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Okaloosa Island Vacation Rentals

Okaloosa Island Vacation Rentals
 
Check out our September Specials good through October 5th. View Specials
Surrounded by Santa Rosa Sound, Choctawhatchee Bay and the Gulf of Mexico, Okaloosa Island has views and lovely beaches. This barrier island between Fort Walton Beach and Destin is famous for pristine sands and waters, water sports, and awesome family attractions. Come play beach volleyball on sand so clean it squeaks underfoot! Check out the great variety of vacation rentals. Find out for yourself why families return here year after year, generation after generation, to build memories in the sand.

Destinations within Okaloosa Island

Come to Emerald Isle, where emerald waters and sugar white sands abound! The Emerald Isle complex is situated right on the beach on gorgeous Okaloosa Island. Relax poolside or grill some delectable treats on the pool deckRead More.
Besides being mere steps away from the sugar-white sands for which the Emerald Coast is famous, Emerald Towers West is also conveniently located within a few minutes’ drive from shopping, dining and entertainment in FortRead More.
This lovely complex is located in Okaloosa Island across the street from the perfect public beach, with restrooms, and showers, even parking. This beach tends to be much less crowded than others in the Destin area, as itRead More.
Vacation rentals at the Island Princess on Okaloosa Island offer a smart bet for your next beach getaway. Watch dolphins frolic from your own private, gulf front balcony. Or take a swim in the lovely, gulf front pool (heatedRead More.
Vacation rentals at Island Sands gives you the best of both worlds here - you'll be minutes away from Destin yet this small 27 unit complex offers a peaceful retreat and a quiet, less crowded beach on Okaloosa Island. IslandRead More.
The Islander Beach Resort is a beach front complex on gorgeous Okaloosa Island with everything you need for a wonderful vacation on the white sandy beaches of the Gulf of Mexico! Vacation rentals here offer a peaceful retreatRead More.
Nautilus is a lovely beachfront complex on Okaloosa Island. Vacation rentals here enjoy an amazing heated pool, a BBQ area with grills & a picnic table, ample parking & a small market adjacent to the parking lot.Read More.
Built in 2003, Pelican Isle on Okaloosa Island is a world-class resort property. Vacation rentals here enjoy amenities such as a gulf front pool heated to 85 degrees year round, oversized gulf front hot tub, gulf front park-likeRead More.
Built in 2005, Sea Dunes, a small complex of only 24 condos on Okaloosa Island gives you a lot of bang for your buck! Vacation rentals feature upscale furnishings such as granite countertops, eat in bars and tile in all theRead More.
Sea Oats is a beachfront complex on Okaloosa Island. Vacation rentals include an outdoor community pool and gazebo style hot tub, spacious poolside deck and lounge area-perfect for winding down after a long day on the beachRead More.
Seacrest Condominiums is a terrific, family oriented, affordable complex on secluded Okaloosa Island, just minutes away from all the attractions offered by Destin! This great 90-unit building features both an indoor and anRead More.
Now, about Waterscape on Okaloosa Island - it's fabulous! Vacation rentals here boast a courtyard that will make you think you're in a 6 star caribbean resort. Boasting amenities like Waterscape's own Private Beach, expansiveRead More.

Featured Okaloosa Island Rentals

OPEN Sep 29 to Oct 1 $521!

Hermitage By The Bay 305

FROM: $142/NT
  • 6
  • 2
  • 2
 
$1250/MO 4 Winter! Walk2Beach * Pool Overlooking Bay * Real Joy Fun Pass
FROM: $149/NT
  • 6
  • 2
  • 2
 
Across Street from Beach - Ground Floor - $1150/mo for Winter - Bayside Pool - RealJOY Fun Pass
OPEN Oct 1 to 4 $683!

Emerald Towers W 5000

FROM: $148/NT
  • 6
  • 2
  • 2
 
FAB Views- Wraparound Balcony! RealJoy Fun Pass -Corner Unit- $1350/mo 4 Winter
OPEN Sept 29 to Oct 1 $653! Special!

Island Princess 317

FROM: $185/NT
  • 8
  • 3
  • 3
 
Gulf Views - Gulf Front Pool & Hottub - Real Joy Fun Pass
OPEN Oct 4 to 6 $642!

Nautilus 1101

FROM: $138/NT
  • 8
  • 3
  • 2.5
 
BeachFront - Ground Floor - Real Joy Fun Pass - Remodeled - $1300/MO 4 Winter
OPEN Oct 4 to 6 $664!

Sea Dunes 603

FROM: $154/NT
  • 7
  • 3
  • 2
 
Gulf Front - $1500/mo 4 Winter - Top Floor views - Large Balcony - Beach Service - Real Joy Fun Pass
FROM: $129/NT
  • 6
  • 2
  • 2
 
Gulf Views! Real Joy Fun Pass - Beach Side Pool!
OPEN Oct 14 to 16 $602!

Waterscape 433A

FROM: $159/NT
  • 8
  • 2
  • 2.5
 
Beach Front Complex- Lovely Furnishings - Amazing Pools - $1400/mo for Winter - Real Joy Fun Pass
OPEN Sep 30 to Oct 2 $704!

