Search Condos Rentals in Longboat Key from CA $425

  • 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

Our top choices for Longboat Key condo rentals

Island Time: Open Wednesday, $225/nt + Fees!

Island Time: Open Wednesday, $225/nt + Fees!
Longboat Key
10.0 out of 10, Exceptional, (125 reviews)
"Great host! Amazing location. Loved the beach access and views! Highly recommended "
United States
Bonnie N.
Island Time: Open Wednesday, $225/nt + Fees!

Beach front 2 bed-2 bath private balcony, modern with Gulf front views

Beach front 2 bed-2 bath private balcony, modern with Gulf front views
Longboat Key
9.2 out of 10, Wonderful, (44 reviews)
"Small 2 story property right on the beach! The condo was clean and nicely laid out with room for the 3 of us. You can't beat the direct beach access and the shelling was great!"
United States
Jody S.
The price is CA $410
CA $738 total
includes taxes & fees
May 13 - May 14
Beach front 2 bed-2 bath private balcony, modern with Gulf front views

Are you ready for a luxury 5-floor penthouse 60 ft from water, 207 reviews

Are you ready for a luxury 5-floor penthouse 60 ft from water, 207 reviews
Longboat Key
10.0 out of 10, Exceptional, (207 reviews)
"Great location."
United States
Janet B.
Are you ready for a luxury 5-floor penthouse 60 ft from water, 207 reviews

Sandy Toes & Sun Kissed Nose!

Sandy Toes & Sun Kissed Nose!
Longboat Key
9.6 out of 10, Exceptional, (10 reviews)
"We had a wonderful stay, the condo was very well equipped and the host was absolutely fantastic! "
United States
Emily L.
The price is CA $308
CA $583 total
includes taxes & fees
May 18 - May 19
Sandy Toes & Sun Kissed Nose!

Silver Sands 1BR – Gulfside Comfort #255 by RVA

Silver Sands 1BR – Gulfside Comfort #255 by RVA
Longboat Key
9.0 out of 10, Wonderful, (87 reviews)
"Location #1. Clean #2"
United States
Eric C.
The price is CA $257
CA $516 total
includes taxes & fees
May 11 - May 12
Silver Sands 1BR – Gulfside Comfort #255 by RVA

Client texted view crazy Last minute cancellation Apr 25 - May 16th on sale

Client texted view crazy Last minute cancellation Apr 25 - May 16th on sale
Longboat Key
10.0 out of 10, Exceptional, (101 reviews)
"Location and view was amazing "
United States
joseph l.
The price is CA $368
CA $775 total
includes taxes & fees
May 12 - May 13
Client texted view crazy Last minute cancellation Apr 25 - May 16th on sale

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, (89 reviews)
"Everything was great "
United States
kirt v.
The price is CA $251
CA $574 total
includes taxes & fees
May 29 - May 30
Best views of the beach from your balcony Unit 301

Gulf Front Escape – Silver Sands #252 by RVA

Gulf Front Escape – Silver Sands #252 by RVA
Longboat Key
9.2 out of 10, Wonderful, (103 reviews)
"Staff was welcoming- place was clean and stay was great"
United States
Joseph S.
The price is CA $261
CA $522 total
includes taxes & fees
May 11 - May 12
Gulf Front Escape – Silver Sands #252 by RVA

Updated Beachfront Condo at Prestigious Long Boat Key Resort

Updated Beachfront Condo at Prestigious Long Boat Key Resort
Longboat Key
8.4 out of 10, Very good, (19 reviews)
"Perfect view, super clean, convenient, was the perfect size for me and my husband. We stayed for our 10 year anniversary and everything was perfect. "
United States
HALEY B.
The price is CA $546
CA $1,209 total
includes taxes & fees
May 11 - May 12
Updated Beachfront Condo at Prestigious Long Boat Key Resort

1BR Beach Getaway – Silver Sands #254 by RVA

1BR Beach Getaway – Silver Sands #254 by RVA
Longboat Key
9.2 out of 10, Wonderful, (95 reviews)
"Great view, clean, beautiful!"
United States
Bethany
The price is CA $250
CA $510 total
includes taxes & fees
May 13 - May 14
1BR Beach Getaway – Silver Sands #254 by RVA

Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (80 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 $194
CA $478 total
includes taxes & fees
May 13 - May 14
Drift & Dune – Longboat Beachfront #101 RVA

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, (17 reviews)
"Great locale right on the beach "
United States
Carole
The price is CA $308
CA $561 total
includes taxes & fees
May 12 - May 13
Beachfront Bliss on Longboat Key- Steps to the sand

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, (77 reviews)
"The host staff were very helpful."
United States
Ann S.
The price is CA $294
CA $566 total
includes taxes & fees
May 11 - May 12
Gulf Views – Silver Sands #250, Longboat Key by RVA

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (79 reviews)
"Great beach access. Central location on the island. Not overcrowded. Ground floor unit was in good shape considering the hurricane in 2024.Bedroom could use blackout curtains (it gets bright in there in the AM) and the road noise was a bit loud."
United States
Mark G.
The price is CA $231
CA $482 total
includes taxes & fees
May 11 - May 12
Relax at Gulf – Silver Sands Resort #232, Longboat

The Beach on Longboat Key #227 Resort by RVA

The Beach on Longboat Key #227 Resort by RVA
Longboat Key
9.0 out of 10, Wonderful, (80 reviews)
"Very nice place"
United States
Laurette C.
The price is CA $342
CA $635 total
includes taxes & fees
Jun 3 - Jun 4
The Beach on Longboat Key #227 Resort by RVA

Newly Renovated 1BR – Cabana Beach #5 RVA

Newly Renovated 1BR – Cabana Beach #5 RVA
Longboat Key
8.8 out of 10, Excellent, (74 reviews)
"The view and beach access was amazing. Loved our stay. "
United States
Julie F.
The price is CA $245
CA $505 total
includes taxes & fees
May 15 - May 16
Newly Renovated 1BR – Cabana Beach #5 RVA

Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very good, (78 reviews)
"The pool was disgusting, dirt and debris on the bottom and top so that was disappointing, while watching TV and sleeping a person actually opened up our porch door then the main door and just walked in and said they had booked the same room and had keys, what kind of place does not keep track of that and I'm not sure what the person was thinking the TV was on and it was up a little so I know they heard it from the outside but to get back to that place for allowing that to happen. He's lucky I...
United States
Joseph
The price is CA $205
CA $425 total
includes taxes & fees
May 13 - May 14
Beachfront Studio – Cabana #5B by RVA

Ocean Breeze: June & July Availability!

Ocean Breeze: June & July Availability!
Longboat Key
10.0 out of 10, Exceptional, (91 reviews)
"Great accommodations, excellent location, amazing host!"
United States
Ella F.
The price is CA $308
CA $583 total
includes taxes & fees
May 31 - Jun 1
Ocean Breeze: June & July Availability!

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, (42 reviews)
"Enjoyed our stay"
United States
Susan C.
The price is CA $223
CA $471 total
includes taxes & fees
May 11 - May 12
Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (98 reviews)
"Beautiful sunset view. "
United States
Rhonda V.
The price is CA $306
CA $587 total
includes taxes & fees
May 24 - May 25
Oceanfront Bliss–Longboat Key Beach 106 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.
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

Longboat Key Condo Rentals information

Number of reviews
1,410
Accommodation
583 Condo Rentals
Lowest Price
CA $425
Highest Price
CA $1,209

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