Holiday houses in Santa Rosa Island, Florida

Beachfront - Regency | Resort Pool | Sleeps 8

This Navarre Beach Luxury Rental is a 2 bedroom, 2 bath beachfront luxury condo which sleeps 8 with a king in the primary bedroom, 2 queens in the 2nd bedroom & a sleeper sofa. Completely updated with all new appliances, a gorgeous kitchen with SMEG small appliances & everything you could need to cook a fabulous meal! No need to leave the island! Sister's Chalet has a unique theme throughout paying homage to our grandmother & our other business -Sister's Lemonade. Mural is a great photo op!

New | Eastern Shores | Gulf-Front | Private Beach

Welcome to Eastern Shores, a beautifully renovated Gulf-front retreat where sugar-white sand, emerald waters, and one of the world’s rare coastal dune lakes come together in one unforgettable location. Perfectly positioned directly on the beach in Seagrove Beach, this stunning two-story condo offers panoramic Gulf views and sits just steps from Eastern Lake, one of only a handful of coastal dune lakes found anywhere in the world. This is the 30A experience you’ve been searching for. Book it!

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!!

Spacious coastal home• Huge yard • No pet fee!

Spacious 4BR coastal home just a short drive from Navarre Beach, perfect for up to 8 guests. Enjoy a bright open layout, covered patio, and comfortable living spaces designed for relaxing stays. Pet-friendly with a crib, and plenty of room for families and groups. Features include lots of parking, fast Wi-Fi, a dedicated workspace, and in-home laundry. Beach gear is provided for easy days by the water. Ideal for guests looking for space, comfort, and a convenient stay near the beach.

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

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 Pine House Pace, FL

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. Unwind with a book in our 7 ft sitting window, watch the pines sway through the expansive living room windows, or gather with friends for dinner at the outdoor dining area. No matter the reason, the Pine House is for you!

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!

Island Life Beach House! 300ft to water!

The entire vibe of this home is "Island Life". If you're looking for a cozy spot on the beach that will make you feel more like you're at home than a tourist on vacation, this is the place for it. Our cute beach house is located on Pensacola Beach, and the water is within sight from the roomy outdoor deck. There are 2 bedrooms and 1 bathroom, kitchen, living space, outdoor space, and everything you need to enjoy life on the beach! FREE PARKING

Pensacola Beach Getaway with Pool & Fire Pit

Private Pool & Fire Pit - A Cozy Retreat for Family & Friends Escape to the Emerald Coast Pool Retreat in Gulf Breeze! This charming house offers a private pool, spacious backyard, and cozy fire pit. With four bedrooms, a fully equipped kitchen, and convenient amenities, it’s perfect for a relaxing stay. Explore Pensacola Beach, Gulf Breeze Zoo, and Tiger Point Golf Club nearby. Book your getaway today!

Eclectic Eco- Friendly Luxe City Cottage

New eco chic cottage features high end touches and appliances in a cozy luxe setting. Sitting on the edge of the downtown jurisdiction, you're never too far away from the action on Palafox Street and a quick jaunt over to the beach. Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.

The Cedarwood 2 @Navarre Beach.

Newest studio on Navarre Beach. Steps away from the powdery white sand beaches and crystal clear waters. From your room, overlook the Santa Rosa Sound while enjoying the extraordinary sunsets. You are just a short walk to amazing shelling, swimming, paddle boarding, boogie boarding, kayaking , or just plain relaxing at "The Most Relaxing Place in Florida." 2 person maximum occupancy.