Condo holiday rentals in Bradenton

A stylish living room is presented, featuring a comfortable gray sofa paired with a decorative round coffee table. Brightly colored wallpaper adorned with shell patterns enhances the space, while large windows allow natural light to filter in, complemented by light-colored flooring.

4.92 out of 5 average rating, 129 reviews

Beaches & Bay Walk • 5 Min to AMI

Experience the ultimate beachside retreat in this newly renovated 1/1 condo, located within walking distance to the serene beauty of Palma Sola Causeway Parks Bayfront beach, jet-ski rentals, and horseback riding and also a quick drive/bike from the beaches of Anna Maria Island. This well-positioned condo offers the perfect balance of convenience and tranquility, providing easy access to the natural wonders of the island and the vibrant attractions nearby, including canal fishing, jet skis, etc.

4.92 out of 5 average rating, 202 reviews

A large window reveals a stunning view of the sunset over the Gulf. Two red adirondack chairs are positioned to face the ocean, inviting relaxation. The soft glow of the setting sun reflects on the water, creating a serene atmosphere in the living space.

Condo in Bradenton Beach

Beachfront condo in paradise w hot tub AMI

You only have to go down 14 stairs from your second-floor beachfront condo to have your toes in the powder soft sand. A queen size bed with a soft mattress in the bedroom and a queen size pullout couch in the living room. Full kitchen in the unit and laundry available downstairs. Cable and high-speed internet included. One assigned parking spot. Enjoy the sunset from your balcony as it sinks into the Gulf. Perfect for a romantic couple getaway or bring the kids for a fun stay at the beach

A bright bedroom features a spacious bed with light bedding and a wicker nightstand on either side, each topped with a lamp. A chair rests in the corner, and a large window offers views of greenery outside, bringing in ample natural light.

4.83 out of 5 average rating, 103 reviews

Palms Villa: Cozy & Minutes from Anna Maria Island

Your apartment is bright and airy. It has everything that a vacation home demands. Every comfort and convenience. Corner unit with lots of natural lighting. Seconds from fishing lakes, walking bridges and fountains, 2 heated pools, hot tubs, tennis courts and much more. Located in Shorewalk Vacation Villas near supermarkets, stores, great restaurants and minutes away from Anna Maria Island and beautiful beaches. If you’re looking for a quiet, private, relaxing space, THIS is the place for you.

A screened lanai offers a peaceful retreat with a view of the pond and trees reflecting on the water. Comfortable seating is provided, accompanied by a small table. Natural light flows in, enhancing the serene atmosphere of the space.

4.97 out of 5 average rating, 122 reviews

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

5 out of 5 average rating, 136 reviews

A modern living room features a light-colored leather sofa and armchairs, complemented by a colorful area rug. A wall-mounted TV is positioned against a textured stone wall, with natural light filtering through sliding glass doors that lead to a screened-in patio.

Condo in 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

The inviting living area features a brown leather sofa paired with a teal accent chair. A circular mirror is positioned above a coffee table, which holds magazines. A patterned rug sits beneath, and natural light filters through the sliding glass doors.

4.96 out of 5 average rating, 140 reviews

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

A bright living and dining area features a round glass table set for four, cozy seating arrangements with light-colored sofas, and a television. Natural light flows through large sliding glass doors, which lead to a screened lanai overlooking a serene outdoor space.

4.87 out of 5 average rating, 120 reviews

Sunny Bella Rosa – Pools, Spas, near IMG & Beaches

Welcome to Florida Bella Rosa – a charming, sun-filled lakeside condo with a warm coastal Florida vibe, lovingly decorated to make you feel right at home. Located in the sought-after Shorewalk Vacation Villas community, you’ll almost sense the gentle Anna Maria Island breeze drifting through your stay. We’re just 7 miles from the stunning Gulf/Anna Maria Island beaches and only 2 miles from IMG Academy, with Sarasota–Bradenton International Airport just a 20-minute drive away.

The bedroom features a spacious bed with decorative pillows and a light blue throw. An accent bench sits at the foot of the bed, while a round mirror reflects soft lighting from a chandelier. A patterned wallpaper adds a coastal touch, enhancing the serene ambiance.

4.97 out of 5 average rating, 127 reviews

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!

