Beachfront vacation rentals in Casey Key, Florida

Find and book unique beachfront homes on Airbnb

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Popular amenities for Casey Key, Florida beachfront rentals

Pet-friendly beachfront home rentals

Superhost
Home in Placida
4.76 out of 5 average rating, 34 reviews

3/2 LGI Gulf Front w/Dock

RoselynRating, 5 stars2 weeks ago
This wonderful beach house comes highly recommended for anyone seeking a place to unwind, relax, and disconnect from everyday life. It offers a peaceful atmosphere that is truly refreshing. The kitchen is well equipped, and there are plenty of towels, linens, and pillows available. The furniture is incredibly comfortable. The neighbors are friendly and very helpful, making the experience even better. This place is truly a gem.
Superhost
A spacious living area features a mix of comfortable seating, including a purple sofa and a black armchair. Large glass doors provide a view of the outdoor space and the surrounding landscape. A dining area is visible with a table set for four, accented by floral decor.
Condo in Siesta Key
4.91 out of 5 average rating, 44 reviews

Dreamview Beachfront Romantic/Pet Friendly Getaway

RobinRating, 5 stars3 months ago
Fantastic location on quieter area of beach but still walkable to the Village restaurants. Comfortable bed, huge shower. Loved our stay!
Top guest favorite
An aerial view captures the waterfront property, highlighting the silver-roofed house surrounded by lush greenery and palm trees. A long wooden pier extends into the calm waters of Charlotte Harbor, inviting activities like fishing and kayaking.
Home in Bokeelia
5 out of 5 average rating, 7 reviews

The Harbor House

BrianRating, 5 stars1 week ago
We had a great time at harbor house! Saw lots of wildlife from the dock! Definitely will stay again!
Guest favorite
A private heated pool is surrounded by tropical palms, featuring a gently curved shape with clear blue water. Two white adirondack chairs are positioned nearby on a paved patio, inviting relaxation in a tranquil outdoor setting.
Home in Anna Maria
5 out of 5 average rating, 6 reviews

The Shell House

CindyRating, 5 stars2 weeks ago
Very beautiful house within easy walking distance to the beach. It was very clean and the check in and out process was easy. My family and I had a great time. The beaches were beautiful and just a short walk from the house. The pool in the back yard was private and perfect for my family. The decor and landscaping was great! I highly recommend staying here. It was perfect!
Guest favorite
An aerial view captures a coastal condo complex nestled along a sandy beach. The vibrant turquoise waters of the Gulf of Mexico meet the shore, framed by lush greenery and winding pathways. Nearby structures feature a blend of nature and architecture, embodying a serene coastal lifestyle.
Condo in Englewood
4.94 out of 5 average rating, 139 reviews

Gulf Side Condo Englewood Florida

EricRating, 5 stars4 days ago
Super clean condo right on the beach. convenient parking. Beautiful get away!
Top guest favorite
A spacious living area is highlighted by a comfortable brown leather sectional sofa, accompanied by a round coffee table. Large glass doors open to a patio area, allowing natural light to flood the room, with a serene beach scene displayed on the adjacent wall.
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 stars2 months 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
A light blue two-story beach cottage features a spacious front deck with two umbrellas and outdoor seating. The lower level includes a concrete driveway leading to two garage doors. Lush greenery and palm trees surround the property, providing a tropical ambiance.
Cottage in Englewood
4.84 out of 5 average rating, 116 reviews

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

MiraidaRating, 5 stars1 week 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 favorite
A scenic view of the marina features several boats docked in calm waters, surrounded by a vibrant collection of buildings and lush greenery. The backdrop includes a clear blue sky meeting the ocean, illustrating a peaceful coastal environment.
Condo 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.

