Enter dates for more accurate prices
1,172 house rentals
Keys Spectacular Gulf of Mexico Views
Florida Keys / Marathon
3 8 7 nights min
- 3 bedrooms
- sleeps 8
- 7 nights min
- Nearest beach 2 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$236
Price per night from
$236
Oceanfrontparadise: 209
Florida Keys / Islamorada
2 4 7 nights min
- 2 bedrooms
- sleeps 4
- 7 nights min
- Child Friendly
- Car not necessary
Map
Price per night from
$287
Price per night from
$287
Conch Haven Old Town 1/1 MONTHLY Rental
Florida Keys / Key West
1 4 30 nights min
- 1 bedroom
- sleeps 4
- 30 nights min
- Beach / lakeside relaxation
- Child Friendly
- Car not necessary
Map
Price per night from
$93
Responds fast!
avg. 3 hours 11 minutes
Price per night from
$93
Certificate of Excellence
Steps to Duval, Old Town Charm -Grand Bahama Suite
Florida Keys / Key West
3 8 min stay varies
- 3 bedrooms
- sleeps 8
- min stay varies
- Beach / lakeside relaxation
- Swimming pool
- Car not necessary
Certificate of Excellence
Map
Price per night from
$377
Price per night from
$377
Islamorada Luxury Waterfront Condo with Boat Slip
Florida Keys / Islamorada
2 6 7 nights min
- 2 bedrooms
- sleeps 6
- 7 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Map
Price per night from
$214
Price per night from
$214
WOW – waterfront, boat lift, private heated pool, walk to beach and shops!
Florida Keys / Marathon
2 6 7 nights min
- 2 bedrooms
- sleeps 6
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$287
Price per night from
$287
Spectacular Atlantic Ocean View Condo (MONTHLY)
Florida Keys / Key West
2 6 28 nights min
- 2 bedrooms
- sleeps 6
- 28 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Map
Price per night from
$330
Price per night from
$330
Certificate of Excellence
Best Location, 1/2 Block to Duval, Bimini Suite
Florida Keys / Key West
2 5 min stay varies
- 2 bedrooms
- sleeps 5
- min stay varies
- Beach / lakeside relaxation
- Swimming pool
- Car not necessary
Certificate of Excellence
Map
Price per night from
$297
Price per night from
$297
Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach
Florida Keys / Key West
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$457
Price per night from
$457
Beautiful Condo - Moon Bay - Waterfront - Spectacular Views in Key Largo
Florida Keys / Key Largo
2 6 6 nights min
- 2 bedrooms
- sleeps 6
- 6 nights min
- Child Friendly
Map
Price per night from
$229
Price per night from
$229
Certificate of Excellence
Center of It All - Paradise Island Suite
Florida Keys / Key West
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Beach / lakeside relaxation
- Swimming pool
- Car not necessary
Certificate of Excellence
Map
Price per night from
$286
Price per night from
$286
Private Home, with Beach Access, Best Value in the Keys
Florida Keys / Key Largo
2 6 28 nights min
- 2 bedrooms
- sleeps 6
- 28 nights min
- Beach / lakeside relaxation
- Nearest beach 0.25 mi
- Child Friendly
Map
Price per night from
$75
Price per night from
$75
FL Keys Waterfront Pool Home 2 Bedrooms Sleeps 8 w/ 60 Feet of Dockage
Marathon / Marathon Shores
2 8 min stay varies
- 2 bedrooms
- sleeps 8
- min stay varies
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$258
Responds fast!
avg. 1 hour 53 minutes
Price per night from
$258
3BR Oasis in the Keys w/ Kayaks & Bikes - Sweeping Ocean Views in Every Room!
Florida Keys / Marathon
3 8 7 nights min
- 3 bedrooms
- sleeps 8
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$303
Price per night from
$303
Casa Del Sol, a Key West Vacation (Truman Annex)
Florida Keys / Key West
2 6 7 nights min
- 2 bedrooms
- sleeps 6
- 7 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Map
Price per night from
$229
Responds fast!
avg. 1 hour 9 minutes
Price per night from
$229
Large Townhouse in Mariner's Club Resort - 3 BR/3.5 Bath
Key Largo / Tavernier
3 6 3 nights min
- 3 bedrooms
- sleeps 6
- 3 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$338
Responds fast!
avg. 1 hour 24 minutes
Price per night from
$338
Certificate of Excellence
1/2 Block to Duval, World of its own -Nassau Suite
Florida Keys / Key West
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Swimming pool
- Car not necessary
- Air conditioning
Certificate of Excellence
Map
Price per night from
$320
Price per night from
$320
Ocean-Front Caribbean Home.
