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Condo vacation rentals in South Sarasota

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Popular amenities for South Sarasota condo rentals

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 😊
Superhost
Condo in Lido Key
4.91 out of 5 average rating, 66 reviews

Steps from Lido Beach & St. Armands Circle

Rita DawnRating, 5 stars2 weeks ago
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.
Top guest favorite
Aerial view showcases a sandy beach lined with sunbathers and umbrellas, extending along the shoreline. The turquoise waters gently lap the shore, meeting a clear sky dotted with clouds. Soft waves create a serene pattern on the surface of the water.
Condo in Siesta Key
4.98 out of 5 average rating, 45 reviews

Beach Rd, 300ft to Beach Access & 500ft to Village

ElizabethRating, 5 stars5 days ago
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.
Superhost
A modern kitchen is featured with sleek white cabinetry and stainless-steel appliances, including an oven and refrigerator. An island with a countertop is highlighted, surrounded by pendant lighting. Open to the living area, a comfortable seating arrangement and a workspace can be seen, with large sliding doors leading to the veranda.
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
The kitchen area features a granite countertop with essential utensils organized in a light blue container. Two coffee mugs are displayed next to a coffee maker. The background includes a decorative piece and cabinetry reflecting a simple and functional design.
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.
Top guest favorite
Condo in Sarasota
5 out of 5 average rating, 94 reviews

BayDreaming - Quiet Canal Front- 2 Supyaks!

TraceyRating, 5 stars1 month ago
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.
Guest favorite
Condo in Sarasota
4.91 out of 5 average rating, 66 reviews

House of Sun-Ocean views on Beach. Walk everywhere

RockyRating, 5 stars1 week ago
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
Top guest favorite
A sandy pathway leads to a serene beach, where gentle waves meet the shore. The sky is filled with pastel hues as the sun sets, casting a warm glow over the ocean. Lush greenery flanks the walkway, offering a natural frame to the picturesque scene.
Condo in Sarasota
5 out of 5 average rating, 25 reviews

Beachfront - 2BR - Spectacular Beach Setting

MakaylaRating, 5 stars4 days ago
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

Top guest favorite
A sandy pathway leads to the beach, framed by lush greenery and tall grasses. The gentle waves of the ocean are visible in the distance, with a clear blue sky overhead. Sunlight casts a warm glow on the pathway, inviting relaxation.
Condo in Venice
4.95 out of 5 average rating, 86 reviews

Short walk to beach 4, King bed, Dog Friendly

KatieRating, 5 stars1 week ago
Loved this spot! You can’t beat the location! I would recommend staying here if you want to spend everyday at the beach. 😎🏖️
Guest favorite
An inviting outdoor space features a heated pool surrounded by a tropical landscape. A staircase leads to the upper level, while lounge seating is arranged nearby. Sunlight reflects off the water, creating a serene atmosphere for relaxation.
Condo in Sarasota
5 out of 5 average rating, 12 reviews

100' from the beach, Spacious 2BR Beachside Oasis

TamaraRating, 5 stars2 months ago
Great location with lots to do in walkable restaurants. The host was great and the neighbors were great. Highly recommend.
Guest favorite
A view from the porch captures a vibrant sunset over the Gulf of Mexico, with silhouettes of palm trees and nearby buildings. The warm colors of the sky blend into the horizon, creating a serene backdrop that enhances the coastal atmosphere.
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
Guest favorite
A fire table is positioned near large glass windows that frame a stunning sunset over the water. The reflection of the vibrant sunset is visible in the water, while the outdoor landscape is softly illuminated by the fading light.
Condo in Bradenton
4.98 out of 5 average rating, 177 reviews

Luxury 3/3 Margaritaville Resort

JoelRating, 5 stars1 week ago
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.
Superhost
A welcoming living area features two comfortable sofas adorned with striped cushions. A light wooden coffee table sits in the center, complemented by nautical-themed decor on the nearby walls. Natural light fills the space through large windows, enhancing the inviting atmosphere.
Condo in Siesta Key
4.87 out of 5 average rating, 101 reviews