Emerald Isle 302

FROM: $165/NT
  • 10
  • 3
  • 2
 
Gulf Views on Okaloosa Island * Beachside Pool * Sleeps 10 * RealJOY Fun Pass
OPEN Oct 5 to 7 $520!

Seacrest 613

FROM: $124/NT
  • 6
  • 2
  • 2
 
Gulf Views! Walk2Beach- Indoor&Outdoor Pools! Okaloosa Island- RealJOY Fun Pass
OPEN Sept 30 to Oct 2 $445! Special!

Seacrest 612

FROM: $121/NT
  • 6
  • 2
  • 2
 
Gulf & Sound Views! Walk2Beach- Indoor&Outdoor Pools! $1000/mo 4 Winter- Okaloosa Island- Fun Pass
OPEN Sept 30 to Oct 3 $789!

A Wave From It All-Heron 507

FROM: $161/NT
  • 10
  • 3
  • 2
 
New Furnishings (May 2018)- Bay Views- Lazy River- SkyBridge to Beach- $1700/MO 4 Winter
OPEN Oct 13 to 15 $441!

Island Sands 206

FROM: $110/NT
  • 5
  • 1
  • 1.5
 
Gulf Front Okaloosa * Pool * $1000/MO 4 Winter * Real Joy Fun Pass
OPEN Oct 23 to 26 $754!

Waterscape 103-B

FROM: $183/NT
  • 8
  • 2
  • 2.5
 
Gulf View- Flatscreens Throughout- $1600/mo 4 Winter- GROUND FLOOR- Real Joy Fun Pass
OPEN Oct 12 to 14 $548!

Sea Oats 302

FROM: $137/NT
  • 6
  • 2
  • 2
 
Gulf Front with Gorgeous Views! $1250/month 4 Winter! Real Joy Fun Pass
OPEN Oct 12 to 14 $754!

Sea Dunes 204

FROM: $160/NT
  • 8
  • 3
  • 3
 
$1800/mo for Winter- BeachSVC- Wraparound Balcony w/AMAZING Views *RealJoy Fun Pass
OPEN Oct 1 to 4 $715!

Sea Oats 712

FROM: $144/NT
  • 8
  • 3
  • 2
 
Partial Gulf Views- Beach Front Pool- Real Joy Fun Pass
OPEN Oct 2 to 4 $549!

Waterscape 235A

FROM: $139/NT
  • 8
  • 2
  • 2.5
 
Huge Balcony- Walk to Beach! Fantastic Furnishings-$1400/mo 4 Winter- Real Joy Fun Pass
OPEN Oct 8 to 10 $538!

Sea Oats 203

FROM: $137/NT
  • 6
  • 2
  • 2
 
Beach Front Pool! AMAZING Views- $1250/mo for Winter- Real Joy Fun Pass
OPEN Oct 27 to 30 $760!

Sea Dunes 304

FROM: $220/NT
  • 9
  • 3
  • 3
 
$1700/MO 4 Winter * Beach Front Corner Views* RealJoy Fun Pass
OPEN Oct 2 to 4 $454!

Pelican Isle 415

FROM: $109/NT
  • 6
  • 1
  • 2
 
BeachSVC- Gulf FRONT- Great Views! $1200/MO 4 Winter- Real Joy Fun Pass
OPEN Oct 13 to 15 $794!

Island Princess 200

FROM: $205/NT
  • 8
  • 3
  • 3
 
$1600/MO 4Winter! Beach Service- Gulf Front CORNER Unit- Real Joy Fun Pass
OPEN Sep 28 to 30 $460!

Emerald Isle 411

FROM: $101/NT
  • 6
  • 2
  • 2
 
$1100/MO for winter! Beachside pool! Real Joy Fun Pass - Gulf Views!
OPEN Oct 14 to 16 $591!

Waterscape 425-A

FROM: $133/NT
  • 6
  • 2
  • 2.5
 
FAB Waterscape Pools- Beachfront Complex- $1400/MO 4 Winter- Real Joy Fun Pass
OPEN Oct 4 to 6 $718!

Island Princess 710

FROM: $160/NT
  • 8
  • 3
  • 3
 
Gulf Front 7th Floor Views! Beach Services! $1600/MO 4 Winter! Real Joy Fun Pass
OPEN Oct 12 to 14 $417!

Emerald Isle 203

FROM: $90/NT
  • 4
  • 1
  • 1
 
Budget Friendly -Real Joy Fun Pass -Beach Side Pool!
OPEN Oct 13 to 15 $581!

Nautilus 1303

FROM: $132/NT
  • 6
  • 2
  • 2
 
$1300/month 4 WINTER- Gulf Front- FANTASTIC Views- RealJoy Fun Pass

Local Attractions and Information

Aug 24, 2018, 2:48 PM
RealJoy Vacations shares the top reasons their Okaloosa Island Vacation Rentals are the best place to stay when you visit the area. Read More
May 9, 2018, 7:14 PM
RealJoy lists some delicious restaurants near Okaloosa Island FL you have to visit during your beach getaway. Read More
May 4, 2018, 6:14 PM
There are so many incredible activities for everyone to enjoy in Okaloosa Island! RealJoy shares the best things to do in Okaloosa Island on your next vacation. Read More
Apr 27, 2018, 6:51 PM
RealJoy lists all the things families love about our Okaloosa Island vacation rentals including the close proximity to the beach. Read More