Summerland Key, Florida Vacation Rentals

Summerland Key, FL vacation rentals, browse Summerland Key, Florida vacation home rentals and plan your next Florida Keys vacation in Summerland Key. Imagine relaxing in the Florida Keys Vacationing by yourself, vacationing with your family or vacationing with friends, make your next vacation a Florida Keys vacation.

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

3BR/2BA Boating Home Near Open Water On Summerland Key, Updated Kitchen, Hot Tub, Drink Or Snack At The Table Under The Tiki Hut Or Bar Table.

Sleeps: 8
Bedrooms: 3
Bathrooms: 2
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Jan To March 30% Off! Direct Atlantic Oceanfront Home w/Dock, Ramp, Malibu Twin XL Kayak Is Available, Swimming & Snorkeling In Your Backyard!!

Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

4BR/2BA Gorgeous Cottage, Privacy, Next To Boat Ramp, Handicap Friendly, 28 Day Minimum, Located On Private Airstrip, Private Back Yard.

Sleeps: 8
Bedrooms: 4
Bathrooms: 2
Pets Considered

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Acreage Multi-Million Dollar Beach Mansion w/Heated Pool, Picturesque View Of The Ocean, Billiards, Tiki Hut, Yard Is Illuminated w/Stellar Lights.

Sleeps: 10
Bedrooms: 4
Bathrooms: 3
Pets Considered

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

New Listing! Summerland Canal-Front Escape w/Private Pool & Boat Basin,  Sip Tropical Drinks At The Festive Tiki Lounge, Wraparound Balcony.

Sleeps: 6
Bedrooms: 2
Bathrooms: 1
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Pool Home On Tranquil Private Cruikshank Island, Summerland Key Florida, Peaceful Private Island, Spacious Kitchen To Cook Your Lobsters & Fish.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Ocean Front w/Pool & 120′ Of Seawall For Your Lg. Or Sm. Boat, Ocean Views From Every Room, Covered Open Porch, Dining Area Overlooking Pool & Ocean.

Sleeps: 7
Bedrooms: 4
Bathrooms: 3.5
Pets Considered

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Perfect Keys Pool Home, Min To Key West, Convenient To Everything, Chairs For Lounging By The Pool, Bicycle Rental Available 3 Miles Away.

Sleeps: 6
Bedrooms: 3
Bathrooms: 3.5
No Pets

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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

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Relax At The Flying Hogfish, Perfect Vacation Home For Any Family, Pool & Lg Sun Deck, A Canoe & 4 Kayaks Are Provided (2 Adult & 2 Children’s).

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

3BR/2BA Home On The Water In Paradise, Monthly Rental 28 Day Min, 5 Min To Open Water On The Atlantic Ocean, 3 Bicycles & 3 Kayaks On Property.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Open Ocean View Summerland Key, Overlooks The Blue Atlantic, Beach Towels, Beach Chairs, Pool, Hot Tub, Kitchen Has Everything You Would Need.

Sleeps: 9
Bedrooms: 4
Bathrooms: 3
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Absolutely Stunning 4BR/4BA Pool Home w/Excellent Boating!! Gorgeous Views From Every Room, Screened In Porch w/Both Sunrise & Sunset Views.

Sleeps: 10
Bedrooms: 4
Bathrooms: 4
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Beautiful 3BR/2BA w/Heated Pool & Atlantic Views, Private Beach & Dock, Covered Porch w/Outdoor Dining & Living Area, 4 Bikes, 2 Kayaks.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

3BR/3BA Atlantic Front Heated Pool Home On Summerland, Outdoor Kitchen Great For Cooking The Catch Of The Day, Screen Porch, Incredible Sunsets.

Sleeps: 8
Bedrooms: 3
Bathrooms: 2
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Mariner’s Cove In The Florida Keys, Pool, Chase Loungers & Umbrellas, Hammocks, Outdoor Gazebo, Wet Bar, Lush Tropical Landscaping, Fire Pit.

Sleeps: 14
Bedrooms: 5
Bathrooms: 3.5
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Fish, Relax By The Pool & Enjoy Keys Life In Summerland Isles, Perfect Vacation Destination For Families, Couples Or Fisherman, Screened Porch.

Sleeps: 8
Bedrooms: 4
Bathrooms: 2
Pets Considered

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Gorgeous 3BR/2BA Canal Front Home, Screened Porch Overlooking The Turquoise Waters, Deep Water Dockage, You Will Not Be Disappointed.

