
Condo vacation rentals in Downtown Sarasota
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Top-rated condo rentals in Downtown Sarasota
Guests agree: these condos are highly rated for location, cleanliness, and more.

A&A's Paradise near IMG & Anna Maria beaches
Conveniently located just 12 minutes drive from the beaches, close to IMG Academy and all amenities, this second floor corner condo has much to offer. Its picturesque lake view, modern upgrades, and spectacular open-concept design combine to enhance your vacation experience. Facilities at Shorewalk Palms include heated swimming pools, hot tubs, tennis court, basketball court, shuffle board court, pool table, ping pong table, BBQ area and a kid's playground. All are available for your enjoyment

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

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.

Cozy 2 bed/2.5 bath townhome
Renovated 2 bedroom/2.5 bathroom townhome nestled in a quiet, gated community in Bradenton between I-75 & some of the best beaches in the country. My townhome is 2 bedrooms (queen size) with en suite bathrooms. The beds are queen-sized. Amenities in the neighborhood include large heated pool, tennis and basketball courts, a playground, a volleyball area, a sports field, and a designated parking spot only steps away from the front door. Non-numbered guest parking is also available

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

Oceanview on LBK: Open TU & WED, $219/nt + Fees!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and onward to the secluded beach with loungers. Enjoy a relaxing vacation at our peaceful condo at The Beach on Longboat Key Resort!

Luxury 3/3 Margaritaville Resort
Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

Sunset and beach view from your balcony Unit 403
A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous unit. This unit has been completely renovated. The best 1 bed/1 bath in Longboat Key for a great price. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in.

Shorewalk full condo IMG Beaches Anna Maria
1174 Sqft first floor 2 bedroom and 2 bathroom with a nice kitchen full condo in the beautiful Shorewalk community. Within very short walking distance to movies, groceries ,shopping and dining This condo is about 9 miles from Sarasota airport and about 13 miles from downtown Sarasota, about 6.8miles from the Bradenton Beach , about 10 miles from Anna Maria Island Less than 1 mile to the big gate of the IMG academy

Sunshine house +6 min. from Siesta +heated pool
★ "Second floor 1 bedroom 1 bathroom apartment" 🌴 Stylish Retreat Near Siesta Key & Heated Pool! Welcome to your perfect Sarasota getaway! This is 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.
Popular amenities for Downtown Sarasota condo rentals
Weekly condo rentals

Resort Pool/Spa, Fitness Center, Waterfront Views!

New Luxury Waterfront Condo Pool/Gym/Hot tub

The Strand, Luxury Condo, Breathtaking Water Views

The Perfect Shiny Oasis

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

Siesta Key Spacious, Modern 2 bed, 2 bath condo

A Hidden Gem in Paradise

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

Steps from Lido Beach & St. Armands Circle

J&J Island Time

Siesta Key Village 2 night min w weekly discounts

Siesta Key Condo: Beach, Pool & Village Fun!

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

100 ft to Beach – 1BR Siesta Key Escape

Star Fish - 1125

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

Beautiful White Sand Siesta Key Beach

Cozy Top-Floor Stay on Siesta Key

Nautical Nest – Cozy Poolside Condo, Near

Ramada by Wyndham Sarasota Waterfront- Bar & Grill

Amazing beach view! Entire unit renovated!

Breathtaking Beachfront Views in Siesta Key

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool

Top Floor Beautiful View Condo-Shore To Please
Quick stats about condo rentals in Downtown Sarasota

Total vacation rentals
Explore 20 vacation rentals in Downtown Sarasota

Nightly prices starting at
Downtown Sarasota vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

Verified guest reviews
Over 240 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Downtown Sarasota vacation rentals include wi-fi access

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

4.9 Average rating
Downtown Sarasota stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Rentals with outdoor seating Downtown
- Pet-friendly rentals Downtown
- Apartment rentals Downtown
- Rentals with pools Downtown
- Rentals with a fire pit Downtown
- Rentals with a washer and dryer Downtown
- Family-friendly rentals Downtown
- House rentals Downtown
- Rentals with a patio Downtown
- Fitness-friendly rentals Downtown
- Condo rentals 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
- Busch Gardens Tampa Bay
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Anna Maria Public Beach
- Lido Key Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Gulfport Beach Recreation Area
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- North Beach
- Adventure Island
- River Strand Golf and Country Club
- Splash Harbour Water Park
- Englewood Beach