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Florida Keys Vacation Rentals

(590 rentals)
Key Colony Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

SALTLIFE- Waterfront 2/2 in Key Colony Beach! 30ft of DOCK, Cabana Club & Pool STAY IN PARADISE & ENJOY THE STUNNING SUNRISE OFF THE PIER. DRINK A MORNING CUP OF COFFEE IN THE SCREENED PATIO OR ENJOY EVENING COCKTAILS WITH BAY VIEWS. YOU SIMPLY CANT BEAT THE BEST OFFSHORE FISHING EXPERIENCE!COZY...

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Featured review

"Excellent place to stay in the keys"

The best Place in the keys everything that you will look for is in this place. I highly recommended.

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Marathon House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

We welcome you to our piece of paradise in the heart of the Florida Keys! This ground level, SFH with a brand new pool & spa will guarantee to impress. Enjoy a cup of coffee or a cocktail while out back watching the birds, fish, manatees and sunrises/sunsets. This beautiful home offers 3 bedrooms...

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Marathon House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Private paradise! Gorgeous 4/3 Half duplex w/ private pool & dockage!Welcome to paradise at South Creek! This gorgeous 4/3 with a private pool and dockage welcomes you with its nautical decor. Enjoy the stunning sunsets/ sunrises from the balcony off of the living room with outside seating.This...

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Marathon House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Property DescriptionOriginal Marathon conch house 2 bed 2 bath completely remodeled after hurricane Irma, new kitchen appliances and furniture throughout the house, travel to ocean less than a minute, and bayside less than 5 minutes ,located off of Vaca cut. Has BBQ with tank, fish cleaning table...

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Marathon Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

Imagine waking up to the soothing sound of waves crashing against the shore as you step out onto your private balcony. Welcome to our beautifully remodeled 2 bedroom, 2 bath condominium with blissful beachfront views.This coastal retreat is the epitome of relaxation and style, boasting a nautical-inspired...

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Marathon House
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Beautiful 2/1.5 condo in Coco Plum. The complex overlooks a wide canal with amazing views. The unit does not have water views but the canal is a short walk less than a minute.. This unit is fully stocked and ready for your vacation needs! You have boat dockage with your rental, fish cleaning station,...

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Key Colony Beach House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

2/2 HALF DUPLEX IN KEY COLONY BEACH. COMPLETELY REMODELED FROM TOP TO BOTTOM IN JAN 2018. AMENITIES INCLUDE: 38’ OF DOCKAGE AVAILABLE ON A 16,000LB BOAT LIFT(extra cost $100 per week), ELECTRIC AND WATER AT DOCK, COMMERCIAL ICE MACHINE, CABANA CLUB PRIVILEGES, FULLY EQUIPPED KITCHEN, LINENS AND...

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Marathon House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Beautifully decorated town-home in a quiet location with a boat slip at your doorstep and sunsets that you will remember for a lifetime on the most comfortable deck furniture. The maximum boat length allowed is 31 ft. I hope you all get an opportunity to visit and for a long time as life doesn't...

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Key Colony Beach House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Create amazing memories at this unique, family-friendly home in the Heart of the Fl Keys! This 2/2 has a complete kitchen, stainless appliances, private pool that can be heated for an extra fee, 10,000 lb. boat lift at dock (no additional space), bait freezer, outdoor shower and much more. Enjoy a cup...

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Marathon House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

WATERFRONT -Brand-New Luxury Dome-Home Welcome to our Brand-New Luxury Dome-Home on the water in the heart of Marathon. (Sleeps 8)This newly built and beautiful 4/3.5 Geodesic Dome home with dockage is in a very quiet established neighborhood. Can accommodate up to a 28ft boat at dock with 15,000...

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Key Colony Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

2/2 HALF DUPLEX IN KEY COLONY BEACH ON SADOWSKI CAUSEWAY. COMES WITH CABANA CLUB MEMBERSHIP AS WELL. ENJOY THE POOL, BEACH OR BAR. THIS BEAUTIFULLY REMODELED HOME (2012) IS LOCATED WITH DIRECT BAY VIEWS. TOMMY BAHAMA DÉCOR, STAINLESS STEEL APPLIANCES AND GRANITE TOP COUNTERS. FULLY EQUIPPED HOME...

