
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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Private Waterfront Retreat: Family & Pet Friendly
Welcome to your own private waterfront, beach, and retreat destination! Recently renovated, this home is the perfect place to unwind, relax, and soak in the beach life! Tucked away on a dead-end street away from the tourist hustle & bustle. - Panoramic views of the sunset - Private 450ft dock with 2-story deck - Paddle boards/yoga mats - 1 acre of serenity - Complete kitchen - Fenced backyard, outdoor dining, fire pit Location: - 16 mins/10 miles to Navarre Beach - 14 mins/8 miles to grocery

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.

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.

Sweet Magnolia-mins from beach/Fairhope/Foley
This beautiful new cottage is in the heart of historic Magnolia Springs on its most charming Oak Street known for the picturesque canopy of oaks. Experience small town charm in this 2 bedroom/2 bath home conveniently located. * 17 mi - white sandy beaches of Gulf Shores * 16 mi - The Wharf, Orange Beach * 13 mi - Sportsplex * 9 mi - OWA Park and Resort * 7 mi - Tanger Outlet Mall, Foley * 14 mi - Grand Hotel Golf Resort and Spa * 16 mi - Fairhope * Walking distance to Jesses Restaurant

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.

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!

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!

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.

Waterfront Sunsets
Come enjoy our beautiful newly renovated spacious home and let your worries melt away. You’ve never seen sunsets like this. Dolphins are frequent visitors and the peace and tranquility here is unmatched. Enjoy the water if you want or just sit and watch, either way you’ll never want to leave. We know you’ll love being here as much as we do.

Romantic Seagrove Palmetto Bungalow 30A Lakefront
Welcome to the Palmetto Bungalow! Recently chosen by Brides magazine as one of the top 20 most romantic airbnbs in the country! Truly a special place to unwind, refresh, reconnect, honeymoon or just fall in Love again! This romantic lakefront gem takes you back to yesterday, the simpler times…the way it used to be. Love is in the air.
Popular amenities for house rentals in Santa Rosa Island, Florida
House rentals with a pool

Poolside Family Retreat w/ Hot Tub & Game Room

Sugar Sand Cottage at Destin Pointe

Private pool Navarre Beach Retreat w/ game room

Salt & Serenity | Private Pool • Minutes to Beach

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

Casa Verde: Heated Pool +JET SKI & Pontoon rental

Pet-Friendly-Pvt Heated Pool-Hot Tub-Fire Pit-6min

Kokomo Key on Navarre Beach - Private Pool
Weekly house rentals

Sunset Caye: Beautiful Views, Kayak, Pool & more!

New 2026 studio near NAS Pensacola & the beach

Casa Cielo by Stay on 30a

Covered Lanai | Private Pool | Minutes to Beach!

Esmeralda at Destin Pointe Resort

Couples retreat steps away from Woodlawn Beach

Waterfront Views - Walk to Beach - Heated Pool

Spacious coastal home• Huge yard • No pet fee!
Private house rentals

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

Private Gulf Beach by Flora-Bama Perdido Key FL

Downtown Historic Cottage

The Surf Club at Navarre Beach

The Heron: Peaceful East Hill Escape

17 Summers - Private dock on Tranquil Canal!

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

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





