Beachfront holiday rental in Casey Key, Florida

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Popular amenities for Casey Key, Florida beachfront rentals

Pet-friendly beachfront home rentals

Superhost
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!
Superhost
Home in Anna Maria
5 out of 5 average rating, 6 reviews

The Shell House

CindyRating, 5 stars3 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!
Top Guest favourite
Home in Placida
5 out of 5 average rating, 67 reviews

Lu's Lookout~A Beachfront BeautyšŸ¤ŽšŸŒŠ šŸ LGI

ColleenRating, 5 stars3 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!
Guest favourite
Condo in Englewood
4.94 out of 5 average rating, 139 reviews

Gulf Side Condo Englewood Florida

EricRating, 5 stars6 days ago
Super clean condo right on the beach. convenient parking. Beautiful get away!
Top Guest favourite
Townhouse in Siesta Key
4.96 out of 5 average rating, 27 reviews

100 Steps to beach access & 5-min Village walk

SeanRating, 5 stars3 weeks ago
We had an amazing trip to Siesta Key while staying at this location. It’s located right near the beautiful beach, there’s plenty of restaurants/bars within walking distance, and our host was very responsive. I would love to come back.
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 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
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 favourite
Home in North Fort Myers
5 out of 5 average rating, 34 reviews

3 BR Heated Pool House with Boat Lift

GinaRating, 5 stars1 week ago
The attention to detail makes this place really stand out. Coffee, snacks, bottled water, toiletries are all there waiting for you. She even has new toothbrushes should you forget yours. Kitchen is fully stocked with everything you need to cook. There’s Pool floats, beach towels, etc. love that I didn’t have to bring the extras! she also has suggestions for places to eat and things to do in the area. Will definitely rent this home next time I visit. Gorgeous views too!

Beachfront home rentals with a pool

Top Guest favourite
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!
Guest favourite
Condo in Siesta Key
4.91 out of 5 average rating, 127 reviews

Sea Shell Ocean view On Beach Walk everywhere Pool

MariaRating, 5 stars1 week ago
Loved the location and the layout of the condominium! We will be coming back!
Top Guest favourite
Condo in Siesta Key
4.97 out of 5 average rating, 319 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!
Guest favourite
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 favourite
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 favourite
Condo in Siesta Key
4.94 out of 5 average rating, 107 reviews

Siesta Key Beach Front Condo

JessicaRating, 5 stars1 month 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 favourite
Apartment in Siesta Key
4.99 out of 5 average rating, 184 reviews

Siesta Key #1 Beach, pickle ball & tennis paradise

ShellyRating, 5 stars4 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
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 favourite
Apartment in Sarasota
5 out of 5 average rating, 11 reviews

Cozy 1 bedroom a block from Lido Beach

CarolineRating, 5 stars3 weeks ago
Great location - and super comfy bed! Also amazing that there were beach chairs, towels, & even a wagon! Made it super easy and comfortable to walk to the beach and relax.
Top Guest favourite
Condo in Sarasota
5 out of 5 average rating, 46 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 favourite
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.
Superhost
Home in Punta Gorda
5 out of 5 average rating, 6 reviews

Aruba House

PeteRating, 5 stars3 days ago
Greg was a great host. Flexible in allowing for our early arrival, and quick to respond! His home is lovely. We had a relaxing time.
Top Guest favourite
Home in Englewood
5 out of 5 average rating, 11 reviews

Manasota Key to Relaxation

ConnieRating, 5 stars1 month ago
Our stay at Linda's was fantastic. The house is very spacious. The bedrooms and large and the beds are super comfortable. Everything was clean and fully stocked with all the necessities from extra towels, beach chairs and beach accessories. The view is unforgettable. Everything you need is there. Groceries and restaurants are an easy drive. Linda was responsive and lovely to speak with. My favorite Manasota key rental yet!
Superhost
Home in Sarasota
5 out of 5 average rating, 3 reviews

Crescent Paradise

ChiragRating, 5 stars3 weeks ago
We recently stayed at Grant & Cole’s place. It's a beautiful property. It was so roomy and just lovely. It's a lot bigger than the pictures presented. Loved all the decks. It was very cozy and nicely decorated. Loved the closeness to the beach, literally 5 min walk. We would be back soon and recommend this property!
Top Guest favourite
Condo in Longboat Key
5 out of 5 average rating, 8 reviews

Perfect Beach View Large 2 bedroom

LisaRating, 5 stars3 days ago
This is a beautiful condo with an amazing view!! I was looking for a balcony with plenty of comfortable seats and space for my mother to enjoy the beach for her 90th birthday. It could not have been any better. She loved the view! My sisters and I had a wonderful weekend. This is the most beautiful condo and location I have ever found on my many trips to Florida. Rick was also very quick to answer my questions. The checkin/checkout process was so easy. Thank you!
Guest favourite
Condo in Siesta Key
4.97 out of 5 average rating, 98 reviews

Palm Bay Club! Resort Style Living on Siesta Key!

WilliamRating, 5 stars3 days ago
2nd floor condo across the street from the beach. Condo felt just like home. Was able to cook breakfast and dinner most days when didn’t go out for restaurants. Was able to make coffee in the morning and enjoyed the courtyard view on the patio. Community is gated with security and they are always driving around making sure the rules are followed. Beach was incredible. Beach attendant supplied chairs and we used the condo supplied umbrella for shade. Lots of options for transportation around. Was a very relaxing experience! Thank you for hosting us!

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