4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
This beautiful 4 bedroom, 3 bath home is less than 2 minutes from Sombrero Beach just down the street (oceanfront) and less than 15 minutes to open water! Private pool with outdoor tv on the patio, private dock, 2 bikes, 2 kayaks, bait freezer, gas grill! The private dock can accommodate up to a 40' boat. ...
Property Type
Marathon House
Key Amenities
About this property
Fishing Paradise……Two bedroom, two bath home in a great boating location! Just one canal in from the Gulf and very close to Vaca Cut. Fish cleaning table, bait freezer, 75' of dockage, hi speed internet, washer/dryer.Cute home with a King size bed in the master, 1 Queen and 1 twin in ...
Property Type
Marathon House
We enjoyed the pool and the quiet pool area that was so nicely decorated and had everything we needed.The house was very homey and had all the amenities that you could ask for. Location is perfect ...
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
With quick, easy access to the Gulf and Atlantic Ocean, this home is perfect for fishing, snorkeling and boating. This three-bedroom, two-bath home, which sleeps eight, has a 45-foot dock with ample room for your boat. It is only one house away from the mouth of a deep-water canal that leads directly ...
Property Type
Marathon House
House had plenty of parking. Dock was great for our boat. Easy access on and off boat. The hot tub and pool is where we were if we were not on the boat. House was very clean. Will stay here again.
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
You will be pleasantly surprised when you arrive at Grouper Therapy on Little Torch Key. One of the few ground level vacation homes. No steps here!!Nicely styled kitchen with granite counters and newer appliances and a small breakfast bar to enjoy morning coffee and snacks.The living area is roomy ...
Property Type
Little Torch Key House
3 BR | 2.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Boasting stunning floor-to-ceiling ocean views in every room, this newly remodeled 3BR/2.5BA home promises a delightful oceanfront stay in the Florida Keys. Use the four provided kayaks, two paddleboards for fun-filled explorations, or hop on the bikes to cruise the surrounding area. Enjoy a game of shuffleboard ...
Property Type
Marathon House
2 BR | 1 BA | Sleeps 6 | Quick View
Distance to beach: 3 miles to Sombrero Beach
Key Amenities
About this property
Peace and Quiet in the heart of Marathon!This house is a 2 bedroom, 1 bathroom waterfront half duplex. There's a screened in porch, so you can relax in comfort on the water. The house has 24' of dock space that you can leave your boat parked at and room for a trailer in the driveway. There's a BBQ ...
Property Type
Marathon House
6 BR | 7 BA | Sleeps 16 | Quick View
Distance to beach: 0.3 miles to Ft Zachary Taylor
Key Amenities
About this property
Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theaters and shops, this sprawling six bedroom, seven bath compound has two private heated swimming pools, endless porches, terraces and a huge, fabulous decks that overlooks the action on ...
Property Type
Key West Villa
What an amazing 6 bedroom property in the heart of Old Town Key West. We did not move the car once, We would not rent one next time as you can walk to everything. It is all so close. The pools were simply ...
2 BR | 2 BA | Sleeps 5 | Quick View
Key Amenities
About this property
Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We inspect our homes multiple times each month and follow the AHLA Stay Safe Guidelines to ensure your stay is safe and comfortable. You will also find an initial supply of cleaning and ...
Property Type
Key West Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
$1,500 - $2,000/wk., depending on season. 7 night minimum stay. Saturday-to-Saturday only during high season.*** Reservations accepted with the contingency that they comply with the Monroe County Directive, and subject to the rules and requirements thereof. If evolving rules and requirements subsequently ...
Property Type
Key Colony Beach Condo
I cannot thank the owner enough. This place is even better than imagined. Everything about this rental was flawless, from the rental manager to the condo. We can't wait to return.
3 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
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 ...
Property Type
Islamorada Condo
Thank you so much for letting us stay at your condo! It is absolutely gorgeous and you have everything there we needed and more. The location was perfect and our children enjoyed the tennis courts, pool, ...
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Newer and nicer than most. This lovely 4 bedroom, 3 bath will be a very comfortable spot for you to call home away from home. Pleasantly decorated with large covered porches, hi-speed wireless internet, 4 flat screen TVs, fish cleaning table and bait freezer. There are two complimentary kayaks (two-man) ...
Property Type
Marathon House
The house was very well decorated, it gave you a feeling of newness and class. Everything was taken care of down to the last detail of having spices in the cabinet. My family would recommend this place ...
