Vacation rentals in Santa Rosa Island

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Top-rated vacation rentals in Santa Rosa Island

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Guest favorite

A well-lit private pool area is showcased at night, with turquoise water illuminated by soft lighting. Surrounding the pool are sun loungers, tropical plants, and a fire pit area, contributing to a serene outdoor atmosphere.

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 are peWe hope you enjoy! Sonya

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, 217 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.

Top guest favorite

A coffee station is set up with a coffee maker, various coffee pods, sugar, and snacks. A wicker basket holds treats, while a wooden tray displays additional coffee supplies. A decorative item and a green plant add a touch of charm to the area.

Condo in Pensacola

4.96 out of 5 average rating, 299 reviews

Cozy Bayou Cottage - 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 Cozy Bayou Cottage 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 or let this location serve as your hub while enjoying all Pensacola has to offer!

Guest favorite

A modern living area features a large brown sofa situated on a patterned rug. A spacious kitchen is equipped with stainless steel appliances and bar seating. Large windows allow natural light to illuminate the space, offering views of the surrounding greenery.

Home in Pace

4.93 out of 5 average rating, 199 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 favorite

An interior view of the tiny house reveals a cozy living space with a pull-out couch and a wall-mounted television. Two windows allow natural light, while a modern chandelier hangs from the ceiling. Light-colored walls and wooden flooring create a warm ambiance.

Tiny home in Gulf Breeze

4.94 out of 5 average rating, 200 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 favorite

The mid-ship bathroom features a compact layout with a modern sink and sleek cabinetry. Natural light filters through the window, offering a view of the water outside. Complimentary toiletries, including shampoo and body wash, are neatly arranged on the counter.

Boat in Pensacola

4.98 out of 5 average rating, 40 reviews

Classic Boatel Yacht

This memorable place is anything but ordinary. Experience a unique getaway aboard our charming 1977 Boatel Yacht, a 47-foot classic docked on a private dock in Bayou Grande. Perfectly positioned for a serene retreat, the boat offers rustic elegance and craftsmanship, blending modern comfort with timeless style. Enjoy breathtaking views, bird watching and the excitement of watching the Blue Angels practice from the nearby base. Only 15 minute drive to downtown Pensacola.

Guest favorite

A light-filled living area features a spacious sofa and two armchairs, with large windows offering views of the ocean. A coffee table sits on a woven rug, and a small desk is positioned near the balcony door. A ceiling fan adds a refreshing touch.

Apartment in Fort Walton Beach

4.95 out of 5 average rating, 64 reviews

Million Dollar Gulfview

Sitting directly on the beach, look out from your private balcony to the white sand and Emerald Green water. One bedroom, one bath, gated community. Low density buildings are hard to find. Only 9 units total Tiki #32 is on the 3rd floor middle unit. Gated Beach Access so you have your own private access to the beach. Plus washer and dryer in unit. Newly updated bathroom with new Vanity. New floors throughout, all new windows and doors. TV in living room and bedroom.

Top guest favorite

A sweeping aerial view captures the coastline's soft white sands and the vibrant blue waters of the Gulf of Mexico. High-rise buildings line the beach, while the horizon features hints of nearby islands and a long pier jutting into the ocean.

Guesthouse in Pensacola

4.96 out of 5 average rating, 180 reviews

1950’s East Hill Carriage House

Welcome to our renovated 1950s carriage house, tucked privately behind our home in East Hill. Steps from scenic Bayview Park with paddle boards, canoes, and bikes for rent, and a short ride to bars, breweries, and restaurants on 12th Avenue. Historic downtown Pensacola offers shopping, dining, and live music at Vinyl Music Hall and performances at The Saengar Theater. Plus, the stunning white sands of Pensacola Beach are a short and stunning drive away.

Guest favorite

An ornate black wrought-iron gate opens to a serene pathway lined with potted plants and trees. A patio area is visible, featuring several small round tables and chairs, set amidst lush greenery and colorful blooming flowers, creating a peaceful entrance to the apartment.

Apartment in Pensacola

4.92 out of 5 average rating, 198 reviews

Downtown Studio w/Free Parking

Beautiful, cozy studio apartment in downtown Pensacola; this little gem is the perfect place for a quiet weekend (or longer) getaway. Nestled at the back of a historic home in downtown Pensacola, this apartment is surrounded by a beautiful garden and shared patios and is within walking distance to downtown nightlife, shops, museums, and restaurants. The beautiful white sands of Pensacola Beach are just 10 miles away.

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

4.91 out of 5 average rating, 143 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.

Top guest favorite

A wooden deck extends along the exterior of the house, featuring wooden railings and metal wire detailing. Sweeping views of the sand and distant water are visible beyond the deck, creating a serene outdoor space.

Guest suite in Navarre

4.99 out of 5 average rating, 188 reviews

The Cedarwood @ Navarre Beach

New house on Navarre Beach! Steps away from the powdery white sand beaches and the crystal clear waters of the Gulf of America. You can relax on your own private deck facing the Santa Rosa Sound while enjoying the extraordinary sunsets. You are just a short walk to amazing shelling, swimming, paddle boarding, kayaking, boogie boarding, or just plain relaxing on the "Most Relaxing Place in Florida."

