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

Redfish Loft, private waterfront Apt. on East Bay
Light airy open floor plan " pet friendly with fee " loft style apartment with private bedroom. Watch the blue herons & dolphins, sit on one of two private decks sipping coffee as you watch the sunrise on the Bay. Paddle the clear waters in our kayaks or bring your SUP. Cook your fresh catch on your private grill or visit a local seafood restaurant. Private, secluded, neighborhood. Join us @ Fire pit ..is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

Delightful 1-bedroom houseboat with free parking.
Please read listing carefully. No pets allowed and no smoking. This is where your glamping adventures begin. You won’t forget your time at this peaceful and quiet place. Our houseboat is docked on the canal with a beautiful view. We make every effort to provide a safe and fun experience. Some amenities include a shower, bathroom sink, kitchenette, microwave, fridge, A/C and gas grill. Since this is a green houseboat, a porta-potty is located about 50 ft. from the boat and the private parking.

Canal-Front Retreat, Walk to Beach, Dock
Waterfront townhome with a private dock and canal-facing decks. Located near Navarre Beach’s white sand shoreline, it offers open water views and fresh coastal breezes throughout the day. • 3 BR | 2.5 BA | Sleeps 9 • Private dock & canal-front decks • Walk to beach • Dedicated workspace • Beach gear included A bright, efficiently arranged layout with comfortable gathering areas and inviting outdoor space, ideal for guests who value scenery, walkability, and a well-kept coastal setting.

Sugar Sand Cottage at Destin Pointe
This beautiful four bedroom beach cottage is located in the exclusive gated community of Destin Pointe. The home offers a tranquil setting and unsurpassed amenities that include a private lakefront pool for relaxation and entertainment-perfect for sipping your evening cocktails while overlooking the lake, direct lake views for the multiple levels of decks, private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

Waterfront Escape to Gulf Beach Getaway!
Waterfront private guest suite with ensuite bedroom including an ultra comfortable king-sized bed. Walk out of your bedroom’s sliding door to a private deck steps away from our beach and pier where you can enjoy swimming, paddle boarding, kayaking or just enjoy the view! You will have your own private full kitchen. Book a massage with our massage therapist before your stay and enjoy your massage just steps away from your suite. Additional bed and bath available as well.

Navarre Beachfront Condo
The VIEWS!! With no high-rises for 1/2 a mile to the west and none for miles to the east, Sundunes literally has the best views in Navarre. Our 5th floor east-corner unit offers unobstructed views of the Sound and the Gulf all from the private balcony. Enjoy all the benefits of a low-density condo with private pool, picnic tables, and barbecue grills. Best of all, relax on the snow-white sand and crystal-clear turquoise waters with NO crowds! Ask about SNOWBIRD discounts!!

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.

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.

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!

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

Bayside Retreat-Panoramic Sunset Views
Bayside Retreat is a renovated 2nd floor one bedroom. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 3 comfortable beds, King, Day Bed w/Trundle and Queen Sofa Bed, along with a large private balcony and fully equipped kitchen. NOW OFFERING 2 NIGHT DISCOUNTED STAYS MAY THROUGH AUGUST. COMPARE TO LOCAL HOTELS AND SAVE HUNDREDS!!!

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."
Popular amenities for waterfront rentals in Santa Rosa Island, Florida
Waterfront apartment rentals

Top Floor With Amazing Gulf View!

Stunning Beach View! Heated Pools! Family Friendly

Sylvia's Suite Dreams-kayak & paddleboard free

Price Special! Luxury Condo | Pool | Gulf Front!

B210 Pirates Plunder

Waterfront two bedrooms apartment

Twin Tides at Sunset

BeachEscape-Pool,Hottub,Beach
Waterfront house rentals

Bay Life

The Surf Club at Navarre Beach

Private Pool, Steps to the beach, Golf cart

Destin Harbor Cottage w/Boat Slip

17 Summers - Private dock on Tranquil Canal!

Starfish Waterfront Family Retreat, Steps to Sound

Condo on Pensacola Beach

Downtown cottage by the bay!
Waterfront apartment rentals

Luxury Destin 1BR - Jetty East Beach Resort Condo

Condo on Bay, Steps to Gulf

Gulf-Front Sunsets on Quiet Navarre Beach

CostaVista-Sandestin®: Steps to Beach/Gulf Views!

Stay at Sunshine Daydream on Pensacola Beach

Footsteps away from beautiful beaches 🏖🏝⛱

10thFLOceanFrontFreeChairsUmbrellaHeatedPoolArcade

Beachfront Condo • Pool & Resort Perks
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
- Cottage rentals Santa Rosa Island, Florida
- Pet-friendly rentals Santa Rosa Island, Florida
- Family-friendly rentals Santa Rosa Island, Florida
- Fitness-friendly rentals Santa Rosa Island, Florida
- Rentals with a washing machine and dryer Santa Rosa Island, Florida
- Rentals with a hot tub Santa Rosa Island, Florida
- Rentals with an accessible-height toilet Santa Rosa Island, Florida
- House rentals Santa Rosa Island, Florida
- Rentals with a cinema Santa Rosa Island, Florida
- Rentals with a patio Santa Rosa Island, Florida
- Rentals with a sauna Santa Rosa Island, Florida
- Hotel rooms Santa Rosa Island, Florida
- Apartment rentals Santa Rosa Island, Florida
- Rentals with outdoor seating Santa Rosa Island, Florida
- Flat rentals Santa Rosa Island, Florida
- Rentals with beach access Santa Rosa Island, Florida
- Private suite rentals Santa Rosa Island, Florida
- Rentals with lake access Santa Rosa Island, Florida
- Rentals with a firepit Santa Rosa Island, Florida
- Beachfront rentals Santa Rosa Island, Florida
- Rentals with a kayak Santa Rosa Island, Florida
- Guest house rentals Santa Rosa Island, Florida
- Rentals with pools Santa Rosa Island, Florida
- Rentals with an accessible-height bed Santa Rosa Island, Florida
- Rentals with a fireplace Santa Rosa Island, Florida
- Beach house rentals Santa Rosa Island, Florida
- Rentals with an EV charger Santa Rosa Island, Florida
- Rentals with breakfast Santa Rosa Island, Florida
- Townhouse rentals Santa Rosa Island, Florida
- Waterfront rentals Florida
- Waterfront 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





