Photo by Rick Tuers

Search and Rent Casey Key Condos

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Casey Key condo rentals

On the beach, white sand
A Beach Retreat

Condo in Casey Key

A Beach Retreat
2.5 star property
9.2 out of 10, Wonderful, (578)
"Great location, recent updates"
United States
Michael
$184 nightly
The price is $208
Dec 23 - Dec 24
Total with taxes and fees
A Beach Retreat
Exterior
🏝Beachfront Condo Overlooking Gulf of Mexico🏝

Condo in Casey Key

🏝Beachfront Condo Overlooking Gulf of Mexico🏝
9.8 out of 10, Exceptional, (18)
"Great location with great residents "
United States
Ken L.
🏝Beachfront Condo Overlooking Gulf of Mexico🏝
Exterior
🏝Beachfront Condo Overlooking Gulf of Mexico🏝

Condo in Casey Key

🏝Beachfront Condo Overlooking Gulf of Mexico🏝
10.0 out of 10, Exceptional, (12)
"Nice and quiet and private "
United States
James O.
$491 nightly
The price is $548
Jan 4 - Jan 5, 2026
Total with taxes and fees
🏝Beachfront Condo Overlooking Gulf of Mexico🏝
Exterior
🏝Beachfront Condo Overlooking Gulf of Mexico🏝

Condo in Casey Key

🏝Beachfront Condo Overlooking Gulf of Mexico🏝
9.6 out of 10, Exceptional, (10)
"Cute little beach cottage! It was perfect for my little family of 4. The location was great and the swings overlooking the beach were wonderful. "
United States
Kirstie C.
🏝Beachfront Condo Overlooking Gulf of Mexico🏝
Exterior
🏝Beachfront Condo Overlooking Gulf of Mexico🏝

Condo in Casey Key

🏝Beachfront Condo Overlooking Gulf of Mexico🏝
10.0 out of 10, Exceptional, (23)
"Great place to stay. Nice and clean and literally on the beach. Love this place. "
United States
Jason R.
$500 nightly
The price is $557
Dec 29 - Dec 30
Total with taxes and fees
🏝Beachfront Condo Overlooking Gulf of Mexico🏝
Exterior
🏝Beachfront Condo Overlooking Gulf of Mexico🏝

Condo in Casey Key

🏝Beachfront Condo Overlooking Gulf of Mexico🏝
10.0 out of 10, Exceptional, (16)
"Had a wonderful time"
United States
Kris M.
$497 nightly
The price is $556
Dec 23 - Dec 24
Total with taxes and fees
🏝Beachfront Condo Overlooking Gulf of Mexico🏝
Front of property - evening/night
Captiva Beach Resort

Condo in South Village

Captiva Beach Resort
3.0 star property
9.0 out of 10, Wonderful, (1176)
"Clean room, snd friendly staff. Great location "
United States
Stephanie
$167 nightly
The price is $187
Dec 23 - Dec 24
Total with taxes and fees
Captiva Beach Resort
Property grounds
Chadwick Cove Resort & Marina

Condo in Manasota Key

Chadwick Cove Resort & Marina
4.0 star property
10.0 out of 10, Exceptional, (14)
"Great place and location "
United States
Cathy
$546 nightly
The price is $587
Jan 4 - Jan 5, 2026
Total with taxes and fees
Chadwick Cove Resort & Marina
Dining
Beachfront Studio – Cabana #5B by RVA

Condo in Longboat Key

Beachfront Studio – Cabana #5B by RVA
8.2 out of 10, Very Good, (73)
"Wonderful spot. Highly recommend. "
United States
Regina T.
$239 nightly
The price is $267
Jan 9 - Jan 10, 2026
Total with taxes and fees
Beachfront Studio – Cabana #5B by RVA
Sun loungers, beach towels
Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches

Condo in Bradenton

Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches
9.8 out of 10, Exceptional, (91)
"Excellent condo. Very clean and well equipped."
United Kingdom
john l.
Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches
Marina
Bayfront Condo Walkable to Everything. Unit 3

Condo in Manasota Key

Bayfront Condo Walkable to Everything. Unit 3
9.6 out of 10, Exceptional, (21)
"Nice location, clean"
United States
Al H.
Bayfront Condo Walkable to Everything. Unit 3
Beach nearby
POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES

