
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.

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.

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

Fun, sun, sand, and rest. Enjoy your stay with us.
When you stay at this centrally-located place, your family will be close to everything. The home is ranch-style and located on the canal in a fast-growing beachy community. Minimum stairs if you walk down to the canal. Take advantage of the local golf course which is minutes from the home. Enjoy the beautiful weather, shopping, and the local beaches (Navarre, Pensacola, and Destin) then come home to relax in your home away from home. We do not host parties or special events. Non smoking home.

NO PET FEES, fenced yard, 2.5 miles to beach
REST YOUR PAWS in this beach cozy 3 bedroom 2 bathroom home, 1/2 mile to the bay & 2.5 miles to the beach W/ large fenced yard full of mature shade trees. Free high speed internet, board games and books all await you in a quiet neighborhood located close to restaurants, nightlife and pet spa's. It's the perfect place with a forest retreat feeling to unwind with quick & easy access to the beach & downtown. Stocked kitchen with spices for your use. This is a kitchen that you can cook meals in.

Perfect Private Navarre Beach Getaway Near Destin!
Hello! 3 Bedroom 2 Bath Spacious Lux home right across the street from Navarre Beach. There is also a Queen size sleeper couch in the back room. Games for families and a projector screen to enjoy a movie night. Fully enclosed backyard with a Pergola and bar area, lase cornhole, speakers, firepit and grill. Whether you're at the beach or the house, you will have a great stay! Walking distance to many places! We can't wait to host you and your family! Please reach out with any questions.

Navarre Vacation Escape
Tucked away in a quiet neighborhood less than 600 feet from Santa Rosa Sound and just minutes from the sugar-white sands of Navarre Beach, this clean, bright 3 bedroom, 3 bath getaway is your new happy place. This home comfortably sleeps up to 8 with plenty of room to spread out, kick back, and settle into vacation mode. Inside, you’ll find lots of natural light and thoughtful touches that make this house feel like a warm hug. Come see why Navarre is Florida’s best-kept secret!

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!

3 Br Waterfront Florida Classic on the Bayou
Enjoy the comfort and beauty of classic old Florida at this beautiful waterfront home. Moments away from white sand beaches and downtown, you are in an oasis of relaxation here at the Florida Classic on the Bayou. This home was thoughtfully designed and cherished by a prominent local family and features rich Florida history and details. It is our pleasure to share this oasis with you.
Popular amenities for Santa Rosa Island, Florida house rentals
House rentals with a pool

Poolside Family Retreat w/ Hot Tub & Game Room

Private Pool, Steps to the beach, Golf cart

Private Pool-Near NAS-Grills-Game Room FamilySetUp

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

The Purple Sunset-200ft to Beach w Pool

Heated saltwater pool | Pet Friendly | Family home

Luxurious BeachHouse Pickeball+HeatedPool

Kokomo Key - 2 minutes to Beach - Private Pool
Weekly house rentals

Navarre Bay Views

Welcome to Villa”bare-toes”

Bayfront Bliss | Dock & Sunsets, Spacious Living

Beach Studio w/Arcade, Huge TV & Gourmet Kitchen

Private Saltwater Pool Home Near Pensacola Beach

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

The Surf Club at Navarre Beach

Couples retreat steps away from Woodlawn Beach
Private house rentals

The Drift House Peaceful2BR Retreat Close to Beach

Getaway (access to bayfront property & kayaks)

Sunshine Retreat

Pensacola Beach Bungalow Heated Pool & Golf Cart

Adorable Cottage Steps to Sound & Gulf

The Bamboo Oasis

Waterfront 50 AMP RV hookup|Cozy Coastal Paradise

Modern Glass-Front Retreat l Stunning Nature Views
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- House rentals United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Perdido Key Beach
- Opal Beach
- Henderson Beach State Park
- Village of Baytowne Wharf
- Seacrest Beach
- Navarre Beach Fishing Pier
- Flora-Bama Lounge
- Johnson's Beach, Gulf Islands National Seashore
- Alabama Point Beach
- Blue Mountain Beach
- Grayton Beach State Park
- HarborWalk Village
- Gulf Breeze Zoo
- Topsail Hill Preserve State Park
- Fort Walton Beach Landing
- Jade East Towers
- The Boardwalk on Okaloosa Island
- Camp Helen State Park
- Gulfarium Marine Adventure Park
- Destiny East
- Pensacola Bay Center





