Discover Your Ideal Lower Keys Vacation Rentals for an Unforgettable Florida Getaway
Discover Your Perfect Lower Keys Vacation Homes
Best Vacation Homes in Lower Keys
- Parking
- Security/Safety
- Sports/Activities
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pool
- View
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
Lower Keys Luxury Rentals
- Air Conditioner
- Parking
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Pool
- View
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pool
- TV
Lower Keys Pet Friendly Vacation Rentals
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Lower Keys Large Vacation Homes
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
Why Choose Rent By Owner for your Lower Keys Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Lower Keys Vacation Rentals
Where are the best neighborhoods to stay in Lower Keys?
When exploring the Lower Keys in Florida, selecting the right neighborhood can enhance your vacation experience. Whether you prefer a laid-back atmosphere near the water or a lively community with convenient amenities, each area offers unique charm and appeal. The Lower Keys are renowned for their tranquil environment, making them an ideal destination for those seeking relaxation or outdoor adventures. By choosing a strategic location within this region, you can enjoy easy access to stunning scenery and local attractions, ensuring a memorable stay in these beautiful Florida keys.
Geiger Key
Located at the gateway to the lower Keys, this area offers peaceful surroundings and easy access to outdoor activities, making it ideal for those seeking a tranquil retreat.
View 35+ Rentals in Geiger KeyTropical Bay Estates
Nestled along scenic waterways, this neighborhood provides a serene setting perfect for exploring the natural beauty of the southern region.
View 317+ Rentals in Tropical Bay EstatesDoctor's Arm
Known for its quiet atmosphere and lush landscapes, this area is suitable for travelers looking for a relaxing escape in the Lower Keys.
View 150+ Rentals in Doctor's ArmSands
With direct waterfront views, Sands offers an inviting environment for enjoying the coastal lifestyle central to the area's charm.
View 318+ Rentals in SandsCudjoe Gardens
This picturesque neighborhood features waterside properties that make it a popular choice for exploring the region’s marine environments.
View 459+ Rentals in Cudjoe GardensCutthroat Harbor Estates
Offering a combination of privacy and accessibility, this estate area is perfect for discovering the tranquility of the Lower Keys.
View 84+ Rentals in Cutthroat Harbor EstatesPort Pine Heights
Situated near key waterways, this neighborhood caters to visitors who enjoy boating and outdoor adventures during their stay.
View 98+ Rentals in Port Pine HeightsLong Beach Estates
This charming community provides convenient access to the region’s beaches and outdoor pursuits, ideal for relaxing by the water.
View 154+ Rentals in Long Beach EstatesBest Times to Visit Lower Keys
When should you plan your Vacation Rentals stay?
To make the most of your stay, consider visiting during the shoulder seasons when the area offers pleasant weather and fewer crowds, ensuring a relaxing experience with your chosen vacation rentals in Lower Keys, Florida.
Peak Season Highlights
Spring (March to May)
During spring, you can enjoy ideal weather and vibrant natural scenery, making it a perfect time to explore the area’s scenic outdoors. The region experiences warm days that are ideal for outdoor activities while avoiding the summer crowds.
Winter (December to February)
This period attracts visitors seeking mild winter temperatures and sunny skies, providing a comfortable escape from colder climates. The area's tranquil atmosphere and pleasant weather make it a favored season for relaxing in your vacation rental here.
Off-Season Highlights
Summer (June to August)
While summer might bring higher humidity and occasional showers, you’ll find fewer tourists and great deals on vacation rentals. It’s an excellent time to enjoy quieter beaches and enjoy various watersports in this destination.
Fall (September to November)
Early fall offers warm weather with fewer crowds, making it an ideal time to experience the local scenery with more serenity. You can often find favorable rates on vacation rentals as the peak season winds down here.
Weekly Weather Forecast for Lower Keys
How to Book Your Lower Keys Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Lower Keys
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining areas perfect for savoring fresh seafood and sunset views.
- Take advantage of private pools or hot tubs for relaxing under the sun or stars.
- Explore lush landscaped gardens and shaded patios ideal for morning coffee or evening gatherings.
- Make use of boat docks or slips to facilitate easy watercraft access and island adventures.
- Relax in hammocks or loungers positioned to maximize views of the surrounding waters.
- Utilize outdoor grills or BBQ areas for memorable cookouts with friends and family.
- Access private beaches or shoreline spaces to unwind directly on the sandy coast here in the region.
Top Attractions Around Lower Keys
What attractions are nearby?
Here, you can enjoy a variety of outdoor activities such as fishing, snorkeling, and kayaking, offering the perfect way to explore the vibrant waters and natural beauty just outside your vacation rental in the Lower Keys area.

Family Activities
- Key West Butterfly & Nature Conservatory: Discover a magical world of butterflies and lush tropical gardens that captivate children and adults alike, offering an educational experience here in the region.
