Pet-friendly holiday rentals in Santa Rosa Island

5 BR 4 BA + Private Pool + Pickleball Fun

Get ready for the ultimate beach escape with Beach Weekend! When you book our 1 Fish 2 Fish rental on beautiful Okaloosa Island, you unlock exclusive perks to make your stay even more memorable. Imagine cruising the stunning emerald waters with 10% off a pontoon rental, crab island excursion and enjoy unlimited pickleball court access in Downtown Fort Walton. Our friendly team is here to make your dream vacation seamless from start to finish as The Beach Weekend has everything you need for an i

Relaxing Waterfront Beach Vacation Home

Make memories at this family friendly waterfront home on Okaloosa Island! Enjoy the views of the Intracoastal Waterway or only 900' away you can enjoy the pristine sugar white beach. This home is a hidden gem! The kitchen has new appliances, quartz countertops and two full size refrigerators. This home has maintained its original qualities while having modern conveniences! We are conveniently located to many restaurants and attractions like Crab Island Watersports and Island Golf Cart Rentals.

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

#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!

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.

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

Kick back & relax in this calm, newly renovated ground-level condo on the Sound in Ft Walton Beach! ✨ Highlights: • 🌴 Waterfront views & stunning sunsets • 💦 Large resort-style pool • 🏖️ Minutes to beach access • 🍽️ Walk to local restaurants • 🚗 Easy parking & quiet community 🛏️ Queen bed w/Purple® mattress + Queen memory-foam sofa bed ☕ Kitchenette: Fridge • Air fryer/toaster • Microwave • Keurig •7.5 Miles to Destin

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.

Heated POOL and SPA -Bluefish #7 - OKA Island 2BR

Welcome to Bluefish #7! This beautiful 2 bedroom, 1 bath, recently renovated condo comfortably sleeps up to 7 guests. Guest will find a King Bed in the master suite and Full over Full Bunk with Twin Trundle in the guest bedroom. Enjoy easy access to the beach, only .2 miles, for family beach days, sunset strolls and more. Bluefish #7 is the perfect location to unwind!

Coastal Escape: Heated Pool, Hot Tub, Grill!

Your private sanctuary near the Emerald Coast! This spacious, pet-friendly beach getaway features a sparkling private pool, hot tub, and a fenced yard. Perfect for families, this 4-bedroom home offers a foosball table, dedicated workspace, and is just minutes from Okaloosa Island and Destin beaches. Enjoy a worry-free vacation with no cleaning fees!

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!

Condo across the street from the gulf

Directly across the street from the gulf . Walking distance to several resturants including a 24 hour restaurant and 24 hour convenience store . All new appliances and roomy . Large pool for your use . Beach access directly across street, barbecue grills , showers and restrooms . No smoking inside the unit .

NEW! Relaxing Home away from Home w/ Patio

Welcome to this cozy 1BR home, perfect for solo travelers, couples, or professionals. Enjoy a relaxing stay with a comfortable living area, fully equipped kitchen, modern bathroom outdoor seats, and fast Wi-Fi. Ideal for short or extended stays. Offering comfort and convenience for work or leisure.