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House holiday rentals in Casey Key, Florida

Find and book unique houses on Airbnb

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Popular amenities for Casey Key, Florida house rentals

House rentals with a pool

Top Guest favourite
Home in Nokomis
5 out of 5 average rating, 37 reviews

Barbara’s Paradise

ArianRating, 5 stars1 month ago
I had a wonderful stay at this beautiful home! The house was spotless, stylish, and had everything we needed for a comfortable visit. The pool was definitely a highlight — clean, well-maintained, and perfect for relaxing. The whole place felt peaceful and welcoming. I would absolutely stay here again and highly recommend it to anyone looking for a great getaway.
Guest favourite
Home in Sarasota
5 out of 5 average rating, 6 reviews

Pool, Spa, & Private Gym in the Heart of Sarasota

NatalyaRating, 5 stars1 week ago
We had a great stay at the house. Loved the interior decor. Looks like the home was remodeled recently. Everything was fresh and clean. We loved hanging out by the pool. Backyard was very private and peaceful. Posts were very quick with their responses if I had any questions about the home. We would definitely stay at the Home again when we’re in town.
Guest favourite
Home in Venice
4.91 out of 5 average rating, 55 reviews

Tropical gardens and pool - 1/2 mile from beach

ConstanceRating, 5 stars1 month ago
This is a very well-appointed home with a private pool and lots of room for relaxing and enjoying your stay in Venice. The house is close enough to beaches and restaurants to make enjoying them convenient. We loved relaxing in the outdoor sitting area and swimming in the pool.
Top Guest favourite
Home in Venice
5 out of 5 average rating, 27 reviews

SunCoast Luxury Estates

MeganRating, 5 stars2 weeks ago
Greg and Bernadetta's house is everything you could ever want in an Airbnb! By far the best one I have stayed at. On arrival it was absolutely spotless, smelled great, it is beautifully decorated, feels cozy and so clean and fancy at the same time! It is fully stocked with everything you need - from plenty of kitchenware and appliances to pool accessories and towels, to beach gear. Huge bonuses for us were the wagon for the beach, enough backpack beach chairs for the entire family, boogie boards, shark teeth finding sifters, 2 coolers. We were SET! They have bikes and kayaks - you could stay for weeks!! The pool is also awesome. Lots of space to lounge, the pool itself is SO nice, even the mat floor around the pool is awesome. Beaches and restaurants are close by, and the hosts are super helpful and responsive checking on us and accommodating anything we needed. I cannot recommend this place enough!
Top Guest favourite
Home in Venice
4.91 out of 5 average rating, 190 reviews

Vacation Rental with private swimming pool

PatriciaRating, 5 stars1 week ago
While staying at Jan's we were close to the beach and restaurants. The home was very clean, and comfortable. The kitchen was well equipped for what I needed to prepare meals. The bed was super comfy, but a bit high for my 4'11" stature :) If we ever have the chance to get back to Venice, we will definitely book with Jan again.
Top Guest favourite
Home in Osprey
4.96 out of 5 average rating, 47 reviews

Creekside Paradise I

MichaelRating, 5 stars3 months ago
If you are looking to stay in Sarasota, this is an amazing place. Beyond having the best equipped kitchen we've ever seen in an AirBnB, our hosts were incredibly responsive in addressing any other needs we had. This property felt like home by the time we left, and we have no problems recommending it to anyone!
Top Guest favourite
Home in Nokomis
4.98 out of 5 average rating, 47 reviews

The Pineapple Escape

ErinRating, 5 stars5 days ago
Our family had a wonderful stay at Claudia's home! She is a very friendly and responsive host. The neighborhood is quiet and in a central location to many wonderful beaches and restaurants. The house and pool were very clean and stocked with many kitchen, bathroom and pool essentials. We definitely recommend the Pineapple Escape!!
Guest favourite
Home in Sarasota
4.96 out of 5 average rating, 85 reviews

