
Vacation rentals in Santa Rosa Island
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Santa Rosa Island
Guests agree: these stays are highly rated for location, cleanliness, and more.

GULF FRONT TopFloor Amazing VIEW Directly On Beach
Cozy oasis with a view that takes your breath away! You'll enjoy relaxing on the private balcony overlooking the ocean. King bed and twin pullout loveseat. Beautifully renovated kitchen and bath. Fully stocked kitchenette with granite countertops. The full sized refrigerator is a special perk in this Luxury Honeymoon suite. Charming coastal accents throughout. Special attention has been given to this unit to ensure everything is top notch with professional upgrades. Waves roll in, cares roll out

Relaxing Gulf Front Couple's Retreat*Beach Service
Welcome to Okaloosa island! Come experience gorgeous Direct Beachfront unobstructed views! This studio has everything you need for a fabulous beach getaway! Private balcony. Just seconds to beautiful beach & Gulf. 2 Chairs & Umbrella have been purchased for you w/ full beach service$50/day value (Mar-Oct)for a beautiful beachy day! 4 min drive to dining. Lg pool. LVP flooring*2022*Couch*2022*Premium foam mattress*2022 Spotless w/Low Cleaning Fee! Must be 22 years old to book w/ proof of ID

Waterscape 4th Flr 1 Bedroom w Bunks on the beach
Relax in this beautifully decorated 1BR/2BA condo at Waterscape Resort with 4th-floor views of the courtyard, heated pool, and partial beach/ocean views. The master bedroom features a king bed and en-suite bath. Kids love the bunk beds with TVs. The unit also includes a sofa bed, stainless steel appliances, new flooring, in-unit washer/dryer, and beach chairs with an umbrella. Many repeat guests return for the bunk beds and resort amenities, including three pools, a waterfall, and a lazy river.

Steps from Sand - Fort Walton Beach
Welcome to the Nautilus on Okaloosa Island! Enjoy an ocean view from this 2nd floor balcony where you are only steps away from sugar white sand beaches. This two bedroom, two bath condo is the perfect place for your beach vacation. The unit has everything you need, including a washer and dryer. Enjoy the nearby restaurants, shopping and heated pool. This destination will not disappoint! On-site amenities included: Heated pool Private beach access Complimentary Parking BBQ Grills And more!

Oceanfront 3BR/3BA Condo | Steps to Sand & Surf!
Experience the Gulf in a Newly Remodeled Condo! This family-friendly ground-floor unit offers ultimate convenience. The master bedroom has ocean views, a king bed with a pullout trundle. The second bedroom has a king bed with a trundle, and the third has a queen bed. The living room includes a queen sofa bed. Each bedroom has a private bath and TV. Enjoy free beach service March–Oct with two chairs & an umbrella. Step onto the sand, relax, and unwind! Guests 27+ only. No smoking. No parties

Sugar Sand Cottage at Destin Pointe
This beautiful four bedroom beach cottage is located in the exclusive gated community of Destin Pointe. The home offers a tranquil setting and unsurpassed amenities that include a private lakefront pool for relaxation and entertainment-perfect for sipping your evening cocktails while overlooking the lake, direct lake views for the multiple levels of decks, quick private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

Cozy Soundside Condo - WataView2!
Vacation or work at our comfortable waterfront kitchenette studio in the heart of Fort Walton Beach. The sugar white sand beaches are just a short drive away, and adventure awaits right at your doorstep on Santa Rosa Sound. Includes pool and marina! Boat slip (28 Ft) available! The unit has a queen bed and futon that lays down to a full size bed. It's very comfortable for small groups. We are real owner-hosts and strive to keep our unit spotless and well supplied for our cherished guests.

Lovely beach-front condo with free beach setup.
As soon as you enter our 3rd floor beachfront condo, you will leave all your cares behind and unwind while enjoying a direct view of the Gulf of Mexico. You can walk to the beach straight out of the building, no need to cross any roads. Many updates done in March 2021: brand new queen size sleeper sofa bed, brand new stainless steel refrigerator, range, dishwasher and microwave, brand new furniture, new paint, new flooring, and brand new TV's. We have Netflix and high speed WiFi.

