Holiday homes & rentals in Okaloosa Island - HomeToGo base64Hash Holiday homes & rentals in Okaloosa Island - HomeToGo

Holiday homes & rentals in Okaloosa Island

Find 7,042 available offers from 30 partners
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Top 15 Recommended holiday lettings in Okaloosa Island

Find your perfect holiday home, apartment or cottage in Okaloosa Island from just £58 per night!

Condo Okaloosa Island
Condo ∙ 10 guests ∙ 3 bedrooms

Flat with heated pool, garden & terrace

Okaloosa Island, Okaloosa County, Florida, United States
This Okaloosa Island condo offers beach access, a heated pool, and a hot tub, perfect for family getaways with up to 10 guests.
from £185
per night
Outstanding(139 ratings)
from £185
per night
View deal
House Okaloosa Island
House ∙ 8 guests ∙ 5 bedrooms

Family-friendly pleasant holiday home with terrace, pool & barbeque | Nature view | Close to the beach

Okaloosa Island, Okaloosa County, Florida, United States
This family-friendly house rental on Okaloosa Island features a pool, garden, balcony, and waterside access for eight guests.
from £232
per night
Outstanding(23 ratings)
from £232
per night
View deal
Condo Okaloosa Island
Condo ∙ 10 guests ∙ 4 bedrooms

Flat with hot tub, barbecue & terrace

Okaloosa Island, Okaloosa County, Florida, United States
This Okaloosa Island condo features beach access, a heated pool, and a hot tub, perfect for family gatherings of up to 10.
from £254
per night
Outstanding(125 ratings)
from £254
per night
View deal
House Okaloosa Island
House ∙ 10 guests ∙ 4 bedrooms

Child-friendly lovely holiday home with terrace, pool & BBQ | Next to the beach

Okaloosa Island, Okaloosa County, Florida, United States
This spacious house rental on Okaloosa Island features a pool, kitchen, and waterside access, perfect for family gatherings.
from £94
per night
Excellent(4 ratings)
from £94
per night
View deal
House Okaloosa Island
House ∙ 15 guests ∙ 5 bedrooms

Children-friendly holiday home with barbeque & terrace | Nature view | Beach nearby

Okaloosa Island, Okaloosa County, Florida, United States
This waterside house rental on Okaloosa Island offers beach access, a fireplace, and a balcony for up to 15 guests.
from £355
per night
Outstanding(61 ratings)
from £355
per night
View deal
Condo Okaloosa Island
Condo ∙ 8 guests ∙ 4 bedrooms

Condo with heated pool, terrace & barbeque

Okaloosa Island, Okaloosa County, Florida, United States
This condo on Okaloosa Island offers beach access, a heated pool, kitchen, balcony, and parking for up to 8 guests.
from £220
per night
Outstanding(50 ratings)
from £220
per night
View deal
Cottage Okaloosa Island
Cottage ∙ 8 guests ∙ 3 bedrooms

Family-friendly cottage with private pool, terrace & barbecue | Nature view | Next to the beach

Okaloosa Island, Okaloosa County, Florida, United States
This Okaloosa Island cottage features a private heated pool, hot tub, and a balcony with waterside views, perfect for families.
from £169
per night
Outstanding(60 ratings)
from £169
per night
View deal
Condo Okaloosa Island
Condo ∙ 10 guests ∙ 4 bedrooms

Flat with garden, barbeque & jacuzzi

Okaloosa Island, Okaloosa County, Florida, United States
This condo on Okaloosa Island features beach access, a heated pool, hot tub, and a balcony overlooking the waterside for ten guests.
from £358
per night
Outstanding(2 ratings)
from £358
per night
View deal
Condo Okaloosa Island
Condo ∙ 10 guests ∙ 4 bedrooms

Condo with pool, barbeque & garden | Good for workation

Okaloosa Island, Okaloosa County, Florida, United States
This Okaloosa Island condo offers beach access, a pool, a kitchen, and a balcony, perfect for up to 10 guests by the waterside.
from £146
per night
Very good(27 ratings)
from £146
per night
View deal
House Okaloosa Island
House ∙ 10 guests ∙ 5 bedrooms

Holiday home with terrace & pool

Okaloosa Island, Okaloosa County, Florida, United States
This house rental on Okaloosa Island features a pool, beach access, and ample space for 10, perfect for family gatherings.
from £227
per night
Excellent(47 ratings)
from £227
per night
View deal
Condo Okaloosa Island
Condo ∙ 12 guests ∙ 5 bedrooms

