Compare temporary rentals in Florida Keys, FL from 100+ providers!

11096 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Florida Keys, FL short term rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Short term and Weekly rentals in Florida Keys, FL

Best family friendly Florida Keys, FL Short term rentals

Among the 11096 accommodations in Florida Keys, FL, here are the 4 best family friendly rentals

Updated Key Largo Townhome  Pool  Saltwater Lagoon  Beach  Oceanfront Access - Florida Keys, FL
10 85 reviews

Updated Key Largo Townhome Pool Saltwater Lagoon Beach Oceanfront Access

apartment, Key Largo
This Key Largo townhome is situated in the gated Kawama Yacht Club community, just off the Atlantic Ocean and close to a saltwater lagoon, oceanside beach, and fishing jetty. The property has received excellent user ratings and offers a peaceful and private retreat.
This three-bedroom, three-bathroom home spans 900 square feet and comfortably accommodates up to six guests. The unit features a fully equipped kitchen, a swimming pool, a spa, a terrace/balcony, parking, and internet access. Enjoy the tranquility of the saltwater lagoon, take a dip in the ocean, or explore the nearby attractions, including Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park.
Key Largo Lake View Townhome - Florida Keys, FL
9.0 31 reviews

Key Largo Lake View Townhome

apartment, Key Largo
This 3-bedroom townhouse is located in the Kawama Yacht Club gated community on Mile Marker 100 in Key Largo, just a short walk from Dolphin Plus and restaurants like Backyard Key Largo Fisheries and Pilot House. The property has received excellent user ratings, making it a popular choice for travelers.
The townhouse offers ample space for up to 8 guests with its 3 bedrooms and 3 bathrooms. You'll enjoy access to a range of amenities including a private marina with boat ramp, two heated pools, a saltwater lagoon, playground, BBQ areas, pickleball/tennis courts, and a fully stocked kitchen.
Toes In The Sand - 2 Bedroom Condo Sleeps 4 - Florida Keys, FL
9.6 672 reviews

Toes In The Sand - 2 Bedroom Condo Sleeps 4

apartment, Tavernier
This Tavernier apartment is located in Ocean Pointe Suites, a beachfront condo property situated between Key Largo and Islamorada, just a short drive from Tavernier. The apartment has excellent user, location, and cleanliness ratings.
The apartment features a fully equipped kitchen with a Keurig coffee maker and a washer and dryer. Enjoy resort amenities like a heated pool, hot tub, tennis courts, pickleball courts, BBQ stations, a playground, and a marina with boat slip rentals.
Key Largo Sunsets Penthouse On The Ocean - Florida Keys, FL
9.9 199 reviews

Key Largo Sunsets Penthouse On The Ocean

apartment, Key Largo
This Key Largo apartment is conveniently located near popular attractions like Baker's Cay Resort Beach, Jimmy Johnson's Big Chill, and Jacob's Aquatic Center, all within a 2-mile radius. This unit has received excellent ratings for its cleanliness, location, and overall user experience.
The apartment features two bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy a range of amenities including a fully equipped kitchen, a private balcony, a swimming pool, a jacuzzi, a tennis court, and free Wi-Fi.

Best Florida Keys, FL lodging with a balcony

New! Key Largo Costal Villa 2 Kings Masters, Marina, Pool & Pickleball - Florida Keys, FL
9.7 3 reviews

New! Key Largo Costal Villa 2 Kings Masters, Marina, Pool & Pickleball

apartment, Key Largo
This Key Largo condo is located 4.66 miles from John Pennekamp State Park and 4.78 miles from Dolphin Cove.
This 1300 square foot apartment accommodates up to 13 guests with 2 bathrooms, a fully equipped kitchen, air conditioning, free Wi-Fi, a private swimming pool, a balcony with garden views, and complimentary private parking.
500 Burton Drive Tavernier, Key Largo - Florida Keys, FL
9.9 225 reviews

500 Burton Drive Tavernier, Key Largo

apartment, Tavernier
This Tavernier apartment is located on the Atlantic Ocean, between Key Largo and Islamorada, offering a peaceful setting surrounded by protected mangroves. The rental has consistently received excellent ratings for location, cleanliness, and overall user experience.
The 850 square foot suite has two bedrooms, two bathrooms, and can comfortably sleep six guests. The property offers a range of amenities including a pool, beach access, a bar, a sauna, and a full kitchen, providing everything you need for a relaxing and enjoyable stay.
Airy Top Floor Blue Heron Suite; Ocean Pointe 3407 - Florida Keys, FL
9.8 120 reviews

