House holiday rentals in Siesta Key

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for house rentals in Siesta Key

House rentals with a pool

Top guest favourite
Home in Bradenton
4.98 out of 5 average rating, 58 reviews

IMG Academy-Modern Home Heated Pool Beaches 8 min

StephanyRating, 5 stars2 weeks ago
Went to Bradenton for a couple of days and decided on staying in Andrew’s wonderful house. The location is great, lots of shops and restaurants and close to Anna Maria Island. The house was spacious, clean, had all the amenities and the pool was a huge plus! Andrew was quick in his responses and very friendly. Had a great time and will definitely come again in the future.
Guest favourite
Home in Sarasota
4.97 out of 5 average rating, 59 reviews

2223 Doud Street, Sarasota, FL

MicheleRating, 5 stars1 month ago
This home was perfect for our group. We loved having 3 en-suite master bedrooms. The location is great for beach(Siesta Key), waterfront restaurants and shopping. We would definitely book again!
Superhost
Home in Sarasota
4.93 out of 5 average rating, 135 reviews

Centrally located oasis.

JacobRating, 5 stars10 months ago
The place was mostly what it said it would be, the pictures are accurate. Was pretty nice and cozy. Had lots of privacy, which was really nice. House was clean and had all of the amenities that were promised. Bed was really comfortable. The only drawback was that the pool was a little dirty, looked like it hadn’t been cleaned for a few days before we got there but it wasn’t that big of a deal.
Guest favourite
Home in Sarasota
4.94 out of 5 average rating, 98 reviews

Beautiful heated pool home, minutes from beaches

KatarzynaRating, 5 stars1 month ago
Great host and house. We enjoyed the layout of the house, awesome kitchen but the most we enjoyed the outside space and pool. Very nice neighborhood for walks in the morning. Easy drive to beaches, quick drive to grocery stores and restaurants.
Superhost
Home in North Port
4.81 out of 5 average rating, 134 reviews

Luxury villa 4 bdr with a heated pool (14guests)

TroyRating, 5 stars3 months ago
Leyla's property was perfect for our stay. Came to visit our grandkids who lived in North Port and gave us a great spot to relax at the end of the night.
Guest favourite
Home in St. Petersburg
4.9 out of 5 average rating, 101 reviews

3BR St. Pete Home, Heated Pool, 5 Min To Beaches

EricRating, 5 stars2 days ago
Austin and his team were very responsive and had clear communication. The home is very clean and has a great outdoor space! Listing is a quick drive to many local options such as dining and the beach.
Guest favourite
Home in Venice
4.91 out of 5 average rating, 185 reviews

Vacation Rental with private swimming pool

WendyRating, 5 stars2 weeks ago
This was mine & my husband's 2nd stay at Jan's place because we had such a great experience the 1st time around. The house is located in a quiet neighborhood close to all & any shopping venues you might need while you're there. Jan's place is squeaky clean, family friendly, perfect for a romantic couples getaway, & looks exactly as pictured. Lots of great amenities offered here such as beach chairs, extra patio furniture, coolers, umbrellas, kids sand toys, inflatables for the pool, beach towels, body wash, & shampoo in both bathrooms, & a full sized washer & dryer in the garage for self serve laundry. The master bedroom offers a king sized bed that's super comfortable. Black out shades for those that require a dark room for a good night's sleep. We had a couple of small issues (the tub stopper was missing & the showerhead in the tub broke) but Jan was quick to respond & remidied them right away. Thank you, Jan for everything! We love Venice & will be back again soon!
Superhost
Home in Bradenton
4.87 out of 5 average rating, 291 reviews

Large 4 bedroom pool home tiki bar close to Ami

JohnRating, 5 stars1 month ago
We were able to book a 3 night stay last minute and the hosts were super easy to work with. The house was more than we needed and everything available to make our stay enjoyable. They were quick to respond and answer questions. House is super clean and location allowed us to get to the beach and away from it when needed. We appreciate the space that allowed us to relax and unwind after a busy week.

