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Family-Friendly rentals near Anna Maria Island

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals near Anna Maria Island

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

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Top guest favorite
Home in Holmes Beach
5 out of 5 average rating, 58 reviews

Waterfront, Heated Pool, Elevator, Fire Pit, Dock

Escape to The Blue Ark, a 3-story home inspired by Noah’s Ark. Families will love this peaceful retreat, blending luxury and comfort. Discover the island's only natural lagoon, boasting stunning views, manatee and occasional dolphin sightings! Unwind by the heated pool, fish from the dock, or take an easy 4-5 minute walk to the beach. End the day with a drink by the fire pit on the top deck, watching the sunset. The Blue Ark has an elevator, 3 bedrooms + extra sleep space, 8 beds and 4.5 baths.

Top guest favorite
Townhouse in Anna Maria
4.94 out of 5 average rating, 127 reviews

Green Jacaranda /Bean Point Beach 5 min walk/pool

Location!!! North end of Anna Maria . Steps to the Bean Point Beach and everything you need for your perfect AMI Vacation. The duplex property features fully remodeled units thoughtfully arranged around a free style heated pool, creating a private, resort-style atmosphere. Guests may reserve 1 unit or the entire property , total of 5 units avail for rent in multiple duplexes making it ideal for extended families or group gatherings seeking both togetherness and privacy. MAX Occupancy - 4 people

Guest favorite
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, 206 reviews

Be an AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

Superhost
Home in Bradenton
5 out of 5 average rating, 5 reviews

5BR, Sleeps 16, Htd Pool, Hot Tub, 5 min to IMG

Indulge in an unforgettable experience at Coastal Clubhouse, the perfect destination for your family or large group. Located just 5 minutes from IMG, this spacious 5-bedroom, 4-bath home sleeps 16 and is designed for fun and relaxation. The resort-style backyard boasts a heated pool, pickleball and basketball court, mini golf, fire pit, in ground trampoline, hot tub and pool side bar. Perfect for families with kids and teens, multi-generational groups, this home has something for everyone.

Superhost
Home in Holmes Beach
5 out of 5 average rating, 3 reviews

Payton's Place | Private Heated Saltwater Pool/Spa

Slow down, settle in, and soak up the island pace of life. Your family will be close to everything when you stay at this centrally located private home — just a short stroll to local restaurants, charming shops, and the free trolley stop at the end of the street by the library. The white sand beaches and turquoise Gulf waters are only a 7-minute walk away. Spend your mornings at the beach, your afternoons by the heated saltwater pool, and your evenings under the stars in your private spa.

Superhost
Home in Bradenton
5 out of 5 average rating, 4 reviews

Sleeps 10 | Pickleball | Pool | Tiki Bar | Games

This three-bedroom home is thoughtfully equipped with a wide range of amenities, offering everything you need for an exceptional stay in Bradenton, Florida. • Heated Pool & Built-in Spa • Sportscourt: Basketball & Pickleball • Outdoor Bar • Firepit • Snook Ball, Corn Hole, Putt Putt & Giant Connect 4 • Outdoor Patio/Dining & BBQ Grill • Game Room: Arcade, Shuffleboard & Foosball • Fully Stocked Kitchen • TVs in Each Bedroom • Dedicated Workspace • Family/Kid Friendly • Washer & Dryer

Guest favorite
Home in Holmes Beach
4.93 out of 5 average rating, 14 reviews

Heated Pool, Hot Tub, Game Room, Steps to Beach!

Welcome to Island Dreams, the ultimate peaceful escape just 4 min walk from Anna Maria Island's stunning beaches. This fully renovated three-bedroom, three-bath beach house features a Zen-inspired backyard oasis, a private cocktail pool, and a game room! Walk to shops, restaurants, and the trolley stop! Island Dreams offers the perfect blend of relaxation, location, and indoor and outdoor fun! NOTE: Holmes Beach has a 7-day rental minimum. Check in / Check out days are on Saturdays.

Top guest favorite
Home in Bradenton Beach
4.98 out of 5 average rating, 114 reviews

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

Top guest favorite
A private heated pool features a waterfall, surrounded by lush tropical landscaping and palm trees. Seating options include teal lounge chairs and white sunbeds, while the pool deck is complemented by a well-maintained lawn area. Colorful plants enhance the tranquil outdoor space.
Home in Holmes Beach
4.97 out of 5 average rating, 105 reviews

Salty Harbor AMI pool retreat near the Beach

Charming Salty Harbor sits in a quaint, exclusive corner of AMI and boasts a private heated pool and ample parking for 2 vehicles and even a boat: -Ask us if your dates don't fit our calendar! -If you don't have a single 50Lb pet, please discuss it with us -One of the twin boutique MyAnnaMariaStay homes, look us up! You'll love the luxury mid-century feel, lush yard, and a 6-min walk to the beach, Publix or the trolley stop. AMI was voted a top 50 vacation spot in the world in 2024

Top guest favorite
Home in Largo
5 out of 5 average rating, 11 reviews

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach

You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Guest favorite
Home in Sarasota
4.98 out of 5 average rating, 110 reviews

Pool, Shuffleboard, EV charg, Near beach, UTC mall

Welcome to Vistalodgings Villa Del Sol where families have fun ☀ 3 bedrooms: 1 king, 1 queen, 1 full, 1 twin bed and 2 full bathrooms ☀ Fully equipped kitchen: Keurig dual coffee maker, waffle maker, air fryer, electric kettle, blender, mixer, pots and pans ☀ Dining area for 8 ☀ Fast speed internet Wi-Fi ☀ Heated pool free of charge ☀ EV charger ☀  Shuffleboard, Pac-man arcade ☀ 5 Smart TVs with Disney Plus ☀ Bikes, beach chairs, umbrellas, cooler, beach toys ☀ Iron

Top guest favorite
The image showcases a vibrant backyard area featuring a heated swimming pool under a screened enclosure. Comfortable seating is arranged, and a private mini golf course is visible. A separate game room with entertaining equipment like shuffleboard and a colorful mural is also displayed.
Home in Bradenton
5 out of 5 average rating, 75 reviews

Heated Pool•Mini Golf•Arcade•Spa•AMI 6mi•IMG

Welcome to The Wild Pelican House, a unique family retreat tucked away in a quiet Bradenton neighborhood right off Cortez, you'll be just minutes from Anna Maria Island & IMG Academy. This is not your average vacation rental. Our house is designed for families who want to make the most of their time together — laugh louder, play harder, and relax deeper. -Heated Pool -Private Mini Golf Course -Hot Tub -Outdoor Movie -Backyard Arcade Shed -Fire Pit & Grill - AMI: 8mi -IMG: 4mi

Popular amenities for family-friendly rentals near Anna Maria Island

Quick stats about family-friendly rentals near Anna Maria Island

  • Total vacation rentals

    Explore 2,360 vacation rentals in Anna Maria Island

  • Nightly prices starting at

    Anna Maria Island vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

  • Verified guest reviews

    Over 38,290 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 800 rentals that welcome pets

  • Vacation rentals with a pool

    2,020 properties feature pools

  • Rentals with dedicated workspaces

    1,330 properties have a dedicated workspace

  • Wi-Fi availability

    2,350 of Anna Maria Island vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Anna Maria Island rentals

  • 4.8 Average rating

    Anna Maria Island stays are highly rated by guests—averaging 4.8 out of 5!

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