
Beachfront holiday rentals in Casey Key, Florida
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Casey Key, Florida
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for beachfront rentals in Casey Key, Florida
Pet-friendly beachfront home rentals

Toes In The Sand | Private Pool, Walk to Beach!
The rental was very clean and had everything we needed. Kitchen was well equipped and the grill was a plus! Our toddler loved the pool and all the beach toys! We enjoyed the location and quick access to the beach and restaurants. Will definitely consider staying again!

Lu's Lookout~A Beachfront Beauty🤎🌊 🏝 LGI
Where does one begin?! Amanda was an extraordinary host, bar none. Communication was proactive and ensured no detail was overlooked, in terms of logistics for grocery delivery and transportation from the dick to the house, seamless precision. The house was pristine w/every attention to detail being met (and exceeded). The views were nothing short of surreal; the beach was perfection! We are counting the days til our return, so very grateful to Amanda for hosting a magnificent stay at Lu’s!

Gulf Side Condo Englewood Florida
A beautiful place on the gulf with everything you need for a relaxing beach getaway. Really enjoyed it

Summer House longboat key
Enjoyed our stay at Chris's place. Pool was very clean and house was well stocked with towels, laundry supplies, etc. Kitchen had plenty pots and pans. Pool had some floats and some pool noodles. Ample seating outside for everyone. Neighborhood was very nice and we felt safe. Light switches were kind of tricky but we figured it out. Didn't stay long enough to grill but hoping to come back again and try the outside grill.

Key Casa on canal, 3bd 2 bath, 0,5 miles f Siesta
The house is very convenient to the beach and to shopping and restaurants but far enough away from the main street to be very peaceful. Also, the kitchen and dining areas are large, so there is no problem having dinner "at home" for the family, if you want a break from eating out. Checking in was very easy, there are TVs in each bedroom, and the appliances, including washer and dryer all worked well.

Free Kayaks/bikes/walk to beach/pet friendly #3
The unit we stayed in was perfect for us. Bed was comfortable, TV was easy to manage. The AC system kept the units nice and cool. Amenities was accessible and plenty for all units to use. We were there just for the weekend but we were able to enjoy the porch, beach chairs, hats, bikes, outside shower, beautiful sunset. The Sand Bar was also a great place to have a meal and drinks. Thank you for a great stay.

Bayfront 3 Bedroom Condo Walkable to Beach. Unit 1
Amazing stay !! Just like pictured and very clean . Loved it here will surely return.

Short walk to beach + Boat dock
Our stay in Longboat Key was nothing short of spectacular, it is the perfect place for a quiet beach vacation. Scott’s place was close to both downtown LongBoat Key and downtown Sarasota but far enough away to where it felt like your own little island, we really appreciated that aspect of the stay. Scott was very responsive and always friendly, I never felt bad for asking even the simplest questions. He is by far the best AirBnB host I’ve had. The walk to the beach is 2 - 5 minutes max, this made our stay 100x better considering public beach parking is always a pain. To summarize, this stay is for those who are looking to get away the crowdedness of places such as Panama City, Destin, and any other place where people are right on top of you every day. LongBoat Key was the best possible destination for a quiet beach vacation and Scott is the best Host to have for the experience. Thank you Scott
Beachfront home rentals with a pool

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
A beautiful home with a private, relaxed atmosphere and all the amenities you could need.

2 Bed/2 Bath Condo Resort View on Siesta Key Beach
The location was great, close to village as well as crescent beach. Lots of restaurants, bars, and excursions close by. Private beach which is wonderful, they offer umbrella rentals for a very reasonable price. Two pools which allowed for plenty of space as neither pool was crowded. The condo came with adequate linen/towels with an exchange halfway through the week which was great. There were extra beach toys, umbrellas, and a cooler in the closet we found a few days in that came in handy.

Vintage Villa, Thirty-Five
This is our second year staying here. It was wonderfully peaceful this last weekend, just like last year. The beach is less than two minutes walk from the door. The kitchen had everything we needed in it. Plenty of beach items for use in the closet. The bathroom had more than enough towels and TP. We also used the pullout couch for our children, and they were very comfortable. we hope to book again soon, thank you!

