Best Vacation Homes in Long Key
House
10.0(92 Reviews)
2 Bedrooms
1 Bath
5 Guests
Fireplace/Heating
Ocean View
Balcony/Terrace
View
£433/Night
7 Nights - £3,034
House
9.5(2 Reviews)
1 Bedroom
1 Bath
6 Guests
731.95 ft²
Private Beach
Oceanfront- Fireplace/Heating
- Ocean View
£317/Night
7 Nights - £2,217
£206/Night
7 Nights - £1,445
Apartment
10.0(63 Reviews)
2 Bedrooms
1 Bath
6 Guests
1000 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
£270/Night
7 Nights - £1,891
Resort
8.7(1707 Reviews)
21 Baths
60 Guests
643.82 ft²
- Private Beach
- Oceanfront
- Fireplace/Heating
Pool
£213/Night
7 Nights - £1,490
Cottage
10.0(3 Reviews)
2 Bedrooms
1 Bath
10 Guests
Hot Tub
Spa- Fireplace/Heating
- Pool
£206/Night
7 Nights - £1,445
House
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
1250 ft²
- Balcony/Terrace
Kitchen
Internet
Child Friendly
£213/Night
7 Nights - £1,494
House
9.8(73 Reviews)
3 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
£433/Night
7 Nights - £3,034
Long Key Luxury Rentals
House
5 Bedrooms
5 Baths
12 Guests
Private Pool- Pool
- Balcony/Terrace
- Kitchen
£1,768/Night
7 Nights - £12,379
House
10.0(76 Reviews)
4 Bedrooms
4 Baths
10 Guests
4407 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
£1,177/Night
7 Nights - £8,239
House
10.0(104 Reviews)
3 Bedrooms
4 Baths
10 Guests
3200 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
£1,004/Night
7 Nights - £7,029
New
Cabin
4 Bedrooms
2 Baths
10 Guests
1890 ft²
- Oceanfront
- Ocean View
- View
Pet Friendly
£957/Night
7 Nights - £6,696
House
5 Bedrooms
5 Baths
10 Guests
- Private Pool
- Hot Tub
- Pool
- Balcony/Terrace
£899/Night
7 Nights - £6,291
Hotel
9.0(2 Reviews)
6 Baths
- Pool
Breakfast- Kitchen
Parking
£874/Night
7 Nights - £6,121
Hotel
10.0(4 Reviews)
6 Baths
- Pool
- Breakfast
- Kitchen
- Parking
£874/Night
7 Nights - £6,121
House
8.0(1 Review)
3 Bedrooms
2 Baths
10 Guests
2604.87 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
£670/Night
7 Nights - £4,688
Long Key Pet Friendly Vacation Rentals
Apartment
9.8(72 Reviews)
2 Bedrooms
1 Bath
6 Guests
1000 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
£286/Night
7 Nights - £2,002
House
8.0(1 Review)
1 Bedroom
1 Bath
5 Guests
731.95 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£318/Night
7 Nights - £2,223
Cottage
4.0(1 Review)
2 Bedrooms
2 Baths
8 Guests
1050 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Pool
£117/Night
7 Nights - £816
House
1 Bedroom
2 Baths
8 Guests
1894.45 ft²
- Private Beach
- Oceanfront
- Fireplace/Heating
- Ocean View
£522/Night
7 Nights - £3,651
House
2 Bedrooms
2 Baths
6 Guests
1600 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
£479/Night
7 Nights - £3,351
House
2 Bedrooms
2 Baths
6 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Pet Friendly
£143/Night
7 Nights - £999
House
2 Bedrooms
1 Bath
6 Guests
- Private Pool
- Pool
- Pet Friendly
- Kitchen
£143/Night
7 Nights - £999
House
2 Bedrooms
1 Bath
5 Guests
- Pet Friendly
Air Conditioner- Internet
- Child Friendly
£142/Night
7 Nights - £993
Long Key Large Vacation Homes
House
9.4(3 Reviews)
2 Bedrooms
1 Bath
10 Guests
1372 ft²
- Pool
- Ocean View
- Balcony/Terrace
- View
£507/Night
7 Nights - £3,546
House
2 Bedrooms
2 Baths
10 Guests
1377.78 ft²
- Private Beach
- Oceanfront
- Ocean View
- View
£482/Night
7 Nights - £3,374
House
10.0(3 Reviews)
3 Bedrooms
1 Bath
10 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
£228/Night
7 Nights - £1,595
House
8.8(16 Reviews)
3 Bedrooms
2 Baths
10 Guests
2600 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£584/Night
7 Nights - £4,086
Cabin
9.0(2 Reviews)
4 Bedrooms
2 Baths
10 Guests
1890 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
£893/Night
7 Nights - £6,254
House
3 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
£250/Night
7 Nights - £1,747
Why Choose Rent By Owner for your Long Key Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Long Key
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here can enhance your experience, as the best season for enjoying the warm weather and outdoor activities in this destination typically aligns with its mild dry season, ensuring you make the most of your stay in the region.