Siesta Village Short Walk to Beach w heated Pool

CoryRating, 5 stars10 months ago
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.
Superhost
A tropical landscape features palm trees and lush greenery surrounding a charming vacation condo. A vibrant mural of sea life is painted on the exterior wall, adding a touch of color. A stone pathway leads through the well-maintained garden, enhancing the overall inviting atmosphere.
Condo in Sarasota
4.75 out of 5 average rating, 4 reviews

Coral Reef - 1123

MeredithRating, 5 stars2 weeks ago
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!
Superhost
The living space features a modern open floor plan with a comfortable blue sofa and a dining area with a stylish light fixture above. A large window provides natural light, and various decorative elements, including plants and wall art, enhance the ambiance.
Condo in Indian Beach-Sapphire Shores
4.93 out of 5 average rating, 27 reviews

Condo Downtown Sarasota. Sunsets, GYM, POOL/SPA

JamieRating, 5 stars4 months ago
Highly recommend! Condo is clean, great amenities and location is close to everything. Would definitely stay here again.
Guest favorite
A brightly colored three-story building stands under a starry night sky, surrounded by palm trees. Exterior lights illuminate the vibrant walls and large windows. A paved driveway leads up to the garage, flanked by landscaped greenery.
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 !

Condo rentals with a pool

Guest favorite
A cozy deck area features outdoor seating with two bar stools and a small table adorned with flowers. Palm trees provide shade while a serene waterfront view is visible, with a private dock and a pool in the background.
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!
Top guest favorite
A modern kitchen features white cabinetry and a spacious counter. Stainless steel appliances, including an oven and microwave, are visible. A decorative beach sign adorns the wall, and a bowl of fresh fruit sits on the counter, adding a pop of color to the bright space.
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.
Guest favorite
A clear view of a tranquil pool area framed by neatly arranged lounge chairs, providing ample relaxation space. Umbrellas offer shade beside a glistening pool, surrounded by palm trees and well-maintained grounds. The building's architecture features a modern design with vibrant red accents.
Condo in Siesta Key
4.94 out of 5 average rating, 96 reviews

The Honeymoon Suite on Siesta Key Beach

AshleyRating, 5 stars1 month ago
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.
Superhost
Condo in Sarasota
4.8 out of 5 average rating, 45 reviews

Modern Siesta Key Condo 3 minute walk to beach!

TracieRating, 5 stars1 month ago
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!
Guest favorite
A heated community pool area features several lounge chairs arranged around the water. Bright blue umbrellas provide shade, while a building backdrop offers additional seating. The sky above is filled with fluffy clouds, creating a relaxed atmosphere for guests enjoying the pool.
Condo in Sarasota
4.84 out of 5 average rating, 68 reviews

Private Beach Access.WiFi. Pool. Grill. Siesta Key

CarlosRating, 5 stars1 week ago
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!
Guest favorite
A circular pool is surrounded by modern white buildings, with palm trees dotting the perimeter. The clear blue water reflects the sky, and a poolside lounge chair is positioned near the edge. Paved stones create a pathway around the pool area.
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.
Top guest favorite
A clear view of a heated pool area is framed by lush palm trees and colorful planters. Lounge chairs are arranged around the pool, while a blue umbrella offers shade. The pool water reflects the surrounding greenery and buildings, providing a calm and inviting atmosphere.
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
A resort-style pool is highlighted with clear blue water, surrounded by pavers and palm trees. The modern building features balconies, complementing the inviting atmosphere of the outdoor space under a bright blue sky.
Condo in Indian Beach-Sapphire Shores
4.98 out of 5 average rating, 42 reviews

Sarasota Sunset Bay View Condo

MarciRating, 5 stars1 month ago
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

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