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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.

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Top guest favorite

A modern living room features a light-colored leather sofa and armchairs, complemented by a colorful area rug. A wall-mounted TV is positioned against a textured stone wall, with natural light filtering through sliding glass doors that lead to a screened-in patio.

Condo in Siesta Key

5 out of 5 average rating, 125 reviews

❤️ 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 Accessories • Wifi • Private Parking • Smart TVs • Screened-in Patio • Coin Laundry room on premises

A modern bedroom features a spacious bed with crisp linens and a light-colored throw. A wooden dresser stands against the wall, and a framed artwork of a cow adds a touch of character. Subtle lighting from the bedside lamps enhances the inviting atmosphere.

Condo in Sarasota

4.87 out of 5 average rating, 284 reviews

[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 ($35 each per stay)

Top guest favorite

A spacious living area is highlighted by a light-colored sectional sofa adorned with colorful pillows. A large coffee table is positioned in front of the sofa, and a dining table with six chairs is visible in the background. A fan hangs from the ceiling, and natural light enters through nearby windows.

Condo in Sarasota

4.98 out of 5 average rating, 115 reviews

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.

A modern living area is presented with a gray sofa facing a round coffee table adorned with a small plant. Light streams through a window with simple drapery. The open layout connects to a dining area with a round table and kitchen space in view.

Condo in Sarasota

4.92 out of 5 average rating, 105 reviews

★ NEW ★ Eclectic Hidden Gem | TIKI BAR & Pool ★

• Renovated 2BR/2BA just 15 min walk across the south bridge to Crescent Beach which is an extension of the famous Siesta Key Beach rated #1 beach in USA • Walking distance to Siesta Key Watersports where you will find all kinds of water sport rentals and can book a sightseeing cruise • 5 minute drive to Publix Supermarket, Trader Joe's, Starbucks and other shops and restaurants • 15-20 min drive to Ed Smith Stadium, Ringling Museum of Art, Sarasota Jungle Gardens and South Lido County Park

A light-filled living area features a comfortable white sectional sofa with decorative pillows, complemented by a wooden coffee table. Large glass doors lead to an outdoor space, while a television and two lamps enhance the room's functionality and warmth.

Condo in Sarasota

4.84 out of 5 average rating, 113 reviews

The Palm Bay Club on Siesta key Beach

Welcome to The Palm Bay Club on Siesta Key Beach Enjoy sunrise to sunset from our great resort that has private bay to beach access . Updated 2 bedroom 2 Bath ground floor with walk out balcony .Each bedroom offers private en-suite, Clean and bright open floor plan, well appointed kitchen ,Central A/C . Resort features 2 heated pools , enjoy the tranquility of the bay from the large hot tub or pool . Fishing pier, tennis & pickle ball courts, gym, laundry area we also offer boat slips

A bright and airy living space features a modern sofa facing a sleek coffee table. The open kitchen is visible in the background, showcasing white cabinetry and bar seating with stylish stools. Light fills the room through large windows, enhancing the spacious feel.

Condo in Sarasota

4.96 out of 5 average rating, 116 reviews

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!

A charming studio space features a queen size bed with a white blanket and decorative pillows. A small nightstand sits beside the bed, and a light is positioned for reading. Natural light enters through a large window with blinds, complementing the wood-look flooring.

Condo in Lido Key

4.95 out of 5 average rating, 143 reviews

Lido-Key- Tiny Studio Holiday Cottage-A

We are Open after Hurricane Helene! **No Kids allowed** Lido Key- 7-10 min walk to the beach & St Armands. Quaint main floor tiny (smaller than a hotel room) studio is in a Great location and an affordable way to enjoy this popular area. This cozy cottage features a Queen size bed, refrigerator, stove, microwave, coffee maker, washer & dryer, and fully stocked cooking items & dishes, Beach chairs, umbrella & towels are provided. Located at 170 Roosevelt Dr Drive, Sarasota, Fl 34236.

A heated swimming pool is centrally located, surrounded by colorful lounge chairs in red, yellow, and green. The turquoise water is inviting under clear blue skies, with palm trees bordering the area. Nearby, several outdoor chairs are positioned for relaxation.