Sleeps: 11
Bedrooms: 3
Bathrooms: 2
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Deep, Wide, Flow-Though Canal, 1st Canal From Open Water, No Hwy 1 Road Noise, Kayaks, Bikes, Large Outdoor Porch, Peek-A-View Views Of Ocean.

Sleeps: 10
Bedrooms: 3
Bathrooms: 3
Pets Considered

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Florida Keys Waterfront House w/Private Pool & Spectacular Ocean Views, Minimum 28 Nights, 45′ Dock Seawall, Tiki Hut, Great Family Getaway Place.

Sleeps: 8
Bedrooms: 4
Bathrooms: 2
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Views Views! Oceanfront, Beautiful Inside! Large Balcony, Lots Of Windows & Doors For The View, The Property Is In Summerland Cove, 25 Min To Key West.

Sleeps: 8
Bedrooms: 2
Bathrooms: 2
Pets Considered

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Canal Front (Deep Water) Tropical Villa, Screened In Tropical Private Porch, 8 Person Hot Spring  Jacuzzi, House Overlooks A Beautiful Private Airstrip.

Sleeps: 8
Bedrooms: 2
Bathrooms: 2
Pets Considered

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Seas The Keys! Home Away From Home, Screened Patio, This Home Has The ‘Wow!” Factor, Swim Ladder Gives Easy Access In & Out Of The Water.

Sleeps: 6
Bedrooms: 3
Bathrooms: 3
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Completely Remodeled 3BR/2BA Open Water Pool Home, Stunning Views Of The Atlantic, Heated Pool w/Plenty Of Decking & Beach Area For Sun Bathers.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Living In Beautiful Paradise, Porch Overlooks A Deep, Crystal Blue, Clear Canal, Tropical Deep Waterway Filled w/Marine Life, Lobster, Tropical Fish, Tarpon.

Sleeps: 8
Bedrooms: 3
Bathrooms: 3
Pets Considered

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Charming & Private, Mini Golf, Private Pool & Hot Tub, Screened Porch, 2 Bikes & Kayak, Pool Is Very Private & Tropical, Rooms Are Very Creatively Decorated.

Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Kelly’s Kabin Private Cottage On Summerland Key, Private Lighted Back Patio Overlooks The Mangrove Area Leading To The Gulf Of Mexico.

Sleeps: 5
Bedrooms: 1
Bathrooms: 1
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Views! Waterfront Niles Channel Pool/Dock, This Home Is So Secluded You Will Think You Are On Your Own Private Island.

Sleeps: 10
Bedrooms: 5
Bathrooms: 3.5
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Gorgeous 3BR/2BA Canal Front Home w/Quick Boating Access, Fully Equipped Kitchen, Screen Porch, Don’t Miss Out On This Perfect Keys Getaway!!

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

4BR/3BA Oceanfront Pool Home w/Deep Water Boating, Endless Views Of The Atlantic Ocean, Chef’s Kitchen Is A Cook’s Delight.

Sleeps: 10
Bedrooms: 5
Bathrooms: 3
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Summerland Nest – 7BR/5BA Oceanfront Home w/Pool, Sandy Beach w/Pretty Palms, & Deep Water Dockage w/Quick Access To Ocean.

Sleeps: 14
Bedrooms: 7
Bathrooms: 5
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

A Serene Keys Retreat, Jet Ski Lift, Heated Pool/Spa, 2 Kayaks w/Life Vests, Pool Toys, Lush Tropical Landscaping, Easy Access To The Atlantic.

Sleeps: 10
Bedrooms: 4
Bathrooms: 2.5
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Florida Keys meets Coastal Chic! Caribbean Dream Vacation Home, Screened Porch Overlooks The Crystal Blue Canal & Pool, Tiki Hut Private Sun Deck.

Sleeps: 10
Bedrooms: 4
Bathrooms: 3
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Canal Front – Recently Renovated & Very Clean Throughout, Large Yard, Ladder On Seawall To Get In & Out Of Swim Canal, Fishing & Scuba Paradise.

Sleeps: 6
Bedrooms: 3
Bathrooms: 1
Pets Considered

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Summerland Key House Open Air Living, 2 Large Porches, Pool w/Badu Swim System For Exercise, Single & Double Kayak, 2 Bicycles Are Provided.

Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets

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Summerland Key, FL

Summerland Key, FL Area
Florida Keys Vacation Rentals

Summerland Key Rental, Large Porch Overlooking A Wide, Flow Through Clear Canal, 200’ Dock w/2 Boat Lifts, Lg. Tiki Hut w/Bar, Tropical Pool.

Sleeps: 8
Bedrooms: 4
Bathrooms: 2
No Pets