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Kid-friendly vacation rentals near Anna Maria Island

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Top-rated kid-friendly rentals near Anna Maria Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

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A private heated pool is surrounded by tropical landscaping and palm trees, creating a serene outdoor space. Two lounge chairs are positioned beside the pool, and a small table is visible on the lawn. Bright sunlight casts a warm glow over the vibrant plants.

Home in Holmes Beach

4.95 out of 5 average rating, 104 reviews

Breezy Harbor AMI pool retreat near the Beach

Stunning Fall 2024 renovation done! Charming Breezy Harbor boasts a private heated pool and sits on a quaint corner of AMI. Upon arriving you will immediately feel stress melting away. You'll love grilling in the lush yard and a 6-min walk to the beach or the AMI trolley stop. A supermarket is a couple of streets over. The home is perfect for families, couples, 1-50Lb pet, and working remotely. Ample Parking for 2 vehicles and toys. *Ask us for shorter stays and always discuss your pets with us*

Adirondack chairs in soft blue are positioned on the sandy beach, offering scenic views of the ocean and coastline. The sun reflects off the water, enhancing the tranquil atmosphere, while a distant figure strolls along the shore. Lush greenery borders the sandy area.

Condo in Bradenton Beach

4.94 out of 5 average rating, 127 reviews

Beach Escape & Pool, steps to Beach & restaurants

One block from beautiful beach and waterfront dining. Newly renovated Villa in quaint quiet condo building close to everything on Anna Maria Island. Pickleball across the street. Pool literally out your back door. Perfect for a small family or a romantic getaway. *Min. renter age 25. Two minute walk to beach, trendy Bridge Street shops, marina, restaurants, bars, boat tours, mini golf and more. Brand new appliances, well-appointed kitchen has everything you need. Beach supplies in hall closet.

A private heated pool is surrounded by lush tropical landscaping and tall palm trees. Two lounge chairs are positioned near the pool, and a shaded area is provided by a large umbrella. White fencing encloses the yard, enhancing privacy in the outdoor space.

Home in Anna Maria

5 out of 5 average rating, 3 reviews

Birdsong-Steps to Bean Point Beach Heated Pool!

Welcome to Birdsong, a picture-perfect 2-bed, 2-bath home situated in Anna Maria, Florida. Recently refreshed with coastal décor, this inviting property is ideal for families or small groups seeking a relaxing getaway. With just a short 3-minute walk to the beach, Birdsong provides an excellent blend of comfort & convenience, allowing you to fully immerse yourself in the beauty of Anna Maria Island. The fenced backyard features a heated pool, outdoor dining, BBQ grill, beach chairs, & cart.

Top guest favorite

A private stock tank pool is surrounded by a wooden deck and lounge chairs. An umbrella provides shade over the pool area. Colorful towels and a stylish table with refreshments are visible, set amidst a landscaped courtyard with lush greenery.

Guesthouse in Sarasota

5 out of 5 average rating, 206 reviews

Magical Guesthouse 1 mi from SRQ airport

@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

A large heated pool is surrounded by sun loungers and palm trees, providing a relaxing outdoor space. The backdrop features a two-story building with balconies and red roofs, enhancing the inviting poolside atmosphere.

Condo in Bradenton Beach

4.88 out of 5 average rating, 121 reviews

Charming and Updated 1 Bedroom in Runaway Bay

Our charming 1 BR/ 1 Bath condo is a new to the rental market. It was formerly owner occupied. The property is in the Bradenton Beach area of Anna Maria Island. Beach is right across the street with deeded access. The pool is the largest heated pool on the island. Fitness center has newer equipment. There is a fishing pier which also works as a great way to enjoy beautiful views of the Anna Maria sound. Free trolley stop is right in front of the property. Washer/dryer in unit.

Top guest favorite

An open living space is captured, featuring a dining area with a round table set for meals. Natural light fills the room, highlighting a stylish sideboard adorned with decorative items. A decorative mirror and green plants enhance the modern, welcoming atmosphere.

Apartment in Anna Maria

4.97 out of 5 average rating, 155 reviews

Beach Don't Kill My Vibe by Beach Boutique Rentals

*Features include* * Modern vacation rental directly on Pine Ave! * King bedroom with TV * Queen bedroom with TV * Bathroom with walk in shower * Small kitchenette with full-size refrigerator * Private deck with table and umbrella * Private back yard with putting green and outdoor seating * Off-street parking for one vehicle * Trolley stop across the street * Walkable to all shops and restaurants on Pine Avenue * Beach chairs, umbrella, and cart * Steps to the beach!

A serene outdoor space features a sparkling pool surrounded by lush greenery and tropical plants. Comfortable lounge chairs are placed along the poolside, and string lights cast a warm glow overhead. A shaded seating area with a gazebo can be seen in the background.

