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Vacation rentals in Okaloosa Island, Florida, United States

Spacious living room with all new furniture and 75" Samsung TV

Living room with beautiful ocean view

Master bedroom with a King bed

Master room with a king bed

Master room with beautiful ocean view

Waterscape/View/Free BCH SVC/Lazy River/2Kings

3 bedrooms·2½ baths

Okaloosa Island • Florida

4.93(120 reviews)

1.185,37 $ USD gesamt für 4 Nächte

23.–27. Okt. 2026

Florida - Waterscape B301

Florida - Waterscape B301

Florida - Waterscape B301

Florida - Waterscape B301

Florida - Waterscape B301

Florida - Waterscape B301

3 bedrooms·3 baths

Okaloosa Island • Florida

2.288,25 $ USD gesamt für 4 Nächte

25.–29. Sept. 2026

Pools near the beach

Children's play area

Waterscape A115

2 bedrooms·2½ baths

Fort Walton Beach • Florida

1.067,11 $ USD gesamt für 3 Nächte

25.–28. Sept. 2026

Sunshine Oasis

2 bedrooms·2 baths

Okaloosa Island • Florida

600,00 $ USD gesamt für 3 Nächte

25.–28. Sept. 2026

Experience the Emerald Coast in style at Azure Gulf Getaway — where breathtaking sunsets, spacious luxury, and beachfront views come together for the perfect escape. 🌅

Twilight at the beachfront pool—where sunset skies meet warm water, palm-lined views, and evenings that feel like vacation should.

From the fountain to the palm trees, the whole property feels like a warm invitation to slow down and enjoy the coast.

Unwind in a bright, comfortable space where the soundtrack is gentle waves and the backdrop is pure emerald water.

Unwind in a bright, comfortable space where the soundtrack is gentle waves and the backdrop is pure emerald water.

Azure Gulf Getaway

4 bedrooms·3 baths

Fort Walton Beach • Florida

5(2 reviews)

2.470,09 $ USD gesamt für 7 Nächte

17.–24. Okt. 2026

Open Concept Great Room

Soundside Loft Sunset

2 Inflatable Paddle Board

Sunset at Soundside Lofts

Tropical Paradise

Chic Coastal Retreat/Minutes to Beach/Dog Friendly

4 bedrooms·2½ baths

Okaloosa Island • Florida

5(54 reviews)

1.618,00 $ USD gesamt für 3 Nächte

25.–28. Sept. 2026

See the gulf of Mexico on the balcony

[gulfside] 5000 sq-ft pool

new patio furniture

new patio furniture

[gulfside] 5000 sq-ft pool

DestinWest Resort Kid-friendly/oceanview/Lazyriver

2 bedrooms·2 baths

Okaloosa Island • Florida

4.94(51 reviews)

1.327,75 $ USD gesamt für 4 Nächte

27. Sept. – 1. Okt. 2026

2BR King Suite- 2 Miles to Beach- Family Friendly

2BR King Suite- 2 Miles to Beach- Family Friendly

2BR King Suite- 2 Miles to Beach- Family Friendly

2BR King Suite- 2 Miles to Beach- Family Friendly

2BR King Suite- 2 Miles to Beach- Family Friendly

2BR King Suite- 2 Miles to Beach- Family Friendly

2 bedrooms·2½ baths

Fort Walton Beach • Florida

5(14 reviews)

584,00 $ USD gesamt für 3 Nächte

26.–29. Sept. 2026

"A Shore Thing" Beachfront Condo

Living Room with Breathtaking Views Relax in this stylish living area, featuring plush seating, coastal decor, and a large flat-screen TV. The sliding glass doors lead to your private balcony,

Living Room with Breathtaking Views Relax in this stylish living area, featuring plush seating, coastal decor, and a large flat-screen TV. The sliding glass doors lead to your private balcony,

Living Room with Breathtaking Views Relax in this stylish living area, featuring plush seating, coastal decor, and a large flat-screen TV. The sliding glass doors lead to your private balcony,

Living Room with Breathtaking Views Relax in this stylish living area, featuring plush seating, coastal decor, and a large flat-screen TV. The sliding glass doors lead to your private balcony,

"A Shore Thing" Beachfront Condo

2 bedrooms·2 baths

Fort Walton Beach • Florida

5(10 reviews)

$125 – $845/ Nacht(zzgl. Gebühren & Steuern)

"After Dune Delight" Beachfront Condo

🛋️ "Relax in Style. The living area features two comfortable leather couches, a recliner, and a large smart TV—perfect for movie nights, cozy conversations, or simply unwinding after a day at