4 BR | 4 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Cock-a-doodle-do Vacation Rental, named for Key West's beloved chicken population, is a mid-town oasis! 5 minute drive to Old Town or take Uber for just $10!A meticulously updated pool home with beautifully lush landscaped grounds and plenty of space for everyone! The main house is a 3/3 (1 King, ...
Property Type
Key West House
Key Amenities
About this property
Lovely full duplex that sleeps 14! Upstairs there are 3 bedrooms, 2 and a half bath’s with a wide open concept. The half bath is off the living room area. Four flat screen TV’s, hi speed wireless internet, gas grill and a lovely pool (heat is $200/wk optional). Pool is 10 X 20 and 4′ ...
Property Type
Key Colony Beach House
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
3 bedroom, 2 bath in private Beachside Resort, yet close to Old Town Key West, just steps to the beach, just a bike ride to all that Key West has to offer. Keys to Paradise will not disappoint. Direct ocean front condo that features 1 master suite with a king size bed, jacuzzi and luxurious walk in shower. ...
Property Type
Key West Condo
3 BR | 3 BA | Sleeps 8 | Quick View
Distance to beach: 4 miles to Sombrero
Key Amenities
About this property
Single Family Home fully updated with everything you will need for a perfect vacation. The master suite has a king size bed with an ensuite bath. The ensuite bath has his and her sinks, lovely, large shower and bidet. The 1st Guest Bedroom has 2 Queen size beds and it's own ensuite bath. There is also ...
Property Type
Marathon House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
A relaxing executives delight -High-end Estate overlooking tranquil 'Bonefish Flats' in picturesque Marathon. Designer decorated with contemporary colors, loads of fine architectural details, Crema Marfil marble, Granite, Hardwood floors, open air porches and balconies. This is a superb, secluded estate, ...
Property Type
Marathon Estate
Mar Azul was exactly as billed. It was spotless and very relaxing. The rooms are well appointed and the house and pool are quite private. We rented SUPs and had them right on our dock to use every day in ...
1 BR | 1.5 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Sea horse 1: Deep wide unlimited dockage with 50 amp power by the dock, flow through canal, View of Vaca Cut & Atlantic Ocean. Swimming , snorkeling, fishing all right from the dock and swim with beautiful Tropical fishes and manatees! Tastefully decorated & furnished, cute & clean, ...
Property Type
Marathon House
2 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 8 miles to Bahia Honda State Park in the keys
Key Amenities
About this property
Ocean access waterfront canal with 40’ dock and all the fixins. Looe key reef straight out canal. 2/2 house with nice size porch
Property Type
Ramrod Key House
AFTER STAYING HERE FOR THE MONTH OF JANUARY WE KNEW WE PICKED THE PERFECT SPOT. WE LOVED THE FACT WE COULD GO TO KEY WEST IN 25 MINUTES AND LEAVE THE CRAZIES BEHIND AND GO TO OUR OWN QUIET HOUSE. THE BICYCLES ...
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Three bedroom, two bath home with an additonal den for extra sleeping. Nice patio facing the canal with 50' of dockage. The master bedroom has a king size bed, separate sitting area and it's own bath. the den is also on this level with a hideaway couch that opens up to two twins. Downstairs there are ...
Property Type
Marathon House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Minimum Rental: 7 Days Little Bay's Upper Duplex is one of three rental units on this fabulous property. The Little Bay property is a one acre lush tropical setting in a gated compound located directly on Florida Bay. This is one of 3 separate units for rent by the week or month. Each unit sleeps ...
Property Type
Islamorada House
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Come enjoy tranquil breezes from the Atlantic Ocean sweeping through the grounds of this spacious duplex property on 7,500 sq ft of recreational space waiting for all your island fun & games. The rental offers 1,200 sq ft boasting three (3) spacious bedrooms and two (2) bathrooms both with full tubs. ...
Property Type
Marathon House
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
”Gone Fishing” is exactly where you will be during your vacation time at this pristine home on Summerland Key, just 23 miles to Key west and 25 miles to Marathon.Relax and enjoy cocktails and snacks by the heated and chilled swimming pool after a great day exploring all the treasures the ...
Property Type
Summerland Key House
3 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
This newly renovated tastefully decorated 3 bedroom, 3 bath home with a pull-out couch has a peek-a-boo view of the ocean and is seconds to open water in your boat! It has an open floor plan and is ground level with plenty of natural light and a fully fenced yard! Available for guest use are 2 bikes, ...