Home in Bradenton

4.91 out of 5 average rating, 370 reviews

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

Top guest favorite

A vibrant yellow cottage is surrounded by a sandy area with palm trees. Colorful adirondack chairs in pink, blue, and green are positioned on the white gravel. A covered outdoor seating area is visible to the side, enhancing the beachside environment.

Cottage in Bradenton Beach

4.98 out of 5 average rating, 179 reviews

Bradenton Beach Sunsets 2, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

Top guest favorite

A serene outdoor area features a clear blue swimming pool, flanked by palm trees. Comfortable lounge chairs are positioned alongside the pool, and a shaded dining table is visible in the background. The white exterior of the building reflects a bright, inviting atmosphere.

Apartment in Holmes Beach

4.96 out of 5 average rating, 181 reviews

Cabin 2 at Spinnakers Vacation Cottages

My place is close to the beach, family-friendly activities, the free AMI trolley, and nightlife. You’ll love my place because of the location and the ambiance. It is nestled in the lush tropical landscape of Spinnakers Vacation Cottages. You will find Cabin 2 is a perfect spot for an island getaway. My place is good for couples, solo adventurers, families (with kids), and certain size breed and weight dogs. Spa maintains same temperature as pool.

Top guest favorite

A private pool is surrounded by a tropical landscape, featuring palm trees and vibrant plants. The clear water reflects the blue sky, and a spacious deck with paver stones offers a welcoming area for relaxation. A canal can be seen in the background.

Home in Anna Maria

4.94 out of 5 average rating, 178 reviews

Discount 33% June 3-Day and July 4-Day w/Dock-Pool

* It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach. * Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock. * Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's Marina, and Island Ocean Star Restaurant. *Less than a 3 minute walk to Bay Beach and a 15 minute walk to Bean Point.

The image showcases a well-maintained exterior view of a single-story home, surrounded by lush landscaping. Flowering shrubs and palm trees create a vibrant atmosphere. An American flag is displayed prominently on the front of the house, enhancing the welcoming feel of the property.

Guest suite in Bradenton

4.97 out of 5 average rating, 142 reviews

Florida West Coast Get-Away

Enjoy Florida's beautiful West Coast in your own cozy, private apartment . One bedroom, living room, kitchenette with breakfast bar, attached bath with shower. Central air and heat. Free wi-fi. Private drive and gated entrance. Everything you will need is here just waiting for your arrival. You'll find this a beautiful place near everything you will need to enjoy your Florida vacation. Not available for guests with infants.

The front view of a three-story home features a light-colored exterior with decorative detailing. Large windows allow for ample natural light. Lush palm trees frame the entrance, and a garage is visible below, indicating convenient parking options.

Home in Holmes Beach

4.94 out of 5 average rating, 107 reviews

The Peachy Beach House, steps to the gulf

Hurricane season cancellation possible. Saturday-Saturday for check-in and out. Two bedroom, 2 full bathroom, new heated private pool Steps from semi-private gulf beach, this 3 story on a quiet street in N. HB Well-stocked kitchen, 2 TVs, large master which is more like resort suite with new tempurpedic king bed Gulf views from bedrooms. You’ll find: crib, high chair, beach chairs, wagon, canopy, beach toys and towels!

Popular amenities for kid-friendly rentals near Anna Maria Island

Free parking on premises

Air conditioning

Kid-friendly house rentals

A spacious bedroom features a large bed with striped bedding, complemented by two nightstands with lamps. Sliding glass doors open to a private backyard with a plunge pool. Natural light floods the room, highlighting the warm wooden ceiling and inviting decor.

Home in Holmes Beach

4.96 out of 5 average rating, 182 reviews

Sea AMI

Four colorful Adirondack chairs are arranged on a grassy area, facing the ocean. A small table is positioned between the chairs, with the blue skies and calm waters visible in the background.

Home in Anna Maria

5 out of 5 average rating, 6 reviews

Casa Cay by Duncan Real Estate

A private heated pool is surrounded by tropical palms, featuring a gently curved shape with clear blue water. Two white adirondack chairs are positioned nearby on a paved patio, inviting relaxation in a tranquil outdoor setting.

Home in Anna Maria

5 out of 5 average rating, 6 reviews

The Shell House

The outdoor area features a spacious pool and a separate spa, surrounded by manicured gardens and palm trees. A covered lanai with steps leads to the upper level of the home, which includes expansive sliding glass doors inviting natural light into the interior.

Home in Anna Maria

4.94 out of 5 average rating, 18 reviews

Ocean Air Oasis-New Centrally Located AMI Luxury

Top guest favorite

A tropical backyard features a heated saltwater pool surrounded by palm trees and vibrant landscaping. Lounge chairs are arranged beside the pool, and an outdoor covered seating area with colorful chairs provides a relaxing retreat. A light-colored home stands in the background.

