Holiday houses in Santa Rosa Island

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Top-rated holiday rentals in Santa Rosa Island

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Superhost

Campervan/RV in Navarre

4.86 out of 5 average rating, 162 reviews

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.

Guest favourite

Houseboat in Gulf Breeze

4.9 out of 5 average rating, 122 reviews

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.

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!

Top Guest favourite

Guesthouse in Gulf Breeze

5 out of 5 average rating, 19 reviews

Pause, go refreshed! Gulf Breeze

"Pause, go refreshed" is a 1950's Coke slogan that perfectly ties together our bayside paradise with our quirky collection of classic coke memorabilia. "Refreshed" is exactly how we want our guests to feel when they come to visit and relax. Situated in a beautiful neighborhood, just 2 miles from the white sands of Pensacola Beach, our spot provides the perfect place for families to safely swim, sunbathe, and play. This 2 bed/1 bath sleeps up to 4, has a full-size fridge & efficiency kitchen.

Guest favourite

Condo 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.

Guest favourite

Tiny home in Gulf Breeze

4.92 out of 5 average rating, 206 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.

Top Guest favourite

Guesthouse in Pensacola

4.99 out of 5 average rating, 181 reviews

EAST HILL - Bayview Park Private Carriage House

Maggie's Carriage House is a professionally decorated carriage house in the historic East Hill neighborhood. We are one block from Bayview Park - you can enjoy walks, paddle boarding and kayaking. The carriage house has a private entrance at the back of the property. At 700sf, it has a full kitchen, dining room, living room, king bedroom with second TV, and a full bath with washer/dryer. 1 mile to Publix 10 min. to the airport 5-10 min. to downtown Pensacola 10-15 min. to the beach

Guest favourite

Tiny home in Pensacola

4.96 out of 5 average rating, 341 reviews

🌟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!

Guest favourite

Apartment in Navarre

5 out of 5 average rating, 29 reviews

The Sea Turtle Inn Unit 1

Newly built in 2024. Nestled in the woods yet an easy 10 minutes to the beach by car. Private parking, private bathroom, private kitchen, full size appliances, all-in-one washer/dryer, electric adjustable bed with remote, whole house backup generator, plus house is on the Florida Scenic Hiking Trail. This is a duplex so there may be guests staying in the other unit. I also live in the home, but guests will not be bothered and everything is securely locked for maximum privacy.

Guest favourite

Condo in Pensacola Beach

4.93 out of 5 average rating, 441 reviews

Bay View Condo on Pensacola Beach - Great Location

Lovely 1 bed/1 bath, water view condo located on Little Sabine Bay in Pensacola Beach, FL! Relax on the patio as you look out at the tranquil water with the salty breeze blowing in your hair. The white sandy beaches of the Gulf of Mexico are right across the street, the nearest public access less than a 5 minute walk away! You can also easily walk/drive to the bustling boardwalk with shopping and plenty of great restaurants.

Guest favourite

Campervan/RV in Gulf Breeze

4.9 out of 5 average rating, 149 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

Home in Gulf Breeze

4.96 out of 5 average rating, 74 reviews

The Driftwood Retreat II

This warm and welcoming house is centrally located between Pensacola Beach, Navarre Beach and the National Seashore. It is within a few minutes walk (.2 miles) from private neighborhood pier and beach access on the Santa Rosa Sound! The house is in a quiet, safe and secluded cul-de-sac, on a green-belt with tons of privacy, and still easy access to beaches, shopping, and great restaurants.