
Family-friendly rentals near Anna Maria Island
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals near Anna Maria Island
Guests agree: these stays are highly rated for location, cleanliness and more.

Private Splash Pad, Pickleball, Htd. Pool, Hot Tub
Gather your loved ones and prepare to make memories that will last a lifetime at The Splashing Flamingo, Bradenton’s only vacation home with its own private SPLASH PAD! This fully remodeled, luxury home offers all the amenities of a 5-Star resort and is conveniently located just a short distance away from the breathtaking beaches of Anna Maria Island. Featuring 5 bedrooms, 5 full bathrooms and enough room for 16 guests, there’s plenty of space for everyone to kick back, relax, and have some fun!

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

A Sunny, Sandy Spring Escape @ The Solace Retreat
Welcome spring at The Solace Retreat, a beautifully remodeled duplex just steps from the sugar-sand shores of Anna Maria Island. Surrounded by blooming tropical beauty and gentle coastal breezes, this bright, inviting escape is designed for effortless relaxation. With access to both sides, it’s ideal for multifamily stays—offering the perfect blend of togetherness and privacy. Enjoy stylish, comfortable spaces, soak up the sunshine, and RECHARGE this season with our 5★ white-glove hospitality.

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.

Crows Nest at Spinnakers Vacation Cottages
Close to the beach, family-friendly activities, nightlife, and the free AMI trolley. You’ll love the location, the ambiance, and the high ceilings. Located in the lush tropical paradise of Spinnakers Vacation Cottages. Offers a spacious living area, with the bedroom and bathroom on the living floor with a spiral staircase leading to a loft with two twin beds. Great for couples, families and dogs (with small pet fee) Great private deck for star gazing! Spa maintains same temperature as pool

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-

Hidden Haven / Private Pool & Hot Tub
Your dream bayside escape at this charming single-story haven, just a heartbeat away from the pristine shores of Anna Maria Island. Featuring 4 inviting bedrooms and 2 stylish baths, indulge in the luxury of a private pool nestled among vibrant tropical foliage. Sip your morning coffee or toast to sunset cocktails poolside, wander to the sparkling Gulf, discover the delightful shops and eateries in Holmes Beach. This oasis is perfect for sun-kissed relaxation and exciting island escapades!

Bayfront Beach access with Heated Pool!
Our modern yet beachy retreat is the perfect oasis on the North end of Anna Maria Island w/breathtaking panoramic views of Tampa Bay & the iconic Skyway Bridge. The backyard oasis features a refreshing saltwater pool & fully fenced backyard, complete w/artificial turf & outdoor shower. Just steps away, you'll find full access to a stunning white sandy beach & the crystal-clear waters of Tampa Bay! Conveniences have been carefully considered, creating the most ideal vacation destination!

Do you love the beach?
Seaside Sanctuary is the ground floor unit of a beachfront duplex. It is the 2nd house from the beach with no roads to cross. The front yard is thirty steps from one of the most pristine beaches on the Gulf of Mexico. The house is located on a quiet residential street near the north end of the island. The front porch is a great place to watch the sunset. The house is clean, comfortable and well appointed. We welcome well behaved dogs and have a fully fenced yard for your pup to play.

Anna Maria Island-just 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.

Anna Maria retreat house
Elevated home with all the amenities. Walking distance to the beach, chairs and towels provided. Relax in the backyard patio, including pool with waterfall . The shaded balcony overlooks the pool if you need to escape the sunshine. There’s a free trolley that runs all day in AMI if you don’t want to take the car out. The house is located across the street from Bimini Bay, enjoy a jog through these side streets in the morning. Local shops and restaurants that will not disappoint .

Sea La Vie by Duncan Real Estate
Welcome to Sea La Vie!This is the relaxing Island getaway that you have been looking for. You and the family will love staying in this beautiful three-bedroom, two-bath elevated home nestled in secluded surroundings, just one block north of Pine Avenue in the village of Anna Maria. Stroll to the Pier for tranquil bay views or have coffee at the Cafs and grab a bite at one of the eateries lining the historic shopping area.
Popular amenities for family-friendly rentals near Anna Maria Island
Family-friendly home rentals with a hot tub

Heated Pool, Hot Tub, Game Room, Steps to Beach!

