10 Best Long-Term Rentals In Florida Keys, Florida

long term rentals florida keys
Gabby
Gabby
Updated

If you feel like you need some time off from your hectic daily schedule, then it might be time for you to plan your next vacation. The beach is the perfect place to unwind. If you still do not know where to go, Florida Keys has one of the most beautiful coasts in the United States, making it the perfect getaway destination. For the outdoorsy, you can visit Bahia Honda State Park and Dry Tortugas National Park, where you can enjoy outdoor activities such as swimming, fishing, and camping. If you are planning a long vacation, check out the best long-term rentals in Florida Keys, Florida, for a convenient stay.

1. Fully furnished condo with stunning ocean views (from USD 253)

This two-bedroom unit can offer guests stunning ocean views, which you can enjoy on the balcony. Cooking will not be a problem as the kitchen is well-stocked with a microwave, coffee maker, and refrigerator. Bathroom essentials are provided in this rental for convenience. The unit has laundry facilities, so you need not worry about your dirty clothes. Guests can have access to the property’s pool and the beach. WiFi, cable TV, air conditioning, and heating are also available. The host can allow long-term bookings.

Beachfront Condo w/ Ocean Views in Marathon
62 reviews Superhost  Wifi Available
Entire rental unit 3 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
the air conditioning was wonderful without question
wi-fi was reliable and the views of the atlantic were outstanding
we all enjoyed the screened in porch with 4 comfortable wicker chairs overlooking the ocean
the condo itself is modern spacious and has the most amazing views from the living room
mike’s place was right on the beach with fast wifi - perfect for what we needed
Cleanliness:
the condo is clean and comfortable
the condo was meticulously clean and comfortable
the place was very clean and comfortable
like the condo the pool is always spotless clear and clean
the property is clean up to date and decorated for ocean front living
Host:
mike was a great host
and the owner was very responsive to our questions and inquiries
mike is a very proactive and responsive host
mike was so helpful and easy to talk to
mike is an awesome person to work with this is why he is a "super host"
Location:
the location was outstanding
the location was perfect
even extra sunscreen the location was wonderful
we would be delighted to book this place again
very quiet and peaceful but close to anything you might need
Read more reviews
Monthly discount: 20% off

2. Comfortable cottage with amazing sunset views (from USD 140)

The property has a nice front porch where guests can sit and enjoy the ocean breeze. It has a spacious living area with a couch and a TV, a dining area, and a mini kitchen packed with the appliances needed to prepare delicious meals. The air-conditioned bedroom has a cozy queen bed that can ensure guests a good night’s rest. You can enjoy access to the beach, where you can witness fantastic sunset views. Pets are welcome to stay here for a fee. If you are planning to stay here longer, the host can allow long-term rentals.

Conchs Cove in Key Largo
Key Largo, Florida, United States
46 reviews Superhost
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the couches and brand new tv made for a conveniently comfortable space
the space is both cute and comfortable and reminds me of staying at someone's cottage only better decorated
super comfortable - nice beds really hot water for the shower nice outdoor patio
the queen bed is nice on the softer side
Cleanliness:
cottage was very clean upon our arrival
great place very clean and cozy
when we arrived the place was spotless and smelled really good
meticulously clean friendly neighborhood
house is clean convenient and centrally located
Host:
she is an awesome host very quick to communicate and reply with any info or concerns
host is very responsive and helpful
she's helpful and professional--definitely a superhost
her friendly welcoming personality helped us make this decision for our trip down to the keys
our stay in key largo was great and kristen was a perfect host
Location:
location was perfect close to many restaurants activities and store
it was comfortable quiet and close to restaurants and attractions
the location was perfect and the house had just what we needed
it had everything you could possibly need and in such a good location
we had a great time in key largo this place was extremely convenient to everything we wanted to do
Read more reviews
Monthly discount: 25% off

3. Attractive condo with airy interiors (from USD 196)

This newly furnished condo unit can easily accommodate up to two guests, perfect for a romantic getaway. The kitchen is fully equipped to make cooking more convenient. Essentials such as beddings and towels are provided. WiFi, a Smart TV, and a sound system are in place for the guests’ entertainment needs. The condominium also has a heated pool, lounge areas, tiki huts, barbecue facilities, and a private beach. You can inform the host if you are planning to stay longer.

