Best Vacation Homes in Lower Florida Keys
8.6
Oceanfront
Hot Tub
Pool
Ocean View
10.0- Pool
View
Breakfast
Parking
10.0- Ocean View
Balcony/Terrace- View
Pet Friendly
- Pet Friendly
Air Conditioner
Internet
Child Friendly
10.0
Private Beach- Oceanfront
- Hot Tub
Fireplace/Heating
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
Lower Florida Keys Luxury Rentals
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
Lower Florida Keys Pet Friendly Vacation Rentals
- Private Pool
- Oceanfront
- Pool
- Ocean View
10.0- Pet Friendly
- Child Friendly
Security/Safety
10.0- Private Pool
- Oceanfront
- Hot Tub
- Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
10.0- Fireplace/Heating
- Pool
- View
- Pet Friendly
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
Lower Florida Keys Large Vacation Homes
10.0- Hot Tub
- Pool
- Balcony/Terrace
Kitchen
10.0- Internet
- Child Friendly
Laundry- Security/Safety
8.0- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
10.0- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
10.0- Fireplace/Heating
- Pool
- View
- Pet Friendly
10.0- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
10.0- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
10.0- Hot Tub
- Pool
- Balcony/Terrace
- Breakfast
Why Choose Rent By Owner for your Lower Florida Keys Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Lower Florida Keys Vacation Rentals
Where are the best neighborhoods to stay in Lower Florida Keys?
Lower Florida Keys offers a variety of neighborhoods that cater to different vacation preferences, making it an ideal destination for your next getaway. Whether you're seeking the lively atmosphere near Key Largo or the tranquil surroundings of Big Pine Key, each area provides unique opportunities to explore and enjoy the stunning coastal scenery. As you browse options for vacation rentals, you'll find that selecting the right neighborhood can enhance your experience, providing convenient access to local beaches, water activities, and serene landscapes. Trust in reliable booking platforms to help you find the perfect place to stay, ensuring a seamless and memorable trip to this beautiful part of Florida.
Key West Historic District
In this vibrant neighborhood, you can experience the charm of historic architecture and lively streets that define the essence of the area. Staying here offers direct access to the region's rich cultural heritage, making it an ideal choice for those seeking authentic local experiences.
View 2146+ Rentals in Key West Historic DistrictOld Town
The heart of the region’s historic charm, Old Town features colorful neighborhoods and quaint streets that reflect its storied past. It's perfect for exploring local art, unique eateries, and enjoying the relaxed pace right in the center of the destination.
View 2116+ Rentals in Old TownSunset Key
This exclusive island enclave provides a tranquil retreat with stunning views and a serene atmosphere, ideal for relaxing escapes. Choosing this neighborhood means immersing yourself in peaceful surroundings while still being close to the area's vibrant attractions.
View 3712+ Rentals in Sunset KeyDowntown
Here, you’ll find a lively hub of activity with shops, restaurants, and entertainment options that capture the energetic spirit of the region. It’s a strategic location for those wanting easy access to the best of the area’s urban conveniences.
View 896+ Rentals in DowntownUptown - Upper Duval
This neighborhood offers a more laid-back vibe compared to the bustling downtown, featuring charming streets and local businesses. It's well-suited for travelers looking for a quiet yet accessible base within the region.
View 708+ Rentals in Uptown - Upper DuvalBahama Village
Known for its lively atmosphere and Caribbean influence, Bahama Village provides a culturally rich environment with colorful streets and local gatherings. Staying here lets you enjoy an authentic taste of the region’s diverse community.
View 70+ Rentals in Bahama VillageNew Town
This residential area offers a more relaxed setting away from the hustle, perfect for travelers seeking comfort and convenience. It’s a practical choice for those wanting to explore the region at their own pace.
View 87+ Rentals in New TownHistoric Seaport
Positioned along the waterfront, this neighborhood is ideal for enjoying maritime views and easy access to water activities. Staying here places you at the gateway to the region’s nautical and leisure pursuits.
View 306+ Rentals in Historic SeaportBest Times to Visit Lower Florida Keys
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit ensures you make the most of your experience in this destination, where the weather and seasonal events can significantly enhance your stay in the region.
Peak Season Highlights
Winter (December to February)
During the winter months, you can enjoy warm weather and sunny skies, making it an ideal time for beach activities and water sports in this destination. The area experiences high demand as travelers seek escape from colder climates.
Spring Break (March to April)
Spring break brings increased visitors eager to experience the region’s pleasant weather and vibrant marine life. This is a lively period where you'll find more events and activities happening in the area.
Off-Season Highlights
Late Summer to Fall (August to October)
During these months, fewer tourists visit, offering a quieter atmosphere for your stay. While there may be occasional rain, this period provides a more relaxed environment and better availability of vacation rentals in the area.
Early Winter (November)
In early winter, the region sees a dip in visitor numbers, giving you a peaceful retreat with cooler temperatures and less crowded attractions. It’s a perfect time for those seeking serenity alongside comfortable weather.
Weekly Weather Forecast for Lower Florida Keys
How to Book Your Lower Florida 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 Florida 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 private waterfront access with a dock or slip to explore the region by boat.
- Relax in your own outdoor pool, perfect for unwinding after a day of adventures here.
- Utilize outdoor grills and picnic areas to host barbecues in the warm ocean breeze.
- Make the most of spacious patios or decks that provide stunning views of the water and surrounding scenery.
- Take advantage of lush tropical landscaping and garden spaces to enhance your outdoor experience.
- Access shaded lounge areas or cabanas designed for ultimate comfort under the sun.
