
Cottage holiday rentals in Santa Rosa Island, Florida
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Santa Rosa Island, Florida
Guests agree: These cottages are highly rated for location, cleanliness and more.

Pensacola Cottage Downtown & Quick Drive to Beach
My wife and I built this cottage in late 2021 in quiet downtown Pensacola with our guest in mind. Our one bedroom one bath cottage is outfitted so you will have most everything you need. This includes a full working outfitted kitchen, cleaning & paper supplies plus more. Our cottage is located near Ever'man Coop Grocery & cafe, Joe Pattis Seafood Market , Maritime Park (Wahoo Stadium) , Pensacola's popular Palafox Street and other downtown favorites. Only 9 miles away from beautiful beaches.

Baywatch Cottage
Our Bay-front Cottage was built in the mid 1930s as part of a small fishing village. It is well appointed, quiet,rustic and relaxing, a welcomed days end retreat from the hustle and bustle of vacationing in the Gulf Shores area. Great place for couples. We now have an outdoor solar shower. Great in summer, helps to make up for the small shower. People were smaller back then. Coming soon... the bike trail connecting to Gulf Shores and the National Park will be done soon. Rated #1 bike trails.

Cozy Bayou Home & game room near NAS Dtown Beaches
*No Pets or children under 10* No Parties $500 fine Bayou Grande Casita is a block from the water with chef's kitchen, lush beds and sofa, & game room w/ ping pong & darts. Take the kayaks to the bayou for a nice paddle where dolphins play. Screened porch for coffee, drinks or a meal outside. Miles of walking paths along the water where we watch the Blue Angels practice. Navy Point has great fishing, a boat ramp, 20 min to beaches, & 10 min to downtown. See our guidebook for local spots.

Hammock Hideaway - waterfront cabin
Backyard oasis on a deep water creek. If you are coming for travel ball, love kayaking and/or just hanging out right on the water, you will appreciate this special hideaway. A fisherman’s/nature lovers dream and truly unique rental experience at this creekside cottage with water frontage on deepwater Hammock Creek. Close to the beach but out of the congestion. We have a multi level backyard with gazebo with swing, fire pit and huge deck. Fully enjoy the wildlife and outdoor activities.

Two blocks to the beach! Bikes included!
Newly remodeled ⭐️Private beach bungalow in Crystal Beach! ⭐️This property is a private guest house two blocks from the beach! You will have your own entrance and parking for one car. Downstairs you will find living area, full kitchen, washer/dryer, and bathroom. The loft has 2 queen beds. Small courtyard for outdoor seating & outdoor shower. Wonderful neighborhood with sidewalks for biking or walking! I have a driver as well for airport pickup. Just send me a message!

Pensacola Pelican Retreat
Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

1br/1ba Cozy Cottage - Downtown/Museum of Commerce
An experience you do not want to miss and a location that is close to the action but still tucked away. Less than one block from iconic Seville Square, where you will be centrally located in the heart of downtown Pensacola's historic district and within walking distance to dining, shopping, museums and other attractions. Find yourself enjoying sunsets on the back porch or take a easy 15 minute drive to enjoy the sugar white sands of Pensacola Beach.

*Couples - Priv Cottage, Parking, Patio, Central*
🌴 Your Perfect Pensacola Getaway! In the heart of Pensacola, this cozy, private cottage is perfect for solo travelers or couples. *Vacationing *Visiting family *College visit * Medical stays * Military travel * Work You’ll love the peaceful privacy Your own parking, patio and fenced area & all centrally located ~20-30 minute drive to beaches ~5 minutes - Airport ~2 minutes - Shopping mall ~2 Blocks - Best Bistro/food/drink

The Bunkalow, A Cozy Gulf Coast Getaway
Originally designed for our close family and friends, The Bunkalow is now open to ALL! We are approximately 10 miles from the white sand beaches of Pensacola and Perdido Key. We are mere minutes from the NAS gate and a short 10 minute drive from all the fun to be had downtown! This space is ATTACHED to our home but has its own parking and garden entrance. The connecting door to your unit remains locked during your stay.

