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

Search Condo Rentals in Longboat Key

  • 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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Longboat Key condo rentals

A beach with clear turquoise water and a sandy shore.

1. Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very good, (84 reviews)
"The cabana was a fantastic place to escape. It had easy access to both the beach and the pool. My kids loved every moment there."
United States
Roxana P.
The price is AED 551
AED 1,137 total
includes taxes & fees
4 Oct - 5 Oct
Beachfront Studio – Cabana #5B by RVA
A sandy beach path flanked by dense green foliage leading to the ocean.

2. Seaside Escape – Beach Castle #24 by RVA

Seaside Escape – Beach Castle #24 by RVA
Longboat Key
9.2 out of 10, Wonderful, (51 reviews)
"Loved staying here"
United States
James
The price is AED 661
AED 1,249 total
includes taxes & fees
4 Oct - 5 Oct
Seaside Escape – Beach Castle #24 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

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

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.4 out of 10, Exceptional, (85 reviews)
"Very happy with my stay. Room was very clean, beautifully decorated and very comfortable. Perfect efficiency! Highly recommend"
United States
Gloria
The price is AED 621
AED 1,298 total
includes taxes & fees
11 Oct - 12 Oct
Relax at Gulf – Silver Sands Resort #232, Longboat
A wooden pathway leading to a beach with lush greenery and a clear sky.

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

Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
Longboat Key
8.8 out of 10, Excellent, (44 reviews)
"Beach was perfect!"
United States
Carmela D.
The price is AED 599
AED 1,267 total
includes taxes & fees
4 Oct - 5 Oct
Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
A wooden pathway leading to a beach with lush greenery on either side.

5. Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (108 reviews)
"It was a great location. It had a nice pool area, plenty of beach chairs and beach goodies to use."
United States
Laurie L.
The price is AED 481
AED 1,111 total
includes taxes & fees
4 Oct - 5 Oct
Oceanfront Bliss–Longboat Key Beach 106 by RVA
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and palm trees.

6. Beach Castle Bliss #22 by RVA

Beach Castle Bliss #22 by RVA
Longboat Key
9.6 out of 10, Exceptional, (51 reviews)
"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."
United States
Robert S.
The price is AED 617
AED 1,815 total
includes taxes & fees
4 Oct - 5 Oct
Beach Castle Bliss #22 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

7. Gulf Views – Silver Sands #250, Longboat Key by RVA

Gulf Views – Silver Sands #250, Longboat Key by RVA
Longboat Key
9.0 out of 10, Wonderful, (83 reviews)
"The host staff were very helpful."
United States
Ann S.
The price is AED 793
AED 1,532 total
includes taxes & fees
4 Oct - 5 Oct
Gulf Views – Silver Sands #250, Longboat Key by RVA
A wooden pathway leading to a beach with lush greenery on either side.

8. Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (84 reviews)
"Check in and out was easy, the pool and condo were great, and the location was awesome!"
United States
Bailey B.
Drift & Dune – Longboat Beachfront #101 RVA
A beach with clear turquoise water and a sandy shore.

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

Newly Renovated 1BR – Cabana Beach #5 RVA
Longboat Key
8.8 out of 10, Excellent, (79 reviews)
"It was nice. Enjoyed being on the beach and having a feeling of spaciousness."
United States
Eloisa A.
Newly Renovated 1BR – Cabana Beach #5 RVA
A balcony with a table and chairs, overlooking a beach with palm trees and a clear view of the ocean.

10. Sunset and beach view from your balcony Unit 403

Sunset and beach view from your balcony Unit 403
Longboat Key
9.8 out of 10, Exceptional, (119 reviews)
"TCI is a great place to stay. Close to the beach, grocery store, shopping and walking paths. The condo was very clean and has all the amenities needed. The staff if very approachable and easy to connect with for any questions. This is our 2nd stay and we will return."
United States
Anonymous traveler
The price is AED 573
AED 1,394 total
includes taxes & fees
4 Oct - 5 Oct
Sunset and beach view from your balcony Unit 403
A beach with clear blue water and a sandy shore, framed by green foliage.

11. Charming 1-bedroom, beachfront condo in marvelous Longboat Key

Charming 1-bedroom, beachfront condo in marvelous Longboat Key
Longboat Key
9.2 out of 10, Wonderful, (63 reviews)
"The view from the room was amazing. The entire property was very clean and well kept."
United States
Jane B.
The price is AED 918
AED 1,636 total
includes taxes & fees
4 Oct - 5 Oct
Charming 1-bedroom, beachfront condo in marvelous Longboat Key
A wooden pathway leading to a beach with lush greenery and a clear sky.

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

Silver Sands 1BR – Gulfside Comfort #255 by RVA
Longboat Key
9.0 out of 10, Wonderful, (89 reviews)
"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: What a great experience beautiful room,very clean,best location,private, very clean,all staff was polite and helpful"
United States
Anonymous traveler
The price is AED 691
AED 1,393 total
includes taxes & fees
4 Oct - 5 Oct
Silver Sands 1BR – Gulfside Comfort #255 by RVA
A beach with clear turquoise water and a sandy shore.

