Longboat Key Vacation Rentals

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Vacation Rentals in Longboat Key

Sea Club I Beach Resort
3.0 star property
9.2 out of 10, Wonderful, (329)
"Our room was on the beach! Beds and furniture were very comfortable!! Lots of outdoor seating and extremely close to the water!"
Sea Club I Beach Resort
Oceanfront Bliss - The Beach on Longboat Key #106 Resort by RVA
8.8 out of 10, Excellent, (85)
"Gorgeous location, the beach was exceptional and the area was quiet and felt secluded. The condo was a bit shabby but clean and had everything we needed. "
$272 nightly
The price is $303
Oct 15 - Oct 16
Total with taxes and fees
Oceanfront Bliss - The Beach on Longboat Key #106 Resort by RVA
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
8.8 out of 10, Excellent, (28)
"Great location and clean rooms/property. Extremely easy check in / check out process. Would definitely stay here again! "
$417 nightly
The price is $464
Oct 21 - Oct 22
Total with taxes and fees
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
Right on the beach.Renovated ground Floor unit 63.
9.4 out of 10, Exceptional, (54)
"We thoroughly enjoyed our stay-perfect location, great accommodations, and wonderful staff!"
$294 nightly
The price is $325
Oct 16 - Oct 17
Total with taxes and fees
Right on the beach.Renovated ground Floor unit 63.
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.
9.8 out of 10, Exceptional, (154)
"Just as advertised, very nice location"
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.
Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views
9.6 out of 10, Exceptional, (82)
"Amazing location!! Was so peaceful and exactly what we needed for a weekend getaway. "
Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views
Longboat Bay Club
3.5 star property
10.0 out of 10, Exceptional, (1)
"Great property with beach access across the street! 2 br unit was huge as were the balconies. Our unit 105 was quite dated but still nice."
Longboat Bay Club
Drift & Dune – Longboat Beachfront - The Beach on Longboat Key #101 by RVA
8.6 out of 10, Excellent, (70)
"The location of the condo was perfect. The beach was amazing. Everything was clean and made our stay easy and enjoyable."
Drift & Dune – Longboat Beachfront - The Beach on Longboat Key #101 by RVA
Unforgettable Oceanfront Oasis-The Beach on Longboat Key #226 by RVA
9.2 out of 10, Wonderful, (119)
"Location was great! Studio apartment was good. Was very nice to have a balcony to sit and enjoy a cup of coffee in the morning and watch and listen to the ocean. Just a few steps onto the beach/ocean. Perfect Spot to relax! Will definitely return again. "
$283 nightly
The price is $315
Oct 15 - Oct 16
Total with taxes and fees
Unforgettable Oceanfront Oasis-The Beach on Longboat Key #226 by RVA
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
10.0 out of 10, Exceptional, (78)
"Had a wonderful time at this condo. It was a great location and was kept very clean. The owner was very nice and helpful. Will definitely be back! "
$310 nightly
The price is $346
Oct 15 - Oct 16
Total with taxes and fees
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Charming 1-bedroom, beachfront condo in marvelous Longboat Key
8.8 out of 10, Excellent, (18)
"The property was great for our family, loved having a pool and beach access. Super simple especially with a toddler in tow."
$263 nightly
The price is $293
Nov 6 - Nov 7
Total with taxes and fees
Charming 1-bedroom, beachfront condo in marvelous Longboat Key
Flash Sale Late OCT - NOV take a peek
10.0 out of 10, Exceptional, (134)
"Beautiful, well stocked property. Comfortable beds. Plenty of beach gear is available. Great location - literally steps from the beach. Great communication from owner. We loved our stay!"
Flash Sale Late OCT - NOV take a peek
Client texted view crazy ON SALE
10.0 out of 10, Exceptional, (91)
"Longboat Key is just beautiful and quiet. This condo has excellent access to the beach. We enjoyed our stay. "
Client texted view crazy ON SALE
Longboat Key bliss. A perfect Retreat at Cabana Beach Club #9.Also available#8
9.4 out of 10, Exceptional, (120)
"We were in town for a wedding and this spot was conveniently located and had great pool and beach access. "
Longboat Key bliss. A perfect Retreat at Cabana Beach Club #9.Also available#8
Flash sale 5-floor penthouse 60 feet from water, 150+ reviews
10.0 out of 10, Exceptional, (198)
"Very relaxing "
Flash sale 5-floor penthouse 60 feet from water, 150+ reviews
Sunset and Beach view unit 402
9.8 out of 10, Exceptional, (9)
"So quiet, I loved it"
Sunset and Beach view unit 402
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
9.0 out of 10, Wonderful, (12)
"Lovely beach front getaway. Very private and relaxing, far away from the crowds."
$329 nightly
The price is $366
Oct 16 - Oct 17
Total with taxes and fees
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
Breathtaking Beach Front Property Ground Floor Condo
9.6 out of 10, Exceptional, (149)
"This property was perfect for our sister trip! Location, property condition and communication was excellent! "
Breathtaking Beach Front Property Ground Floor Condo
Country Club Long Boat Key Beach Villa 2B 3BA Pool
9.8 out of 10, Exceptional, (88)
"Wonderful stay! Host is amazing and helpful! This is our second year staying here and we will be back! Great location and family friendly! "
Country Club Long Boat Key Beach Villa 2B 3BA Pool
Charming Longboat Key Bungalow with beach access minutes away…
2.0 star property
9.4 out of 10, Exceptional, (12)
"Enjoyed our stay in this quiet little place with close access to restaurants and just a few minutes from Bradenton. Would come back!"
$353 nightly
The price is $394
Oct 15 - Oct 16
Total with taxes and fees
Charming Longboat Key Bungalow with beach access minutes away…
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Longboat Key Hotel Reviews

Find out more about Longboat Key

Everything you need to know about Longboat Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Longboat Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Longboat Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Longboat Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Longboat Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Longboat Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $293 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Longboat Key rentals

At Expedia, we put the best Longboat Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Longboat Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Longboat Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Longboat Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Longboat Key?

Yes, we have vacation rentals near popular local attractions in Longboat Key, or you can go with a secluded option if you're looking for relaxation. Nature enthusiasts will enjoy the popular beaches in Longboat Key. Make sure you have time to check out the monuments while you're in the area.

What are some of the best vacation rentals that Longboat Key has to offer?

Tropical Villas of Venice Beach: This vacation home rental near Longboat Key is located near the beach and has an outdoor pool, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Longboat Key?

Choose from 172 Expedia vacation rentals in Longboat Key for a memorable vacation.

What can I see and do in Longboat Key?

Jewfish Key and Quick Point Nature Reserve are a couple of lovely local spots to get outside and enjoy nature. Siesta Key Beach and Lido Beach are other popular places to visit in the area.

What are vacation rentals like in Longboat Key?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Longboat Key. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.