Flat with hot tub, terrace & heated pool

Okaloosa Island, Okaloosa County, Florida, United States
This Okaloosa Island condo features a heated pool, hot tub, and balcony, accommodating up to 12 guests for an unforgettable stay.
from £288
per night
from £288
per night
View deal
Condo Okaloosa Island
Condo ∙ 9 guests ∙ 4 bedrooms

Fully equipped condo with hot tub, heated pool & barbecue | Close to the beach

Okaloosa Island, Okaloosa County, Florida, United States
This Okaloosa Island condo features beach access, a heated pool, hot tub, and a balcony, accommodating up to nine guests.
from £177
per night
from £177
per night
View deal
Condo Okaloosa Island
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped flat with barbeque, terrace & heated pool | Beach nearby

Okaloosa Island, Okaloosa County, Florida, United States
This Okaloosa Island condo offers beach access, a heated pool, a hot tub, and a kitchen for up to 8 guests to unwind.
from £123
per night
Outstanding(103 ratings)
from £123
per night
View deal
Condo Okaloosa Island
Condo ∙ 8 guests ∙ 4 bedrooms

Fully equipped wonderful condo with barbecue, terrace & heated pool | Close to the beach

Okaloosa Island, Okaloosa County, Florida, United States
This condo on Okaloosa Island features beach access, a heated pool, a kitchen, and a balcony, accommodating up to 8 guests.
from £64
per night
Very good(17 ratings)
from £64
per night
View deal
Condo Okaloosa Island
Condo ∙ 10 guests ∙ 4 bedrooms

Flat with jacuzzi, garden & heated pool

Okaloosa Island, Okaloosa County, Florida, United States
This condo on Okaloosa Island features beach access, a heated pool, a hot tub, and a garden, perfect for ten guests.
from £218
per night
Excellent(30 ratings)
from £218
per night
View deal

Best holiday homes with a patio or terrace

Apartment  Okaloosa Island
from £208 per night
Apartment ∙ 8 guests ∙ 3 bedrooms

Child-friendly spacious apartment with barbeque & heated pool | Beach view | Next to the beach

4.7
Excellent(100 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
Balcony/Patio
View deal
Condo  Okaloosa Island
from £114 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Family-friendly condo with heated pool & barbeque | Water view | Beach nearby

5.0
Outstanding(2 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
Balcony/Patio
View deal
Condo  Okaloosa Island
from £220 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Flat with BBQ, pool & terrace

4.8
Outstanding(111 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
Balcony/Patio
View deal
See all offers

Holiday lettings and apartments with air conditioning

House  Okaloosa Island
from £222 per night
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped wonderful house with terrace & pool | Nature view | Next to the beach

4.7
Excellent(47 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
Air conditioning
View deal
Condo  Okaloosa Island
from £153 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with heated pool, terrace & barbecue

5.0
Outstanding(255 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
Air conditioning
View deal
Condo  Okaloosa Island
from £98 per night
Condo ∙ 8 guests ∙ 4 bedrooms

Fully equipped condo with hot tub, barbecue & heated pool | Nature view | Next to the beach

Okaloosa Island, Okaloosa County, Florida, United States
Air conditioning
View deal
See all offers

Most popular holiday lettings with a fireplace

Condo  Okaloosa Island
from £118 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Family-oriented condo with sauna, barbeque & heated pool | Water view | Close to the beach

4.7
Excellent(37 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
Fireplace
View deal
Condo  Okaloosa Island
from £212 per night
Condo ∙ 10 guests ∙ 4 bedrooms

Family-friendly ample condo with terrace, heated pool & barbecue | Nature view | Next to the beach

5.0
Outstanding(40 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
Fireplace
View deal
Condo  Okaloosa Island
from £129 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Family-oriented big flat with hot tub, barbecue & heated pool | Nature view | Beach nearby

4.9
Outstanding(24 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
Fireplace
View deal
See all offers

Budget-friendly Holiday Homes in Okaloosa Island

Find Fantastic yet Cheap Lettings

Condo Okaloosa Island
from £299 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped flat with heated pool, hot tub & BBQ | Close to the beach

4.9
Outstanding(59 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
View deal
Condo Okaloosa Island
from £335 per night
Condo ∙ 12 guests ∙ 4 bedrooms

Child-friendly condo with BBQ, heated pool & terrace | Nature view | Beach nearby

4.8
Outstanding(18 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
View deal
Condo Okaloosa Island
from £129 per night
Condo ∙ 8 guests ∙ 4 bedrooms