NEW Saltwater Pool + Spa | Mins to AMI Beaches/IMG

AMI*Steps to the beach-Modern LUX* POOL SPA*Views

B100 step to the sugar sand gulf front view & pool

Family Condo with Heated Pool Spa and Mini-Golf

Close to the Beach+ Private heated pool and spa!

The Peachy Beach House, steps to the gulf

Family Oasis | Heated Pool, Hot Tub & Game Room
Family- and pet-friendly home rentals

Ocean72 | Heated Pool & Spa | 2BR Near Beach

Island in the Sun, luxury beach house,private pool

Old Florida Pool Oasis, Outdoor Kitchen, Fire Pit

A Coastal Retreat Steps From the Sea

Salty Harbor AMI pool retreat near the Beach

Stunning beach house with heated pool and hot tub!

Twin Tides, Pool, Spa, Putting Green, Golf Cart!

Limited Availably w/ Private Boat Dock & 30' Pool
Family-friendly home rentals with a pool

Lilo & Stitch Ohana Villa|Heated Pool Near AMI

New! Luxurious Retreat w/ Resort Amenities by AMI!

100 yr Old Stone Home + Pool + 9 miles to beaches

SunSalt Cottage~5 min to Beach, Shops & Food~Pool

Becker's Beach Bungalow by A Shore Thing Vacations

༄ Sunset Shore on Anna Maria Island ༄

Duplex Heated Pool Walk to Beach

Americana AMI Lighthouse 3BR w/pool + rooftop deck
Family-friendly home rentals with wifi

Luxury 2BR Oceanfront Condo + Rooftop Patio

Close to Beaches and IMG, Heated Pool, MiniGolf

Key Lime Cottage | Hot Tub | Steps to Beach

Steps to Private Beach, Heated Pool + Hot Tub

CabAnna Maria Beach Block 4 Bedroom 4.5 Bath

New! Resort-Style Pool + Hot Tub + Beaches + IMG!

Heated Pool•Mini Golf•Arcade•Spa•AMI 6mi•IMG

Heated Pool, Steps to the Beach, Luxury Home
Quick stats about family-friendly rentals near Anna Maria Island

Total holiday rentals
Explore 2,360 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 38,290 verified reviews to help you choose

Pet-friendly holiday rentals
Find 800 rentals that welcome pets

Holiday rentals with a pool
2,020 properties feature pools

Rentals with dedicated workspaces
1,330 properties have a dedicated workspace

Wifi availability
2,350 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
- Townhouse rentals Anna Maria Island
- House rentals Anna Maria Island
- Beach apartment rentals Anna Maria Island
- Beachfront rentals Anna Maria Island
- Bungalow rentals Anna Maria Island
- Pet-friendly rentals Anna Maria Island
- Cottage rentals Anna Maria Island
- Rentals with a patio Anna Maria Island
- Rentals with beach access Anna Maria Island
- Apartment rentals Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Fitness-friendly rentals Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Villa rentals Anna Maria Island
- Rentals with breakfast Anna Maria Island
- Rentals with a kayak Anna Maria Island
- Flat rentals Anna Maria Island
- Rentals with lake access Anna Maria Island
- Beach house rentals Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- Hotel rooms Anna Maria Island
- Resort rentals Anna Maria Island
- Rentals with pools Anna Maria Island
- Luxury rentals Anna Maria Island
- Rentals with a washing machine and dryer Anna Maria Island
- Waterfront rentals Anna Maria Island
- Rentals with a firepit Anna Maria Island
- Rentals with outdoor seating Anna Maria Island
- Family-friendly rentals Manatee County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Bean Point Beach
- Coquina Beach
- Anna Maria Island Beach
- Turtle Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Caspersen Beach
- Dunedin Beach
- Cortez Beach
- Sand Key Beach
- Tampa Convention Center
- St Pete Beach
- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- ZooTampa at Lowry Park
- Manasota Key Beach
- Tampa Palms Golf & Country Club




