
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.

Limited Availably w/ Private Boat Dock & 30' Pool
✨ 4.95★ GUEST FAVORITE! Canal Front & 1/2 Block to Beach Experience the ultimate AMI getaway! This 4.95-star tropical oasis features a wide canal with a 30' boat/fishing dock, a massive 16'x30' private pool, and is just a 1/2 block to the beach. Walk to everything:• 3-min walk to Bay Beach, 15 to Bean Point• Steps to Pine Ave shopping & City Pier• Stroll to Waterfront Restaurant & Two Scoops. Bring your boat, lounge poolside, or hit the sand. Perfect island living with 200+ rave reviews!

Green Jacaranda /Bean Point Beach 5 min walk/pool
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

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.

KING Bed + AMI Beaches + Beach Gear!
🎙️🦩Welcome to the Retro Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins or less from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island! Kick back and relax in this retro “Old Florida” themed condo!

NEW Saltwater Pool + Spa | Mins to AMI Beaches/IMG
Spend your days playing in the pool and soaking up the sun at this coastal escape! The huge screened lanai includes a pristine heated saltwater pool with a spillover spa and sun ledge, and large covered outdoor living and dining space. The updated 3 bedroom, 2 bath interior is bright and spacious, with a lot of natural light and nearly every room flows out to the pool. Located in a quiet neighborhood with quick access to AMI beaches, IMG, walking trails, parks, shopping & restaurants!

Salty Harbor AMI pool retreat near the Beach
Charming Salty 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 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

NEW!~ Beach Front/Heated Pool! Coconuts 107
Gulf-front getaway with unbeatable beach access—step out your back door and right onto the sand! Enjoy a king bed, queen sleeper, fully stocked kitchen, in-unit washer/dryer, and professional linen service. Beach towels, two chairs, and an umbrella are included. Relax or grill by the shared heated pool and soak in the stunning Gulf views. Everything you need for the perfect beach escape—just bring your sunscreen and unwind!Relax with the whole family at this peaceful place to stay.

Pool, Shuffleboard, EV charg, Near beach, UTC mall
Welcome to Vistalodgings Vista Del Sol where families have fun ☀ 3 bedrooms: 1 king, 1 queen, 1 full, 1 twin bed and 2 full bathrooms ☀ Fully equipped kitchen: Keurig dual coffee maker, waffle maker, air fryer, electric kettle, blender, mixer, pots and pans ☀ Dining area for 8 ☀ Fast speed internet Wi-Fi ☀ Heated pool free of charge ☀ EV charger ☀ Shuffleboard, Pac-man arcade ☀ 5 Smart TVs with Disney Plus ☀ Bikes, beach chairs, umbrellas, cooler, beach toys ☀ Iron

Pool & Sand Volleyball | 3 Kings | Near AMI & IMG
Escape to Two Palms, a spacious 4-bedroom, 3-bath retreat in Bradenton, Florida. Perfectly located just minutes from the sugar-sand beaches of Anna Maria Island. Designed with comfort and relaxation in mind, this home offers everything you need for a memorable getaway. Step inside to an open-concept living space filled with natural light and plenty of space to unwind. Outside, enjoy a private salt-water pool and a beach sand backyard featuring a sand volleyball court.

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.

Canario Cottage by Duncan Real Estate
Newly Renovated Bathrooms and Fabulous New Flooring and updates throughout the whole property! Welcome to Canario Cottage! This beautiful 3-bedroom, 3-bathroom property has 1254 square feet of elevated living space and the ability to accommodate 6 guests very comfortably inside and out. Canario Cottage is large and offers plenty of room for the whole family. Everything is conveniently available on one elevated level. Walk up the stairs to the front entry.

NEW - Pool - Near Beaches -Sleeps 14 - Mini Golf
Escape to this family-friendly coastal retreat just minutes from Anna Maria Island! This single-level home sleeps 14 and features 3 king beds, bunk rooms for kids, a screened-in private pool, putting green, fire pit, BBQ grill, arcade games, and a spacious backyard. Enjoy a fully stocked kitchen, beach gear, fast WiFi, free parking, Pack ’n Play, and all the comforts of home—perfect for relaxing beach days and unforgettable group getaways.
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!

Stunning beach house with heated pool and hot tub!

JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!

The Peachy Beach House, steps to the gulf

Summer Vibes*HTD Pool*Hot Tub*Fire Pit*Game Room

Waterfront Pool Home Steps to Beach

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach

Payton's Place | Private Heated Saltwater Pool/Spa
Family- and pet-friendly home rentals

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

Pool, Bikes & BBQ Included! 2min to Beach!

Luxury Beach Bungalow | Walk to Dining & Sunset

New! Heated Pool • Shopping • Pine Ave • Beaches!

Walk to Beach + Trolley + Heated Pool + Mini Golf!

Sleeps 10 | Pickleball | Pool | Tiki Bar | Games

Happy Island Cottage - Private Pool

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI
Family-friendly home rentals with a pool

Lilo & Stitch Ohana Villa|Heated Pool Near AMI

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

Heated Pool • Game Arcade • Family Putting Oasis

Getaway Family Beach Townhome w/Pool!

Waterfall | Spa | Saltwater Pool | Private Oasis

Luxury Lido Key Heated Pool & Game Room

Cozy Cottage - POOL HOME! 3/3

The Toasty Coconut in Anna Maria
Family-friendly home rentals with wifi

Sunlit Shores New Luxury Retreat | Private Pool

Villa Palma Sola - Private Heated Pool, Near AMI

Boat Dock + Kayaks + Dolphins + Beaches + Hot tub!

Salt + Sol | Canal-Front | Golf Cart | Heated Pool

1BR | Pool | Patio | Close to Beach | Fast WiFi

Anna Maria Island of Palms - 5bedrooms POOL Games

Bean Pt. Bungalow - Half duplex w/private pool

Anna Maria retreat house
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 $13 SGD 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
- Villa rentals Anna Maria Island
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- Family-friendly rentals Manatee County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Siesta Beach
- Raymond James Stadium
- Anna Maria Island Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Dunedin Beach
- Vinoy Park
- Tampa Convention Center
- Manasota Key Beach
- University of South Florida
- Hard Rock Casino
- Crescent Beach
- John's Pass
- Fort De Soto Park
- Tropicana Field
- Englewood Beach
- Sand Key Beach
- Anna Maria Public Beach
- River Strand Golf and Country Club





