Family-friendly rentals near Anna Maria Island

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.

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!

Enjoy easy living in this updated tropical home! Your private screened lanai is perfect for seamless indoor/outdoor relaxing, with a heated pool and covered dining/lounge area with a 58" outdoor TV! The interior of the home is bright and open with cheerful coastal decor and plenty of room to spread out. We provide everything you need with a well-stocked kitchen, gas grill, game room, beach gear, towels, EV Charger! In a quiet neighborhood with quick access to AMI beaches IMG, parks, and trails!

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

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.

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.

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.

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

Manatee Sanctuary - in the heart of Anna Maria

Welcome to Manatee Sanctuary – a spacious 3 bed/ 2 bath canal-front retreat with a private heated pool and hot tub, located in the quiet and highly sought-after North End of the island. This serene and private oasis offers everything you need for a relaxed and memorable beach vacation. The home features an open-concept living and dining area, fully stocked kitchen, and an upstairs porch ideal for morning coffee or evening relaxation. The backyard opens onto a peaceful saltwater canal.

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.

JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Anna Margaritas by Beach Boutique Rentals

*Features include* * Private tropical yard with sparkling pool and spa * 2 bedrooms, 2 luxurious full bathrooms * Bonus room for the kiddos with bunk bed * Updated kitchen * Washer and dryer * Expansive patio with loungers and Tiki hut * Outdoor dining table for 6 * Beach chairs, umbrellas, beach toys * Gas grill * Steps to Bean Point!

New! Heated Pool • Shopping • Pine Ave • Beaches!

🛍️Modern comfort meets island charm ✨ walk to beaches, boutiques & bites on Pine Ave! 🌴Welcome to Spring Luxe Beach House, your perfectly located getaway on the north end of beautiful Anna Maria Island — just one block from Pine Avenue’s shops, restaurants, and ice cream parlors 🍦, and an easy walk to both the Gulf Beach 🌊 and the Bay 🌅