10 Best Monthly Rentals In Florida Keys, USA - Updated 2024

Celeste
Celeste  
Updated
| 4 min read

Florida Keys, situated in southeastern part of the USA, is a popular tourist destination in the country. Abundance of tourists from across the world flock here to get their fix of the great outdoors. The archipelago is famous for its water-based adventure activities, such as diving, snorkelling, fishing and boating. The island city of Key West is another major highlight of this archipelago. It is known for its stunning sunsets, unique houses, and beautiful coral reefs. Other highlights of Florida Keys include Key Largo, Islamorada, Marathon, and Big Pine Key. If you appreciate steaks and lobsters, you’ve got to pay Florida Keys Steak and Lobster House a visit. But before all the fun can happen, let’s find you a place to stay. Read on for the best monthly rentals in Florida Keys, USA.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 09, 2024.

1. One-bedroom apartment with Florida Bay views (from USD 293)

This one-bedroom apartment located in the heart of Anglers Park has one bedroom with Florida Bay views. It’s located on the second storey and you have your own private entrance to the apartment. Linens are provided and the kitchen is fully stocked for cooking. There is a laundromat available on site. We suggest taking a 10-minute walk to Sundowners, a steak house by the bay. John Pennekamp Coral Reef State Park is a mere 4-minute drive away.

Stayed at this property?
Key Largo, Florida, United States
81 reviews   Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the view from the room upstairs was beautiful
beautiful view of the sunset from the whole apartment
view is better than some beaches around the apartment
the place is nice to stay clean great views and comfortable
the apartment is on the top floor with two efficiencies below
Cleanliness:
place was very clean and nice
it was clean and well decorated
it was clean and bright with windows on all sides looking over the bay
the place was lovely super clean and cozy
setting is a nice clean well-run rv campground right on the water
Host:
the hosts were very helpful
friendly people and has a great home feel
responsive and accommodating hosts
downstairs renters had a party and they invited us to join they were very friendly and fun
we arrived late at night but gino was kind enough to give us an extra hour
Location:
great little place in the middle of an rv park
it’s walking and biking distance to everything you need or want to do very safe area
it is a nice place at a fantastic location
great location to do what you want in key largo or any of the upper keys
we last minute booked a 5 night trip and we were so lucky to get this place
Read more reviews
Monthly discount: 68% off

2. Two-bedroom house at Anglers Park (from USD 325)

Anglers Park is part of Upper Florida Keys on Key Largo. There are two bedrooms in this accommodation, with two queen-size beds. There is central air conditioning in the apartment and linens are provided during your stay. You can prepare your meals at the fully equipped kitchen with a refrigerator and microwave. Coin laundry is available on site. Do note that this house is not suitable for children and infants. There is also a late check-in time at 4 pm and an early check-out time at 10 am.

Stayed at this property?
Key Largo, Florida, United States
36 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
gino’s place was great spacious kitchen with a beautiful deck facing the beach
place is very spacious and great to hangout in dinning room and common area
nice place with lots of room everything you need and more
Cleanliness:
place was great very clean spacious and quiet area
Host:
super quiet community with helpful office staff
great location within key largo staff was very welcoming and kind
Location:
excellent location for our short stay
quiet friendly people all around you located near all the local marinas
this was a great place for our key largo fishing trip
Read more reviews
Monthly discount: 67% off

3. Clean and tidy home near Florida Keys Aquarium Encounters (from USD 190)

Recent guests have given the feedback that this property was sparkling clean during their stay. You will be situated in Marathon, very close to the Florida Keys Aquarium Encounters. There are three bedrooms, and two and a half bathrooms. Enjoy a private hot tub and outdoor grill after a long day of boating or day by the beach. There’s also plenty of parking space for your boat trailer. Towels and linens are provided. Curly’s Coffee and Marina is a short walk away, for your daily coffee fix.

Stayed at this property?
Marathon, Florida, United States
118 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
fully stocked kitchen was great and the beds were very comfortable
i wished we had been staying here for the entire winter - it was that comfortable
Cleanliness:
house was clean bright decorated well
super clean and very friendly owner
such a cute and clean house
the home was very clean with brand new kitchen appliances
the neighborhood is calm and clean
Host:
host is very helpful and prompt with replies when needed
she was immediately responsive to any of our needs which were really very little
Location:
cute house comfortable convenient location
the location was great within walking distance of many activities marathon has to offer
great location and very reasonably priced for the location and quality of the rental
cecillia’s place was ideal for our time in the keys
a fun aquarium fish market/restaurant bike rentals and snorkeling/diving company are all within walking distance
Read more reviews
Monthly discount: 30% off

4. Pet-friendly house near Rowell's Waterfront Park (from USD 150)

This house fits five people comfortably and the host allows pets during your stay. You have access to the whole house, including the kitchen equipped with a refrigerator, oven, and microwave. There’s also an indoor washer and dryer for your laundry needs. An outdoor storage shed can be a suitable place to store your bikes and kayaks. There are two bedrooms, with three beds and one bathroom. Check-in is available only after 4 pm.