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Key Colony Beach House
Sleeps 10, 7 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to the Key Colony Beach Palm Villa! This stunning 7 bedroom, 4 bathroom home is situated right on the canal, offering breathtaking water views. With 60ft of dockage, it's perfect for boat lovers!Accommodating up to 10 people, this home is ideal for large family vacations offering a split...

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Key Colony Beach House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Your Private Paradise- 3/2 single family home, completely private and fenced!WELCOME TO OUR FLORIDA KEYS RETREAT!ENJOY THE AMAZING WATERFRONT VIEWS AND OCEAN BREEZE FROM YOUR COMPLETELY PRIVATE BACK YARD (Not a Duplex) WHILE RELAXING, DRINKING YOUR MORNING COFFEE OR READING A BOOK. HAVE A COOKOUT...

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Key Colony Beach House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our Peace of Paradise in the Keys! Ocean, beach and private salt pool living at its Best! Enjoy swimming and sun bathing right across the street at Private Inch Beach or at the private salt pool surrounded by tropical plants. As you enter Key Colony Beach, a quiet and peaceful island town,...

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Marathon House
Sleeps 10, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Mar Azul!You'll love this BRAND NEW custom-built home with beautiful open water ocean views and gorgeous sunsets. The 4 bedroom/4.5 bath layout offers 3 Masters with en suite bathrooms and walk-in closets. The door to the 4th bedroom area can be closed to create a private en suite...

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Marathon Villa
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • WiFi

About this property

Indigo Reef Villa Gulfside 47Enjoy spectactular sunsets while in Paradise and staying at the beautiful Indigo Reef Resort. Show casing endless Gulf front views. Watch the sealife right from your balcony. This beautifully appointed, nautical décor home comes fully equipped to suit your vacation...

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Marathon House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Updated Sombrero Beach Canal Home Private Pool-Outdoor KitchenWe REALLY LOVE our Marathon house! UPDATE 2024! We added a mini split AC to the twin bedroom! VERY COOL! Also refinished pool deck! We completed a major remodel In Dec 2019. All new kitchen and appliances! Updated bathrooms- new windows...

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Key Colony Beach House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Island Paradise-large 2 bedroom/2 bath SFH with Cabana club and 75ft of dockageRelax and unwind at Island Paradise!Nestled along the serene canal, this exquisite single-family home exudes peace and comfort at every turn. Step inside to discover a spacious haven boasting two large bedrooms, the...

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Marathon House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Yellowtail Escape! 3/2 SFH w. 60ft dockageWelcome to Paradise! This beautiful Marathon home on a deep water canal awaits your vacation. This home sleeps 8 people very comfortably. The large master bedroom has a newly renovated en suite bathroom with a stand up shower and a king sized bed. It also...

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Key Colony Beach House
Sleeps 7, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Private pool, sleeps 7, 5min access to Ocean, 37.5ft dock, shelter bay view. JUST REDUCED, SPECIAL RATE FOR MINI LOBSTER AND LOBSTER OPENING WEEK.ONE-OF-A-KIND, EAST FACING, 2/2 WITH SPACIOUS LOFT THAT HAS TWO TRUNDLE BEDS, PERFECT FOR CHILDREN. JUST 7 HOUSES IN FROM THE ENTRANCE OF THE CANAL! QUICK...

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Key Colony Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

2/2 half duplex located on West Ocean Dr in Key Colony Beach.This unit has a king bed in the master and two twins in the guest room that will combine to a king. This 936 sq. Ft home will sleep 4 people maximum. You will have cabana club membership and can use the pool and beach on property. Central...

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Marathon House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Slack Tide- 4 bedroom waterfront home with Private Pool,Outdoor Kitchen and DockWelcome to "Slack Tide", your dream vacation getaway in the heart of the Florida Keys! This luxurious 4-bedroom, 4.5-bath single-family home offers everything you need for an unforgettable stay. Nestled in a...

