Everyone loves going to areas with a warm climate for an incredible summer experience. Florida Keys is a great choice since the area consists of a group of coral islands with numerous attractions, such as John Pennekamp State Park, where you can scuba dive and explore colorful reefs, and Dry Tortugas National Park, which features a wide range of sea life, scenic camping areas, and fascinating sunken treasures.
After a long day of sightseeing, swimming, and indulging in other outdoor activities, you’ll want to unwind in a relaxing and conveniently located accommodation. Read on to find the top Vacasa rentals in Florida Keys, Florida, for great stays.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.
1. Islamorada Haven, Tavernier (from USD 150)
Newly renovated and designed with guests’ comfort in mind, this home by a canal has everything you’ll need for your relaxing summer vacation. The rental can accommodate six guests as well as up to four dogs. A boat ramp is also available here, which is great news for those who want to kayak and paddleboard. Guests will have access to the property’s tandem kayak.
You can enjoy a peaceful afternoon with the kids in Theater of the Sea or learn something new at the Windley Key Fossil Reef Geological Park, both of which are located in the area.
2. Sunrise Surprise, Key Largo (from USD 107)
This three-bedroom home features stylish decorations and a warm color palette. Central air conditioning is available here, so you’ll be able to feel comfortable even on the warmest summer days. Guests can gather around and watch shows together in the open living room which has enough seating for everyone.
The chef of the group would be pleased to find that the kitchen has been recently upgraded and includes a wide range of stainless steel appliances. All the rooms provide soft welcoming beds, and the main bedroom even includes a desk and a small working area.
3. Beachfront Ocean Duplex, Long Key (from USD 900)
A group of 10 can reside in this home comfortably since there’s plenty of space in this rental. One dog is welcome here too! You can take a peaceful walk on the secluded beach and listen to the relaxing sound of the waves crashing into the shore. Guests can choose to rent the entire duplex or separate units.
Fun and vibrant decorations can be found all over the house. Everyone can gather around in the living room and enjoy a movie on the wide flat-screen TV. Most of the rooms in this rental provide amazing views of the ocean.
4. Tropical Lookout, Tavernier (from USD 250)
A great fit for family reunions, this 4-bedroom home can accommodate up to 12 guests and features many amenities. Guests can unwind in the vast living area, enjoy scrumptious home-cooked meals from the home’s gourmet kitchen, and take in the beautiful ocean views from the balcony. Be sure to check out the game room which has a foosball table, a pool table, and a private tennis court.
Direct ocean access is available with the secluded dock right in your backyard. Start off your exciting sea adventure with the two kayaks provided on the premises.
5. Fisherman's Retreat, Conch Key (from USD 145)
Situated right in the fishing community of Conch Key, this rental’s bright and airy atmosphere is sure to provide you with the best fishing trip experience. The rental offers beautiful views of the ocean, and a dock can be found at the back. You can rent a boat or jet ski nearby. Fishing bait can be stored in the freezer provided on the premises.
Up to eight guests can stay in this spacious retreat. Two connected studio apartments are available for rent, and you’ll have the option of renting both or just one if you’re traveling with a smaller group.
6. Tropical Sabbatical, Cudjoe Key (from USD 250)
With its warm, chic interiors and plenty of natural light, guests are going to feel right at home in this home. It’s situated in Venture Out Resort and provides access to various amenities. To relax, you can swim in the heated pool, or take a soothing dip in the hot tub. If the group is in the mood for indulging in some sports activities, your options include basketball, tennis, and bocce.
If you’re in the mood for a night out, head to Key West, which is 30 miles (48.3 kilometers) away and has fine dining spots, entertainment joints, and an active nightlife.
7. Marathon Waterfront Recreational Paradise (from USD 450)
This four-bedroom home is located next to the bay and is the perfect summer getaway. This spot is a great choice if you want to fish, explore the area, or just relax. If you feel like going for a swim, you’ll have a lot of options. Guests will have access to a swimming pool and a private beach.
A blue and white color scheme is employed throughout the home, matching the tropical atmosphere of the area. Spectacular ocean views can be viewed from the numerous large windows.
8. Golf Coast Oasis, Marathon (from USD 400)
This modern home exudes luxury and utmost comfort. You can enjoy the serene views by the heated pool where the palm trees and clear skies make the scene look like something straight out of a postcard. An outdoor lounge area is also available where you can get some fresh air and have a conversation with your friends over coffee.
Guests can enjoy many fun activities in this home, and children will love running around the spacious yard. You can play a friendly game of volleyball, have a few swings on the nine-hole golf course, and compete with the kids at cornhole, all in the expansive yard.
9. Key Lime Calypso, Key West (from USD 209)
This rental has a well-equipped kitchen, a private laundry area, and a cable TV. You can light up the grill on the patio for a fun cookout or relax in the heated pool and feel all your worries fade away.
The cottage is located in Old Town, so guests can conveniently check out the popular attractions of Key West. You can conveniently take a family picnic in Nancy Forrester’s Secret Garden, have a peaceful walk on Dog Beach, and take a look at some fascinating exhibits in nearby museums while staying here.
10. Mermaid Manor, Key West (from USD 280)
Mermaid Manor features cozy pastel-color interiors and a warm ambiance. The 4-bedroom home accepts up to 2 dogs and provides plenty of space and comfort for up to 10 guests. It’s situated in a prime location from where you can access all the noteworthy attractions in Key West.
Guests can enjoy fun movie nights in this home since they will have access to flat-screen TVs as well as a VCR/DVD player. Free Wi-Fi connection is available here as well.
Plan a memorable vacation in Florida Keys
The Florida Keys provides pristine sandy beaches, scenic parks, and fascinating museums. When you go here, remember to book one of the above Vacasa rentals where you can enjoy beach access, have a leisurely swim in luxurious heated pools, and unwind in front of a flat-screen TV for a relaxing conclusion to your day.
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