Florida Keys, located in the southern portion of Florida, is one of the premier vacation and relaxation destinations in America. From Key West at one end to the Biscayne National Park at the other, you will find miles of beauty, history and beaches. If relaxation is what you want, then the Florida Keys are exactly what you are looking for. Experience snorkeling, charter fishing, diving, art galleries, museums, gift shops, amazing cuisine, or just relax on a hammock. The choice is yours and the Florida Keys is the place!
We have an excellent selection of vacation rentals for you to browse through including: Big Pine Key, Duck Key, Islamorada, Key Largo, Key West, Layton, Marathon, North Key Large, Tavernier and more!
Big Pine Key, Florida
Big Pine Key, FL Area
Florida Keys Vacation Rentals
As Seen On Beach Hunters Sn7 Ep5, Feel Like You Are On Your Own Private Island! Heated Pool Looking Across The Beach.
Sleeps: 11
Bedrooms: 5
Bathrooms: 3
Pets Considered
Big Pine Key, Florida
Big Pine Key, FL Area
Florida Keys Vacation Rentals
Bay View 2BR/2.5BA Vacation Townhome Rental In Key West Area, Bay/Ocean Views, 2 Tropical Resort Pools, Lots Of Beach Games.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2.5
No Pets
Big Pine Key, Florida
Big Pine Key, FL Area
Florida Keys Vacation Rentals
New House Big Pine Key FL 60 Ft. Dock, 1500 Ft. To Open Waters Of Pine Channel, Covered Rear Porch, Beautiful Views.
Sleeps: 8
Bedrooms: 3
Bathrooms: 2
No Pets
Big Pine Key, Florida
Big Pine Key, FL Area
Florida Keys Vacation Rentals
Starfish House – Dock Your Boat At Your Back Door, Spectacular Sunrises, Screened In Porch, Fish Table And Running Water.
Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets
Big Pine Key, Florida
Big Pine Key, FL Area
Florida Keys Vacation Rentals
Modern Multi Story Waterfront Home, 30 Minutes From Key West, 3 Floors Of Living Spaces w/ Panoramic Ocean & Sunset Views.
Sleeps: 12
Bedrooms: 4
Bathrooms: 2.5
Pets Considered
Big Pine Key, Florida
Big Pine Key, FL Area
Florida Keys Vacation Rentals
Private Water Front Property w/Ocean Access, Walking Distance From Boat Rentals, Kayaks On Property, Great Location Over All!
Sleeps: 10
Bedrooms: 3
Bathrooms: 2
No Pets
Cudjoe Key, FL
Cudjoe Key, FL Area
Florida Keys Vacation Rentals
June 19, 4 Nights Open, Ocean Front, 56′ Dock, 5-7 Night Min. 2BD/2BA, Breathtaking Panoramic Ocean Front Views, 2- 26′ Beach Cruiser Bikes.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets
Cudjoe Key, FL
Cudjoe Key, FL Area
Florida Keys Vacation Rentals
Ocean Perch, Dock, Open Water Views, 80′ Heated Pool, Tennis, 20 Min To Key West, 52′ Concrete Dock, Recreation Center w/Darts & Ping Pong.
Sleeps: 5
Bedrooms: 2
Bathrooms: 2
Pets Considered
Cudjoe Key, FL
Cudjoe Key, FL Area
Florida Keys Vacation Rentals
Yellow Vacation Home, Private Heated Pool, Dock., Tent Sites, Kayaks Included, Rent 1 Or Both Of Our Other Properties, Primitive Tent Sites On Property.
Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets
Duck Key, FL
Duck Key, FL Area
Florida Keys Vacation Rentals
New Listing! Canal Front Home w/Shared Heated Pool & Private Grill, Dogs Ok! 75Ft Concrete Dock w/A Sea Wall! Expansive Deck Overlooking The Canal.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
Pets Considered
Duck Key, FL
Duck Key, FL Area
Florida Keys Vacation Rentals
Paradise On Duck Key, Beautiful Waterfront Property, Duplex, Backyard/Dock Area, Located Across The Canal From The Famous Hawks Cay Resort.
Sleeps: 4
Bedrooms: 2
Bathrooms: 2
No Pets
Duck Key, FL
Duck Key, FL Area
Florida Keys Vacation Rentals
5004 Sunset Village w/Private Pool, Sunning Beach Access & Breathtaking Water-View, Enjoy The Perfect Florida Keys Vacation.
