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Vacation Rentals in the Gulf Coast of South Florida

SOUTH GULF COAST

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SOUTH GULF COAST

Regions in South Gulf Coast

Anna Maria Island 805

Cape Haze Peninsula 30

Captiva and Sanibel Lee Island Coast 1

Fort Myers Area 166

Paradise Coast Collier County Area 437

Pine Island 1

Sarasota Area 568

Tampa Bay Pinellas County Area 309

South Gulf Coast Destinations

Anna Maria 219

Belleair Beach 3

Bokeelia 1

Bonita Springs 17

Bradenton 102

Bradenton Beach 162

Cape Coral 144

Cape Haze 1

Clearwater 12

Clearwater Beach 9

Cortez 7

Dunedin 1

Englewood 1

Estero 2

Fort Myers 6

Fort Myers Beach 1

Holmes Beach 316

Horseshoe Beach 8

Indian Rocks Beach 19

Indian Shores 60

Isla Del Sol 66

Johns Pass 7

Lely 6

Longboat Key 3

Madeira Beach 23

Marco Island 204

Naples 227

Naples Park 4

Nokomis 1

North Captiva Island 1

North Naples 37

North Redington Beach 71

Osprey 1

Palm Island | Don Pedro Island 1

Palmetto 1

Perico Island 3

Placida 1

Port Charlotte 7

Redington Beach 2

Redington Shores 17

Rotonda West 20

Saint Petersburg 4

Sand Key 1

Sarasota 48

Seminole 6

Siesta Key 522

St. Pete Beach 39

Sunset Beach 6

Tampa 17

Tierra Verde 2

Tigertail Beach 19

Treasure Island 13

Vanderbilt Beach 47

Venice 1

Florida Destinations

Central East Coast 248

Emerald Coast & Destin Area 1,464

Florida Keys 481

Forgotten Coast 355

Fort Zachary State Park Beach 1

Frangsita Beach 1

Jacksonville Area 138

Matlacha 1

Orlando Area 93

Saint Petersburg 8

South Gulf Coast 2,325

Southeast Coast 44

Vacation Rentals in the Gulf Coast of South Florida

Vacation Rentals in South Gulf Coast

Displaying 913-960 of 2,325 Rentals

3-web-or-mls-6083 Bahia Del Mar Cir #358-8.jpg

Condo in Isla Del Sol Florida

Absolute Coastal Elegance on the Bay | Gorgeous Bahia…

Sandy Beach Vacation Rentals

2 Beds

2 Full Baths

Sleeps 4

Jamaica Royale 702 by Tropical Sands Accommodations

From $280/night

Condo in Siesta Key Florida

Jamaica Royale 702

Tropical Sands Accommodations

2 Beds

2 Full Baths

Sleeps 6

From $125/night

Condo in Siesta Key Florida

Harbor Towers 231

Tropical Sands Accommodations

2 Beds

2 Full Baths

Sleeps 4

From $268/night

Cottage in Holmes Beach Florida

Surf Camp

Lizzie Lus Island Retreat

2 Beds

1 Full Bath

Sleeps 5

From $105/night

Home in Cape Coral Florida

Anchored Out

Vesteva Vacation Rentals

3 Beds

2 Full Baths

Sleeps 6

From $10,000/month

Condo in Naples Florida

Grande Geneva at The Dunes

William Raveis - South Bay Team

3 Beds

3 Full Baths

Sleeps 6

From $199/night

Home in Bradenton Florida

128 Sweet Tree

Anchor Down Vacation Rentals

3 Beds

2 Full Baths

Sleeps 6

From $290/night

Condo in Naples Florida

The Dunes - Grande Dominica

William Raveis - South Bay Team

3 Beds

3 Full Baths

Sleeps 6

From $657/night

Home in Anna Maria Florida

Bimini Sunrise

Seabreeze Vacation

4 Beds

4 Full Baths

Sleeps 8

Views of the Amazing Pool with Sunken Spa Option

From $150/night

Home in Cape Coral Florida

Casa Azul

Vesteva Vacation Rentals

3 Beds

2 Full Baths

Sleeps 6

From $343/night

Condo in Siesta Key Florida

Beach View 3 bedroom 602

Horizons West Association

3 Beds

2 Full Baths

Sleeps 6

From $103/night

Home in Cape Coral Florida

Coral Pearl

Vesteva Vacation Rentals

4 Beds

3 Full Baths

Sleeps 8

From $155/night

Home in Cape Coral Florida

Reel and Relax

Vesteva Vacation Rentals

4 Beds

3 Full Baths

Sleeps 8

From $323/night

Condo in Naples Florida

Olde Naples Fifth Avenue South

William Raveis - South Bay Team

3 Beds

3 Full Baths

Sleeps 6

From $195/night

Home in Rotonda West Florida

Sunset Paradise

Sunny Dreams Factory

4 Beds

3 Full Baths

Sleeps 8

Enjoy This Amazing Private Backyard with a Fully Fenced in Yard and Lush Landscape

From $100/night

Home in Cape Coral Florida

A Peaceful Paradise

Vesteva Vacation Rentals

3 Beds

2 Full Baths

Sleeps 6

From $567/night

Home in Naples Florida

Hemingway Place

William Raveis - South Bay Team

4 Beds

4 Full Baths

Sleeps 8

From $4,000/month

Condo in Naples Florida

Beachwalk Gardens in Beachwalk

William Raveis - South Bay Team

3 Beds

2 Full Baths

Sleeps 6

From $243/night

Condo in Siesta Key Florida

Beachside Villa 2 bedroom A- 5

Horizons West Association

2 Beds

2 Full Baths

Sleeps 4

From $148/night

Condo in Siesta Key Florida

Midnight Cove II 224F

Tropical Sands Accommodations

2 Beds

1 Full Bath

Sleeps 6

Soak until your shoulders finally drop — the private hot tub fits two and sits tucked in a tropical corner that feels like it's yours alone.