4.97 out of 5 average rating, 354 reviews

A private patio with a round wooden table and two chairs overlooks a manicured lawn leading to the beach. Palm trees sway gently beside the outdoor seating area, offering a serene view of the Gulf waters in the background.

Condo in Siesta Key

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. Enjoy 2 free bikes day rental with booking!

A fire table is positioned near large glass windows that frame a stunning sunset over the water. The reflection of the vibrant sunset is visible in the water, while the outdoor landscape is softly illuminated by the fading light.

4.97 out of 5 average rating, 195 reviews

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.

4.88 out of 5 average rating, 124 reviews

Condo in Longboat Key

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.

A cozy lanai features a view of the tranquil lake, with vibrant turquoise chairs arranged around a patterned rug. Potted plants add greenery, while large glass doors provide natural light and an outdoor connection.

4.95 out of 5 average rating, 186 reviews

The Seashell Cottage with peaceful water views!

Hello and welcome to my beautiful Seashell Cottage! I have completely renovated and remodeled this townhome for you! It has a new kitchen and bathroom, new vinyl plank flooring upstairs, new furniture and bedding throughout, and is freshly painted. Decorated in a turquoise beachy decor, it gives you a sense of peace and tranquility the moment you step inside! There are gorgeous water views of the lake from both the first and second floor.

Popular amenities for Bradenton condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

An outdoor entertainment area features a heated pool with a water slide, surrounded by a putting green and colorful lounge chairs. Game setups like cornhole and jumbo pong, along with a 20-foot outdoor movie screen, provide a variety of recreational options.

4.91 out of 5 average rating, 95 reviews

*Farmhouse 2/2 Renovated Condo 6 mins from IMG*

Condo in Indian Beach-Sapphire Shores

A spacious patio provides a serene view overlooking Whitaker Bayou, with boats moored along the water. A round dining table, surrounded by white chairs, offers an inviting spot for meals while enjoying the scenery. The area is complemented by a colorful artwork piece on the wall.

5 out of 5 average rating, 12 reviews

Modern 1/1.5 Waterfront at The Strand

A living room is depicted with a light-toned sofa flanked by two gray armchairs. The glass coffee table sits atop a jute area rug. Decorative accents include two blue pillow covers and framed artwork of a wooden pathway. Task lamps are placed on side tables.

4.95 out of 5 average rating, 43 reviews

Turtle's Cove Condo!

A dining area features a glass-topped table surrounded by upholstered chairs, illuminated by a woven pendant light. Natural light streams through large windows, creating a bright and inviting ambiance.

5 out of 5 average rating, 37 reviews

“Salty Sugaree" Condo-Close to AMI, IMG, & beaches

Aerial view of a coastal community featuring multiple multi-story buildings surrounded by lush palm trees. A tranquil pool area is visible, alongside a winding pathway leading toward the waterfront. The backdrop showcases the shimmering waters of Anna Maria Sound, enhancing the peaceful setting.

5 out of 5 average rating, 4 reviews

Intracoastal Connections-Incredible Sunsets-Luxury

An aerial view showcases a resort-like community surrounded by lush palm trees. A curvy swimming pool is centrally located, with bright lounge chairs neatly arranged around it. A charming patio area features seating, providing a setting for relaxation amidst the landscaped greenery.

5 out of 5 average rating, 33 reviews

Coastal Oasis Condo w/ Luxury Resort Amenities

A spacious balcony is furnished with a large, green sectional sofa and a glass-topped coffee table. It offers stunning water views through expansive glass panels, with a dining set in the background. Soft hues of pink and purple adorn the sky at sunset.

5 out of 5 average rating, 7 reviews

Bradenton Retreat-Pool, Stunning Views & More!

4.89 out of 5 average rating, 75 reviews

Elegant 2BR Condo: Pools~WiFi! By IMG~Beaches~AMI

Pet-friendly condo rentals

A spacious studio features a cozy sleeping area with a queen bed dressed in soft linens, complemented by decorative pillows. Floor-to-ceiling windows provide natural light and a glimpse of the private garden. Soft earth tones create a calming atmosphere, and a textured rug adds warmth.

