Some info has been automatically translated. Show original language

Condo vacation rentals in Siesta Key

Find and book unique condos on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Siesta Key condo rentals

Condo rentals with a pool

Guest favorite
Condo in Sarasota
5 out of 5 average rating, 6 reviews

Stunning Siesta Vistas Direct Beach Access & Pool

AlexRating, 5 stars21 months ago
I rented this place for my parents. They like it so much. The host is very responsible. I highly recommend this place
Guest favorite
Condo in Siesta Key
4.93 out of 5 average rating, 43 reviews

Beach Haven on Siesta Key Beach

ValeryRating, 5 stars2 weeks ago
We loved our stay at this condo. Such a great location and close walk to the beach and playground. The condo is clean, airy, comfortable and had everything we needed for our stay. We loved the two balconies. The owner let us burrow a cart to haul the chairs that was also provided for the beach. My son especially loved playing with the boogie boards, also provided. Would definitely stay here again.
Guest favorite
Condo in Siesta Key
5 out of 5 average rating, 39 reviews

Amazing beach view! Entire unit renovated!

RhondaRating, 5 stars1 week ago
Such a beautiful place to stay! Very clean! The kitchen was stocked with all the dishes you will need. The view was amazing!!! The free trolly into the village was so easy. The beach accessories were so nice to use. All we had to do was cross the street and we were on the beach. The pool area was also very nice! Grilling area was nice and clean and a small smoking area so my husband could enjoy a few cigars. Great communication! Thank you! Was a fantastic vacation!
Top guest favorite
Condo in Sarasota
5 out of 5 average rating, 44 reviews

Breathtaking Beachfront Views in Siesta Key

HassanRating, 5 stars2 weeks ago
Very nice unit, nice and clean, they had everything someone will need to have nice beach trip, Raquel was amazing in her assistance throughout the stay
Top guest favorite
Condo in Siesta Key
4.93 out of 5 average rating, 46 reviews

Siesta Key condo - Gulf and bay club bayside

JohnRating, 5 stars1 month ago
We had a great stay in Siesta Key. The grounds were beautifully kept. Pool right out the back door. Quick walk to one of the most beautiful beaches in the US. Great week, can’t wait to go back.
Superhost
Condo in Siesta Key
4.86 out of 5 average rating, 79 reviews

Charming Bayfront 2 BRs Siesta Key Condo

ChrisRating, 5 stars3 months ago
The condo was very comfortable and clean! I stayed an extra day and Tee was very accommodating and easy to get in touch with. People in the condo community where very friendly. I especially liked that I had a specific covered parking spot each time I returned, so there were no problems with parking. I frequent Siesta Key and this location on the bay side is nice!
Guest favorite
Condo in Sarasota
4.92 out of 5 average rating, 143 reviews

Cottage on Siesta Key Your own getaway!

DeniseRating, 5 stars1 week ago
Julie was a fantastic host. Responded to all questions in a very timely manner. She went above and beyond to make sure my girls group had a good time! Trolley service is at the curb to take you to the village or elsewhere. Restaurants are right across the street for breakfast, lunch, and dinner, so no cooking was needed for us! Thank you for a great experience.
Top guest favorite
Condo in Sarasota
5 out of 5 average rating, 24 reviews

Beachfront - 2BR - Spectacular Beach Setting

KellieRating, 5 stars3 weeks ago
Loved our stay here! The condo has everything you think you’ll need- coffee filters, laundry detergent, beach toys/chairs, boogie boards, shampoo/conditioner, beach towels, etc. The home was clean and exactly as the pictures show. The proximity to the beach was what sold us on this location, and there’s restaurants and stores within walking distance. We had a rental car, but there’s also a trolley that takes you from this area to the downtown area a few min away. All of the hosts instructions were very clear and the condo was easy to access. We expected to hear some noise here and there, but it was very quiet and peaceful. We felt so comfortable and happy here! We will absolutely come back!

Family-friendly condo rentals

Guest favorite
Condo in Holmes Beach
4.88 out of 5 average rating, 120 reviews

Steps from the beach

KelliRating, 5 stars3 months ago
Monika’s place is a well kept, updated condo, with access to a lovely pool. Easy to find, a quick walk to Publix grocery and restaurants. The small balcony off the main bedroom is perfect for morning reading. 270 steps to the beach, 450 steps to the water. We used 38th Street to cross the busier road to get to a less crowded area of the beach. The beach was beautiful, didn’t see evidence of hurricanes. Beach in February was not crowded. There are three other condos in the building. The neighbors were quiet and kind.
Guest favorite
Condo in Siesta Key
4.93 out of 5 average rating, 203 reviews

Steps away from beach and village! #1 in Siesta!

JackieRating, 5 stars1 week ago
We had a great time in Siesta Key and this place was exactly what our family needed. It was a quick walk to the beach, even with a stroller and wagon! We brought a stroller but didn’t even need to because the same one was waiting in the closet! The beach was beautiful and not too crowded. The place was well stocked with things we needed to eat in but very close to many restaurants for the nights we went to dinner. VK was very responsive to the couple questions we had and informative on area attractions.
Superhost
Condo in St. Pete Beach
4.88 out of 5 average rating, 149 reviews

Sun, Beach Views, and Smiles!!!

KimRating, 5 stars1 month ago
Fabulous space with an outstanding location. Walked to get all groceries and eat at wonderful restaurants. Pool area was nice with afternoon sun and just steps to the beach. Thanks Margie!
Superhost
Condo in Sarasota
4.73 out of 5 average rating, 132 reviews

Best Deals on Siesta Key

CarolRating, 5 stars3 weeks ago
Fantastic location! Easy to walk to restaurants and there is also a free trolley if you do not have a car. The room was very clean, well equipped, and perfect for our five day stay in Siesta Key. The designated parking spot was a plus because parking is at a premium. I only needed to talk to Bernadette once and she was very quick to respond. We will definitely be coming back! My only complaint is we couldn’t stay longer.
Guest favorite
Condo in Sarasota
4.86 out of 5 average rating, 105 reviews

5209B Menorca Street - Siesta Key Village Condo

BarbRating, 5 stars3 weeks ago
Easy check in. Very close to everything. Pool was a great extra !
Guest favorite
Condo in Holmes Beach
4.85 out of 5 average rating, 146 reviews

Anna Maria Island-just a few steps to the beach

JoanRating, 5 stars1 week ago
Great place to stay and so close to beach. We had such a great time will definitely book again.
Guest favorite
Condo in Bradenton Beach
4.87 out of 5 average rating, 142 reviews

Tropical Paradise Destination

DenaliRating, 5 stars1 month ago
We stayed 4 nights at Robin's place and had a wonderful time. The unit felt homey with beach chairs, towels, a frisbee, football, umbrella, etc. The unit was clean, well-maintained and had everything we could have asked for. We had a relaxing trip and loved the easy walk *right* across the street to a beautiful beach. We actually got engaged at Bean Point on night 1 of our trip- the next several days felt like a mini honeymoon! Will definitely be back to the island and hope to find availability at Robin's place when that time comes. Thank you, Robin, for the clean, accessible, and well-equipped stay!
Guest favorite
Condo in Sarasota
4.97 out of 5 average rating, 78 reviews

Location,Location,Location-Beachfront-Siesta Key

KaraRating, 5 stars2 weeks ago
We had an AMAZING stay! We originally booked the week of the hurricane in Nov. He was so great at letting us know the impact, and refunded our money, no questions asked. We rebooked for May, and couldn’t have had a better time! Great condo! So many things in walking distance. We are very grateful for all his kindness and communication! You can tell he takes pride and loves this condo.

Weekly condo rentals

Guest favorite
Condo in Siesta Key
4.88 out of 5 average rating, 50 reviews

Enchanting Coastal Ambiance & Breathtaking Sunsets

LillieRating, 5 stars1 week ago
home was very clean and cozy!! everything was in walking distance and close to the beach, restaurants and shops were walkable distance 😊
Guest favorite
Condo in Siesta Key
4.98 out of 5 average rating, 58 reviews

Amazing SK beach views... Newly renovated condo!!!

LaceyRating, 5 stars1 month ago
We really enjoyed our stay! The unit was clean and pretty true to the pictures. Jamie was always quick to respond to any question we had. The location to the beach was awesome, and we appreciated having the beach chairs and other beach items that were supplied! We also enjoyed using the facilities pool, where there were quite a few friendly people there. In addition, we enjoyed the 2 balconies, and liked that there were different sitting areas and views to enjoy. The trolley stop right outside the building was a nice feature to have as well! Overall, it was a nice place to stay with clear directions, an easy check in/out process, and all of the things we needed.
Guest favorite
Condo in Siesta Key
4.89 out of 5 average rating, 37 reviews

Siesta Key Oceanfront View Condo - unit 407

MatthewRating, 5 stars1 week ago
Absolutely beautiful location. The unit is in the center of the building on the 4th floor, which gives you the best view of the beach and gulf. Frog hop shuttle was extremely good, very quick pick up times and it’s free besides the tip for your driver. All in all, amazing location, beautiful and spotless unit. Such great vibes here, highly recommend.
Top guest favorite
Condo in Siesta Key
4.93 out of 5 average rating, 43 reviews

Siesta Oceanview Retreat-1 min walking to beach

DougRating, 5 stars1 week ago
Really nice home, was very clean when we arrived and had everything we could have needed at a home away from home. Fantastic location, short walk across the street and you’re at the beach. Would definitely recommend and stay here again. Host was great as well and very responsive with clear instructions.
Top guest favorite
Condo in Lido Key
4.96 out of 5 average rating, 85 reviews

Vacation Delight at Chasing Sunshine at Lido Key.

KristenRating, 5 stars2 weeks ago
My mom and I got away for a long Mothers Day / birthday weekend at Sue's place. Exactly as pictured and advertised. We enjoyed the beach by day and St. Armonds Circle each night. walked home each night feeling safe! The bed and pillows were extra compfy! I would definitely return here and hope to again soon! Thanks Sue for the wonderful stay and quick communication when I missed some details needed. 🙃
Guest favorite
Condo in Siesta Key
4.95 out of 5 average rating, 76 reviews

Casa Mar Steps 2 Siesta Key, Pool, Tennis, & More!

AlliRating, 5 stars2 weeks ago
After two years of visiting this has become my one week oasis once a year! The pool is basically your backyard. The room itself is small but very homey, cozy and perfect for 2 people. Easy to cook dinner or just pop in and out for easy lunches. IT IS SO NICE being steps from the pool and just a minutes in sand to get to the ocean waters. Beach chairs are free to use. Towels are provided. The most precious clothes lines hangs out back for easy and free drying! The community is sooo kind. Do yourself a favor and say hi! You’ll be amazed by the lifelong friendships you can make! Restaurants are close by and the community is always willing to help you with recommendations! Hosts are quick to respond, we had a microwave issue and it was resolved within 12 hours! Very easy to communicate with! Overall I love our little community for the one week I get :) it will now always be a yearly vacation for me. I’ve met some lifelong friends!
Superhost
Condo in Sarasota
4.86 out of 5 average rating, 44 reviews

BEACH FRONT PARADISE

KenlynnRating, 5 stars3 months ago
This was our second year staying here. The view is amazing!! It is very clean and well stocked.
Superhost
Condo in Siesta Key
4.89 out of 5 average rating, 95 reviews

Sarasota Surf & Racquet Club Siesta Key Condo

PennyRating, 5 stars3 weeks ago
We truly enjoyed our time in Siesta Key. Our only regret was that we couldn’t stay longer! The location was great. The beach was beautiful. Accommodations were clean and comfortable. Jennifer was very quick to reply with any information requested, and she gave us some great local recommendations. Check in and check out were very easy. It was a great experience!

Quick stats about condo rentals in Siesta Key

  • Total rentals

    980 properties

  • Nightly prices starting at

    ﺩ.ﺇ257 before taxes and fees

  • Total number of reviews

    15K reviews

  • Family-friendly rentals

    790 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    810 properties have a pool

Destinations to explore

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