
Holiday rentals in Santa Rosa Island, Florida
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Top-rated holiday rentals in Santa Rosa Island, Florida
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Redfish Loft, private waterfront Apt. on East Bay
Boat lift available-extra daily fee- 12k lb " pet friendly with fee " loft 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 private grill or visit a local seafood restaurant. Secluded, neighborhood. Join us @ Fire pit ..is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

Waterfront 50 AMP RV hookup|Cozy Coastal Paradise
Welcome to your cozy coastal escape — a beautifully designed 1-bedroom modular retreat perfect for couples, solo travelers. Thoughtfully styled with warm wood tones, modern finishes, vaulted ceilings, and natural light. Enjoy a fully equipped kitchen with open shelving, coffee station, full-size refrigerator, cooktop, microwave, and in-unit washer/dryer. A comfortable sofa and dining space, while the peaceful bedroom features a plush queen bed and calming neutral decor for a restful stay.

The cottages at Thai Win/Serenity
Custom built with over 1000 sq Ft of luxury! Centrally located to everything on the gulf yet secluded in 10 acres of woods! Honeymoon perfect this is not just a cottage but an experience! High ceilings and large windows to enjoy the forest around you. Master with full bath boasting dual shower and body jets. Second story queen room surrounded by windows for beautiful views. Wrap around deck with huge hot tub for the ultimate in relaxation! A bird sanctuary that is truly a zen location!

🌟Luxurious new build minutes from beach+downtown
Our tiny house was custom built in 2022 and is located in beautiful East Hill. Our place is centrally located just minutes from PNS airport, downtown restaurants and bars, and Pensacola Beach! It is also just a short walk to Bayou Texar and Bayview park. The tiny house is a completely private space with driveway parking for 2 cars and your own patio area! Enjoy beautiful views of the Bayou from the dining room table or the patio area. We'll do anything we can to make your stay great!

Romance On The Bayou
Escape the mundane and take your loved one to an oasis of romantic luxury on the bayou. Admire unparalleled serenity, beauty, and tranquility from every window! Enjoy high-end furniture with plenty of natural light for a private paradise experience. Get away from it all - with numerous outdoor games; Jenga, ring toss and more! Spend the day together in a canoe exploring nature's beauty. Build special memories around a custom fire pit, delightful chairs & tiki torches. #Romance

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. Unwind with a book in our 7 ft sitting window, watch the pines sway through the expansive living room windows, or gather with friends for dinner at the outdoor dining area. No matter the reason, the Pine House is for you!

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!

The Cedarwood @ Navarre Beach
New house on Navarre Beach! Steps away from the powdery white sand beaches and the crystal clear waters of the Gulf of America. You can relax on your own private deck facing the Santa Rosa Sound while enjoying the extraordinary sunsets. You are just a short walk to amazing shelling, swimming, paddle boarding, kayaking, boogie boarding, or just plain relaxing on the "Most Relaxing Place in Florida." 2 person maximum occupancy.

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!!!

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.

Welcome To Florida's Hidden Gem!
Sundunes 184 is a beautiful 8th floor end unit condo. The view from the balcony of the Gulf of Mexico is breathtaking. The owners thought of everything when they remodeled this unit from the updated kitchen, bathrooms, all the furnishing, even brand new TV's. This unit offers one queen bed and one full bed in addition to the sleeper sofa.

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 Santa Rosa Island, Florida holiday rentals
Other great holiday rentals in Santa Rosa Island, Florida

Private Bayfront | Firepit & Boat Dock | Near 30A

Personal Paradise: Gulf-Front Luxury Terrace Condo

Coastal Palms Beach Cottage

Peaceful Coastal Escape Near Nav Beach & Dining

Gulf Breeze Oasis-Pool, Hot tub, BBQ, nearby beach

Direct Waterfront Cabin | Sunset Views | #5

Comfy 1 Bedroom with Pool at Sunset Harbor Condos

Private Adult Retreat on 30A | Pool + Spa + Bikes
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Perdido Key Beach
- Opal Beach
- Henderson Beach State Park
- Seacrest Beach
- Navarre Beach Fishing Pier
- Village of Baytowne Wharf
- Johnson's Beach, Gulf Islands National Seashore
- Flora-Bama Lounge
- Alabama Point Beach
- Blue Mountain Beach
- Grayton Beach State Park
- HarborWalk Village
- Gulf Breeze Zoo
- Topsail Hill Preserve State Park
- Jade East Towers
- Fort Walton Beach Landing
- The Boardwalk on Okaloosa Island
- Camp Helen State Park
- Gulfarium Marine Adventure Park
- Pensacola Bay Center
- Destiny East





