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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Casey Key condo rentals

On the beach

Jetties Pointe Cottage #1 - 408 “Casey Key”

Jetties Pointe Cottage #1 - 408 “Casey Key”
Casey Key
9.8 out of 10, Exceptional, (24 reviews)
"Great location with great residents "
United States
Ken L.
$413 nightly
The price is $461
May 14 - May 15
Total with taxes and fees
Jetties Pointe Cottage #1 - 408 “Casey Key”
Beachside One Bedroom Suite | Premium bedding, pillowtop beds, individually decorated

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (633 reviews)
"Love this place"
United States
Marialis
$221 nightly
The price is $249
May 18 - May 19
Total with taxes and fees
A Beach Retreat
On the beach

Jetties Pointe Cottage #5 - 408 “Casey Key”

Jetties Pointe Cottage #5 - 408 “Casey Key”
Casey Key
9.8 out of 10, Exceptional, (26 reviews)
"Great stay!"
United States
Lee M.
$425 nightly
The price is $474
May 21 - May 22
Total with taxes and fees
Jetties Pointe Cottage #5 - 408 “Casey Key”
On the beach

Jetties Pointe Cottage #3 - 408 “Casey Key”

Jetties Pointe Cottage #3 - 408 “Casey Key”
Casey Key
9.4 out of 10, Exceptional, (29 reviews)
"Super nice area "
Mexico
Carlos
$442 nightly
The price is $493
May 14 - May 15
Total with taxes and fees
Jetties Pointe Cottage #3 - 408 “Casey Key”
Smart TV, books, video library

Jetties Pointe Cottage #4 - 408 “Casey Key”

Jetties Pointe Cottage #4 - 408 “Casey Key”
Casey Key
9.8 out of 10, Exceptional, (19 reviews)
"Great location on the beach, bonus of beach chairs and umbrellas, clean and lovely condo - just incredible sunsets. "
United States
C F.
$468 nightly
The price is $521
May 14 - May 15
Total with taxes and fees
Jetties Pointe Cottage #4 - 408 “Casey Key”
On the beach

Jetties Pointe Cottage #2 - 408 “Casey Key”

Jetties Pointe Cottage #2 - 408 “Casey Key”
Casey Key
9.8 out of 10, Exceptional, (11 reviews)
"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.
$477 nightly
The price is $532
May 17 - May 18
Total with taxes and fees
Jetties Pointe Cottage #2 - 408 “Casey Key”
Property grounds

Jetties Pointe Cottage #6 - 408 “Casey Key”

Jetties Pointe Cottage #6 - 408 “Casey Key”
Casey Key
10.0 out of 10, Exceptional, (15 reviews)
"Destination Paradise is in a wonderful location. The view of the beach is amazing. The bed was very comfortable and you can walk to food! Very convenient."
United States
Beth G.
$415 nightly
The price is $463
May 16 - May 17
Total with taxes and fees
Jetties Pointe Cottage #6 - 408 “Casey Key”
Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.6 out of 10, Exceptional, (19 reviews)
"Great place and location "
United States
Cathy
$529 nightly
The price is $568
May 14 - May 15
Total with taxes and fees
Chadwick Cove Resort & Marina
Beach nearby, sun loungers, beach towels, snorkeling

Fully renovated Siesta Key Condo | Walk to Beach | Pool | Dog OK | Perfect Location in SK Village

Fully renovated Siesta Key Condo | Walk to Beach | Pool | Dog OK | Perfect Location in SK Village
Siesta Key Village
9.4 out of 10, Exceptional, (82 reviews)
"This condo has been nicely appointed and has everything you need for a beach vacation. It's also in the village near all shops and eateries. "
United States
Abi-Gayil G.
$515 nightly
The price is $574
May 20 - May 21
Total with taxes and fees
Fully renovated Siesta Key Condo | Walk to Beach | Pool | Dog OK | Perfect Location in SK Village
On the beach

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.
$434 nightly
The price is $485
Jun 3 - Jun 4
Total with taxes and fees
Drift & Dune – Longboat Beachfront #101 RVA
On the beach, sun loungers, beach towels

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
Manasota Key
9.4 out of 10, Exceptional, (85 reviews)
"Beautiful condo!! The owner was very responsive and attentive. We will definitely recommend this place to anyone!"
United States
Kay C.
$370 nightly
The price is $409
May 15 - May 16
Total with taxes and fees
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
Pool

Sleeps 10 - Pool w/ Slide - Games - 6 Min to IMG

Sleeps 10 - Pool w/ Slide - Games - 6 Min to IMG
South Bradenton
$450 nightly
The price is $502
May 19 - May 20
Total with taxes and fees
Sleeps 10 - Pool w/ Slide - Games - 6 Min to IMG
On the beach, beach umbrellas

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
$330 nightly
The price is $368
May 14 - May 15
Total with taxes and fees
1BR Beach Getaway – Silver Sands #254 by RVA
Beach nearby, sun loungers, beach towels, snorkeling

Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear

Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear
Sarasota
9.8 out of 10, Exceptional, (17 reviews)
"Wonderful location Perfect for what we wanted in a quick escape. "
United States
Antonio
$528 nightly
The price is $588
May 25 - May 26
Total with taxes and fees
Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear
On the beach, beach umbrellas

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.
$339 nightly
The price is $378
May 19 - May 20
Total with taxes and fees
Silver Sands 1BR – Gulfside Comfort #255 by RVA
Beach nearby

Shorewalk Palms Heaven 2BR Villa • 2 Pools & Heated Hot Tubs •Near IMG / Beaches

Shorewalk Palms Heaven 2BR Villa • 2 Pools & Heated Hot Tubs •Near IMG / Beaches
Bradenton
10.0 out of 10, Exceptional, (39 reviews)
"Great location between beaches and Sarasota activities. Nice space in a lovely community. "
United States
Sara
Shorewalk Palms Heaven 2BR Villa • 2 Pools & Heated Hot Tubs •Near IMG / Beaches
On the beach

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
$265 nightly
The price is $297
Jun 4 - Jun 5
Total with taxes and fees
Beachfront Studio – Cabana #5B by RVA
Beach nearby, beach towels

Lakefront Condo · IMG Academy 5 Min · Anna Maria Island 15 Min· Pools & Hot Tubs

Lakefront Condo · IMG Academy 5 Min · Anna Maria Island 15 Min· Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (120 reviews)
"Perfect spot and host "
United States
Dee B.
$272 nightly
The price is $303
Jun 1 - Jun 2
Total with taxes and fees
Lakefront Condo · IMG Academy 5 Min · Anna Maria Island 15 Min· Pools & Hot Tubs
On the beach, beach umbrellas

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.
$314 nightly
The price is $350
May 14 - May 15
Total with taxes and fees
Relax at Gulf – Silver Sands Resort #232, Longboat
Outdoor dining

Island Time: Open Tomorrow, $150/nt + Fees!

Island Time: Open Tomorrow, $150/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.
$371 nightly
The price is $415
Jun 7 - Jun 8
Total with taxes and fees
Island Time: Open Tomorrow, $150/nt + Fees!
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

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"This was our second trip to Tropical Beach Resort. We had another wonderful time. "
Gina 4-night trip
Posted 5 hours ago
Tropical Beach Resorts

Find out more about Casey Key

Casey Key Condo Rentals information

Number of reviews
1,354
Accommodation
490 Condo Rentals
Lowest Price
$249
Highest Price
$588

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