Townhome holiday rentals in Santa Rosa County

Townhouse in Pensacola Beach

A welcoming living area features comfortable seating arrangements, including a pair of armchairs and a sofa. Natural light fills the space through glass doors leading to a scenic view. A television is mounted above a decorative fireplace, enhancing the relaxed ambiance.

4.81 out of 5 average rating, 265 reviews

CORAL CRAB CONDO-2 Master’s Suites~Pet Friendly

Coral Crab Condo, Located in a quaint area. Just a two minute walk to the Gulf of America. Perfect for a getaway or housing for anyone coming for work. Condo has a fully equipped kitchen that is open to dining, living and balcony overlooking lake. Upstairs, 2 Master Suites-Tempur-pedic mattress with upscale private baths & TV. 2 balconies, courtyard and gas grill. All beach accessories are provided including chairs, floats & towels. Dog beach is 1.6 miles, “The Local”-market is a 3 minute walk.

Superhost

A two-story beach house is set against a clear blue sky, with a large staircase leading up to spacious balconies. Lush palm trees stand beside the house, while a rocky shoreline borders the property, creating a natural transition to the beach.

4.88 out of 5 average rating, 106 reviews

Snowbird Discounts! Waterfront Escape-Pet Friendly

Waterfront dream home with incredibly views of Santa Rosa sound. You'll walk in to a fully renovated, private beach house featuring open floor plan where you can spend time with the whole family, enjoying the panorama. Catch the sunrise from the top balcony outside of the master bedroom. Watch for dolphins from your lounge chair on your private beach during the day. Take the kayaks out for paddle in the waves. Enjoy a sunset walk on the private dock. Star gaze from the huge deck in the evening.

4.93 out of 5 average rating, 164 reviews

Two blue Adirondack chairs are positioned on a wooden deck, facing a calm river. The scene is illuminated by a vibrant sunset with shades of orange, pink, and purple reflecting on the water. Lush greenery frames the image, enhancing the tranquil atmosphere.

Townhouse in Milton

Fins Left - 35 mins to Beaches on Blackwater River

Relax & take it Easy, You're on River Time in this Cozy, Private Unit of a Riverfront Duplex located on a Quiet Basin along the Blackwater River. This 2 bedroom, 1 bath unit has a Comfortable living room, Full Kitchen & Covered Back Porch with Outdoor Dining & with Great Views. Enjoy breathtaking Sunsets, Kayaking, Fishing & more. Peaceful & approx 35 mins to Pensacola Beach, Navarre Beach or Downtown Pensacola. Close to bike trails, hiking & Canoeing. Near Wedding Venues & Weber's Skate World.

A historic two-story brick duplex features a covered porch with charming wooden accents. Large, bright windows allow natural light to fill the interior. The well-maintained front yard is adorned with colorful landscaping and a decorative stone border, providing a welcoming presence.

4.98 out of 5 average rating, 246 reviews

Lakeview in East Hill

Lakeview In East Hill is conveniently located close to everything that makes Pensacola the perfect get-away destination, within minutes of Historic Downtown, the World's Most Beautiful Beaches, and many other gems, to numerous to list. Once the sun sets, prepare dinner in the fully equipped kitchen, get cozy in front of the TV, relax in the gaming room, or perhaps gather around the piano. We welcome you to Pensacola! We welcome small dogs with prior approval, (pet fee payable upon arrival).

A spacious deck overlooks the calm waters of the Sound, framed by a clear blue sky. Two round, textured outdoor poufs are positioned near the railing, inviting relaxation while enjoying scenic views of the shoreline and distant piers.

4.97 out of 5 average rating, 122 reviews

Waterfront, beach, dock - your Salty Air Retreat!

Embrace island living in our little corner of paradise! This beautiful, family friendly home offers you the ultimate getaway with the clear, calm waters of the Sound right outside your door and the emerald green waters of the Gulf across the street. Swim, fish, and paddle board from your own backyard. Or just enjoy the view from your hammock as your kids build sandcastles on the private white sandy beach. Discover for yourself why Navarre Beach has been named "Florida's Most Relaxing Place"!

