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Family-friendly holiday rentals in Anna Maria

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Anna Maria

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Holmes Beach
5 out of 5 average rating, 25 reviews

NEW Heated pool! Steps to the Beach! Islands West

🌴✨ Welcome to Villa #8 AMI Lemon Fish ✨🌴 Step into sunshine and serenity at this cheerful two-bedroom, two-bath villa located within the welcoming Islands West Resort. Just a two-minute walk to the sandy shores of Holmes Beach 🏖️, this bright and beachy retreat is perfect for families, couples, or friends ready to soak up the laid-back charm of Anna Maria Island. With a lush outdoor seating area, BBQ grill, shared pool, and an unbeatable location near dining and shopping, your ideal island es

Top Guest favourite
Townhouse in Anna Maria
4.94 out of 5 average rating, 124 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

Top Guest favourite
The private saltwater pool is surrounded by lush palm trees, providing a serene atmosphere. A swim-up table is visible in the water, along with a shallow sunning shelf. A spacious wrap-around deck features a dining area and comfortable lounge chairs, ideal for relaxation.
Home in Anna Maria
4.98 out of 5 average rating, 56 reviews

༄ Sunset Shore on Anna Maria Island ༄

Welcome to the perfect Anna Maria Island home on prestigious North Shore Drive. Overlooking a canal lake, Sunset Shore offers a serene escape just 2 blocks from the Gulf's legendary white sand beaches and steps away from Pine Ave's vibrant shops and restaurants. Explore the island easily with the nearby free AMI trolley, connecting you to the City Pier, all the way south on the island to Coquina Beach, and all attractions in between. It's a perfect blend of coastal relaxation and convenience!

Guest favourite
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 favourite
Home in Holmes Beach
4.94 out of 5 average rating, 18 reviews

Heated pool/Spa~Water Slide and Grotto! 9 Beds!

Welcome to Harbor Haven, a stunning vacation rental nestled in the heart of Anna Maria Island. This 4-bedroom, 7-bathroom oasis is just a 5-minute stroll from the pristine Gulf beaches. Immerse yourself in the ultimate relaxation with our gorgeous freeform pool, complete with a hot tub, waterfall, water slide, and grotto for endless fun and tranquility. Whether you're lounging in the sun or enjoying a family barbecue, Harbor Haven offers the perfect backdrop for unforgettable memories.

Top Guest favourite
Home in Bradenton Beach
4.98 out of 5 average rating, 110 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 favourite
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

Guest favourite
Two beach chairs are positioned on a sandy shore, facing the ocean. Gentle waves can be seen lapping at the beach, while the sun casts a bright light over the water, creating a serene coastal environment.
Condo in Holmes Beach
4.86 out of 5 average rating, 152 reviews

Holmes Beach - literally a few steps to the beach

Our second-floor condo is located in Holmes Beach within a beachfront condo community that sits directly on the shores of the Gulf of Mexico in Holmes Beach. This 2 bedroom 2 bath condo has a full kitchen with all modern conveniences. Enjoy your morning coffee or your evening dinner on your private outdoor balcony. This recently renovated condo is perfectly situated overlooking the pool and just steps away from the beautiful sandy beach of Anna Maria and also a pickleball court.

Guest favourite
A private pool is surrounded by tropical landscaping, featuring a clear blue water surface that reflects soft lighting. Several lounge chairs are positioned nearby, providing relaxation space under the palm trees. The serene area is perfect for unwinding after a day at the beach.
Home in Anna Maria
4.96 out of 5 average rating, 96 reviews

Beach House w/Private Pool & Spa

Adorable beach cottage on the north end of Anna Maria Island! The beach access trail to the beautiful beach is right by the house. This 3 bedroom 2 bathroom home is situated on a corner lot on a quiet street and is located just steps to the beaches of the Gulf of Mexico. Enjoy the private pool and spa, surrounded by tropical landscaping. Tons of beach gear included! It is located in a great area to explore by bike, ride to Pine Ave., Bayfront Park, the City Pier, etc....

Top Guest favourite
Home in Bradenton
5 out of 5 average rating, 35 reviews

Pool & Sand Volleyball | 3 Kings | Near AMI & IMG

Escape to Two Palms, a spacious 4-bedroom, 3-bath retreat in Bradenton, Florida. Perfectly located just minutes from the sugar-sand beaches of Anna Maria Island. Designed with comfort and relaxation in mind, this home offers everything you need for a memorable getaway. Step inside to an open-concept living space filled with natural light and plenty of space to unwind. Outside, enjoy a private salt-water pool and a beach sand backyard featuring a sand volleyball court.

Guest favourite
Home in Anna Maria
5 out of 5 average rating, 5 reviews

Bean Point Bliss by Duncan Real Estate

Welcome to Bean Point Bliss! This stunning 3-bedroom, 2-bathroom pool home has plenty of room for the whole family. Bean Point Bliss is an elegant Island home with living space all on one level. A total of 6 people will stay here very comfortably. The additional area on the ground-level (not under a/c) is featuring a ping pong table, TV, and a seating spot which opens up to the back yard pool oasis.

Guest favourite
Home in Holmes Beach
4.88 out of 5 average rating, 40 reviews

Ocean72 | Heated Pool & Spa | 2BR Near Beach

Welcome to your island escape at Ocean72 in Holmes Beach! Just a short walk to sugar-white beaches, this coastal retreat features a private heated pool & spa, lush tropical landscaping, and seamless indoor-outdoor living. Enjoy a fully stocked kitchen, plush beds, and beach gear. Guests also have the option to add a private golf cart for easy island exploring and beach trips.

Popular amenities for Anna Maria family-friendly rentals

When is the best time to visit Anna Maria?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$812 NZD$1,046 NZD$1,559 NZD$1,140 NZD$855 NZD$964 NZD$1,075 NZD$773 NZD$713 NZD$653 NZD$778 NZD$884 NZD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C

Quick stats about holiday rentals that are family-friendly in Anna Maria

  • Total holiday rentals

    Explore 480 holiday rentals in Anna Maria

  • Nightly prices starting at

    Anna Maria holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 8,710 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    410 properties feature pools

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

  • Wi-Fi availability

    480 of Anna Maria holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Anna Maria rentals

  • 4.8 Average rating

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

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