
Condo vacation 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.

The Honeymoon Suite on Siesta Key Beach
This is a recently renovated honeymoon suite located directly across from the big end of Siesta Key. It is an elegant ground floor pool unit. This unit is equip with marble countertops, tigers eye, lapis lazuli tables, bladeless ceiling fan, alabaster lighting and giant TVs. All of the appliances are stainless/smart and the microwave can cook steaks. There is a gym. The geographic location on the key can not be beat! There is a floating television over the California King luxury memory foam bed.

[Sunny in Siesta] King bed+5 minute walk to beach
Your relaxing beach vacation awaits! Enjoy the island life from a freshly remodeled condo. Quick stroll to the #1 beach in the US. Public Access #12 (5 min walk) or hop on the free trolley to Siesta Beach & the Village. Can’t beat this location...Walk to Crescent Club, Captain Curt’s, Big Water Fish Market, Daquiri Deck & more. Beach gear includes- wagon., 2 chairs, small cooler and beach towels. 2 Bikes available to rent (40 per bike) King bed BEAUTY REST BLACK & queen sofa bed.

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.

Oceans2
Perfectly nestled between the soft white sands of the Gulf of Mexico and the calm, sparkling waters of the bay, this premier condo offers the absolute best of the coastal Florida lifestyle. Whether you are looking for a relaxing sun-drenched getaway, a boater’s paradise, or an active island adventure, this beautifully situated property serves as your perfect home base. From the moment you arrive, you will experience the effortless charm and convenience of island living at its finest.

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.

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.

2 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.

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

Beautifully Remodeled Stylish Condo in Sarasota

Siesta Dunes 1st Floor Beach Front Retreat

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

The Perfect Shiny Oasis

Updated condo minutes to Siesta Key Beach

10 Min to Siesta Key • Pool • Pet Friendly

Siesta Key condo - Gulf and bay club bayside
Pet-friendly condo rentals

Steps from Lido Beach & St. Armands Circle

Waterfront, Resort Pool / Spa, & Fitness Center!

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!

2bed/2bath Condo next to Siesta Key ~A Hidden Gem

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

Sun and Sea Gem on Siesta Key

Siesta Key Serenity At The Palm Bay Club

Villa Maria: Minutes to Siesta Key!

Sarasota Surf & Racquet Club Siesta Key Condo

Chill Sarasota Hideaway

Siesta Key Beach Front Condo

Private Siesta Key Escape

Perfect Beach View Large 2 bedroom
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$54,384 GYD | G$62,750 GYD | G$62,750 GYD | G$47,690 GYD | G$33,258 GYD | G$33,467 GYD | G$37,023 GYD | G$33,885 GYD | G$32,630 GYD | G$33,258 GYD | G$41,833 GYD | G$43,507 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 110 vacation rentals in South Sarasota

Nightly prices starting at
South Sarasota vacation rentals start at G$12,550 GYD per night before taxes and fees

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

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

Vacation 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 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
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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
- Lido Key Beach
- Turtle Beach
- Amalie Arena
- Vinoy Park
- Caspersen Beach
- Tampa Convention Center
- Cortez Beach
- Hard Rock Casino
- Manasota Key Beach
- St Pete Beach
- Anna Maria Public Beach
- Englewood Beach
- Jannus Live
- Tropicana Field
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park





