Condo holiday rentals in Lakewood Ranch

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.

4.93 out of 5 average rating, 126 reviews

New Renovated Condo + Walk to Bay + 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.

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.

4.82 out of 5 average rating, 101 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, 118 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

A spacious living area is highlighted by a light-colored sectional sofa adorned with colorful pillows. A large coffee table is positioned in front of the sofa, and a dining table with six chairs is visible in the background. A fan hangs from the ceiling, and natural light enters through nearby windows.

4.97 out of 5 average rating, 118 reviews

Lovely 2-Bedroom Condo, 7 min from Siesta Beach

Welcome to our beautiful condo, which is located just 4 miles to Siesta Key! Enjoy Vamo Park, just steps from our door, where you can launch a kayak or paddle board. Fishing is also allowed from this location. There are also picnic tables at the park where you can enjoy sunset. Our condo is fully equipped with all the necessary things you need. Beach chairs, shops, theaters, gyms, and the legacy trail, Sarasota Sharks Inc. Plus more. These are just a few of the things available in the area.

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.

4.85 out of 5 average rating, 100 reviews

Comfy Siesta Key Condo

Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.

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.

4.86 out of 5 average rating, 117 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, 123 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!

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, 183 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.

A fire table is positioned in view of a vibrant sunset, reflecting shades of orange, pink, and purple across the sky. The scene is framed by large glass panels, offering unobstructed views of the horizon, enhancing the outdoor experience.

4.91 out of 5 average rating, 137 reviews

New Luxury 3/3 Condo in Margaritaville Resort

Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features wonderful unobstructed water views of Anna Maria Sound and Tampa Bay. 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.

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, 230 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 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.

4.89 out of 5 average rating, 160 reviews

6 min to Siesta Beach | Heated Pool | Lake View

🌴 Stylish Retreat Near Siesta Key & Heated Pool! Welcome to your perfect Sarasota getaway! This 720 sq. ft. pet-friendly home offers a , heated pool access, and a prime location just 6 minutes from Siesta Key Beach. Whether you're here for a beach vacation, a family trip, or a remote work retreat, this home has everything you need for a comfortable and stress-free stay.

Popular amenities for Lakewood Ranch condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

Condo in Indian Beach-Sapphire Shores

A balcony is showcased with a sunset view over the canal and bay. Two wooden bistro tables are set, featuring turquoise cups and a small floral centerpiece. The railing provides an unobstructed view of the waterfront and surrounding landscape.

5 out of 5 average rating, 3 reviews

Resort Pool/Spa, Fitness Center, Waterfront Views!

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, 34 reviews

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

5 out of 5 average rating, 15 reviews

Sleeps 2-Close to Downtown, Beaches & Airport

Aerial view captures the pristine beach alongside the expansive manicured grounds of a gated community. The layout features several buildings with red roofs, centered around a heated salt water pool. The shoreline and beach-goers are visible in the distance.

4.98 out of 5 average rating, 51 reviews

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

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.

4.66 out of 5 average rating, 110 reviews

Hotel Style w/pool & Tiki Grill

A sign marking Siesta Beach as the '#1 Beach in the USA' is prominently displayed at the entrance. A sandy pathway leads to the beach, flanked by green vegetation and palm trees. Beachgoers and colorful umbrellas can be seen in the background, emphasizing the lively atmosphere.

4.88 out of 5 average rating, 69 reviews

A Hidden Gem in Paradise

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, 34 reviews

Chill Sarasota Hideaway

A heated pool is surrounded by a spacious deck and palm trees, reflecting the clear sky. A white fence encloses the area, providing a secure and inviting space for relaxation and enjoyment.

4.96 out of 5 average rating, 49 reviews

AMI, 2 Heated Pools, IMG, 2 hot tubs, Pickleball

Pet-friendly condo rentals

4.92 out of 5 average rating, 71 reviews

The image captures a shared pool area surrounded by lush greenery and palm trees. Lounge chairs with blue umbrellas are positioned around the pool, which is enclosed with a white fence. A pathway leads through well-maintained landscaping, enhancing the inviting outdoor space.

Condo in Saint Armands

Steps from Lido Beach & St. Armands Circle

A clear, inviting pool is surrounded by a landscaped area with tropical plants and palm trees. The bright orange exterior of the building contrasts with the lush greenery. Chaise lounge chairs are positioned nearby for relaxation.

4.95 out of 5 average rating, 37 reviews

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

4.87 out of 5 average rating, 54 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 Cove

J&J Island Time

A modern waterfront condominium complex is set along a tranquil canal, featuring multiple levels with balconies. Well-maintained pathways lead to docks lined with boats, surrounded by lush greenery. A colorful sunset casts a warm glow across the building's facade and the water.

5 out of 5 average rating, 15 reviews

The Strand, Luxury Condo, Breathtaking Water Views

A sandy beach scene is presented, featuring a sign reading 'Siesta #1 Beach in the USA.' A palm tree stands nearby, offering shade, while a wooden bench invites visitors to sit and enjoy the view. The calm ocean is visible in the background under a clear blue sky.

4.98 out of 5 average rating, 52 reviews

Siesta Key w heated pool arcade & pet friendly

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.

4.86 out of 5 average rating, 121 reviews

Siesta Key Condo: Beach, Pool & Village Fun!

4.9 out of 5 average rating, 10 reviews

Coral Reef - 1123

4.96 out of 5 average rating, 101 reviews

Condo in Holmes Beach

Steps to the beach! Updated Condo at The Terrace

Condo rentals with a pool

A screened-in porch features a lounging area with light-colored cushions and decorative blue pillows. A glass-top table rests on a patterned mat. Views of a serene lake and lush greenery are visible through the screens, allowing for a bright and airy atmosphere.

4.94 out of 5 average rating, 87 reviews

Bradenton Beach, Anna Maria Island, IMG Academy!

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.

4.98 out of 5 average rating, 50 reviews

Bayside Escape-Condo w/ Dock, Pool, and Near Beach

A spacious living area features a light-colored sofa with patterned cushions, complemented by a wooden coffee table. A ceiling fan hangs overhead, while natural light illuminates the room through an adjacent doorway. A dining area is visible in the background, enhancing the open layout.

4.95 out of 5 average rating, 56 reviews

Shorewalk “A Little Piece of Paradise”

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.

4.98 out of 5 average rating, 41 reviews

Turtle's Cove Condo!

A modern outdoor pool area features a spacious pool surrounded by lounge chairs. A building with large windows is seen in the background, complemented by landscaped greenery and palm trees. The clear sky above enhances the inviting atmosphere of this recreational space.

4.86 out of 5 average rating, 22 reviews

New Luxury Waterfront Condo Pool/Gym/Hot tub

A bright living area features a comfortable couch and a glass coffee table. A television is positioned on an entertainment unit. Large windows offer views of the outdoor space, framed by elegant curtains. A dining area with a small table and chairs is visible in the background.

4.9 out of 5 average rating, 88 reviews

Serene 2 Bedroom Condo in ShoreWalk Resort

A modern dining area is presented with a glass table and white chairs, complemented by a decorative floral centerpiece. The adjacent living space features a comfortable gray sofa and ambient lighting, alongside large windows that allow natural light to fill the room.

4.89 out of 5 average rating, 73 reviews

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