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Number of reviews
807 house rentals
Price per night from
$80
Private Home, with Beach Access, Best Value in the Keys
Key Largo house
2 bedrooms / 2 bathrooms / sleeps 6
“Perfect house for casual getaway” We wanted a clean and comfy place to stay for a long weekend that would be close to everything. This house had everything we wanted and more. We brought our 2 year old with us and felt like it was exactly the cozy and safe place we needed. If we weren't relaxing on the front or back deck, there were a number of board games that entertained us while our child napped. The owner was pretty quick to respond to any questions we had. We hope to stay here again for future getaways!
Price per night from
$76
“Our Spirits were renewed!” Things don't happen by chance! Little did we know six months ago when we booked our vacation how much we would really, really NEED a quiet and peaceful week! This little corner of Marathon is exactly that: quiet and peaceful. The condo is very comfortably furnished, very clean, and the view is - well, I don't think there is a 'better' view anywhere! It's picture perfect - even to the gorgeous green iguana on the palm tree! (but you have to look quick - they move fast!). We had our son, daughter in law and two little grandkids with us...it was perfect! Sunrise with coffee by the pool, under the Chickee or on the patio...awesome! Lots to do for families or singles very close by...yup...you really can even have pizza delivered if you don't want delicious, fresh seafood!..and wow! are there some awesome spots for that!! Communication with the owners is impeccable...could NOT be better. These are the folks with whom you love to do business!! Thanks so much, Todd and Jamie!
Responds fast! avg. 2 hours 48 minutes
Price per night from
$280
“awesome” the condo was beautiful. very good location. 2 suggestions. the grill did not have gas . the bed that opens up to king. not so much, mattress is 2 different heights and slides if you try to sleep on it. very very uncomfortable.
Responds fast! avg. 2 hours 3 minutes
Price per night from
$247
Price per night from
$288
Waterfront, dock, easy ocean access, heated pool, walk to beach! Great location!
Marathon house
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$311
FL Keys Waterfront Pool Home 2 Bedrooms Sleeps 6 w/ 60 Feet of Dockage
Marathon Shores house
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$286
Price per night from
$330
Magnificent Ocean view with 35' dock , Canal home in gated Venture Out Resort
Cudjoe Key cottage
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$183
Responds fast! avg. 1 hour 51 minutes
Price per night from
$606
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$1,708
Responds fast! avg. 36 minutes
Price per night from
$582
Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach
Key West townhouse
2 bedrooms / 3 bathrooms / sleeps 6
Price per night from
$570
Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage
Key West apartment
2 bedrooms / 2 bathrooms / sleeps 6
“Perfect place to experience Key West” This is a lovely condo with a tropical, quiet view. Many extras are included: beach towels, bikes, and kitchen supplies. The pool area was our favorite spot, and we had coffee every morning on the balcony with chairs for all 6 of us. My husband enjoyed watching March Madness on the large T.V. Kathy did a fantastic job with all communications and provided great tourist tips. We would definitely stay here again!
Responds fast! avg. 2 hours 55 minutes
Price per night from
$485
“Vacation of a lifetime!” I can't say enough good things about this home. It was beautiful, clean, and peaceful. The only thing that might be considered a down side is that all of the bedrooms are located upstairs, but that was not a problem for us. Brandi at Freewheeler Realestate was wonderful. She was prompt with answers to questions, friendly and professional. The home-owner obviously wants to see to it that the people staying in their home are well taken care of. Everything was great all the way down to the fluffy beach towels. We will definitely look at staying at this home again.
Price per night from
$1,223
“The view and location was excellent.” The house had most of the amenities I would expect at a beach location. You can't beat the sunsets over the bay! We snorkeled at Key Largo and took a day trip into key West, so the location was perfect. The area had the best restaurants. We tried them all. Only complaints were: no outdoor grill, no wine glasses, sheets kept pulling off the bed and rusted beach chairs.
Price per night from
$213
Pools, Jacuzzis, Rec Room, Gym, 24/7 security! Stay at Mariner's Club 606!!
Key Largo townhouse
4 bedrooms / 4 bathrooms / sleeps 10
Price per night from
$570
“Wonderful accommodations” Aside from being rainy for the majority of our stay, the accommodations were amazing. We will certainly be going back to this house. This house sleeps 8-10 adults comfortably. Freewheeler Realty was a pleasure to do business with and was the only company that was responsive to my inquiries. The house has an amazing view, full laundry, kitchen upstairs and downstairs. My favorite part were the stairs that go directly into crystal clear water to snorkel!
Price per night from
$327
Price per night from
$656
Bayside Home w/ Heated Pool, Rooftop Terrace & Stunning View
Marathon villa
3 bedrooms / 3 bathrooms / sleeps 8
Price per night from
$283
Top floor, two bedroom,two bath condo with private balcony,close to the Ocean
Key West condo
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 1 hour 14 minutes
Price per night from
$429
Newly refinished condo open water views very nice
Islamorada condo
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 57 minutes
Price per night from
$165
Responds fast! avg. 2 hours 8 minutes
Price per night from
$400
Price per night from
$548
“Hidden Treasure” This cottage is one of our favorite place to stay. Clean, well equipped, private, and so relaxing. A great place to spend a relaxing vacation. We love the outdoor kitchen and sitting area.
