Longboat Key Vacation Rentals from $304: Search Short-Term Rentals

Q: 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.

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Our top choices for Longboat Key vacation rentals

1. 1BR Beach Getaway – Silver Sands #254 by RVA

Longboat Key

Bethany

$328 nightly

Aug 24 - Aug 25

Total with taxes and fees

On the beach, sun loungers, beach towels

2. Cozy Coastal Condo: Open Mon - Thurs, $185/nt + Fees!

Longboat Key

"Just got back from our long weekend trip to Longboat Key. Had a marvelous stay in the Vitamin Sea property. Everything was just perfect - really nice unit with all the necessities already stocked, steps from a beautiful beach and gorgeous sunsets, and great amenities (to include miniature golf)! Great pool for morning swims. Our host, Heidi, was a gem! Easy reservation/check-in and always making sure we had everything we needed. She even surprised us with a shell ornament gift and cinnamon...

Richard

$297 nightly

Aug 24 - Aug 25

Total with taxes and fees

3. Relax at Gulf – Silver Sands Resort #232, Longboat

Longboat Key

Gloria

$321 nightly

Aug 24 - Aug 25

Total with taxes and fees

4. Affordable Beach Studio – Silver Sands #257A by RVA

Longboat Key

SUSAN C.

$293 nightly

Aug 24 - Aug 25

Total with taxes and fees

5. Silver Sands 1BR – Gulfside Comfort #255 by RVA

Longboat Key

Michael M.

$344 nightly

Aug 24 - Aug 25

Total with taxes and fees

6. Seaside Escape – Beach Castle #24 by RVA

Longboat Key

James

$302 nightly

Aug 24 - Aug 25

Total with taxes and fees

7. Gulfside Resort – Silver Sands #241A by RVA

Longboat Key

Kellie B.

$311 nightly

Aug 24 - Aug 25

Total with taxes and fees

8. Beach Castle Bliss #22 by RVA

Longboat Key

"The walks to the bay and Gulf were shorter than we anticipated (bonus: a couple of restaurants are a short walk away, too). Sunrise over the bay just a few steps from our unit, and sunsets over the Gulf just across the street. The unit itself was clean, comfortable, with plenty of space. And the pool area is very well maintained. Overall, it's exactly what we wanted from our Longboat Key getaway."

Robert S.

$324 nightly

Aug 24 - Aug 25

Total with taxes and fees

9. Beachfront Studio – Cabana #5B by RVA

Longboat Key

Roxana P.

$281 nightly

Aug 26 - Aug 27

Total with taxes and fees

10. Silver Sands #245A Resort by RVA

Longboat Key

jacquelynn b.

$303 nightly

Aug 24 - Aug 25

Total with taxes and fees

11. Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA

Longboat Key

Carmela D.

$313 nightly

Aug 24 - Aug 25

Total with taxes and fees

12. Oceanfront 1BR – Silver Sands #257 by RVA

Longboat Key

"Blown away at location and amenities! Spent 20 yrs renting on AMI, no more......this is what AMI used to be. Laid back, family oriented. Brittany checked us in and was soo very friendly. Room was great, rented for myself, spouse, and 2 adult children and we had plenty of room. Only thing that was disconcerting was the adjoining room.......we heard EVERYTHING coming from under the door which connects to the bedrooms. We will book again, but stuff towels under that door to help with the noise. "

Kelly

$375 nightly

Aug 24 - Aug 25

Total with taxes and fees

13. Starfish Studio Silver Sands #247A – Studio/1BA Resort in LBK

Longboat Key

William

$302 nightly

Aug 24 - Aug 25

Total with taxes and fees

14. Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Longboat Key

Sahra S.

$305 nightly

Aug 24 - Aug 25

Total with taxes and fees

15. Coastal Comfort – Silver Sands Resort #233 by RVA

Longboat Key

Emily

$292 nightly

Aug 24 - Aug 25

Total with taxes and fees

16. Gulf Getaway – Beach Castle #12 by RVA

Longboat Key

Robert P.

$358 nightly

Aug 25 - Aug 26

Total with taxes and fees

17. Gulf Front Escape – Silver Sands #252 by RVA

Longboat Key

Jessica C.

$323 nightly

Aug 24 - Aug 25

Total with taxes and fees

18. Best views of the beach from your balcony Unit 301

Longboat Key

kirt v.

