Family-friendly rentals near Anna Maria Island

Heated Pool, Elevator, Waterfront, 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.

Green Jacaranda AMI Duplex B, 5 min walk to beach

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

Gulf Beach Getaway-STEPS FROM BEACH

This updated condo sits just 54 steps from the white sand of Holmes Beach. Experience dolphin sightings or sunsets from the rooftop balcony. Our renovated kitchen is fully stocked with all the amenities of home. Enjoy plenty of space with a large kitchen and living room and two private lanais. You’ll love this condo’s central location to all Anna Maria has to offer! *License CND5105468 *7 Night minimum stay *6 Occupants max *2 onsite parking spots *Noise curfew is from 10:00 p.m. to 7:00 a.m.

Spring into adventure*HTD Pool*Hot Tub*Fire Pit

Welcome to your perfect spring escape filled with sunshine, warm coastal breezes, and breathtaking sunsets. This cheerful retreat is ideal for families and friends, featuring a heated pool, relaxing hot tub, and plenty of space for games and laughter. Spend your days exploring nearby sandy beaches, biking the island, or enjoying local restaurants. Unwind on inviting outdoor patios and end the evening under the stars—perfect for relaxing, reconnecting, and making unforgettable beach memories.

Maritime Memories by Duncan Real Estate

Welcome to the newly renovated and updated Maritime Memories! This north-end 3 bedroom plus den, 2 bath pool home is waiting for you to enjoy your next vacation on Anna Maria Island. Maritime Memories is an eclectic island home with plenty of room for a large family, two living areas plus den so the house comfortably sleeps 8 people. Relax by the pool and enjoy the privacy of a tropical landscaped yard. It is also a close walk to the beaches on the north-end of Anna Maria. HIGHLIGHTS

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.

Bliss by the Beach by Beach Boutique Rentals

*Features include* * Brand new, completely renovated house ground level home! * Private Saltwater pool * Tropical private yard with chaise loungers * Home office with convenient computer monitor and printer * Gourmet kitchen * Washer and Dryer * Master suite with private bath and rain shower * King bed in guest room convertible to 2 twins * Steps to the beach * Close proximity to shops and restaurants on Pine Avenue * Beach chairs, umbrella and cart

Ocean Air Oasis-New Centrally Located AMI Luxury

Immerse yourself in coastal luxury at this exceptional 3-bedroom, 2.5-bathroom custom home, where opulent high-end finishes and stunning pecky cypress floors adorn every nook. Revel in the impeccable features, including Sub-Zero and Wolf appliances, marble countertops, Shaw’s sinks, and exquisite custom woodworking, all bathed in abundant natural light. This delightful space offers panoramic views of the lavish backyard, complete with a heated pool and spa.

2-night available 5/21 & 6/18-Boat Dock, 30' 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.

NEW! Steps to Private Beach, Heated Pool + Hot Tub

5-minute stroll to the private beach, heated pool, bubbling spa & ping-pong fun—perfect for families seeking sunshine! 5 bedrooms, 3 kings & 2 queens (sleeps 10) Chef-ready kitchen, outdoor grill & fast 654 Mbps Wi-Fi Beach gear, pack ’n play & high chair included Explore nearby cafés, boutiques and coastal bike paths, then unwind under the stars by the pool. Ready for a worry-free getaway? Click “Reserve” before your dates disappear!

L'Oasis East w/Dip Pool

Completely remodeled, this beautifully 2-bedroom duplex, crafted to enhance your living experience. Every detail has been thoughtfully designed to create a serene and inviting atmosphere. New images showcase this stunning transformation, come visit us to see the beauty in person! Additionally, West and East are now available for rent together, featuring convenient adjoining doors through the utility room.

Bean Pt. Bungalow - Half duplex w/private pool

Welcome to Bean Pt. Bungalow! A charming 3/2 villa with a private saltwater pool in the heart of Anna Maria. You're only 0.2 miles from the nearest beach access and 0.2 miles from the Rod and Reel Pier. The home comes equipped with 6 beach chairs and cart. This boutique rental is the perfect place for your next getaway! Primary - King Bed Front bedroom - King bed Bunk room - 4 twin beds