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Marathon House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Gorgeous 2/2 half duplex in the Heart of Marathon with quick ocean access! Enjoy the ocean Breeze on the balcony. There is a fully equipped kitchen for all your cooking desires. Master bedroom has a king sized bed and an en-suite bathroom with stand up shower. The guest room has two twins. There's...

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Marathon Studio
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Beautiful studio condo in the Heart of the Florida Keys! Located in Coco Plum in Marathon, FL. This condo has a queen sized bed, L-Shaped couch that folds out to a full sized bed, fully stocked kitchen and a screened in porch.You are very close to the pool, and a quick walk to the canal where you...

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Marathon House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Sea Renity~ Large 3/2 SFH, 30ft dockage, Private pool, Hot tub & Huge game roomWelcome to our lavishly appointed, open floor plan, 3/2 Single Family Home with water views from the living room and balcony. Easy boating access, less than 10 minutes from the Ocean. Seas the day and the evening breeze...

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Marathon House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Sea Level, a fully renovated and upgraded 3 bedroom, 3 bathroom townhome located on the water in the quiet and picturesque Bonefish Yacht Club. This townhome offers beautiful views of the Bonefish Marina and the Atlantic Ocean from 2 spacious balconies, where you can enjoy your coffee watching...

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Key Colony Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to your perfect waterfront getaway in Key Colony Beach with the Cabana Club Membership! This charming 2-bedroom, 2-bath half duplex is ideally located on 7th St, featuring the only boardwalk and the widest canal in Key Colony. Enjoy the convenience of dockage right out back eith a fish cleaning...

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Key West Townhome
Sleeps 7, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Relax with family and friends in your own tropical paradise at this spacious townhome in Key West's beautifully landscaped & maintained Golf Club. Located in a private gated community with resort style amenities, it is just minutes away from the beaches, world class restaurants, water sports...

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Featured review

"our vacation at Key West Golf Club"

We had wonderful time enjoying the beautiful weather and the beauty of all the attractions at Key West. Our condo was all we needed to fulfill our stay. It was clean and we enjoyed being right on the golf...

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$214
avg per night
Key Largo House
Sleeps 6, 3 bedrooms, 2 bathrooms
11 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Play all day in Key Largo! If you like fishing, snorkeling, diving, kayaking, paddle boarding, wakeboarding, and nature, you can do it all here at Easy Livin’! Bayfront home on open water with dock and private ramp. Love fishing? House is close to Flats, Backcountry, Reefs and Offshore. Dock your...

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Featured review

"A special place!"

This is our 5th year spending a winter month in Key Largo... our first at Easy Livin. We are very pleased to have found it. It's tucked away from the route 1 traffic, but easy access to everything we need/want....

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$325
avg per night
Marathon Condo
Sleeps 4, 1 bedroom, 1.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly Built,1 Bedroom 1 Bathroom unit, Marina, Largest Olympic Pool in the Keys overlooks the Atlantic Ocean, Fun and Sun. Great amenities, close to everything.Outdoor bar b q grills, great Sunsets from the Pool, Tikis and Docks.

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Featured review

"Cozy, Comfortable Marina Condo"

Neat, clean and very comfortable condo for the two of us. The pool, gazebo, sheltered deck and marina provided a variety of areas to lounge, swim and read during the wonderful 80 degree weather. Plenty...

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$264
avg per night
Islamorada House
Sleeps 10, 3 bedrooms, 3 bathrooms
4 reviews

Distance to beach: 0.3 miles to Anne's Beach

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Enjoy this modern and recently updated lagoon front 3 bed/3 bath single-family home on the Gulf side of Islamorada at MM 73.5, minutes from the Channel 2 and Channel 5 Bridges, offering immediate access to the oceanside of Lower Matecumbe Key. Dockage is available for up to a 35' boat, or use the...

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Featured review

"Paradise Found"

My family and I have had the pleasure of staying in this delightful home several times.This home is in an ideal location whether you launch your boat from their new dock or simply relax by the pool....

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$369
avg per night
Marathon Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms
16 reviews

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Seaglass-Paradise on the Gulf is located in Marathon—the heart of the the beautiful Florida Keys. The Keys are a series of 40 islands connected by 40 bridges , off the southern most tip of Florida. The chain of islands extends 120 miles into the Atlantic Ocean and Gulf of Mexico. The area is famous...

