
Family-friendly holiday rentals in Anna Maria
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Top-rated family-friendly rentals in Anna Maria
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Beachfront Anna Maria Island w hot tub & Gulf view
You only have to go down 14 stairs from your second-floor beachfront condo to have your toes in the powder soft sand. A queen size bed with a soft mattress in the bedroom and a queen size pullout couch in the living room. Full kitchen in the unit and laundry available downstairs. Cable and high-speed internet included. One assigned parking spot. Enjoy the sunset from your balcony as it sinks into the Gulf. Perfect for a romantic couple getaway or bring the kids for a fun stay at the beach

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

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.

Short Stroll to the Surf! ~ Make Memories on AMI
Nestled in a charming, quiet community of just 8 units, this beautifully updated beach condo offers the perfect blend of relaxation and convenience. The condo is just a short stroll (about 150 steps!) to the pristine white sand beach, where you can soak up the sun and enjoy the coastal views. Wonderful family getaway or couples escape. Private, covered 2 car parking. Laundry in unit. Beach wagon, chairs and gear available. A hidden gem close to everything you need for a relaxing island stay.

Charming Beach house amongst huge Banyon Trees
Charming bright beach house set amongst grand Banyan trees on tip of Anna Maria. 3 min's stroll over a small fishing bridge to historic Pine Ave w/ quaint eateries and shops. Huge fenced yard voted "A Tropical Paradise" Porch sits among huge banyan trees with native birds. 7 min’s walk to bay front beach or rod and reel pier for fresh meals, cocktails, fishing w/ equip & bait supplied, from there stroll along The beach to "Bean Point" voted 1 of the most beautiful beaches in the world.

Pineapple Suite: spacious, private, great location
Come stay in our "Pineapple Suite" where you'll enjoy our cozy, private suite within our family home. In your suite, you'll have your own bedroom, bathroom & family room with kitchenette. We're in a very safe neighborhood and perfectly located near many outdoor attractions! The beaches, kayaking, biking, & hiking are all within minutes of our home! You're a 12-min drive to Anna Maria Island, 5-min to Robinson Preserve, 15 min to IMG, & only 30 min to SRQ. Check out my 5-star reviews!

The Peachy Beach House, steps to the gulf
The perfect place for a combination family vacation and some romance-when the kids are in bed, turn on the spa and music. June, July and August, Saturday to Saturday only. If custom trip length is wanted- ask Two bedroom, 2 full bathroom, new heated private pool/spa Steps to semi-private gulf beach, on quiet street in N. HB Well-stocked kitchen, 2 TVs, large primary suite and amazing gulf views from bedrooms. Crib, high chair, beach chairs, wagon, umbrella, beach toys and towels

Beachfront Resort, Ocean View, Pool, Tennis, Gym
Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

Ohana Hale North 1 Bedroom
Aloha and welcome to our Island Home - Your Ohana Hale Ohana is Hawaiian for family and that is who you are when you stay with us. This one bedroom suite is idea for a couples getaway or small family vacation. Our retreat is nestled on Anna Maria Island, Florida and is a short 7 minute walk to the white sand beaches and turquoise waters. This apartment has a 7 night minimum stay requirement but we have other great properties if you need a shorter stay, just contact us!

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI
Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

Private Heated Pool, Turfed Putting Green Retreat
Imagine life in a tropical oasis-surrounded by palms trees, turfed lawn and putting green while enjoying the Florida sun relaxing your private saltwater heated pool with extended sun shelf. This 3 bedroom/2 bath 1940s bungalow is a great place to relax and unwind with your own resort style backyard. The fully equipped home, located between downtown Bradenton and Anna Maria Island offers fun in every direction. We guarantee you'll want to stay awhile!

Cabin 2 at Spinnakers Vacation Cottages
My place is close to the beach, family-friendly activities, the free AMI trolley, and nightlife. You’ll love my place because of the location and the ambiance. It is nestled in the lush tropical landscape of Spinnakers Vacation Cottages. You will find Cabin 2 is a perfect spot for an island getaway. My place is good for couples, solo adventurers, families (with kids), and certain size breed and weight dogs. Spa maintains same temperature as pool.
Popular amenities for Anna Maria family-friendly rentals
Family-friendly home rentals with a hot tub

Brand New condo with water views, Pool/Beaches

Cedar Sunsets-4 bed, 4 bath, 4 Houses to the beach

Romantic Quiet Luxury Tiny Home W/ Private Hot Tub

Luxury 3/3 Margaritaville Resort

850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo

A&A's Paradise near IMG & Anna Maria beaches

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!

Near AMI-Heated Pool-Hot Tub-Game Room-Putting G
Family- and pet-friendly home rentals

Breezy Harbor AMI pool retreat near the Beach

Newly Remodeled Beachfront Studio - On the sand!

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

Twin Palms: Big House Steps to Beach w/Lush Pool

2nd House from the Beach with No Roads to Cross

Pickleball, Axe Throwing, Mini-Golf, Bowling, IMG

Enjoy AMI sunsets | Chic home w/ Saltwater pool!

Steps to the beach! Condo with pool at The Terrace
Family-friendly home rentals with a pool

Sand & Sea Oasis: Condo with Private Beach Access

Coastal Oasis Condo w/ Luxury Resort Amenities

Bayfront Beach access with Heated Pool!

Turtle Nest! Private Heated Pool and Access to the

Top 1%, Heated Pool, Elevator, Waterfront, Firepit

2 min walk to Holmes Beach - Walk to Shops, Dining

Bean Pt. Bungalow - Half duplex w/private pool

Seaquel: A Tropical Retreat - Private Pool Home
When is the best time to visit Anna Maria?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £325 | £396 | £563 | £492 | £369 | £416 | £464 | £333 | £308 | £282 | £336 | £381 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about holiday rentals that are family-friendly in Anna Maria

Total holiday rentals
Explore 460 holiday rentals in Anna Maria

Nightly prices starting at
Anna Maria holiday rentals start at £81 per night before taxes and fees

Verified guest reviews
Over 8,220 verified reviews to help you choose

Pet-friendly holiday rentals
Find 160 rentals that welcome pets

Holiday rentals with a pool
390 properties feature pools

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wifi availability
460 of Anna Maria holiday rentals include wifi 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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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
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- Dunedin Beach
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