
Condo vacation rentals in Downtown Sarasota
Find and book unique condos on Airbnb
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 G$2,092 GYD per night before taxes and fees

Verified guest reviews
Over 250 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!
Top-rated condo rentals in Downtown Sarasota
Guests agree: these condos are highly rated for location, cleanliness, and more.

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
Welcome to Mi Casa Siesta on 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

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.

NO Stairs, Siesta beachfront. Walk to the village!
Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.

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.

Sun-Kissed Memories!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! 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 secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

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!

Siesta Key condo, beach access, heated pool
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 bar, or try your luck fishing on the pier, all while viewing the boats on the intercoastal! Included is private deeded beach access that is just a 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. 65" tv free wifi Netflix Disney+. Boat slip available up to 24'

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.

KING Bed + Anna Maria Island Beaches + Beach Gear!
⚓️🦩Welcome to the Coastal Flamingo! Your nautical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins or less from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island! Kick back and relax in this coastal escape!

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.

Lido-Key- Tiny Studio Holiday Cottage-A
No Pets 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, and cooking items & dishes, Beach chairs, umbrella & towels are provided. Located at 170 Roosevelt Dr Drive, Sarasota, Fl 34236.
Popular amenities for Downtown Sarasota condo rentals
Weekly condo rentals

Steps from Lido Beach & St. Armands Circle

Siesta K- Kayak, Boat Dock, Pool, & walk to Beach

Beautifully Remodeled Charming Condo in Sarasota

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

Siesta Key Spacious, Modern 2 bed, 2 bath condo

Updated condo minutes to Siesta Key Beach

Lanai w/ Pool Views • Minutes to Siesta Key

Downtown Sarasota #12
Pet-friendly condo rentals

Resort Pool/Spa, Fitness Center, Waterfront Views!

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

Short walk to beach 4, King bed, Dog Friendly

Siesta Key 2BR Condo: Beach, Pool & Downtown Fun!

SK condo heated pool & arcade, short walk to beach

Luxury 3/3 Margaritaville Resort

Siesta Key Condo: Beach, Pool & Village Fun!

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

Gateway to Siesta Key - 1/2 Mile to the Beach

Siesta Key, Just Steps from Beach & Village

Spacious 2BR Condo on Crane’s Bay + Beach Access

Beach Retreat - Jamaica Royale Unit #52

North Water View - Residence 310

Three Water Views Siesta Key

Luxury 2 bedroom Beachfront Condo by FVC

Siesta Key Beach Front Condo
Destinations to explore
- Rentals with a patio Downtown
- Apartment rentals Downtown
- Rentals with a washer and dryer Downtown
- Rentals with pools Downtown
- Rentals with outdoor seating Downtown
- Family-friendly rentals Downtown
- Pet-friendly rentals Downtown
- Fitness-friendly rentals Downtown
- Rentals with a hot tub Downtown
- House rentals Downtown
- Rentals with a fire pit Downtown
- Condo rentals Sarasota
- Condo rentals Sarasota County
- Condo rentals Florida
- Condo rentals United States
- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Bean Point Beach
- Coquina Beach
- Turtle Beach
- Anna Maria Island Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Caspersen Beach
- Tiny House Siesta
- Cortez Beach
- Sand Key Beach
- Tampa Convention Center
- Jannus Live
- St Pete Beach
- Anna Maria Public Beach
- Hard Rock Casino
- ZooTampa at Lowry Park
- Manasota Key Beach




