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Condo vacation rentals in Siesta Key

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Top-rated condo rentals in Siesta Key

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Condo in Sarasota

4.89 out of 5 average rating, 212 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)

Guest favourite

Condo in Isla del Sol

4.99 out of 5 average rating, 69 reviews

Sunsets Island

Enjoy peaceful relaxation and serene sunsets in this top floor condo on the beautiful Isla Del Sol. The large private balcony, which overlooks the private beach and community pool, has plenty of seating options for enjoyment throughout your day in paradise. Inside, a king bed, two twin beds, and a queen size sofa bed offer comfort and versatility. This condo features an updated kitchen, bathrooms, and styling throughout. Only a short walk or bike ride to the Don Cesar or several top beaches!

Guest favourite

Condo in Sarasota

4.93 out of 5 average rating, 29 reviews

Top Floor Beautiful View Condo-Shore To Please

Just across the street from the acclaimed #1 Beach in the US. This beautiful 2 bedroom/ 2 bath condo has all the comforts of home! This condo offers a fully equipped kitchen, floor to ceiling windows, spacious living room, dining area, queen size sleeper sofa, washer and dryer and balconies off both the living room and dining room. Linens and towels, beach towels and beach chairs are provided. The facilities include a heated pool, tennis courts and a covered pavilion with grilling area.

Guest favourite

Condo in Sunset Beach

4.94 out of 5 average rating, 78 reviews

Stunning Summer Gulf Views! Beachfront, pool #502

This condo is perfect for a relaxing, beach vacation. Recently remodeled luxury condo located on the 5th floor of an elevator building offers daily sunsets from your balcony directly overlooking the Gulf of Mexico and the white sand beaches! The unit has a fully stocked kitchen, beach chairs, umbrella, and towels. Downstairs you will find a heated pool, grills, outdoor shower, picnic tables, and free private parking all with ocean views. 5 minute walk to beach bars, restaurants and more!

Condo in Bradenton

4.85 out of 5 average rating, 103 reviews

*Florida Bella Rosa* near IMG Academy & beaches.

Enjoy our beautiful lakeside, sunny, lovingly decorated condo with a nice coastal Florida feel, located in Shorewalk Vacation Villas complex. You can almost feel the cool Ana Maria Island breeze sweep through our condo. Located 7 miles from the Gulf/AMI beaches & 2 miles from IMG Academy, also 20 min drive by car to the Sarasota airport WITHIN WALKING DISTANCE: Publix supermarket, Amped Fitness, Aldi Grocery store, CVS Pharmacy, Golf course, restaurants and Regal Oakmont movie theater

Guest favourite

Condo in Siesta Key

4.95 out of 5 average rating, 93 reviews

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 and is a unique corner unit, providing wonderful cross-breezes all day long! The screened lanai provides spectacular gulf coast views.

Guest favourite

Condo in Siesta Key

4.97 out of 5 average rating, 79 reviews

Most Desirable Spot on Siesta Key! Palm Bay Club!

Meticulously Renovated Oversized, 2 Bedroom 2 Bath, Bay to Beach unit! Walk to the Famous Siesta Key beach, voted #1 beach in the US, with the worlds softest sand! This complex spans from the magnificent Bay with yachts and boats to the private beach with free access to Chairs and loungers, Cabanas are available to rent. Nearby Siesta Key Village has great shopping and restaurants. Access to free transportation around the island is right outside your door.

Guest favourite

Condo in Treasure Island

4.93 out of 5 average rating, 127 reviews

Beachfront w/ Stunning Sunsets in Prime Location.

Info re: Hurricane Helene can be found further in description. Directly on the beach; this bright and airy condo is your perfect get away on the Gulf! You can feel the powdered sand beneath your toes and that warm ocean breeze, every time you step out your front door. Location is one of the things that makes this condo a true gem. With access to grocery stores, many restaurants and activities. This section of the beach is truly paradise.

Guest favourite

Condo in Siesta Key

4.86 out of 5 average rating, 217 reviews

Siesta Key Beach Community!

Two bedroom, one bath fully furnished condo. Fantastic location on Siesta Key. local bus goes to nearby Siesta Village & #1 beach in the US. Heated pool, tennis court and clubhouse. BBQ, picnic area and fishing pier located on the bay side. one king bed and one full. Siesta beach is less than a mile with free parking and crescent beach is a 10 minute walk.

