Holiday rentals in Santa Rosa Island

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Top-rated holiday rentals in Santa Rosa Island

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Top guest favourite

Flat in Gulf Breeze

4.95 out of 5 average rating, 206 reviews

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.

Top guest favourite

Guest suite in Gulf Breeze

4.95 out of 5 average rating, 223 reviews

Upscale Peaceful Suite,PVT Entry,Nice NBHD&Beaches

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.

Guest favourite

Flat in Navarre

4.95 out of 5 average rating, 179 reviews

Private entrance /hotel Vacation unit

Perfectly placed for you to visit our Navarre Beach within a few minutes, also within an an hour or less you can visit Fort Walton Beach, Destin to the East and Orange Beach, Gulf Shores to the west. Don't forget Pensacola Beach is about 25 mins to the west! This room is setup just like a hotel room with a bedrooms a queen beds, a bathroom, microwave, toaster oven coffee maker refrigerator weber grill is available in the back porch and Walmart is only 2 miles free wifi, TV, for your convenience

Guest favourite

Home in Pace

4.94 out of 5 average rating, 200 reviews

THE PINE HOUSE Luxury, Romantic, Unique Retreat.

Enjoy this UNIQUE retreat! Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Cool the day off in our backyard SITTING POOL, or read a book in our 7 ft SITTING WINDOW. Watch the pines sway through our living room observing windows or have friends over for dinner at our outdoor dining area! No matter the reason, the Pine House is for you!

Guest favourite

Apartment in Navarre

4.95 out of 5 average rating, 150 reviews

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, lighted, private fishing pier, where no fishing license is required.

Top guest favourite

Boat in Milton

4.95 out of 5 average rating, 22 reviews

“Wild Woman” The Houseboat

My goal is to provide a unique place where memories can be made. Somewhere to reconnect and remember the important things, like laughter and love. Located on Blackwater Bay at Ol’ Nichols Landing Marina, previous home of the iconic Nichols Seafood, there’s a down-home southern vibe. Nothing is fancy, everything is comfortable. Folks are friendly and still wave at passersby. Kayak’s are available to paddle the canal or bring your boat and fishing poles, there’s a launch and trailer parking.

Guest favourite

Tiny home in Gulf Breeze

4.92 out of 5 average rating, 204 reviews

Water-Front tiny home.

Come experience true tiny house living while enjoying breathtaking, unobstructed views of the Pensacola Bay and Fort Pickens. You will see no hotels as you sit on the front porch, only nature at its best! Half a mile from a boat launch with public pier, nature trail, dog park, kids park and splash pad. If you’re here on a Tues or Wed you may see the F-18 Super Hornet Blue Angels, as they practice these days. We are 5 minutes to Pensacola Beach and 10 minutes to historic downtown Pensacola.

Guest favourite

Guest suite in Gulf Breeze

4.95 out of 5 average rating, 139 reviews

Cozy Suite w/ Private Pool near Navarre Beach!

Welcome to Bella Blue! Our beautiful and newly renovated Pool Oasis. Quiet private 2 BR / 1 BA apartment with a private crystal clear pool/ inviting firepit and more. Private fenced spacious backyard for pets. Only 6 Miles from beautiful Navarre beach. Hang out in our family friendly play pool or head to the emerald waters of Navarre beach. Located one mile from the Gulf Breeze Zoo, 15 miles from Pensacola Beach. Conveniently located for shopping /restaurants. We hope you enjoy! Sonya

Top guest favourite

Flat in Navarre

4.94 out of 5 average rating, 275 reviews

Serenity on the Santa Rosa Sound

Serenity on the Sound is the perfect place for your next getaway. Enjoy your private balcony overlooking the Santa Rosa Sound. Bring your water toys (kayak, paddle board or raft) or just a towel to enjoy the sandy white beach just a short walk away from your charming apartment. Full kitchen and bath, private laundry, 1 bedroom with queen size bed, cozy living room and dining. Located minutes from the beautiful white sands of Navarre Beach. Guests must be able to use stairs.

Guest favourite

Tiny home in Gulf Breeze

4.94 out of 5 average rating, 31 reviews

The Backyard Cottage

Escape to our cozy, one-of-a kind rustic cottage at the Gulf of Mexico! Centrally located, we are just 6 miles from Pensacola Beach, 17 miles from Navarre Beach, and 10 miles from Downtown Pensacola. We offer a quiet, chill environment while being just minutes from shops, restaurants, beaches, nature trails and the zoo. The Backyard Cottage is lovingly placed in our shared yard, so please be respectful of our space that we have chosen to share.

Guest favourite

Campervan/Motorhome in Gulf Breeze

4.9 out of 5 average rating, 147 reviews

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.

Guest favourite

Apartment in Pensacola Beach

4.94 out of 5 average rating, 144 reviews

Classic Pensacola Beach Condo!

Experience simplicity and tranquility at this centrally-located waterview condo. Start your day with morning coffee on the balcony as the sun rises over Little Sabine Bay. Just a short walk across the street, you can sink your toes into the pristine white sand or take a refreshing dip in the emerald waters. Paradise awaits!