Vacation rentals in Santa Rosa Island

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Top-rated vacation rentals in Santa Rosa Island

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Top guest favorite

A tranquil beach scene features soft white sand and gentle waves lapping at the shore. Weathered wooden fence posts stand in scattered alignment, with seagulls resting on top. The vibrant turquoise water meets a clear blue sky, creating a serene coastal atmosphere.

Guest suite in Gulf Breeze

4.94 out of 5 average rating, 215 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 favorite

Condo in Fort Walton Beach

4.92 out of 5 average rating, 165 reviews

Waterscape 4th Flr 1 Bedroom w Bunks on the beach

Relax in this beautifully decorated 1BR/2BA condo at Waterscape Resort with 4th-floor views of the courtyard, heated pool, and partial beach/ocean views. The master bedroom features a king bed and en-suite bath. Kids love the bunk beds with TVs. The unit also includes a sofa bed, stainless steel appliances, new flooring, in-unit washer/dryer, and beach chairs with an umbrella. Many repeat guests return for the bunk beds and resort amenities, including three pools, a waterfall, and a lazy river.

Top guest favorite

A modern kitchen features stainless steel appliances and a spacious layout. White cabinetry contrasts with a decorative stone backsplash. A round black dining table is set for four, with a decorative bowl at the center. Large windows allow natural light to fill the space.

Guesthouse in Pensacola

5 out of 5 average rating, 140 reviews

Luxury East Hill Apt. Near Downtown Pensacola

Located in Pensacola's historic East Hill neighborhood, our luxury modern apartment is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. W/Dryer, King Bed, Full Kitchen, Gas Fire Pit, and Private Parking. Enjoy your stay in America's first settlement and be sure to check out VisitPensacola.com for events while you're here!

Top guest favorite

Guest suite in Shalimar

4.98 out of 5 average rating, 139 reviews

Private Unit Clean&Comfy Close to Beach/VPS/Eglin

Cozy and serene private space. It does not have a kitchen. The suite has a microwave and a mini fridge with freezer. Located in a nice neighborhood. 9 min from VPS Airport 5 min from Eglin AFB Beaches: Okaloosa Island 5.7 mi Destin: 12 mi With self check-in. Valid ID with photo of both guests staying in order to get the code. You can enjoy our high ceilings suite and our his and hers bathroom, tastily decorated. Water+coffee are courtesy. By booking our unit you agree with the house rules.

Top guest favorite

A sandy beach stretches towards a calm ocean under a clear blue sky. A wooden boardwalk leads to the shore, with gentle waves lapping at the sand. A fishing pier is visible in the distance, adding to the serene coastal scene.

Apartment in Navarre

5 out of 5 average rating, 24 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.

Top guest favorite

A wooden pier extends into clear water, leading to a colorful amusement area featuring slides and play structures. The sandy beach is visible, with a thatched-roof building positioned at the center. Bright blue skies provide a clear backdrop to the vibrant scene.

Guest suite in Gulf Breeze

4.96 out of 5 average rating, 179 reviews

Sweet Suite 3 mi-Pcola Beach

This suite is just minutes from Pensacola Beach & just 2 lots from the water. You'll catch a glimpse of Pensacola Bay from your private entrance on the end of the house. Queen memory foam bed, fast wifi, patio, kitchenette, micro, fridge, Keurig, desk. Note: There is no kitchen sink, the bathrm has a tall faucet. Bedroom w/Roku TV, closet, beach gear for 2, central air + mini-split. This suite is sealed off with double locked doors & has a 3rd door between the bedroom & bathrm.

Top guest favorite

Two teal adirondack chairs are positioned on a concrete patio, complemented by colorful cushions. A small, square wire table sits between the chairs, surrounded by lush green foliage and a privacy fence, creating a tranquil outdoor space.

Guest suite in Pensacola

4.98 out of 5 average rating, 496 reviews

Beautiful, Peaceful East Hill Guesthouse

Beautiful, quiet, relaxing guesthouse (formerly Whitney’s ironwork studio). Private entrance. In historic East Hill, surrounded by peaceful, towering oak and pecan trees. The French doors provide lots of natural light and an open, airy feeling. Private patio. Quiet, historic neighborhood -- perfect for walks or bike rides. Only 1.2 miles from downtown. Within a few blocks are breakfast/coffee shops, restaurants, Publix Grocery, pubs. Easy 15 minute drive to the beach.

Top guest favorite

Fireworks illuminate the night sky above the OWA entertainment complex, showcasing vibrant colors in a celebratory display. The building's modern architecture features illuminated signage, with large glass doors framed by brick columns, creating a lively atmosphere.

Tiny home in Elberta

4.98 out of 5 average rating, 118 reviews

Tiny Home Near the Bay by Beach's/Pensacola/Foley

Discover the perfect retreat at Surfs UP! Our dog-friendly Tiny Home, nestled on a private half-acre in Elberta, offers a tranquil escape minutes from Lillian and conveniently located between Foley and Pensacola off US HWY 98. Stargaze in peace on our spacious property after a day of beach fun. Central to various attractions, this home is ideal for those who seek both proximity to local hotspots yet a serene place to relax after adventurous days. Book your getaway!

Superhost

A cozy living area features a light-colored sofa with colorful cushions and a wooden coffee table. Large glass doors allow natural light to fill the space while providing views of palm trees and outdoor seating on the balcony.

Condo in Fort Walton Beach

4.75 out of 5 average rating, 418 reviews

Stunning Fort Walton Beach Waterfront Studio Condo

Relax and unwind in this stylish and cozy studio in the heart of Fort Walton Beach! Surrounded by delicious restaurants and bars, this studio is perfect for a romantic getaway or a solo trip. You'll love the breathtaking views of the bay from the sun-drenched balcony, where you can enjoy your morning coffee or a glass of wine at sunset. With all the amenities and stunning views, this studio is the perfect place to make memories and create a home away from home.

Top guest favorite

A bright and airy living area features large windows overlooking the water, allowing ample natural light. Comfortable seating arrangements include a plush sofa and armchairs, complemented by a coffee table. A ceiling fan provides a gentle breeze, enhancing the relaxed atmosphere.

Home in Navarre

4.99 out of 5 average rating, 112 reviews

Soundside Paradise

Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!

Superhost

The image showcases a vibrant beach scene, featuring clear turquoise water and a sandy shore populated with sunbathers and umbrellas. A person is seen paddleboarding, while beachgoers enjoy the sun under colorful tents. Resort buildings are visible in the background.

Apartment in Destin

4.86 out of 5 average rating, 132 reviews

One block to the Beach! Relax after.

This charming 1-bedroom condo is the perfect retreat for a couple’s getaway! Shoreline Escape is nestled in the heart of Crystal Beach, offering a prime location just a short stroll from the shore. Designed for comfort and relaxation, the spacious layout ensures you never feel cramped. The bedroom features a luxurious king-size bed, an en-suite bathroom, and a private covered patio—perfect for unwinding after a day at the beach.

Guest favorite

Waves gently roll onto a calm sandy beach, with soft white foam cresting at the shoreline. The ocean water displays various shades of aqua and teal, while a cloudy sky adds depth to the serene coastal scene.

Camper/RV in Gulf Breeze

4.92 out of 5 average rating, 138 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.