
Condo holiday 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.

Crystal House on Siesta Key Beach
This is an updated and renovated two bedroom suite on Siesta Key. Complete with marble dining table, stainless appliances and large televisions. There is a computer in the spare bedroom for your convenience along with an Xbox and DVD player. We tried to think of everything so please feel free to make suggestions after your stay. Your satisfaction is our number one concern. The sofa is a Laz-Y-Boy and is not a sleeper but is very comfortable!!! There is a set of twin-twin bunks in the main room!

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

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...!

❤️ 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

Beachfront Resort, Ocean View, Pool, Tennis, Gym
Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

Oceans2
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 hut, or try your luck on the fishing pier, all while viewing the boats on the intercoastal as they pass by. Included is a private deeded beach access that is an 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. Boat slip available for up to 24' .

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.

Short walk to beach 4, King bed, Dog Friendly
Location Location Location! Experience island life from this 1 BR, 2nd floor condo walking distance to everything. A few steps to Venice beach, and a short walk or bike ride down the tree lined boulevard takes you to Historic Downtown Venice where you'll find, Restaurants, Cafes, and Boutiques. Pack your bathing suit, and flip flops, with all the comforts of home, and all beach gear provided, that's all you'll need here! Sofa bed also available.

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, washer & dryer, and fully stocked cooking items & dishes, Beach chairs, umbrella & towels are provided. Located at 170 Roosevelt Dr Drive, Sarasota, Fl 34236.

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 Condo. Checkout our great rates!
Our beautiful Siesta Key condo is located a short stroll from the famous Siesta Key beach with its beautiful quartz sand and amazing sunsets. The Midnight Cove II condominium complex has private beach access with outstanding amenities and is very family friendly, come and enjoy the natural beauty this complex and all Siesta Key has to offer.

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
An unforgettable experience awaits you at this getaway apartment right on the white sand beaches of Anna Maria Island. Wake up every morning to the best views of the turquoise waves of the gulf and spend your days enjoying the warm waters, filling your social media with dolphin pictures and dramatic sunsets.
Popular amenities for Downtown Sarasota condo rentals
Weekly condo rentals

Steps from Lido Beach & St. Armands Circle

Luxe Waterfront Resort Style Living at its Best!

Chill Sarasota Hideaway

Condo Downtown Sarasota. Sunsets, GYM, POOL/SPA

Oceanview Penthouse |1-Min Walk to Beach + Terrace

Waterfront Coastal Retreat | Steps from LBK Beach

Heaven on Lido Beach, Just across the Street!

Sarasota Poolside Stylish Retreat w/Grill, Fishing
Pet-friendly condo rentals

The Strand, Luxury Condo, Breathtaking Water Views

Luxury 3/3 Margaritaville Resort

Spacious 2BR/2BA Garden Condo w/ Heated Pool

Siesta Key Condo: Beach, Pool & Village Fun!

Sandcastle Dreams

Beachfront Newly Remodeled 2/1 -Right on the beach

Lanai w/ Pool Views • Minutes to Siesta Key

100 ft to Beach – 1BR Siesta Key Escape
Condo rentals with a pool

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

Cozy Top-Floor Stay on Siesta Key

New Luxury Waterfront Condo Pool/Gym/Hot tub

Siesta Key For Me @ The Palm Bay Club

Secluded Bayside Gem with beautiful bay views

Amazing beach view! Entire unit renovated!

Breathtaking Beachfront Views in Siesta Key

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

Total holiday rentals
Explore 20 holiday rentals in Downtown Sarasota

Nightly prices starting at
Downtown Sarasota holiday rentals start at $14 AUD per night before taxes and fees

Verified guest reviews
Over 240 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday 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 holiday 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
- Pet-friendly rentals Downtown
- Rentals with outdoor seating Downtown
- Apartment rentals Downtown
- Rentals with a fire pit Downtown
- Rentals with pools Downtown
- Rentals with a patio Downtown
- Rentals with a hot tub Downtown
- House rentals Downtown
- Rentals with a washing machine and dryer Downtown
- Family-friendly rentals 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
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Caspersen Beach
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- Hard Rock Casino
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Adventure Island




