Some info has been automatically translated. Show original language

Villa vacation rentals in Siesta Key

Find and book unique villas on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Siesta Key villa rentals

Private villa rentals

Villa in Anna Maria
5 out of 5 average rating, 5 reviews

Bean Point Residence Unit B by SeaBreeze Vacation

JanetRating, 5 stars9 months ago
This place was wonderful. Best part..the pool and the location to the beach. You could easily walk back to the house from the beach if you forgot something. Easy to run out to see the beautiful sunsets. The pool was awesome. We used it a lot. So nice to have all of the provided amenities including beach towels, beach wagon, beach chairs, umbrellas, shampoo, soap, etc. paper towels, laundry pods, dishwasher pods. Could have used a few things like salt and pepper in the kitchen but they were very generous with the amenities. The area is quiet with just a little traffic going by. The place was VERY clean. Only thing to know which didn't bother us is the laundry room is off one of the bedrooms so if doing laundry at night it's pretty loud, and you have to go through that bedroom to get to the pool. Again didn't really bother us but might depending on your situation. could also go ti pool from front. Close to Rod & Reel Pier for great lunch. about 15 min walk to shuttle and Pine Ave.
Superhost
Villa in Bayou Oaks
4.74 out of 5 average rating, 19 reviews

Tiki Bella Villa (Entire home with Pool)

JanaeRating, 5 stars11 months ago
The home was as described. We really enjoyed the pool, and everything we needed was there. Our dog loved the fenced backyard too. The mattresses were very comfortable. While we were a little hesitant about plane noise after our arrival, the air traffic didn’t interrupt our sleep or fun at all. Highly recommend Gina’s listing, and we would definitely stay there again.
Villa in Sarasota
4.91 out of 5 average rating, 11 reviews

Remodeled Mid-century POOL house

SerenaRating, 5 starstoday
Thank you Aurelia! We loved your place. A small issue we had was quickly resolved. Lovely pool, comfy beds. Great place to stay while attending Youth Nationals Rowing Champs at Nathan Benderson. Will definitely return in the future.
Guest favorite
Villa in Port Charlotte
4.79 out of 5 average rating, 39 reviews

Waterfront Villa with heated Pool

CoryRating, 5 stars1 month ago
Amazing stay! Very private, gorgeous property. Our local contact was very responsive. It’s worth the stay just being next to the water and watching the wildlife! Would 100% stay again!
Villa in Sarasota
5 out of 5 average rating, 3 reviews

2bed/2bath steps away from Siesta Key beach!

JasonRating, 5 stars2 months ago
Everything was as described, outstanding experience.
Guest favorite
Villa in Siesta Key
4.93 out of 5 average rating, 15 reviews

2025 Remodeled private villa, 6 min walk to beach

BruceRating, 5 stars2 months ago
Colleen’s accommodations included all the comforts of home. We truly enjoyed our 8 day stay. Colleen is a great host and we highly recommend doing business with her.
Superhost
Villa in Bradenton
4.75 out of 5 average rating, 102 reviews

My Little House - 2/2 on a lake

MichaelRating, 5 stars1 month ago
We had a great stay. My wife and I had a great time in the area and this listing was centrally located to everything we wanted to do. House was updated and very clean! Will definitely be staying here again!
Villa in Siesta Key
4.82 out of 5 average rating, 11 reviews

Welcome to Casa Covella in Polynesian Gardens

ErikaRating, 5 stars1 month ago
We had a great vacation at Joe's place! It was super convenient to get to and close to Costco and grocery stores. The house was in great condition, and lots of fun for the family! The house is on Crescent Beach, which is beautiful. There were beach towels, chairs and a wagon. The public beach access is about a half a mile walk from the home. You are not able to access the beach across the street because of private condos with gated entrances. That is the most difficult thing about a lot of Florida beaches. We would happily return to this house again! The neighborhood was quiet and well-maintained!

