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

Dolphin Point 105B

Holiday Isle

Pilot House 518

Baytowne Wharf Pilot House

Dolphin Point 305B

Holiday Isle

Dolphin Point 404A

Holiday Isle

Inlet Reef 515

Inlet Reef Club

Grand Caribbean East 309

Grand Caribbean East

Miramar Palms #82

Miramar Palms

Beach House 203D

Beach House

Tropical Isle 215

Tropical Isle - Okaloosa Island

Inlet Reef 402

Inlet Reef Club

Miramar Palms #82

Miramar Palms

Sandpiper Cove 3202

Sandpiper Cove

Grand Caribbean East 309

Grand Caribbean East

Silver Dunes 9

Silver Dunes

Sunset Cottage 1C

Sunset Cottages - Okaloosa Island

Sea Dunes 104

Sea Dunes - Okaloosa Island

SeaCrest 411

Seacrest Condominiums

Sandprints A8

Miramar Beach

Shoreline Towers 1124

Shoreline Towers

Magnolia House 108

Destin Pointe

Sterling Shores 1016

Sterling Shores

Beach House 303B

Miramar Beach

Sterling Shores 918

Sterling Shores

Casa by the C

Miramar Beach

Sandpiper Cove 8122

Sandpiper Cove

Inlet Reef 315

Inlet Reef Club

Resting Beach Place

Frangista Beach

Hermitage 309

Hermitage By The Bay

Sandpiper Cove 9228

Sandpiper Cove

Destin on the Gulf 304

Destin on the Gulf

Silver Beach 1702E

Silver Beach Towers

Oceania 902

Oceania

SeaCrest 503

Seacrest Condominiums

SeaCrest 204

Seacrest Condominiums

SeaCrest 501A

Seacrest Condominiums

Inlet Reef 610

Inlet Reef Club

Magnolia By the Sea

Destin-Downtown

Venus 117

Venus Condominiums

Sea Oats 606

Sea Oats - Okaloosa Island

Sandpiper Cove 9232

Sandpiper Cove

Inlet Reef 618

Inlet Reef Club

Sandpiper Cove 8208

Sandpiper Cove

Sandpiper Cove 4133

Sandpiper Cove

Sandpiper Cove 8204

Sandpiper Cove

Dolphin Point 203C

Holiday Isle

Sandpiper Cove 4117

Sandpiper Cove

Sandpiper Cove 1082

Sandpiper Cove

Sandpiper Cove 1030

Sandpiper Cove

Destin on the Gulf 501

Destin on the Gulf

Destin on the Gulf 603

Destin on the Gulf

SeaCrest 206

Seacrest Condominiums

Inlet Reef 619

Inlet Reef Club

SeaCrest 710

Seacrest Condominiums

Surf Dweller 610

Surf Dweller - Okaloosa Island

Sea Palm 1D

Holiday Isle

Sandpiper Cove 2058

Sandpiper Cove

Sandpiper Cove 1001

Sandpiper Cove

SeaCrest 513

Seacrest Condominiums

SeaCrest 201A

Seacrest Condominiums

SeaCrest 201AB

Seacrest Condominiums

SeaCrest 201B

Seacrest Condominiums

SeaCrest 210

Seacrest Condominiums

SeaCrest 211

Seacrest Condominiums

SeaCrest 301A

Seacrest Condominiums

SeaCrest 301AB

Seacrest Condominiums

SeaCrest 301B

Seacrest Condominiums

SeaCrest 304

Seacrest Condominiums

SeaCrest 305

Seacrest Condominiums

SeaCrest 308

Seacrest Condominiums

SeaCrest 314

Seacrest Condominiums

SeaCrest 402

Seacrest Condominiums

SeaCrest 405

Seacrest Condominiums

SeaCrest 407

Seacrest Condominiums

SeaCrest 413

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 514

Seacrest Condominiums

SeaCrest 603

Seacrest Condominiums

SeaCrest 604

Seacrest Condominiums

SeaCrest 605

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 715A

Seacrest Condominiums

SeaCrest 715AB

Seacrest Condominiums

SeaCrest 715B

Seacrest Condominiums

Venus 102

Venus Condominiums

Venus 112

Venus Condominiums

Venus 201

Venus Condominiums

Venus 202

Venus Condominiums

Venus 208

Venus Condominiums

Venus 219

Venus Condominiums

Venus 306

Venus Condominiums

Waterview Towers 532

Waterview Towers

Magnolia House 407

Destin Pointe

Sandpiper Cove 2021

Sandpiper Cove

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

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 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 9107