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Featured review

"Match the description perfectly!"

Really enjoyed our stay at Seaglass! Description was spot-on, lots of opportunity for fishing if that's your thing, unit was well stocked with cookware, kitchenware, supplies, etc. Lots of signage of what...

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$305
avg per night
Islamorada House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Port Antigua Private Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

This spectacular 3/Bed 2/Bath canal front home is located in Lower Matecumbe Key, a part of Islamorada island. Enjoy the exclusive neighborhood of Port Antigua—just a 5 minute walk to our private beach.The house is nautically designed, with a spacious and open floor plan. There's a large...

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$313
avg per night
Marathon House
Sleeps 12, 5 bedrooms, 4 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

5 Star Modern New Construction Bayfront Home With Private Dock and PoolIsland Dreamz Bay House is a piece of paradise on the Vaca Cut waterway in Marathon. Gorgeous and brand new 5 bedroom, designer decorated, 4 bath single-family home with 36 ft. of assigned dockage. Private pool can be heated upon...

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Featured review

"Island Dreamz a stunning home, lovely view and perfect location in the Keys!"

This was our second stay at Vaca Cut at The Tides. We loved this gorgeous home with its exquisite design and comfort. The house was immaculate ~ kudos to the pros who keep this home clean and well stocked...

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$820
avg per night
Marathon House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Built in 2016, this rental offers beautiful Bonefish Bay views and private boat access. This home features a fully furnished kitchen, large living area, a spacious balcony with open water views, four bedrooms, three baths, laundry room and able to sleep 8 comfortably. Best of all is the beautiful resort...

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$457
avg per night
Islamorada Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Lazy Daze Beach House is a piece of paradise literally on the Beach! Gorgeous and all new! One King plus set of Full/Twin bunk beds, spacious gourmet kitchen with glass atrium dining. Completely renovated, designer finished, all new gorgeous home, no expense spared! Private oceanfront townhouse located...

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Featured review

"Lazy Daz Beac House"

Excellent couple to work with. Great communication. The rental was beautiful and clean. We had a problem with the rental and they communicated with us and together we solved the problem. They went over...

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$359
avg per night
Islamorada House
Sleeps 10, 4 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

4 Bedroom 2 bath home with private dock and private pool with direct open access to the ocean and convenient access to the bayside through Tavernier Creek. This is both family-friendly and a fisherman's dream. Our home sleeps 8 with every comfort you would want while on vacation in the keys...Large...

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Featured review

"It's like coming home!"

This is our third year at Blue Dorado. We love it here! Everything was perfect for our family. The access to the Ocean and Tavernier Creek is amazing. We saw so many beautiful sunrises and sunsets.

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$300
avg per night
Tavernier Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Oceanfront
  • Pool
  • WiFi

About this property

Ocean-View | Family-Friendly | Resort Amenities | Tavernier / Upper KeysProperty Overview Welcome to Coastal Ways Suite at Ocean Pointe, a beautifully appointed 900 sq ft, 2-bedroom ocean-view condo in the Upper Florida Keys. Nestled between Key Largo and Islamorada, this resort-style retreat offers...

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Featured review

"Loved ocean Point unit 3210"

Unit was nicely updated and exactly as advertised. The unit was nicely appointed including the kitchen. Close to pool and tennis courts. Loved the beach! We will be back!

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$257
avg per night
Islamorada Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful views from this condo!Bay Harbour is a gated community located at MM 77.5 bayside in Islamorada, FL.We are new owners of this condo that has never been in the rental pool. (that is why few reviews)Complete remodel with no expense spared!The location is quiet with the most beautiful...

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$641
avg per night
Marathon House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Welcome to SeaGlass Cove — where barefoot luxury meets the laid-back beauty of the Florida Keys. This newly built, three-story oceanfront home offers over 5,200 sq. ft. of indoor and outdoor living space, with 5 bedrooms, a two-car garage, and breathtaking open water views from every level.Nestled...