Condo with hot tub, barbecue & pool

5.0
Outstanding(11 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
View deal

Top-Rated Lettings and Properties in Okaloosa Island

Book Holiday Letting Offers with the Highest User Rating

Condo Okaloosa Island
from £169 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Flat with hot tub, barbecue & private pool | Nature view

5.0
Outstanding(193 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
View deal
Condo Okaloosa Island
from £67 per night
Condo ∙ 10 guests ∙ 3 bedrooms

Fully equipped wonderful condo with barbeque, heated pool & jacuzzi | Nature view | Beach nearby | Perfect for remote work

4.5
Excellent(121 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
View deal
Condo Okaloosa Island
from £220 per night
Condo ∙ 10 guests ∙ 3 bedrooms

Family-friendly flat with garden, barbeque & terrace | Next to the beach

4.8
Outstanding(93 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
View deal

Discover real guest reviews to help you choose the perfect stay in Okaloosa Island

How are reviews collected?
James R.
Guest verified by HomeToGo

The new floors were slippery we had to buy throw rugs to put on key walk areas everything else was good and location excellent

Reviewed on 31/03/2026 | Family
Condo Okaloosa Island
from £115 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.7
Excellent(29 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
View deal
Dennis W.
Guest verified by HomeToGo

This is an outstanding home. My family and I enjoyed it very much. Each bedroom having its own bath was wonderful. The large balcony was a great place to relax. The kitchen was well stocked with all the utensils we needed.

Reviewed on 11/09/2024 | Family
Condo Okaloosa Island
from £240 per night
Condo ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(23 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
View deal
Patricia C.
Guest verified by HomeToGo

This condo is quite lovely with a very well appointed kitchen! (It’s actually prettier than the photos!) Beach is beautiful; friendliest young women at the desk; fast internet; beautifully kept grounds and pool! While we would have appreciated an in-unit washer and dryer, the launderette on our floor was clean and definitely not a deal breaker. Great overall experience! Thank you!

Reviewed on 09/09/2024 | Couple
Condo Okaloosa Island
from £118 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.7
Excellent(8 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
View deal
Laura H.
Guest verified by HomeToGo

This condo is clean and spacious. Amazing views from the Gulf Front Balcony. We saw dolphins every morning from the balcony also. The pool was never over crowded even on Labor Day Weekend. We really enjoyed the beach service of chairs and an umbrella that is included with his condo.

Reviewed on 04/09/2024 | Group
Condo Okaloosa Island
from £248 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.7
Excellent(4 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
View deal
William K.
Guest verified by HomeToGo

We didnt have any silverware but we ate out anyway so no big problem. We never figured out how to operate the tv but we had ipads. We never got the sliding door to lock. We didnt like the SOFT mattress but we got used to it..Wasnt a bad stay but could have been much better with just a few little tweaks. Very tastefully decorated.

Reviewed on 22/07/2024 | Couple
Condo Okaloosa Island
from £118 per night
Condo ∙ 6 guests ∙ 1 bedroom
4.9
Outstanding(67 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
View deal
TIMOTHY H.
Guest verified by HomeToGo

The condo was great and had everything we needed (WiFi, cable TV). The kitchen had amazing updates. The only issue we had was the dishwasher was broken. This unit is close to the pool and the beach.

Reviewed on 18/07/2024 | Family
Condo Okaloosa Island
from £130 per night
Condo ∙ 5 guests ∙ 2 bedrooms
4.7
Excellent(18 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
View deal
Patricia P.
Guest verified by HomeToGo

Condo was exactly as pictured! Location is everything to me and this condo had quick and easy access to the beach and places around town. Condo was clean and check-in and check out instructions were easy. My boyfriend and I agreed that we would gladly book a condo here again!

Reviewed on 24/05/2023 | Couple
Condo Okaloosa Island
from £105 per night
Condo ∙ 6 guests ∙ 1 bedroom
4.8
Outstanding(34 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
View deal
Wolfgang G.
Guest verified by HomeToGo

Had a great vacation. The place was immaculate. Parking could be an issue during high season. Stayed 10 days and will go there again.

