Updating...
Relevance
Price: low to high
Price: high to low
Number of reviews
Price per night from
$129
“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!
Price per night from
$340
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
$741
Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach
Key West townhouse
2 bedrooms / 3 bathrooms / sleeps 6
Responds fast! avg. 3 hours 26 minutes
Price per night from
$911
Responds fast! avg. 2 hours 56 minutes
Price per night from
$625
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
$285
Waterfront, dock, easy ocean access, heated pool, walk to beach! Great location!
Marathon house
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$331
Come relax in Islamorada, the tropical jewel of the Florida Keys!!
Islamorada apartment
1 bedroom / 1 bathroom / sleeps 4
Responds fast! avg. 2 hours 29 minutes
Price per night from
$199
“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
$341
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. 2 hours 46 minutes
Price per night from
$483
Price per night from
$654
Newly refinished condo open water views very nice
Islamorada condo
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 32 minutes
Price per night from
$228
Price per night from
$649
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 32 minutes
Price per night from
$655
Responds fast! avg. 2 hours 31 minutes
Price per night from
$568
OUTSTANDING Oceanfront House with Pool and Deep water dockage!!
Marathon house
4 bedrooms / 3 bathrooms / sleeps 10
“Marathon house” A great house with an awesome ocean view! The house was very clean and the kitchen was well stocked with all we needed. We especially looked the pool area and boat dock. It accommodated our 38 ft fishing boat we brought with no problems. I would highly recommend this rental
Price per night from
$1,119
“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
$142
“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. 2 hours 9 minutes
Price per night from
$250
Price per night from
$262
Responds fast! avg. 44 minutes
Price per night from
$480
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 5 minutes
Price per night from
$375
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.
Price per night from
$171
Oceanfront, Water Views from Every Room, Pool, WIFI
Islamorada condo
2 bedrooms / 2 bathrooms / sleeps 4
Responds fast! avg. 2 hours 9 minutes
Price per night from
$228
Price per night from
$341
Price per night from
$228
Home with Open Ocean,Spectacular Sunset views & Private Launch (28 day rentals)
Cudjoe Key house
2 bedrooms / 2 bathrooms / sleeps 4
Price per night from
$163
Price per night from
$370
Responds fast! avg. 2 hours 14 minutes
Price per night from
$476
Family Retreat-Ocean front home with private pool
Cudjoe Key house
6 bedrooms / 4 bathrooms / sleeps 14
Price per night from
$682
Best Kept Secret,Port Largo Villas In Key Largo,FL
Key Largo villa
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$222
Responds fast! avg. 1 hour 38 minutes
Price per night from
$4,544
Blue vacation home, water front, boat dock, heated private Pool.
Summerland Key house
4 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$551
Waterfront luxury Villa (54) with sunset views and boat slip
Marathon villa
3 bedrooms / 3 bathrooms / sleeps 8
“Beautiful condo in a beautiful setting” Sitting on the front porch watching the sunset was one of the highlights of the trip. And the pool was the best we've ever swam in.
Responds fast! avg. 1 hour 13 minutes
Price per night from
$269
Responds fast! avg. 1 hour 0 minutes
Price per night from
$308
Price per night from
$171
Viewing 38 of 526
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.
Top Destination reviews
Also consider
- Key Largo 107 properties
- Key West 105 properties
- Marathon 102 properties
- Islamorada 74 properties
- Lower Keys 28 properties
- Matecumbe Key 26 properties
- Stock Island 20 properties
- Cudjoe Key 16 properties
- Big Pine Key 15 properties
- Long Key 10 properties
- Key Colony Beach 7 properties