$360 nightly

Aug 27 - Aug 28

Total with taxes and fees

19. THE BEACH CONDO #107 BEACHFRONT FULL VIEW

Longboat Key

Stacey B.

$353 nightly

Aug 24 - Aug 25

Total with taxes and fees

20. Beachfront Escape – Private Balcony, Gulf Views, No Street to Cross, Watch the Sunset from Your Balcony

Longboat Key

Chelsy K.

$354 nightly

Aug 25 - Aug 26

Total with taxes and fees

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Top Longboat Key Hotel Reviews

Island Time: Open Aug 30th - September 3rd!

10/10 Excellent

"Great view of the beach and could watch sunset right from balcony, host was awesome, she gave all.kinds of suggestions and was very quick to respond to any questions we had. Would recommend this unit to anyone. They have beach supplies so you dont have to buy any of that. Longboat was very beautiful area."

The Beach on Longboat Key #227 Resort by RVA

10/10 Excellent

"Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We have stayed at The Beach resort now several years. We love it!! We dont have to cross the road to get to the beach, we can cook where we are or we can go out to eat. If the waves are rough the girls can swim in the pool. This is our annual summer vacation!! Thank you ❤️"

Sea Club I Beach Resort

10/10 Excellent

"Everything was great. My only suggestion is the villa needs a "community closet" for items to be left. For instance: we flew in on a Thursday. We were hoping there would be sand toys, etc there to use for our stay since we couldn't bring them with us. Since there wasn't I went and bought sand toys, sifters, a boogie board and a skim board for my teen girls to play with while we stayed. We couldn't fly back with them without paying enormous checked bag fees so we opted to leave them "for the next family to enjoy". I imagine the cleaning crew probably had to trash them however. I wish there was a "community closet" to donate such items to for the next family and that we could have borrowed from for our stay. Otherwise it's a fantastic place to stay. We were in villa #31 and it was very well stocked and comfortable and we would love to come back and stay again. The best part, they provide loungers and chairs to take to the beach to use at your leisure! How great is that!?!"

Oceanfront Bliss–Longboat Key Beach 106 by RVA

10/10 Excellent

"Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We love this condo & location. We’ve stayed here many times. However, the mattress is horrible and it will probably keep us from renting in the future. We’re not even that picky with mattresses, we travel a lot and are always sleeping in hotels, condos, etc. But this mattress is so bad we’re in pain for a week after leaving."

Price trends for vacation rentals in Longboat Key

Less expensive	More expensive	Next month
October	February	$374

Month	Price
January	$430
February	$539
March	$484
April	$441
May	$409
June	$463
July	$458
August	$384
September	$374
October	$371
November	$394
December	$429

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 $304 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.

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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 20 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. 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.

Longboat Key Vacation Rentals

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Check prices for these dates

Our top choices for Longboat Key vacation rentals

1. 1BR Beach Getaway – Silver Sands #254 by RVA

2. Cozy Coastal Condo: Open Mon - Thurs, $185/nt + Fees!

3. Relax at Gulf – Silver Sands Resort #232, Longboat

4. Affordable Beach Studio – Silver Sands #257A by RVA

5. Silver Sands 1BR – Gulfside Comfort #255 by RVA

6. Seaside Escape – Beach Castle #24 by RVA

7. Gulfside Resort – Silver Sands #241A by RVA

8. Beach Castle Bliss #22 by RVA

9. Beachfront Studio – Cabana #5B by RVA

10. Silver Sands #245A Resort by RVA

11. Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA

12. Oceanfront 1BR – Silver Sands #257 by RVA

13. Starfish Studio Silver Sands #247A – Studio/1BA Resort in LBK

14. Ground Floor, Steps to Sand – Silver Sands #243A by RVA

15. Coastal Comfort – Silver Sands Resort #233 by RVA

16. Gulf Getaway – Beach Castle #12 by RVA

17. Gulf Front Escape – Silver Sands #252 by RVA

18. Best views of the beach from your balcony Unit 301

19. THE BEACH CONDO #107 BEACHFRONT FULL VIEW

20. Beachfront Escape – Private Balcony, Gulf Views, No Street to Cross, Watch the Sunset from Your Balcony

Find vacation rentals that suit your style

Top Longboat Key Hotel Reviews

Island Time: Open Aug 30th - September 3rd!

Price trends for vacation rentals in Longboat Key

Find out more about Longboat Key

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

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