Condo in Sarasota

4.91 out of 5 average rating, 228 reviews

Near beach. Daily rentals. Pool. king bed

Villa 1 is a ground floor end unit. You have your own private entrance. With self check in key pad Featuring 1 bedroom, 1 bathroom, large living room with SMART TV, A/C, Kitchenette with stainless steel appliances ,Granite counter tops, Fridge Freezer. Separate bedroom with King Bed, Free wifi .Free parking for 1 vehicle. Shared swimming pool. Daily and weekly rentals. 2 mins walk to Crescent beach Siesta Key Beach Access #13 No smoking $250 Fee No pets $250 Fee

A living area features a comfortable green sofa complemented by a lamp casting a warm glow. A white wicker chair adds a coastal touch, positioned beside a small white table. Light wooden floors extend across the space, with soft wall art and a wall-mounted TV enhancing the environment.

Condo in Siesta Key

4.84 out of 5 average rating, 245 reviews

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.

Top guest favorite

A serene lanai view features a dining table with chairs overlooking the community pool. Lush palm trees frame the scene, while sunlight reflects off the water's surface. A doorway is visible, leading to the interior of the condo.

Condo in Sarasota

4.97 out of 5 average rating, 208 reviews

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.

A spacious living area features light-colored walls and a tiled floor. A blue sofa and accent pillows complement a round coffee table, which holds decorative items. A ceiling fan adds to the comfort, while a television is positioned on a white media console. The open layout connects to the kitchen area.

Condo in Sarasota

4.84 out of 5 average rating, 108 reviews

2/2 condo with garden+heated pool+6min from Siesta

🌴 Stylish Retreat Near Siesta Key – Private Garden & Heated Pool! Welcome to your perfect Sarasota getaway! This 1,000 sq. ft. pet-friendly home offers a private fenced garden, 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.

Top guest favorite

A light-filled living area showcases a large white sectional sofa adorned with colorful throw pillows. A turquoise coffee table displays decorative shells, and a light-toned area rug is centered beneath. Artwork featuring vibrant coastal scenes is mounted on the walls, enhancing the relaxed ambiance.

Condo in Bradenton

4.96 out of 5 average rating, 165 reviews

The Seabreeze Cottage with peaceful water views

Welcome to my newly renovated townhouse! The Seabreeze Cottage is a two bedroom, 1.5 bath, colorfully decorated townhouse with a fun beachy vibe! It has beautiful and peaceful water views of the lake. It’s within 30 minutes of the Gulf Coast’s best beaches, including Anna Maria Island, Longboat Key, and Siesta Key. Only ten miles from Sarasota airport (SRQ) and about one hour from Tampa airport (TPA).

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Popular amenities for South Sarasota condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

A living area is presented with light tile flooring and a comfortable blue armchair. A wall-mounted TV displays a beach scene. A wooden sideboard adds character, while a dining space with white-painted chairs and a chandelier is visible in the background.

Condo in Sarasota

4.9 out of 5 average rating, 67 reviews

Siesta Key Condo, Heated Pool, Newly Renovated

A spacious pool area is surrounded by modern buildings, featuring lounge chairs arranged around the water's edge. The pool, shaped in a gentle curve, invites relaxation under a clear blue sky with a few scattered clouds.

Condo in Indian Beach-Sapphire Shores

5 out of 5 average rating, 14 reviews

Luxe Waterfront Resort Style Living at its Best!

A serene beach scene captures calm waves gently lapping at the shore under a sky filled with scattered clouds. Soft hues of orange and blue reflect in the water, suggesting an approaching sunset over the tranquil coastline.

Condo in Sarasota

4.85 out of 5 average rating, 78 reviews

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

A spacious dining area is presented with a round glass table surrounded by dark wooden chairs. A modern light fixture hangs above, illuminating the area. The kitchen features white cabinetry, stainless steel appliances, and a large island with bar stools, creating a welcoming and functional space.

Condo in Sarasota

4.95 out of 5 average rating, 66 reviews

Siesta Key Spacious, Modern 2 bed, 2 bath condo

Condo in Sarasota

4.82 out of 5 average rating, 17 reviews

Updated 2-Bedroom Condo by Crescent Beach

An aerial view captures a wide stretch of sandy beach meeting the turquoise waters. Colorful umbrellas and beach chairs dot the shoreline, with beachgoers enjoying the sun. Lush greenery and buildings can be seen in the distance against a partly cloudy sky.

Condo in Sarasota

4.94 out of 5 average rating, 53 reviews

Top Floor Beautiful View Condo-Shore To Please

The master bedroom features a spacious bed, complemented by bedside lamps. A seating bench is positioned at the foot of the bed. A ceiling fan provides airflow, while light neutral tones enhance the serenity of the room. An en-suite bathroom is visible through an open doorway.

Condo in Sarasota

4.86 out of 5 average rating, 73 reviews

House of Sun-Ocean views on Beach. Walk everywhere

The exterior of a ground floor condo is shown, featuring a white picket fence and stone steps leading to a private entrance. Lush greenery and palm trees frame the surroundings, creating a tranquil outdoor setting.