Spacious, elegant, beachfront, w/office
* Huge oceanfront lanai * Free beach service April 1-Oct 31 *Adult/Kiddie pool; tennis *Private office space in the condo *High chair/pack-n-play *Huge 1453 sq ft *Fully stocked kitchen incl. air fryer *Near Destin but WAY less crowded *South facing for sunrise & sunset (seasonal) & sometimes dolphins! *Open the door to your private lanai for REAL white noise of the ocean waves

Sunshine and beach time /Okaloosa Island
CHRISTMAS at the BEACH! Steps to the sand, Ocean view , top floor unit, sleeps 5,(queen bed, single day bed, and queen sofa sleeper). Fully furnished, ( USB port outlets, no carpet, stainless appliances, and keyless entry). A one minute walk to the white sand, wifi in the unit, 2 beach chairs, cooler, beach towels, and beach umbrella. Laundry onsite, Tom Thumb next door for items you might need. Everything for a great beach vacation! 683 Nautilus court

Gulf View Studio condo Fort Walton Beach
Islander 705 Studio condo with a beautiful Gulf view on Okaloosa Island. This 7th floor unit sleeps 2 and includes - 1 King bed - 1 sofa sleeper - 1 Full bathroom (glass shower) - Keurig Mini - 1 full kitchen with stove, refrigerator, microwave, dish washer Complimentary beach service 2 chairs and 1 umbrella included March - October! Enjoy amazing views of the Gulf & white sand beaches with the perfect sunset view from the balcony!

Islander Resort Okaloosa IsIand Beach Condo
Escape to Okaloosa Island and stay at this cozy studio condominium at the Islander Resort. This 6th-floor unit is perfect for couples or small families looking for a beach getaway. Wake up to stunning views of the Gulf of Mexico from the private balcony, relax on the pristine white sand beach, or take a dip in the Gulf-front pool. Take advantage of the resort's amenities, including a fitness center, shuffleboard, and barbecue grills.
Popular amenities for Okaloosa Island vacation rentals
Stay near Santa Rosa Island's top sights
Okaloosa Island beach vacation rentals

Majestic Sun A711*Remodeled*Golf Cart*Heated Pools

Veranda 102 - Direct Beachfront - Gulf Side Pool

Waterfront Paradise•Snowbird Rates Available

Star Of The Sea

Free Chair Service-Beachfront 6th Floor

Colorful Paradise Okaloosa Island Umbrella, Chairs

Beachfront! Newly remodeled! Right on the beach!

Beachfront! Sand-Sun-Surf on Fort Walton Beach FL
Okaloosa Island home rentals

Private home close to military bases and beaches

FREEGolfCart!/HEATEDPool!/Walktobeach! Sleeps 10!

Ocean 5-Bed Oasis: Pickleball, Arcade and Grill

Vacation House-TV in rooms Free Wi-Fi & Grill

Stunning updated 4 bedroom home. 8 mins from beach

Golf Cart/3 min to beach/No Airbnb Fee

Harbor Central Penthouse

#1 4BR HUGE PET Friendly Home Away from Snow!
Okaloosa Island apartment rentals

Footprints in the Sand/private beach/monthly disc

Studio in Sandestin/ Free parking/Free beach tram

Beach condo with Gulf view, pool and gym!

Waterfront two bedrooms apartment

Inlet Reef 612 - Beach view luxury condo in Destin

Bunny Hole in Frangista Beach (Cleaning Included)

The Sand Dollar Stay!