Stayed at this property?
Key Largo, Florida, United States
31 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Cleanliness:
clean spacious nicely decorated home
everything was clean and the house had everything you needed as well
when we arrived the house was very charming and clean
thank you so much for everything the place was clean and beautiful
it was very comfortable and clean and the location was great
Host:
they were very helpful and answered all of my questions really fast
vivian was the most friendly and helpful host
they were friendly available and timely
hosts were very responsive and willing to help in any way
loved everything about this house and our experience with the host
Location:
extremely quiet and beautiful getaway in the middle of key largo
Read more reviews
Monthly discount: 15% off

5. Spacious condominium near Kawama Yacht Club (from USD 250)

This spacious condominium is located in Key Largo near the Kawama Yacht Club. There are two bedrooms and two bathrooms in the accommodation. The master bedroom comes with a king-size bed and a sofa bed, while the other room has a queen-size and a double bed. It fits up to six guests comfortably. You can use the shared amenities, including the two pools, a saltwater swimming lagoon, barbecue facilities, tennis courts, and playground.

Stayed at this property?
Key Largo, Florida, United States
70 reviews   Superhost Wifi Available
ENTIRE CONDO 4 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the space is clean and well stocked with necessary tools and kitchen implements
we had 5 guests and the large living space and kitchen were perfect
Cleanliness:
very clean and extemely comfortable
the condo was very clean and so so cute
the condo was spacious and extremely clean with various nice touches to make it extra welcoming and comfortable
well equipped and clean fourth floor condo in a great lkey largo location
Host:
the host was very responsive and accommodating
Location:
great location in key largo
there is grocery shopping and multiple excellent restaurants very close to the condo
the location was convenient though it would've been nice to be closer to a large beach
this is the most beautiful home to take a vacation and location to relax patricia keeps her home immaculate
thanks for the laundry and dish soap very spacious and conveniently located close to nice restaurants and sights
Read more reviews
Monthly discount: 20% off

6. Fisherman's paradise close to Children's Rotary Park

This side canal home is situated in Marathon in the vicinity of the Children’s Rotary Park. It was remodelled in 2017 with new flooring, appliances, cabinets, and new furnishings. There are two bedrooms and two bathrooms in total. The bedrooms come with three beds and can sleep up to five guests. You get full access to all amenities, including the boat lift, charcoal grill, deep freezer, and fish cleaning station. Smoking and pets are not allowed within the premises.

Stayed at this property?
Marathon, Florida, United States
65 reviews   Wifi Available
ENTIRE HOME 3 Beds 5 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 5

Top guest reviews
Cleanliness:
comfortable beds and very clean and neat
clean home lots of room and very comfortable
the house was very clean and very roomy
taylor's place is fresh and clean and well stocked for staying in on a rainy day
the place was very clean and pleasant with plenty of room for 2 couples
Host:
the home owner was extremely helpful and always quick to respond to questions
very responsive to any questions and/ or concerns
beautiful home beautiful location and a great host that was quick to answer us when we had questions
a very well equipped property and a very responsive host
Location:
excellent location very close to all activities
the neighborhood is wonderfully quiet
everything was perfect and the location was great
great location with a boat dock right outside your door
beautiful place with cute decor and extra touches
Read more reviews

7. One-bedroom oceanfront apartment near Tavernier Creek Marina (from USD 140)

This one-bedroom apartment is located on the sixth floor. It is a short drive away to Tavernier Creek Marina. The condominium is equipped with a full kitchen, modern appliances, and all the cookware you need to whip up a fulfilling meal. Enjoy your morning coffee on the balcony, while awaiting the stunning sunrise to start the day right. Feel free to use the shared heated swimming pool at the complex. Coin laundry is available on site. Do note that the host’s place is unsuitable for children under 12 years old.