Sleeps: 8
Bedrooms: 3
Bathrooms: 3
No Pets
Duck Key, FL
Duck Key, FL Area
Florida Keys Vacation Rentals
Best Deals In Duck Key Dream House Jewel – Magical Vacations With Discounts! Amazing Waterfront, Completely Renovated.
Sleeps: 8
Bedrooms: 2
Bathrooms: 2
No Pets
Duck Key, FL
Duck Key, FL Area
Florida Keys Vacation Rentals
Duck Key Grand 3BR/2BA w/90′ Private Dock, No Dock Fees, Two Marinas, Balcony w/Views Of The Pools & Emerald Green Canal.
Sleeps: 8
Bedrooms: 3
Bathrooms: 2
No Pets
Duck Key, FL
Duck Key, FL Area
Florida Keys Vacation Rentals
4BR/3BA Sanctuary Villa On Duck Key, Private Pool, Relax On The Large Lanai, Private Car Port, Snorkel And Dive Tours.
Sleeps: 10
Bedrooms: 4
Bathrooms: 3
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Luxury 3BR/3BA Condo Overlooking Harbor w/Ocean View, Boat Slip, Amenities, Bidet.
Sleeps: 6
Bedrooms: 3
Bathrooms: 3
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Single Family Home In Angler’s Reef Gated Community, Beaches, Marina, Heated Pool.
Sleeps: 6
Bedrooms: 2
Bathrooms: 3
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Bungalow Blue ~ Tropical Keys Home w/Pool, WiFi, Bikes & Grill, Caters To Adults Only.
Sleeps: 2
Bedrooms: 2
Bathrooms: 1
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Social Distance, Work Remote (Or Not At All) In Paradise At This Beachy Condo! Tropical Gardens.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Pineapple Point, Pet Friendly, Paradise Islamorada, Mobile Home By The Bay, Hammock.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
Pets Considered
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Spring & Summer Dates Available Licensed Rental VR #131, On The Beach, Elevator
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets
Key Largo, FL
Key Largo, FL Area
Florida Keys Vacation Rentals
2018 Tastefully Remodeled Island Villa In Key Largo, 2BR/2BA, Sleeps 6, Patio, Grill.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets
Key Largo, FL
Key Largo, FL Area
Florida Keys Vacation Rentals
New Key Largo Home In Resort, Patio, Pool, Golf Cart, Hammock, Beautifully Decorated.
Sleeps: 15
Bedrooms: 5
Bathrooms: 3
No Pets
Key Largo, FL
Key Largo, FL Area
Florida Keys Vacation Rentals
Great Location! 3 Story Villa, Marina, Beach, Lagoon, 2 Pools, Tennis, Kayaks & Bikes.
Sleeps: 8
Bedrooms: 3
Bathrooms: 3
No Pets
Key Largo, FL
Key Largo, FL Area
Florida Keys Vacation Rentals
Beautiful Key Largo Town Home, Fully Renovated Top To Bottom, Water Park Access.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets
Key Largo, FL
Key Largo, FL Area
Florida Keys Vacation Rentals
Upscale Key Largo Villa! Marina, 2 Pools, Saltwater Lagoon, Tennis, Bikes, Kayaks.
Sleeps: 8
Bedrooms: 3
Bathrooms: 3
No Pets
Key Largo, FL
Key Largo, FL Area
Florida Keys Vacation Rentals
Bring Your Boat, Bring The Family! Leave The Stress! Patio, Grill, Pet Friendly.
Sleeps: 6
Bedrooms: 1
Bathrooms: 1
Pets Considered
Key West, FL
Key West, FL Area
Florida Keys Vacation Rentals
Banana’s Foster Guesthouse, Easy Entrance, Pool, Balcony, Location Is Great.
Sleeps: 2
Bedrooms: 1
Bathrooms: 1
Pets Considered
Key West, FL
Key West, FL Area
Florida Keys Vacation Rentals
Four Flowers Guesthouse, Beautiful Location, Walk Everywhere, Great Location.
Sleeps: 2
Bedrooms: 1
Bathrooms: 1
No Pets
Key West, FL
Key West, FL Area
Florida Keys Vacation Rentals
Simonton Court Cottages, Near The Beach, Garden, Free WiFi, Key West Historic District.
Sleeps: 2
Bedrooms: 1
Bathrooms: 1
No Pets
Key West, FL
Key West, FL Area
Florida Keys Vacation Rentals
2BR/1BA, Sleeps 4 Apartment, Pool, Near The Beach, Kitchen, Smathers Beach 11 Min Walk.