Weekly house rentals

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

Pool - Tropical Retreat! Minutes to local Beaches!

RisaRating, 5 stars6 months ago
Olga’s listing was a perfect home for workcation. Has an office room, looks exactly the same from the picture, very clean, and they’ve got everything you need if you plan to cook. I take sleepy seriously and curtain kept room nice and dark in the morning. Movable shower head and instapot were added bonus for us where we were able to cook rice. Pool was super clean despite hurricane hits hard in the area, too. There has been minor issues here and there due to Hurricane Milton but Olga was very attentive and always promptly helped to solve the issue. Highly recommend to rent it if you plan to be in the area.
Superhost
Home in Holmes Beach
5 out of 5 average rating, 4 reviews

Barefoot Bliss by Beach Boutique Rentals

AshleyRating, 5 stars9 months ago
The house was very spacious and clean,loved the decorations. Very short walk to the beach and right near all the restaurants and shops. We will definitely return and will recommend to our friends and family!
Superhost
Home in Bradenton
4.83 out of 5 average rating, 258 reviews

Comfortable & modern house in Central Bradenton

DesireeRating, 5 stars3 weeks ago
1. My stay at this Airbnb in Florida was great from start to finish. 2. The place was very clean and well-kept, just as described. 3. I didn’t experience any problems during my stay. 4. The host was responsive and always replied in a timely manner. 5. I would definitely stay here again and recommend it to others.
Top guest favourite
Home in Sarasota
4.95 out of 5 average rating, 167 reviews

Wood Street Retreat 4/2 Near Beaches & Downtown

SteveRating, 5 stars1 week ago
I always enjoy a bargain and for the going prices of a comparable hotel room with less accommodations this was a great deal. The place was immaculate and when I thought we were missing towels the host was ready to get them there immediately. It felt like I was home and I appreciated the care and cleanliness that made the stay exceptional. Thoughtfully provided a pack and play for my grandchildren. There was nothing lacking. Everything first class and top quality. Highly recommend this home and the host to any future tenant.
Top guest favourite
Home in Indian Beach-Sapphire Shores
4.93 out of 5 average rating, 69 reviews

The Happy House - Seeing is Believing!

EmilyRating, 5 stars2 weeks ago
We absolutely loved everything about our stay! The house was a perfect fit for our family. The layout was great, comfortable rooms, kitchen was complete with everything you need for cooking. Our communication with Sheila was excellent. Will definitely come back again! Thanks for helping us enjoy a wonderful Spring Break!
Guest favourite
Home in Holmes Beach
4.9 out of 5 average rating, 58 reviews

Sea Glass Cottage

MadisonRating, 5 stars1 month ago
We loved our stay at Mike and Wendy’s bnb. Fantastic location with walking distance to the beach, the kids loved the pool which was kept very clean. The house was clean and comfortable, very home-y and did not feel like a rental, it felt like you were staying with a friend who lived there year round. Each room has its own bathroom which was very nice!
Top guest favourite
Home in Sarasota
5 out of 5 average rating, 19 reviews

Elegant Newly Remodelled Spacious HOME

SharonRating, 5 stars1 month ago
We loved this house, high end appliances and furniture! Everything was squeaky clean and very organized! Will definitely be back!
Superhost
Home in Sarasota
4.8 out of 5 average rating, 5 reviews

Amazing Location! Amazing Amenities!

AmyRating, 5 stars3 days ago
We just returned home after a week and already miss it. The unit was very clean, well stocked, tastefully decorated and comfortable. The park is big so we rented a golf cart from the park at a reasonable price to explore it all. Pool, bar, mini golf etc are all close and walkable so a golf cart is not necessary but it was fun to have one. Jennifer was very responsive and helpful with things to do in the area. I would definitely rent again. We are already planning to return with our grandchildren.

Private house rentals

Superhost
Home in Bradenton
4.95 out of 5 average rating, 38 reviews

Now Booking for Summer - Beach Gear, Pool & grill!