3 bedroom Heated salt water pool close to Siesta

JessicaRating, 5 stars2 weeks ago
Great place! The house itself is beautiful and well maintained. Very well equipped with the necessary utensils. The pool was awesome, very clean and was heated at times. There is a walmart and publix just 2 minutes away from house plus plenty of gas stations! The beach was very close, about 20 minutes away from the house. I recommend turtle beach which was great, free parking and not too crowded like siesta key beach. Overall the place was amazing and host was very accomplished and reaponsive. Thank you se

Weekly house rentals

Top Guest favourite
Home in Sarasota
5 out of 5 average rating, 59 reviews

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

CharlieRating, 5 stars1 week ago
My wife and I had a great time at this stay. Lots to do at the house along with great beaches and restaurants within a 15-20 minute drive. The house was clean and had everything that you might need. We were able to drive to Disney in just over an hour and a half which provided a different experience to go along with the daily beach/pool trips. Cool AC inside to combat the humid 88 degree weather in June 2025.
Top Guest favourite
Home in Englewood
5 out of 5 average rating, 32 reviews

New house w/pool close to beach & mineral springs

NicolasRating, 5 stars1 week ago
This "home' was an absolute gem for our family retreat! We stayed for a few days with my mom and my in-laws, and the setup was truly perfect. The modern, clean space was ideal for families, offering a peaceful environment with a beautiful pool and stunning waterfront access. We highly recommend this place for anyone looking for a relaxing and enjoyable family getaway.
Top Guest favourite
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 favourite
Home in Englewood
5 out of 5 average rating, 35 reviews

"Lost Loon" Oceanfront Cottage by Roxy Rentals

VitalyRating, 5 stars5 days ago
If I could give this home 10 stars, I would! This is the only Airbnb we’ve ever returned to, and we’re already planning our next stay for our family of four. The home instantly feels welcoming: fresh flowers, snacks on the counter, even a fridge stocked with cold drinks.. little touches that make you feel like you’re visiting a friend’s house and not a rental. Janine is a wonderfully responsive and thoughtful host. The home is spotless, cozy, and stocked with all the things you might forget to pack (sunblock, toiletries, even slippers). The towels are plush and plentiful, there are extra linens and blankets, and the beds are incredibly comfortable; we slept so well after our days at the beach! Most importantly, you truly can’t beat having a beautiful, quiet beach right in your own backyard. This house is a gem.
Top Guest favourite
Home in Sarasota
5 out of 5 average rating, 23 reviews

Sarasota Tropical Place in the Heart of the Gulf!

KevinRating, 5 stars2 months ago
We had an amazing time at Agnes's home ! The house was spotless when we arrived—super clean, well-maintained, and clearly cared for with pride. It had everything we needed for a comfortable stay, and the layout made it feel spacious and welcoming. But what really made it stand out was the yard—absolutely beautiful! Plenty of room to relax, play, and enjoy the Florida sunshine. Our dog loved it and so did we. It’s not always easy to find a place that makes both humans and pups equally happy, but this one totally nailed it. If you're looking for a peaceful, pet-friendly getaway with great outdoor space and a sparkling-clean interior, this is the one. We’d definitely stay here again!
Top Guest favourite
Home in Venice
4.93 out of 5 average rating, 41 reviews

Modern Lakefront Villa, Great Pool, Near Beach!

BorysRating, 5 stars3 weeks ago
Its amazing house with modern interior beautiful pool and lake view. Few gators in the lake. Venice has amazing beaches and restaurants. Im glad to open this city for our family.
Guest favourite
Home in Venice
4.93 out of 5 average rating, 57 reviews

