
Okaloosa Island vacation rentals
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Top-rated vacation rentals in Okaloosa Island
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Apartment in Sandestin
4.81 out of 5 average rating, 75 reviewsOcean View-Best Beach Location+Patio-Large Luxurious Condo
Beautiful, bright, spacious, cozy condo with great energy! Steps away from the beach and minutes away from the famous shopping and dining areas of Baytown Wharf and Destin Beach. Large balcony, Full kitchen, 1 bed + a large comfy sofa bed, 2 Pools, 1 Hot tub, and kiddie pool. Washer/Dryer in unit. This one bedroom beauty is literally steps from the beach and has 2 pools + the beach all within a couple minute walk. All the furniture and appliances are modern and new. Large 55inch Smart TV flat screen in living room and 40 inch Samsung in bedroom. Everything is cleaned and disinfected after each stay. We take pride in being able to provide a beautiful area and invite you to come share the energy, vibe, and beauty of San Destin as well ! Grill outside in the family area, then enjoy your food on the sunset deck rooftop above or beautiful garden Luau area below. October 2022 Review: "This condo was great. It was very clean and offered plenty of amenities. It provides nice views of the Gulf. The bed is extremely comfortable with an ample amount of pillows. The soft, thick towels provided a luxurious feel. The balcony is relaxing. Vikrum is extremely friendly and makes sure this process goes smoothly. " - Andrea, Kankakee, IL The location: The amazing San Destin Beach Resort. The unit is a 2 minute walk through the beautiful made river and pool area to the white sand beaches of Destin! You will have a private beach reserved ONLY for resort guests. Also, a free 6 minute tram ride away from the attractions at Baytowne Wharf Harbor.

Condo in Destin
4.93 out of 5 average rating, 127 reviews#1 BEACH RES0RT in Destin gorgeous VIEWS Best area
SPECTACULAR VIEWS from our beachside, lakefront condo. Step down to the most beautiful beach in Destin. Leave behind the hustle and bustle of everyday distraction and enter a tropical oasis. The Resort of Pelican Beach features some of the best amenities in the area, combining relaxed elegance with refined southern charm. This unit is fully equipped clean spacious and comfortable for up to 6. Perfect for families and couples getaway. In the center of best in Destin. Gated, 24/7 security. A must

Condo in Miramar Beach
4.95 out of 5 average rating, 116 reviewsModern New 1BR Destin/Miramar Beach Gulfview 331!
Professionally decorated in a welcoming modern decor & tropical view just steps away from the turquoise waters and white sugary sand for your sunset and sunrise walks on the beach. King bed, beautiful walk-in shower, equipped & stocked kitchen. All High-end quality items including high thread-count sheets, furniture & decor. Smart TVs. 2 Private Patios, one overlooking seasonally heated pool & hot tub, vaulted ceilings, lots of windows in this breath-taking end unit on top floor. CLEAN & QUIET!

Guesthouse in Destin
4.75 out of 5 average rating, 12 reviews*Spring Break Deals* Beach Cottage - Private Beach
This is a world class destination for those seeking a luxurious “beach chic” experience in an upscale, lush, relaxed, & serene tropical setting. The Cottage de Caribe is located in the exclusive, private beach/gulf side & gated Neighborhood of Caribe. The tropical landscaped neighborhood provides: private beach access, 2 private community pools, a lake, and a private tennis court for use during your stay. It is the absolute perfect CENTRAL location to enjoy all the gulf coast has to offer.

Condo in Destin
4.91 out of 5 average rating, 214 reviewsThe Centre of Destin
Located in the middle of Destin, recently remodeled 1 bedroom apartment. Gated community, 0.8 miles from the closest public beach, on the first floor. Pet friendly, no pet fee/extra cleaning fee for pets. Fully equipped kitchen, Wi-Fi, 65 inch smart tv in the living room, beautiful view to the lake. The unit doesn’t have washer/dryer, laundry room is 100 yards away. The property has 2 tennis courts, 3 pools and grilling area. Very close to shops, restaurants and other attractions.

Condo in Miramar Beach
4.98 out of 5 average rating, 142 reviewsOur Beach Getaway at Miramar Beach - Destin
Come enjoy breathtaking views of the Gulf of Mexico and beautiful sunsets in our modern and family-friendly home away from home. Our home on the 8th floor is perfect for beach-loving families, couples, retirees and travelers from around the world. We are about a 5-6 minute walk from the fabulous white sand beach and the beautiful blue / green waters of the Gulf of Mexico. Our property has been cleaned, sanitized & disinfected using CDC COVID-19 recommendations prior to your arrival.

Condo in Destin
4.85 out of 5 average rating, 165 reviews*Modern Bliss* Destin beach (3 Pools& Tennis)
Classy & Elegant upscale 1 bedroom condo located in the heart of Destin just minutes away from the beach and popular attractions. Classy and comfortable space accommodating 2 adults. We have one king size bed in the master and a futon couch in the living room that transforms into a full-size bed. We offer high speed WIFI with two large smart TVs and a full contemporary kitchen for those that enjoy cooking. Relax and enjoy a walk around the lake or community and feed some turtles!

