
Condo vacation rentals in South Sarasota
Find and book unique condos on Airbnb
Top-rated condo rentals in South Sarasota
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for South Sarasota condo rentals
Weekly condo rentals

Enchanting Coastal Ambiance & Breathtaking Sunsets
home was very clean and cozy!! everything was in walking distance and close to the beach, restaurants and shops were walkable distance 😊

Steps from Lido Beach & St. Armands Circle
It was a nice clean place. I would definitely stay at Robert's place again. It right around the corner from St. Armands Circle and close to beach. They had everything you need for your stay houseware and beach stuff.

Beach Rd, 300ft to Beach Access & 500ft to Village
We always stay at Kyle’s property when we come to siesta key and love the location and the space everytime!! It literally has everything you need and is walkable distance to everything.

Luxe Waterfront Resort Style Living at its Best!
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.

Cozy Top-Floor Stay on Siesta Key + Bikes
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.

BayDreaming - Quiet Canal Front- 2 Supyaks!
Our first time to siesta key and suszanne’s place and won’t be our last. Both were wonderful places and a week was far too short. The condo was in a perfect place for us right by the water and close to the beach. Great sized pool and heated.Everything we needed was provided from kayak, SUPs and beach equipment. We can’t wait to come back.

House of Sun-Ocean views on Beach. Walk everywhere
We stayed here for Memorial Day week. This is our first time in the area. It’s a great location with plenty to do within walking distance. The elevator outside the room didn’t work so we used the steps most of the time or walked to the other one. The room was nice and had mostly everything we needed. We will be back. Thank you

Beachfront - 2BR - Spectacular Beach Setting
This place was paradise! Beach, ocean, and pool all so close and relaxing. Everything was a short, walkable, and there is a free trolley to take you all around the area. Ryan was great at communicating and responded within 15 minutes at the latest. Lots of towels for the beach, well stocked kitchen. Nothing but 5 stars all around!! 10/10 recommend this property and host!!!!
Pet-friendly condo rentals

Short walk to beach 4, King bed, Dog Friendly
Loved this spot! You can’t beat the location! I would recommend staying here if you want to spend everyday at the beach. 😎🏖️

100' from the beach, Spacious 2BR Beachside Oasis
Great location with lots to do in walkable restaurants. The host was great and the neighbors were great. Highly recommend.

Gulf Side Condo Englewood Florida
A beautiful place on the gulf with everything you need for a relaxing beach getaway. Really enjoyed it

Luxury 3/3 Margaritaville Resort
David’s home exceeded our expectations and was an excellent choice for our stay. It was conveniently located near all the beaches, restaurants, groceries, and shops, but not in the midst of the bustling city center. David even provided us with a variety of beach essentials and even bikes for our convenience. The home was spotlessly clean and well-stocked with blankets, towels, and cookware and dishes. We thoroughly enjoyed our stay and will definitely be returning in the future.

Siesta Village Short Walk to Beach w heated Pool
This place was fantastic with everything we needed. It was close to everything and a short drive to some of the other local activities. Short walk to multiple beach entrances and a cart, chairs, umbrella, etc. was all available to take to the beach. There’s a local shuttle that takes you all over the island for free and a market around the corner that’s fully stocked with everything you need to cook some meals there. We did the night time LED kayaking and then did the Mangrove Eco Tour with Kayaking SRQ, ask for Kaleb for the mangrove tour, the man knew everything about the area, its history, conservation, and gave some great restaurant and attraction recommendations in the area. Or… just hang out at the beach. We were there during tropical storm Debby and Kathryne communicated with us throughout. Absolute amazing stay… even with a tropical storm! We can’t wait to come back.

Coral Reef - 1123
Great place to stay— out of the hustle of the town center but close enough to everything that it’s still convenient. Walking distance to the beach which was quick and easy to get to. Would recommend!

Condo Downtown Sarasota. Sunsets, GYM, POOL/SPA
Highly recommend! Condo is clean, great amenities and location is close to everything. Would definitely stay here again.

