
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.

Free Heat Pool+Grotto+Spa~Pickleball~Golf~KidSuite
Modern, Stylish, & Family-Friendly! ~New Custom GROTTO WATERFALL Pool & Spa! ~Massive "KIDS SUITE” with Full-over-Full bunk + Twin bed trundle + Queen - sleeps up to 7 just in this room! ~5 Bedrooms with TVs, 2.5 Baths, 8 Beds (1 floor bed) ~FREE heated POOL+SPA, PICKLEBALL, GARAGE GAMING+TV, PUTTING, FIRE PIT, OUTDOOR COVERED DINING, and KIDS PLAYGROUND! ~Private, Fenced Yard, Perfect for Families! ~4-6 Car Parking! ~12 mins - Anna Maria Island Beaches ~5 mins - Target Sorry, no pets allowed.

50% Off June 28/29 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

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.

Sleeps 10 | Pickleball | Pool | Tiki Bar | Games
This three-bedroom home is thoughtfully equipped with a wide range of amenities, offering everything you need for an exceptional stay in Bradenton, Florida. • Heated Pool & Built-in Spa • Sportscourt: Basketball & Pickleball • Outdoor Bar • Firepit • Snook Ball, Corn Hole, Putt Putt & Giant Connect 4 • Outdoor Patio/Dining & BBQ Grill • Game Room: Arcade, Shuffleboard & Foosball • Fully Stocked Kitchen • TVs in Each Bedroom • Dedicated Workspace • Family/Kid Friendly • Washer & Dryer

The Lady Fish by Duncan Real Estate
Nestled on the far North end of Anna Maria Island, with the beach cottage is just around the corner, The Lady Fish is a three-bedroom, two-bathroom vacation home. Guests will enjoy a full gourmet kitchen, perfect for cooking up your catch of the day! The living area is spacious, with plenty of seating for family and friends to take in a movie on the flat panel HDTV. 3 bedrooms offer comfortable sleeping for up to 6 guests. All have TVs. Step outside and enjoy a fantastic outdoor living.

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

Beach House w/Private Pool & Spa
Adorable beach cottage on the north end of Anna Maria Island! The beach access trail to the beautiful beach is right by the house. This 3 bedroom 2 bathroom home is situated on a corner lot on a quiet street and is located just steps to the beaches of the Gulf of Mexico. Enjoy the private pool and spa, surrounded by tropical landscaping. Tons of beach gear included! It is located in a great area to explore by bike, ride to Pine Ave., Bayfront Park, the City Pier, etc....

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.

Black Pearl! NEW! Block and half to Beach!
Black Pearl is a brand-new luxury 4-bedroom, 4-bath home just a block and a half from the beaches of Holmes Beach. This modern coastal retreat features a rooftop deck with gorgeous views, a private pool and spa, BBQ grill, ping pong table, and corn hole. Each bedroom offers a queen bed and ensuite bath, making it perfect for families or friends seeking upscale comfort and walkable beach access on Anna Maria Island. 🏖️✨

Paradise on Pine
Welcome to "Paradise on Pine" – a stylish island retreat perfectly situated in the heart of Anna Maria! This charming 3-bedroom, 2-bath vacation home is nestled right on Pine Avenue – just 1.5 blocks to the stunning Gulf beaches and only a few blocks from the bay, City Pier, and all the boutique shops, eateries, and island favorites Anna Maria is known for. No need for a car – you’re just a flip-flop stroll to it all!
Popular amenities for family-friendly rentals near Anna Maria Island
Family-friendly home rentals with a hot tub

Luxury BEACH HOME! 2 King Suites! Heated Pool/Spa!

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

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

Backyard Bliss Anna Maria Island

Waterfront w/ Dock + Mini Golf | Pool, Spa, Sauna

The Peachy Beach House, steps to the gulf

Payton's Place | Private Heated Saltwater Pool/Spa

3BR/2BA Private Oasis: Pool, Hot Tub, Dining
Family- and pet-friendly home rentals

Ocean72 | Heated Pool & Spa | 2BR Near Beach

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

Heated Pool, Pickleball, Golf, 10 Min to AMI

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES

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

AMI Cortez Beach Retreat "Views" Resort-style Pool

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

Oceanfront Condo | Rooftop Terrace | Arcades |
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

Cozy Cottage - POOL HOME! 3/3

TOES IN THE SAND!

Bayfront Beach access with Heated Pool!

Stunning beach house with heated pool and hot tub!

Ice Cream Escape | Heated Pool+Hot Tub+Game Room

Heated Pool•Mini Golf•Arcade•Spa•AMI 6mi•IMG
Family-friendly home rentals with Wi-Fi

Grand Island Retreat: Private Heated Pool | Games

Sunlit Shores New Luxury Retreat | Private Pool

VillaEsperanza-Private Pool-BBQGrill-Acces Beach

Getaway Family Beach Townhome w/Pool!

Pelican Point in Anna Maria

Family Condo with Heated Pool Spa and Mini-Golf

NEW! w/ Pool - The Pearl Unit 2 on AMI

TieDyeSky: Waterfall Pool, Steps 2 Beach, Elevator
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 $15 AUD per night before taxes and fees

Verified guest reviews
Over 38,290 verified reviews to help you choose

Pet-friendly accommodation
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

Wi-Fi availability
2,350 of Anna Maria Island holiday rentals include Wi-Fi 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
- Rentals with a patio 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
- Tropicana Field
- Fort De Soto Park
- Englewood Beach
- Sand Key Beach
- Anna Maria Public Beach
- River Strand Golf and Country Club





