
Condo holiday rentals in South Sarasota
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Top-rated condo rentals in South Sarasota
Guests agree: These condos are highly rated for location, cleanliness and more.

[Beach Retreat] modern condo +5 min. walk to beach
5 min walk to beach and bikes onsite to rent.. Relax and recharge at this beautiful modern two bedroom Siesta Key condo. This is a fully remodeled second floor end unit with no unit above. The open layout provides excellent light throughout. Wonderful tile wood floors and a private screened in patio to sip your morning coffee. The warm sun and white sand beach awaits... beach gear (2chairs, towels, beach wagon)included complimentary -plus 2 beach cruisers to rent ($40 each per stay)

Lovely 2-Bedroom Condo, 7 min from Siesta Beach
Welcome to our beautiful condo, which is located just 4 miles to Siesta Key! Enjoy Vamo Park, just steps from our door, where you can launch a kayak or paddle board. Fishing is also allowed from this location. There are also picnic tables at the park where you can enjoy sunset. Our condo is fully equipped with all the necessary things you need. Beach chairs, shops, theaters, gyms, and the legacy trail, Sarasota Sharks Inc. Plus more. These are just a few of the things available in the area.

Comfy Siesta Key Condo
Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.

Your Modern Beachside Getaway!
Search no more… we have it all! Enjoy this spectacular, newly remodeled beachside home in Siesta Key, equipped with a modern kitchen, hotel luxury pillow-top bed, and high-end finishes throughout! Amenities include private beach access (beachside 3 minute walk), pool access, patio, courtyard, BBQ, parking, and more. And the cherry on top, you’re right across the street for a plethora of restaurants, shops, and conveniences giving you everything you need to enjoy the best of Siesta Key!

6 Siesta Breakers - Condo, Ocean View, Heated Pool
Luxurious apartment style condo on Siesta Key Beach, Sarasota Florida overlooking the quartz white sand and turquoise waters of the #1 beach in the USA. Enjoy exquisite ocean views from the balcony or just a few steps to the beach. Our gated community positions you steps away from whatever your heart desires (pool, ocean, grocery store, restaurants, live music and local shops). Your options are limitless on Siesta Key. If you need more than one condo check - airbnb.com /h/breakers203

On the Beach; Siesta Key SunBum Studio
Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. If we are booked check out our additional units under our profile.

Oceans2
This condo is set in the perfect location between the beach and the bay! Soak up the sun at the heated pool, enjoy the tiki hut, or try your luck on the fishing pier, all while viewing the boats on the intercoastal as they pass by. Included is a private deeded beach access that is an easy 5 min walk . Hop on the free trolley right outside your door to go to Siesta Key Village with plenty of restaurants, bars and shops only .5 miles away. Boat slip available for up to 24' .

Modern Studio · 5 min from Siesta Beach
Stylish ground-floor studio designed for couples or solo travelers, just a 5-minute drive from world-famous Siesta Key Beach. A great choice if you’re looking for a calm, well-located space with thoughtful comfort. Pet-friendly stay – $10 one-time pet fee per booking, unlimited pets. An ideal base for beach days, local dining, or a relaxed Florida getaway. About 1 mile from the property, guests may also enjoy access to a beautiful community pool that is heated.

Cottage on Siesta Key Beachside & Stunning sunsets
Come experience Siesta Key and relax in our beachside cottage. It is sure to refresh you , whether you prefer an incredible one of a kind sunset or a long leisurely walk on the beach with the cool sugar white sand beneath your toes! This is an escape you deserve. The pool is beautiful and conveniently located on your stroll to the beach. If you enjoy music , we are close to several places you can sit & enjoy under the Tiki Huts with refreshments!

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool
Whisk your favorite person away to BayDreaming! Retreat to this quiet 1BR/1.5BA condo, just an 8‑minute walk from Turtle Beach. Perfect for couples, it offers a private deck with canal and Gulf views, a heated pool for sunset swims, two supyaks, and a plush king bed for cozy nights. Enjoy garage parking, beach gear, and a peaceful community. Whether you’re here to relax or reconnect, this coastal retreat blends romance with Siesta Key serenity.

Gateway to Siesta Key - 1/2 Mile to the Beach
Beautiful and comfy 2 bedroom/2 bathroom condo that sleeps 4. The condo is located only 1/2 mile from the Gulf Of Mexico. Spacious, comfortable, in a small & quiet complex that provides easy access to restaurants and stores on or off Siesta Key. You'll get super easy Siesta Key access (3 min drive/20 min walk) at a very affordable price in a perfect location to avoid traffic and enjoy the rest of Sarasota when you're not at the beach.

Heated Pool Apartment Near Siesta Key | 1BR
Ground-floor 1-bedroom apartment in the quiet Sienna community of Sarasota, just a 5–10 minute drive to Siesta Key Beach (traffic dependent). Pet-friendly home — all pets welcome with a flat $10 pet fee per reservation, regardless of the number of pets. Guests enjoy access to a heated community pool, a screened balcony, and a convenient location close to shopping, dining, and beaches..
Popular amenities for South Sarasota condo rentals
Weekly condo rentals

2BR Penthouse - Stunning Beach Views on Siesta Key

Just renovated 2bed/2bath Siesta Key Beach Condo

Chill Sarasota Hideaway

10 Min to Siesta Key • Pool • Pet Friendly

Updated condo minutes to Siesta Key Beach

Peaceful retreat, pool, hot tub, near Siesta Key!

Siesta Key condo - Gulf and bay club bayside

Lido Beach/St. Armands Condo
Pet-friendly condo rentals

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

Steps from Lido Beach & St. Armands Circle

A Coastal Retreat Steps From the Sea

Short walk to beach 4, King bed, Dog Friendly

Perfect location 2 BR condo w pool arcade pets ok

Luxury 3/3 Margaritaville Resort

Siesta Key Condo: Beach, Pool & Village Fun!

Condo Downtown Sarasota. Sunsets, GYM, POOL/SPA
Condo rentals with a pool

Private Beach & Bay view

Cozy 1BR Beach Condo on Siesta Key!

Siesta Key Serenity At The Palm Bay Club

Stylish Beautifully Remodeled Condo in Sarasota

Siesta Dunes 1st Floor Beach Front Retreat

Peaceful Siesta Key Retreat, Heated Pool, Tennis

Seaside on Siesta Key Beach

Siesta Key Beach (OHAB) Townhouse #1 beach
When is the best time to visit South Sarasota?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $445 NZD | $514 NZD | $514 NZD | $391 NZD | $272 NZD | $274 NZD | $303 NZD | $277 NZD | $267 NZD | $272 NZD | $343 NZD | $356 NZD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about condo rentals in South Sarasota

Total holiday rentals
Explore 110 holiday rentals in South Sarasota

Nightly prices starting at
South Sarasota holiday rentals start at $103 NZD per night before taxes and fees

Verified guest reviews
Over 1,400 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
110 of South Sarasota holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across South Sarasota rentals

4.7 Average rating
South Sarasota stays receive an average rating of 4.7 out of 5 from guests
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Turtle Beach
- Lido Key Beach
- Amalie Arena
- Vinoy Park
- Caspersen Beach
- Tampa Convention Center
- Cortez Beach
- Hard Rock Casino
- St Pete Beach
- Anna Maria Public Beach
- Manasota Key Beach
- Jannus Live
- Englewood Beach
- River Strand Golf and Country Club
- Tropicana Field
- North Beach At Fort DeSoto Park





