Santa Rosa Island vacation rentals

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Top-rated vacation rentals in Santa Rosa Island

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

The exterior view of the beach cabin displays a wraparound porch adorned with string lights. Rocking chairs are positioned invitingly along the porch, with a spacious yard featuring decorative landscaping, providing a welcoming entryway to the cabin.

Cabin in Navarre

4.97 out of 5 average rating, 130 reviews

Beach Cabin located 3 miles from Navarre Beach

This cozy beach cabin is nestled in the heart of Navarre only 3 miles to Navarre Beach. The cabin offers plenty of indoor & outdoor accommodations, from setting up your hammocks under the enormous oak trees, to roasting smores around the stone fire pit at sunset, to enjoying breakfast in a fully screened wrap around porch. It is nestled on a 1/2 acre fenced lot perfect for families and pets to explore. *5% tourism tax will be added to your booking, pet fee is $125, security cameras on property.

Top guest favorite

A person holds a sizable redfish in both hands while standing on a wooden dock at night. The fish exhibits a light grayish body with darker spots, and the calm water reflects faint lights in the background.

Apartment in Gulf Breeze

4.95 out of 5 average rating, 203 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 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, 218 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

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

Townhouse in Navarre

4.96 out of 5 average rating, 109 reviews

Waterfront, beach, dock - your Salty Air Retreat!

Embrace island living in our little corner of paradise! This beautiful, family friendly home offers you the ultimate getaway with the clear, calm waters of the Sound right outside your door and the emerald green waters of the Gulf across the street. Swim, fish, and paddle board from your own backyard. Or just enjoy the view from your hammock as your kids build sandcastles on the private white sandy beach. Discover for yourself why Navarre Beach has been named "Florida's Most Relaxing Place"!

Top guest favorite

Gentle waves crash onto a sandy shore, creating foam along the water's edge. Bright blue skies stretch above, with soft clouds scattered throughout. The vibrant sea reflects a calm yet dynamic atmosphere, inviting peaceful moments by the beach.

Condo in Pensacola Beach

4.99 out of 5 average rating, 100 reviews

Prime Beachfront Condo w/ Pool & Resort Amenities

Welcome to Pensacola Perch, an 8th floor beachfront condo where you will enjoy expansive views of Pensacola Beach–– a perfect vantage point for dolphin sightings & the Blue Angels Air Show. This 2BR/2BA condo is in the sought after Emerald Isle gated resort where guests can enjoy resort amenities such as direct beach access, 2 swimming pools, a hot tub, sauna, & beachfront fitness center. There’s also complimentary use of 2 chairs & an umbrella from La Dolce Vita all through March to October.

Guest favorite

Home in Navarre

4.91 out of 5 average rating, 115 reviews

Steps to Navarre Beach| Gulf View| Pets Friendly

Welcome to Aloha by the Sea by Stayawhilewithus - located right across from the beachfront, Aloha offers breathtaking Gulf views and effortless access to Navarre Beach’s sugar-white sands and emerald waters—just steps away. Wake up to golden sunrises over the Gulf, sip your morning coffee on the expansive wrap-around porch with panoramic water views, and immerse yourself in the ease of coastal living. Aloha is a place to unwind, reconnect, and create unforgettable memories by the shore.

Top guest favorite

The stilt house features a wooden deck with seating options and overlooks the tranquil Blackwater River. Surrounding trees provide a natural setting, while the calm water reflects the structure and landscape. A boat dock is visible, enhancing the waterfront experience.

Home in Milton

4.95 out of 5 average rating, 167 reviews

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

Top guest favorite

A charming multi-level building is depicted, featuring a white exterior and decorative balconies. The establishment is marked by a sign reading 'Shunk Gulley,' with awnings providing shaded seating below. Clear skies and a hint of greenery in the surroundings contribute to the inviting ambiance.

Condo in Santa Rosa Beach

4.91 out of 5 average rating, 173 reviews

1bd/2ba~ Right on 30A! Walk to beach!

Stay at ‘Happy Hour Hideaway’ & leave your worries behind! Located on infamous Highway 30a, you will love staying so close to the action while still enjoying the seclusion of this complex. This is a 1Bedroom + hallway bunks/ 2 bathroom condo, located on the first floor of the complex. For your convenience, we provide beach chairs, beach towels and a cart for you to easily make the short walk to the beach. There is a fully stocked kitchen & stackable W/D!

Guest favorite

A charming cabin exterior is featured, showcasing a vibrant mural of a waterfront scene with a sunset and local wildlife. Surrounding shady oak trees provide a natural canopy, while a wooden deck extends towards the water's edge.

Cabin in Gulf Breeze

4.91 out of 5 average rating, 527 reviews

Waterfront tiny Cabin/ Glamping

Quaint waterfront cabin! Peaceful surroundings, shady oak trees, hammock, boat launch, beautiful dock for enjoying the sunrise. Cabin has a loft with Japanese bed, Murphy bed, and futon. Bathroom has a toilet and shower. simple kitchenette with toaster oven, burner, sink, microwave, full fridge, and dishes. Television has DVD player no cable!, no WiFi!. Small dinette table w/4 chairs. A/C; NO PARITIES ALLOWED! Sleeps 4 comfortably

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.

Guest favorite

The open-layout living area features wooden beams and warm tones. A comfortable couch sits on a patterned rug, facing a wooden counter with stools. A staircase leads to the upper level, while the kitchen area is seen in the background, offering modern appliances.

Loft in Pensacola

4.93 out of 5 average rating, 223 reviews

Downtown Vintage Loft with Free Parking

We hope you enjoy your stay at our stylish downtown flat. This flat has everything you need for your trip to Pensacola. The unit comes with a shared outdoor patio space with a garden, beach chairs and accessories and Roku smart tv. This historic home is within walking distance to several popular restaurants, coffee shops, and bars. An ideal base to explore Pensacola, FL .