
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.

❤️ 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

Seaside on Siesta Key Beach
Seaside on Siesta is the perfect walkable location to everything you need for a seaside getaway! Located directly across the street Siesta Key Beach. NEWLY RENOVATED in 2025. Walk or take the FREE trolley (trolley stop located feet from our front patio) to Siesta Key Village. First floor unit so no need to wait on elevators. The spectacular white quartz beach and crystal clear water awaits you just outside your door! Search "Seaside on Siesta Tour" on Youtube for a video tour.

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.

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. Enjoy 2 free bikes day rental with booking!

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 Special December Pricing
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.

Siesta Key Beach Front Condo
Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key. Large HEATED outdoor pool - this 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach - consistently VOTED #1 BEST BEACH IN THE USA year after year! This condo is nicely situated on the 2nd floor. The large screened lanai provides spectacular gulf coast views.

Siesta Key Ground Floor Condo 2BR On Trolley Line
A cozy Siesta Key ground floor condo unit w 2 bedrooms & 1 bath on the trolley line. Has all the amenities you need for a relaxing beach vacation and your day at the beach. Located conveniently to Crescent beach w access to the south and Siesta Key public beach to the north. Trolley stops right out front. Assigned parking spot directly in front of the unit.
Popular amenities for South Sarasota condo rentals
Weekly condo rentals

Steps from Lido Beach & St. Armands Circle

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

Just renovated 2bed/2bath Siesta Key Beach Condo

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

Breathtaking Beachfront Views in Siesta Key

Updated 2-Bedroom Condo near Crescent Beach

1 - Lido Beach, Lido Key, Sarasota, FL

Resort 1BR Condo/Pool/Dining, Beaches 10 mins!
Pet-friendly condo rentals

J&J Island Time

Siesta Key Village 2 night min w weekly discounts

Siesta Key Condo: Beach, Pool & Village Fun!

Condo Downtown Sarasota. Sunsets, GYM, POOL/SPA

New Luxury 3/3 Condo in Margaritaville Resort

100 ft to Beach – 1BR Siesta Key Escape

Steps to the beach! Updated Condo at The Terrace

Short Stroll to the Surf! ~ Make Memories on AMI
Condo rentals with a pool

Kingston Arms Condo | Steps to Beach, Htd Pool/Spa

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Siesta Key Spacious, Modern 2 bed, 2 bath condo

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

Chic Beach Condo>>Best Location On Lido Keys

Hermosa Hideaway | SK Collection

Siesta Key Beachfront Condo - Private beach access

2Min Walk to Beach, Main SK Pavillion, Heated Pool
When is the best time to visit South Sarasota?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,126 GYD | G$67,994 GYD | G$62,136 GYD | G$47,700 GYD | G$33,265 GYD | G$33,474 GYD | G$42,679 GYD | G$31,591 GYD | G$33,055 GYD | G$28,034 GYD | G$36,821 GYD | G$29,708 GYD |
| 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 G$12,553 GYD 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 outdoor seating South Sarasota
- Rentals with a fireplace South Sarasota
- Rentals with beach access South Sarasota
- Rentals with a washer and dryer South Sarasota
- House rentals South Sarasota
- Fitness-friendly rentals South Sarasota
- Apartment rentals South Sarasota
- Rentals with a sauna South Sarasota
- Rentals with pools South Sarasota
- Pet-friendly rentals South Sarasota
- Rentals with a fire pit South Sarasota
- Rentals with a hot tub South Sarasota
- Family-friendly rentals South Sarasota
- Rentals with a patio South Sarasota
- Waterfront rentals 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
- Anna Maria Public Beach
- Lido Key Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- North Beach
- Manasota Key Beach
- River Strand Golf and Country Club
- Splash Harbour Water Park
- Englewood Beach
- North Beach At Fort DeSoto Park
- Point Of Rocks
- Don CeSar Hotel