Luxury villa rentals

Superhost
Villa in Pass-a-Grille Beach

Private Beach Villa | Charming Decor | Sunset View

TheresaRating, 5 stars12 months ago
A++++ stay! Felt so lucky to be the inaugural renters of this beautiful property, which had all the amenities, cleanliness and professional caretaking of a top-flight rental, but still somehow felt like a home. HUGE house, perfect for a family with lots of privacy and space for everyone. The private access beach is a rare and unbelievably luxurious plus, and the house comes equipped with warm-water outdoor shower, beach chairs and umbrellas and to help you make the most of it. One of the best-stocked kitchens I've ever seen, with every possible kitchen accessory and super-sharp knives. The managers / owners were very responsive, gracious and helpful -- definitely pros. An idyllic, peaceful getaway, tucked away in your own private corner of Gulf Coast Florida . . . Highest recommendation.
Guest favorite
Villa in Sarasota
4.97 out of 5 average rating, 36 reviews

Luxurious 4-Bedroom Retreat with Pool

LisaRating, 5 stars1 week ago
This property was fantastic! Located in a great spot near shopping and restaurants, it made exploring Siesta Keys so convenient. The host was incredibly responsive and attentive, which made our stay even more enjoyable. The home was well-equipped with everything we needed, including beach chairs, beach towels, a large cooler with wheels, and a cart with wheels—perfect for days at the beach! We absolutely loved the patio and pool area; it was the perfect place to relax after a day of exploring. I would highly recommend this property to anyone visiting Siesta Keys and would definitely stay here again on our next trip. Truly a wonderful experience!
Villa in Arlington Park
4.81 out of 5 average rating, 42 reviews

Relaxation awaits in this bohemian inspired villa

MendyRating, 5 stars2 weeks ago
Christine's home was amazing and it was the perfect size & space for our family. My family enjoyed the pool and didn't ever want to get out. The property was close to Lido Beach & Siesta Beach, which we enjoyed both. We actually extended our time for a couple more days with no issues. Thank you Christine so much for having your home available for our family to enjoy and if we ever look into having another AirBnB, we definitely will book. I will also tell others if they are looking for an AirBnB in the Sarasota area.
Guest favorite
Villa in Sarasota
4.92 out of 5 average rating, 53 reviews

Siesta Key Palm Paradise w/ Heated Salt Water Pool

JenniferRating, 5 stars2 weeks ago
First time in Florida and what a wonderful house we got to stay at. The house is so beautiful we all loved the pool. Very quiet neighborhood. It’s just a couple miles away from Siesta Beach. Lots of local restaurants near by. We will definitely be back.
Guest favorite
Villa in Siesta Key
4.9 out of 5 average rating, 168 reviews

Mermaid Villa Ocean Front!

TiffanyRating, 5 stars3 weeks ago
We’ve stayed MANY places in Siesta…. It’s my favorite place to visit. This condo is definitely at the top of my list and I will be back! Beautiful, great location, and one of the cleanest AirBnB I’ve ever stayed in. Really a great experience!
Superhost
Villa in Holmes Beach

La Isla Bonita by Coastal Chic Vacations

ElizabethRating, 5 stars2 months ago
The house is roomy and had plenty of space for everyone, including multiple eating spaces and nice outdoor areas, especially the breezy top floor porch with nice water and sunset views. It's truly a 5-minute max walk or 2-minute drive to a busy beach with amenities (cafe/outdoor showers/restrooms), or a 10- to 15-minute drive to the less-busy/fewer amenities beaches at the island's northern and southern ends. Also that same 2-minute drive to the grocery, two drug stores, and several restaurants. While close to a main road, at the house and even outside it was strikingly quiet and serene. The pool was nice and the game room was great to have. My one suggestion would be the addition of a designated sand-wash-off spot/hose at the front of the house near the driveway.
Superhost
Villa in Osprey
5 out of 5 average rating, 11 reviews

Paradise with a pool, pier and private beach area

LauraRating, 5 stars19 months ago
Beautiful house! Lots of room for everyone, sparkling clean! Fantastic location. Perfect for our family gathering.
Villa in Holmes Beach
4.71 out of 5 average rating, 7 reviews

Modern 3BR 2nd-Floor | Balcony | Pool

WendiRating, 5 stars19 months ago
The condo was beautiful and actually larger than I expected. Sometimes the photos are deceiving regarding the size of rooms and this condo is spacious and open. 5 minute walk to the beach. Quiet neighborhood. I would definitely return to this condo for future visits to AMI.

