
Family-friendly rentals near Anna Maria Island
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Top-rated family-friendly rentals near Anna Maria Island
Guests agree: these stays 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

Steps to the beach! Condo with pool at The Terrace
Just 200 steps from the white sands of Holmes Beach, this beautifully updated 2BR/2BA condo has everything to offer! Our unit features high-speed internet, Keurig , balconies off of each bedroom, 1-car garage, washer/dryer, heated shared pool, and access to all the beach necessities (toys, umbrellas, chairs, tent, bicycles, SUP, cart). This unit sleeps 6 (1-King, 1-Queen, & Full size sofa bed). LOCATION, LOCATION! You'll be just steps from restaurants, cafés, shops, and the free island trolley!

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.

Vitamin Sea Escape!
This charming seaside condo is on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy one-bedroom condo is optimal for sunset viewing from a private, screened lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at Silver Sands Gulf Beach Resort! To see all four of our listings, click on my Host photo and scroll down...!

Breezy Harbor AMI pool retreat near the Beach
Charming Breezy 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 open 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

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.

Newly Remodeled Beachfront Studio - On the sand!
ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Bradenton Beach Sunsets 1, Anna Maria Island, FL
Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

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 family-friendly rentals near Anna Maria Island
Family-friendly home rentals with a hot tub

Turtle Cottage - Anna Maria Island

On the Beach; Siesta Key SunBum Studio

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

The Peachy Beach House, steps to the gulf

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

New Luxury 3/3 Condo in Margaritaville Resort

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Waterfront Pool Home Steps to Beach
Family- and pet-friendly home rentals

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

Beautiful Pool/Spa, Steps to sand, New Golf Cart

The Shell House

Dock of the Bay by Duncan Real Estate

2nd House from the Beach with No Roads to Cross

Charming Beach house amongst huge Banyon Trees

2-Nights Available 6/18 - Private 30' Dock & Pool

Cortez ~ Grouper Cottage. BRING YOUR BOAT!
Family-friendly home rentals with a pool

1 block to Pine Ave + Shopping + Beach + Dining!

Sand & Sea Oasis: Condo with Private Beach Access

2/28-3/13 just became avail! SAVE 45%! Won't last!

Getaway Family Beach Townhome w/Pool!

Cozy Cottage - POOL HOME! 3/3

Hello Sunshine! BeachView Condo on Anna Maria Isl.

New Modern Longboat Key*5 Steps to Sand*Heatd Pool

L'Oasis West w/Dip Pool
Family-friendly home rentals with wifi

Gulf Front! Beach Sunsets+ Walk to Bridge St Pier!

Luxury Beach Home•Steps to Beach•Essentials

Anna Maria Island Beach Getaway – Sleeps 6

Beachfront Corner Condo | Sunset Gulf Views

Sailfish Gulf Suites #1, Beachfront, Steps to the

Hibiscus Villa by Beach Boutique Rentals

Ground-Level AMI Gem: 3 Blocks to Beach & Shops!

Townhouse 200 Steps to the Beach
Quick stats about family-friendly rentals near Anna Maria Island

Total holiday rentals
Explore 2,410 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at £7 per night before taxes and fees

Verified guest reviews
Over 36,360 verified reviews to help you choose

Pet-friendly holiday rentals
Find 790 rentals that welcome pets

Holiday rentals with a pool
2,050 properties feature pools

Rentals with dedicated workspaces
1,250 properties have a dedicated workspace

Wifi availability
2,400 of Anna Maria Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Anna Maria Island rentals

4.8 Average rating
Anna Maria Island stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Family-friendly rentals Manatee County
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