Privately Owned Vacation Rental Properties

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Holiday Isle

800-837-5102

Meet & Contact Holiday Isle

Holiday Isle Properties has been a premiere gateway to Destin for the past 33 years by surpassing visitors' expectations during their stay. In a business where returning guests reign supreme, we take pride in our impeccable customer service, our small-business atmosphere, and our ability to offer the best prices around.

Holiday Isle Properties offers a distinct array of vacation homes, condominiums, townhomes, and more. We have everything from one bedroom condos to six bedroom beach homes, as well as properties to accommodate all your boating needs.

So give us a try. We are confident you will never book with another rental company again!

My Listings

Surf Dweller 610

Surf Dweller - Okaloosa Island

SeaCrest 309

Seacrest Condominiums

Sea Palm 1D

Holiday Isle

Sandpiper Cove 2058

Holiday Isle

Sandpiper Cove 2013

Holiday Isle

Sandpiper Cove 1001

Holiday Isle

Dolphin Point 601C

Holiday Isle

Coastal Cove

Holiday Isle

SeaCrest 513

Seacrest Condominiums

SeaCrest 201A

Seacrest Condominiums

SeaCrest 201AB

Seacrest Condominiums

SeaCrest 201B

Seacrest Condominiums

SeaCrest 202

Seacrest Condominiums

SeaCrest 210

Seacrest Condominiums

SeaCrest 211

Seacrest Condominiums

SeaCrest 301A

Seacrest Condominiums

SeaCrest 301AB

Seacrest Condominiums

SeaCrest 301B

Seacrest Condominiums

SeaCrest 302

Seacrest Condominiums

SeaCrest 304

Seacrest Condominiums

SeaCrest 305

Seacrest Condominiums

SeaCrest 308

Seacrest Condominiums

SeaCrest 314

Seacrest Condominiums

SeaCrest 401A

Seacrest Condominiums

SeaCrest 401AB

Seacrest Condominiums

SeaCrest 401B

Seacrest Condominiums

SeaCrest 402

Seacrest Condominiums

SeaCrest 405

Seacrest Condominiums

SeaCrest 407

Seacrest Condominiums

SeaCrest 413

Seacrest Condominiums

SeaCrest 501A

Seacrest Condominiums

SeaCrest 501AB

Seacrest Condominiums

SeaCrest 501B

Seacrest Condominiums

SeaCrest 502

Seacrest Condominiums

SeaCrest 504

Seacrest Condominiums

SeaCrest 509

Seacrest Condominiums

SeaCrest 511

Seacrest Condominiums

SeaCrest 512

Seacrest Condominiums

SeaCrest 514

Seacrest Condominiums

SeaCrest 603

Seacrest Condominiums

SeaCrest 604

Seacrest Condominiums

SeaCrest 605

Seacrest Condominiums

SeaCrest 610

Seacrest Condominiums

SeaCrest 615A

Seacrest Condominiums

SeaCrest 615AB

Seacrest Condominiums

SeaCrest 615B

Seacrest Condominiums

SeaCrest 701A

Seacrest Condominiums

SeaCrest 701AB

Seacrest Condominiums

SeaCrest 701B

Seacrest Condominiums

SeaCrest 702

Seacrest Condominiums

SeaCrest 703

Seacrest Condominiums

SeaCrest 705

Seacrest Condominiums

SeaCrest 706

Seacrest Condominiums

SeaCrest 707

Seacrest Condominiums

SeaCrest 708

Seacrest Condominiums

SeaCrest 711

Seacrest Condominiums

SeaCrest 712

Seacrest Condominiums

SeaCrest 714

Seacrest Condominiums

SeaCrest 715A

Seacrest Condominiums

SeaCrest 715AB

Seacrest Condominiums

SeaCrest 715B

Seacrest Condominiums

Venus 101

Venus Condominiums

Venus 102

Venus Condominiums

Venus 103

Venus Condominiums

Venus 104

Venus Condominiums

Venus 106

Venus Condominiums

Venus 108

Venus Condominiums

Venus 111

Venus Condominiums

Venus 112

Venus Condominiums

Venus 115

Venus Condominiums

Venus 120

Venus Condominiums

Venus 201

Venus Condominiums

Venus 202

Venus Condominiums

Venus 205

Venus Condominiums

Venus 206

Venus Condominiums

Venus 208

Venus Condominiums

Venus 209

Venus Condominiums

Venus 215

Venus Condominiums

Venus 218

Venus Condominiums

Venus 219

Venus Condominiums

Sandpiper Cove 8231

Sandpiper Cove

Oceania 408

Oceania

