
House holiday rentals in Santa Rosa Island, Florida
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Top-rated house rentals in Santa Rosa Island, Florida
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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.

Pensacola Lighthouse Retreat
The Pensacola Lighthouse Retreat is our second Airbnb in Pensacola. We enjoyed hosting so much that we bought a 1927 Tudor cottage in the East Hill area of Pensacola, renovated and decorated it with lighthouses from around the US featuring the Pensacola Lighthouse. The cottage is 1000 square feet with a modern floor plan in the living space with enough room for larger families or two families. Two bedrooms, one bath, and lots of outdoor space, including a shower will accommodate larger groups.

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.

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.

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!

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.

Tropical garden with bar
The perfect Adult retreat. This 2 bedroom 2 full bath home stands out with a tropical style garden, large deck and custom outdoor bar. We are located 3.3 miles from I-10. You can unwind in the European style library, watch a movie on the 65” Smart TV, or enjoy a cold drink at the outdoor bar area. Coffee on the deck in the garden is the best. If you are looking to move to the area, we have an in-house Realtor that can assist you. Not suitable for children under 12.

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!

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.

Retreat (access to bayfront property & kayaks)
Our house is your house. A relaxing retreat while vacationing on the Gulf Coast. Minutes from attractions like Navarre beach, this retreat offers a quiet escape away from the hustle and bustle in a family friendly neighborhood. Enjoy your mornings while relaxing on the back deck with your cup of coffee and glass of wine by the fire pit by night. Reach out for discounts on long term offers season stays.

Comfort, minutes from the Beach
Enjoy a comfortable and stylish experience in the heart of Navarre in this spacious 3BR home just a 3 minute jog from the Navarre Bridge and Navarre Park. This centrally located home features premium furnishings, two furnished patios, and sleeping arrangements for up to 10 people. From here you're within minutes of all the best that Navarre has to offer.
Popular amenities for house rentals in Santa Rosa Island, Florida
House rentals with a pool

Sugar Sand Cottage at Destin Pointe

Bora Bora Beach House

1.5 mi to Beach-New Pool! Smart home-Modern Decor!

Beachfront - "Weekend At Benny's"

Condo on Pensacola Beach

Good times & tan lines! Only 5 miles to the beach!

Sea.Away | 30A | Between Rosemary & Alys Beach!

Navarre Beach Retreat - Heated Pool and Elevator
Weekly house rentals

Sandy Toes- - -3 Bdrm 2.5 bath near beaches & zoo!

BAY HOUSE-Private Beach & Sunsets on Pensacola Bay

Beachy Bungalow & Private Pool Paradise

Lazy Day Beach House

Navarre Peaceful Oasis

Claire's Castle

Hidden gem 2BR Home Fenced Yard Near NAS & Beach

Blue Beak Bungalow
Private house rentals

Neptune's Landing: Bay Views, Pool & 2 Kayaks

Romantic Seagrove Palmetto Bungalow 30A Lakefront

Heated Pool! Modern 3 Bed/2 Bath Cottage

Beach gear,whole house in Navarre-family friendly

Private Hot Tub! | King Bed | Private Check-In

Pensacola Bay Dreams - private pool, best view!

A Relaxing Coastal Getaway Close to the Water

Gorgeous Home ~20 Min to Perdido Key/Johnson Beach
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- House rentals Florida
- House rentals United States
- Destin Beach
- Crab Island
- Perdido Key Beach
- Destin Harbor Boardwalk
- Alabama Point Beach
- Pensacola Beach
- Opal Beach
- Johnson's Beach, Gulf Islands National Seashore
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- Village of Baytowne Wharf
- Gulf Breeze Zoo
- Flora-Bama Lounge
- Henderson Beach State Park
- Camp Helen State Park
- HarborWalk Village
- Gulfarium Marine Adventure Park
- The Track - Destin
- Topsail Hill Preserve State Park
- The Boardwalk on Okaloosa Island
- Destiny East
- Jade East Towers
- Johnson Beach