Sleeps: 4
Bedrooms: 2
Bathrooms: 1
No Pets
Key West, FL
Key West, FL Area
Florida Keys Vacation Rentals
Seafarer’s Refuge, Pool, Tennis Courts, Picnic Area, 4BR/3.5BA, Sleeps 8.
Sleeps: 8
Bedrooms: 4
Bathrooms: 3.5
No Pets
Key West, FL
Key West, FL Area
Florida Keys Vacation Rentals
3 4 Time, Pool, Free Self Parking, Picnic Area, Higgs Beach – 39 Min Walk, 4BR/4BA.
Sleeps: 8
Bedrooms: 4
Bathrooms: 4
No Pets
Layton, FL
Layton, FL Area
Florida Keys Vacation Rentals
Beachfront Paradise, 2BR/3.5BA, Condo On Ocean, Pool, Ocean Views, Balcony, Tennis Courts, Fishing, Diving, Snorkeling, Paddle Boarding, Kayaking.
Sleeps: 8
Bedrooms: 3
Bathrooms: 3.5
No Pets
Layton, FL
Layton, FL Area
Florida Keys Vacation Rentals
Fishing & Boating Paradise w/24 Foot Boat Slip & Shared Swimming Pool, Private Decks, Our Unit Is One Of 12 Condos.
Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets
Layton, FL
Layton, FL Area
Florida Keys Vacation Rentals
One Of A Kind Ocean Front W/Boat Slip, 2 Balconies, Jacuzzi Tub & A 300 Square Foot Private Balcony, Unobstructed View Of The Ocean.
Sleeps: 8
Bedrooms: 3
Bathrooms: 2
No Pets
Layton, FL
Layton, FL Area
Florida Keys Vacation Rentals
Large Waterfront Pool Home, Spacious Gazebo, Dock, Kayak, Sunsets, Spectacular Open Water, Balcony, Beach Chairs.
Sleeps: 10
Bedrooms: 3
Bathrooms: 3
No Pets
Layton, FL
Layton, FL Area
Florida Keys Vacation Rentals
Oceanfront Duplex w/Spectacular Views, Beach & Dock, Expansive Deck, Patio Furniture, You May Never Want To Leave.
Sleeps: 6
Bedrooms: 2
Bathrooms: 1
Pets Considered
Layton, FL
Layton, FL Area
Florida Keys Vacation Rentals
Family-Friendly Oceanfront Home, Private Beach, Gas Grill, Deck! Beach Chairs & Umbrella, Covered Deck, Fully Equipped Kitchen.
Sleeps: 4
Bedrooms: 2
Bathrooms: 1
No Pets
Marathon, FL
Marathon, FL Area
Florida Keys Vacation Rentals
Casa Solis w/30′ Dock On The Ocean Side, Bicycles & Kayaks, Wine Cellar, Patio, Fish Cleaning Table.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets
Marathon, FL
Marathon, FL Area
Florida Keys Vacation Rentals
Ocean View From Private Screened Balcony, Private Beach, Pool & Tennis Court, Great For Walks.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets
Marathon, FL
Marathon, FL Area
Florida Keys Vacation Rentals
Beautiful Private Waterfront Home w/30′ Ft Dock & Direct Ocean Access, Kitchen Is Fully Stocked.
Sleeps: 6
Bedrooms: 2
Bathrooms: 1
No Pets
Marathon, FL
Marathon, FL Area
Florida Keys Vacation Rentals
Perfect Dive’s & Fisherman’s Pad, Free Wifi, Self Park, Sombrero Beach – 2.6 Miles.
Sleeps: 4
Bedrooms: 2
Bathrooms: 1
No Pets
Marathon, FL
Marathon, FL Area
Florida Keys Vacation Rentals
Marathon Retreat, 3 Apartments, Wifi, Balcony, Pool, Grill, Terrace, Private Beach.
Sleeps: 4
Bedrooms: 2
Bathrooms: 1
No Pets
Marathon, FL
Marathon, FL Area
Florida Keys Vacation Rentals
Peaceful Retreat On The Beach, Sunrise Over The Ocean, Tiki Hut, BBQ, Kayaks.
