Condo holiday rentals in South Bradenton

4.93 out of 5 average rating, 138 reviews

Minutes to AMI • Walk to Beach & Bay

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.

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, 104 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, 126 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, 45 reviews

Freshly Renovated Vacation Villa at Shorewalk

Time to relax, enjoy the water views from all living areas including the primary bedroom! Best location, you are in the center of the action! Resort view overlooking pool and clubhouse, surrounded by water! Freshly renovated and designer decorated. Spacious 1,200 sf 2 BR/2BA: King Bed/2 Twin Beds. AC, stocked kitchen, IMG Academy close, 6 mi to Bradenton Beach. ALL 5 STAR REVIEWS! Movie Theater, grocery stores, pub/restaurants within walking HS WIFI, Roku-TV, Spectrum/Premium Netflix, HDMI 1

4.89 out of 5 average rating, 79 reviews

Condo in South Bradenton

Lake View Corner Condo | Pool+HotTub | IMG | Beach

Wake up to panoramic lake views from your private screened lanai, on the 2nd floor. 2 heated pools, 2 hot tubs, tennis and pickleball all included. 5 min to IMG Academy, 15 min to Anna Maria Island beaches. Bright 2BR/2BA corner unit, king bed, full kitchen, washer/dryer, Smart TVs. Beach chairs, towels and umbrellas provided. Free parking. Walk to Publix. Siesta Key 30 min. Golf nearby. Perfect for families, couples and IMG visits. Superhost | 4.89 stars | 79+ verified reviews | Instant Book.

4.98 out of 5 average rating, 229 reviews

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...!

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, 148 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

4.87 out of 5 average rating, 124 reviews

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.

Condo in South Bradenton

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.

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, 200 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.

A screened veranda offers a view of a serene water feature and landscaped greenery. Palm trees frame the picturesque scene, while residential buildings are visible in the background against a clear blue sky.

4.95 out of 5 average rating, 43 reviews

Waterview Oasis Retreat minutes to Anna Maria Isla

Enjoy resort-style living on a tree-lined, 30-acre property with access to 2 heated pools, 2 Whirlpool spas, tennis courts, pickleball, basketball, ping-pong, billiard, shuffleboard, children's playground, BBQ grills and clubhouse amenities. Stylish and spacious condo unit on the ground floor. Large screened veranda with a wonderful water view. Amazing water view from the master bedroom as well. 60" TV. Completely renovated.

The dining area features a wooden table set for four, complemented by a light fixture above. A comfortable sofa is arranged in the living area, with sliding glass doors providing views of the greenery outside. Artwork adorns the walls, enhancing the ambiance.

4.98 out of 5 average rating, 237 reviews

Shorewalk full condo IMG Beaches Anna Maria

1174 Sqft first floor 2 bedroom and 2 bathroom with a nice kitchen full condo in the beautiful Shorewalk community. Within very short walking distance to movies, groceries ,shopping and dining This condo is about 9 miles from Sarasota airport and about 13 miles from downtown Sarasota, about 6.8miles from the Bradenton Beach , about 10 miles from Anna Maria Island Less than 1 mile to the big gate of the IMG academy

A cozy bedroom features a large green bed with multiple white pillows, complemented by two bedside lamps. The ceiling showcases a tropical leaf pattern, and mirrors adorn the walls. Natural light enters through a window, with white curtains framing the view.

4.95 out of 5 average rating, 171 reviews

KING bed + Anna Maria Island Beaches + Beach Gear!

🦩🦩Welcome to the FUNky Flamingo! Your tropical 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 from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island!

Popular amenities for South Bradenton condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.95 out of 5 average rating, 92 reviews

Bradenton Beach, Anna Maria Island, IMG Academy!

4.88 out of 5 average rating, 59 reviews

A light-filled living area is furnished with a curved sectional sofa adorned with colorful cushions. A round coffee table rests on a floral-patterned rug, surrounded by decorative plants and coastal-themed artwork. Large sliding doors lead to an outdoor space, framed by sheer curtains.

Condo in Cortez

J&J Island Time

A spacious heated outdoor pool is surrounded by tropical foliage. Several lounge chairs are positioned around the pool, inviting relaxation. The pool features a clear turquoise surface, and a depth marker is visible along the edge.

