Okaloosa Island holiday rentals

We found 2,756 holiday rentals โ€” enter your dates for availability
Find the perfect place for you stay in Okaloosa Island by choosing from 25 houses, 533 flats and other holiday rentals. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and garden. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts โ€“ Okaloosa Island

Showing deals for:13 Nov - 20 Nov

Looking Southwest!
Gulfarium
The Crab Trap & Boardwalk
Crab Island - short drive away!
Exceptional
(221 reviews)

ETW 1001: Renovated 1st Floor Convenience with a Perfect Gulf View! 2BR/2B

Fort Walton Beach

8% off
S$2,645
for 7 nights, 1 apartment
S$378 per night
includes taxes & fees
ETW 1001: Renovated 1st Floor Convenience with a Perfect Gulf View! 2BR/2B
We love to pamper our guests! Photo of bottom queen bunkbed (no private bedroom)
Beach access #2
Bookcase stores: Board games, Puzzles, Books, Toys
Pool #1. Beachside/Gulf pool (largest pool located near the beach)
Exceptional
(44 reviews)

Beautiful Emerald Beach Condo

Fort Walton Beach

5% off
S$1,035
for 7 nights, 1 apartment
S$148 per night
includes taxes & fees
Beautiful Emerald Beach Condo
Pool
Our balcony view from the third floor.
Exterior
DINING AREA
Exceptional
(122 reviews)

GULF VIEW LUXURIOUS CONDO,BEACH SERVICE,10% WEEKLY/MEMBER DISC. TENNIS/PICKLE CT

Fort Walton Beach

7% off
S$1,701
for 7 nights, 1 apartment
S$243 per night
includes taxes & fees
GULF VIEW LUXURIOUS CONDO,BEACH SERVICE,10% WEEKLY/MEMBER DISC. TENNIS/PICKLE CT
Master Bedroom 1 - King bed
Bonus Room
The beautiful bechfront pool
Kitchen - fully equipped
Exceptional
(100 reviews)

Beautiful 3 BR condo on Okaloosa Island near Destin FL

Fort Walton Beach

8% off
S$4,048
for 7 nights, 1 apartment
S$578 per night
includes taxes & fees
Beautiful 3 BR condo on Okaloosa Island near Destin FL
Living Area
Walk-in pool
View from Balcony
Living Area
Exceptional
(30 reviews)

Waterscape Resort 2 Bedroom 2 Bunk Area 2 Bath C304

Fort Walton Beach

6% off
S$3,279
for 7 nights, 1 apartment
S$468 per night
includes taxes & fees
Waterscape Resort 2 Bedroom 2 Bunk Area 2 Bath C304
Property grounds
Pool
Marina
Interior
Exceptional
(47 reviews)

๐š๐™ด๐™ต๐š„๐š๐™ฑ๐™ธ๐š‚๐™ท๐™ด๐™ณ แด„แดษดแด…แด-๐Ÿฝ๐Ÿถ๐Ÿถโ€™ ๐™ป๐šŠ๐šฃ๐šข ๐š๐š’๐šŸ๐šŽ๐š› & ๐™ฐ๐š–๐šŠ๐šฃ๐š’๐š—๐š แด ษชแด‡แดกs

Fort Walton Beach

7% off
S$1,697
for 7 nights, 1 apartment
S$242 per night
includes taxes & fees
๐š๐™ด๐™ต๐š„๐š๐™ฑ๐™ธ๐š‚๐™ท๐™ด๐™ณ แด„แดษดแด…แด-๐Ÿฝ๐Ÿถ๐Ÿถโ€™ ๐™ป๐šŠ๐šฃ๐šข ๐š๐š’๐šŸ๐šŽ๐š› & ๐™ฐ๐š–๐šŠ๐šฃ๐š’๐š—๐š แด ษชแด‡แดกs
Interior
Unit 601 (circled in blue)
Interior
Pelican Isle Luxury Condominium on Okaloosa Island

๐Ÿ“ท๐ŸŒน
Exceptional
(151 reviews)

LUXURIOUS BEACH "PENNHOUSE" PANORAMA! Why Settle For Less?

Fort Walton Beach

7% off
S$2,954
for 7 nights, 1 apartment
S$422 per night
includes taxes & fees
LUXURIOUS BEACH "PENNHOUSE" PANORAMA! Why Settle For Less?
large fitness room
overview of the main pool
dining area.
View from living room with view of pool area.
Exceptional
(93 reviews)

Ground Floor only Steps Away from Pools, Beach service included

Fort Walton Beach

5% off
S$2,664
for 7 nights, 1 apartment
S$381 per night
includes taxes & fees
Ground Floor only Steps Away from Pools, Beach service included
The entrance hall leads to the bedroom, full bath, living areas, & outside patio
Early morning view from one of the new recliners
Only steps to your private dune walkover, outdoor shower, and foot rinsing area
Relax on a raft or swim in the large sparkling pool.
Exceptional
(150 reviews)

Island Sands 109 -Beachfront Beauty- Corner Unit- Just WOW!