Property Type
Marathon House
5 BR | 3 BA | Sleeps 12 | Quick View
Key Amenities
About this property
This 5 bedroom 3 bath house with pool on Ocean front property on Highway 1. Located just 20 miles away from Key West. This lovely home has its own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Downstairs grill, upstairs grill, Jacuzzi. Full WiFi. TVs in every ...
Property Type
Cudjoe Key House
Amazing home in Cudjoe Key!! Only 20 minutes from Key West! Prime location, wonderful home with all the amenities. We had 9 of us and loved having the pool, jacuzzi and kayaks to use! Great restaurants ...
2 BR | 2 BA | Sleeps 8 | Quick View
Distance to beach: 5 miles to Coco Plum Beach
Key Amenities
About this property
Searenity was just recently renovated and is a brand new ground level vacation rental! A direct shot to the Gulf in about two minutes and nestled in a nice quiet neighborhood on Dolphin Drive in Marathon, this home is in a great central location, not far from Publix Supermarket, all the restaurants and ...
Property Type
Marathon House
One Month of pure bliss ! From the moment we walked in to the Dolphin Drive home we fell in love ! We felt immediately comfortable and at home ! Clean , spacious with every amenity needed for your home ...
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Waterfront Home in the heart of the Florida Keyes. Come relax and enjoy the beautiful waters of Sombrero and Bahia Honda Beaches. Both nearby. There is plenty of room and comfort in our 4 bedroom, 3 bath home. Two King Master Suites with attached baths. Satellite Flat Screen TV's in each bedroom. Fully ...
Property Type
Marathon House
What a great place! Has everything you need to feel at home! We stayed the entire month of February 2020 and had an absolutely wonderful time. George is awesome and so responsive to any of the questions ...
4 BR | 2 BA | Sleeps 12 | Quick View
Key Amenities
About this property
ALERT: BRAND NEW POOL JUST COMPLETED AND INSTALLED....This listing is for BOTH sides of the duplex the whole house can be rented through here so that you can Enjoy the keys life in style living in this beautifully furnished 4 Bedroom (2 on each side), 2 Bath (1 on each side) , 2 kitchens (1 on each ...
Property Type
Islamorada House
2 BR | 1 BA | Sleeps 5 | Quick View
Key Amenities
About this property
Sun Kissed you’ll be during your stay at this wonderful home on Ramrod Key!This newly remodeled, tastefully decorated home offers both comfort and style for sun worshippers and fishermen alike. The two bedrooms and two baths have all new comfortable beds, bedding and linens. The living room ...
Property Type
Summerland Key House
3 BR | 3 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Make your memories at the Aloe House on Cudjoe Key! This home is located on a beautiful crystal clear canal with plenty of dockage for up to a 25 foot boat. The canals here provide great access to some of the best fishing in the Florida Keys. Enjoy boating, fishing or kayaking right from your back door.After ...
Property Type
Cudjoe Key House
6 BR | 6 BA | Sleeps 14 | Quick View
Key Amenities
About this property
Brand new construction built in 2019. Be one of the first to stay in this luxury home.6 Bedrooms 6.5 BathroomsWelcome to paradise! Escape to this luxurious six bedroom home designed for VIP guests. Across the street from open water, with beautiful views! Each bedroom includes an en suite bathroom. ...
Property Type
Marathon House
2 BR | 1.5 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Enjoy Beachfront Island Life from our home on the water. We are literally only 10-20’ from the water depending on the tide.Huge wrap around balconies on both levels and another balcony on the back side overlooking tennis court and gardens.Fall asleep to the sounds of waves lapping on ...
Property Type
Long Key Condo
1 BR | 1 BA | Sleeps 3 | Quick View
Distance to beach: 0.3 miles to Ft. Zachary Taylor
Key Amenities
About this property
Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We inspect our homes multiple times each month and follow the AHLA Stay Safe Guidelines to ensure your stay is safe and comfortable. You will also find an initial supply of cleaning and ...
Property Type
Key West Condo
We loved the location of this rental. Everything inside the rental was as should be. I could not complain about anything but only say that i cant wait to return. We were a couple of blocks away from everywhere ...
