Compare temporary rentals in Florida Keys, FL from 100+ providers!
11096 available short term rental offers
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Best Short term and Weekly rentals in Florida Keys, FL
9.9 178 reviews
Beautiful Open Plan Remodeled Home In Key Colony
apartment, Key Colony Beach
This Key Colony Beach apartment sits on a canal with a private sea wall, offering direct water access and stunning views. It has earned excellent ratings for cleanliness, location, and overall experience. This two-bedroom, two-bathroom unit comfortably accommodates six guests. Enjoy amenities like a screened patio, access to the Cabana Club, and a fully remodeled kitchen with a fridge and microwave.
9.8 95 reviews
Relaxing Home In The Keys
apartment, Cudjoe Key
This "Relaxing Home In Gated Community" is located in Summerland Key, a short walk from Venture Key and just a few miles from the beautiful Florida Keys Beaches. The home has received excellent ratings for location, cleanliness, and overall user experience. The home has two bedrooms and one bathroom, comfortably accommodating up to four guests. Enjoy modern amenities like a fully equipped kitchen, laundry facilities, a swimming pool, and outdoor grilling areas.
9.6 151 reviews
Kawama Yacht Club - 2 Bedrooms With A Private Ocean Front Beach
apartment, Key Largo
This Key Largo townhome is located in the Kawama Yacht Club, offering direct access to the saltwater lagoon, a 400' fishing jetty, and a private oceanfront beach, all just a short distance from John Pennekamp National Underwater Park. This highly rated property provides a tranquil retreat for families and couples seeking a relaxing getaway. The townhome features two bedrooms and two bathrooms, comfortably accommodating up to four guests. Enjoy a range of amenities including a swimming pool, jacuzzi, terrace, garden, and parking, along with a fully equipped kitchen and air conditioning.
9.5 115 reviews
Beachside Unit 01 - Property On Atlantic Ocean
apartment, Key Colony Beach
This Key Colony Beach apartment is located just a short walk from Sunset Park Beach and Coco Plum Beach, offering easy access to the area's beautiful shores. The property has received excellent ratings for location, cleanliness, and overall user experience. This one-bedroom apartment provides 460 square feet of space for two guests. The apartment features a private pool, a terrace, a fully equipped kitchen, and a range of other amenities for a comfortable and enjoyable stay.
10 129 reviews
Explore At Hacienda Paraíso Suite 2 | Pool |
B&B, Homestead
This Homestead bed and breakfast is located just 5-10 minutes from restaurants and is within easy reach of Key Largo, downtown Miami, and Everglades National Park. This one-bedroom, one-bathroom guesthouse can accommodate up to four guests and features a private entrance, a tropical pool, a small kitchenette, and a shared outdoor space with a fireplace and picnic tables.
9.8 190 reviews
Beachside Unit 39 Tiki Huts, Private Beach & Pool
apartment, Key Colony Beach
This smoke-free apartment building is located in Key Colony Beach, just a short walk from Sunset Park Beach and Coco Plum Beach. It has received excellent ratings for location, cleanliness, and overall user experience. This one-bedroom, one-bathroom unit offers 460 square feet of living space and can comfortably accommodate up to four guests. The apartment features a fully equipped kitchen, a dining area, a balcony, a TV, and access to a swimming pool, barbecue facilities, and a garden.
9.9 26 reviews
Luxury Keys Villa 4 Stories, 3 Suites, Pool
apartment, Key Largo
This three-bedroom, four-bathroom condo in Key Largo's Mariner's Club offers a prime location with direct access to boating and recreational activities, featuring a private rooftop terrace perfect for sunset views. Guests can enjoy amenities including two heated swimming pools, hot tubs, pickleball and tennis courts, a fitness center, an onsite marina, and a fishing pier, accommodating up to eight people.
9.9 175 reviews
Light, Bright & Nautical Condo At Ocean Pointe
apartment, Tavernier
This waterfront condo in Tavernier is located just a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful Florida Keys. This rental has earned excellent ratings for its cleanliness, location, and overall user experience. The 950-square-foot apartment comfortably sleeps four guests in its two bedrooms and two bathrooms. Enjoy swimming, relaxing in the Jacuzzi, grilling outdoors, and taking advantage of the tennis court, all while taking in the stunning waterfront views from your private balcony.
9.7 45 reviews
Whispering Palms | Sea Gulls 210 ~ Weekly Rental
apartment, Islamorada, Village of Islands
This Islamorada apartment is located in the Village of Islands, offering a sweeping ocean view and close proximity to the beach and other attractions. It has received excellent ratings for user experience, location, and cleanliness. This two-bedroom, two-bathroom rental comfortably accommodates four guests. You can enjoy amenities like a heated pool, a tennis court, barbecue facilities, and a fitness center, along with a balcony, garden, and kayak rentals.