From $150/night

Home in Bradenton Florida

Palma Sola Oasis

Anchor Down Vacation Rentals

3 Beds

2 Full Baths

Sleeps 6

Enjoy the Great Entertainment Space at Dream View

From $120/night

Home in Cape Coral Florida

Dream View

Vesteva Vacation Rentals

4 Beds

2 Full Baths

Sleeps 8

From $110/night

Home in Cape Coral Florida

Manatee Cove

Vesteva Vacation Rentals

3 Beds

2 Full Baths

Sleeps 8

From $482/night

Home in Anna Maria Florida

Coconut Cove

Seabreeze Vacation

3 Beds

3 Full Baths

Sleeps 8

Jamaica Royale 097 by Tropical Sands Accommodations

From $185/night

Condo in Siesta Key Florida

Jamaica Royale 097

Tropical Sands Accommodations

2 Beds

2 Full Baths

Sleeps 6

From $225/night

Condo in Siesta Key Florida

Jamaica Royale 704

Tropical Sands Accommodations

2 Beds

2 Full Baths

Sleeps 6

Villa Malibu with Boat Dock and Direct Gulf Access

From $150/night

Home in Cape Coral Florida

Malibu

Vesteva Vacation Rentals

4 Beds

3 Full Baths

Sleeps 9

From $65/night

Condo in Marco Island Florida

Village at Smokehouse Bay, 526

Clausen Properties

2 Beds

2 Full Baths

Sleeps 4

From $142/night

Home in Sarasota Florida

Anchors Away

BeachRentals.mobi

3 Beds

2 Full Baths

Sleeps 8

From $235/night

Condo in Siesta Key Florida

Gulf and Bay Club- C710

Tropical Sands Accommodations

2 Beds

2 Full Baths

Sleeps 6

From $25,000/month

Home in Naples Florida

Olde Naples

William Raveis - South Bay Team

3 Beds

3 Full Baths

Sleeps 6

Relax on your plush sectional sofa in this open-concept living space featuring tropical-inspired decor and a sleek kitchen with modern appliances.

From $157/night

Condo in Siesta Key Florida

Midnight Cove II 311F

Tropical Sands Accommodations

2 Beds

2 Full Baths

Sleeps 4

From $10,000/month

Condo in Naples Florida

Horizon House at Park Shore

William Raveis - South Bay Team

2 Beds

2 Full Baths

Sleeps 6

From $250/night

Condo in Naples Florida

Regatta

William Raveis - South Bay Team

3 Beds

2 Full Baths

Sleeps 6

From $293/night

Condo in Siesta Key Florida

Beach View 2 bedroom 705

Horizons West Association

2 Beds

2 Full Baths

Sleeps 4

From $214/night

Townhouse in Bradenton Beach Florida

Peach Beach House

BeachRentals.mobi

3 Beds

2 Full Baths

Sleeps 8

Condo in Bradenton Beach Florida

Cheerful Oasis

Cheerful Rentals

2 Beds

2 Full Baths

Sleeps 6

From $25,000/month

Condo in Naples Florida

Cap Ferrat in Pelican Bay

William Raveis - South Bay Team

3 Beds

3 Full Baths

Sleeps 6

From $156/night

Home in Holmes Beach Florida

Royale Retreat

BeachRentals.mobi

2 Beds

2 Full Baths

Sleeps 6

From $243/night

Condo in Siesta Key Florida

Beachside Villa 2 bedroom A-10

Horizons West Association

2 Beds

2 Full Baths

Sleeps 4

From $157/night

Condo in Siesta Key Florida

Midnight Cove II 111F

Tropical Sands Accommodations

2 Beds

2 Full Baths

Sleeps 6

From $149/night

Condo in Bradenton Beach Florida

Snyder's Rest - A

Beach Retreats

1 Bed

1 Full Bath

Sleeps 2

Bird Eye View of Western Facing Aqua Vista

From $299/night

Home in Cape Coral Florida

Aqua Vista

Vesteva Vacation Rentals

3 Beds

3 Full Baths

Sleeps 7

From $5,000/month

Condo in Naples Florida

The Dunes- Antigua

William Raveis - South Bay Team

3 Beds

2 Full Baths

Sleeps 6

From $452/night

Condo in Naples Florida

Esperanza II in Tiburon

William Raveis - South Bay Team

3 Beds

3 Full Baths

Sleeps 6

Step onto your private lanai and take in unobstructed bay views — the perfect sunset seat every evening.

From $225/night

Condo in Bradenton Florida

Holmes Beach Retreat

Anchor Down Vacation Rentals

3 Beds

3 Full Baths

Sleeps 7

Condo in Isla Del Sol Florida

Isla Del Sol Top Floor Bahia Vista 541

Sandy Beach Vacation Rentals

2 Beds

2 Full Baths

Sleeps 4

Condo in Bradenton Beach Florida

Cheerful Pelican

Cheerful Rentals

2 Beds

2 Full Baths

Sleeps 6

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