Sleeps: 2
Bedrooms: 1
Bathrooms: 1
No Pets
North Key Largo, FL
North Key Largo, Fl Area
Florida Keys Vacation Rentals
Beautiful 2BR/2BA Waterfront Condo – Pumpkin Cay, Must Be An Existing Member to Rent, Beautiful Views Of The Canal.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets
North Key Largo, FL
North Key Largo, Fl Area
Florida Keys Vacation Rentals
Capture The Essence Of Island-Style Living At This Lovely 2BR/2BA Fairway Lakes Condo, Walk To Everything.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets
North Key Largo, FL
North Key Largo, Fl Area
Florida Keys Vacation Rentals
Upscale Key Largo Villa! Marina, 2 Polls, Saltwater Lagoon, Tennis, Bikes, Kayaks, Located In Kawama Yacht Club, A Great Layout For Families!
Sleeps: 8
Bedrooms: 3
Bathrooms: 3
No Pets
North Key Largo, FL
North Key Largo, Fl Area
Florida Keys Vacation Rentals
Spectacular Waterfront 3BR/2BA Condo Newly Renovated, Rental Guests Must Be Either Members
or Sponsored Guests Of Members.
Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets
North Key Largo, FL
North Key Largo, Fl Area
Florida Keys Vacation Rentals
Fairway Lakes Secluded 2BR/2BA On Dolphin Course, Newly Renovated, Available To Rent To Social, Legacy & Equity Members, Ocean Reef Is A Private Club.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets
North Key Largo, FL
North Key Largo, Fl Area
Florida Keys Vacation Rentals
Private Oceanfront Oasis Nestled In John Pennekamp State Park, Pool Table, Amazing Sunrise Views, Snorkeling Gear For Children & Adults.
Sleeps: 8
Bedrooms: 4
Bathrooms: 2
No Pets
Ramrod Key, FL
Ramrod Key, FL Area
Florida Keys Vacation Rentals
**Beautiful Home On Canal, w/Boat Ramp & Dock, Bikes & Kayaks**, Covered Porch,
Natural Pea Rock Garden, Great Location.
Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets
Ramrod Key, FL
Ramrod Key, FL Area
Florida Keys Vacation Rentals
Paradise In The Keys, 2BR/2BA Home, Pool w/Heater & Chiller, Gated Yard For Your Dogs, Recently Renovated.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
Pets Considered
Ramrod Key, FL
Ramrod Key, FL Area
Florida Keys Vacation Rentals
Oceanfront Rental w/Heated Pool, Dock & Lighted Tiki Hut, Beautiful Sunrises, Screened Porch, 40-Foot Dock, Indoor/Outdoor Stereo System.
Sleeps: 8
Bedrooms: 3
Bathrooms: 2
No Pets
Ramrod Key, FL
Ramrod Key, FL Area
Florida Keys Vacation Rentals
Beautiful Oceanfront Home On Ramrod Key, 3 Lots, Dock & Poolside Tiki Bar, Overlooks The Atlantic Ocean, You May Never Want To Leave!
Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets
Ramrod Key, FL
Ramrod Key, FL Area
Florida Keys Vacation Rentals
Water Front Home, Direct Deep Water Access w/Private Pool/Spa/Jacuzzi, Dock & Elevator, Covered Balcony, Home Boasts Beautiful Views.
Sleeps: 12
Bedrooms: 4
Bathrooms: 3.5
No Pets
Ramrod Key, FL
Ramrod Key, FL Area
Florida Keys Vacation Rentals
Private House Facing The Ocean w/Heated Pool/Spa, Kayaks (1 Double, 3 Single), Beach Towels, Bikes, Balcony, Deck.
Sleeps: 8
Bedrooms: 4
Bathrooms: 2
No Pets
Sugarloaf Key, FL
Sugarloaf Key, FL Area
Florida Keys Vacation Rentals
Casa Mahi – Sea, Nature & Relax, Located On Open Water, House Is Equipped w/Kayak, Paddle Board & Wind Surfer, Bikes Available, Beach Towels.
Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets
Sugarloaf Key, FL
Sugarloaf Key, FL Area
Florida Keys Vacation Rentals
For Up To Date Information Call Owner Patrick Bailey 510-381-5000, Beautifully Appointed Home, Heated Pool, 450-Foot Seawall, There Are 2 Kayaks Available.
Sleeps: 8
Bedrooms: 4
Bathrooms: 3
Pets Considered
Sugarloaf Key, FL
Sugarloaf Key, FL Area
Florida Keys Vacation Rentals
The Banana Cabana, Canal Front Home Sugarloaf Key Mm 17, Covered Porch w/Weber Gas Grill, Kayak, Canoe, Beautiful View Down The Canal.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets
Sugarloaf Key, FL
Sugarloaf Key, FL Area
Florida Keys Vacation Rentals
PARADISE POINT – Amazing Views, Luxurious Open Water Home W/Pool, Tiki, Dockage & Pet Friendly! Your Open Water Paradise Awaits!
