Condo vacation rentals in Downtown, Sarasota

A modern kitchen features sleek cabinetry and stainless steel appliances. A large wooden table with black chairs is positioned centrally, illuminated by two black pendant lights. Natural light streams in through a window, providing a bright and inviting atmosphere.

4.86 out of 5 average rating, 252 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)

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.

4.92 out of 5 average rating, 38 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.

4.86 out of 5 average rating, 112 reviews

Condo in Bradenton

Florida Bella Rosa-2 spas & pools near IMG/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

A screened lanai features a round wooden table at the center, accompanied by two comfortable chairs adorned with patterned pillows. A small potted plant and decorative lanterns decorate the table. Outside, palm trees and glimpses of the ocean create a relaxed coastal atmosphere.

4.94 out of 5 average rating, 105 reviews

Siesta Key Beach Front Condo

We did not sustain hurricane damage (including the pool) and are open to guests! 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.

An aerial view of a serene beach with soft white sand meeting clear turquoise waters. Beach loungers are positioned along the shore, and a few scattered beachgoers enjoy the sunny day. Lush greenery lines the edge of the beach, contributing to a calm coastal ambiance.

4.92 out of 5 average rating, 119 reviews

Sea Shell Ocean view On Beach Walk everywhere Pool

Post Hurricane- Complex OPEN Enjoy ocean views in this 2 bed 2 bath spacious beach side 4th floor condo at Sea Shell Updated coastal decor across from Capt Curts, restaurants, grocery, coffee, ice cream Easy to WALK everywhere No car needed Perfect location Great for families Sleeps 6- 1 king & 2 queens & walk in closets Balcony with GULF views Private beach steps away from bldg. Free beach loungers. POOL Siesta Beach #1 in US Quick Wifi Superhost- 265+ reviews that ave FIVE STAR!

Top guest favorite

4.97 out of 5 average rating, 93 reviews

Palm Bay Club! Resort Style Living on Siesta Key!

Meticulously Renovated Oversized, 2 Bedroom 2 Bath, Beach to Bay 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.

A serene view of the waterway features a parked boat at the dock, framed by lush palm trees and partly cloudy blue skies. A hammock is positioned in the foreground, inviting relaxation alongside the tranquil setting.

4.84 out of 5 average rating, 231 reviews

No Damage: 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

4.85 out of 5 average rating, 169 reviews

Best Gulf Coast Condo - rarely available

Rarely Available! Beautiful, open floor plan is the perfect location vacation. Condo is stocked with everything you will need to enjoy your stay. The resort is quiet and peaceful with direct access to the most beautiful private white sand beach. Also enjoy the Intra Coastal waterway with fishing and boat dock right on the property in our backyard next to the huge pool and bbq. This is the best of both worlds!!! Individually managed by owners.

4.94 out of 5 average rating, 160 reviews

Remodeled/Beach Side1BD/2BA Walk to Beach&Htd Pool

- First Floor 1 Bed/2 Bath condo w/ One King Bed + One Sofa Bed - 3 Minute Walk to Beach (Gated Private Access ) and Saltwater Heated Pool - Beach Side of Midnight Pass Rd - Beach Gear Provided - Patio Area - One Parking Space out front ( max to mid SUV, large SUV may have difficulty in &out ) - Restaurants, bars, ice cream and seven Eleven, grocery & pharmacy+ shops right across the street! Go to places by walking or riding a free Trolley

A spacious outdoor area features a heated pool surrounded by lounge chairs. Bright green umbrellas provide shade, while palm trees add a touch of tropical elegance. In the background, a modern multi-story building stands against a clear blue sky.

4.67 out of 5 average rating, 3 reviews

Our House at the Beach- Sugar Sands

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, spacious living room, dining area, washer and dryer and balconies off of both the living room and dining room. Linens and towels are also provided. The facilities include a heated pool, tennis courts and a covered pavilion with grilling area.

Top guest favorite

4.97 out of 5 average rating, 119 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.

A stairway leads to the upper level of the condo, flanked by crisp white railings. The exterior features a light-colored facade, with an air conditioning unit visible near the entrance. Lush greenery enhances the inviting atmosphere.