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

Private Waterfront Retreat: Family & Pet Friendly
Welcome to your own private waterfront, beach, and retreat destination! Recently renovated, this home is the perfect place to unwind, relax, and soak in the beach life! Tucked away on a dead-end street away from the tourist hustle & bustle. - Panoramic views of the sunset - Private 450ft dock with 2-story deck - Paddle boards/yoga mats - 1 acre of serenity - Complete kitchen - Fenced backyard, outdoor dining, fire pit Location: - 16 mins/10 miles to Navarre Beach - 14 mins/8 miles to grocery

Beach House w/ ALL Gear Included | Walk to Water
This family friendly coastal beach vacation rental located on the “sound side” just footsteps from the sand and water, offers calm waterfront access, a large backyard, and premium included amenities such as paddleboards, kayaks, bikes, cooler, beach chairs, towels, blanket, fishing poles, BBQ grill. Walkable to restaurants, beach bars, food trucks, and park, with Navarre Beach and the longest pier minutes away. Enjoy breathtaking views, sunrises, stunning sunsets, and frequent dolphin sightings.

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.

NO PET FEES, fenced yard, 2.5 miles to beach
REST YOUR PAWS in this beach cozy 3 bedroom 2 bathroom home, 1/2 mile to the bay & 2.5 miles to the beach W/ large fenced yard full of mature shade trees. Free high speed internet, board games and books all await you in a quiet neighborhood located close to restaurants, nightlife and pet spa's. It's the perfect place with a forest retreat feeling to unwind with quick & easy access to the beach & downtown. Stocked kitchen with spices for your use. This is a kitchen that you can cook meals in.

Blackwater Bay Mae's Cottage
Mae's Cottage is a peaceful little bay house located right off of Interstate 10 in Milton (< 1 mile) and is within steps to the beautiful Blackwater River and Bay. It is approximately 100 yards from water access where you can enjoy fishing, boating, kayaking or just watching the sun set. There is a public boat launch so bring your boat/jet skis/kayaks and fishing gear and head out to the beautiful waters of Blackwater Bay. Relax with the whole family at this peaceful little bungalow.

Tropical garden with bar
The perfect Adult retreat. This 2 bedroom 2 full bath home stands out with a tropical style garden, large deck and custom outdoor bar. We are located 3.3 miles from I-10. You can unwind in the European style library, watch a movie on the 65” Smart TV, or enjoy a cold drink at the outdoor bar area. Coffee on the deck in the garden is the best. If you are looking to move to the area, we have an in-house Realtor that can assist you. Not suitable for children under 12.

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 Purple Sunset-200ft to Beach w Pool
Relax with the whole family at this peaceful beach house on Navarre Beach, FL. 200 feet from the Santa Rosa Sound and 500 feet from the beautiful Gulf of Mexico. A community pool is located literally in your backyard! This Airbnb is 1,320 square feet with 3 beds, 2 baths and a bonus room. Whether it's at the beach, pool, or with friends/family, you will absolutely love it here! We look forward to you creating memories at this heavenly escape. See you soon!

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!

Retreat (access to bayfront property & kayaks)
Our house is your house. A relaxing retreat while vacationing on the Gulf Coast. Minutes from attractions like Navarre beach, this retreat offers a quiet escape away from the hustle and bustle in a family friendly neighborhood. Enjoy your mornings while relaxing on the back deck with your cup of coffee and glass of wine by the fire pit by night. Reach out for discounts on long term offers season stays.

Waterfront Sunsets
Come enjoy our beautiful newly renovated spacious home and let your worries melt away. You’ve never seen sunsets like this. Dolphins are frequent visitors and the peace and tranquility here is unmatched. Enjoy the water if you want or just sit and watch, either way you’ll never want to leave. We know you’ll love being here as much as we do.

