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Featured Condo Rentals in Casey Key

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1074)
"Cute place! Lower Kitchen cabinets were built wrong and opened up and hit the dishwasher handle "
The price is AU$585
includes taxes & fees
13 Mar - 14 Mar
Captiva Beach Resort

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (2)
"Very friendly service!! Jim was amazing ! "
The price is AU$628
includes taxes & fees
10 Apr - 11 Apr
Chadwick Cove Resort & Marina

Venice Beach Villas

3.0 star property
9.4 out of 10, Exceptional, (403)
"We’ve stayed here before and it was an easy decision to book again. The location is perfect, it’s quiet and the manager that booked us in was so nice. We’ll be back and recommend it to anyone else looking for a place to stay in Venice. "
Venice Beach Villas

Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key

9.0 out of 10, Wonderful, (53)
"Stay was comfortable."
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key

The Sapphire Suite 1Bed/1Bath

9.8 out of 10, Exceptional, (67)
"The property is beautiful. The bed was very comfortable. It looks exactly as the pictures and we had a wonderful stay here we would definitely rent again."
The price is AU$250
includes taxes & fees
9 Apr - 10 Apr
The Sapphire Suite 1Bed/1Bath

Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!

9.8 out of 10, Exceptional, (47)
"It was close to everything we wanted to do this time in Sarasota bring right off 41."
The price is AU$334
includes taxes & fees
31 Mar - 1 Apr
Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!

Beach Front View 2 Bed, 2 Bath, Condo with AC & WiFi in Fabulous Venice!

2.0 star property
10.0 out of 10, Exceptional, (4)
"The property pictures are accurate. You can see the ocean and beach clearly, doors open four-fold. We give Venice Island grace right now as it is healing, lots of sand, lots of destruction. This unit was not damaged, had super comfortable seating, beds. New pillows, bedding, soft towels. The supplies were abundant! Tons of kitchen items, spices, drinks, kitchen stapes, paper products, etc. Hosts are outstanding, willing to provide upon a phone call. We were very impressed with the owners and the...
Beach Front View 2 Bed, 2 Bath, Condo with AC & WiFi in Fabulous Venice!

Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.

9.8 out of 10, Exceptional, (137)
"Cute little cottage with 2br, 1ba. Very clean, close to the beach. Lots of supplies for the beach. Could use softer towels in bathroom and perhaps some instructions on the shower as it was quite hot on any setting. Prior communication was slow but once there was pretty attentive. "
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.

Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!

10.0 out of 10, Exceptional, (27)
"Wonderful place and great location for a beach trip."
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!

Casa Azul 2Bed/1Bath

9.4 out of 10, Exceptional, (55)
"Located in a safe, well-maintained, but lower middle class neighborhood, this property has been beautifully re-done interioraly, and the grounds are well maintained. patio is delightful. I'd stay here again if in SW Florida."
Casa Azul 2Bed/1Bath

Riverside Oasis 1Bed/1Bath

9.4 out of 10, Exceptional, (23)
"The space was clean and well decorated. The bed was comfortable but small. I didn’t love the curtains on the glass door. They are too small and do not completely cover the door. While the room was very clean, the cleaners had used strong bleach and the smell was over powering. The space is cozy for two people and on a quiet street. It is near town and convenient to local businesses. Overall it was very nice. "
The price is AU$272
includes taxes & fees
2 Apr - 3 Apr
Riverside Oasis 1Bed/1Bath

Saltwater Serenity - Beachfront, Pool Access, Walk to Restaurants & Live Music

10.0 out of 10, Exceptional, (1)
"This was, hands down, our best visit and best rental in Manasota. The stairs were a bit daunting at first, but the amazing views made the climb worth the effort. Everything in the unit felt new, fresh and clean. Each of the 3 balconies has a lovely view of the gulf or the bay, so sunrises and sunsets were wonderful. We very much appreciated the pool on the few days where red tide made the beach impossible. Overall, we had such a great time that we have already booked for 2026."
Saltwater Serenity - Beachfront, Pool Access, Walk to Restaurants & Live Music

Siesta Key Voted #1 Beach Siesta Dunes 2 Bedroom Condo Beautiful Beach Book Now

9.8 out of 10, Exceptional, (114)
"Best place to be in Jan-Mar. Perfect location to everything. Property is very well maintained, and the staff is exceptional. Absolutely a beautiful Paradise."
Siesta Key Voted #1 Beach Siesta Dunes 2 Bedroom Condo Beautiful Beach Book Now

Sand in Your Toes . . . Right Out Your Front Door!