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$1,165
avg per night
Tavernier Apartment
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Simply relax in this One bedroom One bathroom Oceanfront Condo at Ocean Pointe Suites in Tavernier.The comforting living room features a FLAT SCREEN TV, comfy pull out QUEEN SLEEPER SOFA and sliding glass doors that open to the step-out lanai offering sweeping views of the Atlantic.Visit delicious...

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$250
avg per night
Tavernier Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning

About this property

Within a 10 minute drive of Key Largo or Downtown Islamorada's best Restaurants, Bars, State Parks, Dive Boats & Fishing Charters.You'll enjoy this Charming 2 bedroom 2 bath suite with sleeper sofa in Ocean Pointe Suites; a private gated community nestled on the Atlantic's Edge....

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$255
avg per night
Tavernier Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Oceanfront
  • Pool
  • WiFi

About this property

Upon entering the home you’ll be greeted by laidback island decor and vast ocean views. The Tommy Bahama Tiki inspired apartment, over looking the marina located in the 5th building, offers two bedrooms and two bathrooms, Free Parking, High-Speed WiFi, Fully equipped kitchen- Washer and dryer. Self...

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$262
avg per night
Cudjoe Key House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 17 miles to Bahia Honda

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Looking for a vacation rental to get away from it all in the Fabulous Florida Keys? Look no further than our beautifully renovated home with open water and sunset views! This home has three bedrooms and two full bathrooms, open floor plan with designer kitchen and views from every room! You can enjoy...

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Featured review

"Outstanding home"

House is very spacious and open. Open water views and unbelievable deck for sunsets. Neighbors very welcoming and friendly. Already booked for next year

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$310
avg per night
Islamorada Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

1st I want to thank all our past guests for their great reviews. Bay Harbour Starfish is a luxury condo overlooking a large boat basin with views of the Atlantic Ocean. Situated in Lower Matecumbe Key, Islamorada, the Sport Fishing Capital of the World. This very spacious 3 bedroom, 2 and half bath condo...

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Featured review

"warm retreat"

Bay Harbor was delightful, from the condo unit to the grounds and amenities. We used the hot tub, exercise room and swimming pool, When we left there was 76 degrees, returned to 20 degrees in Pennsylvania.

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$401
avg per night
Islamorada Townhome
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

Escape to paradise in this gorgeous 3-bedroom, 3-bathroom townhome is located at Executive Bay Club in Islamorada, FL. Ideal for family getaways or group vacations, this townhome offers two luxurious king beds and a trundle bed in the loft, ensuring ample space for everyone.Enjoy breathtaking ocean...

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$230
avg per night
Tavernier House
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to beach: 4 miles to Founders Park

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Island Time!This newly constructed canal front residence located in the heart of Plantation Key is sure to help boost your serotonin and ensure complete relaxation. This impressive home can comfortably accommodate eight adults with four bedrooms and three bathrooms.The main living...

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$513
avg per night
Tavernier Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

You'll find coastal comfort in our oceanfront condo at Ocean Pointe Suites in Key Largo, located directly on the Atlantic. Situated on 60 lush acres, Ocean Pointe offers a newly renovated pool and jacuzzi, private lagoon beach, outdoor grills, marina, boat ramp, pier, tennis, nature trails, swings...

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$243
avg per night
New
Plantation Key House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Property #27839 - silverEscape to your own Keys hideaway with cozy island‑inspired home, coastal décor and a bright open living/kitchen area that flows onto a huge screened terrace. Relax in your own private pool, tiki hut-gazebo, shaded lounge areas and serene canal views, perfect for lazy mornings,...

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$400
avg per night
Little Torch Key House
Sleeps 8, 3 bedrooms, 3 bathrooms
10 reviews

Distance to beach: 10 miles to Bahia Honda

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Paradise awaits in the Lower Keys! Situated on a large corner lot, you have over 200 feet of concrete dockage so BIG BOATS are welcome! Featured on " American Dream Home," this vacation home will not disappoint. Whether you're looking to fish the Atlantic or Gulf, snorkel at Looe Key Reef,...

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Featured review

"Vacation Getaway"

This home was absolutely beautiful! My husband and I, along with his family, stayed here and it accommodated 6 adults, 1 teen, a baby, and even our dog—everyone was perfectly comfortable. We loved relaxing...

