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

Search Condos Rentals in Longboat Key from CA $386

  • 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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Longboat Key condo rentals

A hotel room with a bed, a sofa, a coffee table, a TV, and a balcony with a view.

1. 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)
"Great little getaway spot if you want some quiet beach time. Even enjoyed it despite some stormy weather!"
United States
Mikey C.
The price is CA $156
CA $386 total
includes taxes & fees
Nov 1 - Nov 2
Oceanfront Bliss–Longboat Key Beach 106 by RVA
A resort with a swimming pool, beach, and ocean view.

2. Silver Sands Serenity – Unit 234 by RVA

Silver Sands Serenity – Unit 234 by RVA
Longboat Key
9.4 out of 10, Exceptional, (35 reviews)
" Great location, office staff are very pleasant, room was very spacious with everything you need"
United States
GLENNA M.
The price is CA $167
CA $406 total
includes taxes & fees
Nov 1 - Nov 2
Silver Sands Serenity – Unit 234 by RVA
A spacious living area with a sofa, a coffee table with towels, a ceiling fan, and a kitchen with white cabinets and a microwave.

3. Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very good, (85 reviews)
"We loved the location Very short stroll, a minute or 2 to the beach the main air conditioner is in the bedroom, with a vent from the bathroom So the living room could get warm It’s clean with a coffee pot, close to great places to eat"
United States
Tim Z.
The price is CA $211
CA $440 total
includes taxes & fees
Oct 30 - Oct 31
Beachfront Studio – Cabana #5B by RVA
A resort with a swimming pool, beach, and ocean view.

4. 1BR Beach Getaway – Silver Sands #254 by RVA

1BR Beach Getaway – Silver Sands #254 by RVA
Longboat Key
9.2 out of 10, Wonderful, (99 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: This condo is perfectly located and has everything you need. The condo is clean and located on the beach. We will defiantly be returning."
United States
Laura P.
The price is CA $257
CA $530 total
includes taxes & fees
Oct 30 - Oct 31
1BR Beach Getaway – Silver Sands #254 by RVA
A living room with a television, a sofa with a map pillow, a sliding glass door leading to an outdoor patio with a table and chairs.

5. Coastal Comfort – Beach Castle #26 by RVA

Coastal Comfort – Beach Castle #26 by RVA
Longboat Key
9.6 out of 10, Exceptional, (49 reviews)
"Stayed 5 days. Lovely condo, everything we needed was there."
United States
Grace E.
The price is CA $241
CA $463 total
includes taxes & fees
Oct 30 - Oct 31
Coastal Comfort – Beach Castle #26 by RVA
A resort with a swimming pool, beach, and ocean view.

6. 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 CA $195
CA $444 total
includes taxes & fees
Oct 31 - Nov 1
Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
A beach with white sand and a clear blue sky. There are blue lounge chairs aligned in rows.

7. Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.

Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.
Longboat Key
8.2 out of 10, Very good, (25 reviews)
"Great little place to enjoy the beach"
United States
Victoria F.
The price is CA $280
CA $499 total
includes taxes & fees
Nov 1 - Nov 2
Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.
A beach view from a balcony with a railing, ocean, and beach vegetation.

8. Silver Sands on Sunny Longboat!

Silver Sands on Sunny Longboat!
Longboat Key
10.0 out of 10, Exceptional, (101 reviews)
"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...
United States
Richard
The price is CA $252
CA $518 total
includes taxes & fees
Nov 4 - Nov 5
Silver Sands on Sunny Longboat!
A living room with a sofa, coffee table, and a balcony with a view of the sea and palm trees.

9. 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, (94 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 CA $232
CA $557 total
includes taxes & fees
Nov 3 - Nov 4
Best views of the beach from your balcony Unit 301
A spacious living area with a white cabinet, a television, and a sliding glass door leading to an outdoor patio.

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

Newly Renovated 1BR – Cabana Beach #5 RVA
Longboat Key
8.8 out of 10, Excellent, (80 reviews)
"The view and beach access was amazing. Loved our stay. "
United States
Julie F.
The price is CA $250
CA $514 total
includes taxes & fees
Oct 30 - Oct 31
Newly Renovated 1BR – Cabana Beach #5 RVA
A living room with a sofa, a coffee table, and a TV. There is a balcony with a view of the ocean.