5209B Menorca Street - Siesta Key Village Condo
Easy check in. Very close to everything. Pool was a great extra !
Condo rentals with a pool

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

Best Siesta Key Condo
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.

The Honeymoon Suite on Siesta Key Beach
This was our first time to Siesta Key so we weren’t disappointed. . We didn’t get into late and in the dark the place was a little harder to find. The pool is a good landmark. Eric had the home feeling welcoming upon arrival. There was complimentary champagne, red wine, cold waters, and candies. Plenty of towels including a few for pool and beach. Was nice to sit out on the patio in the morning and enjoy the sunshine and some coffee. It was about a mile walk down to the Village where most of the shopping, restaurants, coffee shops, and things to do were, but it was an easy walk and/or short trolley ride to get there. Overall, we enjoyed our stay.

Modern Siesta Key Condo 3 minute walk to beach!
Super clean and comfortable condo! Everything you need, beach, shopping, restaurants, grocery store, is truly in walking distance. I would and will probably stay here again!

Private Beach Access.WiFi. Pool. Grill. Siesta Key
I had a truly exceptional experience staying at Zoya’s property. From the very beginning, she was extremely responsive, kind, and thoughtful. The check-in process was smooth and the home was exactly as described—clean, comfortable, and very well maintained. Zoya went above and beyond to make sure everything was perfect during our stay. Her communication was prompt and helpful, and she was always available if we had any questions. I would highly recommend Zoya as a host to anyone looking for a peaceful and enjoyable stay. Thank you again, Zoya, for your hospitality—we look forward to staying at your place again in the future!

Chill Sarasota Hideaway
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.

Chic Beach Condo>>Best Location On Lido Keys
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.

Sarasota Sunset Bay View Condo
We had a beautiful week at Martha’s condo!! We loved everything about it- spotlessly clean and well decorated, well stocked with towels, blankets, paper goods, kitchen items, beach gear… everything you could possibly be in need of. The view from the balcony is wonderful for relaxing and watching the beautiful sunset. The condo building and amenities were wonderful as well. The pool area was never crowded, many loungers, and a perfectly heated pool and hot tub. We found the location to be absolutely perfect- off a main road that takes you to downtown and beaches but tucked away and quiet. You can walk to downtown restaurants and shops and we even walked over the Lido Key bridge one evening to St. Armand’s Circle. Downtown Sarasota, beautiful Lido Key beach and St Armand’s Circle are all a quick 5-7 min car ride away. Martha was an excellent host, checked in on us and was responsive to anything we needed. We would return anytime without hesitation!! Just wonderful! Thankyou Martha!
Quick stats about condo rentals in South Sarasota
Total rentals
80 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
70 properties are a good fit for families
Rentals with a pool
70 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Destinations to explore
- Tampa Bay Vacation rentals
- St Petersburg Vacation rentals
- Seminole Vacation rentals
- Tampa Vacation rentals
- Central Florida Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Fort Lauderdale Vacation rentals
- Gold Coast Vacation rentals
- Miami Vacation rentals
- Rentals with a fireplace South Sarasota
- Rentals with a hot tub South Sarasota
- Rentals with pools South Sarasota
- Waterfront rentals South Sarasota
- Rentals with outdoor seating South Sarasota
- Apartment rentals South Sarasota
- Pet-friendly rentals South Sarasota
- Rentals with a patio South Sarasota
- Rentals with a sauna South Sarasota
- House rentals South Sarasota
- Kid-friendly rentals South Sarasota
- Rentals with beach access South Sarasota
- Fitness-friendly rentals South Sarasota
- Family-friendly rentals South Sarasota
- Rentals with a fire pit South Sarasota
- Rentals with a washer and dryer South Sarasota
- Condo rentals Sarasota County
- Condo rentals Florida
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Streamsong Resort
- Tampa Theatre
- Jannus Live
- Curtis Hixon Waterfront Park
- Splash Harbour Water Park
- River Strand Golf and Country Club