Pet-friendly holiday rentals in Santa Rosa Island

Beauty & The Beach near Gulf Beaches & Bay

Relax in this calm/stylish getaway within walking distance to the gulf beaches. Our home sits next to the boardwalk only a 5 min walk to the beautiful white sands of the Gulf plus 1 min walk to the bay! Near restaurants/bars and fun family activities You’ll love the location/convenience of Okaloosa Island near beach access #1 Destin- 10 min drive Ft Walton Convention Center-5 min drive Downtown Ft Walton -10 min walk FWB Pier -10 min walk ✈️ Destin / Fort Walton Airport - 20 min drive

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

This is your 30A Florida escape, where relaxation meets adventure and every amenity imaginable. Guests rave about our extras! This pet friendly home has a fenced-in backyard, private pool (heated upon request), smart TVs with streaming apps, games room, sports gear (rackets, bicycles, and more)—perfect for families. Minutes from Sandestin Miramar Beach, Santa Rosa Golf Club, you're close to the area's top beaches, dining, world-class golf courses, and scenic trails. All that’s missing is you.

All you need! Location | Golf Cart | Walk to Beach

Welcome to 'Ocean Pearl'! This home is located in the heart of Miramar Beach within walking distance of the picturesque white sand beaches. Enjoy your morning stroll to grab coffee or indulge in beachside food or drink, all within a mile of the house. If Mother Nature gets in your way, take a quick drive to the Destin Commons, Silver Sands Outlets, or Baytowne Wharf to get your shopping fix or entertain the little ones! Cap the evening off with a sunset cruise via golf cart down scenic 98!

"Quirky Cottage"

Our "Quirky" Cottage is just that!! If you want to experience "old Florida" come and stay with us in our quirky cottage nestled in old oak trees! It was originally built in 1960 as a camping cabin, it came in a box as a do it yourself kit! There are a few left around town - really unique and private space! Located just 5-10 minutes from the Okaloosa Island beaches and everything downtown Fort Walton Beach has to offer and just 15 minutes to Destin. (all depending on traffic!)

#1 4BR HUGE PET Friendly Home Away from Snow!

Modern house w/ 2 master bedroom suites with own bathroom and 2 additional rooms sharing a bathroom. Welcome to the emerald coast paradise! You have the best of both worlds, Okaloosa island and the night life are only less than 3 miles away, the beautiful sugar sand beaches are only couple miles away, and you have your own pool (non-heated) in the backyard if you just want to relax and get your tan on! Shopping outlets are near by! Great restaurants around to choose from!

“Sandy Thongs” Beachfront Oasis Amazing Gulf View

Welcome to “Sandy Thongs”, a completely updated, beachfront condo with a fresh new look, making it one of the most desirable properties on Okaloosa Island. Breathtaking sunrises, sunsets and gulf views await you. Sandy Thongs is equipped with everything you will need for your stay, including beach towels and beach service, which includes 2-chairs, and an umbrella setup daily on the beach March 1-October 31st. Need more space ask about our other unit, “Sunset Dreams”.

Entire Home, VR, Arcade, Minutes to Everything

Welcome to our fun-filled Fort Walton Beach retreat! Our home is your perfect launchpad for adventure, relaxation, and family fun, whether for a short stay or stays of 28+ days. Enjoy an immersive VR experience with Meta Quest 3, host outdoor movie nights by the fire pit, or challenge your family to arcade games, poker and more! We are centrally located to everything, and the biggest dog park on the Emerald Coast is right across the street!

Half duplex 300 steps from beach • Free cruise!

• SALE! 25% LOWER NIGHTLY RATE FOR ALL BOOKINGS TODAY • Pet friendly 2 story island style townhome only 300 steps (4 min walk) from the beach • Free cruise ticket per night of stay! • Safe and quiet neighborhood with a large pool close to all shops and restaurants • Beach gear, workspace, 4K smart TVs in every room Click ♡ icon to save to wishlist then "Contact Host" button to ask what cruise will be available on the dates of your stay.

Nature's Nest Cottage on the Sound - Pets Welcome!

Come spend a magical vacation with us and enjoy our comfortable cottage on Santa Rosa Sound. Close enough to town, shopping, and beaches, but off the beaten track away from the heavy tourist traffic. Our nest is a private home with a shallow beach and small dock where you can relax along Santa Rosa Sound. The cottage has a complete kitchen, laundry, covered parking, fenced yard, grill, and patio. Life is easy at the ShipAhoy Nest!

BlueMarlin-PoolHeatFreeTilMar1-FreeGolfCartNBikes

"House was everything we hoped for and more. So much to do for all ages..." – Justin Hi there! We're My Destin Beach Vacation, we can't wait to share Blue Marlin with you. Just 1.5 blocks from white sugar sand beaches, our 3000 sq. ft. home is your perfect getaway. This is where comfort meets fun. With an open layout, a game room, hot tub, and a complimentary 6 passenger golf cart & bikes, there’s something for everyone.

Beach Side Destin Retreat

(Under 25 yrs old allowed w/ acception) Coastal getaway 2bed, 2.5bath with public beach access close by as well as nearby attractions. Wonderful location at the end of a cul-de-sac private road, public beach access entrance is 4 min walk away. Enjoy Destin at this amazing retreat home! Pets allowed, please contact us for details!

Okaloosa Island 1BR Condo w/ Direct Beach Access

Escape to Sandy Pointe unit 210 for a cozy and comfortable stay. This charming condo features a queen bed, well-equipped kitchenette, and convenient amenities. Explore nearby attractions and enjoy easy access to the beach just steps away. Plan your tranquil getaway today and experience the charm of Okaloosa Island!