9.5 117 reviews
New Waterview 2/1 Cabins W Boat Ramp (No Loft)
cabin, Marathon
This Marathon, Florida vacation home is conveniently located near the Florida Keys Overseas Highway, offering easy access to local beaches and attractions. The two-bedroom, one-bathroom rental sleeps six (four adults and two children), features a private pool, pickleball court, and complimentary kayaks, paddleboards, and bikes, plus on-site boat launch and trailer parking.
9.8 180 reviews
2br - Key Largo Sunshine Getaway
apartment, Tavernier
This two-bedroom condo is located in Tavernier, Florida, within the Ocean Pointe Suites resort, just 69 miles south of Miami International Airport and 98 miles from Fort Lauderdale Airport. This property has received excellent ratings for location, cleanliness, and user satisfaction. The 860 square foot apartment comfortably accommodates up to six guests with two bedrooms, two bathrooms, and a queen sofa bed in the living room. Guests can enjoy a private beach, swimming pool, jacuzzi, and a fully equipped kitchen with stainless steel appliances.
9.8 71 reviews
Beachfront Condo On Coco Plum Beach W/heated Pool
apartment, Marathon
This two-bedroom, two-bathroom condo is located on Coco Plum Beach in Marathon, Florida Keys, offering direct ocean views and private beach access. The 880-square-foot rental boasts a remodeled kitchen, a private screened balcony, and access to a heated pool, comfortably accommodating up to four guests.
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
9.9 215 reviews
Flakey's
apartment, Islamorada, Village of Islands
This Islamorada rental is located on Morada Way in the Art and Culture district, just a short walk from the World Wide Sportsman Marina and directly across the street from Morada Bay. The accommodation has excellent user, location, and cleanliness ratings. The two-bedroom, one-bathroom rental can accommodate up to six guests. The rental features a fully equipped kitchen, two balconies, fast WiFi, Xfinity cable, and a backyard garden that hosts live music and art classes.
9.8 197 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.
10 99 reviews
Cozy Family Home- 5 Minutes From Sombrero Beach
apartment, Marathon
This cozy family home is located in Marathon, just a 5-minute drive from Sombrero Beach, and within a short distance of both Florida Keys Aquarium Encounters and Captain Hook's Marina Dive Center. It has earned excellent ratings for location, cleanliness, and user experience, making it a great choice for travelers looking for a comfortable and convenient stay. The 1150 square foot home comfortably accommodates up to 6 guests, offering a relaxing and enjoyable vacation experience. This Marathon home features a private pool, a hot tub, a garden with a barbecue, and a fully equipped kitchen, allowing you to enjoy your vacation to the fullest.
9.8 172 reviews
Deja Blue Suite [Ocean Pointe 1409]
apartment, Tavernier
This waterfront apartment is located in Tavernier, Florida, just a short walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful Florida Keys waters. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience. This 2-bedroom, 2-bathroom apartment comfortably accommodates up to 6 guests in its 980 square feet of space. The apartment offers a range of amenities for a relaxing stay, including a swimming pool, a spa, a tennis court, and a garden, as well as a fully equipped kitchen and free WiFi.
Best Florida Keys, FL lodging with a balcony
No reviews
Luxury 4br Villa Private Jacuzzi & Billiard
apartment, Princeton
This 1-bedroom residence is located in Homestead, offering easy access to Fruit Spice Park, Homestead Air Force Base, Homestead Miami Speedway, and Florida Keys Factory Shops, all within a 7-mile radius. This spacious 12,920 sq ft apartment includes a private jacuzzi, a fully equipped kitchen with a dishwasher and oven, free WiFi, and on-site parking, accommodating up to 19 guests.
9.8 149 reviews
Oceanfront 5th Floor Penthouse
apartment, Key Largo
This Key Largo apartment is located near the ocean, within walking distance of Baker's Cay Resort Beach and Jimmy Johnson's Big Chill, and within a short drive of Jacob's Aquatic Center and Bluefin Rock Harbor Marina. The property has been rated excellent for its location and user experience, and very good for cleanliness. This 2-bedroom, 2-bathroom unit offers 1350 square feet of space and can comfortably accommodate up to 6 guests. Enjoy amenities like a private fenced yard, a swimming pool, a tennis court, and a fully equipped kitchen, perfect for a relaxing and enjoyable vacation.
9.7 53 reviews
P38 - Charming 1 Bedroom, Waterfront Duplex With P
apartment, Key Colony Beach
This waterfront vacation home is located in Key Colony Beach, just a short walk from Sunset Park Beach and Coco Plum Beach, offering easy access to the area's beautiful beaches and nearby attractions. The property has received excellent ratings for its location, cleanliness, and overall experience. This one-bedroom rental can comfortably accommodate up to three guests and features a private pool, a spa tub, and a barbecue grill for outdoor enjoyment. The house also includes modern amenities like free WiFi, a fully equipped kitchen, and a washing machine for added convenience.
