Discover Your Ideal Higgs Beach, Key West Florida Vacation Rentals for a Relaxing Getaway
Discover Your Perfect Higgs Beach Vacation Homes
Best Vacation Homes in Higgs Beach
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- Child Friendly
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- Pet Friendly
Why Choose Rent By Owner for your Higgs Beach Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Higgs Beach Vacation Rentals
Where are the best neighborhoods to stay in Higgs Beach?
When considering where to stay in Higgs Beach, Key West, Florida, you’ll find a variety of neighborhoods that offer unique advantages for your vacation. This area is perfect for travelers seeking a relaxed coastal atmosphere combined with easy access to local beaches and scenic views. Choosing a vacation rental in Higgs Beach ensures you’re close to tranquil surroundings while still having convenient connections to the vibrant lifestyle of Key West. Whether you're looking for a peaceful retreat or a lively hub, this neighborhood provides a welcoming environment for all types of visitors seeking an authentic Florida Keys experience.
Key West Historic District
This historic district offers charming streets and vibrant culture, making it an ideal area for those seeking authentic Key West experiences. Staying here places you close to the region’s rich history and lively local scene.
View 2530+ Rentals in Key West Historic DistrictOld Town
Known for its colorful architecture and bustling atmosphere, Old Town provides a perfect backdrop for exploring the region’s unique character. Here, you're within easy reach of iconic attractions and vibrant nightlife.
View 2467+ Rentals in Old TownSunset Key
For tranquil beaches and picturesque sunsets, Sunset Key offers a serene retreat just off the coast of the region. It’s an excellent choice for those wanting a peaceful getaway with stunning ocean views.
View 3214+ Rentals in Sunset KeyDowntown
The heart of the city, Downtown features lively shops, dining options, and cultural venues, providing a dynamic base to immerse yourself in the area's lively spirit. Perfect for visitors who enjoy being in the center of all the action.
View 1094+ Rentals in DowntownUptown - Upper Duval
Uptown offers a more relaxed atmosphere with charming streets and local eateries, making it ideal for experiencing the authentic side of the region. It’s a great spot for leisurely exploring and discovering hidden gems.
View 756+ Rentals in Uptown - Upper DuvalBahama Village
Rich in Caribbean culture and colorful architecture, Bahama Village is perfect for travelers interested in experiencing diverse local traditions. Staying here puts you close to vibrant markets and cultural festivities.
View 97+ Rentals in Bahama VillageHistoric Seaport
Offering scenic waterfront views and maritime charm, the Historic Seaport is ideal for those looking to enjoy nautical adventures and fresh seafood in a picturesque setting. It’s a prime location for coastal explorers.
View 413+ Rentals in Historic SeaportNew Town
As the region’s more contemporary neighborhood, New Town provides a quieter environment with convenient access to shopping and essentials. An excellent choice for a practical yet comfortable stay.
View 118+ Rentals in New TownBest Times to Visit Higgs Beach
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as the best periods often align with favorable weather and fewer crowds in this popular destination.
Peak Season Highlights
Winter (December to February)
During the winter months, the area experiences warm, pleasant weather, attracting visitors seeking to escape colder climates. This is the busiest time for vacation rentals as travelers enjoy the sunny beaches and outdoor activities.
Spring (March to May)
Spring is a popular season here, with comfortable temperatures and vibrant scenery. Many visitors book their stay to enjoy the blossoming nature and lively atmosphere of this coastal destination.
Off-Season Highlights
Summer (June to August)
In the summer, higher humidity and increased rainfall make this period less crowded. It’s an ideal time for travelers who prefer quieter surroundings while still enjoying the region’s warm weather.
Fall (September to November)
Fall sees a slight decrease in visitors, especially after the busy summer months. The region offers cooler temperatures and a more relaxed atmosphere, perfect for those seeking off-peak tranquility.
Weekly Weather Forecast for Higgs Beach
How to Book Your Higgs Beach Vacation Rental Home
What's our booking process?
Booking Steps
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Explore and book the perfect rental in Higgs Beach
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 outdoor lounging areas with comfortable seating to relax and unwind after exploring the region.
- Take advantage of fully equipped outdoor kitchens or BBQ grills, perfect for outdoor dining under the sunshine.
- Make the most of lush landscaped gardens or tropical patios that enhance your outdoor living experience.
- Benefit from access to swimming pools or hot tubs, offering a refreshing escape in this coastal destination.
- Utilize shaded porch or veranda spaces ideal for morning coffees or evening conversations with friends.
- Capitalize on direct beach access or nearby waterfront views that showcase the beauty of the area’s shoreline.
- Use outdoor showers or rinse stations, especially convenient after days spent at the nearby beaches or water activities.