- Benefit from outdoor shower stations ideal for rinsing off after a day at the beach or boating excursions in this destination.
Top Attractions Around Lower Florida Keys
What attractions are nearby?
During your stay here, you can enjoy a variety of outdoor activities such as snorkeling, kayaking, and fishing, all conveniently accessible in the nearby waters of the Lower Florida Keys region.
Family Activities
- John Pennekamp Coral Reef State Park: Explore underwater by snorkeling or take a glass-bottom boat tour to discover vibrant marine life in this renowned park.
- Florida Keys Wild Bird Rehabilitation Center: Visit this sanctuary to see and learn about local bird species, making it an educational outing for the whole family.
- Crane Point Hammock Preserve & Nature Trail: Enjoy hiking along scenic trails and visiting the museum to immerse yourself in the area's natural history and wildlife.
- Key West Butterfly & Nature Conservatory: Wander through lush gardens filled with colorful butterflies and exotic birds, offering a magical experience for children and adults alike.
Adult Activities
- Scuba Diving and Snorkeling: Explore the vibrant coral reefs and diverse marine life just offshore, making it a must-do activity for underwater enthusiasts staying in local vacation rentals.
- Charter Fishing Excursions: Embark on a fishing trip to experience some of the best sport fishing in the region, with numerous charters departing conveniently from the area.
- Kayaking and Paddleboarding: Glide across calm waters and discover secluded coves while enjoying the natural beauty of this destination’s waterways.
- Sunset Cruises: Relax onboard a cruise and witness breathtaking sunsets over the water, perfect for unwinding after a day of exploring the region.
Other Places to Stay in Lower Florida Keys, FL
Lower Florida Keys Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities in Advance: Optimize your stay by scheduling popular water activities and exploring local dining options early to make the most of your time here.
- Choose a Central Location: Select a vacation rental close to key attractions and beaches to minimize travel time and maximize relaxation in this scenic region.
- Embrace Waterfront Opportunities: Take advantage of the area's natural beauty by booking accommodations with direct water access or stunning views for an authentic experience.
- Respect the Local Environment: Help preserve the region’s unique ecosystems by following eco-friendly practices during your outdoor excursions and when enjoying the surroundings.
Transportation Options
- Rental Car Services: Renting a car here offers flexible and convenient transportation to explore the entire region at your own pace.
- Public Transit: The local bus systems provide economical access to major attractions and destinations across the area.
- Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft ensure quick, reliable transportation when you prefer door-to-door service.
- Bike Rentals: Biking is an eco-friendly way to enjoy scenic routes and explore this destination's natural beauty up close.
Local Customs Options
- Respect for the Environment: You’ll find that locals here prioritize preserving the natural beauty, so eco-friendly practices and responsible tourism are highly valued.
- Seafood Etiquette: When dining or shopping for fresh catch, it’s customary to appreciate the region's seafood heritage by engaging respectfully with fishermen and vendors.
- Community Celebrations: Participating in local festivals and events is encouraged to embrace the area's vibrant culture and connect with residents.
- Maritime Tradition: Understanding and honoring the region’s maritime customs, such as boating manners and safety practices, enhances your experience here.
Frequently Asked Questions About Lower Florida Keys?
1. What are the top vacation rentals in Lower Florida Keys?
There are a lot of options in Lower Florida Keys. If you plan on staying in the Lower Florida 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 Florida Keys:
- Almond Tree Inn Hotel - Adults Only
- Casa Cay West Beautiful Tropical 3 bedrooms 2 KING suites - 2 miles to beach
- Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach
- Pineapple Cottage - Top-Rated Stay - Private Pool - 2BD/2.5Bath
- Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
- Bright & Modern Condo—7 MinWalk to the Beach! Pool, Bikes & 2 Furnished Porches!
- ~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
- Old Town 2 Bicycles, Grill, WiFi, 1st Floor, Pool! Rent 30 days get 20% discount
- Casa Calypso- Beautiful Tropical 3 KING Beds, 3 baths - 2 miles to beach
- Casa Cove Beautiful Tropical 3 KING SUITES Sleeps 8- 2 miles to beach
2. How many vacation rentals have private pools in Lower Florida Keys?
There are 1175 vacation rentals with private pools near Lower Florida Keys. Top-rated RBO homes that have access to a swimming pool include:
- Enjoy the best of Key West from this ideally located monthly rental just steps from the pool and close to Truman Waterfront, Fort Zachary Taylor State Park and Beach, Coffee Butler Amphitheater, and Duval Street. Private treetop deck.
- Key West Harbor Inn - Adults Only
- Parking, Heated Pool, Pet Friendly - Seagate House
- Everything Key West has to offer @ Mango Cottage
3. Which vacation homes in Lower Florida Keys are best for families?
If you are looking for a family-friendly vacation home in Lower Florida 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 Florida Keys:
4. How many Rentbyowner vacation rentals are available in Lower Florida Keys?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 6399 in the Lower Florida 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 Florida Keys.
5. What is the cancellation policy for vacation rentals in the Lower Florida Keys?
6. Are there any additional fees associated with booking a rental here?
7. How do I confirm my booking and what payment methods are accepted?
8. What amenities are commonly available in vacation rentals on this destination?
9. Is there a check-in and check-out process I should be aware of?
Lower Florida Keys Top Rated Vacation Rentals
10.0- Hot Tub
- Pool
- Balcony/Terrace
- Breakfast
10.0- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
10.0- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
10.0- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
10.0- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
10.0- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
10.0- Private Pool
- Pool
- Balcony/Terrace
- Pet Friendly
10.0- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