Airy Top Floor Blue Heron Suite; Ocean Pointe 3407

apartment, Tavernier
This waterfront apartment is located in Tavernier, just a short walk from Baker's Cay Resort Beach and Harry Harris Park, and within a few miles of other attractions. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
This 2-bedroom, 2-bathroom apartment comfortably accommodates up to 6 guests. It offers a fully equipped kitchen, a spacious living area, a private terrace, and access to a shared swimming pool, spa, and tennis court.
Sunrise Penthouse 3316 Ocean Pointe 1br 2ba - Florida Keys, FL
10 2 reviews

Sunrise Penthouse 3316 Ocean Pointe 1br 2ba

apartment, Tavernier
This third-floor penthouse in Ocean Pointe, Tavernier, is located between Key Largo and Islamorada, offering convenient access to John Pennekamp Coral Reef State Park and world-class fishing.
This 910 sq ft condo sleeps 4 and features an open layout with Atlantic Ocean views, a full kitchen, air conditioning, a swimming pool, jacuzzi, terrace, and two dedicated parking spaces.

Frequently Asked Questions about short term rentals in Florida Keys, FL

  • What attractions should you visit during a week-long stay in the Florida Keys?

    A week in the Florida Keys offers a taste of its diverse offerings. Start in Key Largo, exploring John Pennekamp Coral Reef State Park for snorkeling or diving. Head down to Islamorada, known as the "Sport Fishing Capital of the World," and maybe try a fishing charter. Key West is a must-see, with its iconic Southernmost Point Buoy, Ernest Hemingway Home and Museum, and the vibrant Duval Street. Consider a sunset celebration at Mallory Square. Don't forget to enjoy the beaches along the way, like Bahia Honda State Park, known for its beautiful bridges and calm waters.
  • What are the best short term rentals in Florida Keys, FL?

    Among the short term rentals in Florida Keys, FL, Secret Courtyard Cottage, At Mine | Lovely Suite Steps From Duval Street and Spacious - Private 1 Bed/1 Bath Apt In Everglades are the most popular ones.

  • What types of short-term rentals are available in the Florida Keys?

    If you are looking for accommodations in the Florida Keys you can book short-term rentals which can make a huge difference. The best part about these short-term rentals is that they come in different forms and sizes. Hence, you can choose from different apartments, condos and even townhouses. Also, you can decide what size you prefer for your holidays. If you are with your partner you can choose smaller studio apartments while you can choose bigger condos for a family holiday trip. This would allow you to make the best use of the space available without having to book a hotel room. You can also look for properties that come furnished with all modern bathroom and kitchen facilities and amenities.
  • What attractions should you visit when you spend a month in the Florida Keys?

    A month gives you time for a deeper exploration. Beyond the popular spots, consider visiting the smaller islands and exploring their unique character. Spend time kayaking or paddleboarding through the mangroves. Explore the backcountry on a boat tour, discovering hidden coves and wildlife. Visit the History of Diving Museum in Islamorada. Take a day trip to Dry Tortugas National Park, a remote island with a historic fort and pristine coral reefs. Enjoy the many restaurants and local shops throughout the Keys, from Key Largo to Key West.
  • What are the best short term rentals with a pool in Florida Keys, FL?

  • What are the best kid-friendly attractions in the Florida Keys?

    1. Founders Park - Located in Islamorada, Founders Park is a great place where kids can enjoy 45 acres of fun and water activities. Here adults and kids can spend time in a splash park, play tennis, basketball and explore various walking trails.
    2. Key West Aquarium - Also, when you are exploring the Florida Keys you can visit the Key West Aquarium where you can take the kids to knowing more about marine life in their natural habitat.
    3. Calusa Beach - One of the family-friendly beaches in Florida Keys you can take kids here for an adventurous family beach day experience.
  • Can visitors to the Florida Keys witness any unique natural cycles, like cherry blossom season or autumn colors?

    No, the Florida Keys' subtropical climate doesn't experience the dramatic seasonal changes seen further north. You won't find cherry blossoms or vibrant autumn foliage. The Keys offer a more consistent, warm climate year-round, with variations in water temperature and the occasional tropical storm.
  • What are the best short term rentals with a jacuzzi in Florida Keys, FL?

    The best short term rentals with a jacuzzi in Florida Keys, FL are Secret Courtyard Cottage, Marco Beach Ocean Suites and Coco Plum Beach & Tennis Club & Marina.

