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 peaceful sunset over calm waters creates a vibrant display of orange and purple hues. A wooden dock extends into the water, reflecting the colorful sky, while silhouettes of trees line the distant shore. The scene evokes tranquility and natural beauty.

Apartment 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 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

4.95 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 favorite

A modern black house stands amidst tall pine trees, featuring large glass doors that create a connection with the outside. A wooden deck offers space for outdoor relaxation, with stylish seating positioned nearby. Two individuals share a moment on the deck.

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 favorite

A custom upright piano converted into a bar is displayed, featuring blue lighting and an array of glassware. A colorful art piece hangs above the piano, alongside a unique lamp atop a wine barrel. The modern decor enhances the inviting atmosphere.

Home in Navarre

5 out of 5 average rating, 105 reviews

1.5 mi to Beach-New Pool! Smart home-Modern Decor!

Joey’s place is a beautiful home in Navarre, Florida, less than 1.5 miles to the beach with a newly added pool in June 2024!. You'll have the home to yourselves (office & master closet locked). Close to restaurants and shopping, modern décor, smart home, garage parking. Pool added in June in 2024. Extended Patio added in September 2024, 8 ft privacy fence added in December 2024. Landscaping being added Spring into Summer 2025. Mural painting on fence surrounding pool Summer - Fall 2025

Guest favorite

A charming tiny house exterior showcases a wooden porch with a handrail and steps leading to a dark front door. Two small windows flank the door, and a potted plant is placed near the entrance. Lush greenery surrounds the structure.

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.

Guest favorite

A private pool area features a crystal clear swimming pool surrounded by lounge chairs and a shaded umbrella. A colorful pool float and games are visible, alongside a seating area with a fire pit, all enclosed in a spacious backyard with green landscaping.

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 favorite

Two white adirondack chairs are positioned on the sandy beach, facing the tranquil water of the Santa Rosa Sound. A small table sits between the chairs, topped with two glasses. The scene is bathed in bright sunlight, with a clear blue sky above.

Apartment 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.

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, 171 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.

Guest favorite

The cabin is nestled among shady oak trees, featuring a wooden deck with seating and a hammock for relaxation. A charcoal grill is positioned nearby, and the surrounding area showcases a dirt path leading to a natural, serene environment.

Cabin in Gulf Breeze

4.91 out of 5 average rating, 530 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

A colorful vintage camper is nestled in a lush wooded setting, surrounded by tall trees and scattered foliage. A hammock is suspended between two trees, inviting relaxation. Soft lights adorn the camper, adding a gentle glow to the tranquil atmosphere.

Camper/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.

Top guest favorite

A brightly lit living area features large windows offering views of the beach. A dark couch is paired with a round coffee table and a decorative rug. Colorful beach towels hang nearby, adding a vibrant touch to the space.

Guest suite in Navarre

4.99 out of 5 average rating, 192 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

A single-story house with light yellow siding and a shaded porch is depicted. Two blue chairs are situated on the porch, surrounded by manicured grass and small bushes. A driveway leads to a garage on the side, accompanied by a fenced backyard for added privacy.

Home in Gulf Breeze

4.94 out of 5 average rating, 559 reviews

Spacious home between Navarre and Pensacola beach

Nice quiet neighborhood at the end of a cul de sac that is 20 minutes to Navarre beach and 20 minutes to Pensacola beach (may be longer during peak traffic times/tourist season/traffic accidents). Wifi available along with a fire stick to watch movies and TV shows. Full kitchen and coffee maker at your disposal!