Holiday rentals in Santa Rosa County

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Top-rated holiday rentals in Santa Rosa County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
Home in Milton
4.67 out of 5 average rating, 3 reviews

Explorer’s Landing–BayouSunsets Waterfront Escape

Welcome to Explorer’s Landing - a place where mornings begin with coffee on the wraparound waterfront deck & evenings end with unforgettable sunsets over the bayou. Spend your days kayaking from the private dock, grilling on the deck or relaxing by the water. Whether you’re here for a family, fishing, or a peaceful escape, it's the perfect place to slow down reconnect & enjoy the natural beauty.The sunsets over the Bayou are truly magical. Grab a seat & watch the sunset transform by the minute.

Top guest favourite
Bicycles are parked in front of Snow's Surf Shack, showcasing colorful designs. The backdrop features a bright blue building with playful surf-themed artwork. Sunlight bathes the scene, highlighting the inviting atmosphere of this beach getaway.
Home in Navarre
4.97 out of 5 average rating, 179 reviews

Snow's Surf Shack

Welcome to your beach get away! Beautiful house within walking distance (1.5 miles. 1.2 miles is walking over the causeway with protected paths on each side)to the sugary white sand of Navarre Beach, waves of the Navarre sound, many restaurants and more! Amenities galore! Two covered decks for relaxing, fire pit for cozy evening relaxing and a screened in porch along with outdoor lighting. Enjoy a bike ride to the beach or a snooze in the backyard hammock at the end of the day. Room to sleep 6.

Top guest favourite
The outdoor pool is framed by a screened enclosure, providing clear views of the tranquil bay waters. Comfortable lounge chairs are positioned beside the pool, and potted plants add a touch of greenery. A wooden dock extends into the bay, enhancing the serene ambiance.
Home in Navarre
4.97 out of 5 average rating, 190 reviews

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.

Top guest favourite
The exterior of the coastal cottage is showcased, featuring a welcoming front porch with two chairs and potted plants. A paved pathway leads to the entrance, flanked by a natural landscape of trees and pine needles, creating a peaceful and inviting approach.
Guest house in Navarre
4.98 out of 5 average rating, 123 reviews

Never Navarre From Home Cottage

Escape to Florida's best-kept secret, Navarre Beach, just a 5-minute drive from this charming 330 sq. ft. coastal cottage. Perfect for solo travelers or couples, it features airy gabled ceilings, a King-size Murphy bed that converts into a dining/work table, and unforgettable shower experiences!! Conveniently located near restaurants and grocery stores within walking distance, this cozy retreat has everything you need for a relaxing getaway, all just minutes from stunning white sand beaches!!

Top guest favourite
Home in Gulf Breeze
5 out of 5 average rating, 18 reviews

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

Escape to The Cozy Cottage on the Bay in Gulf Breeze! Nestled on peaceful East Bay, this cozy waterfront cottage is perfect families to create wonderful memories together. Enjoy a private dock for fishing, swimming, or simply soaking up the sun. Watch playful dolphins glide by and end your day with the most breathtaking sunsets in the area. Whether you’re casting a line, splashing in the water, or making memories around the bay, this cottage is your home for unforgettable family moments.

Top guest favourite
Guest house in Pensacola
4.97 out of 5 average rating, 79 reviews

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

Top guest favourite
Home in Navarre
5 out of 5 average rating, 34 reviews

Navarre Vacation Escape

Tucked away in a quiet neighborhood less than 600 feet from Santa Rosa Sound and just minutes from the sugar-white sands of Navarre Beach, this clean, bright 3 bedroom, 3 bath getaway is your new happy place. This home comfortably sleeps up to 8 with plenty of room to spread out, kick back, and settle into vacation mode. Inside, you’ll find lots of natural light and thoughtful touches that make this house feel like a warm hug. Come see why Navarre is Florida’s best-kept secret!

Top guest favourite
The stilt house features a wooden deck with seating options and overlooks the tranquil Blackwater River. Surrounding trees provide a natural setting, while the calm water reflects the structure and landscape. A boat dock is visible, enhancing the waterfront experience.
Home in Milton
4.95 out of 5 average rating, 255 reviews

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.

Top guest favourite
A modern retreat is showcased with a striking dark exterior and large glass windows. The wooden deck is complemented by outdoor seating, while lush greenery surrounds the home, creating a serene setting within the pine forest.
Home in Pace
4.94 out of 5 average rating, 221 reviews

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!

Guest favourite
The cabin is nestled among shady oak trees, featuring a wooden deck with seating and a hammock for relaxation. A charcoal grill is positioned nearby, and the surrounding area showcases a dirt path leading to a natural, serene environment.
Cabin in Gulf Breeze
4.91 out of 5 average rating, 572 reviews

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

Top guest favourite
A charming cottage exterior is presented, featuring a light-colored facade and a gabled roof. A welcoming covered porch is visible, framed by tall trees. Two beach cruiser bicycles are parked on the concrete driveway, inviting exploration of the nearby downtown area.
Cottage in Pensacola
4.98 out of 5 average rating, 599 reviews

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.

Top guest favourite
A spacious kitchen features modern appliances and light-colored cabinetry. A central island provides additional counter space and is complemented by four wooden stools. Natural light fills the area through a nearby window, enhancing the bright and airy environment.
Home in Navarre
5 out of 5 average rating, 23 reviews

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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