Florida Keys Vacation Rentals

(241 rentals)
Bougainvillea Villa Key West-monthly rental on water with private pool & dock

Bougainvillea Villa Key West-monthly rental on water with private pool & dock

3 BR | 2 BA | Sleeps 6 | Quick View

1

$167

per night

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Casa Kai - Spacious updated home with views from almost every room!

$150

per night

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Dos Casas - 2 Houses 2 blocks from Duval in beautiful Old Town -- Monthly Rental

$193

per night

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Moon Bay A206 - Totally Remodeled Condo with Pool and Dock in Key Largo

$150

per night

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Moon Bay A410 - End unit in one of Key Largo's finest bay front cond complexes

$150

per night

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Pick Me! Waterfront, Pool, Newly Remodeled!

$121

per night

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Ann Street Tranquility

Ann Street Tranquility

1 BR | 1 BA | Sleeps 2 | Quick View

$236

per night

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The PERFECT Escape with pool & jacuzzi

$429

per night

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Little Bay Lower Duplex - Gated Bayfront Property Shared w/ 2 Other Rental Units

$357

per night

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Villa Serena Duval Square

Villa Serena Duval Square

2 BR | 2 BA | Sleeps 4 | Quick View

$275

per night

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KLYC#8 - 3 BR Townhouse Oceanside with 30' Dock and Boat Lift

$117

per night

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Gulfview Getaway - Bayfront Home with Private Beach

$400

per night

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Private 4/3 Keys Cottage with Beautiful open water views/heated pool, 200' dock

Private 4/3 Keys Cottage with Beautiful open water views/heated pool, 200' dock

4 BR | 3 BA | Sleeps 8 | Quick View

$429

per night

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Key Colony Beach Luxury Condo, New Modern Interior, Ocean Front Complex

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Little Bay Duplex - Gated Bayfront Property Shared with 2 Other Rental Units

$357

per night

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Manatee Manor - Opportunity to experience The Florida Keys at its best.

$198

per night

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Matecumbe Jewel - 3 bedroom home with pool and dockage is a jewel of a home!

$150

per night

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Flamingo Cottage - Adorable 2 bedroom, 2 bath cozy cottage with pool.
KLYC#20 - 3 BR Townhouse Oceanside with 30' Dock and Boat Lift

$127

per night

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Brand New 6 Bedroom 5 Bath 65 Foot Deep Water Dock, Heated Pool Outdoor Kitchen

Brand New 6 Bedroom 5 Bath 65 Foot Deep Water Dock, Heated Pool Outdoor Kitchen

6 BR | 5 BA | Sleeps 14 | Quick View

$857

per night

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Best Marathon House

Best Marathon House

3 BR | 2 BA | Sleeps 8 | Quick View

$214

per night

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Sand in your toes

Sand in your toes

2 BR | 2 BA | Sleeps 6 | Quick View

$243

per night

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Islamorada Luxurious Private Sandy Beach Access Tiki Huts Hammocks & more

Islamorada Luxurious Private Sandy Beach Access Tiki Huts Hammocks & more

3 BR | 2 BA | Sleeps 6 | Quick View

2

$457

per night

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Palm Harbor - Fabulous Home with Privacy Gate, Pool, Dock and Outdoor Enter

$333

per night

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Great for Summer Vacations!

Great for Summer Vacations!

2 BR | 2 BA | Sleeps 5 | Quick View

1

$207

per night

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RHCP8 - Bayfront townhouse located in a lush tropical setting.

$90

per night

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Tropical Oasis - Exceptional single family home designed for tropical living.

$292

per night

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Luxury Home for Fishermen or Boaters

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Sea Grape - Serene, quaint part of paradise that the entire family will enjoy..

$400

per night

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Palms #314 - Ocean Views from the Balcony, Living Room and Master Suite

$80

per night

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Palms #214 - Lovely condo with panoramic views of the Atlantic Ocean.

$73

per night

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Key Largo Oceanfront Condo with Spectacular views

Key Largo Oceanfront Condo with Spectacular views

2 BR | 2 BA | Sleeps 6 | Quick View

$156

per night

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Your Florida Keys Getaway - Available July & August

$333

per night

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Ocean Front building with Ocean Front pool in beautiful Islamorada!

$129

per night

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The Perfect Getaway with Heated Swimming Pool, Jacuzzi and Boat Slip

$357

per night

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Waterfront / Pool / Two Tiki Huts!

Waterfront / Pool / Two Tiki Huts!

4 BR | 2 BA | Sleeps 8 | Quick View

$150

per night

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Diving, Fishing, Snorkeling, Kayaking Paradise

Diving, Fishing, Snorkeling, Kayaking Paradise

2 BR | 2 BA | Sleeps 6 | Quick View

$156

per night

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Casa Dorado - Exceptional home located directly on Bay.

$617

per night

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Little Bay Cottage- Gated Bayfront Property Shared with 2 Other Rental Units

$357

per night

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Conch Bar South - 4 Bedroom Waterfront Home with Swimming Pool

$298

per night

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Palms #405 - Totally Remodeled Condo with Ocean Views

$103

per night

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Twice the Charm - Canal Home with Pool, Dock and Fish Cleaning Station

$183

per night

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Palms #417 - Elegant 1 bedroom unit with Florida Bay Views from Balcony

$67

per night

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Plantation Adventure - Sensational remodeled home awaits your arrival.

$217

per night

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LUXURY HOME WITH DOCK, POOL, HOT TUB, AND ELEVATOR

LUXURY HOME WITH DOCK, POOL, HOT TUB, AND ELEVATOR

3 BR | 3 BA | Sleeps 8 | Quick View

Owner special: 8/11 to 8/18 is on sale for $2150 + 12.5% tax and $225 cleaning fee. CALL ME!

$286

per night

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Panoramic Ocean View, Pool, Hot Tub, Tennis & Fishing

Panoramic Ocean View, Pool, Hot Tub, Tennis & Fishing

2 BR | 2.5 BA | Sleeps 6 | Quick View

$328

per night

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Lyons Landing - Exceptional VENETIAN SHORES home with pool, dock and boat lift.

Lyons Landing - Exceptional VENETIAN SHORES home with pool, dock and boat lift.

4 BR | 3 BA | Sleeps 10 | Quick View

$232

per night

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Beacon Reef #501 - Beautiful condo with views of the Atlantic Ocean.

$110

per night

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Private House Facing the Ocean with New Heated Swim/Pool/Spa LOC LOC LOC

$357

per night

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$1480 wk. AVAILABLE - NO DAMAGE FROM HURRICANE IRMA

$1480 wk. AVAILABLE - NO DAMAGE FROM HURRICANE IRMA

2 BR | 2 BA | Sleeps 6 | Quick View

$211

per night

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