
Holiday rentals in Santa Rosa Island, Florida
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Top-rated holiday rentals in Santa Rosa Island, Florida
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Navarre Beach Home Golf cart/Heated Pool/Elevator
Welcome to Navarre Beach's Best Kept Secret -Emerald Hideaway- no beach crowds, just paradise! Located directly between the gulf and sound, with breathtaking back porch views of the sound, rooftop deck views of the ocean, and less than five minute walk to the beach- this home will become your ultimate beach getaway! Enjoy the heated saltwater wading pool (w/fee), grill up a feast on the gas grill, and use our fully stocked beach gear. Add on our 6 seat golf cart for fun and cruise the island!

Waterfront Haven | King Studio | Hot Tub | UWF I10
Welcome to Mackey Haven! This Superhost designed & managed coastal escape features luxe amenities, stylish décor, beautiful waterfront views, a plush king bed, fully stocked kitchen, and relaxing outdoor spaces. Our peaceful, boutique retreat is perfect for couples or solo travelers. You’ll want to stay for days! ⭐️ Hot Tub / Kayak / Boat Dock ⭐️ Coffee Bar & Breakfast to go ⭐️ Organic Cotton Bed Sheets ⭐️ 75” Roku TV & Fast WiFi ⭐️ Massaging Waterfall Shower ⭐️ Easy UWF & Freeway Acces

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

Luxury 30A Cottage w/ Private Pool and Golf Cart
A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

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.

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.

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!

Island Life Beach House! 300ft to water!
The entire vibe of this home is "Island Life". If you're looking for a cozy spot on the beach that will make you feel more like you're at home than a tourist on vacation, this is the place for it. Our cute beach house is located on Pensacola Beach, and the water is within sight from the roomy outdoor deck. There are 2 bedrooms and 1 bathroom, kitchen, living space, outdoor space, and everything you need to enjoy life on the beach! FREE PARKING

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!!!

Pensacola Beach Getaway with Pool & Fire Pit
Private Pool & Fire Pit - A Cozy Retreat for Family & Friends Escape to the Emerald Coast Pool Retreat in Gulf Breeze! This charming house offers a private pool, spacious backyard, and cozy fire pit. With four bedrooms, a fully equipped kitchen, and convenient amenities, it’s perfect for a relaxing stay. Explore Pensacola Beach, Gulf Breeze Zoo, and Tiger Point Golf Club nearby. Book your getaway today!
Popular amenities for Santa Rosa Island, Florida holiday rentals
Other great holiday rentals in Santa Rosa Island, Florida

Footprints in the Sand-Oceanfront Home

Bora Bora Beach House

Pool • Hot Tub • Opt Golf Cart | WHAT-A-BEACH

Cozy Cottage on the Bay - Swim, Fish, Play, Relax

Navarre Vacation Escape

Couples retreat steps away from Woodlawn Beach

Spanish Moss House on Wolf Bay w/Pier + Boat Slip

Beachfront Luxury Estate Sleeps 20 & Allows Events
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Perdido Key Beach
- Opal Beach
- Henderson Beach State Park
- Village of Baytowne Wharf
- Seacrest Beach
- Flora-Bama Lounge
- Navarre Beach Fishing Pier
- Alabama Point Beach
- Johnson's Beach, Gulf Islands National Seashore
- HarborWalk Village
- Topsail Hill Preserve State Park
- Grayton Beach State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- The Boardwalk on Okaloosa Island
- Pensacola Bay Center
- Destiny East
- Camp Helen State Park
- Lost Key Golf Club
- Gulfarium Marine Adventure Park