Keys Time Condo Oceanfront Complex Heated Pool
Key Colony Beach, Florida, United States
85 reviews Superhost  Wifi Available
Entire condominium (condo) 1 Bed 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
bed was very comfy and the ac worked like a dream
nice beach side area to view the water and pool to lounge in
the condo was perfect for us (a couple) and we enjoyed the private pool and beach area
the bed was very comfortable and both the kitchen and bathroom were well stocked
Cleanliness:
very clean quick with communication
very clean and spacious for two
the condo was very clean and comfortable
kimm’s place was extremely clean and welcoming
condo was very clean
Host:
kim is an awesome host
the private beach is awesome and kimm was very responsive and accurate with the details
the condo and kim were both exceptional great place to stay with wonderful host
host kimm was very responsive and thorough explaining everything regarding the location amenities check-in procedures and rules
Location:
the location is perfect to just relax or drive to key west
other benefits of the location include being nearby to marathon where we joined fishing and snorkeling tours
it was a great central location in the keys
outstanding spot that has ideal location combined with well-appointed unit
her knowledge of the area was spot on and the location was fantastic
Read more reviews
Monthly discount: 10% off

4. Two-bedroom apartment for four (from USD 223)

This home’s spacious living room is equipped with a sofa, ceiling fan, and TV with a DVD player for entertainment. The bedrooms are homey and cozy, ensuring guests a good night’s rest. The bathroom is stocked with complimentary essentials and features a double rain shower. There is a yard with additional seating and lounge areas. Other amenities include WiFi, laundry facilities, heating, air conditioning, and barbecue facilities. If you want to stay longer, you can always let the host know.

Salty Nest ~ 2 Bed/1 Bath ~ Salty Air Retreat
Marathon, Florida, United States
40 reviews Superhost  Wifi Available
Entire rental unit 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
super comfortable for a tech fan like myself
beautiful modern space with great amenities comfy beds and a sweet outdoor space
Cleanliness:
it was immaculately clean
it was very clean and a beautiful design
amy's place was really neat and clean and well decorated
very clean and spacious with all the appliances you need
everything is new and kept very clean
Host:
the owner was very responsive and helpful
she is a very good host as she responds back very quickly amd sort out things for you
Location:
amy’s place is located pretty central in marathon with a short drive to key west
awesome place in a great location
the house in marathon is a good central location if you want to see all the keys
this was also the perfect location as it sits in the middle of all the keys
the neighborhood was quiet and friendly
Read more reviews
Monthly discount: 44% off

5. Beautiful beach house with WiFi (from USD 148)

The interior of this home is bright, and it can accommodate up to six guests. The kitchen has a breakfast counter and is fully equipped. You can gather up in the living room to bond while watching TV. The bathroom has plenty of towels and is stocked with bathroom essentials. You can also have al fresco barbecue dinners on the spacious balcony. The newly installed pool can allow guests to have a relaxing swim after a long and tiring day. The host accepts long-term rentals.

Ocean Islamorada BeachHouse POOL!70' DOCK boatrent
Islamorada, Florida, United States
13 reviews Superhost  Wifi Available
Entire townhouse 3 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
the condo is very well stocked with towels and the kitchen is a full array of supplies
Cleanliness:
fantastic location large apartment with all we needed clean modern i recommend it
Host:
and it was all possible with the help of walter our host
he was so helpful and his place is great
Location:
wonderful place in a great location
we had an amazing vacation at walter's place
Read more reviews
Monthly discount: 21% off

6. One-bedroom apartment with free parking (from USD 90)

This one-bedroom apartment is located on the third floor of a lovely home and can be rented long-term. Homemade meals can easily be prepared in the mini kitchen as it is equipped with a refrigerator, stovetop, microwave, and coffee maker. The roomy living area has a flat-screen cable TV, a sofa bed, comfortable cushioned chairs, and a small table. The bedroom’s queen bed is cozy and perfect for resting after a long day outside. The clean bathroom is stocked with towels, toiletries, and other bathroom essentials.

The Lookout
Big Pine Key, Florida, United States
7 reviews Superhost  Wifi Available
Entire cottage 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Cleanliness:
the room is excellent the ac is cool shower has great pressure and everything is clean and tidy
Host:
fantastic hosts made us feel like old friends
Read more reviews
Monthly discount: 10% off

7. Charming apartment with a full kitchen (from USD 271)

Couples and solo travelers can enjoy a long-term stay in the charming apartment. The living room is equipped with a modern couch, allowing guests to relax. The kitchen features modern equipment such as an oven, coffee maker, stove, refrigerator, and microwave. Pots, pans, and other cooking basics are also available. The bedroom has a king-sized bed and a flat-screen TV. Other amenities include WiFi, heating, air conditioning, and free parking.