Peak Season Highlights
Winter (December to February)
During the winter months, this coastal area experiences its peak visitor season when travelers seek to escape colder climates and enjoy warm outdoor activities.
Average Temperature Daytime: 75°F to 80°F - Nighttime: 65°F to 70°F
Spring (March to May)
Spring attracts many visitors aiming to experience pleasant weather and vibrant natural surroundings, making it a popular time for booking vacation rentals here.
Average Temperature Daytime: 78°F to 85°F - Nighttime: 66°F to 72°F
Off-Season Highlights
Summer (June to August)
Although summer offers warm weather, it is considered an off-peak time due to higher humidity and occasional rain, which may influence your preferred outdoor activities.
Average Temperature Daytime: 87°F to 90°F - Nighttime: 75°F to 78°F
Fall (September to November)
Fall can be less busy as temperatures begin to drop slightly, providing a quieter atmosphere for those looking to enjoy the region without the crowds.
Average Temperature Daytime: 80°F to 85°F - Nighttime: 68°F to 74°F
Weekly Weather Forecast for Long Key
How to Book Your Long Key Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Long Key
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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 access to private or shared outdoor pools to relax under the sun.
- Take advantage of waterfront or dock access for boating and fishing enthusiasts.
- Relax in beautifully landscaped gardens or patios designed for outdoor gatherings.
- Experience outdoor grilling with fully-equipped barbecue areas.
- Stroll through scenic walking paths or nature trails nearby for exploration.
- Benefit from shaded or covered outdoor seating perfect for lounging or dining al fresco.
- Utilize outdoor recreational facilities such as tennis courts, volleyball courts, or playgrounds often available on-site.
Top Attractions Around Long Key
What attractions are nearby?
In this charming destination, you can enjoy a variety of outdoor activities such as fishing, kayaking, and exploring scenic nature trails just moments from your vacation rental.
Family Activities
- Snorkeling at Long Key State Park: Discover vibrant marine life and coral reefs just off the coast, perfect for explorations with your family in this scenic area.
- Wildlife Watching Tours: Embark on guided boat tours where you can observe local wildlife, including seabirds and manatees, within the natural habitats nearby.
- Fishing Adventures: Enjoy family-friendly fishing excursions in the region's calm waters, offering a fun and relaxing outdoor activity for all ages.
- Exploring Long Key Nature Trails: Take leisurely strolls along well-maintained trails that showcase the area's lush scenery and provide opportunities for birdwatching and nature photography.
Adult Activities
- Fishing Charters: Experience a day on the water by embarking on a fishing charter, where you can catch local species and enjoy the scenic coastal views.
- Snorkeling and Diving: Explore the vibrant marine life just below the surface at nearby reefs, making it a perfect activity for ocean enthusiasts visiting this destination.
- Bird Watching:** Spend time observing various bird species in their natural habitat, especially around the coastal and wetland areas here.
- Kayaking and Paddleboarding:** Rent a kayak or paddleboard to glide across calm waters and take in the tranquil surroundings of this region's waterways.
Other Places to Stay in Long Key, FL
Long Key State Park
Fiesta Key
Layton
Long Key Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Outdoor Adventures: Take advantage of the region’s natural beauty by exploring local water activities and scenic spots to fully immerse yourself in the area's tranquil environment.
- Discover Local Dining Options: Savor authentic flavors by trying nearby restaurants and eateries, ensuring a true taste of the region's culinary delights during your stay.
- Utilize Nearby Amenities: Maximize your comfort by choosing rental properties close to essential amenities and recreational facilities in this popular destination.
- Explore the Best Time to Visit: Consider visiting during peak seasons or special events to experience the area's vibrant atmosphere at its finest.
Transportation Options
- Rental Car Services: Local car rental agencies offer convenient transportation options for exploring the region and accessing your vacation rental with ease.