Sleeps: 10
Bedrooms: 4
Bathrooms: 4
Pets Considered
Sugarloaf Key, FL
Sugarloaf Key, FL Area
Florida Keys Vacation Rentals
South Point Sunset – Florida Keys Waterfront 3BR/3BA House, Pool, Small Beach, Sunsets Are Gorgeous, Local Boat Rental Avail.
Sleeps: 8
Bedrooms: 3
Bathrooms: 3
Pets Considered
Sugarloaf Key, FL
Sugarloaf Key, FL Area
Florida Keys Vacation Rentals
3BR Accommodation In Summerland Key, Kitchen Is Well-Equipped, Tiki Bar, Excellent Walking & Bicycling Paths, 28-Day Minimum Rental.
Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets
Summerland Key, FL
Summerland Key, FL Area
Florida Keys Vacation Rentals
WEEKLY Oceanfront Home-Pool, Dock-Available Weekly or Monthly, Breathtaking Open Water Views! Screened In Porch, 200 Ft Dock.
Sleeps: 10
Bedrooms: 3
Bathrooms: 2
No Pets
Summerland Key, FL
Summerland Key, FL Area
Florida Keys Vacation Rentals
Forever Summer, MINIMUM STAY OF 28 DAYS, Heated Pool, 60 Ft Dock, Great Location, Fully Equipped Kitchen, Very Light & Spacious.
Sleeps: 8
Bedrooms: 4
Bathrooms: 2
No Pets
Summerland Key, FL
Summerland Key, FL Area
Florida Keys Vacation Rentals
Latitude Adjustment Waterfront Estate, Home Has A 28 Day Minimum Stay, Home Is Surrounded By Lush Tropical Foliage, Built In Outside Grill.
Sleeps: 8
Bedrooms: 4
Bathrooms: 4
No Pets
Summerland Key, FL
Summerland Key, FL Area
Florida Keys Vacation Rentals
KIKI’S CASA – Beautiful Canal Front Home W/Pool & Dockage, Bring Your Boat & Airplane! Relax On The Porch w/A Drink.
Sleeps: 9
Bedrooms: 4
Bathrooms: 3
No Pets
Summerland Key, FL
Summerland Key, FL Area
Florida Keys Vacation Rentals
Waterfront, Two-story House w/Private Pool, Grill, Boat Access, True Beach Getaway, Fully-Equipped Kitchen, Balcony, Spacious Comfortable House.
Sleeps: 8
Bedrooms: 3
Bathrooms: 2
No Pets
Summerland Key, FL
Summerland Key, FL Area
Florida Keys Vacation Rentals
Summerland Breeze – A Resort Style Three House Retreat, 2 Cottages & 1 Main House, Resort Style Pool, Hot Tub, Fitness Room.
Sleeps: 14
Bedrooms: 7
Bathrooms: 4.5
No Pets
Tavernier, FL
Tavernier, FL Area
Florida Keys Vacation Rentals
Large Screened Porch, Professional Cleaning, Wifi: Special Aug & Sep 1000/week.
Sleeps: 5
Bedrooms: 2
Bathrooms: 2
No Pets
Tavernier, FL
Tavernier, FL Area
Florida Keys Vacation Rentals
Spectacular Panoramic Views! Oceanfront Resort/Marina, End Unit–Free Secure Wifi.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets
Tavernier, FL
Tavernier, FL Area
Florida Keys Vacation Rentals
Strikingly Beautiful Sunsets, Beach Towels & Loungers, Near The Beach, WiFi.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets
Tavernier, FL
Tavernier, FL Area
Florida Keys Vacation Rentals
Escape The Rat Race & Relish In Tranquility, Near The Beach, Elevator, WiFi.
Sleeps: 4
Bedrooms: 2
Bathrooms: 2
No Pets
Tavernier, FL
Tavernier, FL Area
Florida Keys Vacation Rentals
Quiescent 2BR/2BA, Sleeps 4 Condo w/Lush Views, Pool, Grill, Balcony, Onsite Parking.
Sleeps: 4
Bedrooms: 2
Bathrooms: 2
No Pets
Tavernier, FL
Tavernier, FL Area
Florida Keys Vacation Rentals
1BR/1BA, Sleeps 4, Peaceful Ocean View Retreat In The Florida Keys! On The Beach, WiFi.
Sleeps: 4
Bedrooms: 1
Bathrooms: 1
No Pets