Romantic Seagrove Palmetto Bungalow 30A Lakefront
Welcome to the Palmetto Bungalow! Recently chosen by Brides magazine as one of the top 20 most romantic airbnbs in the country! Truly a special place to unwind, refresh, reconnect, honeymoon or just fall in Love again! This romantic lakefront gem takes you back to yesterday, the simpler times…the way it used to be. Love is in the air.
Popular amenities for house rentals in Santa Rosa Island, Florida
House rentals with a pool

Poolside Family Retreat w/ Hot Tub & Game Room

Historic Pool Cottage! Dog Friendly

Flip Flops in Paradise

Sugar Sand Cottage at Destin Pointe

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

Condo on Pensacola Beach

Kokomo Key on Navarre Beach - Private Pool

Good times & tan lines! Only 5 miles to the beach!
Weekly house rentals

Emerald Coast Escape

Getaway (access to bayfront property & kayaks)

Downtown Historic Cottage

The Surf Club at Navarre Beach

Couples retreat steps away from Woodlawn Beach

Shipshape Navy Point Bayou Cottage.

After Dark Playground

Leisure Awaits! 3 bed / 2 bath - Sleeps 8
Private house rentals

Huge Private Resort-Style Pool & Hot Tub Paradise

Pet-Friendly Getaway, Walk to Sound, Near Beach

Bay Life

Coastal Studio Retreat - Sleeps 3 - Near Beach

Navarre Vacation Escape

Destin Harbor Cottage w/Boat Slip

Navarre Peaceful Oasis

Gulf Breeze Home Pensacola Bay
Destinations to explore
- Seminole Holiday rentals
- Florida Panhandle Holiday rentals
- Atlanta Holiday rentals
- New Orleans Holiday rentals
- Destin Holiday rentals
- Panama City Beach Holiday rentals
- Gulf Shores Holiday rentals
- Orange Beach Holiday rentals
- Miramar Beach Holiday rentals
- Clearwater Holiday rentals
- Pensacola Holiday rentals
- Rosemary Beach Holiday rentals
- Beach house rentals Santa Rosa Island, Florida
- Rentals with an EV charger Santa Rosa Island, Florida
- Rentals with an accessible-height toilet Santa Rosa Island, Florida
- Private suite rentals Santa Rosa Island, Florida
- Rentals with a sauna Santa Rosa Island, Florida
- Rentals with a hot tub Santa Rosa Island, Florida
- Cottage rentals Santa Rosa Island, Florida
- Pet-friendly rentals Santa Rosa Island, Florida
- Rentals with pools Santa Rosa Island, Florida
- Rentals with a kayak Santa Rosa Island, Florida
- Waterfront rentals Santa Rosa Island, Florida
- Hotel rooms Santa Rosa Island, Florida
- Guest house rentals Santa Rosa Island, Florida
- Rentals with lake access Santa Rosa Island, Florida
- Rentals with a fireplace Santa Rosa Island, Florida
- Apartment rentals Santa Rosa Island, Florida
- Rentals with outdoor seating Santa Rosa Island, Florida
- Rentals with an accessible-height bed Santa Rosa Island, Florida
- Rentals with a firepit Santa Rosa Island, Florida
- Beachfront rentals Santa Rosa Island, Florida
- Rentals with a patio Santa Rosa Island, Florida
- Rentals with breakfast Santa Rosa Island, Florida
- Townhouse rentals Santa Rosa Island, Florida
- Flat rentals Santa Rosa Island, Florida
- Rentals with beach access Santa Rosa Island, Florida
- Fitness-friendly rentals Santa Rosa Island, Florida
- Rentals with a washing machine and dryer Santa Rosa Island, Florida
- Family-friendly rentals Santa Rosa Island, Florida
- Rentals with a cinema Santa Rosa Island, Florida
- House rentals Florida
- House rentals United States
- Destin Beach
- Perdido Key Beach
- Crab Island
- Destin Harbor Boardwalk
- Alabama Point Beach
- Seacrest Beach
- Opal Beach
- Navarre Beach Fishing Pier
- Village of Baytowne Wharf
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Flora-Bama Lounge
- Grayton Beach State Park
- Gulf Breeze Zoo
- HarborWalk Village
- Fort Walton Beach Landing
- Henderson Beach State Park
- The Boardwalk on Okaloosa Island
- Topsail Hill Preserve State Park
- Camp Helen State Park
- Gulfarium Marine Adventure Park
- Jade East Towers
- The Track - Destin
- Destiny East