Superhost

A welcoming living area features two comfortable sofas adorned with yellow cushions, arranged around a light wood coffee table. A patterned area rug anchors the space, which is illuminated by a ceiling fan and natural light from nearby windows.

4.88 out of 5 average rating, 144 reviews

"Pensa-casita" Cozy Townhome, University area

Our "Pensa-casita" is your cozy home when visiting our wonderful city! This townhome is newly renovated and includes a full kitchen, open living area, comfy bedrooms, and all the amenities needed for a short or long stay. Located in a small & quiet, family friendly neighborhood, the home is convenient to several popular restaurants & bars, minutes from UWF & the interstate, and a scenic drive to downtown and Pensacola Beach! *Pet Fee: $25/pet. Must be notified UPON booking. Cats not allowed.

Superhost

A screened-in balcony features a wooden deck overlooking a serene creek. Two woven chairs sit beside a circular table, while natural light pours in through large glass panels. Lush greenery from the surrounding trees enhances the peaceful atmosphere.

4.89 out of 5 average rating, 156 reviews

*Tree House* on the Creek- Midtown Pensacola!

Welcome to the "Treehouse." Its a HEALING place. Everyone that comes here falls in love with the view. This oasis is smack dab in the middle of town. The beach is a short 15-20 min. drive. Located 9 minutes from downtown with amazing shops, dining and museums. Three large bedrooms, two baths with a relaxing soaker tub. Not to mention balconies off the master bedroom and living room. The forest behind here will give you that seclusion feel, along with turtles, fish, and incredible bird life.

4.96 out of 5 average rating, 102 reviews

Daze Off Navarre

Step into your cozy tropical vacation. Fifteen minute drive to emerald coasts most beautiful white sandy beaches. Whether you're here for business, a romantic getaway, or quality time with the family we think our home will be perfect. We offer a spacious living room with plenty of activities. Master suite contains a large comfortable king bed with large smart tv and walk in closet. Guest bedroom has two twin beds. Kitchen has all the appliances you'll need to make you feel right at home.

A balcony view is presented, featuring two light blue chairs positioned against a white railing. The landscape includes grass and shrubbery, leading towards a glimpse of water in the distance. Various structures are visible across the water, set against a clear sky.

4.91 out of 5 average rating, 199 reviews

Large Island Townhouse w/ View of Santa Rosa Sound

This 1500 sq. ft. townhouse is home away from home! On an island, it has access to Santa Rosa Sound & is across the street from Gulf of Mexico. Very comfortable w/ 2 bedrooms & 2.5 baths. It has a fully furnished kitchen & 3 balconies. Enjoy water views from main floor & master bedroom. An on-site swimming pool, pier w/ boat slips & beach frontage will meet water recreation needs. Has Direct TV. If you plan to be messy or not clean up after yourself, please don't rent my beach house.

Townhouse in Pensacola Beach

The exterior of the townhouse is captured, showcasing a bright yellow facade with three balconies. Palm trees are visible in the foreground, and a green lawn is seen at the base of the building. The entrance is located on the lower level, marked by a door.

4.96 out of 5 average rating, 137 reviews

Gulfview Townhouse: Beautiful Breeze

Come enjoy our townhouse located on the gulfside of Pensacola Beach. This 4 br/3 bath, two-story home is steps away from the beautiful sugar white sands. The gulf can be seen from both of the decks. The home is located on the east side of the island in a quiet neighborhood but is only a short trolley/car ride/bike ride away from the boardwalk, restaurants, bars, and shopping. *Please Note* 4 night min May-Aug 2 or 3 night min rest of season Contact owner for possible flexibility

4.87 out of 5 average rating, 141 reviews

Sunny Large Two Bedroom Townhouse - Pool

Relax with our thorough cleaning, prioritizing your comfort. In a tranquil subdivision, Brookside offers a sunlit pool and tennis courts. The cozy living area guarantees a comfortable stay. 🌞 Pet-friendly with pre-approval, we welcome your furry friends. Only a 27-minute drive to white sandy beaches, enjoy a scenic 14-mile journey to Pensacola Beach or reach NAS Pensacola in 30 minutes. Don’t miss the breathtaking Blues fly every Sunday evening. Your ideal getaway awaits!