Search and Rent Casey Key Condos

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Our top choices for Casey Key condo rentals

Condo in Casey Key

A Beach Retreat
2.5 star property
9.2 out of 10, Wonderful, (580)
"Great location, recent updates"
United States
Michael
$184 nightly
The price is $208
Jan 4 - Jan 5, 2026
Total with taxes and fees
A Beach Retreat
10.0 out of 10, Exceptional, (16)
"Had a wonderful time"
United States
Kris M.
$600 nightly
The price is $669
Jan 4 - Jan 5, 2026
Total with taxes and fees
🏝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.
$476 nightly
The price is $531
Dec 29 - Dec 30
Total with taxes and fees
🏝Beachfront Condo Overlooking Gulf of Mexico🏝
10.0 out of 10, Exceptional, (12)
"Nice and quiet and private "
United States
James O.
$494 nightly
The price is $550
Jan 4 - Jan 5, 2026
Total with taxes and fees
🏝Beachfront Condo Overlooking Gulf of Mexico🏝

Condo in South Village

Captiva Beach Resort
3.0 star property
9.0 out of 10, Wonderful, (1178)
"Clean room, snd friendly staff. Great location "
United States
Stephanie
Captiva Beach Resort

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
$545 nightly
The price is $586
Jan 12 - Jan 13, 2026
Total with taxes and fees
Chadwick Cove Resort & Marina

Condo in Siesta Key Village

Minorga in Siesta Key Village
3.5 star property
10.0 out of 10, Exceptional, (1)
"The property was close to all the shops and restaurants. 10 minute walk to the beach . It was updated and clean . We asked for new beach chairs because the ones there were broken and they came immediately. very accommodating "
United States
Meryl
Minorga in Siesta Key Village
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.
$337 nightly
The price is $373
Jan 14 - Jan 15, 2026
Total with taxes and fees
Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock
9.4 out of 10, Exceptional, (66)
"We had an amazing stay! The pictures of the condo do not do it justice. The condo was clean and comfortable. There was plenty of space to keep everyone happy. The only downfall ( and not one that would keep us from returning ) is the parking. We drive a Tahoe and were unable to fit it in the assigned parking spot due to the pillars and actual property size. However they have a solution as there is an overflow lot they allow you to park in that is walkable! Don’t let this detour you as the condo...
United States
JENNA
$495 nightly
The price is $548
Jan 1 - Jan 2, 2026
Total with taxes and fees
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
9.4 out of 10, Exceptional, (30)
"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.
$511 nightly
The price is $573
Jan 3 - Jan 4, 2026
Total with taxes and fees
Newly Renovated Jamaica Royale Unit, Heated Pools
9.2 out of 10, Wonderful, (10)
"We loved the closeness to the bay, our backyard"
United States
Alec V.
$388 nightly
The price is $435
Jan 18 - Jan 19, 2026
Total with taxes and fees
Cozy Siesta Key Escape – Walk to Turtle Beach, Bayfront Patio, Boat Dock, Street View & Beach Gear!
9.8 out of 10, Exceptional, (18)
"Accommodating for family group, quick drive to the beach."
United States
Ginger B.
New! Renovated Coastal 2/2, 6 mins to IMG
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
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

Condo in Bayou Oaks

Casa Azul 2Bed/1Bath
9.6 out of 10, Exceptional, (69)
"Perfect accomodarions. "
United States
Anonymous traveler
$175 nightly
The price is $195
Jan 6 - Jan 7, 2026
Total with taxes and fees
Casa Azul 2Bed/1Bath
10.0 out of 10, Exceptional, (13)
"The place was exactly what I needed: Clean, open, and easy access to our destinations. Communication with the owner was great. I'd do it again!"
United States
ken s.
$364 nightly
The price is $406
Jan 1 - Jan 2, 2026
Total with taxes and fees
5 minutes drive to nr Siesta Key 1/1 Large condo. The pool heated
9.8 out of 10, Exceptional, (27)
"This was the perfect place to stay for an IMG baseball tournament. Very close to the facility as described. This condo unit was modern and clean. An overall excellent place to stay."
United States
Lassier
*Farmhouse 2/2 Renovated Condo 6 mins from IMG*
9.8 out of 10, Exceptional, (16)
"We really enjoyed our stay! Great location!"
United States
Kate K.
$389 nightly
The price is $430
Dec 29 - Dec 30
Total with taxes and fees
Turtle Bay 1A – Island Escape on Manasota Key
9.0 out of 10, Wonderful, (40)
"Perfect location for a winter getaway. Can walk or bike to Turtle Beach or Crescent Beach. The place was clean and modern with excellent wifi and all the beach items we needed (chairs, towels, umbrella). "
United States
Pamela T.
$352 nightly
The price is $393
Dec 26 - Dec 27
Total with taxes and fees
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key
10.0 out of 10, Exceptional, (23)
"Great location, attentive host, great stay"
United States
JUDY T.
Upscale 2/2 Key West style condo 6 mins from IMG
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.
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Top Casey Key Hotel Reviews

Find out more about Casey Key

Casey Key Condo Rentals information

Number of reviews
2,302
Accommodation
503 Condo Rentals
Lowest Price
$195
Highest Price
$669

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