House holiday rentals in Santa Rosa County

The living area features a light-colored sofa and two armchairs, complemented by decorative pillows. A coffee table is centrally placed, with a woven tray on top. Soft lighting is provided by multiple lamps, and large windows are adorned with sheer curtains, allowing natural light to enter.

4.96 out of 5 average rating, 121 reviews

Midtown Luxury Stay w/Courtyard

Centrally located in Pensacola's thriving shopping district, your home base is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Full Kitchen, Washer & Dryer, Gas Grill, Garage, and Private Parking. Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. Enjoy your stay in America's first settlement and be sure to check out the VisitPensacola website for events while you're here!

A bright living area is highlighted by large windows allowing natural light to fill the space. A white couch adorned with textured cushions sits on a vibrant blue area rug. A small round table with a plant stands beside the couch, while wall art features a motivational phrase.

4.99 out of 5 average rating, 272 reviews

Coco Ro Downtown! Hammock, Porches & Free Parking!

Welcome to good vibes @ Coco Ro Surf Shack - your cozy, beachy retreat in downtown Pensacola! This designer 2-bedroom cottage offers laid-back comfort just a stone’s throw from the heart of downtown. Only 1 mile to trendy Palafox St, 12 blocks from the bay & a short drive to pristine beaches. Your coastal escape awaits! ・Seasonal outdoor shower ・XL hammock ・Smart TV ・Washer/Dryer ・Private yard ・Free driveway parking *Outdoor shower closed in colder months *Tap the ❤ in the top right to save!

Guest favourite

A spacious backyard is featured, surrounded by a wooden privacy fence. A circular seating area with gravel and fire pit is highlighted, complemented by two hammocks. A well-maintained grassy lawn offers ample space for outdoor activities, while string lights add a warm touch to the evening ambiance.

4.98 out of 5 average rating, 122 reviews

The Lantana Leisure - A Lavish Central Vibe!

Welcome to the Lantana Leisure! This modern duplex embraces a bohemian feel which creates a welcoming space of relaxation and bright engagement. Slow down and decompress in a woven hammock. Laugh with friends and family as you gather around the warm fire or relish the moments of a family cook out. However you choose to spend your time, embrace the uniqueness of this space that had the experience in mind. There are 2 cameras on the exterior of the property that actively record audio and visual.

A charming cottage is set within a lush yard, featuring a welcoming front porch adorned with potted plants. A brick pathway leads to the entrance, framed by vibrant greenery and shaded by mature trees in the background.

4.96 out of 5 average rating, 174 reviews

Walk To Downtown, Fenced Yard, Games, Fire Pit

Welcome to Cooper's Cottage a beautifully renovated 1933 home in the Garden District of Pensacola less than one mile from downtowns historic Seville Square and Palafox St. where you will enjoy bars, restaurants , shopping, art galleries and more. Just 15 min to Pensacola beach and close to NAS home of the Blue Angels. Relax in our fully fenced, pet friendly back yard with gas grill, outdoor dining, lounge seating with fire pit. There are 2 bikes, outdoor games and more. Smart TVs in each room

4.96 out of 5 average rating, 120 reviews

A charming single-story home is surrounded by tall live oak trees, with sunlight filtering through the leaves. A gravel path leads up to the front porch, which features a swing. Windows allow natural light to fill the space, enhancing the serene outdoor setting.

Home in Bagdad

Enjoy The Journey #1 - Near beaches, river & I-10

Your family will be close to everything when you stay at this centrally-located home. This new construction home is perfect for a family vacation or visiting friends. The location is central to beautiful beaches, rivers, culture and only a 3 min drive to I-10. The 3 bed/2 bath home has all the amenities you are looking for plus a cozy outdoor firepit area to enjoy Florida evenings with family and friends. There are beautiful historical homes and great parks and bike paths only minutes away.

4.94 out of 5 average rating, 210 reviews

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

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. 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!

A spacious kitchen area is highlighted by dark wooden cabinetry and stainless steel appliances. The large granite countertop includes seating for four on wooden stools. Soft lighting from pendant fixtures creates a functional workspace, while a window allows natural light to brighten the space.

4.95 out of 5 average rating, 183 reviews

"At Home" near the beach

Spend some family time playing in the ocean. Newer house (2016) new furniture. Great place to gather family and friends. Beautiful Navarre beach less than 2 miles away. Two Bikes are provided for a quick bike ride across the bridge over the bay. Three new man-made reefs for snorkeling. Golfing is available at Hidden Creek golf course. We have three sets of golf clubs available. Lots of stores and restaurants within walking/biking distance. Deep discount available for January and February!

Guest favourite

An open living space features a comfortable sofa, complemented by a cozy throw blanket and cushions. Large windows allow natural light to fill the room, which includes a kitchen area with modern appliances. A soft area rug anchors the space, creating a welcoming ambiance.

Home in Milton

4.96 out of 5 average rating, 112 reviews

Blackwater Bay Mae's Cottage

Mae's Cottage is a peaceful little bay house located right off of Interstate 10 in Milton (< 1 mile) and is within steps to the beautiful Blackwater River and Bay. It is approximately 100 yards from water access where you can enjoy fishing, boating, kayaking or just watching the sun set. There is a public boat launch so bring your boat/jet skis/kayaks and fishing gear and head out to the beautiful waters of Blackwater Bay. Relax with the whole family at this peaceful little bungalow.

4.96 out of 5 average rating, 210 reviews

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

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.

A three-story beach house is set against a clear blue sky, featuring a light-colored exterior and large windows. Palm trees line the entrance, leading to a stairway that connects to the main door. A private beach area is visible in the background.

4.98 out of 5 average rating, 133 reviews

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!

An open living area is presented, featuring a light gray sectional sofa and two vibrant yellow chairs. A large wall-mounted TV is visible, surrounded by neutral tones and modern decor. The kitchen bar with high stools is in the background, beneath modern light fixtures.

4.97 out of 5 average rating, 140 reviews

Luxurious, Modernly decorated home Near the beach

Enjoy your stay at Florida’s most relaxing place in this luxurious home specially decorated to create a modern atmosphere, perfectly located halfway between Destin and Pensacola. This beautiful and spacious home is perfect for a family vacation or just a weekend getaway with friends, centrally located to all attractions and necessities and just 1.6 miles from the Gulf of Mexico’s white-sand beaches and turquoise waters.

Guest favourite

A welcoming living area is depicted, featuring a comfortable sofa and a round dining table with wooden chairs. Curtains frame the glass doors that lead to the backyard. A television is mounted on the wall above a low media console, enhancing the cozy atmosphere.