Pet-friendly holiday rentals in Santa Rosa Island

Three Forty Eight The Great Escape! (Pet Friendly)

The perfect location for a Florida getaway. Spacious house on a quiet street, in close proximity to; Choctawhatchee Bay, a public access beach (2 miles), Uptown Station and downtown Fort Walton Beach for shopping, dining, and libations. Destin is just a $15 Uber/Lyft ride across beautiful Okaloosa Island where you can enjoy all the festivities the famous HarborWalk has to offer. Kids and pets welcome, please inquire regarding long-term off-season rental. Thanks for looking, hope to see you soon!

Gardner's Cottage - Fenced Yard, Bring Your Boat

Welcome to Gardner’s Coastal Cottage—a peaceful, family-friendly retreat in the heart of Fort Walton Beach. This beautifully restored 1950s cottage blends nostalgic charm with modern comfort and amenities. Just a short walk to the Bay, Downtown Fort Walton Beach, and a quick drive from the beach, this location cannot be beat! This 3 bedroom, 1 bath home has everything you need. Beach towels, a grill, a fire pit, and 2 spacious living areas, it’s perfect for laid-back living and memory making!

Private Guest House on the Water | Boat Docks!

You’re invited to enjoy the breathtaking panoramic views as you start your day on our private waterfront deck. This lovely beach house offers one queen bed in the bedroom, a twin/full bunk bed, and the sofa in the living room is a pull-out queen bed. Full-size kitchen and dining area. Dock your boat in a private boat slip for a small daily fee. ✔ OMG Views ✯ Waterfront ✯ Private Beach ✯ Entire Place ✯ Boat Slips ✯ Trailer parking ✯ 2 Story Dock ✔ Dog friendly ✔ Full Kitchen ✔ 2 x Smart TV

House 5 min to Beach, Fire Pit, Deck, Pickleball

Welcome to your perfect getaway, just 5 minutes from the beach, with shopping and waterfront dining at your doorstep. Unwind in this charming beach town rental that is perfect for entertaining with an outside deck equipped with a grill, TV and a fire pit. Explore Fort Walton Beach’s vibrant shopping scene, indulge in local flavors at nearby restaurants, nightlife after dark and return to relax in style. Everything you need is at your fingertips. Book now for an unforgettable coastal escape!

Modern Luxury! Gated Beach • LSV • Swim Spa • Gym

Serenity at Paradise Retreat in Miramar Beach, FL with swim-spa, complimentary beach service and LSV golf cart is located in a small gated community just a short walk to the white sand beaches and Emerald Green shores of Destin. This 1-level pet friendly home is perfectly situated near beach-front restaurants, world class shopping, stunning golf courses and endless entertainment options. 20-min to Crab Island and the Harborwalk. 15-min to SanDestin/Baytowne Wharf 40-min to VPS airport

"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”.

Our Happy Place

Pack your bags and head to Our Happy Place. Readily equipped with everything you will need for relaxation, fun or adventure. Our Happy Place is situated on the water where you can sit and watch boats go by, or fish from the shore. Take a dip in the community pool that offers plenty of lounger chairs and tables with umbrellas. Just across the street you will find a boardwalk to stoll down to the white sandy beaches where you can soak up the sun and Gulf of Mexico views.

Clancy's Celtic Clouds

Beautiful 1100 Sqft 2-bedroom guest house originally intended as Mother-in-law quarters. The all-brick home is conveniently located in Fort Walton Beach, Florida. It is a 10-Minute drive to either Eglin Air Force Base or Hurlburt Field--and you can be at the beach in less than 10 minutes! Destin is only a 15-minute drive! Publix Grocery Store/Pharmacy is 1-mile away, and our local Walmart for any extras that you might need is only 2 miles from the property.

Waterfront Paradise•2.5 Miles from Beach•Boat Slip

Beautiful studio condo, centrally located in Ft Walton Beach. Condo is waterfront to the Santa Rosa sound which is adjacent to the Gulf. The condo overlooks a large inviting pool. Walking distance to restaurants. Okaloosa Island & Destin beaches, attractions and shopping are only 10-15 min away. Navarre is 20 min away.Condo is on the 2nd floor with elevator access. Private marina. Starter pack of supplies provided.

Escape to Okaloosa Island 1BR Condo by Gulf

Discover a coastal paradise at this charming 1-bedroom condo in Sandy Pointe, nestled on Okaloosa Island. Enjoy serene beach vibes and breathtaking sunsets just steps away. This cozy retreat offers a comfortable bedroom, a well-equipped kitchen, and a cozy living area. With its prime location and beachfront access, this condo is perfect for a romantic getaway or a small family beach vacation.