9.8 147 reviews
Tiki Time! Private Pool~tiki Hut~kayaks~grill!
apartment, Marathon
This Marathon vacation rental is located just 1.2 miles from Crane Point Museum and Nature Center and within 3 miles of Florida Keys Country Club, Captain Hooks Marina and Dive Center, Sunset Park Beach, and Fishermen's Community Hospital. The home has excellent user, location, and cleanliness ratings. This 3-bedroom, 2-bathroom house comfortably sleeps 8 guests. You'll enjoy a private pool, a fenced yard, a fully equipped kitchen, barbecue grills, and direct access to the Florida Keys.
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?
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?
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?
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
9.8 271 reviews
Villa Valbuena Azul Escape 2 Kings Key Largo Pickleball Tennis Pool Lagoon
apartment, Key Largo
This Key Largo apartment is conveniently located just a short drive from John Pennekamp State Park, Pigeon Key, and Windley Key, offering easy access to the area's top attractions. It boasts excellent ratings for location, cleanliness, and overall user experience. The apartment features two bedrooms, making it ideal for families or groups of friends. Guests can enjoy a private beach, free bikes and kayaks, tennis and pickleball courts, a swimming pool, and a fully equipped kitchen.
10 61 reviews
Spring & Summer Dates Available Licensed Rental Vr #25-0235 No Boats
apartment, Islamorada, Village of Islands
This family-friendly condo building is directly on the beach in Islamorada, just a short distance from Islamorada County Park and Founders Park. Guests consistently rate this accommodation as excellent. This 2-bedroom, 2-bathroom condo offers 800 square feet of space and can comfortably accommodate up to 6 guests. Enjoy amenities like a swimming pool, fitness center, tennis court, and a fully equipped kitchen, perfect for a relaxing and enjoyable stay.
9.5 446 reviews
July/aug. Save$ Waterfront 4 Bike/2 Kayak King Bed
apartment, Cudjoe Key
This vacation home is located in Summerland Key, just a short walk from Venture Key and Venture Out Keys, offering easy access to local attractions and activities. It has received excellent ratings for location, cleanliness, and overall user experience. The 2-bedroom, 2-bathroom home spans 860 square feet and can comfortably accommodate up to 6 guests. Enjoy a range of amenities including a private pool, spa, tennis court, and a fully equipped kitchen, perfect for creating memorable vacation experiences.
9.5 128 reviews
Garden Cottage Near Miami, Everglades & Florida Keys
apartment, Princeton
Maria's Los Cirhuelos is a 500-square-foot apartment located in Homestead, Florida, approximately 3.4 miles from Fruit Spice Park and 6.7 miles from Florida Keys Factory Shops. This Princeton apartment offers a private garden, outdoor seating, free Wi-Fi, a fully equipped kitchen, air conditioning, a private entrance, and free private parking.
Best Florida Keys, FL lodging with laundry available
9.8 211 reviews
Key Largo Coastal Condo-ocean View ~ Pool ~ Beach
apartment, Tavernier
This waterfront condo is located in Tavernier, a short 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, and within 3 miles of Mariners Hospital and Florida Keys Dive Center. This rental has excellent user, location, and cleanliness ratings. The condo has one bedroom, one bathroom, and can accommodate up to three guests in its 580 square feet. Enjoy the pool, spa, tennis court, and other amenities, including a fully equipped kitchen, a fireplace, and a washer and dryer.
9.8 156 reviews
Island Palms~overlooking Tennis Courts
apartment, Key Largo
This Key Largo yacht is located in Kawama Yacht Club, a gated community at mile marker 100, situated within John Pennekamp Coral Reef State Park and half a mile from Pilot House Marina. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience. The yacht spans 1190 square feet and comfortably accommodates up to six guests in its two bedrooms and two bathrooms. Enjoy swimming, snorkeling, kayaking, and paddle boarding in the 3-acre saltwater lagoon, explore John Pennekamp Coral Reef State Park, and take advantage of the on-site tennis/pickleball courts, children's playground, and jetty.
8.6 98 reviews
Old Florida Style, Dockage, Swimming Pool (Shared), Just 20 Miles From Key West
cottage, Cudjoe Key
This charming cottage is situated in Summerland Key, just a short drive from Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key, offering a peaceful retreat in the Florida Keys. It has received excellent ratings from previous guests, making it a popular choice for travelers. This cozy cabin provides 750 square feet of space, comfortably accommodating up to four guests in its two bedrooms and one bathroom. Enjoy a refreshing dip in the private pool, grill up a meal on the barbecue, and stay connected with free Wi-Fi.
9.6 37 reviews
Ocean Breeze @ Vo - Kayaks, Bikes, 30 Min From Kw
apartment, Cudjoe Key
This Cudjoe Key vacation home sits across from the open water, offering direct ocean views and a 30-minute drive to Duval Street in Key West. The one-bedroom, one-bathroom cottage sleeps three, features a remodeled interior with a large enclosed porch, kayaks, bikes, a private pool and Jacuzzi, and access to resort amenities including tennis and pickleball courts for a $125 resort fee.