Beachfront home rentals with a pool

Top guest favorite
Condo in Englewood
4.96 out of 5 average rating, 114 reviews

Sunset Beach

TraceyRating, 5 stars1 month ago
Ed's place has become our happy place and our home away from home! This trip was so relaxing and healing after a surgery...just what I needed. Great sunsets!
Top guest favorite
Condo in Siesta Key
4.97 out of 5 average rating, 318 reviews

On the Beach; Siesta Key SunBum Studio

LauraRating, 5 stars1 week ago
My daughter and I stayed for a mother daughter girls trip and had a blast! They made sure to take care of every little detail to make you feel comfortable and at home. Even checking in and making sure we made it ok. It was very clean and the location was amazing. Easy to get around on the trolly if we didn't want to drive and literally steps away from the beautiful white sand and clear turquoise beach. Do yourself a favor and book the trip!
Top guest favorite
A pathway lined with colorful plants leads to a gated swimming pool area surrounded by lush palm trees. The pool is visible through the white fence, contributing to a serene and inviting environment.
Apartment in Longboat Key
4.95 out of 5 average rating, 103 reviews

Longboat Key-OCEAN FRONT- on the beach

JimRating, 5 stars3 weeks ago
Absolutely loved our stay! The place was spotless, beautifully decorated, and had everything we needed for a relaxing getaway. The location was perfect—just steps from the beach with stunning views and peaceful surroundings. Cindy was incredibly responsive and welcoming. We’ll definitely be back—highly recommend
Guest favorite
A spacious community pool is surrounded by a paved deck and overlooks palm tree greenery. The clear blue water reflects a partly cloudy sky, offering a refreshing atmosphere for relaxation. Nearby lounge chairs are arranged along the poolside.
Condo 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!
Guest favorite
A private heated pool is featured in a landscaped outdoor area, surrounded by smooth stone tiles. Colorful plants add vibrancy to the space, while a flowing water feature enhances the serene atmosphere.
Home in Holmes Beach
4.94 out of 5 average rating, 106 reviews

The Peachy Beach House, steps to the gulf

JamieRating, 5 stars1 month ago
We had the most wonderful 5 days here. House and pool were amazing. Heated outdoor shower was great for after the beach. Beach is less than a 5minute walk away. We walked there several times at sunset and got beautiful photos. restaurants and shopping near by. we will definitely be back!
Guest favorite
A large heated outdoor pool is surrounded by lounge chairs, offering ample space for relaxation. The pool area is framed by palm trees, with a view of the condominium building and parked cars in the background, creating a welcoming environment.
Condo in Siesta Key
4.94 out of 5 average rating, 107 reviews

Siesta Key Beach Front Condo

JessicaRating, 5 stars4 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!
Top guest favorite
A spacious pool area is surrounded by lounge chairs, offering a view of palm trees and the shoreline in the distance. The tranquil water in the pool reflects the clear blue sky, while the well-maintained patio provides ample space for relaxation.
Apartment in Siesta Key
4.99 out of 5 average rating, 184 reviews

Siesta Key #1 Beach, pickle ball & tennis paradise

ShellyRating, 5 stars2 days ago
Our family loved staying at Sarasota Surf & Racquet Club! Our place was clean, had everything we needed and more. The owner was very responsive and always answered quickly. Beautiful facilities right on the beach! We highly recommend this condo!
Superhost
An outdoor pool is framed by elegant lounge chairs and palm trees, reflecting a clear blue sky. The building stands in the background, featuring a light yellow facade and curved balconies, contributing to a relaxed resort ambiance.
Apartment in Sarasota
4.86 out of 5 average rating, 119 reviews

Luxury King Suite

RoseRating, 5 stars1 month 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:)

Private beachfront home rentals

Guest favorite
An open concept living area features a blend of modern and comfortable furnishings. A dark wooden coffee table is centered on a textured rug, with a stylish mirror and a ceiling fan overhead. Large glass doors allow natural light and views of the screened Florida Room.
Condo in Siesta Key
4.88 out of 5 average rating, 50 reviews

Enchanting Coastal Ambiance & Breathtaking Sunsets

LillieRating, 5 stars2 weeks 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 favorite
A modern, one-story villa is showcased with a light-colored exterior. The front door is flanked by tropical palm trees and vibrant landscaping. A paved driveway leads to an attached garage, enhancing accessibility in this coastal retreat.
Home in Sarasota
5 out of 5 average rating, 17 reviews