Reviewed on 18/05/2023 | Couple
Condo Okaloosa Island
from £106 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.8
Outstanding(30 ratings)
Okaloosa Island, Okaloosa County, Florida, United States
View deal
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Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Okaloosa Island

  • Pool (5,875)
  • WiFi (5,974)
  • Air conditioning (6,109)
  • Parking (257)
  • TV (6,056)
  • Kitchen (6,216)
  • Washing machine (4,804)
  • Grill (3,844)
  • Dishwasher (4,699)
  • Balcony/patio (1,370)
  • Hot tub (2,379)
  • Microwave (5,201)

Finding an accommodation offer that boasts a pool shouldn't be too hard in Okaloosa Island. Most of the holiday rentals here have this amenity. Rentals with pools in Okaloosa Island cost, on average, £397 per night. Most of the listed accommodation options with pools are condo. If you would also like to be close to the water, one-third of the holiday rentals offering a pool are situated within 2 kilometres of the waterfront.

Price and Availability Index for Okaloosa Island

Click on any bar to see price and availability information

Holiday Letting Price Information in Okaloosa Island

We summarised price information data in the above graph to give you more insights as to costs in Okaloosa Island. Prices during one week in July (04/07 – 11/07) go up to £411 per night, which is the highest average price in the next 12 months. Opt for a getaway in September (19/09 – 26/09) for optimal savings when heading to Okaloosa Island.

Rental availability information in Okaloosa Island

Find out the percentage of available rentals & cottages in Okaloosa Island with the graph above. It is harder to find accommodation during the week of April (24/04 – 01/05), as 81% of the rentals are booked. Conversely, it is in August (15/08 – 22/08) that the highest percentage of rentals are available.

Float away on Okaloosa Island with your ideal holiday letting

Okaloosa Island holiday homes are surrounded by ancient burial mounds and military history, nesting turtles and joyful dolphins. Get back to nature on an airboat tour, fish on idyllic lakes, or explore miles of restful nature trails in this blissful spot on the Gulf of Mexico.

What are the best activities for families in Okaloosa Island?

Finding Flipper with the children

Watch Flipper the dolphin at play at Gulfarium Marine Adventure Park. There are so many more marine animals, that the whole family will love, to discover at this immersive marine centre. Watch seals, sea lions, sharks, and alligators frolic in natural habitats. Watch the graceful stingrays fly through the water, and learn about the native turtles that lay their eggs on the local beaches.

Where are the unique attractions in Okaloosa Island?

Floating on air in Okaloosa

Take an airboat tour of the area and get acquainted with the Eglin Air Force base, local wildlife and history. Your captain with point out dolphins and alligators swimming off the coast and seabirds like osprey and heron. Watch the sun set over the water and do 360 degree spins!

What are the must-see attractions in Okaloosa Island?

Looking around Okaloosa

Air Force Armament Museum

Come and explore the history of aviation warfare from the earliest days of World War I up to the planes and bombs of the present digital age. Trace the development of warfare through a huge collection of weaponry and cockpit simulators, vintage military aircraft and the fastest plane ever made, the SR 71 Blackbird.

Fort Walton Mound

The large mound on Fort Walton beach is over 1000 years old. It stands 12 feet high, runs for 223 feet, and is a designated Historic Landmark. The mound had combined ceremonial, political and religious significance in the past.

Destin History & Fishing Museum

Wander through 5,500 square feet of exhibitions, dedicated to the early native inhabitants of the region, set in the midst of a historic park that includes the 'Footprints in the Sand' memorial walkway. Admire over 75 mounted, locally caught fish, and learn about why the local sand is white!

Henderson Beach State Park

Over 6,000 feet of idyllic shoreline are lapped by the clear waters of the Gulf of Mexico. Enjoy swimming, fishing, and sunbathing as the breeze wafts the scent of dune rosemary and sand pines your way. Grill and picnic at any of several small pavilions, and glimpse the thriving wildlife in the dune system as you follow the nature trail.

Grayton Beach State Park

This 2,000 acre park has a boat ramp where you can launch your canoe, paddle board, or kayak into the serene waters of Western Lake or explore the complex ecosystem of the salt marsh. See scrub oaks and magnolias sculpted by the sea breezes, or fish as the sun rises or sets over the peaceful pine woods.

Information about holiday rentals in Okaloosa Island

🏡 Holiday homes available 7,042 rentals
💳 Discounts available up to 45%
🌙 Nightly prices from £58
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly rentals 396 properties
🏊 Holiday rentals with pools 6,048 properties
50 reviews
Okaloosa Island holiday rentals have an average rating of 4.5/5 across 50 reviews left by travellers.

Frequently Asked Questions

What is a common price per night for a holiday home in Okaloosa Island?