4.95 out of 5 average rating, 105 reviews

Hidden Gem Studio · Near Siesta Beach (5 min)

4.9 out of 5 average rating, 174 reviews

An outdoor seating area is shown with a glass-top table surrounded by four blue chairs. Two charcoal grills are positioned nearby under palm trees, with a view of the water in the background. The screened cabana features a thatched roof, providing a relaxing atmosphere.

Condo in Treasure Island

Waterside Studio in the heart of TI, walk to beach

4.87 out of 5 average rating, 148 reviews

The marina features a variety of boats docked in calm waters, with a warehouse structure visible in the background. The scene includes several sailboats and a large yacht, complemented by industrial surroundings, reflecting a serene nautical atmosphere.

Condo in Maximo

"The Merry Yacht" excellent location

4.91 out of 5 average rating, 178 reviews

A sunset is captured over the intercoastal waterway, with warm hues reflecting on the water's surface. Silhouettes of palm trees line the foreground, while distant markers indicate the waterway's navigation. The scene conveys a tranquil ambiance, enhanced by the fading light.

Condo in St. Petersburg

Heron's Hideaway- Studio by the bay!

4.83 out of 5 average rating, 100 reviews

5209A Calle Menorca - Siesta Key Village Condo

4.8 out of 5 average rating, 103 reviews

Two wicker chairs with cushions are positioned around a small table on a balcony overlooking the beach. The expansive view reveals the Gulf of Mexico and a clear sky with scattered clouds. Beachgoers can be seen in the distance enjoying the shoreline.

Condo in Indian Shores

Casa de B.O.B ... Best on Beach

A modern living area features a blue sofa with decorative pillows and a low coffee table. A dining set with white chairs is visible in the background. Bright natural light filters through sheer curtains, enhancing the neutral grey walls and stylish artwork.

4.85 out of 5 average rating, 131 reviews

Heated Pool Apartment Near Siesta Key | 1BR

4.84 out of 5 average rating, 177 reviews

A bright and airy living area features a comfortable couch facing a modern television. A coffee table sits in the center, with a view of the intracoastal waterways visible through large sliding glass doors that lead to the balcony.

Condo in Madeira Beach

Lovely Water View Condo, Top Floor, Steps to Beach

Condo rentals with a pool

4.95 out of 5 average rating, 91 reviews

Bradenton Beach, Anna Maria Island, IMG Academy!

4.99 out of 5 average rating, 146 reviews

A modern kitchen features white cabinetry and sleek stainless steel appliances. A central island with two wooden stools invites gatherings. Natural light spills through a nearby doorway, illuminating decorative greenery and tasteful textures along the walls.

Condo in Clearwater

Seasalt Breeze - Easy pool access, Free parking.

A serene waterfront scene captures a marina filled with various boats reflecting on calm waters at sunset. Lush palm trees line the walkway, while vibrant flower beds enhance the natural beauty of the landscape. The sky displays soft hues of orange and purple as day transitions to evening.

4.69 out of 5 average rating, 32 reviews

Ramada by Wyndham Sarasota Waterfront- Bar & Grill

A pelican is perched on a wooden railing overlooking the ocean, with its long beak prominently displayed. The water reflects gentle waves beneath a cloudy sky, while a sign stating 'No Sitting or Standing on Rails' is positioned below the bird.

4.65 out of 5 average rating, 113 reviews

Hotel Style w/pool & Tiki Grill

4.97 out of 5 average rating, 70 reviews

An enclosed terrace features a dining table surrounded by white chairs, offering expansive views of Sarasota Bay. Palm trees sway gently outside, while boats are visible in the distance. Natural light floods the space through large glass windows, creating a serene atmosphere.

Condo in Longboat Key

Secluded Bayside Gem with beautiful bay views

4.91 out of 5 average rating, 46 reviews

A vibrant orange building is complemented by lush tropical foliage surrounding a clear blue heated pool. The pool features a gentle slope towards the shallow end and is bordered by a smooth deck, ensuring a tranquil space for relaxation under the sun.

Condo in Siesta Key

Siesta Key Village, Pool, Beach Access 4-min Walk

The guest bedroom features a spacious bed adorned with turquoise and white bedding. Two nightstands with matching lamps are positioned beside the bed. A desk with a chair is positioned near the window, which is dressed with shades. Neutral-colored walls complement the decor.

4.93 out of 5 average rating, 46 reviews

*Villa Bella* Serene View & Mins to Anna Maria Isl