Vacation Rentals & House Rentals in Lower Keys

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Wireless Internet
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Pets
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Skiing – property near ski resort
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29 house rentals

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Hogfish Hideout

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$378

Coconut Cay

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$207

Salty Retreat

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$447

Family Friendly House In Paradise

Summerland Key house

5 bedrooms
3 bathrooms

sleeps 8

Match: Bicycles available

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Price per night from

$516

Great rentals within 20 miles that match your search

Luxury condo overlooking harbor with ocean view

Islamorada condo

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$391

Beautiful Captain's Cove

Islamorada villa

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$573

Islamorada Waterfront Paradise 2

Islamorada house

2 bedrooms
2 bathrooms

sleeps 6

Match: Bicycles available

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Price per night from

$516

Oceanfront Anglers Reef Islamorada Florida Keys

Islamorada house

2 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$457

Reef Resort - Peaceful Getaway 204

Marathon condo

1 bedroom
2 bathrooms

sleeps 4

“A lovely condo” The condo was nicely appointed and was a great mid location to explore the Florida Keys. The pool was large & refreshing. There were bikes, kayaks & paddle boats to use. We met a few residents who were very friendly. A very nice condo!

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Price per night from

$352

Reef Resort Getaway 205

Marathon studio

Studio
1 bathroom

sleeps 3

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Price per night from

$320

500 Ocean - Tropical Florida Keys Vacation Home

Marathon house

2 bedrooms
2 bathrooms

sleeps 6

“Zen Oasis with a Dock” Loved 500 Ocean. Quiet, Local, Relaxed. Great location, Good fishing and amenities for the boat ( tons of dock space, bait freezer, fish cleaning station) You have to watch that canal though it's super shallow (as in barely 2 feet most of the way). Everything is the house was nice and comfortable. Coconut Chuck was super helpful with our stay and provided a lot of information ahead of time!

Responds fast! avg. 2 hours 56 minutes

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Price per night from

$327

Gorgeous waterfront home

Islamorada house

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$458

ISLAMORADA WATERFRONT PARADISE with FREE DOCKAGE

Matecumbe Key studio

Studio
1 bathroom

sleeps 2

“Relaxing Weekend Getaway” We love this home! It is on a private dead-end street, and everything is just perfect. Kept the boat right at the dock, fished right there at night, took some nice boat rides through the back country, and relaxed in paradise. Wifi is good and fast (I had to do some work while we were there), and we can't wait to go back.

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Price per night from

$172

Islamorada Waterfront Paradise Getaway!

Islamorada house

1 bedroom
1 bathroom

sleeps 2

“Wonderful Romantic Get-Away” We absolutely enjoyed our stay here and would recommend it to others. The owners were very friendly and pleasant, and the apartment was incredibly clean. The tiki hut over the private lagoon was amazing. We kept finding little things all over the apartment while we were there - drinks, books, games, etc. It was a totally wonderful time, and we want to go back!

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Price per night from

$573

WATER FRONT COTTAGE W/ MOTHER IN LAW TREETOP SUITE also a 23' Compac sailboat

Conch Key cottage

4 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$561

CARIBBEAN SOUL SAILING CHARTER Bayfront 2 BR cottage w/ 23 foot Sailboat or dock

Conch Key cottage

2 bedrooms
1 bathroom

sleeps 6

“Perfect get-away cottage exceeded our expectations.” Just back from enjoying the cottage, Conched Out, at Caribbean Soul Charters on Conch Key. Awesome rustic cottage with tons of nautical character and a sailboat right out the back door. Great location near Marathon allowed us to easily day trip up to Key Largo and down to Key West. My family took the 23' Compact sailboat out 3 times during the week and the sailing was awesome. Our boat was in great shape and the motor operated flawlessly. One of the best family vacations we've ever enjoyed. We can't wait to come back. The owners, Barry and Tammy Jo, were very friendly and great sources of local information.

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Price per night from

$327

Private Island Rental with 19' Boat, Seabird Key

Marathon house

3 bedrooms
3 bathrooms

sleeps 8

“Heaven On Earth!” From the moment you step foot on this beautiful island paradise, you'll feel like you've been transported to your own little private world! Every amenity has been thought of from an outstanding outdoor kitchen, complete with state of the art grill, oven and microwave along with dinnerware, glassware etc. Not to mention the kitchen inside the house comes complete with all you need also. Even spices, just not food! The house itself is amazing and has a awesome stereo system so you can have music in the house, on the decks and on then beach! You can snorkel, swim, fish, sail, canoe, kayak, go tubing walk along the perfectely maintained tropical paths. From sunrise to sunset you day will be filled with beautiful scenerey, The view from the front porch is my favorite, I could sit there all day and have! This was our 7th trip and we had a extended stay of 10 glorious days, also our first trip with friends who loved it as much as we do! We've spent my birthday and our anniversary (back to back) here many of times and there is no place else we would rather be! The island is alive with hermit and land craps and Iguanna's and birds of all sorts. It's so funny to see a hermit crap go by with some sort of object he found as a shell. At night when you turn all the outside lights on it's like a magical transformantion! I can not say enough good things about Seabird Key. The owners and care takers do such a amazing job! Thank you for sharing this tropical paradise with us and we hope to be back again soon!

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Price per night from

$2,004