Guest favorite

An outdoor courtyard is softly illuminated by string lights, creating a serene atmosphere. Wooden adirondack chairs are positioned on a stone pathway, surrounded by lush greenery and potted plants. A wooden fence provides privacy while framing the inviting space.

Guesthouse in Pensacola

4.95 out of 5 average rating, 225 reviews

Downtown Bungalow

Whether you are in town for business or pleasure, this remodeled, cozy downtown bungalow is perfectly appointed and ideally located for any individual or couple. With your own private entrance and cozy courtyard to enjoy, you'll be just a short walk (two blocks) to Palafox St. and all downtown has to offer. All downtown festivities are walkable.

Vacation rentals for every style

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Popular amenities for Santa Rosa Island vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Santa Rosa Island

The image showcases a shoreline where gentle waves meet soft sand. In the foreground, tall grasses sway in the breeze, while the ocean stretches in the background, reflecting the colors of the sky at dusk.

Place to stay in Pensacola

4.86 out of 5 average rating, 291 reviews

OakTree Guest House

AlexanderRating, 5 stars9 months ago

Very accommodating and courteous! Would definitely stay again. Thank you!

Guest favorite

A single-story house is showcased with a light green exterior and black trim. Steps lead to a covered porch featuring two chairs. Surrounding greenery enhances the welcoming facade, while a wooden fence adds privacy.

Home in Pensacola

4.97 out of 5 average rating, 33 reviews

The Bamboo house!

NikayaRating, 5 stars2 weeks ago

I loved the stay . Very nice house and quiet neighbor!

Guest favorite

Guesthouse in Mary Esther

4.83 out of 5 average rating, 46 reviews

Coastal Retreat - Dock, Dolphins & Majestic Oaks

CheriRating, 5 stars2 weeks ago

Chuck and Stacy were wonderful hosts. They always gave recommendations as to what to discover in their area. Would highly recommend staying there especially if you want peace and quiet. Great hosts!!!

A private balcony extends from the condo, offering a clear view of the surrounding landscape. The scene includes a stretch of sandy terrain and the sparkling waters of Santa Rosa Sound in the distance, under a bright blue sky.

Condo in Navarre

4.75 out of 5 average rating, 55 reviews

Sunny 1BR Soundview 1st-Floor | Balcony | Pool

ElizabethRating, 5 stars1 week ago

We enjoyed our stay. Walkable to the beach. It was great for our family of 5!

Guest favorite

Condo in Navarre

4.95 out of 5 average rating, 92 reviews

Bayside Retreat-Panoramic Sunset Views

RuthRating, 5 stars1 week ago

Mindy was a great and amazing host. We loved the condo. It was beautiful and very nice. Felt at home. Our trip was amazing. It was so relaxing. Kitchen was great to cook in. Used the grill in the gazebo. Property was beautiful and lots to do. The back patio is where we spent our evenings until late when we were not fishing. It has the most amazing view of the bay and gorgeous sunsets or for watching a storm come up. Just lovely. I could go on. We will definitely be back, best trip and time I have had and I go to Florida quite a bit. The condo is also located by restaurants and close beaches. All I can say is it was all amazing and absolutely beautiful. Thank you Mindy

Superhost

Townhouse in Navarre

4.89 out of 5 average rating, 79 reviews

Nawnsense Sands

SivyRating, 5 stars1 month ago

This place was amazing. The location is wow you are literally in the backyard of the beach. The place is super clean very equipped with anything that you need. We enjoy the games it rain for a few hours. Internet was fast. Everything was stocks in the kitchen. Definitely recommended to stay here, great restaurants nearby.

Top guest favorite

Tiny home in Gulf Breeze

4.93 out of 5 average rating, 28 reviews

The Backyard Cottage

EmmanuelRating, 5 stars2 days ago

Awesome cottage we really enjoyed our stay here over the weekend it was peaceful and quiet. Would love to come back on our next trip

Guest favorite

A spacious living area is furnished with a large, light-toned sectional sofa adorned with decorative pillows. A wooden coffee table with a woven basket and a small potted plant sits atop a textured area rug. Natural light enters through a nearby window, brightening the room.

Home in Navarre

4.97 out of 5 average rating, 182 reviews

2 BR Home away from Home! TVS in all Rooms!

LeahaRating, 5 stars3 weeks ago

We were very pleased with Morgan’s place! She was responsive throughout and everything was as expected. Loved having two king beds with comfy bedding and a quiet little neighborhood! Super easy access to area beaches and activities! Beach chairs and umbrellas were a nice bonus. 🩵💚💙

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Vacation rentals in Santa Rosa Island

Top-rated vacation rentals in Santa Rosa Island

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Popular amenities for Santa Rosa Island vacation rentals

Other great vacation rentals in Santa Rosa Island

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