Responds fast! avg. 1 hour 45 minutes
Price per night from
$180
Come relax in Islamorada, the tropical jewel of the Florida Keys!!
Islamorada apartment
1 bedroom / 1 bathroom / sleeps 4
Responds fast! avg. 2 hours 24 minutes
Price per night from
$201
“Great location and pleasantly surprised!” Romberto's Camprground vacation was definitely more than i expected. There was ample room for my husband and I, the folks were nice and the area was quiet and clean. The marina was convenient (small boats only). There was a small leak in the bathroom in the overhead skylight but it was almost negligible unless it was pouring. we will definitely be back.
Price per night from
$143
Conch Key Villas Unit 1, Quiet, Clean with Awesome VIews in Paradise
Conch Key apartment
1 bedroom / 1 bathroom / sleeps 3
Responds fast! avg. 28 minutes
Price per night from
$191
“Very comfortable and all around great place to stay.” It was very clean, comfortable and homey. The pool was great and it's very close to Key West and a beach. We really enjoyed our stay. Provided plenty of towels, pool accessories, kitchenware, etc.... No complaints.
Price per night from
$270
“Nicest rental property we have ever stayed in!!” Beautiful home on spotless white beach! Property has been updated with upscale furnishings throughout. Granite, leather furniture, redone bathrooms. Well stocked for all your vacation needs -- towels, beach chairs, beach toys, kitchen full of everything you need, 2 grills. Outside patio was amazing for our meals, sunrises and after dinner activities. The backyard was the beach filled with palm trees for natural shade. Hammock and volleyball court, beautiful pool with waterfall, tables and chairs everywhere for meals or for just relaxing. We traveled as two families and there was more than enough room for all of us. We felt right at home right away. Highly recommend this paradise!
Price per night from
$830
Key Largo 2/2 Tropical Daze Oceanfront Condo
Key Largo apartment
2 bedrooms / 2 bathrooms / sleeps 4
“Couldn't be better!!!” If you are looking to rest and relax, look no further.
Responds fast! avg. 1 hour 27 minutes
Price per night from
$273
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$263
Price per night from
$428
Family Retreat-Ocean front home with private pool
Cudjoe Key house
6 bedrooms / 4 bathrooms / sleeps 14
Responds fast! avg. 3 hours 18 minutes
Price per night from
$683
Viewing 38 of 807
rentals in Florida Keys
About Florida Keys
Florida Keys, FL, including the islands of Key West, Key Largo, Islamorada, Marathon Key and Big Pine Key offers the perfect mix of family beach fun and peaceful vacation relaxation. Spend your days strolling one of the many boardwalks, or swim, snorkel, and kayak in the pristine Gulf. After a long day, retreat back to your vacation rental home at night, escape the crowds, and watch the sunset across the Gulf from your personal porch or deck. With your own private tennis court and pool, luxuries that many rentals offer, you can have a great time without even leaving your vacation home.
Wake up to the sound of waves rolling in and the scent of the salty ocean air, then walk just minutes to the beach for great boardwalk shopping, dining, and entertainment. Truly escape the winter chill by heading to the southernmost point in the United States, Key West, Florida. Take U.S. Highway 1, known to locals as "The Overseas Highway" to get there, and enjoy the breath-taking natural beauty of the ocean scenery and wilderness that borders the road.
Here are a few additional suggestions for your trip to the Florida Keys:
- Visit the Key West Butterfly & Nature Conservatory: Key West is home to a magnificent array of butterflies from South America, Africa, and Southeast Asia. This Conservatory emphasizes the importance of wildlife preservation, offering group tours, unique films, and resident rainforest birds guaranteed to ignite your love for wildlife.
- Swim with the dolphins: Key West is known for its dolphin friendly environment and facilities that offer guests the opportunity to swim and play with these amazing animals.
- Explore The Harry S. Truman Little White House: Established in 1890 as a command center during the Spanish American War, this house was later used as a means of escape during the Cold War. For years, presidents relaxed and restored body and mind here while dealing with war threats. The site is now a living history museum.
- Sleep under the stars: Spend a night under the legendary stars of Key West. Florida Keys campgrounds are plentiful, and Florida Keys camping can also happen at sea. Charter a boat and drift off with the night sky above and the ocean below.
- Take a sunset dinner cruise: Gourmet dinner cruises to Florida Keys' destinations are widely available. Nothing is more romantic than raising a glass on a luxury sailboat as the sun sets over the Atlantic.
- Take a charter fishing trip: An experienced outfitter can provide the boat and equipment you need to pursue deep water species like marlin and swordfish.
Whether you're here for a Florida Keys honeymoon, a family reunion, or a vacation getaway with friends, you'll easily find a perfect vacation rental with all the amenities you need to relax in style. Stay in a charming beach condo close to the restaurants and nightlife or rent an elegant villa with a balcony and stunning views of the ocean. You may also want to make some time during your vacation to visit nearby destinations like Naples or Marco Island.
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Also consider
- Marathon 200 properties
- Key Largo 160 properties
- Key West 118 properties
- Islamorada 104 properties
- Lower Keys 46 properties
- Key Colony Beach 35 properties
- Matecumbe Key 32 properties
- Cudjoe Key 27 properties
- Big Pine Key 19 properties
- Long Key 16 properties
- Duck Key 15 properties
- Stock Island 14 properties
- Ramrod Key 8 properties
- Sugarloaf 6 properties