  • What's the best neighbourhood to stay close to the city centre?

    If you are planning to visit the Florida Keys you can plan to stay in Key West which is probably the best place where you can find plenty of options and facilities. Choosing Key West allows you to explore several hotels and rental accommodations which can make things easier for you. Also, you can explore many beaches and local attractions which would allow you to stay close to them. You can always find plenty of dining and shopping options in Key West and that can make your holidays in Florida Keys better.
  • What are the most meaningful ways to engage with locals and discover the culture in the Florida Keys?

    To connect with the local culture, visit local restaurants and bars, like the Hogfish Bar & Grill in Islamorada, and strike up conversations. Attend a local event or festival. Explore the smaller, less touristy towns and villages. Visit art galleries showcasing local artists. Consider taking a guided tour focusing on the history and culture of the Keys. Many local businesses are family-owned and operated, offering a chance to interact with residents.
  • What are the best short term rentals for families and kids in Florida Keys, FL?

    The best short term rentals for families and kids in Florida Keys, FL are Secret Courtyard Cottage, Upper Bayview North: Waterfront 4 Bedroom Condo At Bayfront Suites & Marina and Marco Beach Ocean Suites.

  • What are the best shopping malls in the Florida Keys?

    1. Duval Square Mall - Located in Key West, Duval Square Mall is one of the best shopping places in the Florida Keys. Here you can enjoy shopping for hours and find dining options as well.
    2. Key Largo Shopping Center - If you are staying close to mainland Florida you would want to visit Key Largo Shopping Center where you can shop for hours and enjoy friendly services and delicious food.
    3. The Shops at Mallory Square - Mallory Square is one of the premier shopping destinations in Key West and this place can provide you with plenty of shops and boutiques for shopping.
  • Are there any distinctive cultural activities or hands-on workshops in the Florida Keys?

    Yes, several opportunities exist. Many art galleries offer workshops, particularly in Key West. Some resorts and local businesses offer conch shell crafting workshops. You can find opportunities for learning about local fishing techniques or even taking a class on becoming a certified diver. Check local listings for specific offerings during your visit.
  • What is the best place to book a short-term rental for the Key West Lobsterfest in the Florida Keys?

    If you are planning to attend Key West Lobsterfest in the Florida Keys you should book your short-term rental in Key West. This is one of the best towns where you can find plenty of rental accommodations. Hence, you need to evaluate and choose the best apartments and condos you can find here for your stay. These properties are fully furnished with all modern kitchen and bathroom facilities and amenities and therefore you can find the best deals here. Also, the festival happens in Key West and therefore you can stay close to the venue and explore other city attractions when you are done attending the event.
  • What are some secret spots or hidden treasures to visit in the Florida Keys?

    Some lesser-known gems include the mangrove tunnels accessible by kayak or paddleboard in various locations. Explore the quieter beaches away from the main tourist areas. Look for local fishing spots recommended by residents. Discover hidden bars and restaurants off the main streets. The best way to find these is by talking to locals and exploring beyond the well-trodden paths.
  • What should not be left out of your suitcase if you are going to the Florida Keys?

    Pack light clothing, swimwear, sunscreen (high SPF!), sunglasses, a hat, and comfortable walking shoes. Don't forget insect repellent, especially if exploring mangrove areas. A reusable water bottle is essential due to the warm climate. If you plan on water activities, pack appropriate gear like snorkeling equipment or water shoes.
  • What are the most popular festivals in the Florida Keys?

    The Florida Keys boast several festivals throughout the year. Key West's Fantasy Fest is a renowned, large-scale costumed celebration held in October. The Conch Republic Independence Celebration in Key West is a quirky and fun event. Numerous smaller festivals and events, like art walks and music festivals, take place throughout the Keys; checking local event calendars closer to your travel dates is recommended.
  • Where should you try the best local food in the Florida Keys?

    The Florida Keys offer diverse culinary experiences. For fresh seafood, many restaurants along the waterfront provide excellent options. Try a local conch fritter or a Key lime pie. Explore smaller, family-run restaurants for authentic Key West cuisine. Look for restaurants featuring locally sourced ingredients. Each island has its own unique culinary scene, so exploring different locations provides a broader taste of the Keys' food.