Villa rentals with a pool

Villa in Holmes Beach
4.82 out of 5 average rating, 34 reviews

Beautiful Islands West Resort - Villa #6 Starfish

KathyRating, 5 stars16 months ago
This is our second year going to the West Island Villas. There is a few of us that agreed to return at the same time. We all had a great time together and did again this time. Social and fun. Add great weather and location it’s a win.
Villa in Bradenton Beach
4.75 out of 5 average rating, 4 reviews

Starfish East- Beautiful Villa with amazing

SueRating, 5 stars19 months ago
This was a sisters vacation….and we couldn’t have asked for a better place to spend it. The home was beautiful and right near the beach. The pool was private and clean. We loved the feeling every time we walked in the door. We walked to dinner and shops and coffee. And any questions were answered right away. Can’t wait to come back.
Villa in Siesta Key
5 out of 5 average rating, 3 reviews

Siesta Key Beach Villa

DanielRating, 5 stars24 months ago
close to white sugar powder sand beaches, shops, grocery stores. the security was top of the line friendly and professional. awesome location. Cold A/C. hot showers. nice screened in pation. Zero complaints, we will be back again. thank you for letting my family borrow your residence for a week!
Guest favorite
Villa in Siesta Key
5 out of 5 average rating, 16 reviews

Siesta Key Villa with beach to bay access.

AlainaRating, 5 stars11 months ago
My boyfriend and I were extremely pleased with this location. It had everything we needed and more. We always took the Frog Hop to and from the village. The access to the pool and beach was an easy walk. The beach was not crowded and was the perfect distance away from the main crowd. If I ever travel back to Siesta Key, I will absolutely be staying in the same location.
Villa in Venice
5 out of 5 average rating, 7 reviews

VIlla Venice

MeganRating, 5 stars2 months ago
This home is absolutely stunning if you’re looking for a getaway with your family or evening another couple. The home is very spacious, the pool is absolutely stunning and perfect and the beach is just a short drive away! Very local to many things! Bonnie was so sweet and quick to respond to whatever we needed! Would recommend this place to anyone !
Villa in North Port
5 out of 5 average rating, 4 reviews

Family pool home near beaches & golf. May-June

TressaRating, 5 stars1 month ago
Absolutely all around wonderful experience for our family of four and our dog. We all felt welcome as if we were staying at a family members vacation home. They have everything you need, and several added touches to enhance your stay! Cleanliness, location to golf courses, lit walking path, heated pool, large seating areas/tables, decor, supplies provided and kind hosts all helped make our stay perfect. Lisa and Jeff were accommodating, kind, responsive and caring- will definitely rent from them again, highly recommended!
Villa in Longboat Key
4.55 out of 5 average rating, 38 reviews

Sunny Gulf Coast Villa: Direct Beach & Pool Access

RachelRating, 5 stars4 months ago
Lovely place. Room was clean and spacious. Check-in and check-out were easy as could be. Everyone was friendly and helpful. Beautiful beach. Highly recommend.
Villa in Holmes Beach
4.5 out of 5 average rating, 8 reviews

Welcoming 3BR 2nd-Floor | Balcony | Pool

SabriyaRating, 5 stars53 months ago
Beautiful space, modern decor & high end linens. Exceptionally clean, great location, 8 minute walk to gorgeous beach.

Quick stats about villa rentals in Siesta Key

  • Total rentals

    100 properties

  • Nightly prices starting at

    R2,851 ZAR before taxes and fees

  • Total number of reviews

    520 reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Rentals with a pool

    100 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

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