Palmetto Cottage Retreat

DanaRating, 5 stars2 weeks ago
the most perfect cozy cottage for a little florida retreat. great fit for our group of 5! the house had any beach, kitchen, laundry gadget ect, that you could need for a vacation. location was great for us, just a 5-10 minute drive to any surrounding beach, our favorite (and the closest) was manasota, we found over 600 teeth in only 1 hour!!! also lots of thrifts, coffee spots & shops within a shirt drive. the hot tub was super great during storms & for our nightly watch of the new season of love island lol, though it could have been just a tad more up to par cleanliness wise. the neighborhood was cute & felt totally safe and we enjoyed the front porch often! lots of sweet details around the home that really encapsulate the exact vibe we were hoping for! would for sure come & stay at kristins again! thank you for a great stay!!!
Top Guest favourite
Home in Venice
5 out of 5 average rating, 23 reviews

Serenity in Venice! Steps to Shamrock Park & Trail

VimarieRating, 5 stars4 days ago
Great communication! We love the house; a lot of entertainment. My teenage son was in love with the old disc music player. Grateful for the opportunity to use your home.

Private house rentals

Top Guest favourite
Home in Sarasota
4.97 out of 5 average rating, 68 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

GabriellaRating, 5 stars1 week ago
This Airbnb exceeded every expectation! The property was beautiful, spotless, and incredibly well-maintained. The pool was a highlight—clean, peaceful, and the perfect spot to relax every day. The host was friendly, responsive, and made sure we had everything we needed for a comfortable stay.
Guest favourite
Home in Nokomis
5 out of 5 average rating, 5 reviews

Good Beach Bungalow

KateRating, 5 stars2 months ago
My family of 4 recently had a wonderful stay. The house was beautifully appointed, perfectly clean, and well stocked. It is located very close to a great bike trail and we used the bikes that were provided by the hosts. The house also had beach chairs, toys, and a shark tooth sifter for guests to use. The beds were our favorite part and everyone slept wonderfully!
Guest favourite
Home in Siesta Key
4.77 out of 5 average rating, 512 reviews

Beachfront Getaway in Siesta Key

AdairRating, 5 stars2 weeks 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!
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 stars1 week 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 Venice
4.96 out of 5 average rating, 27 reviews

Large beautiful home minutes from beach!

BrenRating, 5 stars1 week ago
Yve was a truly delightful host who made our stay incredibly memorable. Having stayed in several Airbnbs, I can genuinely say that her thoughtful, personal touches set this experience apart. Each room feels like a refined, boutique hotel—elegant, comfortable, and designed with care. The beds were extremely comfortable and the furniture very nice. The attention to detail reflects not only a love for hospitality but a clear intention to create a space that fosters both rest and family connection. The location is ideal—just minutes from the beach, with easy access to local dining spots and Publix for convenience. As a local Floridian, I deeply appreciated this hidden gem, and I will absolutely be returning. Thank you Yve for your hospitality.
Top Guest favourite
Home in Port Charlotte
4.97 out of 5 average rating, 32 reviews

Saltwater Serenity Villa/ Dock/ Heated Pool/

KarlaRating, 5 stars2 weeks ago
We had a wonderful stay at this beautiful home! We loved that they had basically everything you might need. They even had a high chair and pack n play which was really useful with our 11 month old. The area is peaceful and quiet but still close to restaurants/grocery stores. Our favorite part of the stay was watching the sunset while relaxing in the pool.
Top Guest favourite
Home in Nokomis
5 out of 5 average rating, 61 reviews

Tropical Oasis Pool Home 1 mile to the Beach

KarenRating, 5 stars3 months ago
Cory was a wonderful host. When we called to inquire about the temperature of the pool water (it felt cold to us, after the heater was turned on,) Cory was very responsive and made arrangements for someone to come over right away to turn it up for us! Thanks for accommodating our request and for your concern that we were comfortable and had everything we needed for our stay in Florida.
Top Guest favourite
Home in Sarasota
5 out of 5 average rating, 88 reviews

The Mango House Beach Cottage

SavannahRating, 5 starstoday
Had an amazing time staying at the mango! It was the perfect private spot about 10 minutes from the beach that couldn’t have been any better for my husband and I. We did have a slight AC problem during the middle of the week but Whitney responded so quickly and was able to get it fixed so fast while we enjoyed our day at the beach.

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