Condo in South Village

POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES
9.6 out of 10, Exceptional, (41)
"Loved the pool and view!"
United States
Victoria P.
$248 nightly
The price is $276
Dec 23 - Dec 24
Total with taxes and fees
POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES
A heated pool
Relax at Gulf – Silver Sands Resort #232, Longboat

Condo in Longboat Key

Relax at Gulf – Silver Sands Resort #232, Longboat
9.2 out of 10, Wonderful, (71)
"Great location "
United Kingdom
Lawrence M.
$317 nightly
The price is $353
Dec 29 - Dec 30
Total with taxes and fees
Relax at Gulf – Silver Sands Resort #232, Longboat
A heated pool
Newly Renovated Jamaica Royale Unit, Heated Pools

Condo in Sarasota

Newly Renovated Jamaica Royale Unit, Heated Pools
9.4 out of 10, Exceptional, (29)
"The condo itself had everything we needed the covered out door balcony was perfect for relaxing with a drink before dinner with out having to be concerned with the sun or rain "
Canada
Joseph D C.
$510 nightly
The price is $568
Jan 3 - Jan 4, 2026
Total with taxes and fees
Newly Renovated Jamaica Royale Unit, Heated Pools
Property grounds
Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock

Condo in Manasota Key

Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock
9.8 out of 10, Exceptional, (39)
"Perfect for 2 adults and 2 kids. The house was very clean and all the extras in the kitchen were nice. Also, beach essentials are onsite so no need to bring much. Found lots of sharks teeth too! "
United States
Koren L.
$321 nightly
The price is $357
Jan 14 - Jan 15, 2026
Total with taxes and fees
Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock
Beach nearby
New! Renovated Coastal 2/2, 6 mins to IMG

Condo in South Bradenton

New! Renovated Coastal 2/2, 6 mins to IMG
9.8 out of 10, Exceptional, (18)
"Accommodating for family group, quick drive to the beach."
United States
Ginger B.
$357 nightly
The price is $393
Dec 23 - Dec 24
Total with taxes and fees
New! Renovated Coastal 2/2, 6 mins to IMG
Outdoor pool, a heated pool
Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!

Condo in Whitfield Estates

Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!
9.2 out of 10, Wonderful, (49)
"Great place and great location! We really enjoyed our stay!"
United States
Meghan I.
$184 nightly
The price is $204
Dec 23 - Dec 24
Total with taxes and fees
Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!
Beach
Lovely Waterfront Condo: Two Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches

Condo in Bradenton

Lovely Waterfront Condo: Two Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches
10.0 out of 10, Exceptional, (119)
"We enjoyed our stay. Host is nice and respond quickly. "
Canada
Sonia S.
$301 nightly
The price is $336
Jan 3 - Jan 4, 2026
Total with taxes and fees
Lovely Waterfront Condo: Two Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches
On the beach, sun loungers, beach towels
Silver Sands: Open Christmas Eve & Christmas!

Condo in Longboat Key

Silver Sands: Open Christmas Eve & Christmas!
10.0 out of 10, Exceptional, (83)
"The perfect beach cottage for our wedding anniversary. We had everything we needed including beautiful weather ."
United States
Julie Q.
$366 nightly
The price is $407
Dec 29 - Dec 30
Total with taxes and fees
Silver Sands: Open Christmas Eve & Christmas!
Exterior
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches

Condo in Bradenton

Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches
9.8 out of 10, Exceptional, (60)
"It was clean, comfy and ideal locarion. Close to beaches AMI and the pool was great. "
United States
Marge G.
$338 nightly
The price is $378
Jan 18 - Jan 19, 2026
Total with taxes and fees
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches
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 Casey Key Hotel Reviews

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

10/10 Excellent
"Very good "
Ronald 4-night trip
Posted 2 days ago
Siesta Key Beach Resort and Suites

Find out more about Casey Key

Casey Key Condo Rentals information

Number of reviews
2,427
Accommodation
503 Condo Rentals
Lowest Price
$187
Highest Price
$587

Frequently asked questions

Why book your condo in Casey Key with Expedia?
Getting away should be a piece of cake, so if you're searching for condos at an affordable rate, Expedia has got your back. Keep costs down and opt for something small and affordable, or splurge on a luxury condo and spoil your favorite people. Take advantage of our search filters to find a stay in Casey Key that meets your needs.
How can I find cheap condos in Casey Key?
With Expedia's helpful filter tool, sourcing cheap condos in Casey Key has never been easier. To discover stays that are easy on your bank balance, narrow down your search by amenities, star rating and budget.

Explore a world of travel with Expedia