Kid-friendly holiday rentals in Holmes Beach

Hello Sunshine! BeachView Condo on Anna Maria Isl.

Brand New Listing! Hello Sunshine...Take time and breathe again at this special and tranquil getaway. This 1 bedroom 1 bath corner unit is in a charming beachside complex with a lovely pool & gardens directly across & just 20 steps from the beautiful beaches of Anna Maria Island & the sparkling waters of the Gulf of Mexico. Great restaurants and the free island trolley are within walking distance! Relax, enjoy, and make new memories of what will soon be your favorite vacation destination.

Getaway Family Beach Townhome w/Pool!

Wouldn't you like to get away?🌞 Just steps to the perfect family beach at this condo w/pool. Two bedrooms, two baths (+tub), sleeps six! King bed, queen w/twin bunk over, one convertible queen. Fresh updates: Washer-dryer, flooring, sofa, full kitchen, cable, wifi, beach toys, pack n play, baby gate. Did we mention the heated pool?🏊‍♀️ Next door to Walgreens, restaurants, bike rentals, shops, grocery. So many charming delights to discover on America's best beach, Anna Maria Island (AMI)!🏖

Sea 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.

Anna Maria - 3 Bd 2 Bth-Heated Pool-Walk to Beach

Anna Maria Island - located in Holmes Beach within 5 blocks walking distance to beach, and even closer to restaurants, shops, etc. Heated Pool and All amenities provided including bikes(6), beach chairs(6), beach gear, and even a beach cart to haul it all. Ping Pong Table, Corn-hole, Smart TVs with free movies and HIGH Speed WiFi AZURE BLISS! Note: - Security device (video monitoring) at exterior front, side, and rear of property (front door, side gate, rear yard) - License # VRC21-

AMI Ohana Beach Resort A with fabulous salt pool!

The location is perfectly situated in the middle of the island with quick access to the beach (3 minute walk from door to shore without crossing Gulf Drive), Publix grocery store, Walgreens, Manatee Public Beach, shopping, restaurants and more. The free trolley stop is steps away offering an affordable way to explore the whole island. Ohana Beach Retreat is a newly renovated triplex in Holmes Beach on Anna Maria Island. Come enjoy our heated salt water pool in an oasis of palm trees.

Oceanside Retreat-Rest & Recover-Hot Tub-Hammock

Whether escaping the cold winter days, or wanting to unwind from all the stress, Solace West is the perfect place for you. Walking distance to Anna Maria's beautiful beaches, restaurants, shops and more. The hot tub is set to 104*. With its waterfall feature and lights it's waiting for you to step in and unwind those overworked muscles. Whether inside enjoying the beautiful tranquil decor or outside enjoying any of the many amenities, we believe you may never want to leave.

1 block from beach + pool - Cayman Cay #102

Embrace the island life with this stunning ground floor condo, two king beds, 2 bathrooms, an outdoor screened-in porch, top-of-the-line appliances. Perfect for 4 guests. Prefer rental for the entire calendar month - or at least 2 weeks in one month. Upon booking, we'll send you a rental agreement for electronic signature. We kindly ask that you comply with house rules, condo regulations, respect quiet hours, and avoid any damages.

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!

1/1 STEPS to Beach w/ Heated POOL - Sleeps 4

Spacious and remodeled 1-bedroom condo that sleeps 4 located just STEPS away from the beach. Condo features a large heated swimming pool, private beach access, eat-in kitchen - fully stocked with amenities including coffee maker, WiFi, Smart Tv's, beach accessories, fishing poles, paddle boards, games, & much more! Early Check-in / Late Check-out available upon request.