Longboat Key Vacation Rentals

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Vacation Rentals in Longboat Key

Relaxing 2BR Retreat-Silver Sands Resort
9.6 out of 10, Exceptional, (25)
"Our stay on the Gulf was everything we anticipated that it would be."
United States
Christine J.
$377 nightly
The price is $419
Oct 28 - Oct 29
Total with taxes and fees
Relaxing 2BR Retreat-Silver Sands Resort
Silver Sands #245A Resort by RVA
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.
$256 nightly
The price is $286
Oct 28 - Oct 29
Total with taxes and fees
Silver Sands #245A Resort by RVA
Large Studio on Gulf! Cabana Beach Club #5B Longboat Key-Steps to Sand by RVA
8.2 out of 10, Very Good, (72)
"Wonderful spot. Highly recommend. "
United States
Regina T.
$249 nightly
The price is $277
Oct 28 - Oct 29
Total with taxes and fees
Large Studio on Gulf! Cabana Beach Club #5B Longboat Key-Steps to Sand by RVA
Beach Castle Resort #22 by RVA
9.6 out of 10, Exceptional, (45)
"Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: The place is really cute and I loved the location. The price was affordable and the resort had a lot of amenities. The beds could be a little softer (I'm not used to firm beds) but it was sleepable. I'd definitely stay here again!"
United States
Eyleah M.
Beach Castle Resort #22 by RVA
Gulfside Resort on Longboat Key Silver Sands Gulf Beach Resort #241A by RVA
8.4 out of 10, Very Good, (47)
"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: Great"
United States
Greg W.
$256 nightly
The price is $286
Oct 28 - Oct 29
Total with taxes and fees
Gulfside Resort on Longboat Key Silver Sands Gulf Beach Resort #241A by RVA
Silver Sands on the Sea!
10.0 out of 10, Exceptional, (83)
"Charming place with a fantastic beach!"
United States
Mike M.
$402 nightly
The price is $448
Nov 5 - Nov 6
Total with taxes and fees
Silver Sands on the Sea!
Silver Sands 1BR–Gulfside Comfort on Longboat Key #255 Resort by RVA
9.0 out of 10, Wonderful, (82)
"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.
$269 nightly
The price is $300
Oct 28 - Oct 29
Total with taxes and fees
Silver Sands 1BR–Gulfside Comfort on Longboat Key #255 Resort by RVA
Affordable Beach Escape – Studio at Silver Sands in LBK #257A Resort by RVA
9.6 out of 10, Exceptional, (74)
"Great place on the beach. Quiet and relaxing."
United States
Jane J.
$256 nightly
The price is $286
Oct 28 - Oct 29
Total with taxes and fees
Affordable Beach Escape – Studio at Silver Sands in LBK #257A Resort by RVA
Sun, Sand & Silver Sands – Gulfside Resort Escape Unit #237 by RVA
8.8 out of 10, Excellent, (42)
"Enjoyed our stay"
United States
Susan C.
$256 nightly
The price is $286
Oct 28 - Oct 29
Total with taxes and fees
Sun, Sand & Silver Sands – Gulfside Resort Escape Unit #237 by RVA
Renovated Beach Paradise. Ground Floor unit 64
9.8 out of 10, Exceptional, (59)
"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.
$327 nightly
The price is $360
Oct 28 - Oct 29
Total with taxes and fees
Renovated Beach Paradise. Ground Floor unit 64
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! "
United States
Karen
$317 nightly
The price is $354
Oct 28 - Oct 29
Total with taxes and fees
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
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."
United States
Jillian H.
$311 nightly
The price is $346
Oct 28 - Oct 29
Total with taxes and fees
Drift & Dune – Longboat Beachfront - The Beach on Longboat Key #101 by RVA
Your Gulf Front Escape: Silver Sands 252-Perfect Longboat Key Retreat, by RVA
9.0 out of 10, Wonderful, (100)
"This is a nice place to stay with a great view. It’s clean, fairly quiet. Parking was never a problem."
United States
faith g.
$274 nightly
The price is $306
Oct 28 - Oct 29
Total with taxes and fees
Your Gulf Front Escape: Silver Sands 252-Perfect Longboat Key Retreat, 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. "
United States
M C H.
$283 nightly
The price is $315
Nov 2 - Nov 3
Total with taxes and fees
Unforgettable Oceanfront Oasis-The Beach on Longboat Key #226 by RVA
Beach Castle Resort #23: 1 BR, 1 BA Hotel in Longboat Key, Sleeps 4
10.0 out of 10, Exceptional, (53)
"Amazing family vacation and loved the location!"
United States
Kaitlin M.
$398 nightly
The price is $444
Nov 17 - Nov 18
Total with taxes and fees
Beach Castle Resort #23: 1 BR, 1 BA Hotel in Longboat Key, Sleeps 4
Coastal Comfort – Silver Sands Gulf Beach Resort #233 by RVA
8.8 out of 10, Excellent, (31)
"We spent 3 beautiful days with you. The room was clean and comfortable. Your grounds and pool were well maintained. Very pleasant stay and I will definitely be back. "
United States
Martha R.
$306 nightly
The price is $341
Oct 28 - Oct 29
Total with taxes and fees
Coastal Comfort – Silver Sands Gulf Beach Resort #233 by RVA
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!"
United States
Todd B.
$361 nightly
The price is $403
Oct 30 - Oct 31
Total with taxes and fees
Charming Longboat Key Bungalow with beach access minutes away…
Best views of the beach from your balcony Unit 301
9.8 out of 10, Exceptional, (85)
"It was so great loved everything in the home"
United States
TERRY C.
$348 nightly
The price is $382
Nov 10 - Nov 11
Total with taxes and fees
Best views of the beach from your balcony Unit 301
Ground Floor, Steps to the Sand Silver Sands #243A Resort by RVA
8.6 out of 10, Excellent, (59)
"Clean, cozy and right in the beach!! Was a perfect little getaway! "
United States
Michelle M.
$298 nightly
The price is $333
Nov 2 - Nov 3
Total with taxes and fees
Ground Floor, Steps to the Sand Silver Sands #243A Resort by RVA
Updated Beachfront Condo at Prestigious Long Boat Key Resort
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.
$579 nightly
The price is $645
Oct 28 - Oct 29
Total with taxes and fees
Updated Beachfront Condo at Prestigious Long Boat Key Resort
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 171 Expedia vacation rentals in Longboat Key for a memorable vacation.

What can I see and do in Longboat Key?

Jewfish Key and Longboat Key Beaches 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.