Ground floor home 2BD2BA garage Pool Private beach

NoraRating, 5 stars3 weeks ago
We had a fabulous stay! The location is perfect. The condo was spotless and nicely decorated. We had absolutely everything we needed. The private beach was clean and not crowded. Chairs were readily available. The location is great. There was an unexpected issue when we first arrived, but Amy was incredibly responsive and supportive, checking in regularly to make sure we were okay and comfortable. Her excellent communication and customer service was exceptional. Once everything was settled, we were able to fully enjoy the space and the beautiful surroundings. Can't wait to go back. We would definitely recommend booking this property.
Top guest favorite
An aerial view showcases a charming beach town along the coastline, with the ocean's turquoise waters visible in the background. Several buildings with distinct architectural styles blend harmoniously, while palm trees punctuate the landscape, enhancing the coastal ambiance.
Home in Manasota Key
5 out of 5 average rating, 38 reviews

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

MichaelRating, 5 stars1 month ago
We had a really good few days to attend a family wedding just up the street. Convenient location walkable to the beach and the owners have an array of beach items that guests can use. Home is very nice and having three bedrooms each with individual bathrooms was great. The pool area out back is outside but shaded making for a comfortable oasis when we are not at the beach. Chris and Kalyn were very quick to respond to the couple of questions we had and had some great recommendations for things to do in the area. Top notch vacation rental for us and our adult children and wives. Very nice!
Guest favorite
An aerial view captures the serene surroundings of Vitamin Sea, nestled along the coastline. The image showcases the tranquil waters leading to the canal, with Turtle Beach nearby. Lush greenery and a small, quiet complex contrast against the vibrant blue ocean, reflecting a peaceful coastal retreat.
Condo in Sarasota
4.98 out of 5 average rating, 50 reviews

Vitamin Sea - Gulf View 2/1 with Heated Pool

JenniferRating, 5 stars3 weeks ago
This condo is in the perfect location. It’s away from the crowds of Siesta Beach, but still close to everything. The setting is beautiful and the property has everything you could need. We hope to visit again soon!
Guest favorite
The charming exterior of the Turtle Cottage showcases cheerful yellow siding, complemented by white railings and a small porch area. A decorative turtle motif is mounted on the wall, adding a coastal touch. The front door is framed by a simple overhang, enhancing the inviting entrance.
Cottage in Nokomis
4.92 out of 5 average rating, 93 reviews

The "Turtle Cottage" - a charming beachy retreat.

CarolynRating, 5 stars2 weeks 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 favorite
A sandy path lined with vibrant greenery and blooming plants leads towards the beach. Tall palm trees sway gently in the breeze under a clear blue sky, creating a serene atmosphere that invites a leisurely stroll.
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 favorite
A dining area is visible with a wooden table surrounded by blue upholstered chairs. Large windows offer views of the beach and turquoise waters, providing a bright, airy atmosphere enhanced by natural light. Coastal-themed artwork adorns the wall, complementing the serene beach scenery.
Condo in Sarasota
5 out of 5 average rating, 45 reviews

Breathtaking Beachfront Views in Siesta Key

AverieRating, 5 stars2 weeks ago
this was by far our favorite vacation ever! the place was very clean, cozy, and perfect for our week. the hosts were very kind and responsive. can’t recommend this enough! siesta key was a beautiful place to stay, as well. so many good restaurants and little shops with lots to do! our favorite restaurant was spearfish 10/10 recommend. we will definitely be coming back again to this airbnb!
Guest favorite
An outdoor area features a crystal-clear pool surrounded by paver stones. A set of six wooden chairs and a table are positioned nearby, complemented by two lounge chairs. The exterior of the vacation home displays a vibrant blue-green facade with large windows reflecting the sunlight.
Home in Anna Maria
5 out of 5 average rating, 7 reviews

Sea Shack - 2bd/2ba POOL Home

KarlaRating, 5 stars3 weeks ago
Words can't describe what this place looks and feels like! It is beautiful, comfortable and accessible. If you are looking for a nice place to stay and enjoy the beach and pool all day, this is the spot. It has all the necessary amenities for the trip. They do have beach chairs, cart, umbrella and beach toys. The arrival and check in was no hassle at all, had no need to contact the host, as everything was well taken care of and it had written detailed instructions for further assistance. The BEACH is extremely beautiful.

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