11. Take a peek at awesome reviews 50 feet from the sand

Take a peek at awesome reviews 50 feet from the sand
Longboat Key
10.0 out of 10, Exceptional, (153 reviews)
"My family and I had a great stay at the property. The proximity to the beach was great for our family and allowed for easy breaks during the day as it was only a minute walk to the beach. Easy drives to Sarasota and Anna Maria Island made for fun day trips with little work to get there. Would recommend for those wanting a relaxing stay with easy beach access and desiring to be outside of the highly tourist traffic. Thanks for a great stay."
United States
Jason C.
The price is CA $418
CA $854 total
includes taxes & fees
Nov 10 - Nov 11
Take a peek at awesome reviews 50 feet from the sand
A resort with a swimming pool, beach, and ocean view.

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

Coastal Comfort – Silver Sands Resort #233 by RVA
Longboat Key
8.8 out of 10, Excellent, (37 reviews)
"3rd time here already booked another trip. So easy! Love it here!"
United States
Emily
The price is CA $167
CA $406 total
includes taxes & fees
Oct 31 - Nov 1
Coastal Comfort – Silver Sands Resort #233 by RVA
A resort with a swimming pool, beach, and ocean view.

13. Relax, Recharge & Repeat – Silver Sands #241 by RVA

Relax, Recharge & Repeat – Silver Sands #241 by RVA
Longboat Key
9.4 out of 10, Exceptional, (47 reviews)
"You will leave with a different mind set! Going home doesn’t seem important!"
United States
Ernest A.
The price is CA $240
CA $506 total
includes taxes & fees
Nov 1 - Nov 2
Relax, Recharge & Repeat – Silver Sands #241 by RVA
A resort with a swimming pool, beach, and ocean view.

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

Gulf Front Escape – Silver Sands #252 by RVA
Longboat Key
9.0 out of 10, Wonderful, (111 reviews)
"Great location!"
United States
jeannie b.
The price is CA $228
CA $489 total
includes taxes & fees
Oct 31 - Nov 1
Gulf Front Escape – Silver Sands #252 by RVA
A modern living room with a sofa, chairs, a coffee table, and a TV. There is a balcony with a view of the outdoors.

15. Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (85 reviews)
"Check in and out was easy, the pool and condo were great, and the location was awesome!"
United States
Bailey B.
The price is CA $216
CA $519 total
includes taxes & fees
Nov 4 - Nov 5
Drift & Dune – Longboat Beachfront #101 RVA
A balcony with a view of a beach, a pool, and palm trees.

16. Direct Oceanview on LBK!

Direct Oceanview on LBK!
Longboat Key
10.0 out of 10, Exceptional, (138 reviews)
"the absolute best views and beyond better hosts"
United States
Ivan
The price is CA $252
CA $481 total
includes taxes & fees
Nov 9 - Nov 10
Direct Oceanview on LBK!
A room with a large window overlooking a beach, a round table with chairs, and a wicker chair with a cushion.

17. 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, (91 reviews)
"Great location and great views!"
United States
Mark H.
The price is CA $264
CA $539 total
includes taxes & fees
Nov 3 - Nov 4
The Beach on Longboat Key #227 Resort by RVA
A beachside area with palm trees, lounge chairs, and a view of the ocean.

18. 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, (24 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 CA $315
CA $580 total
includes taxes & fees
Nov 1 - Nov 2
Beachfront Bliss on Longboat Key- Steps to the sand
The Beach at Longboat Key - 15 condos!

19. Sunny Daze on LBK!

Sunny Daze on LBK!
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 CA $283
CA $521 total
includes taxes & fees
Nov 12 - Nov 13
Sunny Daze on LBK!
A resort with a swimming pool, beach, and ocean view.

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

Silver Sands 1BR – Gulfside Comfort #255 by RVA
Longboat Key
9.0 out of 10, Wonderful, (90 reviews)
"So homey and comfy! Everything was clean and put together, kitchen had everything I needed for the stay. Umbrellas/floaties/etc were a bonus I wasn’t expecting! Absolutely will come back! Already planning the next one!"
United States
Daniela L.
The price is CA $225
CA $484 total
includes taxes & fees
Nov 1 - Nov 2
Silver Sands 1BR – Gulfside Comfort #255 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.
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

Direct Oceanview: Open October 26th - 29th!

Direct Oceanview: Open October 26th - 29th!

10/10 Excellent
"Heidi was the best VRBO host we’ve ever had. She has thought of every comfort on property and her communication is superb, always friendly, caring and helpful. We loved the second floor balcony for viewing the gulf and the ease of being on the beach and near the pool. We hope to stay at one of her properties on Longboat Key again."
Arleen K. 4-night trip
Posted 4 hours ago
Direct Oceanview: Open October 26th - 29th!

Find out more about Longboat Key

Longboat Key Condo Rentals information

Number of reviews
1,407
Accommodation
578 Condo Rentals
Lowest Price
CA $386
Highest Price
CA $854

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.

Explore a world of travel with Expedia