🛋️ "Relax in Style. The living area features two comfortable leather couches, a recliner, and a large smart TV—perfect for movie nights, cozy conversations, or simply unwinding after a day at

🛋️ "Relax in Style. The living area features two comfortable leather couches, a recliner, and a large smart TV—perfect for movie nights, cozy conversations, or simply unwinding after a day at

🛋️ "Relax in Style. The living area features two comfortable leather couches, a recliner, and a large smart TV—perfect for movie nights, cozy conversations, or simply unwinding after a day at

"After Dune Delight" Beachfront Condo

2 bedrooms·2 baths

Fort Walton Beach • Florida

5(18 reviews)

1.064,29 $ USD gesamt für 5 Nächte

26.–31. Okt. 2026

Stars & Sea•Overlooking Pool & Sound•Sleeps 4 image 1

Stars & Sea•Overlooking Pool & Sound•Sleeps 4 image 2

Stars & Sea•Overlooking Pool & Sound•Sleeps 4 image 3

Stars & Sea•Overlooking Pool & Sound•Sleeps 4 image 5

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

1 bedroom·1 bath

Fort Walton Beach • Florida

4.96(113 reviews)

540,00 $ USD gesamt für 3 Nächte

25.–28. Sept. 2026

Sunset at Pelican Isle

Beach View from the Balcony

Another Excellent View from the Balcony

Living Room with a Recliner, Swivel Chair, and a Sofa Sleeper

Pelican Isle - Breathtaking View

1 bedroom·1 bath

Okaloosa Island • Florida

4.82(50 reviews)

1.031,63 $ USD gesamt für 3 Nächte

3.–6. Okt. 2026

Waterfront Paradise•2.5 Miles from Beach•Boat Slip image 1

Waterfront Paradise•2.5 Miles from Beach•Boat Slip image 2

Private balcony overlooking Santa Rosa sound. Perfect spot for morning coffee or a sunset cocktail

Waterfront Paradise•2.5 Miles from Beach•Boat Slip image 4

Waterfront Paradise•2.5 Miles from Beach•Boat Slip image 5

Waterfront Paradise•2.5 Miles from Beach•Boat Slip

1 bedroom·1 bath

Fort Walton Beach • Florida

4.88(172 reviews)

621,00 $ USD gesamt für 3 Nächte

27.–30. Sept. 2026

Two recliners, smart tv, and 2 sofa beds

Gulfside Getaway• Steps to the Beach + Pool

Gulfside Getaway• Steps to the Beach + Pool

Gulfside Getaway• Steps to the Beach + Pool image 5

Gulfside Getaway• Steps to the Beach + Pool

Gulfside Getaway• Steps to the Beach + Pool

1 bedroom·1 bath

Fort Walton Beach • Florida

4.9(21 reviews)

777,75 $ USD gesamt für 3 Nächte

25.–28. Sept. 2026

Gorgeous, freshly painted house with lots of parking. Grass seed has recently been spread and the yard will continue to improve.

Check-in is simple with our keyless entry system!

Cozy sitting space on the front porch. There are extra stools in the garage that may be used outdoors as well.

Cozy backyard hangout with grill and chimeneo

Cozy backyard hangout with grill and chimeneo

The Mint

3 bedrooms·1 bath

Fort Walton Beach • Florida

4.83(18 reviews)

1.339,05 $ USD gesamt für 5 Nächte

25.–30. Sept. 2026

Coastal living room with balcony seating, views, and a big smart TV

Coastal family room with balcony and palm views near the beach.

Bright coastal living room with dining space and private balcony access

White sand escape: complimentary wagon, chairs, umbrella, cooler and toys!

Beach-ready closet with beach wagon, chairs, towels, toys, umbrella, and cooler.

Sunset Balcony + 2 King Suites + Beach Gear

2 bedrooms·2 baths

Fort Walton Beach • Florida

5(10 reviews)

893,86 $ USD gesamt für 3 Nächte

27.–30. Sept. 2026

Florida Beach House /2 king beds/ Dogs/Fenced yard

Florida Beach House /2 king beds/ Dogs/Fenced yard

Florida Beach House /2 king beds/ Dogs/Fenced yard

Florida Beach House /2 king beds/ Dogs/Fenced yard

Florida Beach House /2 king beds/ Dogs/Fenced yard

Florida Beach House /2 king beds/ Dogs/Fenced yard

3 bedrooms·2 baths

Mary Esther • Florida

5(11 reviews)

1.085,00 $ USD gesamt für 3 Nächte

28. Sept. – 1. Okt. 2026

Sleek chef’s kitchen with big island, seating for five, SS appliances.

