
Holiday houses in Santa Rosa Island, Florida
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Santa Rosa Island, Florida
Guests agree: these stays are highly rated for location, cleanliness and more.

East Bay Hideaway — A Private Waterfront Escape
Nestled between the world's most beautiful beaches, this bayfront retreat has it all. Enjoy captivating views from the kitchen, living & den spaces. Views continue as you step out on the screened lanai w/room for all to gather poolside. Need a warmer, invigorating quiet time? Stroll across the patio & find a privately situated hot tub. Finally, wander down the dock to fish, swim, connect or star gaze over the glassy waters of East Bay. Unbelievable sunsets await, book before this seasons fills.
4.97 out of 5 average rating, 196 reviews
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.
4.94 out of 5 average rating, 204 reviews
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. Come see why Navarre is Florida’s best-kept secret! ✨ UPCOMING FALL HIGHLIGHTS ✨ Sept 12-13: Juana’s Good Time Regatta (Right on Navarre Beach!) Sept 25-27: Annual Pensacola Seafood Festival Oct 3-4: Navarre Fishing Rodeo Oct 11: 33rd Annual Charity Chili Cook-Off & Volleyball Tournament.
5.0 out of 5 average rating, 43 reviews
Blue Heron Retreat w/ Pool at Sunset Harbor Condos
Cozy 1 bedroom, 2 bath unit on the 1st floor offers a view of the Santa Rosa Sound from the balcony. Your vacation starts the moment you walk in the door The sugar white sands of the beach and emerald waters of the Gulf are a short walk or 1 minute drive away. The pool is just outside the building near the outdoor grills. The kitchen is well equipped for cooking. The bedroom features a king size bed and TV. The primary bath has a tub/shower combo. You will love this quiet private community.
4.93 out of 5 average rating, 116 reviews
Waterfront, large balcony. 3 suites king bed
Upscale waterfront condo with large balcony, elevator for easy access to 3rd floor. Covered parking for 1st car. 3 bedrooms, master w/ king size bed & oversized bathroom. 2nd bedroom has queen size bed with its own full bath, 3rd bedroom has 2 double beds that connects to a 3rd full bath. Magnificent views from living room, dining room and master bedroom. Pool with lounge chairs. Dock for fishing. Walking distance to many restaurants and stores. 1 mile to the beautiful Gulf of Mexico.
5.0 out of 5 average rating, 64 reviews
Perfect Private Navarre Beach Getaway Near Destin!
Hello! 3 Bedroom 2 Bath Spacious Lux home right across the street from Navarre Beach. There is also a Queen size sleeper couch in the back room. Games for families and a projector screen to enjoy a movie night. Fully enclosed backyard with a Pergola and bar area, lase cornhole, speakers, firepit and grill. Whether you're at the beach or the house, you will have a great stay! Walking distance to many places! We can't wait to host you and your family! Please reach out with any questions.
4.92 out of 5 average rating, 117 reviews
Beachfront Luxury Estate Sleeps 20 & Allows Events
Welcome to your new home away from home, Beach Paradise! With no expense spared, this incredible beachfront estate will blow you away! Remodeled in 2024, this is the perfect place for a retreat, wedding, or vacation on the clear blue Navarre waters. Located on an oversized lot with private beach walkover, this home is the epitome of privacy and luxury for your stay! This 5 bedroom 4.5 bath plus 2 bonus sleeping area home offers unparalleled views. House sleeps 20 in beds, no bunks!
4.9 out of 5 average rating, 67 reviews
Beachfront Condo • Pool & Resort Perks
Welcome to Pensacola Perch, an 8th‑floor beachfront condo offering expansive views of Pensacola Beach—perfect for dolphin watching and catching the Blue Angels airshow. This modern 2BR/2BA condo sits in the highly sought‑after Emerald Isle gated resort, where guests enjoy premium amenities including direct beach access, two swimming pools, a hot tub, sauna, and a beachfront fitness center. From March–October, enjoy complimentary beach chairs and an umbrella from La Dolce Vita.
4.99 out of 5 average rating, 156 reviews
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.
4.89 out of 5 average rating, 359 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.
