Longboat Key Condo Rentals

A coastal cityscape with a sunset over the water, featuring several high-rise buildings and palm trees.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
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

Our top choices for Longboat Key condo rentals

1. Poolside Peace – Silver Sands Resort #242 by RVA

Longboat Key

Canaan B.

HK$3,434 total

includes taxes & fees

15 Aug - 16 Aug

2. Gulfside 2BR Condo–Silver Sands #257S

Longboat Key

Ana

HK$4,630 total

includes taxes & fees

13 Aug - 14 Aug

On the beach, sun-loungers, beach towels

3. Vitamin Sea: Open August 17th & 18th!

Longboat Key

Jessica L.

HK$2,884 total

includes taxes & fees

29 Aug - 30 Aug

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

Longboat Key

Gloria

HK$2,803 total

includes taxes & fees

13 Aug - 14 Aug

5. Gulf Getaway – Beach Castle #12 by RVA

Longboat Key

Robert P.

HK$3,128 total

includes taxes & fees

12 Aug - 13 Aug

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

Longboat Key

Joseph S.

HK$3,044 total

includes taxes & fees

12 Aug - 13 Aug

7. 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.

HK$2,830 total

includes taxes & fees

12 Aug - 13 Aug

8. 2BR Gulfside Paradise – Longboat Key by RVA

Longboat Key

Dana B.

HK$4,123 total

includes taxes & fees

8 Sept - 9 Sept

9. Seaside Escape – Beach Castle #24 by RVA

Longboat Key

HK$2,638 total

includes taxes & fees

12 Aug - 13 Aug

10. 1BR Beach Getaway – Silver Sands #254 by RVA

Longboat Key

Bethany

HK$2,952 total

includes taxes & fees

12 Aug - 13 Aug

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

Longboat Key

Susan C.

HK$2,739 total

includes taxes & fees

12 Aug - 13 Aug

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

Longboat Key

kirt v.

HK$3,101 total

includes taxes & fees

23 Aug - 24 Aug

13. Gulfside Comfort – Beach Castle #4 by RVA

Longboat Key

"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 had a wonderful time in LBK. This is our second visit to BeachCastle and it does not disappoint. We love that we are only steps away to the gorgeous beach and minutes to awesome restaurants."

Tasha H.

HK$4,063 total

includes taxes & fees

26 Aug - 27 Aug

14. Beachfront Studio – Cabana #5B by RVA

Longboat Key

Roxana P.

HK$2,451 total

includes taxes & fees

12 Aug - 13 Aug

15. Silver Sands #245S Resort by RVA

Longboat Key

Nancy J.

HK$4,407 total

includes taxes & fees

23 Aug - 24 Aug

16. End-of-summer sale ready for a luxury 5-floor penthouse 60 ft from water,

Longboat Key

"The obvious is the location and balcony with unobstructed view of the Gulf of America. Sitting out on the balcony with the Gulf breeze and watching the sunset is awesome. The pool is rather small. There is no dishwasher but the Frig appears bran new. The large Samsung TV in main room was great as well as all the channels, Netflix etc. Bed very comfortable. Sofa Bed is very hard. The two main chairs very comfortable but would be better if they were recliners. The beach lounge chairs need...

Terry

HK$4,386 total

includes taxes & fees

17 Aug - 18 Aug

17. Newly Renovated 1BR – Cabana Beach #5 RVA

Longboat Key

Julie F.

HK$2,813 total

includes taxes & fees

12 Aug - 13 Aug

18. Stunning -late summer sale 50 ft from sand, Private Island 125 +review

Longboat Key

Laurie B.

HK$4,587 total

includes taxes & fees

12 Aug - 13 Aug

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

Longboat Key

Emily

HK$2,552 total

includes taxes & fees

16 Aug - 17 Aug

20. Drift & Dune – Longboat Beachfront #101 RVA

Longboat Key

"Great beachfront rental in an excellent location, with everything needed for a comfortable stay. The main bed was very comfortable, and the setup works especially well for couples or families with two small children. For us, the second bedroom ended up functioning more as a middle space/changing room, which worked fine, though I do wish there had been a bit more clarity on the layout beforehand, as it’s more of a walk-through area between the living space and main bedroom with a trundle bed...

Patty G.

HK$2,769 total

includes taxes & fees

12 Aug - 13 Aug

View all properties

Find holiday rentals that suit your style

Aparthotels

Condos

Save an average of 15% on thousands of hotels when you're signed in

Top Longboat Key Hotel Reviews

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

10/10 Excellent

"We really enjoyed our time on longboat key! The studio was perfect. My children and I really enjoyed our time at the beach and pool!"

The Resort at Longboat Key Club

10/10 Excellent

"This is a wonderful resort, right on a wonderful beach and spacious rooms (we had a suite). However, we also felt that the various up charges were uncalled for. For example, we were charged $35 or so per day for the use of 2. beach chairs and an umbrella. Given the cost of the room, one would have thought that the use of these would be complimentary."

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."

Beachfront Bliss on Longboat Key- Steps to the sand

8/10 Good

"Location to the beach was wonderful. Steps from crystal clear water. Pool was nice and clean as was the room itself. It is small, I wouldn't recommend more than 2 people stay, anymore than that would be a tight fit, but could work if you needed it to. Location to restaurants and shops wasn't convenient for someone who did not have vehicle access so keep that in mind if you don't have transportation available. Everyone at the property was friendly and helpful. It was a quiet location which was nice. Host answered questions timely and was helpful when needed. Over all good experience."

Find out more about Longboat Key