
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.

[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.

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!

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
Welcome to beautiful Siesta Key, the #1 beach in the country! Gorgeous newly renovated one bedroom condo within a 5 min walk to the powdery white sandy beach and stunning sunsets. Also next to restaurants, bars, kayak & jet ski rentals, and much more! Contact for monthly rentals available. Experience this modern oasis: • Chic Living Room • Quartz Kitchen Countertops • King Size Mattress • Beach gear • Wifi • Private Parking • Smart TVs • Screened-in Patio • Coin Laundry room on premises

Steps away from beach and village! #1 in Siesta!
The Little Sandy... Your secret hideaway Incredibly located Two bedrooms, one bath Sleeps 6 easily Bring the kids...or not Walk everywhere. 3-minutes to the beach, 8 to Siesta Village Super-fast Wi-fi! Icy A/C Lovely pool Play in the water, play on the sand, play in the village Rinse and repeat Comfy beds, soft towels A great night's sleep And the best hosts on Airbnb Tradewinds included free of charge. So book now and find your Siesta-self Just like you, only funner.

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' .

Anchor house +6 min. from Siesta Beach+heated pool
★ "Ground floor 1 bedroom 1 bathroom apartment" ★ "An incredible apartment and 6 star hospitality!" 🌴 Stylish Retreat Near Siesta Key Heated Pool! Welcome to your perfect Sarasota getaway! This 600 sq. ft. pet-friendly home offers a heated pool access, and a prime location just 6 minutes from Siesta Key Beach. Whether you're here for a beach vacation, a family trip, or a remote work retreat, this home has everything you need for a comfortable and stress-free stay.

Cozy 1BR Beach Condo on Siesta Key!
Experience the best of both worlds in this beautiful bayside 2nd floor unit! Sea Club II offers the charm of Old Florida with its shell driveway and old oak and palm trees throughout the property. Relax by the upgraded bayside pool or enjoy Happy Hour by the Tiki Hut or on the open lawn and watch the boats (BIG and small) pass by on the intercoastal. Grills are available for guests to use by the pool area. We also have a new fishing pier and boat dock.

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!

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.

203 Luxury Condo With 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.

Blue studio perfect for 2, just 5 min from beach
Ground floor studio" ★ "An incredible studio and 6 star hospitality!" Welcome to your perfect Sarasota getaway! This is pet-friendly home offers a garden and a prime location just 5 minutes from Siesta Key Beach. Whether you're here for a beach vacation, a family trip, or a remote work retreat, this home has everything you need for a comfortable and stress-free stay.
Popular amenities for South Sarasota condo rentals
Weekly condo rentals

Enchanting Coastal Ambiance & Breathtaking Sunsets

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

Luxe Waterfront Resort Style Living at its Best!

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

The Perfect Shiny Oasis

Chill Sarasota Hideaway

Updated condo minutes to Siesta Key Beach

Chic Beach Condo>>Best Location On Lido Keys
Pet-friendly condo rentals

Steps from Lido Beach & St. Armands Circle

J&J Island Time

Short walk to beach 4, King bed, Dog Friendly

Lounge at Lulu's #2 | 5 Min to Beach | Pool | Dog

Siesta Key w heated pool arcade & pet friendly

Siesta Key Condo: Beach, Pool & Village Fun!

New Luxury 3/3 Condo in Margaritaville Resort

100 ft to Beach – 1BR Siesta Key Escape
Condo rentals with a pool

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Just renovated 2bed/2bath Siesta Key Beach Condo

On the Beach; Siesta Key SunBum Studio

Waterfront w/ Pool, mins to SK Beaches, bikes/sups

Upscale Villa in the heart of Siesta Key!

Siesta Key 2BR | Gulf Views & Warm Comfort

Your Beachside King Suite Retreat!

Peaceful retreat, pool, hot tub, near Siesta Key!
When is the best time to visit South Sarasota?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R2,470 ZAR | R5,575 ZAR | R5,094 ZAR | R3,911 ZAR | R2,727 ZAR | R2,744 ZAR | R3,036 ZAR | R2,779 ZAR | R2,676 ZAR | R2,316 ZAR | R3,019 ZAR | R2,436 ZAR |
| 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 vacation rentals
Explore 130 vacation rentals in South Sarasota

Nightly prices starting at
South Sarasota vacation rentals start at R1,029 ZAR per night before taxes and fees

Verified guest reviews
Over 1,220 verified reviews to help you choose

Family-friendly vacation rentals
110 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
120 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
130 of South Sarasota vacation 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
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Rentals with a fireplace South Sarasota
- House rentals South Sarasota
- Fitness-friendly rentals South Sarasota
- Rentals with a washer and dryer South Sarasota
- Waterfront rentals South Sarasota
- Rentals with a sauna South Sarasota
- Rentals with beach access South Sarasota
- Family-friendly rentals South Sarasota
- Pet-friendly rentals South Sarasota
- Rentals with a fire pit South Sarasota
- Rentals with a hot tub South Sarasota
- Apartment rentals South Sarasota
- Rentals with a patio South Sarasota
- Rentals with pools South Sarasota
- Rentals with outdoor seating South Sarasota
- Condo rentals Sarasota County
- Condo rentals Florida
- Condo rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Vinoy Park
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- North Beach
- River Strand Golf and Country Club
- Manasota Key Beach
- Splash Harbour Water Park
- Englewood Beach
- North Beach At Fort DeSoto Park
- Don CeSar Hotel
- Point Of Rocks




