
Holiday houses in Santa Rosa Island
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Top-rated holiday rentals in Santa Rosa Island
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Upscale Peaceful Suite,Nice NBHD,White Sand Beach!
Looking for a spacious, upscale, peaceful guest suite with private bathroom, shower and small kitchenette near beach, you have found the spot. Easily accommodates three guests with private entry. Has AC,TV, high-speed WiFi, queen bed, sofa bed, small kitchenette, separate restroom, outdoor dinning chairs and table…Good for weekend or more extended stay, free off street parking. Next to Naval Oaks National Seashore with trails outside your door. 10 mins to Pcola Beach, 25 mins to Navarre Beach.

THE PINE HOUSE *October Specials*
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. Cool the day off in our backyard SITTING POOL, or read a book in our 7 ft SITTING WINDOW. Watch the pines sway through our living room observing windows or have friends over for dinner at our outdoor dining area! No matter the reason, the Pine House is for you!

Cozy private studio suite close to beach.
Your private suite perfectly situated between 2 beautiful beaches (11 miles to Navarre Beach or 13 miles to Pensacola Beach). PLEASE READ DESCRIPTION FULLY BEFORE BOOKING. This suite is the upstairs portion of our home. It is not the entire house. There is a shared front entrance seperated from main living area by a privacy screen. The entire upstairs is yours. The suite consists of a king bed, bathroom and sitting area that includes a microwave, mini refrigerator and keurig coffe maker.

Private entrance /hotel Vacation unit
Block off between 2 sides . You have your own entrance. Perfectly placed for you to visit our Navarre Beach within a few minutes, also within an an hour or less you can visit Fort Walton Beach, Destin to the East and Orange Beach, Gulf Shores to the west. Don't forget Pensacola Beach is about 25 mins to the west! This room is setup just like a hotel room with a bedrooms a queen beds, microwave, toaster oven coffee maker refrigerator weber grill is available in the back porch a WiFi tv.

**Lovely Condo 3 minutes to Beach!!**
Location! Location! Location! Only a three minute drive to the white sand beaches of the emerald coast, and only two minutes to downtown! This cute condo will not disappoint with it's beachy decor. This condo is open and airy with lots of natural lighting. Has balcony seating for those breezy summer nights. Free parking, beach chairs, and a laundry room offered inside unit. We also offer a huge weekly and monthly discount rate. No pets policy. No parties. No smoking inside unit.

Beautiful, Peaceful East Hill Guesthouse
Beautiful, quiet, relaxing guesthouse (formerly Whitney’s ironwork studio). Private entrance. In historic East Hill, surrounded by peaceful, towering oak and pecan trees. The French doors provide lots of natural light and an open, airy feeling. Private patio. Quiet, historic neighborhood -- perfect for walks or bike rides. Only 1.2 miles from downtown. Within a few blocks are breakfast/coffee shops, restaurants, Publix Grocery, pubs. Easy 15 minute drive to the beach.

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.

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

Gypsy Rose near the beaches
Reconnect with nature at this unforgettable escape. Looking for a chill vibe? This is your place. Gypsy Rose is centrally located in Gulf Breeze, FL. Only 6 miles to Pensacola Beach, 10 miles to downtown Pensacola, and 17 miles to Navarre Beach. Gypsy Rose is nestled in a tropical forest setting. Our quiet neighborhood is just minutes to shops, restaurants, parks, the zoo and our beautiful Emerald Coast.

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.
Popular amenities for Santa Rosa Island holiday rentals
Other great holiday rentals in Santa Rosa Island

*~Private Waterfront Retreat: Kid & Pet Friendly~*

*Fall Break Special* Boutique Style House w/ Pool

Daze Off Navarre

Amazing Views! 2 bedroom/2 bath - Regency Resort

Gulf Breeze Bungalow

Navarre Beachfront Condo

Classic Boatel Yacht

Beach Treehouse Natures Hideaway Close to 30A
Destinations to explore
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- Guesthouse rentals Santa Rosa Island
- Private suite rentals Santa Rosa Island
- Rentals with pools Santa Rosa Island
- Hotel rentals Santa Rosa Island
- Waterfront rentals Santa Rosa Island
- Rentals with an accessible height toilet Santa Rosa Island
- Townhouse rentals Santa Rosa Island
- Beachfront rentals Santa Rosa Island
- Rentals with a washing machine and dryer Santa Rosa Island
- Apartment rentals Santa Rosa Island
- Rentals with beach access Santa Rosa Island
- Condo rentals Santa Rosa Island
- Rentals with outdoor seating Santa Rosa Island
- Cottage rentals Santa Rosa Island
- Pet-friendly rentals Santa Rosa Island
- Rentals with a hot tub Santa Rosa Island
- Rentals with a patio Santa Rosa Island
- House rentals Santa Rosa Island
- Beach house rentals Santa Rosa Island
- Rentals with an EV charger Santa Rosa Island
- Rentals with lake access Santa Rosa Island
- Rentals with a fire pit Santa Rosa Island
- Rentals with a sauna Santa Rosa Island
- Fitness-friendly rentals Santa Rosa Island
- Rentals with an accessible height bed Santa Rosa Island
- Rentals with a home theatre Santa Rosa Island
- Rentals with a fireplace Santa Rosa Island
- Rentals with breakfast Santa Rosa Island
- Rentals with a kayak Santa Rosa Island
- Family-friendly rentals Santa Rosa Island
- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Perdido Key Beach
- Blue Mountain Beach
- Grayton Beach State Park
- Alabama Point Beach
- Tiger Point Golf Club
- Raven Golf Club
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Camp Helen State Park
- Walton Dunes Beach Access
- Pensacola Dog Beach West
- Fred Gannon Rocky Bayou State Park
- Wayside Park, Okaloosa Island
- Seacrest Beach
- The Track - Destin
- Gulf Breeze Zoo