- Fort Zachary Taylor Historic State Park: Enjoy a day at this family-friendly park with its beautiful beach, picnic areas, and historical significance, perfect for relaxing and exploring together.
- Florida Keys Eco-Discovery Center: Engage with interactive exhibits and guided tours focused on local marine life and ecosystems, providing an enriching adventure for all ages.
- Harry S. Truman Little White House Tours: Step into history with guided tours of this historic site, offering an educational and entertaining activity for families visiting the area.
Adult Activities
- Deep-sea Fishing: Experience an exhilarating day on the water by embarking on deep-sea fishing excursions that are popular here in this coastal region, offering you the chance to catch a variety of game fish.
- Snorkeling and Diving: Explore vibrant coral reefs and marine life just beneath the surface, making it a perfect spot for snorkeling and diving adventures in this aquatic paradise.
- Eco-Tours and Wildlife Watching: Join guided eco-tours to observe the region’s unique wildlife and pristine landscapes, providing you with memorable encounters with nature in this coastal area.
- Kayaking and Paddleboarding: Navigate calm waters along the shoreline or through mangroves, enjoying peaceful paddling experiences that showcase the area's natural beauty.
Other Places to Stay in Lower Keys, FL
Lower Keys Travel Tips
How Can You Make the Most of Your Stay?
- Explore the Local Waterfront: Take advantage of the area's stunning waterways by planning activities like kayaking or boating right from your vacation rental, immersing yourself in the region's natural beauty.
- Visit Off-the-Beaten-Path Beaches: Discover quieter, less crowded beaches nearby to relax and enjoy the serene coastal atmosphere away from popular tourist spots.
- Plan Sunrise or Sunset Viewing: Make time to witness breathtaking sunrises or sunsets from your rental or scenic vantage points to truly experience the area's natural allure.
- Support Local Eateries and Markets: Savor authentic regional cuisine and pick up fresh produce at local markets, enhancing your stay with genuine flavors unique to this destination.
Transportation Options
- Car Rentals: Renting a car gives you the flexibility to explore the scenic routes and hidden gems throughout the area at your own pace.
- Ferry Services: Ferry options provide an enjoyable and convenient way to reach nearby islands and enjoy the coastal views of this destination.
- Public Transit: Local bus systems offer an affordable transportation method for getting around the region without the hassle of driving.
- Bicycle Rentals: Biking is a popular choice here, allowing you to immerse yourself in the natural beauty while enjoying eco-friendly travel options.
Local Customs Options
- Fishing Etiquette: Respect the region’s abundant fishing traditions by following local regulations and practicing catch-and-release when appropriate.
- Seafood Celebrations: Participate in community events that showcase the area’s fresh seafood, reflecting its deep-seated culinary customs.
- Boating Customs: Observe proper boating manners, including yielding right of way and adhering to navigation rules on the waterways here.
- Environmental Respect: Practice environmentally conscious behavior, such as disposing of waste properly and protecting the local mangroves and wildlife.
Frequently Asked Questions About Lower Keys?
1. What are the top vacation rentals in Lower Keys?
There are a lot of options in Lower Keys. If you plan on staying in the Lower Keys area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Lower Keys:
- Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
- White Home - Receive 400 dollars ntowards a BOAT RENTAL!
- Aug 3-9 Special only 399, Oceanfront Home on Beach, Pool, Kayaks, Bikes, Views!
- Oceanside home, dock,kayaks,bikes,pool,fishing,109
- Blue Home - Receive 400 dollars ntowards a BOAT RENTAL!
- Oceanside home, dock,kayaks,bikes,pool,fishing,111
- Yellow Home - Receive 400 dollars ntowards a BOAT RENTAL!
- Waterfront Beach Houses with Dock & Heated Pool!
- Beautiful Oceanfront Home on Ramrod Key - Three Lots, Dock & Poolside Tiki Bar
- Captain D's Hideout - Beautiful waterfront home in the heart of a deer preserve
2. How many vacation rentals have private pools in Lower Keys?
There are 277 vacation rentals with private pools near Lower Keys. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Lower Keys are best for families?
If you are looking for a family-friendly vacation home in Lower Keys, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Lower Keys:
4. How many Rentbyowner vacation rentals are available in Lower Keys?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 1276 in the Lower Keys area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Lower Keys.
5. What is the cancellation policy for vacation rentals in the Lower Keys?
6. How do I find available dates and secure my booking for a vacation rental in the Lower Keys?
7. Are there any house rules or amenities I should be aware of before booking?
8. Is there a minimum stay requirement for vacation rentals in this destination?
9. What should I do if I encounter issues during my stay or need assistance with my booking?
Lower Keys Top Rated Vacation Rentals
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool