Holiday Homes in Casey Key

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Featured Holiday Homes in Casey Key

Tropical Villas of Venice Beach

3.5 star property
9.6 out of 10, Exceptional, (217)
"Good location clean easy check in"
Tropical Villas of Venice Beach

Private Oasis in Sarasota Florida

10.0 out of 10, Exceptional, (14)
"The property was just as described. A perfect spot. Close to everything but secluded. The owner was very receptive when a minor issue was addressed. Just the atmosphere we needed for rest and relaxation! "
Private Oasis in Sarasota Florida

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (29)
"I love this property and people that run it are awesome. Paige you never left me hanging on anything you always answered my questions or problems immediately. Thank You"
Siesta Key Island Rentals

2-Bedroom Pool Home Convenient To Beaches

9.8 out of 10, Exceptional, (117)
"Super easy to rent - host very responsive. Basic accommodation with bonus swimming pool. Nice privacy factor. Convenient for our weekend trip to view area properties. "
2-Bedroom Pool Home Convenient To Beaches

LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.

9.8 out of 10, Exceptional, (77)
"We stayed for 5 nights and wished we could have stayed longer! The home was perfect for our needs with spacious rooms, clean and well taken care of, and all the amenities we could use. The pool and canal view were added bonuses. The location was especially great for us. We walked daily to the Village to enjoy the variety of restaurants and also the gorgeous public beach. The host was so responsive to questions and also helped us with a forgotten item. Above and beyond! Recommend so...
LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.

Gorgeous Pool house 5 min from the beach, shopping and restaurants I

9.2 out of 10, Wonderful, (35)
"This was a great home to stay in! My friend and I were in town for a birthday. The neighborhood is very safe and close to so many local spots. The owners were very responsive and helpful. "
The price is AU$577
includes taxes & fees
28 Nov - 29 Nov
Gorgeous Pool house 5 min from the beach, shopping and restaurants I

Comfy private home In Venice, Florida -Solar Heated Pool, Minutes From the Beach

10.0 out of 10, Exceptional, (129)
"Enjoyed our stay very much. Only downside the pool was a Littel cold."
Comfy private home In Venice, Florida -Solar Heated Pool, Minutes From the Beach

A Piece of Heaven, Waterfront Home, Heated Screened Pool & in Port Charlotte

9.2 out of 10, Wonderful, (58)
"Great property. Owner was attentive and accessible. "
The price is AU$423
includes taxes & fees
2 Dec - 3 Dec
A Piece of Heaven, Waterfront Home, Heated Screened Pool & in Port Charlotte

Private Home | Dog Allowed | Outdoor Seating | W/D, Close to Beach & Village Shops

9.6 out of 10, Exceptional, (38)
"Trip was to help w family medical emergency- close to hospital but also to downtown, beaches etc. Perfect oasis from a stressful situation"
Private Home | Dog Allowed | Outdoor Seating | W/D, Close to Beach & Village Shops

Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

10.0 out of 10, Exceptional, (50)
"We loved our stay at Kayla's place! Everything was super clean when we walked in, and she clearly put a lot of thought into stocking up on all the little things you need but might forget to pack. The neighborhood was perfect - easy to get everywhere we wanted to go. Definitely worth booking if you're heading to the area."
The price is AU$531
includes taxes & fees
2 Dec - 3 Dec
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

New home 3/2 renovation 3 miles to Siesta Key

8.6 out of 10, Excellent, (4)
"The house was very clean with helpful amenities. However, the only complaint we have would be about the water pressure in the showers. Overall, it was a great experience in a great location, very close to the beach!"
The price is AU$527
includes taxes & fees
4 Dec - 5 Dec
New home 3/2 renovation 3 miles to Siesta Key

Downtown Escape! All new! Cute Villa in Sarasota!

9.8 out of 10, Exceptional, (6)
"The place was great and the neighborhood quiet. Our only problem was the washing machine which was indeed broken. When I was communication with the property manager they were so nonchalant about the probem. I know it was 7 am in the morning but we really needed the spin cycle to work to get the clothes dry. They wanted me to U-tube the issue and fix it myself. We ended up ringing the clothes out before drying them. It was just an unfortunate dilemma but we got through it."
The price is AU$393
includes taxes & fees
5 Dec - 6 Dec
Downtown Escape! All new! Cute Villa in Sarasota!

Unique Nokomis Home ~ 2 Mi to Beach Access!

9.4 out of 10, Exceptional, (16)
"Nice place to stay. No issues. "
Unique Nokomis Home ~ 2 Mi to Beach Access!

Oceanfront home w/sunset views of Sarasota Bay

9.8 out of 10, Exceptional, (106)
"This house was perfect to visit our family.it was nice to have all the accommodations of home while being away from home. No problems at all with the home. Kids loved the pool more than the beach. The bay view with a full moon is breathtaking!"
Oceanfront home w/sunset views of Sarasota Bay

Sarasota-Indian Beach Zen Home (private-pet friendly)

9.8 out of 10, Exceptional, (24)
"We love everything about this property Even our 10 yo said that it’s her fav home "
Sarasota-Indian Beach Zen Home (private-pet friendly)

Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach

9.8 out of 10, Exceptional, (87)
"We loved our stay! Perfect location to walk to the beach, St. Armand’s circle, and the free trolley that takes you down town. We would stay again! Thank you"
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach

Siesta Key Village Home < Half Mi to Beach!

10.0 out of 10, Exceptional, (21)
"Loved our stay here. The place was amazing! The location was perfect, right in the center of the village and walking distance to the beach. The home was decorated beautifully, comfy and had all the tools for the beach. We absolutely loved our stay here. One of our favorite trips. "
Siesta Key Village Home < Half Mi to Beach!

Completely remodeled four bedroom home in Sarasota, Fl. 100 yards to the ocean!

10.0 out of 10, Exceptional, (13)
"The house was even better than the pictures. Check in and check out were simple. The place was so clean and accommodating. Location was great to try different beaches, areas and restaurants. Host was very easy to get ahold of. Highly recommend!"
Completely remodeled four bedroom home in Sarasota, Fl. 100 yards to the ocean!

Displaced due to storm? Need a temporary home? Need vacation? Work from home?

7.8 out of 10, Good, (7)
"Cute house. Looks like they are doing some remodeling on the floor and a few other minor things. But over all a nice comfortable house. Also, pet friendly is a bonus ! Thank you for a nice stay :)"
Displaced due to storm? Need a temporary home? Need vacation? Work from home?

Blue Pineapple Delight

10.0 out of 10, Exceptional, (11)
"We rented this house after our place sustained hurricane damage and it was exactly what we needed! Clean, comfortable, and great wifi for remote work. Our pets loved it, too."
Blue Pineapple Delight
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

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2074)
"Our suite was very clean and the hospitality was wonderful. Would definitely recommend to anyone. If we ever visit the area again we would definitely stay there."
The price is AU$266
includes taxes & fees
28 Nov - 29 Nov
Hibiscus Suites - Gateway to Siesta Key

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
9.8 out of 10, Exceptional, (211)
"Facility was great … would certainly stay here again in the future "
The price is AU$726
includes taxes & fees
3 Dec - 4 Dec
The Residences at Siesta Key Beach by Hyatt Vacation Club

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4537)
"The stay at the hotel was good. Issue was if you didn’t purchase their chair and umbrella then you were forced to sit at the end where the beach area is not kept nice. You’re spending the same money as everyone else to stay at resort. Should have the same right to sit where you want on the beach. "
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.