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Vacation Rentals in Summerland Key, Florida

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about Summerland Key

Summerland Key, Florida Vacation Rentals and Tourism

In the Lower Keys, your vacation expectations should be high. Summerland Key, Florida is a gentler and quieter alternative to Key West, making Summerland Key vacation rentals a great match for easygoing travelers.

Whether you’re planning a subdued Summerland Key fishing trip or hope to brush up on your diving skills, your trip to the Lower Keys will most certainly be low-key. Keep in mind, however, that Summerland Key vacation rentals are only a short drive from Key West, so if you do tire of simple sand and surf, plenty of activity lies just outside town.

A Summerland Key resort condo or beach house will likely be just as comfortable as the beautiful sun-kissed beaches; relaxation is the theme in Summerland Key, Fl. Summerland lodging is a great idea for snowbirds and the landlocked, as the Lower Keys feature some of America’s best beaches and most inviting weather.

As you consider your options for a Summerland Key rcondo rental, house, or villa, think about the number in your party and your ideal vacation plans. Because so many vacation rentals in Summerland Key exist, it may be difficult to narrow down your choices! But one thing is for sure – the key to tranquility is Summerland Key!

Summerland Key Vacation Rental Deals

Stay at one of our Summerland Key discounted vacation rentals and experience the best that Summerland Key has to offer. With great Summerland Key last minute deals and discounted rates you can enjoy the luxurious but cheap Summerland Key accommodations and experience the beauty of the area. When you can save money and get the best value you can’t afford not to come and stay in a vacation rental in Summerland Key. So what are you waiting for, see what kind of money saving Summerland Key condos we can provide to you today.

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Check out more areas which feature homes, villas, cabins, cottages, or condos.

Summerland Key things to do

 

Skydive Key West

my husband and i did this after a particularly rough six months.. and boy did that restore some self esteem & confidence! :P i am afraid of heights, and i...read more

 

Boondocks Grille & Draft House

On a recent drive down to Key West my wife and I spied the sign for Boondocks and decided to give them a shot. As others have said this place is basically...read more

 

Strike Zone Charters Inc

During our week in the keys, we went on two snorkeling trips: One with the outfit at the Bahia Honda State Park, and one at Strike Zone Charters. Our...read more

 

Florida Keys Kayak Tours and Rentals

Captain Markus is awesome! He went out if his way to make our trip perfect and the price was competitive. Dropped us off to avoid the windy day. Will...read more

 

Living The Dream Watersports

I was in the keys all last week and rented a boat from this company. I immediately noticed how awesome and friendly the staff was. The boat ran great and...read more

 

Dinghy Docks LLC

This review refers to the grocery portion of the store, as I have no boat and no need for boating equipment. Being vegetarian/vegan on the island is...read more

 

Innerspace Dive Center

Very experienced dive Masters. One dive master had thousands of dives. We felt safe and comfortable. 6 pack boat was great for getting into the water to...read more

 

Big Pine Key Boat Rentals

Avoid like the plague. Rented a boat here for lobster fishing and it was in terrible condition. broke down the first day due to a faulty ignition, and had...read more

 

Looe Key Reef Resort & Dive Center

The key feature of this place is how it offers a sort of one-stop shop for learning how to dive. I took my young son over the holidays, and we spent five...read more

 

Big Pine Kayak Adventures, Inc

Last month my wife and I while on vacation in the Florida Keys had made reservations to take our first kayaking trip with Big Pine Kayak Adventures led by...read more

 

Bat Tower

Supposedly it's a historical landmark... really? Supposedly it was supposed to solve our mosquito problem... seriously? Supposedly it's a must see icon...read more

 

Old Wooden Bridge Fishing Camp

Found this place purely by accident when looking for a reasonably priced stay near Key West. Off the path in Big Pine Key, home of cute Key Deer running...read more

 

Out of the Blue Gallery & Gifts

Best gift shop in the Florida Keys! Gorgeous jewelry by local artisans, wonderful books, and of course, good company. My favorite birthday gift offered by...read more

 

Backcountry Eco-Tours

In November, 2011, I went on a kayak tour of the mangroves with Kaycie. I didn't even know this was possible, and the surprise was part of the delight. I...read more

 

Pirate Wellness Center Llc

It's no East Bank Club, Equinox or David Barton Gym, but it's no Bally's or Cardinal Fitness either. Pirate Wellness Center in Cudjoe Key is a small, but...read more

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DEAL!! Sandys Great Escape
Summerland Key House Rental Picture
  • House Rental Deals and Discounts free night valued at USD $200
  • House Rental Deals and Specials Free night ($200)
  • bedrooms 2
  • community Summerland Cove
  • rental type House
  • owner badgeowner badge
  • sleeps 7
  • baths
  • rates (USD) $1,400 - $1,500 /wk
    $4,500 - $5,000 /mth
 