Condo in Sarasota

4.9 out of 5 average rating, 67 reviews

* Beautiful 1BR Beach Condo minutes to Gulf *

Pet-friendly condo rentals

Top guest favorite

A clear, inviting pool is surrounded by a landscaped area with tropical plants and palm trees. The bright orange exterior of the building contrasts with the lush greenery. Chaise lounge chairs are positioned nearby for relaxation.

Condo in Siesta Key

4.97 out of 5 average rating, 29 reviews

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

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

4.88 out of 5 average rating, 16 reviews

Siesta Key 2BR Retreat – Pool + 100 ft to Beach

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, 186 reviews

Luxury 3/3 Margaritaville Resort

A modern living area features a comfortable sectional sofa, accented by textured cushions. A flat-screen TV is mounted on the wall above a wood panel, while large sliding doors invite natural light and provide access to the patio. Indoor plants add a touch of greenery.

Condo in Siesta Key

4.85 out of 5 average rating, 107 reviews

Siesta Key Condo: Beach, Pool & Village Fun!

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, 30 reviews

Condo Downtown Sarasota. Sunsets, GYM, POOL/SPA

A lively outdoor area features a heated pool with a water slide, a putting green, and colorful chairs arranged for relaxation. Games such as cornhole and paddleball are visible, alongside a 20-foot outdoor movie screen, creating a fun space for entertainment.

Condo in Bradenton

4.87 out of 5 average rating, 82 reviews

Modern Coastal 2/2 condo w/pool 6 mins to IMG

Top guest favorite

A modern kitchen area features pale blue walls and a round dining table set for four. Stainless steel appliances, including a microwave and oven, are visible. A decorative light fixture made of translucent discs hangs above the table, adding a coastal touch to the space.

Condo in Holmes Beach

4.99 out of 5 average rating, 143 reviews

Short Stroll to the Surf! ~ Make Memories on AMI

A clear swimming pool is bordered by a tiled patio, featuring white lounge chairs and a diving board. Sunlight reflects off the water's surface, creating a bright and inviting atmosphere. A fence surrounds the pool area, offering privacy.

Condo in Sarasota

4.81 out of 5 average rating, 47 reviews

Resort 1BR Condo/Pool/Dining, Beaches 10 mins!

Condo rentals with a pool

The outdoor pool area is framed by tropical palm trees, with a spacious pool surrounded by lounge chairs. A shallow section is marked with an '8 FT' indicator. Sun umbrellas provide shade, enhancing the inviting atmosphere for relaxation.

Condo in Lido Key

4.91 out of 5 average rating, 70 reviews

Steps from Lido Beach & St. Armands Circle

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

4.98 out of 5 average rating, 47 reviews

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

Top guest favorite

Condo in Siesta Key

4.97 out of 5 average rating, 333 reviews

On the Beach; Siesta Key SunBum Studio

Top guest favorite

A spacious pool area is set against a backdrop of greenery and blue skies. Multiple lounge chairs are positioned around the pool, which is bordered by a non-slip surface. A shaded area with umbrellas is visible, enhancing relaxation options.

Condo in Sarasota

4.96 out of 5 average rating, 23 reviews

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

Top 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, 29 reviews

Chill Sarasota Hideaway

A modern living space is showcased with a comfortable dark sofa and a round coffee table on a textured area rug. A dining table with four chairs is positioned nearby, while a large window offers a view of the ocean and natural light fills the room.

Condo in Siesta Key

5 out of 5 average rating, 42 reviews

Amazing beach view! Entire unit renovated!

Top guest favorite

A large swimming pool is surrounded by lounge chairs beneath the shade of tall trees. A separate hot tub is visible next to the pool, with a red umbrella providing shade to a nearby table. The area is fenced, offering a sense of privacy.

Condo in Sarasota

4.96 out of 5 average rating, 73 reviews

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

A crystal-clear pool is surrounded by a spacious deck, featuring several lounge chairs arranged for sunbathing. Lush palm trees stand nearby, and a tranquil water view of the golf course is visible in the background.

Condo in Sarasota

4.92 out of 5 average rating, 38 reviews

Water view condominium in a beautiful community

Quick stats about condo rentals in South Sarasota

Total rentals
130 properties
Nightly prices starting at
G$12,548 GYD before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
110 properties are a good fit for families
Rentals with a pool
120 properties have a pool
Rentals with dedicated workspaces
90 properties have a dedicated workspace

Destinations to explore