2 BR | 2.5 BA | Sleeps 6 | Quick View
Distance to beach: 0.3 miles to Ft. Zachary Taylor Beach
Key Amenities
About this property
Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We inspect our homes multiple times each month and follow the AHLA Stay Safe Guidelines to ensure your stay is safe and comfortable. You will also find an initial supply of cleaning and ...
Property Type
Key West House
Excellent location. Short walk or bike ride to Duval for shops and restaurants. Outdoor patio space is large, private and perfect for morning coffee or evening cocktails. Overall condition of the property ...
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
On vacation but right at home in this newly remodeled two-bedroom, two-bathroom canal front home! Your boat will also feel at home on the 30’ dock. Relax on the open porch overlooking the canal or in your spacious, bright and airy living room.Cook your catch of the day on the charcoal grill ...
Property Type
Summerland Key House
2 BR | 2 BA | Sleeps 4 | Quick View
Distance to beach: 5 miles to Anne's Beach
Key Amenities
About this property
2 Queen Beds, sleeps 4 + (1 Bedroom / 1 Murphy Bed)/ 2 BathroomsDock your boat up to 26 ft.The "Nest" is located bay-side at Mile Marker 82.3 in beautiful Islamorada. The Villa is a privately owned condo residence (one of only 7 units) which is wonderfully maintained and a true hidden ...
Property Type
Islamorada Condo
The home was exactly as described but better. Every detail was attended to including instructions on how to use everything right down to the remote controls. Exceptional use of space with comfortable ...
2 BR | 2 BA | Sleeps 5 | Quick View
Distance to beach: 4 miles to Long Key or Curry Hammock
Key Amenities
About this property
*****Booking on Pay Direct to Owner sites save you the most money!*******Kens Conch Key Cottage is a small romantic cottage in a quaint Old Florida Keys style Lobster fishing village, on a tropical island named Conch Key. We are located about 10 miles from Marathon and close to various state parks ...
Property Type
Marathon Cottage
Our first visit to the keys was stress free with this cottage rental. From first inquiry to end of vacation, Ken made this so easy. The cottage had everything we needed. After a day of exploring it was ...
5 BR | 4 BA | Sleeps 12 | Quick View
Distance to beach: 3 miles to Coco Plum
Key Amenities
About this property
Enjoy life at Serenity! Amazing home on the ocean with 137' of deep water protected dockage. Unobstructed views of Vaca Cut from this elegant home. Enjoy breathtaking sunsets, dolphins playing in your backyard, visiting manatees, fishing from your very own The dock has 137' of seawall , with water and ...
Property Type
Marathon House
The view at this house was amazing and the sunsets stunning! The kitchen is large and stocked with everything you need to cook. The Master bedroom is very spacious.
3 BR | 3 BA | Sleeps 6 | Quick View
Key Amenities
About this property
2/2 Main House, 1/1 Bunglow, Large Pool And Hot Tub On Beautiful Old Town LaneHidden at the end of one of the most beautiful lanes in Old Town, Casa Escondida awaits you with its tropical seclusion and quiet serenity. Nestled amongst mature tropical landscaping, the main 2/2 house features an indoor/outdoor ...
Property Type
Key West House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Tads Place has everything you need for your Keys Vacation. 30ft of boat dockage,ample parking for your boat trailer and vehicles.Full kitchen all towels and linens provided.Great out door sitting area and grill. Walk in freezer. Washer and Dryer and Cabana Club membership for pool.
Property Type
Key Colony Beach Condo
Susan and Tad keep the place in great shape, a great experience. An the location is perfect, wide canal, safe neighborhood, pleasant people.
3 BR | 3 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Down a very quite lane the house has one off street parking spot.Enter from gate through lush and colorful walk to front door of main house . Enter into the living room with smart tv ,through to the right into the dinning area. The kitchen is off to the left. There is a large working counter with seating ...
Property Type
Key West House
The house is tucked away on a lane in Old Town within walking distance to everywhere. It is very private with lush plantings and a variety of outdoor spaces to sit. The house is well equipped and the owners ...
5 BR | 4 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Brand new 5 bedroom, 4 bath single family home with 30′ of assigned dockage, 11 X 22 private pool that goes from 3.5′ to 5′ in depth. 2293 square feet of living area. Stunning views, with balconies to capture the breezes and the views. Lots of parking for your vehicles and boat trailer. ...