Condo in Sandestin
4.88 out of 5 average rating, 141 reviewsWalk 2 Beach! For Family, Studio, K/Q, Beach Gear!
Quiet Beach side resort for families. Studio unit sleeps four, Kitchen, dish washer, Full size refrigerator. On 3rd floor Luau-I with a ocean view from balcony. Upgraded K/Q beds with 50 inch TV/Netflix. Free Beach Wagon/Chairs/Umbrella. Crystal white sand beaches are just steps away. Amazing roof top (sunset deck) views !!. This is a self contained resort with Kids activities, Restaurants, Shopping, Entertainment, Golf, Walking/Jogging trails & much more..

Apartment in Miramar Beach
5 out of 5 average rating, 27 reviewsCondo in Miramar Beach, FL with Amazing Ocean View
Welcome to our beach vacation rental property! Situated just steps away from the pristine sandy shores and sparkling blue waters, our property offers the ultimate seaside getaway. The bright and airy interior features stylish furnishings and all the modern comforts you need for a relaxing stay. Take leisurely walks along the beach, soak up the sun, or indulge in water activities just moments from your doorstep.

Townhouse in Destin
4.9 out of 5 average rating, 172 reviewsCoastal Retreat Destin 5 Min. Walk to Beach
Escape to this Costal Retreat with just a 5 minute walk to the beach! Located in laid-back Holiday Isle of Destin, you will have plenty to do besides spending a perfect day at the beach. You will be close to everything from shopping the outlets, best restaurants, to numerous outdoor activities and fun nightlife. This Airbnb can't be beat, especially for the price. No children. Only accommodates 2 adults

Condo in Fort Walton Beach
4.79 out of 5 average rating, 117 reviewsOkaloosa Island Beach Condo(5) Snowbirds
Excellent location on Okaloosa Island ACROSS Street front Public Beach Access Point # 1 with great boardwalk to Sugar White Sand Restaurants,Putt Putt Ice Cream and great Bar for night life within walking distance Pool Side. Ground level. Smart TV in each bedroom with Movie and sport channels. Close to Publix grocery store and only minutes from Destin VPS Airport only 20 minutes away

Apartment in Destin
4.84 out of 5 average rating, 25 reviewsGulf Coast Getaway
FAMILY-OWNED property with breathtaking views of the gulf. Perfect get away location for small families or couples who want to be in a beautiful and quiet area of Destin - close to the beach, restaurants and shopping! All the amenities of home in this clean and recently renovated property. New appliances, sleeper sofa and air conditioning are an added bonus!
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Okaloosa Island vacation rentals
Stay near Okaloosa Island's top sights
Okaloosa Island house rentals

Home in Miramar Beach
4.98 out of 5 average rating, 134 reviewsFamily-Friendly Beach House Steps to the Sand15

Home in Destin
4.82 out of 5 average rating, 137 reviewsCharming Beach Cottage with Private Beach Gate

Home in Santa Rosa Beach
4.95 out of 5 average rating, 118 reviews3 Bd, 3 Bth, Serene Location

Home in Destin
4.89 out of 5 average rating, 105 reviewsLuna Del Mar * * Pool / Hot Tub / Grill! * *

Home in Fort Walton Beach
4.79 out of 5 average rating, 105 reviewsFWB Vacation House-TV in rooms Free Wi-Fi & Grill

Home in Santa Rosa Beach
4.8 out of 5 average rating, 106 reviewsAbove the Palms, spacious, walk to beach, sleeps 8

Home in Santa Rosa Beach
4.96 out of 5 average rating, 121 reviewsSunny beaches on 30a

Home in Fort Walton Beach
4.9 out of 5 average rating, 244 reviews#1 4BR huge PET Friendly Home away from SNOW!
Okaloosa Island beach vacation rentals

Condo in Miramar Beach
5 out of 5 average rating, 4 reviewsBeach Retreat 407 Gulf Front, Dog friendly, Beach

Condo in Fort Walton Beach
4.83 out of 5 average rating, 184 reviewsAffordable Beach Vacation for Renovation Pricing

Home in Santa Rosa Beach
4.9 out of 5 average rating, 196 reviewsGone To The Beach - Fabulous Beach House on 30A

Guest suite in Miramar Beach
4.77 out of 5 average rating, 110 reviewsSticks In The Sand Unit #7B Studio w-Private Beach

Home in Destin
5 out of 5 average rating, 4 reviewsDolphin Daze -Walk to Beach! Unit B

Condo in Miramar Beach
4.85 out of 5 average rating, 151 reviews110 1st Floor Steps From Beach- Destin - Sleeps 6

Condo in Miramar Beach
4.85 out of 5 average rating, 65 reviewsB604 | Beachfront with Beach Service, Pool, & WiFi

Home in Fort Walton Beach
5 out of 5 average rating, 11 reviewsVacation Dream-Pool&Beach Access
Okaloosa Island cottage rentals

Cottage in Destin
4.95 out of 5 average rating, 270 reviewsTwo blocks to the beach! Bikes included!

