provides the perfect base for your next getaway. Located overlooking the sound and two blocks from the Gulf, our 2-bedroom house offers everything you need for a relaxing vacation. Take a dip in the community pool or just relax on the balcony enjoying the beautiful view. Pet fee *We updated the guest room to 1 King Bed

Charming Bayou Bungalow near downtown Milton!

Visit historic Milton while staying in our comfortable bungalow, which is close to everything making it easy to plan your visit. Nearby downtown boasts music, festivals, breweries, restaurants and farmers markets. Ride on site bikes on Blackwater Heritage Trail. Explore Marquis Bayou and Blackwater River in on site kayaks. Pick blueberries in season. 40 mins to Navarre Beach. 30 mins to Pensacola. Kitchen w/fridge/micro/toaster oven/dbl burner cooktop. Queen bed with comfy Serta mattress.

Navarre Peaceful Oasis

Welcome to your cozy retreat in Holley by the Sea, Navarre! This spacious 3-bedroom home, situated on a half acre, offers a perfect blend of comfort and coastal charm Enjoy modern amenities, a fully equipped kitchen, and a private backyard oasis with palm trees and pergola, ideal for relaxation Just 4 miles away from Navarre beach, 18 miles to Pensacola beach and 24 miles to Destin beach. Close to many local dining, and outdoor activities, this is your perfect base to explore Navarre

Romance On The Bayou

Escape the mundane and take your loved one to an oasis of romantic luxury on the bayou. Admire unparalleled serenity, beauty, and tranquility from every window! Enjoy high-end furniture with plenty of natural light for a private paradise experience. Get away from it all - with numerous outdoor games; Jenga, ring toss and more! Spend the day together in a canoe exploring nature's beauty. Build special memories around a custom fire pit, delightful chairs & tiki torches. #Romance

Gorgeous condo steps from beach!

“Welcome to Island Time” Escape to Pensacola Beach! Beautiful renovated one bedroom condo w/ sleeper sofa on Sabine Bay. You are just across the street from Pensacola Beaches beautiful white sand and blue waters. Walking distance to restaurants & activities. Pensacola Beach is the ideal destination if you are looking for a wide variety of activities. Soak in the sun-drenched days while you enjoy your vacation the way it is supposed to be.

Rare Waterfront Find! Stay 4/25-4/28 or 6/14-6/21

Introducing one of Pensacola Beach's elite vacation rentals "Palacio de Panferio". This custom built Mediterranean Estate is unlike any other property on Santa Rosa Island. As soon as you pull into the private stone driveway you'll feel how special this place really is. The breezeway leads to a backyard oasis made for entertaining. The gorgeous 12,000 gallon custom infinity pool and hot tub. This pool is everything!

GULF FRONT relaxing condo

Your relaxing getaway awaits on Pensacola Beach at this fabulous condo. With 2 bedrooms featuring a king and queen beds, 2 bathrooms, and a private pool, this enchanting property is perfect for a delightful stay. This low-density area is surely the winning ticket here. You can relax on the beach without large crowds and you're still close enough to all of fabulous restaurants and souvenir shops on the boardwalk.

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."