Magnolia House 407

Destin Pointe

Harbor Landing 201A

Harbor Landing

Sandpiper Cove 2055

Sandpiper Cove

Inlet Reef 517

Holiday Isle

Sandpiper Cove 2021

Sandpiper Cove

The Other Castle

Destin-Downtown

The Castle

Other Destin Area Properties

Sugar Shack

Destin Pointe

Stella Maris

Destin Pointe

South Bay by the Gulf 097

South Bay by the Gulf

South Bay by the Gulf 062

South Bay by the Gulf

South Bay By the Gulf 043

South Bay by the Gulf

Shoreline Towers 2074

Shoreline Towers

Shoreline Towers 2073

Shoreline Towers

Shoreline Towers 1084

Shoreline Towers

Shoreline Towers 1063

Shoreline Towers

Shoreline Towers 1052

Shoreline Towers

Shoreline Towers 1023

Shoreline Towers

Shoreline Garden 21

Holiday Isle

SeaBreeze

Destin Pointe

Sandpiper Cove 9230

Sandpiper Cove

Sandpiper Cove 9226

Sandpiper Cove

Sandpiper Cove 9214

Sandpiper Cove

Sandpiper Cove 9210

Sandpiper Cove

Sandpiper Cove 9207

Sandpiper Cove

Sandpiper Cove 9206

Sandpiper Cove

Sandpiper Cove 9203

Sandpiper Cove

Sandpiper Cove 9133

Sandpiper Cove

Sandpiper Cove 9125

Sandpiper Cove

Sandpiper Cove 9124

Sandpiper Cove

Sandpiper Cove 9122

Sandpiper Cove

Sandpiper Cove 9111

Sandpiper Cove

Sandpiper Cove 9107

Sandpiper Cove

Sandpiper Cove 8246

Sandpiper Cove

Sandpiper Cove 8245

Sandpiper Cove

Sandpiper Cove 8236

Sandpiper Cove

Sandpiper Cove 8229

Sandpiper Cove

Sandpiper Cove 8223

Sandpiper Cove

Sandpiper Cove 8209

Sandpiper Cove

Sandpiper Cove 8208

Sandpiper Cove

Sandpiper Cove 9136

Sandpiper Cove

Sandpiper Cove 8147

Sandpiper Cove

Sandpiper Cove 8140

Sandpiper Cove

Venus 308

Venus Condominiums

Sandpiper Cove 8121

Sandpiper Cove

Sandpiper Cove 8114

Sandpiper Cove

Sandpiper Cove 8113

Sandpiper Cove

Sandpiper Cove 8112

Sandpiper Cove

Venus 309

Venus Condominiums

Sandpiper Cove 7201

Sandpiper Cove

Sandpiper Cove 6100

Sandpiper Cove

Sandpiper Cove 4216

Sandpiper Cove

Sandpiper Cove 4117

Sandpiper Cove

Sandpiper Cove 4102

Sandpiper Cove

Sandpiper Cove 3209

Sandpiper Cove

Venus 311

Venus Condominiums

Sandpiper Cove 3104

Sandpiper Cove

Sandpiper Cove 2142

Sandpiper Cove

Sandpiper Cove 2138

Sandpiper Cove

Sandpiper Cove 2136

Sandpiper Cove

Sandpiper Cove 2133

Sandpiper Cove

Venus 312

Venus Condominiums

Sandpiper Cove 2130

Sandpiper Cove

Sandpiper Cove 2129

Sandpiper Cove

Sandpiper Cove 2119

Sandpiper Cove

Sandpiper Cove 2096

Sandpiper Cove

Venus 314

Venus Condominiums

Sandpiper Cove 2079

Sandpiper Cove

Sandpiper Cove 2042

Sandpiper Cove

Sandpiper Cove 2041

Sandpiper Cove

Sandpiper Cove 2037

Sandpiper Cove

Sandpiper Cove 2031

Sandpiper Cove

Sandpiper Cove 1157

Sandpiper Cove

Sandpiper Cove 1152

Sandpiper Cove

Sandpiper Cove 1142

Sandpiper Cove

South Bay by the Gulf 055

Southbay by the Gulf

Sandpiper Cove 1129

Sandpiper Cove

Sandpiper Cove 1125

Sandpiper Cove

Sandpiper Cove 1119

Sandpiper Cove

Sandpiper Cove 1115

Sandpiper Cove

Sandpiper Cove 1082

Sandpiper Cove

Sandpiper Cove 1074

Sandpiper Cove

Sandpiper Cove 1064

Sandpiper Cove

Sandpiper Cove 1053

Sandpiper Cove

Sandpiper Cove 1046

Sandpiper Cove

Sandpiper Cove 1034

Sandpiper Cove

Sandpiper Cove 1030

Sandpiper Cove

Sandpiper Cove 0042

Sandpiper Cove

Sandpiper Cove 0012

Sandpiper Cove

Poolside Villas 101

Poolside Villas

Pelican Beach 2011

Pelican Beach Resort

Pelican Beach 1811

Pelican Beach Resort

Sandpiper Cove 9141

Sandpiper Cove

Oceania 907

Oceania

Oceania 906

Oceania

Oceania 802

Oceania

Oceania 705

Oceania

Oceania 703

Oceania

Oceania 608

Oceania

Oceania 607

Oceania

Oceania 603

Oceania

Oceania 506

Oceania

Sandpiper Cove 2020

Sandpiper Cove

Oceania 407

Oceania

Oceania 405