Sandpiper Cove

Sandpiper Cove 8245

Sandpiper Cove

Sandpiper Cove 8236

Sandpiper Cove

Sandpiper Cove 8229

Sandpiper Cove

Sandpiper Cove 8147

Sandpiper Cove

Sandpiper Cove 8113

Sandpiper Cove

Sandpiper Cove 8112

Sandpiper Cove

Venus 309

Venus Condominiums

Sandpiper Cove 7201

Sandpiper Cove

Sandpiper Cove 4216

Sandpiper Cove

Inlet Reef 105

Inlet Reef Club

Sandpiper Cove 3104

Sandpiper Cove

Sandpiper Cove 2138

Sandpiper Cove

Sandpiper Cove 2136

Sandpiper Cove

Sandpiper Cove 2133

Sandpiper Cove

Sandpiper Cove 2119

Sandpiper Cove

Sandpiper Cove 2042

Sandpiper Cove

Sandpiper Cove 2041

Sandpiper Cove

Sandpiper Cove 1157

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 1053

Sandpiper Cove

Sandpiper Cove 1034

Sandpiper Cove

Sandpiper Cove 0012

Sandpiper Cove

Poolside Villas 101

Poolside Villas

Pelican Beach 1811

Pelican Beach Resort

Oceania 906

Oceania

SeaCrest 704

Seacrest Condominiums

Oceania 705

Oceania

Oceania 703

Oceania

Oceania 607

Oceania

Oceania 506

Oceania

Oceania 407

Oceania

Oceania 405

Oceania

Oceania 307

Oceania

Oceania 207

Oceania

Paradise Pointe

Destin Pointe

Oceania 204

Oceania

Oceania 201

Oceania

Oceania 106

Oceania

Magnolia House 606

Destin Pointe

Sandpiper Cove 3203

Sandpiper Cove

Magnolia House 501

Destin Pointe

Magnolia House 309

Destin Pointe

Magnolia House 305

Destin Pointe

Magnolia House 112

Destin Pointe

Magnolia House 103

Destin Pointe

LaContenta

Vacation Rentals

Joe's Dream

Destin Pointe

Sandpiper Cove 2013

Sandpiper Cove

Sandpiper Cove 8132

Sandpiper Cove

Shoreline Towers 2106

Shoreline Towers

Sandpiper Cove 8226

Sandpiper Cove

Inlet Reef 617

Inlet Reef Club

Inlet Reef 616

Inlet Reef Club

Dolphin Point 601C

Holiday Isle

Inlet Reef 606

Inlet Reef Club

Inlet Reef 605

Inlet Reef Club

Inlet Reef 603

Inlet Reef Club

Inlet Reef 602

Inlet Reef Club

Inlet Reef 516

Inlet Reef Club

Inlet Reef 510

Inlet Reef Club

Inlet Reef 503

Inlet Reef Club

Inlet Reef 502

Inlet Reef Club

Inlet Reef 412

Inlet Reef Club

Inlet Reef 411

Inlet Reef Club

Inlet Reef 408

Inlet Reef Club

Inlet Reef 406

Inlet Reef Club

Inlet Reef 405

Inlet Reef Club

Inlet Reef 403

Inlet Reef Club

Inlet Reef 316

Inlet Reef Club

Inlet Reef 314

Inlet Reef Club

Inlet Reef 312

Inlet Reef Club

Inlet Reef 310

Inlet Reef Club

Oceania 404

Oceania

Inlet Reef 308

Inlet Reef Club

Inlet Reef 306

Inlet Reef Club

Inlet Reef 305

Inlet Reef Club

Inlet Reef 303

Inlet Reef Club

Inlet Reef 217

Inlet Reef Club

Inlet Reef 518

Inlet Reef Club

Dolphin Point 303A

Dolphin Point

Inlet Reef 213

Inlet Reef Club

Inlet Reef 301

Inlet Reef Club

Inlet Reef 210

Inlet Reef Club

Inlet Reef 209

Inlet Reef Club

Inlet Reef 206

Inlet Reef Club

Inlet Reef 205

Inlet Reef Club

Inlet Reef 204

Inlet Reef Club

Inlet Reef 402

Inlet Reef Club

Inlet Reef 109

Inlet Reef Club

Inlet Reef 102

Inlet Reef Club

Silver Beach 506W

Silver Beach Towers

Holiday Surf & Racquet 614

Holiday Surf/Racquet Club

Holiday Surf & Racquet 402

Holiday Surf/Racquet Club

Silver Beach 1905E

Silver Beach Towers

Dolphin Point 202C

Dolphin Point

East Pass Towers 305

East Pass Towers

East Pass Towers 304

East Pass Towers

Venus 104

Venus Condominiums

Dolphin Point 701A

Dolphin Point

Dolphin Point 306C

Dolphin Point

Dolphin Point 202A

Dolphin Point

Dolphin Point 104B

Dolphin Point

Dolphin Point 103B

Dolphin Point

Destin Towers 61

Destin Towers

Waterview Towers 604

Waterview Towers

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

Oceania 503

Oceania

Inlet Reef 307

Inlet Reef Club