Longboat Key Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday 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.
The price is AU$617
includes taxes & fees
23 Nov - 24 Nov
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.
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.
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.
The price is AU$640
includes taxes & fees
23 Nov - 24 Nov
Direct Oceanview on LBK: Open Sun & Mon, $215/nt + Fees!

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.
The price is AU$695
includes taxes & fees
7 Dec - 8 Dec
Silver Sands by the Sea: Open Saturday, $175/nt + Fees!

Apartment in Longboat Key

9.6 out of 10, Exceptional, (74)
"Great place on the beach. Quiet and relaxing."
United States
Jane J.
The price is AU$521
includes taxes & fees
23 Nov - 24 Nov
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
The price is AU$606
includes taxes & fees
24 Nov - 25 Nov
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.
Silver Sands #245A Resort by RVA

Holiday 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.
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.
The price is AU$562
includes taxes & fees
23 Nov - 24 Nov
Ground Floor, Oceanview: Open Mon & Tues, $198/nt + Fees!

Condo in Longboat Key

8.6 out of 10, Excellent, (71)
"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 &.
The price is AU$542
includes taxes & fees
2 Dec - 3 Dec
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.
The price is AU$597
includes taxes & fees
3 Dec - 4 Dec
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.
The price is AU$553
includes taxes & fees
2 Dec - 3 Dec
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.
The price is AU$583
includes taxes & fees
3 Dec - 4 Dec
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.
The price is AU$649
includes taxes & fees
1 Dec - 2 Dec
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
The price is AU$630
includes taxes & fees
24 Nov - 25 Nov
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.
The price is AU$620
includes taxes & fees
25 Nov - 26 Nov
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.
The price is AU$1,171
includes taxes & fees
7 Dec - 8 Dec
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.
The price is AU$678
includes taxes & fees
3 Dec - 4 Dec
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.
The price is AU$697
includes taxes & fees
7 Dec - 8 Dec
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.

Black Friday Sale

Save up to 40% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Longboat Key Hotel Reviews

Find out more about Longboat Key

Everything you need to know about Longboat Key holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Longboat Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Longboat Key holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Longboat Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Longboat Key holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Longboat Key rentals

At Expedia, we put the best Longboat Key holiday 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 holiday.

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 holiday rental in Longboat Key?

Yes, there are holiday rentals close to the most popular sights in Longboat Key, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Longboat Key has to offer?

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

How many holiday rentals are there in Longboat Key?

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

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 holiday rentals like in Longboat Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Longboat Key. Holiday rentals offer extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family trip.