Longboat Key Vacation Rentals, Hotels, & Places to Stay
About Longboat Key Vacation Rentals
There are more than 837 places to stay that are available in Longboat Key. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Longboat Key.
Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Varoom's places in Longboat Key, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Longboat Key. Places to stay near Longboat Key are 847.15 ft² on average, with prices averaging US $414 a night.
Varoom helps you discover places to stay and suggests things to do to create great travel memories in Longboat Key. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Top Rental Accommodation Types in Longboat Key
| Type | Count |
|---|---|
| Vacation Homes | 117 |
| Holiday Apartments | 75 |
| Villas | 8 |
| Cottages | 3 |
Use these Quick Filters to Find a Vacation Rental in Longboat Key
★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Longboat Key today.
Weather in Longboat Key, FL
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
Varoom 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 in Longboat Key, FL
Complexes around Longboat Key, FL
Frequently Asked Questions About Longboat Key?
What are the top vacation rentals in Longboat Key?
We have scoured the web to find you options in Longboat Key. If you plan on staying near or in the Longboat Key area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the Top Places to Stay in Longboat Key:
- Are you ready for a luxury 5-floor penthouse 60 ft from water, 150 reviews
- Take a peek awesome reviews 50 feet from sand
- 50 ft from sand, Private Island 125 +review
- Sun- Kissed Memories: Open This Thursday!
- 1 Week left April 18 of a kind home right on the beach then booked till July
- Client texted view crazy
- Beautiful, renovated Gulf Front at Sand Cay with private beach on Longboat
- THE BEACH CONDO #107 BEACHFRONT FULL VIEW
- Unit #218 Sand Cay Beach Resort Gulf Front
- Upscale Beachplace Condo.availability starting in May 2026.please inquire
How many vacation rentals have private pools in Longboat Key?
We have found 88 places to stay that feature a private swimming pool in or near Longboat Key. Some of the best places to stay that feature or have access to a swimming pool are:
- LaPlaya 109A-Enjoy the balmy breezes in this corner end unit right on the beach.
- Longboat Bay Club by CoolVacay
- Breathtaking Gulf Views Prestigious Long Boat Key
- LaPlaya 201E-Nestled in the palms. just steps from the pool!
Which vacation homes in Longboat Key are best for families?
If you are looking for a place to stay that is family-friendly in Longboat Key, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Longboat Key:
- LaPlaya 109A-Enjoy the balmy breezes in this corner end unit right on the beach.
- Oceanfront Studio on Longboat Key!
- Sea Club I Beach Resort
How many Varoom vacation rentals are available in Longboat Key?
Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2026 is over 837 in the Longboat Key area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Longboat Key.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Bay Isles Vacation Rentals in Sarasota, Florida | 776 |
| Longbeach Village Vacation Rentals in Sarasota, Florida | 2394 |
