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Condo vacation rentals in Sarasota

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Popular amenities for Sarasota condo rentals

Condo rentals with a pool

Top guest favorite
Condo in Siesta Key
4.85 out of 5 average rating, 173 reviews

Best Siesta Key Condo

AndrewRating, 5 stars2 weeks ago
We had a very good time at Siesta Key and enjoyed our time at Maureen's place. The building is older, the amenities are well maintained and the condo itself is well cared for. I did find some mystery stains on the mattress and the decorative pillows in my room, but I'm guessing they are just spills that were difficult to get out. More importantly, the boat dock is usable, albeit with some difficulty if the boat is larger than 22 feet or so. We figured out on the second day that the best way to dock was parallel to the intracoastal between the posts and to tie off with lines on either side of the stern and with a single line on the bow. I would check ahead to make sure the dock is available, but we had no other boats docked there on a holiday weekend. The private beach access was a lifesaver on a holiday weekend, despite the short walk required to get there. Having both intracoastal and beach access is the biggest value of the place in my opinion.
Top guest favorite
Condo in Siesta Key
4.92 out of 5 average rating, 103 reviews

Beautiful White Sand Siesta Key Beach

JoeRating, 5 stars2 weeks ago
my wife and I spent a wonderful week at Connies place , great location to the pool and beach, the unit was SPOTLESS, well equipped with anything you would need , parking spot right outside our door was great , comfy bed, really nice sand chairs for the beach, always got quick answers to any questions ( none problem related) would highly recommend for any couple looking for a perfect getaway, hoping Connie and her family are well
Guest favorite
Condo in Siesta Key
4.95 out of 5 average rating, 122 reviews

2 Bed/2 Bath Condo Resort View on Siesta Key Beach

JohannaRating, 5 stars2 weeks ago
The location was great, close to village as well as crescent beach. Lots of restaurants, bars, and excursions close by. Private beach which is wonderful, they offer umbrella rentals for a very reasonable price. Two pools which allowed for plenty of space as neither pool was crowded. The condo came with adequate linen/towels with an exchange halfway through the week which was great. There were extra beach toys, umbrellas, and a cooler in the closet we found a few days in that came in handy.
Top guest favorite
Condo in Lido Key
5 out of 5 average rating, 76 reviews

Chic Beach Condo>>Best Location On Lido Keys

LisaRating, 5 stars1 week ago
If you want to be right by the beach and have a quiet location then this place is exactly where you want to stay. This one bedroom condo had all of the amenities that you need for a beach trip . We brought our own cool cabana for extra sun protection, and Vincent supplied cooler , chairs, towels , sand toys, etc to enjoy a day at the beach. The holiday weekend(Memorial day) was very busy on the beach with lots of loud music which we did not enjoy. The people playing this loud music didn’t seem To care that other people were even on the beach. After The Weeknd the crowd seems to disburse. My husband and I went to Siesta key beach and drove out to Anna Marie island which we also enjoyed. The pool at the condo wa very nice , quiet with shaded areas, grills to cook if you wanted and noodles to float on. We alerted Vincent of a leaky kitchen faucet so he knows to have maintenance look at it and he responded right away. I would consider staying here again. Vincent was a wonderful host.
Top guest favorite
Condo in Treasure Island
4.99 out of 5 average rating, 187 reviews

Spectacular beach to bay views from this resort.

StevenRating, 5 stars2 weeks ago
Our stay at the Westwind was great. Very clean and up to date amenities. Had everything you need to head to the beach including beach chairs, coolers, and towels. Everything was very positive. Just as described and pictured.
Guest favorite
Condo in Siesta Key
4.87 out of 5 average rating, 31 reviews

Siesta Key Village, Pool, Beach Access 4-min Walk

DeanRating, 5 stars2 weeks ago
Kyle’s place was spotless, walking distance to the beach and to the village. We enjoyed our stay and would definitely return when back to Siesta Key.
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.
Guest favorite
Condo in Lido Key
4.91 out of 5 average rating, 79 reviews

Lido-Key- Tiny, Yet Charming Studio-B

PaytonRating, 5 stars1 month ago
Once again we had an amazing stay in lido! This year we visited for the week as a mini honeymoon, and it was perfect! We love visiting the area and this bnb is perfect for the two of us! We look forward to coming back next year. We enjoyed walking St. Armand’s and nice dinners in longboat!

Family-friendly condo rentals

Guest favorite
Condo in Englewood
4.93 out of 5 average rating, 138 reviews

Gulf Side Condo Englewood Florida

WillRating, 5 stars1 week ago
A beautiful place on the gulf with everything you need for a relaxing beach getaway. Really enjoyed it
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 Siesta Key
4.93 out of 5 average rating, 226 reviews

Private Siesta Key Escape

MelodyRating, 5 stars1 month ago
This little beach condo was perfect! In pristine condition, super cute, and very walkable to the beach and the trolley line. The downstairs laundry is currently out of service due to last fall’s hurricane, but that was ok with us. We would definitely stay here again!
Guest favorite
Condo in Sarasota
4.86 out of 5 average rating, 105 reviews

5209B Menorca Street - Siesta Key Village Condo

BarbRating, 5 stars1 month ago
Easy check in. Very close to everything. Pool was a great extra !
Guest favorite
Condo in Siesta Key
4.93 out of 5 average rating, 161 reviews

