Luxury Maui Rentals - Vacation Rentals in Longboat Key
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
Luxury Places to Stay in Longboat Key
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
Top-Rated Vacation Rentals with a Pool in Longboat Key
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
Pet-Friendly Vacation Rentals in Longboat Key
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Large Vacation Homes & Villas in Longboat Key
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Parking
- TV
Wheelchair Accessible Vacation Homes in Longboat Key
- Air Conditioner
- Parking
- Pool
Longboat Key Vacation Rentals and Airbnb Places to Stay Under $200
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
Instantly Bookable Vacation Homes in Longboat Key
- Air Conditioner
- Parking
- Pool
About Longboat Key Vacation Rentals
With more than 849 Longboat Key vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Luxurymauirentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Longboat Key.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Luxurymauirentals Longboat Key, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Longboat Key. Places to stay near Longboat Key are 852.27 ft² on average, with prices averaging US $397 a night.
Luxurymauirentals makes it easy and safe to find and compare vacation rentals in Longboat Key with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Longboat Key
| Type | Count |
|---|---|
| Vacation Homes | 119 |
| Holiday Apartments | 79 |
| Villas | 7 |
| Cottages | 3 |
| Hotels | 3 |
| Resorts | 2 |
Use these Quick Filters to Find a Vacation Rental in Longboat Key
★ Pro Tip: Luxurymauirentals makes it easy to compare the best listings on Luxurymauirentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Luxurymauirentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Longboat Key.
Weather in Longboat Key
View the weather forecast for Longboat Key before booking your Longboat Key Vacation Rentals to confirm your best time to go.
Top Attractions Around Longboat Key, FL
Luxurymauirentals offers a large selection of top attractions around Longboat Key. Research things to do on your vacation before you visit Longboat Key.
Other Places to Stay Near Longboat Key, FL
Complexes around Longboat Key, FL
Longboat Key Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Longboat Key?
There are a lot of options in Longboat Key. If you plan on staying in the Longboat 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 Longboat Key:
- Are you ready for a luxury 5-floor penthouse 60 ft from water, 207 reviews
- 50 ft from sand, Private Island 125 +review
- Island Time on LBK: Open Sunday, $225/nt + Fees!
- Beautiful, renovated Gulf Front at Sand Cay with private beach on Longboat
- Unit #218 Sand Cay Beach Resort Gulf Front
- Upscale Beachplace Condo.availability starting in May 2026.please inquire
- Beach and Boaters Paradise! Heated pool, Fish off the dock, walk to the beach!
- Unit #210 Sand Cay Beach Resort Pool View
- Unit #110 Sand Cay Beach Pool View
- Beachcomber unit 204
How many vacation rentals have private pools in Longboat Key?
There are 90 vacation rentals with private pools near Longboat Key. Top-rated homes that have access to a swimming pool include:
- LaPlaya 205D Spectacular sunsets and sunbathing from your private Gulf front lanai or sundeck
- Breathtaking Gulf Views Prestigious Long Boat Key
- Beautiful pool home in the historic village of Longboat Key | Close to beach - Longboat Oasis
- Beachfront Longboat Key Condo 3BR Pool, Tennis & Private Beach Access
Which vacation homes in Longboat Key are best for families?
If you are looking for a family-friendly vacation home in Longboat 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 Longboat Key:
How many vacation rentals are available in Longboat Key?
Currently, the total number of properties listed in 2026 is over 849 in the Longboat Key area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Longboat Key.
