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Okaloosa Island Vacation Rentals

Okaloosa Island Vacation Rentals
 
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

At Destin West Beach & Bay Resort you can enjoy extreme water fun! There are several pools, including a 5000 square foot pool with a kiddie area, a 700 foot Lazy River, seasonally heated pool with waterfall, and two hot tubsRead More.
Come to Emerald Isle, where emerald waters and sugar white sands abound! The Emerald Isle vacation rental complex is situated right on the beach on gorgeous Okaloosa Island. The northern view is of the Sound, part of theRead 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 is a beachfront condominium 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 peacefulRead 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 hot tub, spacious poolside deck and lounge area-perfect for winding down after a long day on the beach or workingRead 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

Staycation - Relax Away from Crowds

Emerald Isle 302

FROM: $165/NT
  • 10
  • 3
  • 2
 
Gulf Views on Okaloosa Island * Beachside Pool * $1600/mo for Winter * Sleeps 10 * RealJOY Fun Pass
FROM: $155/NT
  • 8
  • 3
  • 3
 
Gulf Front 7th Floor Views! Beach Services! $1800/MO 4 Winter! Real Joy Fun Pass
FROM: $145/NT
  • 8
  • 3
  • 3
 
$1800/MO 4Winter! Beach Service- Gulf Front CORNER Unit- Real Joy Fun Pass
Staycation - Relax Away from Crowds!

Islander Beach Resort 6012

FROM: $150/NT
  • 8
  • 3
  • 2.5
 
BeachFRONT on Okaloosa Island - Seasonally Heated, Gulf Front Pool - $1600/mo for Winter - Fun Pass
FROM: $130/NT
  • 6
  • 2
  • 2.5
 
FAB Waterscape Pools- Beachfront Complex- $1600/MO 4 Winter- Real Joy Fun Pass
FROM: $112/NT
  • 6
  • 2
  • 2
 
$1400/month 4 WINTER- Gulf Front- FANTASTIC Views- RealJoy Fun Pass
FROM: $110/NT
  • 6
  • 2
  • 2
 
$1050/MO 4 Winter! Walk2Beach & The Boardwalk * Pool Overlooking Bay * Real Joy Fun Pass
FROM: $130/NT
  • 6
  • 2
  • 2
 
Beach Front Pool! AMAZING Views- $1400/mo for Winter- Real Joy Fun Pass
FROM: $120/NT
  • 8
  • 3
  • 2
 
Partial Gulf Views- Beach Front Pool- Real Joy Fun Pass
FROM: $87/NT
  • 4
  • 1
  • 1
 
Budget Friendly -Real Joy Fun Pass -Beach Side Pool! $1100/mo 4 Winter!
FROM: $130/NT
  • 8
  • 2
  • 2.5
 
Huge Balcony- Walk to Beach! Fantastic Furnishings-$1600/mo 4 Winter- Real Joy Fun Pass
FROM: $149/NT
  • 8
  • 3
  • 3
 
Beach Front on Okaloosa Island * $1800/mo for Winter * Updated! * RealJoy Fun Pass
NEW to our program!

Paradise Point

FROM: $115/NT
  • 6
  • 2
  • 2.5
 
Harbor Views ~ Close to beach ~ 2 Private Balconies ~ Snowbird rate for Winter ~ RealJoy FunPass
FROM: $135/NT
  • 7
  • 3
  • 2
 
Gulf Front - $1700/mo 4 Winter - Top Floor views - Large Balcony - Beach Service - Real Joy Fun Pass
FROM: $100/NT
  • 8
  • 2
  • 2
 
BeachFRONT on Okaloosa Island ~ Pool & Grills ~ $1500/mo for Winter ~
FROM: $105/NT
  • 6
  • 2
  • 2
 
Gulf & Sound Views! Walk2Beach- Indoor&Outdoor Pools! $1100/mo 4 Winter- Okaloosa Island- Fun Pass
FROM: $136/NT
  • 8
  • 3
  • 2.5
 
BeachFront - Ground Floor - Real Joy Fun Pass - $1500/MO 4 Winter
FROM: $92/NT
  • 4
  • 1
  • 1.5
 
Gulf Front Okaloosa * Pool * $1150/MO 4 Winter * Real Joy Fun Pass
FROM: $140/NT
  • 8
  • 3
  • 3
 
Gulf Views w/ Balcony - Gulf Front Pool & Hot Tub - Fitness Room & Grills - Real Joy Fun Pass
FROM: $150/NT
  • 9
  • 3
  • 3
 
$1850/MO 4 Winter * Beach Front Corner Views* RealJoy Fun Pass
FROM: $150/NT
  • 6
  • 3
  • 3
 
$1850/mo for Winter- BeachSVC- Wraparound Balcony w/AMAZING Views *RealJoy Fun Pass
FROM: $100/NT
  • 6
  • 2
  • 2
 
Gulf Views! Real Joy Fun Pass - Beach Side Pool! * $1200/mo 4 winter!
FROM: $137/NT
  • 6
  • 2
  • 2
 
Gulf Front with Gorgeous Views! $1400/month 4 Winter! Real Joy Fun Pass
FROM: $145/NT
  • 10
  • 3
  • 2
 
New Furnishings (May 2018)- Bay Views- Lazy River- SkyBridge to Beach- $1700/MO 4 Winter

Local Attractions and Information

yesterday at 2:42 PM
RealJoy Vacations shares the top things to do on Okaloosa Island that you don’t want to miss, like the popular fishing pier. Read More
Feb 28, 2020, 8:50 PM
RealJoy lists some delicious restaurants near Okaloosa Island FL you have to visit during your beach getaway. Read More
Dec 26, 2018, 5:57 AM
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
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
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