Sea Club 2-Relaxing Siesta Key Condo-Mermaids Rest

NealRating, 5 stars2 weeks ago
We could not have enjoyed our stay more. We come to Florida every year to celebrate our anniversary. We go up and down the gulf coast and have stayed so many places. While Siesta Key wasn’t our favorite spot, we have never stayed anywhere we enjoyed more. Having pool access facing the bay and mangroves was idyllic. The condo is convenient to both ends of the island and the
Guest favorite
Condo in Bradenton
4.86 out of 5 average rating, 114 reviews

Florida Bella Rosa-2 spas & pools near IMG/beaches

KylaRating, 5 stars1 week ago
Our family really enjoyed our stay at Daniel’s condo in Bradenton. It was very clean, updated, quiet,and spacious with great amenities in the complex. We highly recommend this rental to couples or families. Daniel also provided perfect communication and local recommendations. Very convenient area with great access to grocery and 15 minutes to beaches at Anna Maria Island.
Guest favorite
Condo in Siesta Key
4.84 out of 5 average rating, 154 reviews

The Key to a Great Vacation!

RogerRating, 5 stars2 weeks ago
The place was great! Very well stocked kitchen, bathroom and even had beach stuff available for use. Location was perfect, a short walk to the beach and close to restaurants.
Top guest favorite
Condo in Siesta Key
4.97 out of 5 average rating, 396 reviews

Siesta Gardens @ Siesta Key Village

NancyRating, 5 stars2 weeks ago
OMG - walk to the end of the street turn left for the gorgeous beach, soft sand & grand sunsets. Turn right and head downtown for great food, music & fun. Or just relax outside your door in comfy chairs. All you need for the beach on site - we were able to cook in and found all we needed in a stocked kitchen. Newly remodeled, clean, welcoming space. Highly recommend.

Weekly condo rentals

Guest favorite
Condo in Sarasota
4.97 out of 5 average rating, 35 reviews

Bayside Escape-Condo w/ Dock, Pool, and Near Beach

JeniferRating, 5 stars2 weeks ago
An amazing stay! From the very beginning, communication with the hosts was immediate and clear. The house was spotless—very clean and comfortable. The kitchen was fully equipped, which made cooking easy and enjoyable. We also had access to scooters and kayaks, which was a fantastic bonus for exploring the area. The hosts were wonderful—friendly, attentive, and welcoming. I will definitely be coming back. Highly recommended!
Superhost
Condo in Indian Beach-Sapphire Shores
5 out of 5 average rating, 13 reviews

Luxe Waterfront Resort Style Living at its Best!

AlbertRating, 5 stars12 months ago
Great place to stay. Very quiet and serene. Overall a very pleasant experience. There were a few things I would improve upon, but just from my personal experience. None of which greatly took away from an otherwise fantastic place to stay: 1) The check-in process to enter the location is inconvenient (have to scan in driver's license each time) - this has more to do with the association and security than it does the management company / unit. 2) While the communication was very proactive, it was a bit numerous. I had to comb through various emails to find certain information. Perhaps either include the necessary information (parking spot #, keypad code, etc) in every email, or in the initial email and email on the day of check-in. 3) One or two of the things in the email did not match what was in the booklet on the kitchen island (i.e. the parking spot # or where the second fob for entry to the elevator/gym/etc). Contacted PMI and they were appreciative of the feedback.
Guest favorite
Condo in Siesta Key
4.89 out of 5 average rating, 55 reviews

Cozy Top-Floor Stay on Siesta Key + Bikes

K. V.Rating, 5 stars2 weeks ago
Tonya is everything you want in a host- professional, prompt responses and excellent service. The apartment was clean and well appointed. We loved being so close to the beach and everything Siesta Key had to offer.
Guest favorite
Condo in Sarasota
4.98 out of 5 average rating, 50 reviews

Vitamin Sea - Gulf View 2/1 with Heated Pool

JenniferRating, 5 stars2 weeks ago
This condo is in the perfect location. It’s away from the crowds of Siesta Beach, but still close to everything. The setting is beautiful and the property has everything you could need. We hope to visit again soon!
Superhost
Condo in Sarasota
4.67 out of 5 average rating, 93 reviews

Hotel Style w/pool & Tiki Grill

JahniRating, 5 stars2 weeks ago
Great place for the price
Guest favorite
Condo in Indian Beach-Sapphire Shores
5 out of 5 average rating, 25 reviews

Chill Sarasota Hideaway

JohnRating, 5 stars3 months ago
Extremely proactive and responsive host. Very nice condo which was very clean and had everything we needed. Nice pool, hot tub, and workout facility. Location was close to downtown, restaurants, beaches, golf, and shopping.
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 Siesta Key
4.96 out of 5 average rating, 24 reviews

Gertrude's Siesta | Oceanview 20-steps to Beach!

VeronicaRating, 5 stars1 month ago
The place was absolutely beautiful and directly across the street from the beach. The amenities were perfect and the balcony with the ocean view was incredible. We had everything we needed from beach chairs, coolers, wagon, beach umbrellas and towels. The host was great and very responsive. We definitely will be back to this unit. It’s the best one we’ve ever stayed at.

Quick stats about condo rentals in Sarasota

  • Total rentals

    190 properties

  • Nightly prices starting at

    ﺩ.ﺇ37 before taxes and fees

  • Total number of reviews

    2.3K reviews

  • Family-friendly rentals

    110 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    150 properties have a pool

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