
Holiday houses in Santa Rosa County
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Top-rated holiday rentals in Santa Rosa County
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Large Mid-Century Home w/Bay View & Ancient Trees
Large nicely furnished 4/4 home located high on a hill overlooking Escambia Bay in Pensacola. This unique home features a large yard & relaxing views of the bay & towering trees, interesting artwork, 2 huge decks, 2 balconies, 70" big screen 4K TV, large open living & huge master suite. Great location short drive from beaches parks & trails. 10 mins from historical downtown, bars and restaurants. 10 mins to Pensacola Airport 25 mins to Pensacola Beach 28 mins to NAS 1 hour to Fort Walton/Destin.

The Boho: Quiet home w/ spacious yard! No pet fee!
Welcome to The Boho! This Veteran owned, family-friendly home offers all the amenities and comforts of home! It is located just 10 minutes from the Navarre Beach Pier, 15 minutes to Fort Walton, 2 streets down from a new Publix, and just a mile away from Navarre Bakery. As centrally located as this home is to all that the Emerald Coast has to offer, it’s a quiet retreat nestled away from the daily hustle and bustle. We know you’ll love it here! Ask about our Military/ First responder discount!

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.

Gulf Breeze getaway w/hot tub, minutes to beach
Welcome to your Gulf Breeze getaway! Perfect for a family vacation, this newly furnished bright and cozy home is located in a peaceful neighborhood surrounded by shady trees. This location is a short 9 minute drive to Pensacola Beach! Local convenient stores and restaurants are also minutes from the home. Be sure to include the dreamy white sands and crystal clear waters of Pensacola Beach into your travel plans. You'll also want to soak in the back yard hot tub to relax at the end of the day!

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.

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.

Great Gulf Breeze Getaway Near Pensacola Beach
Welcome to Gulf Breeze, Florida! Look forward to a relaxing vacation in this private rental with 3 bedrooms and 2 bathrooms. Relax in your home-away-from-home fully equipped with all your desired amenities. Walk the scenic, sandy beaches of Pensacola, just 15 minutes away. Or, pack your fishing gear and bring home the catch of the day at the many ports and shores that the city of Pensacola boasts. Bring your friends & family to enjoy the Gulf Breeze Getaway!

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!

The Backyard Cottage
Escape to our cozy, one-of-a kind rustic cottage at the Gulf of Mexico! Centrally located, we are just 6 miles from Pensacola Beach, 17 miles from Navarre Beach, and 10 miles from Downtown Pensacola. We offer a quiet, chill environment while being just minutes from shops, restaurants, beaches, nature trails and the zoo. The Backyard Cottage is lovingly placed in our shared yard, so please be respectful of our space that we have chosen to share.

The Cottage By The Bay
Beautiful and underneath live oaks and old magnolias, The Cottage was built in October 2015 in a quiet family neighborhood. The decor is "Southern-Coastal". *We live on the property next door. NO water access. The Cottage is located 5 minutes from putting your toes in the bay at Naval Live Oaks. It is 10 minutes from the gorgeous white sands of Pensacola Beach or eating some of the Gulf Coast most delicious seafood.

3 bed home minutes from beaches
Escape to the Emerald Cottage, a family-friendly 3-bedroom home on the beautiful Emerald Coast. Perfect for families, this single-level retreat features an open-plan living area, a fully equipped kitchen, and a large fenced-in backyard with a BBQ. Enjoy easy access to stunning white sand beaches and local attractions. Comfortably accommodates families and groups looking for a private coastal getaway.

Charming home, 10 min drive to Pensacola Beach
7 min to downtown, 7 minutes to Pensacola Beach. Charming, new custom remodel with tons of character. New outdoor deck with lounging and large outdoor dining area. Built in Grill to surround a spacious shaded yard. Let go and relax with the huge mature oak trees in a quiet, peaceful neighborhood. Plenty of room for a dog to run around and play outside.
Popular amenities for Santa Rosa County holiday rentals
Other great holiday rentals in Santa Rosa County

Bayfront Bliss | Dock & Sunsets, Spacious Living

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

Getaway (access to bayfront property & kayaks)

Private Saltwater Pool Home Near Pensacola Beach

Private Pool, Steps to the beach, Golf cart

Hummingbird Cottage

E-Sea Breeze

New~4BDR Home~15 Minutes Navarre Beach, Pool
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Perdido Key Beach
- Opal Beach
- OWA Parks & Resort
- Henderson Beach State Park
- Village of Baytowne Wharf
- Flora-Bama Lounge
- Navarre Beach Fishing Pier
- Alabama Point Beach
- Johnson's Beach, Gulf Islands National Seashore
- HarborWalk Village
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- Pensacola Bay Center
- Johnson Beach
- Gulfarium Marine Adventure Park
- Lost Key Golf Club
- The Track - Destin
- Okaloosa Island Fishing Pier
- Pensacola Beach Boardwalk
- Pensacola Dog Beach West





