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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Fireplace
Private tennis court
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Pool or snooker table
Table tennis
Games room
Fax machine
Shared outdoor pool (unheated)
Clothes dryer
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Video player
Climbing frame
Boat available
Stove
TV
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Fridge
Staffed property
Freezer
Microwave
Linen provided
Towels provided
Bicycles available
Swing set or jungle gym
Trampoline
Private fishing lake or river
Housekeeping Included

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Pets allowed
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible

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Beach or lakeside relaxation
Skiing – property near ski resort
Walking trips
Tennis in town

Nightlife
Water sports
Horse riding
Fishing
Golf within 30mins drive
Waterfront
Lakefront

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73 yachts

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NEW LISTING! 40’ Luxury Catamaran Yacht!

Key West yacht

3 bedrooms
3 bathrooms

sleeps 7

Match: Rental types Bicycles available

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Price per night from

$1,954

All-Inclusive Yacht Margarita Flaca: Marina OR Anchor on the Ocean: Free Charter

Stock Island yacht

1 bedroom
1 bathroom

sleeps 6

Match: Rental types Bicycles available

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Price per night from

$264

Charming Elevated Waterfront Home

Big Pine Key house

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Rental types, Bicycles available

1 of 2 filters match

Price per night from

$173

Cozy Couple Getaway! or Great Family Home

Key Largo house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Rental types, Bicycles available

1 of 2 filters match

Price per night from

$144

One-bedroom time share suite in the heart of Old Key West

Key West condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 29 minutes

1 of 2 match: Rental types, Bicycles available

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Price per night from

$340

Coconut Cay

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Bicycles available

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Price per night from

$208

New Listing Family Friendly

Key West townhouse

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Rental types, Bicycles available

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Price per night from

$368

Gorgeous waterfront home

Islamorada house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Rental types, Bicycles available

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Price per night from

$460

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!

1 of 2 match: Rental types, Bicycles available

1 of 2 filters match

Price per night from

$353

Reef Resort Getaway 205

Marathon studio

Studio
1 bathroom

sleeps 3

1 of 2 match: Rental types, Bicycles available

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Price per night from

$321

Family Friendly House In Paradise

Summerland Key house

5 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Rental types, Bicycles available

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Price per night from

$518

Key Largo Oceanfront Condo with Dock and Spectacular views

Key Largo apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 2 hours 20 minutes

1 of 2 match: Rental types, Bicycles available

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Price per night from

$403

Salty Retreat

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Rental types, Bicycles available

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Price per night from

$449

Cozy Key West Hideaway with a Pool, Digital Workspace, and Privacy

Key West house

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Rental types, Bicycles available

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Price per night from

$345

The Butterfly Cottage

Marathon house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Rental types, Bicycles available

1 of 2 filters match

Price per night from

$252

SEAPORT SAILING—Beach-Pool-BBQ-55”TV-HotTub

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Bicycles available

1 of 2 filters match

Price per night from

$978

Oceanfront Condo w/Lake, Kayaks, Paddleboards & Bikes

Key Largo apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Bicycles available

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Price per night from

$449

Studio Blue

Key West apartment

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Rental types, Bicycles available

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Price per night from

$333

Diving, Fishing, Snorkeling, Kayaking Paradise

Key Largo townhouse

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 20 minutes

1 of 2 match: Rental types, Bicycles available

1 of 2 filters match

Price per night from

$403

Sunrise Waterfront Home

Key Largo house

4 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Rental types, Bicycles available

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Price per night from

$489

Islamorada Waterfront Paradise 2

Islamorada house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Bicycles available

1 of 2 filters match

Price per night from

$518

Large Waterfront 4 balcony Key Largo Townhouse with Oceanfront Dock

Key Largo townhouse

3 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 2 hours 20 minutes

1 of 2 match: Rental types, Bicycles available

1 of 2 filters match

Price per night from

$403

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.

1 of 2 match: Rental types, Bicycles available

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Price per night from

$173

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!

1 of 2 match: Rental types, Bicycles available

1 of 2 filters match

Price per night from

$575

Florida Keys Splendor at Hammer Point

Tavernier house

2 bedrooms
2 bathrooms

sleeps 4

“Winter Paradise!” My wife and I stayed at this great place in January 2014 and it was wonderful. It was very clean and well maintained. The canal was great to watch the fish jump and we saw Manatees almost every day. We especially liked the kayak and did a lot of site seeing from the ocean side. Migdy was great to work with and very accommodating. We would highly recommend this place to anyone.

1 of 2 match: Rental types, Bicycles available

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Price per night from

$158

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

Conch Key cottage

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Rental types, Bicycles available

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Price per night from

$564

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.

1 of 2 match: Rental types, Bicycles available

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Price per night from

$328

Bayview Villa Vacation Home Rental Bayside Sunset Cove Access Renovated 2020

Key Largo villa

2 bedrooms
2 bathrooms

sleeps 6

“Beautiful property” This place is way nicer then the pictures. The property itself is breathtaking and its right on the water with a beautiful deck. I love that we had access to kayaks whenever we wanted. No one else but our party was there. The house seemed pretty clean but I wish it had a quick sweep again before we got there. The barstools had lots of dead flies. Which is weird because we didn’t have any flies around even while cooking outside. I loved that we could fish right off the deck. Just wished there was a pipe outside to wash up before going in. It’s definitely heaven, I woke up at 6 one day and enjoyed the sunrise n watching Dolfins and manitees. I would definitely stay here again.

1 of 2 match: Rental types, Bicycles available

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Price per night from

$317