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$410
avg per night
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FAQ

Location & Specific Keys

What is the difference in atmosphere between the Upper, Middle, and Lower Keys?

The Upper Key has a relaxed vibe with a lot of nature preserves and parks to see. The Middle Keys have a laid-back vibe along with popular places to snorkel, dive, and swim. The Lower Keys, along with Key West, have an energetic vibe.

Which Key is best for nightlife and attractions versus quiet relaxation?

The Lower Keys have a vibrant nightlife, while the Middle Keys offer a relaxing atmosphere.

How do I choose the right Key to stay on for my vacation goals?

One of the simplest ways to choose a Key is to decide which attractions you want to see. Then, choose the Key that gives you the easiest access to those attractions.

Are there any lesser-known Keys that offer good rental options?

Sugarloaf Key, Little Torch Key, and Tavernier Key are lesser-known Keys with houses and other types of vacation rentals.

Activities & Lifestyle

Which Key is the best home base for fishing, diving, or snorkeling trips?

The Middle Key is your best bet for fishing, diving, and snorkeling fun, particularly off the coast of Marathon.

What are the "must-do" activities when staying in the Florida Keys?

Some “must-do” activities include snorkeling and swimming around the reefs, visiting the Hemingway Home and Museum, touring Marathon Marine Park, and visiting Dolphins Plus Bayside.

Are the rentals close to good restaurants, marinas, and public beaches?

Yes. Many Florida Keys vacation rentals are close to restaurants, marinas, and public beaches. Some properties are close to shopping areas, state parks, boat rentals, and breweries as well.

What is the best way to get around the Keys – is a car necessary?

Though there is public transportation like the Freebee Shuttle, renting a car is a great way to take in the sights around the Keys.

Booking & Logistics

What are the pros and cons of renting directly from an owner versus a property manager?

One pro of renting directly from an owner is flexibility. You may be able to negotiate on rent or fees with a property owner, whereas a property manager isn’t likely to negotiate. However, a property owner may not be as quick as a property manager to address rental issues, including maintenance.

What are the best websites for finding "For Rent By Owner" (FRBO) properties in the Keys?

Florida Rentals is one of the best websites to find FRBO properties.

How can I protect myself from scams when booking directly with an owner?

One way to protect yourself is to conduct an address search to ensure the property exists. Also, don’t pay the rent with a gift card, cash, check, or wire transfer. Be suspicious of a large property with lots of amenities and very low rent.

Do rentals by owner offer more flexibility on price or stay dates?

Yes. Rentals by owner offer more flexibility regarding price and stay dates. While a property management company has to answer to the owners, the owner of a rental can make changes at will.

Property Type & Communities

What types of houses are common for rent in the Keys (e.g., stilt homes, bungalows, canal-front homes)?

Canal-front homes, bungalows, and cottages are common rentals in the Florida Keys.

What is the benefit of renting a house on a canal versus one that is oceanfront?

A house with a canal gives you a place to boat and fish in still water right in front of the property. Renting an oceanfront home offers a great view of the ocean, but not a convenient place for fishing and boating.

Do most house rentals come with private boat dockage?

Yes, many house rentals in the Florida Keys include private docks.

Are there large houses available that can accommodate multiple families or big groups?

Yes, there are large houses in the Florida Keys suitable for big groups. Use the search filter to find a rental that can accommodate all of your guests.

Amenities & Features

What are the essential amenities for a Keys rental (e.g., boat slip, fish cleaning station, outdoor seating)?

Essential amenities for Florida Keys rentals include a patio or deck, boat slip, Wi-Fi, heated pool, and kitchen.

Is a private pool a common feature for house rentals in the Keys?

Yes, a private pool is a common sight in a description of house rentals in the Keys.

What should I look for in terms of parking, especially if I'm bringing a boat trailer?

Look at the property’s description to see if there is parking available. Some owners have parking areas for boat trailers. If you don’t see any information about trailer parking, message the property owner to get specifics.

Are kitchens in these homes typically well-equipped for cooking a fresh catch?

Yes. Along with a fish cleaning station, many rentals have a well-stocked kitchen with appliances for cooking seafood.