Beachfront holiday rentals in Casey Key, Florida

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Popular amenities for beachfront rentals in Casey Key, Florida

Pet-friendly beachfront home rentals

Guest favourite
Home in Siesta Key
5 out of 5 average rating, 8 reviews

Toes In The Sand | Private Pool, Walk to Beach!

AmyRating, 5 stars3 days ago
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!
Top guest favourite
Home in Placida
5 out of 5 average rating, 67 reviews

Lu's Lookout~A Beachfront Beauty🤎🌊 🏝 LGI

ColleenRating, 5 stars2 weeks ago
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!
Superhost
Apartment in Englewood
4.93 out of 5 average rating, 138 reviews

Gulf Side Condo Englewood Florida

WillRating, 5 stars5 days ago
A beautiful place on the gulf with everything you need for a relaxing beach getaway. Really enjoyed it
Superhost
Home in Longboat Key
4.88 out of 5 average rating, 124 reviews

Summer House longboat key

LauraRating, 5 stars3 weeks ago
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.
Top guest favourite
Home in Siesta Key
5 out of 5 average rating, 14 reviews

Key Casa on canal, 3bd 2 bath, 0,5 miles f Siesta

EvanRating, 5 stars1 month ago
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.
Superhost
Cottage in Englewood
4.84 out of 5 average rating, 116 reviews

Free Kayaks/bikes/walk to beach/pet friendly #3

MiraidaRating, 5 stars1 day ago
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.
Top guest favourite
Apartment in Englewood
5 out of 5 average rating, 25 reviews

Bayfront 3 Bedroom Condo Walkable to Beach. Unit 1

MilagrosRating, 5 stars1 month ago
Amazing stay !! Just like pictured and very clean . Loved it here will surely return.
Guest favourite
Home in Longboat Key
4.93 out of 5 average rating, 15 reviews

Short walk to beach + Boat dock

AndrewRating, 5 stars2 days ago
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

Top guest favourite
Home in Sarasota
4.97 out of 5 average rating, 67 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

KyleRating, 5 stars5 days ago
A beautiful home with a private, relaxed atmosphere and all the amenities you could need.
Guest favourite
Apartment in Siesta Key
4.95 out of 5 average rating, 122 reviews

2 Bed/2 Bath Condo Resort View on Siesta Key Beach

JohannaRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in Venice
4.96 out of 5 average rating, 101 reviews

Vintage Villa, Thirty-Five

MarleneRating, 5 stars9 months ago
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!
Superhost
Home in Punta Gorda
5 out of 5 average rating, 5 reviews

Aruba House

VyoneRating, 5 stars2 weeks ago
We loved the house and location. The pool area was beautiful & amazing. We loved staying the week at such a beautiful place.
Guest favourite
Apartment in Siesta Key
4.94 out of 5 average rating, 106 reviews

Siesta Key Beach Front Condo

JessicaRating, 5 stars2 weeks ago
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!
Superhost
Flat in Sarasota
4.86 out of 5 average rating, 119 reviews

Luxury King Suite

RoseRating, 5 stars3 weeks ago
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:)
Guest favourite
Home in Englewood
4.87 out of 5 average rating, 107 reviews

Luxury Lemon Bay 6 BR villa w/ pool & tennis court

RobinRating, 5 stars1 month ago
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!
Guest favourite
Flat in Sarasota
5 out of 5 average rating, 12 reviews

Remodeled Condo/Perfect Location

SesilyRating, 5 stars2 weeks ago
Great place, just like the photos! Easy access to the pool and beach. Very clean! Will stay again.

Private beachfront home rentals

Guest favourite
Apartment in Siesta Key
4.88 out of 5 average rating, 50 reviews

Enchanting Coastal Ambiance & Breathtaking Sunsets

LillieRating, 5 stars1 week ago
home was very clean and cozy!! everything was in walking distance and close to the beach, restaurants and shops were walkable distance 😊
Top guest favourite
Apartment in Siesta Key
4.94 out of 5 average rating, 18 reviews

Penthouse Expansive Ocean Views

AimeeRating, 5 stars1 month ago
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.
Guest favourite
Home in Siesta Key
4.77 out of 5 average rating, 512 reviews

Beachfront Getaway in Siesta Key

AdairRating, 5 stars6 days ago
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!
Top guest favourite
Flat in Longboat Key
5 out of 5 average rating, 27 reviews

Turquoise Gem 1st Floor

KinsleyRating, 5 stars5 days ago
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!☺️
Guest favourite
Cottage in Nokomis
4.92 out of 5 average rating, 93 reviews

The "Turtle Cottage" - a charming beachy retreat.

CarolynRating, 5 stars1 week ago
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.
Guest favourite
Villa in Englewood
5 out of 5 average rating, 52 reviews

Ocean View Villa Manasota Key

JessicaRating, 5 stars1 month ago
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.
Top guest favourite
Cottage in Englewood
5 out of 5 average rating, 22 reviews

Manasota Beach Cottage

ArzettaRating, 5 stars9 months ago
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.
Top guest favourite
Apartment in Sarasota
5 out of 5 average rating, 25 reviews

Beachfront - 2BR - Spectacular Beach Setting

MakaylaRating, 5 stars2 days ago
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!!!!

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