The average starting price for a holiday cottage or rental in Okaloosa Island is £58 per night. Prices vary depending on the type of holiday let, season, and amenities. Check HomeToGo to see current rates and discounts.

How many holiday lettings are available to rent in Okaloosa Island? And what are the most popular types of holiday lets?

There are currently 7,042 holiday rentals in Okaloosa Island to browse and book for your upcoming trip. Holiday homes in Okaloosa Island often include spacious condo and apartment rental. They’re ideal whether you’re planning a romantic escape or a group getaway. Discover the most booked options quickly with HomeToGo’s smart filters.

What is the most searched holiday rental amenity in Okaloosa Island?

When booking a holiday home in Okaloosa Island, consider looking for a place with Pool, Internet, or Air conditioning, which are the most popular amenities for this destination.

Do you offer holiday homes with a swimming pool in Okaloosa Island?

Looking for a pool? You’ll find that one-third of holiday cottages and homes in Okaloosa Island have one. They’re ideal for cooling off on sunny days or relaxing poolside, with 6,048 properties to choose from. Use HomeToGo to browse offers with pools and book your dream holiday rental!

Are there any pet-friendly holiday cottages in Okaloosa Island?

Yes, 6% of holiday cottages in Okaloosa Island welcome pets. So your furry friend doesn’t have to miss out on the adventure. Use HomeToGo’s filters to find the perfect pet-friendly stay.

What is the best time of year to travel to Okaloosa Island?

July and June are the warmest months in Okaloosa Island, while May and October are most arid months.

Where can I see deals on holiday lettings in Okaloosa Island?

You can get great value holiday rentals in Okaloosa Island with the nightly price of a rental starting at just £58 - and HomeToGo has created plenty of features that make it quick and simple to locate the top offers. When choosing the dates for your break, try a search using HomeToGo's flexible dates technology to easily look for lower cost time periods and find savings of as much as 45%. Moreover, HomeToGo's 'distance from' filter makes it easy to find hidden treasure holiday rentals in lower-price, lesser-known spots that are just as close to your desired destination, whether that's sand and sea, a mountain for snowboarding, or a city's urban hub. Book early to make the most of the greatest variety of options and low prices - and do so with confidence by clicking on HomeToGo's 'free cancellation' filter when searching for holiday accommodation.

What are the benefits of booking a holiday letting in Okaloosa Island with HomeToGo?

From serenity away from the crowds to more space to enjoy with your loved ones, holiday lets in Okaloosa Island have a variety of advantages. HomeToGo shows you real reviews from verified visitors, and searching is safe, simple, and stress-free - so with 7,042 rentals from 30 providers in the region, you're sure to find the ideal type of accommodation with all of the amenities to suit you in Okaloosa Island.

Do you offer holiday accommodation for couples in Okaloosa Island?

Yes, there are many romantic holiday rentals in Okaloosa Island perfect for two. Whether you're after a quiet countryside cottage or a city-centre flat, there’s something to suit your style. Use HomeToGo to find the ideal spot for your next couples’ getaway.

Can I book a waterfront holiday rental in Okaloosa Island?

Absolutely! You’ll find 7038 holiday rentals close to lakes, rivers or the sea in Okaloosa Island. These spots are perfect for a morning coffee with a view or lazy days by the water. Book with HomeToGo for a stay just steps from the water.

Why should I book my holiday rental with HomeToGo?

With HomeToGo, you get access to the world’s largest selection of holiday lettings – all in one place. Our smart search makes it easy to find what suits you. Try HomeToGo and discover how easy it is to plan your perfect holiday letting.

Can I find family-friendly holiday lettings in Okaloosa Island?

Yes, many holiday homes in Okaloosa Island are ideal for families, with plenty of space and useful amenities. You’ll find options for every budget and family size. Use HomeToGo to discover the best places to stay with the whole gang.

Can I cancel my holiday rental booking for free?

Yes, many holiday lettings on HomeToGo offer free cancellation. Look for rentals with free cancellation to keep things stress-free.

Is it possible to rent a holiday home for a weekend getaway in Okaloosa Island?

Short stays are absolutely possible in Okaloosa Island, including weekends. You’ll find plenty of holiday homes that accept 2-3 night bookings. Find yours easily on HomeToGo.

Are there any last-minute holiday rental deals in Okaloosa Island?

Yes, HomeToGo regularly features last-minute holiday deals in Okaloosa Island, perfect for spontaneous getaways. You might even save up to 45% if you’re flexible with dates. Use HomeToGo’s filters to see what’s available right now.

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