4.95 out of 5 average rating, 266 reviews
Waterfront Home, Stunning Canal Views, Deck
Canal-front townhome with a private dock and an easygoing layout for coastal living. Enjoy calm water views and relaxed surroundings while staying within walking distance of Navarre Beach. • 3 BR | 2.5 BA | Sleeps 9 • Waterfront deck overlooking canal • About a 9-minute walk to beach • Open living area • Beach gear provided Thoughtfully arranged interiors and welcoming outdoor space make it ideal for a relaxed coastal stay close to both the canal and the Gulf.
4.9 out of 5 average rating, 155 reviews
Wake Up to Waves Crashing! ~Beachfront Condo~
Be our guest in our 2 Bed/2 Bath condo located in Emerald Surf on beautiful Navarre Beach. Enjoy a Gulfside pool and boardwalk for private beach access. Each bedroom has a 32" TV and the living room has a 65” TV although we are sure you'll be too busy enjoying the amazing ocean views from the living room and balcony! Our unit is located on the 3rd floor which can be accessed by elevator or stairs. .
4.95 out of 5 average rating, 110 reviewsPopular amenities for Santa Rosa Island, Florida holiday rentals
Other great holiday rentals in Santa Rosa Island, Florida

Hart’s Landing-Canal Front Home
4.89 out of 5 average rating, 37 reviews
The Holiday House
5.0 out of 5 average rating, 6 reviews
Tide Together on the Gulf at Beach Colony East
5.0 out of 5 average rating, 40 reviews
Mermaid Manor
4.98 out of 5 average rating, 40 reviews
E-Sea Breeze
4.95 out of 5 average rating, 66 reviews
The Surf Club at Navarre Beach
5.0 out of 5 average rating, 47 reviews
Cozy Cottage on the Bay - Swim, Fish, Play, Relax
5.0 out of 5 average rating, 24 reviews
Narvana-Gulf View, Pup Friendly!
4.9 out of 5 average rating, 10 reviewsDestinations to explore
- Atlanta Holiday rentals
- New Orleans Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Gulf Shores Holiday rentals
- Miramar Beach Holiday rentals
- Orange Beach Holiday rentals
- Birmingham Holiday rentals
- Clearwater Holiday rentals
- Pensacola Holiday rentals
- Tallahassee Holiday rentals
- Gainesville Holiday rentals
- Hotel rooms Santa Rosa Island, Florida
- Rentals with a sauna Santa Rosa Island, Florida
- Rentals with a hot tub Santa Rosa Island, Florida
- Private suite rentals Santa Rosa Island, Florida
- Waterfront rentals Santa Rosa Island, Florida
- Apartment rentals Santa Rosa Island, Florida
- Rentals with beach access Santa Rosa Island, Florida
- Luxury rentals Santa Rosa Island, Florida
- Family-friendly rentals Santa Rosa Island, Florida
- Rentals with a kayak Santa Rosa Island, Florida
- House rentals Santa Rosa Island, Florida
- Rentals with lake access Santa Rosa Island, Florida
- Rentals with breakfast Santa Rosa Island, Florida
- Rentals with pools Santa Rosa Island, Florida
- Rentals with an accessible height bed Santa Rosa Island, Florida
- Townhouse rentals Santa Rosa Island, Florida
- Guesthouse rentals Santa Rosa Island, Florida
- Cottage rentals Santa Rosa Island, Florida
- Pet-friendly rentals Santa Rosa Island, Florida
- Condo rentals Santa Rosa Island, Florida
- Beachfront rentals Santa Rosa Island, Florida
- Beach house rentals Santa Rosa Island, Florida
- Rentals with an accessible height toilet Santa Rosa Island, Florida
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Perdido Key Beach
- Opal Beach
- Village of Baytowne Wharf
- Henderson Beach State Park
- Flora-Bama Lounge
- Seacrest Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Alabama Point Beach
- HarborWalk Village
- Grayton Beach State Park
- Topsail Hill Preserve State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- Camp Helen State Park
- Gulfarium Marine Adventure Park
- Pensacola Bay Center
- Johnson Beach
- Lost Key Golf Club
- The Track - Destin