 
 
 
 

2 reviews write a review

Blue Lagoon
Summerland Key House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 6
  • baths 3
  • rates (USD) $5,750 - $6,250 /mth
 
 
 
 
 

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Paradise in Summerland Key
Summerland Key House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $1,500 /nt
    $1,500 /wk
    $3,500 /mth
 
 
 
 
 

2 reviews write a review

Summer Breeze on Summerland Key
Summerland Key House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $3,500 - $4,500 /mth
 
 
 
 
 

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Altantic Mansion-Estate on Private Paradise Penisula
Summerland Key House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 4
  • rates (USD) $8,000 - $18,000 /mth
 
 
 
 
 

16 reviews write a review

Ocean Magic
Summerland Key House Rental Picture
  • bedrooms 5
  • community
  • rental type House
  • sleeps 14
  • baths 5
  • rates (USD) $17,000 /mth
 
 
 
 
 

1 reviews write a review

Lower Keys-Cudjoe Key-Mm23-Tropical Paradise-Key West-19 Miles
Summerland Key Mobile_home Rental Picture
  • bedrooms 2
  • rental type Mobile home
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $115 /nt
    $770 /wk
    $2,800 /mth
 
 
 
 
 

19 reviews write a review

Ocean Front Summerland Estate
Summerland Key Estate Rental Picture
  • bedrooms 5
  • rental type Estate
  • owner badgeowner badge
  • sleeps 12
  • baths 4
  • rates (USD) $2,975 /wk
 
 
 
 
 

10 reviews write a review

OPEN JANUARY!! Fishing and Diving or relaxing in Paradise!
Summerland Key House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 7
  • baths 2
  • rates (USD) $817 - $1,600 /wk
    $3,617 /mth
 
 
 
 
 

5 reviews write a review

New Listing:Cudjoe Key Waterfront Paradise Get-A-Way
Summerland Key House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $3,600 - $4,060 /mth
 
 
 
 
 

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Looking for a place to stay?
Summerland Key House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $2,613 - $3,547 /mth
 
 
 
 
 

6 reviews write a review

Ocean Front, Venture Out, Private 60' Dock, Pool, Weekly, Fish
Summerland Key House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $209 /nt
 
 
 
 
 

24 reviews write a review

Ocean Perch , Dock 80'Heated Pool Deep Channel Tennis 15 min Key West
Summerland Key House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $995 - $1,700 /wk
 
 
 
 
 

53 reviews write a review

Breathtaking Open Waterfront Home, Dock, Open Water & 2 Canals!
Summerland Key House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $285 - $375 /nt
    $1,890 - $2,625 /wk
    $6,900 /mth
 
 
 
 
 

34 reviews write a review

Canal Front (Deep Water) Tropical Villa
Summerland Key House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD)
 
 
 
 
 

15 reviews write a review

Large Oceanfront Home, Heated Pool, Dock-Weekly/Monthly
Summerland Key House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 2
  • rates (USD)
 
 
 
 
 

7 reviews write a review

Beautiful Tropical Home on Deep Water Canal located in a resort gated community.
Summerland Key House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD)
 
 
 
 
 

31 reviews write a review

Newer 2 Bed / 2 Bath Vacation Home in an Oceanside Resort with Kayak
Summerland Key House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $102 - $117 /nt
    $650 - $750 /wk
    $1,900 - $2,600 /mth
 
 
 
 
 

18 reviews write a review

Seas The Keys! Vacation Paradise on Deep Water Flow Through Canal
Summerland Key House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $2,100 - $2,450 /wk
 
 
 
 
 

12 reviews write a review

Luxury Eco Friendly Private Island In Florida
Summerland Key Villa Rental Picture
  • bedrooms 4
  • rental type Villa
  • owner badgeowner badge
  • sleeps 10
  • baths 4
  • rates (USD) $2,000 /nt
 
 
 
 
 

3 reviews write a review

Florida Keys Getaway
Summerland Key Townhome Rental Picture
  • bedrooms 3
  • rental type Townhome
  • sleeps 8
  • baths 2
  • rates (USD) $5,200 /mth
 
 
 
 
 

5 reviews write a review

Paradise Found... a Reel and Diver Retreat!
Summerland Key House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 6
  • baths 3
  • rates (USD)
 
 
 
 
 

1 reviews write a review

Open Plan Canal Front Tropical Villa With Boatlift, Dock & Swim Spa
Summerland Key House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $4,650 /mth
 
 
 
 
 

2 reviews write a review

Waterfront 3br Getaway, Kayaks, Porch. Minutes To Ocean Or Bay
Summerland Key House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $4,200 /mth
 
 
 
 
 

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