Nearby regions

Best Florida Keys, FL lodging with a kitchen

Reel Stoked Ocean Pointe Condo Pool Marina Resort! - Florida Keys, FL
9.5 81 reviews

Reel Stoked Ocean Pointe Condo Pool Marina Resort!

apartment, Tavernier
This Tavernier apartment is conveniently located within walking distance of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful beaches and waterfront activities the area is known for. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
This 830 square foot vacation rental comfortably accommodates up to 6 guests. It features a private pool, spa tub, barbecue grills, a full kitchen, a washing machine, and a sofa bed, making it ideal for families or groups of friends looking for a relaxing and enjoyable stay.
Spectacular  Ocean Views From This Modern Beach Condo - Florida Keys, FL
9.0 10 reviews

Spectacular Ocean Views From This Modern Beach Condo

apartment, Tavernier
This oceanfront condo rental in Tavernier, Florida is located 0.7 miles from Harry Harris Park and within 3 miles of Mariners Hospital and the Florida Keys Dive Center.
This one-bedroom, one-bathroom unit sleeps four, features a fully equipped kitchen, free WiFi, a private balcony, and access to an on-site pool, jacuzzi, and tennis court.
New Deluxe Duplex Unit, 1 Queen Bed, Unit E-2 - Florida Keys, FL
9.8 24 reviews

New Deluxe Duplex Unit, 1 Queen Bed, Unit E-2

apartment, Big Pine Key
This Big Pine Key apartment rental sleeps four guests in one bedroom and one bathroom, offering a peaceful atmosphere ideal for families.
The unit includes air conditioning, a kitchen, internet access, and parking; further details regarding its precise location, proximity to beaches, Bahia Honda State Park, and Boyd's Key West Fishing Lodge, and interior amenities are unavailable.
Cozy Rooms Close To Florida Keys And More - Florida Keys, FL
8.6 12 reviews

Cozy Rooms Close To Florida Keys And More

B&B, Florida City
This Florida City guesthouse is conveniently located near Homestead Miami Speedway (5.7 miles), Fruit & Spice Park (7.5 miles), and offers easy access to the Florida Keys Overseas Highway.
The one-bedroom, one-bathroom unit features a fully equipped kitchen with a fridge, microwave, and dishwasher, free Wi-Fi, private parking, and a shared lounge area; pets are welcome.

Best Florida Keys, FL lodging with laundry available

Serene Meadows Ranch - Florida Keys, FL
9.2 42 reviews

Serene Meadows Ranch

apartment, Country Walk
This Country Walk farm rental, perfect for large groups, offers a peaceful escape with three bedrooms and three bathrooms accommodating up to ten guests.
The property boasts a swimming pool, jacuzzi, and internet access, providing a relaxing retreat with ample space for family gatherings or private reflection.
Coastal Joy 3412 Ocean Pointe - Florida Keys, FL
9.7 6 reviews

Coastal Joy 3412 Ocean Pointe

apartment, Tavernier
Coastal Joy 3412 Ocean Pointe is a condo in Tavernier, Florida, located 3.1 miles from Pigeon Key and 8.3 miles from Windley Key, with Harry Harris Park Beach just a 13-minute walk away.
This 850 square foot condo accommodates up to 8 guests and features air conditioning, a full kitchen with a dishwasher and microwave, two bathrooms (one with a hot tub), a private patio, and access to a swimming pool, with WiFi included.
Oceanside, Fee-less Pet, With Kayaks - 60 Ft Dock - Florida Keys, FL
9.9 104 reviews

Oceanside, Fee-less Pet, With Kayaks - 60 Ft Dock

apartment, Marathon
This oceanfront Marathon, Florida home is located within walking distance of Captain Hook's Marina Dive Center and Florida Keys Aquarium Encounters, offering easy access to area attractions.
This 1,030-square-foot vacation rental boasts two bedrooms, two bathrooms, a fully equipped kitchen, outdoor barbecue, patio, and included kayaks and paddleboards, perfect for exploring the Florida Keys.
Beautiful Guest Home On 5 Acres.  Close To Everglades, Biscayne Bay, Fl Keys - Florida Keys, FL
10 112 reviews

Beautiful Guest Home On 5 Acres. Close To Everglades, Biscayne Bay, Fl Keys

apartment, Homestead
This Redland guest house is located on 5 acres of tropical fruit trees, a few miles north of downtown Homestead, and 20 miles from Everglades National Park and Biscayne National Park.
This family-friendly 1190 square foot apartment accommodates up to 7 guests with 2 bedrooms and 2 bathrooms, offering amenities such as a full kitchen with stainless steel appliances, high-speed internet, air conditioning, and a patio suitable for parking vehicles, a boat, or an RV.
©2026 cozycozy.com