- Public Transportation: Bus routes serve key areas within the destination, providing an affordable and eco-friendly way to get around during your stay.
- Taxi and Ride-Sharing Services: Taxis and ride-sharing apps like Uber and Lyft are readily available for quick, reliable trips around here.
- Biking and Water Taxi Options: Biking is a popular choice for scenic exploration, while water taxis connect you to nearby islands and waterfront attractions seamlessly.
Local Customs Options
- Gulf Coast Traditions: You’ll notice the community’s deep connection to the Gulf Coast, especially in local seafood practices and waterfront celebrations.
- Native American Heritage: Respect for the region's indigenous roots is evident through various local customs and historical sites preserved here.
- Marine Conservation Efforts: The area emphasizes preserving its natural beauty, often seen in community-led initiatives focused on protecting marine life.
- Relaxed Island Lifestyle: The laid-back pace of life encourages visitors to embrace a calm and friendly atmosphere that defines here’s local hospitality.
Frequently Asked Questions About Long Key?
1. What are the top vacation rentals in Long Key?
There are a lot of options in Long Key. If you plan on staying in the Long Key area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Long Key:
- Private Waterfront Home, Heated Pool, Beach, Tiki w/Grill, Dock, Kayaks, Sunset
- Atlantic Ocean Beachfront Duplex with Private Dock
- Home w/2nd Story Pool & Spa w/Open Water Views
- Spectacular Open-Water Sunset Views w/Boat Slip & Trailer Parking. Pet Friendly!
- Fishing and Boating Paradise with 30 Foot Boat Slip and Swimming Pool
- Island Retreat 3BR: Canal Views, Full Kitchen, Private Pool & Paddle Board Fun!
- 2-Three Bedroom Townhouse w/Kitchen, Grill, Resort amenities & Ocean access
- Experience coastal bliss at Oceanside Isle, a spacious 3-bedroom condo in Long Key.
- Long Key florida,Beachfront Paradise, two bedroom ,3.5 bath, on Ocean, with Pool
- Beautiful Canalfront Home in Layton with Dockage
2. How many vacation rentals have private pools in Long Key?
There are 1 vacation rentals with private pools near Long Key. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Long Key are best for families?
If you are looking for a family-friendly vacation home in Long Key, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Long Key:
4. How many Rentbyowner vacation rentals are available in Long Key?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 110 in the Long Key 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 Long Key.
5. What is the cancellation policy for vacation rentals in Long Key?
Cancellation policies vary depending on the individual property listing. You should check the specific rental details or contact the owner directly to understand their cancellation terms before booking.
6. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning, service charges, or security deposits are often listed in the property details. Review the listing carefully or reach out to the host for clarification on extra costs.
7. How do I secure my reservation at a vacation rental in Long Key?
Reservations are confirmed through the booking platform once you complete the necessary steps and payment. It’s recommended to read the listing thoroughly and communicate with the owner if needed to ensure a smooth booking process.
8. What amenities are typically included in vacation rentals in this area?
Amenities vary per property, but many rentals offer essentials like Wi-Fi, kitchens, and outdoor spaces. You should review each listing to see which amenities are available and match your preferences.
9. Is there a minimum stay requirement for vacation rentals in Long Key?
Minimum stay requirements depend on the individual property and the time of year. Be sure to check the listing details or contact the owner directly to confirm the minimum night stay for your desired dates.
Long Key Top Rated Vacation Rentals
Condo
10.0(42 Reviews)
3 Bedrooms
2 Baths
6 Guests
1750 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
£314/Night
7 Nights - £2,201
Hotel
10.0(5 Reviews)
3 Baths
- Pool
- Breakfast
- Kitchen
- Parking
£433/Night
7 Nights - £3,028
Condo
10.0(4 Reviews)
3 Bedrooms
3 Baths
6 Guests
1720 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£291/Night
7 Nights - £2,036
House
10.0(1 Review)
3 Bedrooms
3 Baths
8 Guests
- Pool
- Balcony/Terrace
- Pet Friendly
- Kitchen
£258/Night
7 Nights - £1,805
Condo
9.8(58 Reviews)
3 Bedrooms
2 Baths
8 Guests
1800 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£282/Night
7 Nights - £1,977
House
9.8(21 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Parking
£348/Night
7 Nights - £2,436
£290/Night
7 Nights - £2,030
Resort
8.6(106 Reviews)
1 Bath
4 Guests
398.26 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
£175/Night
7 Nights - £1,227