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

Best views of the beach from your balcony Unit 301
Longboat Key
9.8 out of 10, Exceptional, (93 reviews)
"The location of the condo is 10 out of 10. The views and beach access cannot be beat. We enjoyed the space and appreciated the small but functional kitchen. We even found some beach supplies and an umbrella in the closet! This is a very great space and location. We will be back!"
United States
Anthony B.
The price is AED 607
AED 1,437 total
includes taxes & fees
14 Oct - 15 Oct
Best views of the beach from your balcony Unit 301
A room with a large window overlooking a beach, a round table with chairs, and a wicker chair with a cushion.

14. The Beach on Longboat Key #227 Resort by RVA

The Beach on Longboat Key #227 Resort by RVA
Longboat Key
9.2 out of 10, Wonderful, (89 reviews)
"Great location and great views!"
United States
Mark H.
The price is AED 687
AED 1,403 total
includes taxes & fees
29 Oct - 30 Oct
The Beach on Longboat Key #227 Resort by RVA
A balcony with a view of a beach, a pool, and palm trees.

15. Direct Oceanview: Available Oct 26th - Nov 1st!

Direct Oceanview: Available Oct 26th - Nov 1st!
Longboat Key
10.0 out of 10, Exceptional, (135 reviews)
"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."
United States
Gina
The price is AED 918
AED 1,663 total
includes taxes & fees
26 Oct - 27 Oct
Direct Oceanview: Available Oct 26th - Nov 1st!
A wooden pathway leading to a beach with lush greenery and a clear sky.

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

Coastal Comfort – Silver Sands Resort #233 by RVA
Longboat Key
8.8 out of 10, Excellent, (35 reviews)
"3rd time here already booked another trip. So easy! Love it here!"
United States
Emily
The price is AED 555
AED 1,211 total
includes taxes & fees
4 Oct - 5 Oct
Coastal Comfort – Silver Sands Resort #233 by RVA
A beach with clear blue water and a sandy shore, framed by green foliage.

17. Beachfront Bliss on Longboat Key- Steps to the sand

Beachfront Bliss on Longboat Key- Steps to the sand
Longboat Key
8.6 out of 10, Excellent, (23 reviews)
"It was a good place it was smaller than I thought but it was perfect for 2 people!"
United States
Pacey D.
The price is AED 918
AED 1,618 total
includes taxes & fees
3 Nov - 4 Nov
Beachfront Bliss on Longboat Key- Steps to the sand
The Beach at Longboat Key - 15 condos!

18. Beach Bliss: Open Tomorrow & Thurs, $175/nt + Fees!

Beach Bliss: Open Tomorrow & Thurs, $175/nt + Fees!
Longboat Key
9.8 out of 10, Exceptional, (20 reviews)
"Heidi was fantastic! She responded to all email questions before our stay. She sent helpful text messages, right before our stay with recommendations for our visit. Followed up during stay also to make sure there were no issues or questions with the property. Would rent again from her; great host!"
United States
Eileen
The price is AED 1,010
AED 1,782 total
includes taxes & fees
19 Oct - 20 Oct
Beach Bliss: Open Tomorrow & Thurs, $175/nt + Fees!
A sandy beach path flanked by dense green foliage leading to the ocean.

19. Gulf Getaway – Beach Castle #12 by RVA

Gulf Getaway – Beach Castle #12 by RVA
Longboat Key
9.6 out of 10, Exceptional, (43 reviews)
"Amazing resort and housing. Will be back and enjoying all that Beach Castle has to offer!"
United States
Blake S.
The price is AED 731
AED 1,958 total
includes taxes & fees
4 Oct - 5 Oct
Gulf Getaway – Beach Castle #12 by RVA
A balcony with a view of a beach, a pool, and beach chairs.

20. Seaside Escape!

Seaside Escape!
Longboat Key
10.0 out of 10, Exceptional, (14 reviews)
"Absolutely cannot beat the view and location! We had a lovely time and would definitely stay again."
United States
Ashley G.
Seaside Escape!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Longboat Key Hotel Reviews

Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

10/10 Excellent
"View fantastic of the gulf! Watched dolphins daily along with exotic wildlife Very clean room. Very comfortable and enjoyable. Once you check in, won’t need anything to go out for if you stock food! Had a wonderful stay. Communication with the host was smooth and effortless! Will not hesitate to go back!!!!!! Laundry facilities on site! Overall had a delightful stay!"
Anna S. 5-night trip
Posted 2 days ago
Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

Frequently asked questions

Why book your condo in Longboat Key with Expedia?
Booking a condo in Longboat Key is as easy as entering your travel dates and picking the option that satisfies your needs. In search of something low cost or luxurious, or a stay that also comes with a kitchenette? Use Expedia's search filters to narrow your results even further and find your ideal match.
How can I find cheap condos in Longboat Key?
With Expedia's helpful filter tool, locating cheap condos in Longboat Key couldn't be easier. To view properties that'll make your hip pocket happy, fine-tune your search results by amenities, budget and star rating.