Fort Walton Beach

7% off
S$1,547
for 7 nights, 1 apartment
S$221 per night
includes taxes & fees
Island Sands 109 -Beachfront Beauty- Corner Unit- Just WOW!
Private kitchen
Minutes from Crab Island!
Interior
Room
Exceptional
(109 reviews)

Smack Dab on the Beach! Newly renovated and updated 2026! Free beach service!

Fort Walton Beach

8% off
S$4,351
for 7 nights, 1 apartment
S$622 per night
includes taxes & fees
Smack Dab on the Beach! Newly renovated and updated 2026! Free beach service!
Exterior
Balcony with a PERFECT view!
Interior
Kitchen (dishwasher, stove with/double oven, frig w/ice & water, microwave.
Exceptional
(47 reviews)

Stunning view @ Pelican Isle includes: Covered Parking, Beach Service Seasonally

Fort Walton Beach

7% off
S$1,413
for 7 nights, 1 apartment
S$202 per night
includes taxes & fees
Stunning view @ Pelican Isle includes: Covered Parking, Beach Service Seasonally
Interior
Property grounds
Living area
Room
Exceptional
(124 reviews)

ONE BR Condo ON THE BEACH! SNOWBIRD DISCOUNTS! FREE BEACH SERVICE till Oct 31st

Fort Walton Beach

8% off
S$2,575
for 7 nights, 1 apartment
S$368 per night
includes taxes & fees
ONE BR Condo ON THE BEACH! SNOWBIRD DISCOUNTS! FREE BEACH SERVICE till Oct 31st
Outdoor dining
beautiful vinyl plank flooring
Dining
Pool
Exceptional
(34 reviews)

Discounted first floor 3 bed, 3 bath. Resrvd parkng & FREE beach service

Fort Walton Beach

7% off
S$2,190
for 7 nights, 1 apartment
S$313 per night
includes taxes & fees
Discounted first floor 3 bed, 3 bath. Resrvd parkng & FREE beach service
Interior
Living area
Beach
Exterior
Exceptional
(69 reviews)

Nautilus, Unit 2608, Sleeps 6, Amazing views! Beach service March to October.

Fort Walton Beach

7% off
S$1,644
for 7 nights, 1 apartment
S$235 per night
includes taxes & fees
Nautilus, Unit 2608, Sleeps 6, Amazing views! Beach service March to October.
Living area
Pool
Dining
Interior
Exceptional
(29 reviews)

Sunny Happy Place by the Beach, Sleeps 6. Beach service March 1 to October 30.

Fort Walton Beach

7% off
S$1,403
for 7 nights, 1 apartment
S$200 per night
includes taxes & fees
Sunny Happy Place by the Beach, Sleeps 6. Beach service March 1 to October 30.
Living area
Beach
Private kitchen
Interior
Exceptional
(76 reviews)

Beautiful 4th floor, 2 bed, 2 bath. Ready for your beach vacation!

Fort Walton Beach

7% off
S$1,948
for 7 nights, 1 apartment
S$278 per night
includes taxes & fees
Beautiful 4th floor, 2 bed, 2 bath. Ready for your beach vacation!
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities โ€” more value

Captivating Okaloosa Island will entice you

Enjoy the entertainment and other features of Okaloosa Island. Well known for its beaches, island views and seaside, this relaxing city won't disappoint. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Okaloosa Island

Are you hoping to find attractions to see during your stay? You'll be sure to enjoy Okaloosa Island for its dolphin viewing and fishing. Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Okaloosa Island a one-of-a-kind holiday spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Big Kahuna's Water and Adventure Park (7.5 mi / 12.1 km)
  • Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links (16 mi / 25.7 km)
  • The Track Family Recreation Center (8 mi / 12.9 km)
  • Kelly Plantation Golf Club (9.5 mi / 15.2 km)
  • Regatta Bay Golf and Country Club (10.7 mi / 17.2 km)
  • Bluewater Bay Golf Course (11.4 mi / 18.4 km)