DrewRating, 5 stars2 months ago
House was spotlessly clean and well maintained. We were really only sleeping there so did not use pool or backyard amenities. Would highly recommend. Only suggestion would be to have coffee and coffee condiments available on check in. Most Air BNBs I have stayed at offer this amenity.
Top guest favourite
Home in North Port
4.79 out of 5 average rating, 152 reviews

3 bdrm Pool Home / Quiet Cul De Sac

JeffRating, 5 stars2 weeks ago
Very nice home, plenty of space for larger family. We used the heated pool everyday. Stores within 5-10 driving minutes of property. Would definitely rent in future
Superhost
Home in Venice
4.91 out of 5 average rating, 57 reviews

The Ripple Inn At Fennario

BrianneRating, 5 stars1 week ago
We were so impressed by Brian's place, the pictures do not do it justice. Spacious, private, had everything you needed are just a few of the great things. One of our moat appreciated amenities was the pool, we had our own little oasis. We were also very grateful for the beach gear! This included a cooler, beach umbrellas, several beach chairs, a sand sifter, and a wagon to carry it all. Brian was very responsive and made sure we had the best stay possible. We will definitely be back!
Guest favourite
Home in Bradenton
4.9 out of 5 average rating, 101 reviews

Large Sparkling Clean Pool Home West Bradenton

JesseRating, 5 stars2 weeks ago
What a wonderful place! I would like to thank the host for providing an exceptional and comforting stay for me and my family. I definitely recommend this place and would return in the future. Thanks for everything!
Superhost
Home in Longboat Key
4.88 out of 5 average rating, 122 reviews

Summer House longboat key

DaneRating, 5 stars1 week ago
Chris was a very responsive host. During our stay he spent a day working on his boat in the back. He was very friendly, but also respected our privacy. The house met all of our expectations and our kids loved the pool. The neighborhood was great to walk through and each house offered fantastic curb appeal. With 3 kids under the age of 6, the 10-12 minute walk to the beach was a little long, but Chris’ wagon and beach supplies helped! The golf cart would have been ideal, but without a place to park near the beach we didn’t have much use for it. We thoroughly enjoyed our stay and the entire family agrees we’d love to go back. Thanks Chris!
Superhost
Home in Venice
4.56 out of 5 average rating, 16 reviews

Lovely pool house 5 minutes from the beach

LindaRating, 5 stars12 months ago
Had a lovely stay here. Communication with Carmen was fantastic. Decorating in home was tasteful and lovely and we felt right at home.
Guest favourite
Home in Siesta Key
4.92 out of 5 average rating, 115 reviews

Siesta Peace Retreat a private home rental

Isabel CristinaRating, 5 stars9 months ago
Tracy's place is wonderful, and she is very attentive. She gave us lots of tips on what to do and where to go, which was a big plus. The backyard is very relaxing with a lovely spa where we enjoyed the evenings. The house was super clean, and the beds were very comfortable. If I return to Siesta Key, I will definitely stay there again.
Guest favourite
Home in Port Charlotte
4.9 out of 5 average rating, 42 reviews

Charming home near the Beach and Punta Gorda.

DebraRating, 5 stars3 weeks ago
We had a great time. Loved the location, it was close to pretty much everything. Our two 4 pound, Emotional Support Yorkie’s loved the screened in lanai. They would go out there to play and to get some warm sunshine. It was really cute! I love the laundry room, it was perfect and so convenient, right outside the lanai! The two bathrooms were really nice… They both were beautifully remodeled. All in all… our stay was great and we enjoyed it very much. Thank you Angel. We appreciate it. Debbie, Bob, Luci, and Tito.

Quick stats about house rentals in Siesta Key

  • Total rentals

    420 properties

  • Total number of reviews

    6.7K reviews

  • Family-friendly rentals

    390 properties are a good fit for families

  • Pet-friendly rentals

    200 properties allow pets

  • Rentals with a pool

    290 properties have a pool

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Siesta Key
  6. House rentals