
Holiday rentals in Santa Rosa County
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Santa Rosa County
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.

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.

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. 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!

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!!

Charming Bayou Bungalow near downtown Milton!
Visit historic Milton while staying in our comfortable bungalow, which is close to everything making it easy to plan your visit. Nearby downtown boasts music, festivals, breweries, restaurants and farmers markets. Ride on site bikes on Blackwater Heritage Trail. Explore Marquis Bayou and Blackwater River in on site kayaks. Pick blueberries in season. 40 mins to Navarre Beach. 30 mins to Pensacola. Kitchen w/fridge/micro/toaster oven/dbl burner cooktop. Queen bed with comfy Serta mattress.

Ocean Breeze, Modern home, Close to Navarre Beach!
Book your memories at this convenient locale! 10 minutes to Navarre Beach; this single-floor 2060 sqft modern layout keeps everyone safe with all the clean space. Sleeps 6 and Seats up to 8 for great family dinners. The 4 bedroom & bathroom converge to a large vaulted open Kitchen/Great Room living area. Privately wooded .50 acre property right off East Bay Blvd for quick access to shopping, golf, breweries, and the white sand, make this home central to relax after a long adventurous day.

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.

Siesta Cottage on the Blackwater
Looking for convenience to all of the Gulf Coast's treasures without breaking the bank? Have a boat or jet skis? Coastal guest house on 3 acre waterfront estate on Ward Basin/Blackwater Bay. Close to beaches, downtown Pensacola, and all of the natural wonders of NW FL. Nearby boat ramp, space for boat trailer, and ability to tie up to the dock on site. Sleeps four (queen bed and queen sleeper). No Pets - 2 min to I-10 -20 min to Navarre Beach -30 min to Downtown Pensacola

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.

Starfish Beach House - Great Getaway
Welcome to the Starfish Beach House. Our home is a quiet retreat just one mile from Navarre Beach, voted one of Florida's top 10 beaches. You will have the run of this three bedroom two bathroom home which features a king size bed, a queen sized bed and two twin beds and tons of amenities. The home is also equal distance to Destin or Pensacola so you will enjoy easy access to a wide selection of what the Gulf Coast has to offer. ***Six Guests Maximum!***

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

The Cottage By The Bay
Beautiful and underneath live oaks and old magnolias, The Cottage was built in October 2015 in a quiet family neighborhood. The decor is "Southern-Coastal". *We live on the property next door. NO water access. The Cottage is located 5 minutes from putting your toes in the bay at Naval Live Oaks. It is 10 minutes from the gorgeous white sands of Pensacola Beach or eating some of the Gulf Coast most delicious seafood.
Popular amenities for Santa Rosa County holiday rentals
Other great holiday rentals in Santa Rosa County

Private Waterfront Retreat: Family & Pet Friendly

Enjoy The Journey #1 & #2 - 2 Houses - 1 Listing

Getaway (access to bayfront property & kayaks)

Sleepy Bay

Villa Saffron

Navarre Family Home • Private Hot Tub • Sleeps 8

E-Sea Breeze

Baby Grande Studio - bayou views & shoreline walks
Destinations to explore
- Rentals with pools Santa Rosa County
- Rentals with a hot tub Santa Rosa County
- Rentals with an accessible-height toilet Santa Rosa County
- Rentals with beach access Santa Rosa County
- Rentals with a washing machine and dryer Santa Rosa County
- Loft rentals Santa Rosa County
- Fitness-friendly rentals Santa Rosa County
- Villa rentals Santa Rosa County
- Rentals with a firepit Santa Rosa County
- Beachfront rentals Santa Rosa County
- Waterfront rentals Santa Rosa County
- Tiny house rentals Santa Rosa County
- Rentals with a kayak Santa Rosa County
- Rentals with an EV charger Santa Rosa County
- Rentals with lake access Santa Rosa County
- Rentals with outdoor seating Santa Rosa County
- Private suite rentals Santa Rosa County
- Guest house rentals Santa Rosa County
- Townhouse rentals Santa Rosa County
- House rentals Santa Rosa County
- Motorhome rentals Santa Rosa County
- Pet-friendly rentals Santa Rosa County
- Hotel rooms Santa Rosa County
- Family-friendly rentals Santa Rosa County
- Flat rentals Santa Rosa County
- Rentals with a fireplace Santa Rosa County
- Rentals with breakfast Santa Rosa County
- Rentals with a patio Santa Rosa County
- Apartment rentals Santa Rosa County
- Destin Beach
- Crab Island
- Perdido Key Beach
- Destin Harbor Boardwalk
- Alabama Point Beach
- Pensacola Beach
- OWA Parks & Resort
- Opal Beach
- Johnson's Beach, Gulf Islands National Seashore
- Navarre Beach Fishing Pier
- Village of Baytowne Wharf
- Gulf Breeze Zoo
- Flora-Bama Lounge
- Henderson Beach State Park
- HarborWalk Village
- Gulfarium Marine Adventure Park
- The Track - Destin
- The Boardwalk on Okaloosa Island
- Destiny East
- Jade East Towers
- Pensacola Bay Center
- Lost Key Golf Club
- Johnson Beach
- Fort Walton Beach Landing