Exploring the beaches and other natural features in Okaloosa Island

Travellers enjoy Okaloosa Island for its island views, seaside and sunsets. Whether you're looking for adventure or just want to spend some time taking in the scenery, Okaloosa Island is a great spot to appreciate mother nature. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Navarre Beach (15.8 mi / 25.5 km)
  • Okaloosa Island Beach (0.8 mi / 1.3 km)
  • Fort Walton Beach Park (1.2 mi / 1.9 km)
  • Crab Island (4.6 mi / 7.3 km)
  • Destin Harbor (5.4 mi / 8.6 km)
  • Morgan Sports Center (8.4 mi / 13.5 km)

Frequently asked questions

What is the most popular type of holiday rental accommodation in Okaloosa Island?
Condos are the most popular kind of holiday rental in Okaloosa Island, according to our data. Even if you have something else in mind, Vrbo has holiday homes in all sizes and shapes. Explore our options to find your perfect Okaloosa Island pad.
How much does it cost to rent a holiday rental in Okaloosa Island?
Property type, length of stay and season are some of the conditions that can determine the price of a holiday home. Simply add your dates of travel to find the ultimate escape. From cosy cabins to plush villas, all Vrbo holiday rentals offer terrific value.
How much does it cost to rent a beach house in Okaloosa Island?
When you travel and the size and style of the property will influence how much you'll pay for your beachside escape. Enter your Okaloosa Island travel dates to see all your options on Vrbo. Did someone just say "hot tub"? Use our filters to choose the amenities and features you want in your rental.
Are there pet-friendly holiday rentals in Okaloosa Island?
Yes. There are. You'll have your pick of 2,090 holiday rentals that cater to pets in Okaloosa Island. Lots of our pet-friendly holiday rentals come with a garden for your fur baby to have fun in, doggie beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find a holiday home on Vrbo that's pawfect.
Can I rent a house with a pool in Okaloosa Island?
Add a new level of fun to your getaway by booking your family into one of the 1,956 houses with a private pool in Okaloosa Island. Use our search filter to find properties with pools on Vrbo, then spend carefree days splish-splashing around in a swimming pool that's exclusively for you.
What are popular rental amenities in Okaloosa Island?
When it comes to rental amenities that guests are looking for in Okaloosa Island, tennis, an ocean view and a nearby waterfront are the most popular. With Vrbo holiday rentals, you'll discover options to fit your style and taste, whether you're travelling with friends, family or even pets.
Are there large group holiday rentals in Okaloosa Island?
Take your pick of 195 properties in Okaloosa Island that can accommodate 10 or more people. Whether you're planning a trip with the family or a celebration like a birthday, there's ample space to get your loved ones together under the same roof.
Are there holiday rentals in Okaloosa Island that welcome kids?
Okaloosa Island has 2,090 family-friendly holiday homes to choose from. And tracking down a stay that welcomes kiddos is simple with Vrbo's "Properties good for families" filter. As well as having the entire place to yourselves, you'll also get perks and conveniences like bunk beds, yards and private pools.
What are the top attractions for families in Okaloosa Island?
Keeping the kids amused during your Okaloosa Island holiday is a breeze with these awesome family-friendly attractions:
  • Destin Beaches
  • Destin Harbour Boardwalk
  • Big Kahunas Water and Adventure Park
Are there one-bedroom holiday rentals in Okaloosa Island?
There are 516 one-bedroom properties in Okaloosa Island to select from. A one-bedroom holiday home is a wonderful option if it's only you and your partner or if you're travelling on your own. Toss in more convenience, space and privacy compared to a standard hotel, and you've got the makings of a trip to remember.
Can I find two-bedroom holiday rentals in Okaloosa Island?
Okaloosa Island has 956 two-bedroom holiday rentals that you can choose from. Discover a holiday home with all the privacy and comfort you want at a price you'll love on Vrbo.
Are there holiday rentals with WiFi in Okaloosa Island?
Okaloosa Island has 518 holiday rentals with WiFi, so you can stay connected while you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to checking emails, these Vrbo homes make it a breeze to go online.
How can I find holiday rentals with air conditioning in Okaloosa Island?
You can pick from 2,069 Vrbo holiday homes with air conditioning in Okaloosa Island providing that cool, cool breeze and extra bit of comfort. Enter your travel dates and then take advantage of our filter tool to find properties with air conditioning.
How old do you have to be to rent a holiday rental in Okaloosa Island?
It's advisable to check with the Okaloosa Island holiday rental you'd like on Vrbo as the minimum age varies. However, typically it's 16, 18 or 21.
How long can I rent a holiday rental in Okaloosa Island for?
The amount of time you can book an Okaloosa Island holiday rental for is down to each property. Just tap in your dates of travel to find options offering longer term stays. They include everything you need to make your extended getaway more comfortable and convenient, such as kitchens and air conditioning. Some properties might also offer weekly or monthly discounted prices, so you can stay longer for less money.

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