Florida Keys / Islamorada
3 8 2 nights min
- 3 bedrooms
- sleeps 8
- 2 nights min
- Swimming pool
- Child Friendly
- Car not necessary
Map
Price per night from
$1,500
Price per night from
$1,500
Keys Cove House 4
Marathon / Marathon Shores
4 10 min stay varies
- 4 bedrooms
- sleeps 10
- min stay varies
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$490
Responds fast!
avg. 51 minutes
Price per night from
$490
76004 Overseas Highway
Florida Keys / Islamorada
4 8 7 nights min
- 4 bedrooms
- sleeps 8
- 7 nights min
- Child Friendly
Map
Price per night from
$328
Price per night from
$328
Shelleys Rooftop Hideaway
Florida Keys / Key West
2 4 7 nights min
- 2 bedrooms
- sleeps 4
- 7 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Map
Price per night from
$332
Price per night from
$332
Come relax in Islamorada, the tropical jewel of the Florida Keys!!
Florida Keys / Islamorada
1 4 7 nights min
- 1 bedroom
- sleeps 4
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$201
Responds fast!
avg. 23 minutes
Price per night from
$201
Amazing Ocean View Condo on the Beach!
Florida Keys / Marathon
2 6 7 nights min
- 2 bedrooms
- sleeps 6
- 7 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Map
Price per night from
$236
Responds fast!
avg. 2 hours 38 minutes
Price per night from
$236
1BR Restored Conch House w/ Pool & Deck
Florida Keys / Key West
1 3 30 nights min
- 1 bedroom
- sleeps 3
- 30 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$93
Price per night from
$93
Waterfront Keys Home - Spectacular View, 37' Dock
Florida Keys / Marathon
2 6 7 nights min
- 2 bedrooms
- sleeps 6
- 7 nights min
- Beach / lakeside relaxation
- Nearest beach 2 mi
- Child Friendly
Map
Price per night from
$143
Price per night from
$143
PARADISE OCEAN FRONT HOME
Florida Keys / Marathon
4 12 min stay varies
- 4 bedrooms
- sleeps 12
- min stay varies
- Nearest beach 5 mi
- Child Friendly
- Air conditioning
Map
Price per night from
$287
Price per night from
$287
75731 Overseas Highway
Florida Keys / Matecumbe Key
4 10 7 nights min
- 4 bedrooms
- sleeps 10
- 7 nights min
- Swimming pool
- Child Friendly
Map
Price per night from
$1,064
Price per night from
$1,064
ADVENTURE AWAITS I - MARINER'S CLUB 606 - KEY LARGO RESORT STYLE VACATION HOME
Florida Keys / Key Largo
4 11 min stay varies
- 4 bedrooms
- sleeps 11
- min stay varies
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$343
Price per night from
$343
BUCCANEER'S DEN - 20Ft. of Waterfront w/ Dock
Florida Keys / Key Largo
2 2 3 nights min
- 2 bedrooms
- sleeps 2
- 3 nights min
- Beach / lakeside relaxation
- Nearest beach 19 mi
- Swimming pool
Map
Price per night from
$93
Price per night from
$93
75130 Overseas Highway
Florida Keys / Matecumbe Key
2 4 7 nights min
- 2 bedrooms
- sleeps 4
- 7 nights min
- Child Friendly
- Pet Friendly
Map
Price per night from
$190
Price per night from
$190
Duck Key Paradise
Florida Keys / Duck Key
3 9 28 nights min
- 3 bedrooms
- sleeps 9
- 28 nights min
- Nearest beach 19 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$308
Responds fast!
avg. 13 minutes
Price per night from
$308
Keys Cove House 2
Marathon / Marathon Shores
4 10 min stay varies
- 4 bedrooms
- sleeps 10
- min stay varies
- Child Friendly
- Air conditioning
Map
Price per night from
$490
Responds fast!
avg. 51 minutes
Price per night from
$490
Canal-Front 3BR w/ Private Pool, Boat Slip, Tiki Hut & Kayaks - Near Beach
Florida Keys / Marathon
3 6 7 nights min
- 3 bedrooms
- sleeps 6
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$243
Price per night from
$243
Tropical Escape
Florida Keys / Key West
2 5 3 nights min
- 2 bedrooms
- sleeps 5
- 3 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$252
Price per night from
$252
Certificate of Excellence
Escape to Paradise in a Gated Tropical Bayfront Estate (Free Wifi)
Key Largo / Tavernier
2 4 6 nights min
- 2 bedrooms
- sleeps 4
- 6 nights min
- Child Friendly
Certificate of Excellence
Map
Price per night from
$258
Price per night from
$258
Conch Key Villas Unit 1, Quiet, Clean with Awesome VIews in Paradise
Florida Keys / Conch Key
1 3 3 nights min
- 1 bedroom
- sleeps 3
- 3 nights min
- Beach / lakeside relaxation
- Nearest beach 38 mi
- Child Friendly
Map
Price per night from
$189
Responds fast!
avg. 3 hours 48 minutes
Price per night from
$189
Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage
Florida Keys / Key West
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Beach / lakeside relaxation
- Nearest beach 0.2 mi
- Swimming pool
Map
Price per night from
$401
Responds fast!
avg. 2 hours 5 minutes
Price per night from
$401
Jack's Flat
Florida Keys / Key Colony Beach
2 8 2 nights min
- 2 bedrooms
- sleeps 8
- 2 nights min
- Car not necessary
Map
Price per night from
$431
Responds fast!
avg. 3 hours 56 minutes
Price per night from
$431
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.
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.