Oceania

Oceania 307

Oceania

Oceania 207

Oceania

Oceania 204

Oceania

Oceania 202

Oceania

Oceania 201

Oceania

Oceania 106

Oceania

Nautilus

Destin Pointe

Magnolia House 608

Destin Pointe

Magnolia House 606

Destin Pointe

Magnolia House 602

Destin Pointe

Magnolia House 501

Destin Pointe

Magnolia House 309

Destin Pointe

Magnolia House 306

Destin Pointe

Magnolia House 305

Destin Pointe

Magnolia House 301

Destin Pointe

Magnolia House 112

Destin Pointe

Magnolia House 103

Destin Pointe

LaContenta

Other Destin Area Properties

Joe's Dream

Destin Pointe

Sandpiper Cove 2013

Sandpiper Cove

Sandpiper Cove 7200

Sandpiper Cove

Sandpiper Cove 1004

Sandpiper Cove

Sandpiper Cove 8132

Islander Condominium

Shoreline Towers 2106

Shoreline Towers

Sandpiper Cove 8226

Sandpiper Cove

Inlet Reef 617

Holiday Isle

Inlet Reef 616

Holiday Isle

Dolphin Point 601C

Holiday Isle

Inlet Reef 610

Holiday Isle

Inlet Reef 606

Holiday Isle

Inlet Reef 605

Holiday Isle

Inlet Reef 603

Holiday Isle

Inlet Reef 602

Holiday Isle

Inlet Reef 516

Holiday Isle

Inlet Reef 510

Holiday Isle

Inlet Reef 507

Holiday Isle

Inlet Reef 503

Holiday Isle

Inlet Reef 502

Holiday Isle

Sterling Sands 610

Sterling Sands

Inlet Reef 412

Holiday Isle

Inlet Reef 411

Holiday Isle

Inlet Reef 408

Holiday Isle

Inlet Reef 406

Holiday Isle

Inlet Reef 405

Holiday Isle

Inlet Reef 403

Holiday Isle

Paradise Pointe

Destin Pointe

Inlet Reef 319

Holiday Isle

Inlet Reef 318

Holiday Isle

Inlet Reef 316

Holiday Isle

Inlet Reef 314

Holiday Isle

Inlet Reef 313

Holiday Isle

Inlet Reef 312

Holiday Isle

Inlet Reef 310

Holiday Isle

Destin Towers 63

Destin Towers

Inlet Reef 308

Holiday Isle

Inlet Reef 306

Holiday Isle

Inlet Reef 305

Holiday Isle

Inlet Reef 304

Holiday Isle

Inlet Reef 303

Holiday Isle

Inlet Reef 217

Holiday Isle

Inlet Reef 216

Holiday Isle

Inlet Reef 518

Holiday Isle

Dolphin Point 303A

Dolphin Point

Inlet Reef 213

Holiday Isle

Inlet Reef 212

Holiday Isle

Inlet Reef 301

Holiday Isle

Inlet Reef 210

Holiday Isle

Inlet Reef 209

Holiday Isle

Inlet Reef 208

Holiday Isle

Inlet Reef 206

Holiday Isle

Inlet Reef 205

Holiday Isle

Inlet Reef 204

Holiday Isle

Inlet Reef 402

Holiday Isle

Inlet Reef 111

Holiday Isle

Inlet Reef 109

Holiday Isle

Inlet Reef 106

Holiday Isle

Inlet Reef 102

Holiday Isle

Silver Beach 506W

The Islander

Holiday Surf & Racquet 614

Holiday Surf/Racquet Club

Holiday Surf & Racquet 402

Holiday Surf/Racquet Club

Silver Beach 1905E

The Islander

Sandpiper Cove 1146

Sandpiper Cove

Harbor Landing 902B

Harbor Landing

Harbor Landing 704A

Harbor Landing

Harbor Landing 601B

Harbor Landing

Harbor Landing 502A

Harbor Landing

Dolphin Point 202C

Dolphin Point

Venus 214

Venus Condominiums

Harbor Landing 101A

Harbor Landing

East Pass Towers 306

East Pass Towers

East Pass Towers 305

East Pass Towers

East Pass Towers 304

East Pass Towers

East Pass Towers 107

East Pass Towers

Dolphin Point 701A

Dolphin Point

Dolphin Point 601B

Dolphin Point

Dolphin Point 306C

Dolphin Point

Dolphin Point 303C

Dolphin Point

Dolphin Point 205A

Dolphin Point

Dolphin Point 202A

Dolphin Point

Dolphin Point 105C

Dolphin Point

Dolphin Point 104B

Dolphin Point

Dolphin Point 103B

Dolphin Point

Destin Towers 61

Destin Towers

Destin Towers 21

Destin Towers

Waterview Towers 604

Waterview Towers

Sandpiper Cove 8202

Sandpiper Cove

Destin on the Gulf 505

Destin on the Gulf

Destin on the Gulf 407

Destin on the Gulf

Destin on the Gulf 406

Destin on the Gulf

Destin Dolphin

Destin Pointe

Oceania 503

Oceania

Captain Jax

Other Destin Area Properties

Inlet Reef 307

Holiday Isle