Guest favourite

Condo in Siesta Key

4.96 out of 5 average rating, 114 reviews

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.

Vacation rentals for every style

Get the amount of space that is right for you.

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A space that's all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Bungalows

Intimate homes, inviting architecture

Popular amenities for Siesta Key condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

Guest favourite

Condo in Sarasota

4.91 out of 5 average rating, 92 reviews

Cozy, Clean & Crazily Convenient!

Guest favourite

Condo in Indian Beach-Sapphire Shores

5 out of 5 average rating, 12 reviews

Luxe Waterfront Resort Style Living at its Best!

Guest favourite

Condo in Holmes Beach

4.92 out of 5 average rating, 87 reviews

Spacious renovated 2-bdrm a short walk from beach

Guest favourite

Condo in Bradenton

5 out of 5 average rating, 14 reviews

Shorewalk Reduced Rate /NO minimum 1-month

Guest favourite

Condo in Sarasota

4.84 out of 5 average rating, 51 reviews

Beach View Condo. #1 Crescent beach

Condo in Bradenton

4.87 out of 5 average rating, 68 reviews

Lakeside Condo. Beaches, Restaurants, IMG nearby.

Condo in Indian Beach-Sapphire Shores

5 out of 5 average rating, 5 reviews

Luxury retreat Condo The Strand Water View w/ Den

Condo in Longboat Key

5 out of 5 average rating, 3 reviews

Luxury 2 bedroom Beachfront Condo by FVC

Pet-friendly condo rentals

Condo in Treasure Island

5 out of 5 average rating, 4 reviews

Best Sunset View 3/3 Beachfront Penthouse Condo

Condo in Holmes Beach

5 out of 5 average rating, 4 reviews

Anna Maria 3BR Condo - Beach/Bay Views - Heated

Condo in Siesta Key

4.9 out of 5 average rating, 41 reviews

Dreamview Beachfront Romantic/Pet Friendly Getaway

Condo in Bradenton

4.78 out of 5 average rating, 23 reviews

Cortez Gardens #15, Close to Beach, 3B2B 10people

Guest favourite

Condo in Siesta Key

4.87 out of 5 average rating, 101 reviews

Siesta Village Short Walk to Beach w heated Pool

Guest favourite

Condo in Bradenton Beach

4.87 out of 5 average rating, 113 reviews

Charming and Updated 1 Bedroom in Runaway Bay

Guest favourite

Condo in Holmes Beach

4.99 out of 5 average rating, 131 reviews

Beach Escape - Make Memories on Anna Maria Island!

Guest favourite

Condo in Siesta Key

4.92 out of 5 average rating, 104 reviews

NO Stairs, beachfront & short walk to the village!

Condo rentals with a pool

Guest favourite

Condo in Isla del Sol

4.98 out of 5 average rating, 44 reviews

Spacious 2 bedroom/2 bath condo with pool

Condo in Saint Pete Beach

4.88 out of 5 average rating, 141 reviews

Sun, Beach Views, and Smiles!!!

Guest favourite

Condo in Sunset Beach

4.91 out of 5 average rating, 112 reviews

Summer Penthouse, Private Balcony, Beach View #602

Condo in Treasure Island

4.91 out of 5 average rating, 91 reviews

Waterfront Condo With Pool and Multiple Views!

Guest favourite

Condo in St. Petersburg

4.89 out of 5 average rating, 55 reviews

2 bedroom condo with a pool on Boca Ciega Bay

Guest favourite

Condo in Sarasota

4.97 out of 5 average rating, 58 reviews

Pool, hot tub, king bed w/ensuite near Siesta Key!

Guest favourite

Condo in Treasure Island

4.89 out of 5 average rating, 70 reviews

Easy Breezy Intracoastal Manatees & Sunset Views

Guest favourite

Condo in Longboat Key

4.99 out of 5 average rating, 112 reviews

One-Bedroom Condo on the Coast!

Quick stats about condo rentals in Siesta Key

Total rentals
840 properties
Nightly prices starting at
$96 CAD before taxes and fees
Total number of reviews
14K reviews
Family-friendly rentals
710 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
670 properties have a pool

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