Aruba House
We loved the house and location. The pool area was beautiful & amazing. We loved staying the week at such a beautiful place.

Siesta Key Beach Front Condo
Our stay was exactly what we wanted. Our host, Evan, was great and quick with any questions we had. The condo was located very close to Siesta Key Beach, and we didn't have to drive more than 20 minutes to get to anything that we wanted to around that area, some things even within walking distance. Everything we could have possibly wanted was provided in our home, which really made the week stress-free. We would definitely stay here again!

Luxury King Suite
My daughter and I only stayed here for 1 night but found plenty within walking distance. There are restaurants, shops, and a 7-11 across the street. The pool and beach are a short walk around the block and down the street. The sunset on the beach was beautiful. Justin was very responsive and accommodating, as I had difficulty understanding the map and needed written instructions to the pool/beach area:)

Luxury Lemon Bay 6 BR villa w/ pool & tennis court
We were so grateful to have such a beautiful place to stay at for our vacation week. Great location! Great building! Privacy was pristine! Accommodations were wonderful! There were 9 of us and we all enjoyed our own space and ease of getting somewhere when we wanted to. Loved it all!

Remodeled Condo/Perfect Location
Great place, just like the photos! Easy access to the pool and beach. Very clean! Will stay again.
Private beachfront home rentals

Enchanting Coastal Ambiance & Breathtaking Sunsets
home was very clean and cozy!! everything was in walking distance and close to the beach, restaurants and shops were walkable distance 😊

Penthouse Expansive Ocean Views
Brenda’s place was just as listed. Great location, clean, great space to call home for the week. Within walking or short drive to many restaurants and shopping areas. Walk to the beach was easy especially with all the beach supplies in the condo. Brenda was also very responsive when I reached out with clarifying questions.

Beachfront Getaway in Siesta Key
Our stay was so easy and enjoyable! Dior’s place is so cute and very clean. We were able to walk to multiple shops, bars, and restaurants. It was so nice to have our private beach access right down the sidewalk, and right beside the pool! We were also so glad that she was able to accommodate us on such short notice. Everything was perfect! This will definitely be our go-to place to stay when we visit Siesta!

Turquoise Gem 1st Floor
The turquoise gem is truly a gem, I’m so thankful we found this place! It’s very cozy & clean. Although, I would recommend bringing some slippers or wearing socks, I get why there’s not a lot of rugs (sand & such) but the floor isn’t the most comfortable walking around barefoot. The location is perfect, and super close to a convenient store & restaurants. The beach is gorgeous. Loved it here & we would totally stay again!☺️

The "Turtle Cottage" - a charming beachy retreat.
Great place located within walking distance of Nokomis beach and beach bars/restaurants. Few minutes drive to Venice for numerous other food options, along with fast food on the main road nearby. Very peaceful location.

Ocean View Villa Manasota Key
loved staying here. It was such a wonderful time and a beautiful property. Rick and William were great and very responsive and helpful. Would definitely stay here again. Thank you.

Manasota Beach Cottage
This cottage was perfect for the 3 of us! Right by a low crowd beautiful beach and within walking distance of several restaurant. Also loved that they had beach chairs, umbrellas, flippers and googles available to use. Pretty much everything you need on a beach. Also provided coffee pods which was a nice touch - we were able to have coffee every morning! Loved this place and would definitely visit again.

Beachfront - 2BR - Spectacular Beach Setting
This place was paradise! Beach, ocean, and pool all so close and relaxing. Everything was a short, walkable, and there is a free trolley to take you all around the area. Ryan was great at communicating and responded within 15 minutes at the latest. Lots of towels for the beach, well stocked kitchen. Nothing but 5 stars all around!! 10/10 recommend this property and host!!!!
Destinations to explore
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Seminole Holiday rentals
- Tampa Holiday rentals
- Central Florida Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Fort Lauderdale Holiday rentals
- Gold Coast Holiday rentals
- Miami Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Public Beach
- John's Pass
- Crescent Beach
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Jannus Live
- North Beach At Fort DeSoto Park
- Myakka River State Park
- Alafia River State Park
- River Strand Golf and Country Club
- Don CeSar Hotel
- South Jetty Beach