Longboat Key Vacation Rentals

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Vacation Rentals in Longboat Key

Condo in Longboat Key

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!"
United States
Todd B.
$358 nightly
The price is $399
Nov 24 - Nov 25
Total with taxes and fees
Charming Longboat Key Bungalow with beach access minutes away…

Apartment in Longboat Key

10.0 out of 10, Exceptional, (61)
"Beach is beautiful and condo is convient to all. Condo is very comfortable and as shown and described. We will definitely stay again."
United States
Kim S.
$329 nightly
The price is $362
Nov 24 - Nov 25
Total with taxes and fees
Renovated Beach Paradise. Ground Floor unit 64

Apartment in Longboat Key

8.6 out of 10, Excellent, (35)
"I really enjoyed my stay at the Silver Sands and will recommend your property"
United States
Jeff H.
$289 nightly
The price is $322
Dec 8 - Dec 9
Total with taxes and fees
Beachside Studio – Silver Sands #253A, Longboat Key

Condo in Longboat Key

10.0 out of 10, Exceptional, (115)
"Outstanding location with incredible views. Nice small complex. "
United States
Tom M.
$337 nightly
The price is $375
Nov 24 - Nov 25
Total with taxes and fees
Direct Oceanview on LBK: Open Tomorrow Night!

Condo in Longboat Key

10.0 out of 10, Exceptional, (83)
"This was an awesome vacaion rental. Great location steps from the beach. Our host Heidi was exceptional, making sure that we had everything that we needed. I would highly recomend this place to anyone looking for a gem on the beach."
United States
Ron F.
$383 nightly
The price is $427
Nov 30 - Dec 1
Total with taxes and fees
One-Bedroom Beach Condo on Sunny Longboat Key!

Apartment in Longboat Key

9.6 out of 10, Exceptional, (74)
"Great place on the beach. Quiet and relaxing."
United States
Jane J.
$297 nightly
The price is $331
Dec 8 - Dec 9
Total with taxes and fees
Affordable Beach Studio – Silver Sands #257A by RVA

Apartment in Longboat Key

9.8 out of 10, Exceptional, (79)
"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! "
United States
Karen
$347 nightly
The price is $387
Nov 24 - Nov 25
Total with taxes and fees
THE BEACH CONDO #107 BEACHFRONT FULL VIEW

Apartment in Longboat Key

8.8 out of 10, Excellent, (59)
"They are still recovering a bit from the storms past but longboat is a great local get away and this little place was very quiet and nice."
United States
Kimberly P.
$307 nightly
The price is $342
Dec 8 - Dec 9
Total with taxes and fees
Silver Sands #245A Resort by RVA

Vacation Home in Longboat Key

8.6 out of 10, Excellent, (59)
"Clean, cozy and right in the beach!! Was a perfect little getaway! "
United States
Michelle M.
$302 nightly
The price is $337
Dec 16 - Dec 17
Total with taxes and fees
Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Condo in Longboat Key

2.0 star property
9.6 out of 10, Exceptional, (10)
" Lovely unit right on the beach. Well stocked and so tastefully decorated. Very quiet area of Longboat Key. Will most definitely go back. "
United States
Joe M.
$352 nightly
The price is $392
Nov 25 - Nov 26
Total with taxes and fees
Ground Floor, Oceanview: Open Tues & Thurs!

Condo in Longboat Key

8.6 out of 10, Excellent, (72)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Condo is well appointed and spacious. Amenities galore! This unit can sleep five but we were only two so we had plenty of space. Comfortable bed and plenty of beach towels. Had some trouble working the tv’s but eventually got it sorted."
United States
Jim &.
$311 nightly
The price is $346
Dec 8 - Dec 9
Total with taxes and fees
Drift & Dune – Longboat Beachfront #101 RVA

Condo in Longboat Key

9.0 out of 10, Wonderful, (83)
"It had most everything we needed, maybe could use a few more kitchen items, but we got by. The living room needs a better reading lamp, but the furniture was comfortable, and the TV setup was nice. The beach access is the best thing about this resort. The complex was pretty quiet, and the pool was never very busy."
United States
Deb V.
$339 nightly
The price is $378
Dec 8 - Dec 9
Total with taxes and fees
Silver Sands 1BR – Gulfside Comfort #255 by RVA

Condo in Longboat Key

8.2 out of 10, Very Good, (73)
"Wonderful spot. Highly recommend. "
United States
Regina T.
$317 nightly
The price is $353
Nov 30 - Dec 1
Total with taxes and fees
Beachfront Studio – Cabana #5B by RVA

Condo in Longboat Key

9.2 out of 10, Wonderful, (90)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We took our grandkids to Silver Sands we had a wonderful time very nice place clean we had a room with view of pool and beach. We hope to return next year."
United States
Valerie A.
$331 nightly
The price is $369
Dec 8 - Dec 9
Total with taxes and fees
1BR Beach Getaway – Silver Sands #254 by RVA

Condo in Longboat Key

9.0 out of 10, Wonderful, (72)
"Beautiful beach, great views from the balcony, we had a great stay."
United States
Meghan P.
$369 nightly
The price is $411
Dec 8 - Dec 9
Total with taxes and fees
Gulf Views – Silver Sands #259, Longboat Key by RVA

Condo in Longboat Key

10.0 out of 10, Exceptional, (11)
"So quiet, I loved it"
United States
Sergio
$349 nightly
The price is $383
Nov 26 - Nov 27
Total with taxes and fees
Sunset and Beach view unit 402

Condo in Longboat Key

9.8 out of 10, Exceptional, (88)
"It was so great loved everything in the home"
United States
TERRY C.
$360 nightly
The price is $396
Nov 25 - Nov 26
Total with taxes and fees
Best views of the beach from your balcony Unit 301

Condo in Longboat Key

8.4 out of 10, Very Good, (15)
"Love Longboat and the accommodations and access to the beach from this property are perfect. The view from the balcony is perfect. . "
United States
david H.
$671 nightly
The price is $747
Dec 7 - Dec 8
Total with taxes and fees
Updated Beachfront Condo at Prestigious Long Boat Key Resort

Condo in Longboat Key

9.8 out of 10, Exceptional, (107)
"Gorgeous view and comfortable interior. Great beach access and good pool. "
United States
Tanya M.
$372 nightly
The price is $409
Nov 30 - Dec 1
Total with taxes and fees
Sunset and beach view from your balcony Unit 403

Condo in Longboat Key

10.0 out of 10, Exceptional, (54)
"Amazing family vacation and loved the location!"
United States
Kaitlin M.
$399 nightly
The price is $445
Dec 7 - Dec 8
Total with taxes and fees
Coastal Comfort - Beach Castle #23 by RVA
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

Price trends for vacation rentals in Longboat Key

Less expensive
More expensive
Next month
October
March
$337
Month
Price
January
$309
February
$452
March
$487
April
$432
May
$397
June
$386
July
$441
August
$270
September
$277
October
$258
November
$299
December
$337
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Longboat Key. Select dates and complete search for nightly totals inclusive of taxes and fees.

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 $311 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?

Siesta Key Island Rentals: This vacation home rental near Longboat Key comes with WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Longboat Key?

Choose from 177 Expedia vacation rentals in Longboat Key for a memorable vacation.

What can I see and do in Longboat Key?

Longboat Key Beaches and Jewfish Key are a couple of lovely local spots to get outside and enjoy nature. Lido Beach and Siesta Key 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.