*Perfect location | Charming beach retreat*
When is the best time to visit Santa Rosa Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,121 GYD | G$31,585 GYD | G$42,462 GYD | G$43,717 GYD | G$44,972 GYD | G$54,803 GYD | G$58,986 GYD | G$41,625 GYD | G$37,651 GYD | G$37,651 GYD | G$31,376 GYD | G$30,539 GYD |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Okaloosa Island?
Yes! Work meets play with ease at over 1,740 vacation rentals in Okaloosa Island featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Okaloosa Island?
Experience the best of Okaloosa Island with our house rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget 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 170 vacation rentals for guests traveling with pets.
Are there Okaloosa Island house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 house rentals with pools in Okaloosa Island, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly house rentals in Okaloosa Island?
Okaloosa Island has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Okaloosa Island have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Okaloosa Island have free parking?
Absolutely! We offer over 60 house rentals with free parking in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Okaloosa Island have a gym?
Absolutely! We offer over 10 house rentals with a gym in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Okaloosa Island have self check-in?
Absolutely! We offer over 20 house rentals with self check-in in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Okaloosa Island?
Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with free parking, over 10 homes with a gym, over 20 homes with a bbq area, over 20 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.
All about Santa Rosa Island
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.
What are the top things to do in Santa Rosa 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.
Quick stats about vacation rentals in Santa Rosa Island

Total vacation rentals
Explore 2,760 vacation rentals in Santa Rosa Island

Nightly prices starting at
Santa Rosa Island vacation rentals start at G$6,275 GYD per night before taxes and fees

Verified guest reviews
Over 65,420 verified reviews to help you choose

Family-friendly vacation rentals
1,950 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 170 rentals that welcome pets

Vacation rentals with a pool
2,550 properties feature pools

Rentals with dedicated workspaces
1,760 properties have a dedicated workspace

Wi-Fi availability
2,740 of Santa Rosa Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Free parking on premises, Beachfront, and Self check-in across Santa Rosa Island rentals

4.7 Average rating
Santa Rosa Island stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Santa Rosa Island's top spots, include Destin Harbor Boardwalk, Crab Island, and Gulfarium Marine Adventure Park
Destinations to explore
- Seminole Vacation rentals
- Florida Panhandle Vacation rentals
- Atlanta Vacation rentals
- New Orleans Vacation rentals
- Panama City Beach Vacation rentals
- Destin Vacation rentals
- Jacksonville Vacation rentals
- Gulf Shores Vacation rentals
- Orange Beach Vacation rentals
- Miramar Beach Vacation rentals
- Clearwater Vacation rentals
- Birmingham Vacation rentals
- Apartment rentals Santa Rosa Island
- Beachfront rentals Santa Rosa Island
- Fitness-friendly rentals Santa Rosa Island
- Rentals with pools Santa Rosa Island
- Rentals with outdoor seating Santa Rosa Island
- Townhouse rentals Santa Rosa Island
- Waterfront rentals Santa Rosa Island
- Rentals with an EV charger Santa Rosa Island
- Rentals with beach access Santa Rosa Island
- Rentals with an accessible height toilet Santa Rosa Island
- Condo rentals Santa Rosa Island
- Rentals with a fire pit Santa Rosa Island
- Villa rentals Santa Rosa Island
- Rentals with a washer and dryer Santa Rosa Island
- Pet-friendly rentals Santa Rosa Island
- Rentals with a hot tub Santa Rosa Island
- Beach house rentals Santa Rosa Island
- Rentals with a kayak Santa Rosa Island
- Rentals with an accessible height bed Santa Rosa Island
- Rentals with a fireplace Santa Rosa Island
- Beach condo rentals Santa Rosa Island
- House rentals Santa Rosa Island
- Rentals with a patio Santa Rosa Island
- Family-friendly rentals Santa Rosa Island
- Rentals with a sauna Santa Rosa Island
- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- Frank Brown Park
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Eglin Beach Park
- Raven Golf Club
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Walton Dunes Beach Access
- Camp Helen State Park
- Pensacola Dog Beach West
- The Track - Destin
- Fred Gannon Rocky Bayou State Park
- Seacrest Beach
- Shipwreck Island Waterpark
- Wayside Park, Okaloosa Island
- Gulf World Marine Park