Modernized 2BR Historic Home w/ King bed
Recently renovated - this is the perfect home base for whatever brings you to Pensacola. Located in a safe and convenient neighborhood, guests are walking distance to a local grocery store, coffee shop, restaurants, parks, and water access at Bayou Texar. It is only a short drive to the airport, shopping, downtown, and the beach. There is also ample parking for you and your guests in a large unfenced yard.

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.

Navarre Hide-a-Way #4
The whole group will enjoy easy access to everything from this centrally located place. Private location, seperate from our house! This is a 2 queen bed private cabin. Enjoy the private back porch shower when returning from the beach! Enjoy the deer that visit our yard! You might even catch a glimpse of our secretive black bears! This listing is strictly Transient Occupant!
Popular amenities for Santa Rosa Island, Florida cottage rentals
Cottage rentals with a hot tub

Summer Time Fun at Purple Parrot Resort!

The cottages at Thai Win/Serenity

Vibe! Coastal living experience! Screened pool!

Just Beachin' -A Pet Friendly Beach Cottage

Riverview Retreat • Hot Tub • Golf Cart • Fire Pit

Key West style villa @ Purple Parrot Village

Private Adult Retreat on 30A | Pool + Spa + Bikes

Boat lift, RV hookups, Hot tub,
Pet-friendly cottage rentals

Gem on G St~Downtown 2BR Cottage~Walk to Supposey

NEW LUXE Beach House -Pool -Steps to Sand -Pets OK

Steps to Beach | 7 Separate Beds | Pets | BBQ|Pool

P’s Paradise. Close to AL. Beaches

Hibiscus Sunrise Cottage - Walk to local dining!

Nature's Nest Cottage on the Sound - Pets Welcome!

Beautiful cottage nestled in the country

Historical Water front cottage, Stunning views!!!!
Private cottage rentals

Navy Blues Cottage

South of 30A - Walk to Beach - Bikes Included!

Private Pool | Walk to Beach | Designer Inspired

Bay Cottage- private pier, 4 acres, sunsets, trail

Sanders Beach Sanctuary - Great Location!

Downtown | Families | Couples | Festival | Beaches

NEW cozy beach cottage 3 blocks from beach!

Cozy Cottage with Beach Access
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
- Hotel rooms Santa Rosa Island, Florida
- Rentals with a washing machine and dryer Santa Rosa Island, Florida
- Pet-friendly rentals Santa Rosa Island, Florida
- Condo rentals Santa Rosa Island, Florida
- Rentals with outdoor seating Santa Rosa Island, Florida
- Rentals with a sauna Santa Rosa Island, Florida
- Beachfront rentals Santa Rosa Island, Florida
- Rentals with a patio Santa Rosa Island, Florida
- Apartment rentals Santa Rosa Island, Florida
- Rentals with beach access Santa Rosa Island, Florida
- Rentals with an accessible height bed Santa Rosa Island, Florida
- Waterfront rentals Santa Rosa Island, Florida
- Townhouse rentals Santa Rosa Island, Florida
- Rentals with a hot tub Santa Rosa Island, Florida
- Rentals with a fireplace Santa Rosa Island, Florida
- Rentals with pools Santa Rosa Island, Florida
- Beach house rentals Santa Rosa Island, Florida
- Rentals with an EV charger Santa Rosa Island, Florida
- Fitness-friendly rentals Santa Rosa Island, Florida
- Rentals with a kayak Santa Rosa Island, Florida
- Rentals with breakfast Santa Rosa Island, Florida
- Family-friendly rentals Santa Rosa Island, Florida
- Rentals with a fire pit Santa Rosa Island, Florida
- Guesthouse rentals Santa Rosa Island, Florida
- Rentals with a home theatre Santa Rosa Island, Florida
- House rentals Santa Rosa Island, Florida
- Rentals with lake access Santa Rosa Island, Florida
- Rentals with an accessible height toilet Santa Rosa Island, Florida
- Private suite rentals Santa Rosa Island, Florida
- Cottage rentals Florida
- Cottage 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
- Flora-Bama Lounge
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- HarborWalk Village
- Fort Walton Beach Landing
- The Boardwalk on Okaloosa Island
- Henderson Beach State Park
- Topsail Hill Preserve State Park
- Camp Helen State Park
- Gulfarium Marine Adventure Park
- Jade East Towers
- The Track - Destin
- Destiny East