Home in Holmes Beach

4.97 out of 5 average rating, 31 reviews

Loggerhead - AMI Oasis w/ Private Pool + Golf Cart

An outdoor area features a crystal-clear pool surrounded by paver stones. A set of six wooden chairs and a table are positioned nearby, complemented by two lounge chairs. The exterior of the vacation home displays a vibrant blue-green facade with large windows reflecting the sunlight.

Home in Anna Maria

5 out of 5 average rating, 8 reviews

Sea Shack - 2bd/2ba POOL Home

The outdoor area features a private heated pool surrounded by lush tropical landscaping. Lounge chairs are arranged on the sun deck, with a large umbrella providing shade. The elevated home above offers additional outdoor seating, enhancing the inviting atmosphere of the space.

Home in Anna Maria

4.94 out of 5 average rating, 16 reviews

AMI Peppertree Paradise - Steps to Beach w/ Pool

Top guest favorite

A pool area is featured, showcasing a circular hot tub adjacent to a larger pool surrounded by tropical foliage. The two-story house is visible in the background, with an American flag displayed on the balcony. Outdoor lounge chairs are arranged near the water.

Home in Anna Maria

5 out of 5 average rating, 14 reviews

CabAnna Maria Beach Block 4 Bedroom 4.5 Bath

Kid-friendly apartment rentals

Top guest favorite

A modern kitchen features sleek white cabinetry and stainless steel appliances. An island with a yellow bowl serves as a central focus. Light-colored flooring complements the spacious layout, which includes a door leading to another area within the apartment.

Apartment in Sarasota

5 out of 5 average rating, 192 reviews

Modern Luxury Apartment in a House Near Siesta

Top guest favorite

A spacious living area is furnished with two comfortable leather sofas and a wooden side table. A large flat-screen TV is positioned nearby. Natural light floods the room through expansive glass doors leading to a balcony, with ocean views visible in the distance.

Apartment in Indian Shores

4.95 out of 5 average rating, 151 reviews

Beach Front Condo!

Top guest favorite

Tall grasses gently sway in the foreground, framing a serene beach scene. Soft waves lap against the shore, reflecting hues of orange, pink, and purple from the sunset sky. Cloud formations add depth to the view, enhancing the tranquility of the coastal landscape.

Apartment in Longboat Key

4.95 out of 5 average rating, 103 reviews

Longboat Key-OCEAN FRONT- on the beach

A comfortable sleeping area features a queen size bed dressed in white linens and patterned pillows. A decorative bench at the foot complements the dark blue headboard. Nightstands with lamps are positioned on each side, and artwork depicting coastal scenery adorns the wall.

Apartment in Bradenton

4.92 out of 5 average rating, 149 reviews

Ocean Blue adorable new studio !

Top guest favorite

A view from the balcony captures a stunning sunset over the Gulf, where vibrant hues blend in the sky. The sandy beach is visible below, with a winding path leading to the shoreline. Figures can be seen strolling along the beach, adding life to the serene scene.

Apartment in Indian Rocks Beach

4.96 out of 5 average rating, 163 reviews

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

A spacious room is divided into distinct areas featuring a cozy sleeping area with a floral-patterned bedspread and accent pillows. An open kitchen includes a butcher block island with bar seating, modern appliances, and a light-colored cabinetry that complements the welcoming atmosphere.

Apartment in Holmes Beach

4.78 out of 5 average rating, 296 reviews

Ohana Hale North 1 Bedroom

Top guest favorite

A heated pool is surrounded by chaise loungers and palm trees, creating a relaxed outdoor atmosphere. A pink inflatable float adds a playful touch to the serene water, while a shaded area with a storage shed is visible in the background.

Apartment in Indian Rocks Beach

4.98 out of 5 average rating, 124 reviews

Triplex w/ heated pool, IRB beach across street!

A light-filled living space features large windows with white blinds, offering views of the outdoors. A round table is accompanied by two chairs. A cozy sofa with decorative pillows is positioned beside a wooden side table, providing a welcoming area for relaxation.

Apartment in Bradenton Beach

4.89 out of 5 average rating, 154 reviews

High Tide @ Tides Inn

Kid-friendly condo rentals

A private balcony is shown with a round table and two wooden chairs, overlooking a sandy beach and the Gulf of Mexico. The expansive view includes palm trees and a clear sky with scattered clouds, enhancing the serene coastal atmosphere.

Condo in Bradenton Beach

4.76 out of 5 average rating, 220 reviews

Amazing View, Updated Beachfront Condo

A cozy living room features a grey sofa adorned with decorative pillows. A round coffee table holds neatly rolled beach towels. A television is mounted on the wall, displaying a serene beach scene, while vibrant tropical wallpaper adds color to the space.

