
Holiday houses in Santa Rosa Island, Florida
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Top-rated holiday rentals in Santa Rosa Island, Florida
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Ocean/Pier Front 1BR w/ bunks, 3 pools hot tubs!
Welcome to "Salty Beach" Condo! A newly listed & freshly decorated Gulf Front 1 BR, sleeps 6! 1st building next to the Navarre Pier. Located on the 4th floor. There are 2 elevators. Walking distance to nearby restaurants. Amazing views of the Gulf, sunrise & sunset. HS internet with smart TVs. Check out my SuperHost reviews! Complimentary daily beach service: (SEASONAL)Mar1 -Oct 31 Includes two chairs, one umbrella, one folding table. Includes stand-up paddleboard or kayak for 1 hour daily.
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La Playa Esmeralda - Panoramic Sunset Views
Welcome to La Playa Esmeralda, a beautifully renovated 2nd floor studio. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 2 comfortable beds-1 regular and 1 Murphy bed, along with a coffee bar and fully equipped kitchen. You're just a 5 minute walk to the beach. Enjoy a dip in the pool, grilling in the gazebo and fish all night long on our large, private fishing pier, no fishing license required. Early check-in avail.
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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.
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Beachfront - Regency | Resort Pool | Sleeps 8
This Navarre Beach Luxury Rental is a 2 bedroom, 2 bath beachfront luxury condo which sleeps 8 with a king in the primary bedroom, 2 queens in the 2nd bedroom & a sleeper sofa. Completely updated with all new appliances, a gorgeous kitchen with SMEG small appliances & everything you could need to cook a fabulous meal! No need to leave the island! Sister's Chalet has a unique theme throughout paying homage to our grandmother & our other business -Sister's Lemonade. Mural is a great photo op!
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Comfy 1 Bedroom with Pool at Sunset Harbor Condos
Cozy 1 bedroom, 2 bath unit on the 1st floor offers a view of the Santa Rosa Sound from the balcony. Your vacation starts the moment you walk in the door The sugar white sands of the beach and emerald waters of the Gulf are a short walk or 1 minute drive away. The pool is just outside the building near the outdoor grills. The kitchen is well equipped for cooking. The bedroom features a king size bed and TV. The primary bath has a tub/shower combo. You will love this quiet private community.
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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.
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Waterfront Home, Stunning Canal Views, Deck
Canal-front townhome with a private dock and an easygoing layout for coastal living. Enjoy calm water views and relaxed surroundings while staying within walking distance of Navarre Beach. • 3 BR | 2.5 BA | Sleeps 9 • Waterfront deck overlooking canal • About a 9-minute walk to beach • Open living area • Beach gear provided Thoughtfully arranged interiors and welcoming outdoor space make it ideal for a relaxed coastal stay close to both the canal and the Gulf.
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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!
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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.
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Wake Up to Waves Crashing! ~Beachfront Condo~
Be our guest in our 2 Bed/2 Bath condo located in Emerald Surf on beautiful Navarre Beach. Enjoy a Gulfside pool and boardwalk for private beach access. Each bedroom has a 32" TV and the living room has a 65” TV although we are sure you'll be too busy enjoying the amazing ocean views from the living room and balcony! Our unit is located on the 3rd floor which can be accessed by elevator or stairs. .
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Getaway (access to bayfront property & kayaks)
The best of both worlds. Take it easy at this unique and tranquil getaway, while only just a few minutes from Navarre beach and area activities. Booking includes access to an 11-acre bayfront property (5-minute drive) with a .4-mile nature trail to complimentary kayaks on the bay. Reach out for discounts on long term offers season stays. Minimum age 21 for bookings.
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Private Pool, Steps to the beach, Golf cart
Welcome to Shell Yeah!! spacious 3 bedroom 3.5 bath beach home with ample outdoor entertaining space and a private pool. Tall vaulted ceilings in the main living, dining, and kitchen areas and new decor create modern beach vibes. A short walk or golf cart ride from the sugar-white sands of Navarre Beach. Water views from nearly every room in the house.
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Popular amenities for Santa Rosa Island, Florida holiday rentals
Other great holiday rentals in Santa Rosa Island, Florida

Waterfront 3 BDR/3 BA Designer Condo, Private Pier
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Spacious coastal home• Huge yard • No pet fee!
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Tide Together on the Gulf at Beach Colony East
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Mermaid Manor
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Cozy Cottage on the Bay - Swim, Fish, Play, Relax
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Coastal Family Retreat | Pool, Fire Pit & Playset
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Cozy Navarre Home w/Pool Oasis
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Blue Fin Bungalow
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Perdido Key Beach
- Opal Beach
- Henderson Beach State Park
- Village of Baytowne Wharf
- Flora-Bama Lounge
- Seacrest Beach
- Navarre Beach Fishing Pier
- Alabama Point Beach
- Johnson's Beach, Gulf Islands National Seashore
- HarborWalk Village
- Grayton Beach State Park
- Topsail Hill Preserve State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- Camp Helen State Park
- Pensacola Bay Center
- Johnson Beach
- Gulfarium Marine Adventure Park
- Lost Key Golf Club
- The Track - Destin





