Pet-friendly holiday rentals in Santa Rosa Island

1 Fish 2 Fish/Private Pool Home/Dogs OK

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

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

Magnolia Bungalow. Min to Water+ Beach+downtown

Our little white bungalow, originally built in the 1960's, has recently undergone an extensive renovation. Unwind at this charming coastal home in downtown Ft. Walton Beach, yet tucked away on a quiet residential street. You are renting the entire place (side A) of a Duplex. Both sides have their own separate entrances, own fully fenced backyards, & their own driveways. Walking distance to everything downtown and just minutes to multiple water access points and just 2 miles the the beaches.

Home on Bay-Private Pool-Boat Access-Kayaks-Fish!

Step into this artsy mid-century bayfront home where dolphins play in Choctawhatchee Bay! One story, all tile, sleeps 10 on half an acre of lush tropical landscaping with sweeping bay views from nearly every room. Gourmet kitchen, private pool, bayfront swim & fishing platform, 3 kayaks, 2 paddleboards, 2 bikes & hammocks. Circular drive — bring your boat or jet skis! Dog friendly! Just 6 min to beach. Pool unheated. Guests 25+ to book

Its 5 o'clock here

Welcome to your perfect getaway in Fort Walton Beach! This beautifully designed 4-bedroom, 2-bathroom home offers the ideal blend of comfort, space, and fun—perfect for families, groups, or anyone looking to relax and recharge near the Emerald Coast. The highlight of this home is the huge backyard—your own private oasis, private pool, hot tub available during the winter months, volleyball court for fun and friendly competitions.

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 #2 - OKA Island 2BR

Welcome to Bluefish #2! This beautiful 2 bedroom, 1 bath, recently renovated condo comfortably sleeps up to 5 guests. Guest will find a king bed in the master suite and a queen bed with a pull-out twin trundle. Enjoy easy access to the beach, only .2 miles, for family beach days, sunset strolls and more. Bluefish #2 is the perfect location to unwind!

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.

Dog-Friendly Coastal Getaway • Walk to Beach!

Welcome to Treasure by The Sea! A stylishly decorated condo, perfectly situated in the heart of beautiful Fort Walton Beach. Nestled just minutes away from the pristine beaches, this coastal haven offers a superb blend of comfort and style, providing an idyllic retreat for your beachside vacation.