Property Type
Marathon House
We recently stayed at this beautiful furnished home. It was a great vacation with my adult children and granddaughter! The location was perfect with restaurants, shops and beaches. The pool was perfect ...
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
From the first moment you enter this luxurious condo, you will be speechless at the Panoramic Oceanfront view. This 2 bedroom end unit sits on the top floor of the prestigious Monte Christo and features a spacious open floor plan decorated with high end contemporary furniture, gourmet kitchen, 2 large ...
Property Type
Key Colony Beach Condo
My stay at KCB was amazing. We had our own private beach and pools. This is the perfect place to get away from the virus because there were so few people and all of the facilities were clean. The apartment ...
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
It’s more than just another Day in Paradise, it’s an incredibly wonderful and memorable vacation stay in the fabulous Florida Keys!Please come stay with us in this large 3 bed 3 bath heated and chilled pool home on deep water canal in Summerland Key. Entering the home by way of the 2 story ...
Property Type
Summerland Key House
3 BR | 2.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Beautiful, fully remodeled waterfront home with water on both sides! Ocean and lagoon views from bedrooms, dining room, balconies and kitchen. Cable TV with premium channels and wi-fi internet access. The home is in a quiet neighborhood on a cul-de- sac and very convenient to Tavernier or Islamorada ...
Property Type
Islamorada House
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Have a truly blissful vacation at this charming, Gulf Front home that sits on one acre of pristine property on exclusive Morton St. Enjoy the magnificent open Gulf views from nearly every room. This unique home is reminiscent of the way the Keys used to be…..charming! Perfect area for walking, ...
Property Type
Marathon House
Everything from the location to the layout of bedrooms was perfect! The house is walking distance to a cute little coffee shop, fishing bait, snorkeling, gas station, shops, etc. We fished off the dock ...
6 BR | 5 BA | Sleeps 14 | Quick View
Key Amenities
About this property
Great for Family Reuions, and Large Groups vacationing in the Florida Keys! Fabulous 6500 sq ft. vacation paradise. Includes everything you need for a perfect Family Reunion or large destination vacation.Private Vacation Rental Waterfront Home with 6 Bedroom 5 Baths Private Pool and Spa ~ Private ...
Property Type
Marathon House
Seriously, there is nothing our family wanted for at this property. Liz and Captain Bob were great, providing us with bikes, sand volleyball, bags, an amazing dock...but the highlight was the outdoor kitchen! ...
4 BR | 4.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
‘The Beach House’ at Tarpon Point in Islamorada‘The Beach House’ is a luxurious oceanfront home in a private gated enclave of only 12 houses. This end home offers privacy and beautiful ocean views including of Indian Key Historic State Park. Enjoy morning coffee and a phenomenal ...
Property Type
Islamorada House
We could not have been happier at this exquisite home. It was clean, in a great location, and the pool was awesome! The marina across the street is within walking distance and they have food, shopping, ...
3 BR | 2.5 BA | Sleeps 6 | Quick View
Distance to beach: 0.0 miles to Walk downstairs!
Key Amenities
About this property
Located at the southernmost point on Key Colony Beach, Suite 16 is virtually surrounded by the beautiful turquoise waters of the Atlantic Ocean. This spectacular Key Colony Point condo offers panoramic views of Florida Keys ocean waters and sunshine from almost every room. Floor to ceiling windows in ...
Property Type
Key Colony Beach Condo
Oh what a great place for a vacation. Everyone is so friendly and helpful and the view is outstanding. Beautiful beach, great restaurants with delicious fresh seafood. Yum. Lots to do and I can't wait ...
2 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 5 miles to Founders
Key Amenities
About this property
Minimum Rental: 7 Days Little Bay's Lower Duplex is one of three rental units on this fabulous property. The Little Bay property is a one acre lush tropical setting in a gated compound located directly on Florida Bay. The units are available for rent by the week, or month. Each unit sleeps up ...
Property Type
Islamorada Apartment
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Dockside Retreat! Rent one side or both! This 4 bedroom 3 bath canal front home has a private pool, private dock, fish cleaning station, green light under at the dock, two kayaks, two bikes, and a Tiki Hut for the ultimate Keys vacation! With plenty of parking for vehicles and a boat trailer, a well-stocked ...
Property Type
Marathon House
This rental has it all for a large group! The beds are very comfortable, the kitchen is stocked with everything you need, and the pool area with the tiki hut offers hours of enjoyment for kids and adults. ...
