
Holiday rentals in Santa Rosa Island, Florida
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Top-rated holiday rentals in Santa Rosa Island, Florida
Guests agree: these stays are highly rated for location, cleanliness and more.

Pensacola Lighthouse Retreat
The Pensacola Lighthouse Retreat is our second Airbnb in Pensacola. We enjoyed hosting so much that we bought a 1927 Tudor cottage in the East Hill area of Pensacola, renovated and decorated it with lighthouses from around the US featuring the Pensacola Lighthouse. The cottage is 1000 square feet with a modern floor plan in the living space with enough room for larger families or two families. Two bedrooms, one bath, and lots of outdoor space, including a shower will accommodate larger groups.

Walk to Gulf / Sound Views 2BR/2BA • Full Kitchen
Scan QR Code for Video of property Spacious Elevated Beach Home – Walk to the Gulf Relax in this elevated 2-bedroom / 2-bath coastal home, just a 3-5-minute walk to the Gulf of Mexico, with unobstructed views of the Santa Rosa Sound and plenty of space for families or longer stays. This unit has earned 5-star reviews for over 5 years and is thoughtfully designed for comfort, privacy, and easy beach living. with an option of one or two private living spaces perfect for groups traveling together

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, private fishing pier, no fishing license required. Early check-in avail.

Never Navarre From Home Cottage
Escape to Florida's best-kept secret, Navarre Beach, just a 5-minute drive from this charming 330 sq. ft. coastal cottage. Perfect for solo travelers or couples, it features airy gabled ceilings, a King-size Murphy bed that converts into a dining/work table, and unforgettable shower experiences!! Conveniently located near restaurants and grocery stores within walking distance, this cozy retreat has everything you need for a relaxing getaway, all just minutes from stunning white sand beaches!!

Canal-Front Retreat, Walk to Beach, Dock
Waterfront townhome with a private dock and canal-facing decks. Located near Navarre Beach’s white sand shoreline, it offers open water views and fresh coastal breezes throughout the day. • 3 BR | 2.5 BA | Sleeps 9 • Private dock & canal-front decks • Walk to beach • Dedicated workspace • Beach gear included A bright, efficiently arranged layout with comfortable gathering areas and inviting outdoor space, ideal for guests who value scenery, walkability, and a well-kept coastal setting.

Villa Rosa: Modern Oasis Retreat
The backyard features a sleek in-ground pool with clean lines and light blue water. The surrounding deck is designed in a striking checkerboard pattern using large light and dark tiles, creating a contemporary, resort-like feel. This property strikes a perfect balance between relaxed luxury and modern comfort. The outdoor area feels like a private retreat, while the indoor spaces offer tasteful decor with functionality in mind. It’s ideal for both everyday living and entertaining.

Romance On The Bayou
Escape the mundane and take your loved one to an oasis of romantic luxury on the bayou. Admire unparalleled serenity, beauty, and tranquility from every window! Enjoy high-end furniture with plenty of natural light for a private paradise experience. Get away from it all - with numerous outdoor games; Jenga, ring toss and more! Spend the day together in a canoe exploring nature's beauty. Build special memories around a custom fire pit, delightful chairs & tiki torches. #Romance

Navarre Vacation Escape
Tucked away in a quiet neighborhood less than 600 feet from Santa Rosa Sound and just minutes from the sugar-white sands of Navarre Beach, this clean, bright 3 bedroom, 3 bath getaway is your new happy place. This home comfortably sleeps up to 8 with plenty of room to spread out, kick back, and settle into vacation mode. Inside, you’ll find lots of natural light and thoughtful touches that make this house feel like a warm hug. Come see why Navarre is Florida’s best-kept secret!

Navarre Beachfront Condo
The VIEWS!! With no high-rises for 1/2 a mile to the west and none for miles to the east, Sundunes literally has the best views in Navarre. Our 5th floor east-corner unit offers unobstructed views of the Sound and the Gulf all from the private balcony. Enjoy all the benefits of a low-density condo with private pool, picnic tables, and barbecue grills. Best of all, relax on the snow-white sand and crystal-clear turquoise waters with NO crowds! Ask about SNOWBIRD discounts!!

The Sandy Secret
Welcome to "The Sandy Secret" one of Navarre's Best Kept Secrets. You will love this newly renovated waterfront beauty. Here you will find the best amenities including: gated pool, private beach, gazebo with grills, gated pier, wifi, cable, elevators, and sooooo much more. The Sandy Secret has everything you are looking for in a vacation spot. Comfort, Style, and Priceless Views. Experience Navarre Beach like never before. See why it was voted The Most Relaxing Beach.

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.

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."
Popular amenities for Santa Rosa Island, Florida holiday rentals
Other great holiday rentals in Santa Rosa Island, Florida

the SighLo! Just N of Pensacola near I-10 & Hwy 29

Modern loft overlooking golf course

Heated Pool • Gazebo • Fire Pit | Minutes to Beach

8thFL OceanFrontFreeChairsUmbrellaHeatedPoolArcade

Villa Saffron

Pause, go refreshed! Gulf Breeze

The Backyard Cottage

Home on Bay-Private Pool-Boat Access-Kayaks-Fish!
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Pensacola Beach
- Opal Beach
- Perdido Key Beach
- Johnson's Beach, Gulf Islands National Seashore
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- Camp Helen State Park
- Alabama Point Beach
- Henderson Beach State Park
- Flora-Bama Lounge
- Gulfarium Marine Adventure Park
- Village of Baytowne Wharf
- The Track - Destin
- HarborWalk Village
- Topsail Hill Preserve State Park
- The Boardwalk on Okaloosa Island
- Destiny East
- Johnson Beach
- Jade East Towers