Stayed at this property?
Islamorada, Florida, United States
108 reviews   Wifi Available
ENTIRE CONDO 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
such a beautiful view and comfortable space
it was very comfortable to sit out on the deck in the morning and have coffee
the heated pool was very nice
also shower gel and shampoo in the bathroom were very nice
the pool and beach are nice amenities although we didn't spend much time there
Cleanliness:
this place was clean and very spacious
the apartment was clean and the bed very comfortable
the place was clean and quiet very nice
clean and proximate to activities while also quiet in the evenings
the place was very clean and comfortable defiantly would stay there again
Host:
everything else is provided by this great host
tad is a great host
very responsive friendly owner
tad is an outstanding host
tad was a great host before we even arrived
Location:
very comfortable and close to many local attractions
close to so many restaurants and attractions
place is great for two people and close to everything
great location and just as advertised
tad's place is amazing located is just right in-between key largo and islamorada
Read more reviews
Monthly discount: 20% off

8. Second-storey apartment in the Key West Historic District

This apartment is located on the second storey and you get your own private stairs to the entrance. There is one bedroom with a queen-size bed for two. If you have a third person, you may use the twin pull-out couch in the living room as a bed for the night. The fully furnished kitchen features stainless steel appliances including a dishwasher and a breakfast bar. The bathroom comes with a walk-in shower and equipped with towel sets, hairdryer, soaps, and shampoo. Check-in is between 10 am and 4 pm.

Stayed at this property?
Key West, Florida, United States
38 reviews  
Entire apartment 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the table chairs and umbrella on the deck were especially nice
the apartment was clean and had all the amenities we needed
Cleanliness:
the unit was exceptionally clean
the place was nice and clean and it had everything you could need it its kitchen
place was very clean and teresa was a very responsive host
the apartment was very clean and in an ideal location for all key west activities
Host:
teresa was a wonderful host
teresa was a fantastic host
teresa is an excellent host
teresa was very helpful with recommendations
Location:
being in oldtown the location is ideal
the location was perfect with close walkable proximity to almost all major attractions in key west
it was a perfect location
good local restaurants really close
it had everything we needed the location was ideal
Read more reviews

9. Quaint house at Layton

This three-bedroom quaint house is located in Layton, a city on the island of Long Key. It comes with two queen-size beds and a bunk bed, great for up to six guests. There is only one bathroom. You can access the small patio that overlooks part of the canal. Stairs climbing is needed to get around the house. John Pennekamp Coral Reef State Park is about a 45-minute drive away.

Stayed at this property?
Long Key, Florida, United States
29 reviews  
Entire house 3 Beds 3 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
three bedrooms downstairs two of which have comfortable queen-sized beds
great little place with large kitchen area
Cleanliness:
nice accommodations clean and functional
the place we very clean and the neighbors are friendly
bathroom was clean shower is great no issues with the fridge or kitchen area
Host:
haley was super accommodating
her responses were friendly and she really made me feel comfortable
she was flexible about check in and check out which was very helpful due to our flight times
Location:
the location is great
great location and great value
great place everything is close
very nice place and location an overall exceptional value
great place to stay and it is very convenient to walk to the local market right next door
Read more reviews

10. Two-bedroom house in the heart of Key Largo

By staying in this house, you will find yourself in the heart of Key Largo. It’s a short drive away to Pilot House Restaurant & Marina. There are two bedrooms, both with queen-size beds and patio decks. There are also two bathrooms, so there’s no need to fight over who uses the bathroom first in the morning. You can chill outdoors at the large deck, complete with barbecue and dining areas. Wi-Fi, cable, and water are included in the rental price. However, electricity is not. Also, this accommodation is not suitable for infants under two years old.

Stayed at this property?
Key Largo, Florida, United States
20 reviews   Wifi Available
Entire residential home 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
it is a very nicely organized and comfortable place
Cleanliness:
the place was also very clean we would definitely stay here again
very comfortable and clean with a nice balcony
clean neat we equipped near everything
Host:
all is exactly as described by the host and perhaps even better
Location:
great place at a great location
wonderful location spacious and cozy rental
walking distance to excellent restaurants and a short drive to many florida key adventures
it is in easy walking distance to several restaurants and other facilities
very beautiful home located close to a bunch of great restaurants
Read more reviews

Enjoy all that Florida Keys have to offer

Enjoy all that Florida Keys have to offer by first renting yourself one of the best monthly rentals for your stay. For accommodation with views, we suggest staying at the one-bedroom apartment with Florida Bay views, Quaint house at Layton, or the one-bedroom oceanfront apartment near Tavernier Creek Marina. If you’re travelling with pets, then the pet-friendly house near Rowell’s Waterfront Park will be a good choice. Have a wonderful stay in Florida Keys!

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Celeste, a writer and traveler, embraces the transient nature of life. She believes that life is a fleeting mist that lingers briefly and then dissipates. Celeste also encourages savoring every...Read more

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