Top Attractions Around Higgs Beach
What attractions are nearby?
While staying here, you'll find a variety of activities nearby, from relaxing on the sandy shores to exploring local parks and enjoying water sports along the scenic coastline of this destination.

Family Activities
- Snorkeling and Beachcombing: Explore shallow waters and sandy shores along Higgs Beach to discover marine life and unique shells, making it an ideal family-friendly activity in this coastal region.
- Picnic at Higgs Beach Pavilion: Enjoy a relaxing picnic with your loved ones at the scenic Higgs Beach Pavilion, offering a convenient spot to unwind while savoring views of the surrounding area.
- Visit the West Martello Tower and Gardens: Discover the historic fort and lush botanical gardens nearby, providing a cultural and natural adventure perfect for families seeking enrichment here.
- Swimming and Relaxing on the Beach: Lounge on soft sands or take a refreshing dip in the calm waters, making beach days in this part of the region both fun and memorable for all ages.
Adult Activities
- Snorkeling and Diving: Explore the vibrant coral reefs and marine life just off the shoreline, offering an unforgettable underwater experience right here in this coastal destination.
- Relaxing on the Beach: Unwind on the soft sands and soak up the sun at one of the region’s most popular beaches, perfect for a peaceful day by the water.
- Water Sports Activities: Engage in kayaking, paddleboarding, or jet skiing to enjoy active adventures along the scenic coastline that surrounds this area.
- Beachfront Dining: Savor delicious local cuisine at nearby seaside restaurants, providing a delightful way to immerse yourself in the region’s laid-back atmosphere.
Higgs Beach Travel Tips
How Can You Make the Most of Your Stay?
- Explore the local beach activities: Take advantage of the area’s calm waters and soft sands by engaging in kayaking, paddleboarding, or simply relaxing with a good book on the shoreline.
- Visit nearby dining hotspots: Savor fresh seafood and regional specialties at local eateries to truly experience the flavors that define this coastal region.
- Plan outdoor excursions: Discover scenic walking or biking routes along the coast that showcase the natural beauty and tranquility of the destination.
- Make the most of your rental amenities: Choose a vacation rental with a private patio, pool, or beach access to enhance your stay and enjoy the relaxed vibe here.
Transportation Options
- Rental Car Services: Renting a car provides the flexibility to explore the region at your own pace, with many agencies conveniently located near Higgs Beach.
- Public Transportation: Local buses offer an affordable and eco-friendly way to navigate the area and reach popular destinations around Higgs Beach.
- Taxi Services: Taxis and ride-sharing options like Uber or Lyft are readily available for quick and direct transportation around this part of Key West.
- Bicycle Rentals: Biking is an enjoyable way to soak in the scenery while easily accessing Higgs Beach and nearby attractions within the region.
Local Customs Options
- Respect for the Boat Docking Regulations: Locals and visitors alike honor specific rules when docking boats, reflecting the area's maritime heritage and ensuring safety on the water.
- Beach Etiquette and Sunbathing Customs: It’s customary to keep noise levels low and to dispose of trash properly, helping maintain the pristine condition of the shoreline here.
- Celebration of Local Seafood:** Enjoying fresh, locally caught seafood is a key tradition, often celebrated through casual gatherings and outdoor dining by the coast.
- Environmental Conservation Practices:** Visitors are encouraged to participate in sustainable practices, such as avoiding littering and respecting wildlife habitats in the region's natural areas.
Frequently Asked Questions About Higgs Beach?
1. What are the top vacation rentals in Higgs Beach?
There are a lot of options in Higgs Beach. If you plan on staying in the Higgs Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Higgs Beach:
- Almond Tree Inn Hotel - Adults Only
- Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi
- 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!
- PINEAPPLE COTTAGE: 2BR/2BA-Pvt Pool -1/2 block to Duval- RealKeyWest
- Old Town 2 Bicycles, Grill, WiFi, 1st Floor, Pool! Rent 30 days get 20% discount
- LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool
- Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex
- Hidden away near the Southernmost Point, Louisa's Hideaway is it!
- Perfect Location, nPrivate Heated Pool,nPristine Luxury Home!
2. How many Rentbyowner vacation rentals are available in Higgs Beach?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 4144 in the Higgs Beach 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 Higgs Beach.
3. What is the cancellation policy for vacation rentals in Higgs Beach, Key West?
4. Are there any fees or additional charges when booking a vacation rental in this area?
5. What amenities can I expect in vacation rentals near Higgs Beach?
6. How do I securely book my stay at a vacation rental here?
7. What should I do if I encounter issues during my stay in this destination's vacation rentals?
Best Vacation Homes in Higgs Beach
- Pet Friendly
- Security/Safety
- Child Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool