Apartment holiday rentals in Siesta Key

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Popular amenities for Siesta Key apartment rentals

Weekly apartment rentals

Guest favourite
Flat in Lido Key
4.93 out of 5 average rating, 40 reviews

The Two Bedroom

KellyRating, 5 stars3 days ago
Lovely location and the appliances, kitchen cabinets and design are absolutely beautiful.
Guest favourite
Flat in Sarasota
4.95 out of 5 average rating, 38 reviews

Free WiFi, Parking and Laundry; Walk to Downtown

KimRating, 5 stars3 months ago
JoJo was an excellent host - the unit was spotless...super easy to access. I will be checking JoJo's availability for my next Tampa trip.....
Guest favourite
Flat in Pass-a-Grille Beach
4.88 out of 5 average rating, 78 reviews

203 Amenities incl Roof Top Patio-Stylish 2 BR

RyanRating, 5 stars1 month ago
We had a great weekend. Can’t beat the location and staff were wonderful as well
Top guest favourite
Flat in Bradenton
4.91 out of 5 average rating, 33 reviews

Pond view in Bradenton

MaureenRating, 5 stars1 week ago
We had a great stay at John’s AirBnB. It was very conveniently located a short drive from Nathan Benderson Park where we were watching a rowing regatta. There were many restaurants and shops nearby including a grocery store and a Walgreens. The complex where the AirBnB is located is lovely. The pool is large with many lounge chairs to relax on. The condo itself was spacious, comfortable and very clean. We would absolutely look forward to staying here again on a return trip.
Top guest favourite
Flat in Indian Beach-Sapphire Shores
4.97 out of 5 average rating, 221 reviews

Modern Private Apartment 1 Block from Sarasota Bay

ChristinaRating, 5 stars1 month ago
This is an absolutely perfect apartment for one or two people. Very well thought out and high end finishes. The kitchen has apartment sized appliances, including a dishwasher and garbage disposal. The bathroom is small but lovely. the location is perfect, in the beautiful Indian Beach, Sapphire Shores area and very close to downtown. I would absolutely highly recommend this. turner communicated with me very well and was extremely accommodating.
Guest favourite
Flat in Anna Maria
4.83 out of 5 average rating, 71 reviews

Paradise on the beach! Upper level.

KerriRating, 5 stars1 week ago
Linda’s place was AMAZING. It was everything and more than what we expected. The location was super close to the beach we didn’t even have to wear shoes back and forth to the beach and house! If you want an amazing view and be close to the beach this is your spot. We cannot wait to go back again next year!
Guest favourite
Flat in Englewood
4.93 out of 5 average rating, 100 reviews

Walk to beautiful GULF beach! 2B

CherylRating, 5 stars11 months ago
This condo was absolutely beautiful. The hosts thought of every detail. We flew to Englewood so it was a plus to have umbrella and chairs for the beach. Would love to stay there again!
Superhost
Flat in Sarasota
4.91 out of 5 average rating, 11 reviews

Place at the Park-Pinecraft 1br/1b

JulioRating, 5 stars2 months ago
Awesome place, great for a you and another person everything you need is in walking distance, safe and quiet place

Private apartment rentals

Top guest favourite
Flat in Nokomis
4.98 out of 5 average rating, 81 reviews

Charming 1 bedroom apartment for 2 with pool.

ErinRating, 5 stars1 week ago
We loved our stay. Such a beautiful place. Loved the laid back feel of Nokomis vs Sarasota. Clean, lovely pool, great communication, spacious suite. We had a magical time!
Superhost
Flat in Venice
4.63 out of 5 average rating, 27 reviews

Lovely one bedroom apartment with Pool - Apt #119

LisaRating, 5 stars25 months ago
If you are looking for peaceful, calm, clean and safe, you want this place. As a woman traveling alone, I felt extremely safe on this property and walked around the property at night with no fear. It is very gated and the front desk crew are incredible. The only fair warning is because of all the steel used to build the building (must withstand hurricanes) your internet is iffy and same goes for your phone service. If those 2 things aren't a concern, I would stay here in a NY minute. The host responded to me immediately and after checking in, I didn't have to contact her because everything went so smoothly.
Top guest favourite
Flat in Sarasota
5 out of 5 average rating, 9 reviews

Botanical Bungalow at THE BAY

Emma JaneRating, 5 stars1 month ago
I had a fantastic stay! The home was very beautiful and very peaceful! The host is very sweet and is there to help with whatever you may need. I will definitely be back! 🩷
Top guest favourite
Flat in Sarasota
4.98 out of 5 average rating, 173 reviews

Near Siesta Key Beaches - Quiet 1 BR apt

JenniferRating, 5 stars1 day ago
Ed & Bunny’s provided such a wonderful place to stay! My husband and I enjoyed the peaceful atmosphere. Everything was exactly as described and very easy to get to from the Sarasota/Bradenton airport. It was also close to the beach! They are absolutely wonderful hosts and we hope to have an opportunity to stay again!
Guest favourite
Flat in Sarasota
5 out of 5 average rating, 7 reviews

Fully Furnished Apartment for 2

PamRating, 5 stars1 month ago
Easy in and out, newly appointed ground floor apartment. Parking in the back
Guest favourite
Flat in Ellenton
4.96 out of 5 average rating, 26 reviews

Tiny Apartment with Pool

CherylRating, 5 stars1 month ago
My husband & I had never rented an airbnb before, so we were a little skeptical & nervous about doing so, but with advice from friends & family, we decided to take that route. When we came across Jamin's Tiny Apartment ad, it sounded & looked perfect & reasonably priced. Well, it was perfect! From check-in, when we pulled into the driveway & welcomed by Alex (the manager), to check-out, where we just had to lock up & leave & Jamin always quick to respond when we had any questions. I have o.c.d. & I can tell you the apartment was very clean & I never saw even 1 bug! There were 2 closets equipped with plenty of hangers. One closet was a walk-in with a long mirror & shelving & both had drawers. This not so 'tiny apartment' was far better than we expected. If anyone is considering this airbnb, grab it before you lose it, you won't be sorry! Thank you Jamin & Alejandro for making our first experience as airbnb renters a positive & pleasant one. We look forward to seeing you again.
Guest favourite
Flat in Sarasota
5 out of 5 average rating, 10 reviews

Salt Life Living!

BrittneyRating, 5 stars2 weeks ago
Place is beautiful as the pictures. Great place from the island and away from all the traffic. Would definitely recommended to others.
Superhost
Flat in Sarasota
4.86 out of 5 average rating, 29 reviews

LUX VILLAs close to sparkling Siesta Beach.

MarciaRating, 5 stars5 months ago
My two boys and I truly enjoyed the condo. It was clean, tidy, roomy, well-equipped, and conveniently located. The community was quiet and peaceful. My boys loved the pool and I loved the hot tub. We were extremely pleased. While we were given a unit that differed from our original request, we understood the reason given and we were in no way disappointed with the new arrangement. The unit was perfect for us and we would definitely return. Bea and her assistant were quick to respond to my questions prior to arrival. We had no issues during our stay, so we never needed to communicate while we were there. Check-in and check-out were both extremely easy.

Apartment rentals with a hot tub

Superhost
Flat in Bradenton
4.81 out of 5 average rating, 16 reviews

Luxury Bayview Retreat w/Pool, Spa+ Hot Tub

MarkRating, 5 stars2 months ago
Len was a terrific host, and his property is beautiful and exactly as described. Len made us feel right at home from the moment we arrived, and was very responsive to any of our text communications. the property is exactly as described and perhaps better than the photos on the listing, including a beautiful view of the water with stellar sunrises every morning. the location is quiet and centrally located to great restaurants and beaches on longboat or siesta key. highly recommend this location for any travelers looking for a quiet and comfortable stay in the Sarasota area.
Top guest favourite
Flat in Indian Beach-Sapphire Shores
5 out of 5 average rating, 9 reviews

Zen in Paradise-Sarasota

ChristopherRating, 5 stars1 month ago
Excellent stay here and I definitely felt the zen! We stayed for a month, with my wife and sons visiting as their schedules allowed. It’s just a great location, minutes from Lido Beach, St Armands Circle and all the restaurants in downtown Sarasota, also close to the airport and easy to get over to University Town Center. The apartment is beautifully decorated and had everything we needed, including beach equipment, linens, towels, cooking utensils and multiple TVs so everyone could watch what they wanted. The pool and fitness facility are top notch. Overall, a great stay, highly recommended.
Guest favourite
Flat in Pass-a-Grille Beach
4.94 out of 5 average rating, 104 reviews

Traders' Haven - Historic 8th Ave Mega Beach Condo

JohnRating, 5 stars2 weeks ago
We all had an amazing time staying at Transfer's Haven. The AirBnB was super easy to locate, get inside, and matched the description. The space itself was super clean and accommodating, and the area was perfect. I would absolutely stay again.
Top guest favourite
Flat in Englewood
4.97 out of 5 average rating, 260 reviews

The Oz Tree House over looking Hot tub, Pool

AndreaRating, 5 stars2 weeks ago
Te was an amazing host. I had a couple questions before we even checked in, and she answered us very promptly. I loved the Zen Boho very chill spot looking out at the little garden oasis was very peaceful. We took advantage of the hot tub, which was nice very tranquil setting. We would definitely return..
Guest favourite
Flat in Sarasota
4.91 out of 5 average rating, 23 reviews

Siesta Greek getaway

GretaRating, 5 stars1 day ago
Chris’s place was amazing! Very cozy and had all necessary items for a stay. Parking very accessible and bed is super comfortable. Chris was also very communicative and responsive. 10/10.
Superhost
Flat in Bradenton
4.81 out of 5 average rating, 21 reviews

MyCataleya Comfy Condo near Beach (Bradenton)

EdwardRating, 5 stars1 month ago
Great stay and close to everything we needed in Bradenton and Sarasota.
Superhost
Flat in Sarasota
4.84 out of 5 average rating, 43 reviews

Luxurious Siesta Key Beach Condo

JustinRating, 5 stars1 month ago
Brian was able to accommodate us for a quick work trip at the last minute. The house is perfectly situated near the heart of Siesta Key. Perfect for any traveler, especially families!
Guest favourite
Flat in Bradenton
5 out of 5 average rating, 8 reviews

Modern renovated apartment next to IMG Academy

MattRating, 5 stars1 week ago
If you are attending an event at IMG, Sonal’s place is incredibly convenient.

Quick stats about flat rentals in Siesta Key

  • Total rentals

    200 properties

  • Nightly prices starting at

    £45 before taxes and fees

  • Total number of reviews

    4.4K reviews

  • Family-friendly rentals

    140 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    160 properties have a pool

Destinations to explore

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