4.89 out of 5 average rating, 18 reviews

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

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, 8 reviews

Luxury-Incredible Views of Sunsets, Marina

4.88 out of 5 average rating, 16 reviews

Beautifully Remodeled Charming Condo in Sarasota

4.97 out of 5 average rating, 39 reviews

Charming Poolhouse · 1BR · Close to Siesta

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.

4.8 out of 5 average rating, 10 reviews

Bradenton Retreat-Pool, Stunning Views & More!

4.89 out of 5 average rating, 35 reviews

The resort-style backyard features a spacious saltwater pool surrounded by palm trees. Colorful lounge chairs are positioned around the pool, and an umbrella offers shade. A covered dining area with tables is visible along the side of the property, inviting relaxation and enjoyment.

Condo in Cortez

Tropical Haven *B

Pet-friendly condo rentals

4.98 out of 5 average rating, 101 reviews

The living area features a seating arrangement with two blue sofas and a light coffee table. A ceiling fan is present, along with a beige recliner. Large glass doors open to a lanai, allowing natural light to fill the room, complemented by coastal-themed art on the walls.

Condo in Holmes Beach

A Coastal Retreat Steps From the Sea

4.9 out of 5 average rating, 185 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

4.91 out of 5 average rating, 188 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, 136 reviews

A modern living area features a comfortable sectional sofa, accented by textured cushions. A flat-screen TV is mounted on the wall above a wood panel, while large sliding doors invite natural light and provide access to the patio. Indoor plants add a touch of greenery.

Condo in Siesta Key

Siesta Key Condo: Beach, Pool & Village Fun!

4.95 out of 5 average rating, 116 reviews

Condo in St. Petersburg

Updated Condo-Heated Pool-Private Balcony

Condo in Gulf Gate Estates

A cozy living area features a blue sectional sofa accompanied by decorative pillows and a side table with a lamp. A wall clock adds a modern touch, while large sliding glass doors offer views of the outdoor space. A dark blue accent chair complements the scene.

4.88 out of 5 average rating, 176 reviews

Lake View 1BR Condo | Heated Pool Near Siesta

4.96 out of 5 average rating, 104 reviews

Condo in Holmes Beach

Steps to the beach! Condo with pool at The Terrace

4.85 out of 5 average rating, 101 reviews

A serene swimming pool is bordered by palm trees, with lounge chairs positioned around the edge. The pool area is complemented by views of the water and lush greenery, creating a tranquil outdoor escape.

Condo in St. Petersburg

Sunny St. Pete Getaway with Dolphins

Condo rentals with a pool

A cozy deck area features outdoor seating with two bar stools and a small table adorned with flowers. Palm trees provide shade while a serene waterfront view is visible, with a private dock and a pool in the background.

4.97 out of 5 average rating, 60 reviews

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

4.98 out of 5 average rating, 63 reviews

Gulf View! 2/1 with Heated Pool, Kayaks and SUP

4.85 out of 5 average rating, 103 reviews

The exterior of the condo displays a modern design with a light color palette. Palm trees are positioned around the landscaped area, and two garages are visible, along with a walkway leading to the entrance. The sunny sky enhances the welcoming appearance of the property.

Condo in Siesta Key

Comfy Siesta Key Condo

Condo in Indian Beach-Sapphire Shores

A circular pool is surrounded by modern white buildings, with palm trees dotting the perimeter. The clear blue water reflects the sky, and a poolside lounge chair is positioned near the edge. Paved stones create a pathway around the pool area.

5 out of 5 average rating, 39 reviews

Chill Sarasota Hideaway

4.88 out of 5 average rating, 127 reviews

Sunset and beach view from your balcony Unit 403

4.88 out of 5 average rating, 33 reviews

A bright dining area features a white table set for four, surrounded by four matching chairs. Decorative wicker hearts are displayed on the pale blue walls, with a cozy seating nook by the window. Natural light filters in through large windows.

Condo in Holmes Beach

2 Bedroom Townhouse for Unforgettable Vacations!

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.

4.97 out of 5 average rating, 70 reviews

Secluded Bayside Gem with beautiful bay views