9.4 out of 10, Exceptional, (103)
"this property is everything it says it is on VRBO. It’s right on the beach. It seems to have been updated recently and has a very pleasing color scheme. The kitchen is generously equipped for any cooking project you might undertake. The pool is small, but was a perfect temperature."
Sand in Your Toes . . . Right Out Your Front Door!

☀️ Beachfront. Gulf View from Every Room, Beach & Pool Open, Sunset View, CLEAN

10.0 out of 10, Exceptional, (69)
"Despite the recent hurricanes, the property and the island were in remarkable shape! The condo is beautiful and had everything we needed plus more. The hosts were very quick to respond to messages we sent with questions. We will definitely choose this location for our next girl’s trip to Siesta Key!"
☀️ Beachfront. Gulf View from Every Room, Beach & Pool Open, Sunset View, CLEAN

7th-Floor Oceanfront Palm Beach Club Condo | Stunning Views | Heated Pool | Prime Location!

9.6 out of 10, Exceptional, (90)
"We stayed late-Dec / early-Jan and had an absolutely amazing trip. The condo is exactly as advertised and was perfectly clean upon arrival. Check-in was very easy and instructions were very clear. The master king bed is very comfortable; one of the best my wife and I have slept in staying at a VRBO. The kids room is nice and connects to the 2nd bathroom. Views from both bedrooms are fantastic. Our girls are 4.5 and 1.5 and the unit was perfect for them. Kitchen has everything you need for all...
7th-Floor Oceanfront Palm Beach Club Condo | Stunning Views | Heated Pool | Prime Location!

Charming Siesta Key Village Vacation Condo - Unbeatable Location, Free WiFi

9.2 out of 10, Wonderful, (82)
"This condo had everything we needed! The loaded cart/wagon was such a nice addition & unexpected - thank you! It was close to the beach (2 blocks) & Siesta Village. It was nicely furnished & very comfortable. We loved the keyless entry! The pool was nice too."
Charming Siesta Key Village Vacation Condo - Unbeatable Location, Free WiFi

Beautifully furnished condo

9.8 out of 10, Exceptional, (125)
"The apartment was great...just as advertised. It was well stocked with household items....towels, dishes, etc. The community has two pools and two hot tubs that we used frequently. Also has pickle ball and tennis courts that we did not use. The only issue was when we got to the apartment it had not been cleaned from the previous stay. I messaged the owner and they were very responsive and helpful in getting it rectified as well as a small refund on the cleaning fee for the issue. Would...
The price is AU$464
includes taxes & fees
27 Mar - 28 Mar
Beautifully furnished condo

Lovely Waterfront Condo! Two Pools~Lanai~WiFi. Near IMG~Beaches~AMI~Restaurants.

10.0 out of 10, Exceptional, (103)
"This was our second visit to this condo and we enjoyed it as much as the first time. It is quiet, clean and comfortable."
Lovely Waterfront Condo! Two Pools~Lanai~WiFi. Near IMG~Beaches~AMI~Restaurants.

1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets

9.6 out of 10, Exceptional, (148)
"This was the perfect location in siesta key. We were right on the beach and enjoyed walking on the shore each day. The staff was super friendly and helpful and the grounds were clean. We are coming back next year and we’ve booked a 2-bedroom place so that we can bring family and friends. "
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets
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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Other property types in Casey Key

Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

9.2 out of 10, Wonderful, (82)
"Beautiful sunsets and loved walking out to the back patio and onto the beach. Great place for 2 people. "
The price is AU$1,237
includes taxes & fees
3 Apr - 4 Apr
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

9.2 out of 10, Wonderful, (51)
"We used this property as an extension to our home a few blocks away. We had a ball and enjoyed visiting and watching the sunsets together as well as beach time. I will use this property again in the future. Location cannot be beat! All the essentials were available. "
The price is AU$1,354
includes taxes & fees
2 Apr - 3 Apr
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4580)
"Vey enjoyable. Great location. Was clean, cozy and comfortable. As with many properties in Sarasota, some repairs still underway after the hurricanes (we visited in March 2025). Would stay again and would recommend."
The price is AU$449
includes taxes & fees
1 Apr - 2 Apr
Tropical Beach Resorts
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.