Condo in Bradenton

4.92 out of 5 average rating, 111 reviews

New Renovated Condo + Walk to Bay + 5 Min to AMI

Top guest favorite

An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.

Condo in Treasure Island

4.99 out of 5 average rating, 188 reviews

Spectacular beach to bay views from this resort.

Top guest favorite

An aerial view captures the Silver Sands Gulf Beach Resort nestled along the serene coast of Longboat Key. The largest attraction, a centrally located pool, is surrounded by landscaped areas and lounge chairs, with the pristine beach and gentle waves visible beyond.

Condo in Longboat Key

4.99 out of 5 average rating, 137 reviews

Condo with a View 2: Beachfront!

An oceanfront balcony offers expansive views of the sandy beach and calm waters. Beach chairs are positioned on the shore, complementing the serene atmosphere. Clear blue skies reflect on the water, enhancing the peaceful setting of this beachfront escape.

Condo in Madeira Beach

5 out of 5 average rating, 30 reviews

Oceanfront Loft w/ 2 Baths in Madeira Beach

Top guest favorite

A modern kitchen area features pale blue walls and a round dining table set for four. Stainless steel appliances, including a microwave and oven, are visible. A decorative light fixture made of translucent discs hangs above the table, adding a coastal touch to the space.

Condo in Holmes Beach

4.99 out of 5 average rating, 137 reviews

Beach Escape - Make Memories on Anna Maria Island

Top guest favorite

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

4.91 out of 5 average rating, 179 reviews

Beachfront condo in paradise, Anna Maria Island

Top guest favorite

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.

Condo in Bradenton

4.98 out of 5 average rating, 206 reviews

Shorewalk full condo IMG Beaches Anna Maria

Other great vacation rentals near Anna Maria Island

A modern kitchen sink area features a polished chrome faucet beside a white soap dispenser. In the background, glassware and tableware are visible, accompanied by green and clear bottles, enhancing the functional kitchen space.

Condo in Anna Maria

4.88 out of 5 average rating, 34 reviews

Barefoot Mermaid 4, steps to the beach

Top guest favorite

A covered patio is presented with two wicker chairs and a glass-top table, inviting relaxation. Bright cushions add a pop of color. Lush greenery and palm trees provide a vibrant backdrop, while ceiling fans enhance comfort in this spacious outdoor area.

Home in Holmes Beach

5 out of 5 average rating, 36 reviews

Wk of 6/29 now avail at last minute SALE rate!

A private patio area features comfortable seating arranged around a coffee table, all situated on lush green turf. Large glass doors provide access to the interior space while a white picket fence partially borders the area, enhancing the outdoor ambiance.

Apartment in Holmes Beach

4.98 out of 5 average rating, 46 reviews

Luxury 2BD Oceanfront Condo + Private Parking

Top guest favorite

A private hot tub, filled with bubbling water, is surrounded by lush tropical landscaping. The space features a covered patio area that provides shade. A winding pathway can be seen in the background, leading through the vibrant greenery.

Tiny home in Bradenton

5 out of 5 average rating, 22 reviews

Romantic Luxe Tiny Home+ Hot Tub

A landscaped patio area features a heated saltwater pool surrounded by palm trees and tropical foliage. A thatched umbrella provides shade over a round table and chairs, while a patio grill and lounge chairs are also visible, creating an inviting outdoor space.

Apartment in Holmes Beach

4.95 out of 5 average rating, 38 reviews

AMI Ohana Beach Resort A with fabulous salt pool!

A modern bathroom features a sleek white sink with a black faucet, complemented by a large mirror. Storage cabinets are present, offering essential toiletries. The decor includes minimalist hooks on the wall and subtle touches of greenery, promoting a clean and organized space.

Guesthouse in Bradenton

4.9 out of 5 average rating, 72 reviews

Peaceful Paradise

Top guest favorite

Gentle waves wash ashore on a sandy beach, revealing clear turquoise waters. The horizon stretches far into the distance under a cloudless blue sky, while soft sunlight enhances the tranquil atmosphere. The scene captures a serene coastal environment ideal for relaxation.

Guest suite in Sarasota

4.98 out of 5 average rating, 57 reviews

The Palm Room

Top guest favorite

Cottage in Anna Maria

4.95 out of 5 average rating, 20 reviews

Charming cottage w/heated pool in prime location.

Quick stats about vacation rentals that are kid-friendly near Anna Maria Island

Total rentals
220 properties
Nightly prices starting at
R1,771 ZAR before taxes and fees
Total number of reviews
7.8K reviews
Family-friendly rentals
190 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
180 properties have a pool

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