STUDIO / APARTMENT
Key West, Florida, United States
241 reviews Superhost  Wifi Available
Entire guest suite 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
comfortable apartment with all the amenities of home
two comfortable beach chairs are provided the sofa bed is large and comfortable for up to 2 (bigger) children
the bed was very comfortable the second bed is a sofa bed that did the job
very spacious floor plan with a beautiful full kitchen
bed was extremely comfortable bathroom was quite nice
Cleanliness:
very clean and had plenty of towels and pillows
very clean and quiet
very clean and modern exactly how advertised
very clean and nice place to stay
very clean and beautiful private room
Host:
beautiful place and owner was very attentive
incredible host gorgeous setting thank you
eli is definitely a great host his place is very quiet and beautiful
convenient parking right outside the door and a great host with elli
elli was so nice and helpful and was quick to respond when we had questions during our stay
Location:
very nice place conveniently located
a great place to stay close to keywest attractions
great location quiet nice in every way
great location to access the golf course
the place is also close to keywest main attractions
Read more reviews
Monthly discount: 18% off

8. Relaxing oceanfront home with a dock

You can witness breathtaking sunsets every day when you stay in this oceanfront home that is suitable for family outings. With plenty of seating areas inside and outside the home, you and your family can enjoy some fun family bonding. The living room has a wide flat-screen TV and a couch. The kitchen is fully equipped, which makes preparing meals for the whole family easier. The bedrooms are supplied with essential beddings. The bathroom is clean and is well-stocked with toiletries. Snorkeling, fishing, and boating are some of the most enjoyable activities here. You can inform the host if you are planning to stay longer.

Florida Keys Waterfront Paradise
Long key, Florida, United States
15 reviews
Entire house 4 Beds 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
nice little gated community also with pool basketball courts small playground mini-market
Cleanliness:
a very nice clean quiet cozy place on the water
Host:
jorge was a great host and was easy to get into contact with
even the neighbors were warm and friendly we will definitely be back
Location:
the location of this property is magical the property itself is stylish and well equipped
Read more reviews

9. Lovely apartment in the heart of Key Largo

This lovely apartment for six is located in the heart of Key Largo and is perfect if you are planning to stay for a month. The living room has a large TV where you can enjoy your favorite TV shows. The kitchen is fully equipped with a microwave, refrigerator, and coffee maker. Each room has tasteful decorations that can make you feel at home. Beddings and toiletries are available for convenience. Guests can have access to the pool and other recreational areas. Restaurants, bars, and other nightlife establishments are within walking distance.

Key Largo, Florida - Gem by the Sea
Key Largo, Florida, United States
24 reviews
Entire apartment 4 Beds 2 Bedrooms 1 Bathrooms
Top guest reviews
Amenities & Room:
we particularly loved the balcony and the views the kitchen is very well stocked and organized
location is very good with gorgeous views beautiful property and pool
Cleanliness:
apartment was clean and comfortable
the condo was impeccably clean and inviting
the apartment super clean and nicely decorated
very clean and it smelled good everytime we walked in very safe place to stay
the condo was spacious clean and we were not wanting for anything
Host:
wonderful space with a thoughtful host
diana was very communicative and provided very detailed instructions to help make our stay enjoyable
diana was very nice and responsive the entire trip
communication with the host was quick and easy
hosts were very responsive with codes etc
Location:
great location in key largo
very close to a very nice winn dixie
location was really great with close proximity to all attractions in key largo and easy access to miami
lovely condo in a good location in key largo situated on a nice property
walking distance to some great ocean-side restaurants
Read more reviews

10. Bayside apartment in a peaceful setting

The view of the gardens outside can be enjoyed from any room in this apartment. It has a mini kitchen that is equipped with a refrigerator, coffee-making facilities, microwave, stove, and rice cooker. The bedroom can allow guests to enjoy a good night’s rest, with a comfortable queen-sized bed. Bed linens, towels, toiletries, and other essentials are available for the guests’ convenience. The unit has a reading nook with bookshelves full of interesting books and a comfortable seating area. The patio offers cozy seating as well, so you can enjoy your morning coffee while you marvel at the views. The host can allow long-term rentals.

Garden apartment in unique setting
Islamorada, Florida, United States
33 reviews
Entire apartment 2 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the apartment was lovely with a small but private beach
Cleanliness:
very clean and so quiet
beautiful calm clean and inviting
great quiet stylish clean
the apartment was super clean and surprisingly large
the place was great super comfortable clean and beautiful touches throughout the place
Host:
nice host who accommodated our checkin changes graciously
she was a thoughtful host and i highly recommend a stay in her rental
hosts are incredibly friendly and accommodating but give you your space
our interactions were limited but the host is very nice
the owners are wonderful and we’ll never forget those fruit tarts they made for us
Location:
this is a great place for many reasons
great location and super value for a visit to all the keys
great value and a wonderful quiet isolated spot
lovely spot in islamorada beautiful place and close to all the local amenities
very nice location and the owners are awesome
Read more reviews

Have a relaxing stay in Florida Keys

With stunning beaches, Florida Keys is a great destination. It offers plenty of outdoor opportunities that tourists will surely want to take advantage of. If you are planning to stay here for a month or more, you can refer to this list of the best long-term rentals in Florida Keys, Florida.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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