Sleek entry hall with wood floors, crown molding, and open flow to living.

Bright coastal foyer with smart lock, bench seating, and console.

Bright open-plan kitchen with island, stainless appliances, cozy lounge

Sleek chef’s kitchen with long granite island, seating for five and coffee bar.

Seaside Serenity • Pet-Friendly Near Destin

4 bedrooms·2½ baths

Fort Walton Beach • Florida

1.035,21 $ USD gesamt für 3 Nächte

25.–28. Sept. 2026

A great place to wrap up a day in the pool or a day at the beach. Festival lights and a castle mount wall define our propane fire pit area. Folding Adirondack chairs for (8). Stars and sunsets are free of charge.

Offshore Social - celebrating moments together with family and friends. Feel free to ask any questions at all. We love to chat with our guests.

New to the Destin/Fort Walton Beach Social Scene - Offshore Social. The living space features an Article Lounge Sofa, (2) accent chairs behind the sofa to serve as a sitting area and (2) more accent chairs between the sofa and the TV. Great for 8!

Guest Bunkie - (4) twin sized memory foam mattress with premium bedding, duvets/covers. 4 space cubby for personal items. Dimmable light overhead. Closet contains extra blankets, hangers, luggage stands, robes etc.

Our new patio area, just beyond, features ample room for dancing, dining, game play, gathering around our fire table. ***We hope to add an outdoor movie experience soon. Let us know what you think? pelican_and_palm on IG. Love YA!

Private Pool & Backyard Oasis

3 bedrooms·2 baths

Fort Walton Beach • Florida

1.056,30 $ USD gesamt für 3 Nächte

25.–28. Sept. 2026

Very Neat Home in quiet setting

Great for Families - Bring Your Boat image 3

Living Room has 4 recliners, 2 stand alone and 2 on ends of couch

Great for Families - Bring Your Boat image 5

Great for Families - Bring Your Boat

3 bedrooms·2 baths

Mary Esther • Florida

5(89 reviews)

759,36 $ USD gesamt für 3 Nächte

27.–30. Sept. 2026

Secluded Slice of Paradise: The Sonder Suite 🌴🌺 image 1

Secluded Slice of Paradise: The Sonder Suite 🌴🌺 image 2

Secluded Slice of Paradise: The Sonder Suite 🌴🌺 image 3

Secluded Slice of Paradise: The Sonder Suite 🌴🌺 image 4

Secluded Slice of Paradise: The Sonder Suite 🌴🌺 image 5

Secluded Slice of Paradise: The Sonder Suite 🌴🌺

1 bedroom·1 bath

Mary Esther • Florida

5(100 reviews)

738,28 $ USD gesamt für 3 Nächte

25.–28. Sept. 2026

Jetty East | Sleeps 4 | Paradise Palms | Pool | Private Beach

Jetty East | Sleeps 4 | Paradise Palms | Pool | Private Beach

Jetty East | Sleeps 4 | Paradise Palms | Pool | Private Beach

Jetty East | Sleeps 4 | Paradise Palms | Pool | Private Beach

Jetty East | Sleeps 4 | Paradise Palms | Pool | Private Beach

Jetty East | Sleeps 4 | Paradise Palms | Pool | Private Beach

1 bedroom·1 bath

Destin • Florida

1.588,02 $ USD gesamt für 5 Nächte

8.–13. März 2027

3 Beaches + 2 Free Bikes - Stay at Always Salty! image 1

Open-concept dining and living areas flow seamlessly to the balcony for effortless indoor-outdoor living.

Wake up to natural light and enjoy a mounted smart TV for laid-back evenings.

3 Beaches + 2 Free Bikes - Stay at Always Salty! image 4

Fully Equipped Kitchen with Additional Seating. Coffee, tea, creamer, sugar - all provided!

3 Beaches + 2 Free Bikes - Stay at Always Salty!

1 bedroom·1 bath

Destin • Florida

5(29 reviews)

1.251,06 $ USD gesamt für 3 Nächte

5.–8. Okt. 2026

Destin Beach house near Crab Island. Private pool. image 1

Destin Beach house near Crab Island. Private pool. image 3

Destin Beach house near Crab Island. Private pool. image 2

Destin Beach house near Crab Island. Private pool. image 4

Destin Beach house near Crab Island. Private pool. image 5

Destin Beach house near Crab Island. Private pool.

4 bedrooms·3 baths

Destin • Florida

2.445,00 $ USD gesamt für 4 Nächte

25.–29. Sept. 2026