Cottage in Miramar Beach
4.96 out of 5 average rating, 139 reviewsPaPa Cantina Beach Cottage Old Florida style home

Cottage in Santa Rosa Beach
4.97 out of 5 average rating, 199 reviewsBeach Cottage South of 30a -Steps to Beach & More!

Cottage in Fort Walton Beach
4.9 out of 5 average rating, 138 reviewsSleep 10 bring boat Family | |Corporate 2mi beach

Cottage in Fort Walton Beach
4.8 out of 5 average rating, 219 reviewsThe Little Yellow Cottage

Cottage in Destin
4.81 out of 5 average rating, 115 reviewsCharming Beach Cottage with beach service

Cottage in Mary Esther
4.86 out of 5 average rating, 132 reviewsNature's Nest Cottage on the Sound - Pets Welcome!

Cottage in Santa Rosa Beach
4.96 out of 5 average rating, 167 reviewsIt’s Just Darling
Quick stats about vacation rentals in Okaloosa Island
Total rentals
2.6K properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
55K reviews
Family-friendly rentals
1.9K properties are a good fit for families
Pet-friendly rentals
160 properties allow pets
Rentals with a pool
2.4K properties have a pool
Your guide to Okaloosa Island
Introduction
If you’re visiting Okaloosa Island, don’t forget to pack a swimsuit. The three-mile-long barrier island, just south of Fort Walton Beach, is between the Choctawhatchee Bay and the Gulf of Mexico on Florida’s Emerald Coast. You practically live at the beach here, spending days pedaling around on a cruiser, stretching out on powder-soft white sands, and sitting down to a seafood dinner fresh from the turquoise gulf waters. But while the beaches here are beautiful — much of the island is protected land — there’s plenty to do besides relax. Kayak or paddleboard on the bay or boat over to Crab Island, a sandbar with a festive atmosphere. Shop and dine on the boardwalk, or visit the area’s theme parks, water parks, and museums. Then cap off the day by enjoying a brilliant sunset on the beach.
The best time to stay in a vacation rental in Okaloosa Island
It’s almost always beach weather on Okaloosa Island. Summer is hot, humid, and the most popular time to book one of the condos here, with daytime temperatures around 90 degrees Fahrenheit and nights only slightly cooler. But repeat visitors tend to agree that spring and fall are the best times to visit, when the crowds are thinner and temperatures are in the mid-70s and upper 80s — you may even want to pack a light jacket for evenings. Expect an isolated thunderstorm or two, especially during hurricane season, which starts in June and lasts through late October or November. Winter is sunny but cooler, with temperatures in the mid-60s. However, it doesn’t last long, and the 70-degree days usually return in the middle of March.
Top things to do in Okaloosa Island
Okaloosa Island Pier
Anglers come to the Okaloosa Island Pier, which juts 1,262 feet into the Gulf of Mexico, to sight-cast in the clear waters. There’s gear rental here, and, for a small license fee, you can fish for Spanish mackerel, whiting, tuna, and bluefish. The pier also draws birders and is a lovely place for a stroll or to watch the summer fireworks displays.
The Boardwalk on Okaloosa Island
The oceanfront boardwalk features beach access, picnic pavilions, shops selling beach apparel and water toys, ice cream and candy stores, and several large, open-air seafood shacks and burger bars.
Gulf Island National Seashore
A national treasure, the Gulf Island National Seashore stretches 160 miles from Cat Island, MS, to Okaloosa Island and is split into 12 areas. The final section, just west of the Okaloosa Island hub, is a beautiful small beach on the Choctawhatchee Bay with calm waters that are great for swimming and water sports.
Frequently Asked Questions
Are there vacation rentals near Okaloosa Island's top attractions?
You're in luck! Stay at the heart of it all with our vacation rentals near Okaloosa Island's top attractions. We offer over 8,130 vacation rentals near McGuire''s Irish Pub of Destin, over 8,130 vacation rentals near HarborWalk Village, and over 6,590 vacation rentals near Gulfarium Marine Adventure Park, and so much more! Experience the best of Okaloosa Island right on your doorstep.
What types of vacation rentals are available in Okaloosa Island?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Okaloosa Island. From over 2,220 condo rentals to over 60 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Okaloosa Island?
Yes! Work meets play with ease at over 1,680 vacation rentals in Okaloosa Island featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Okaloosa Island?
Four-legged friends are welcome in Okaloosa Island. Choose from more than 160 vacation rentals for guests traveling with pets.
Are there Okaloosa Island condo rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 2,100 condo rentals with pools in Okaloosa Island, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in condo rentals in Okaloosa Island?
Experience the best of Okaloosa Island with our condo rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly condo rentals in Okaloosa Island?
Okaloosa Island has more than 1,640 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do condo rentals in Okaloosa Island have a bbq area?
Absolutely! We offer over 690 condo rentals with a bbq area in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Okaloosa Island have free parking?
Absolutely! We offer over 2,070 condo rentals with free parking in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Okaloosa Island have a gym?
Absolutely! We offer over 1,580 condo rentals with a gym in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.
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