
House rentals near Anna Maria Island
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Top-rated house rentals near Anna Maria Island
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+ Anna Maria Seaside Escape +
Discover the perfect beachside escape at our centrally located 2-bedroom haven on Anna Maria Island, just steps from the sand and some of the island's top amenities! We are required to show 7 night minimum bookings only, however please send us an inquiry for custom dates 1 Block to the Beach 2 Bed / 1 Bath 2 Kings Balcony with Patio Furniture Washer & Dryer on-site WIFI Elevated Beach House (Duplex) Beach Towels & Chairs Gas Grill - (shared) Parking for 2 Cars, Including 1 enclosed garage space

Walk 2 blocks to Beach + Private Pool + King Beds!
☀️Welcome to Bayberry Beach Cottage A on Anna Maria Island! Just +/- 400 feet (2 min walk) to the beach! With a heated private pool, fenced backyard, outdoor games, & grill, it’s the perfect spot for fun-filled days and relaxing nights! 🌴This recently renovated beach cottage has 2 king bedrooms, 1.5 baths. 📍You’re just a 2-minute walk to Salt, a trendy restaurant and craft cocktail bar with live music. More local favorites and beach bars are nearby, & lively Bridge Street is only 1 mile away

2/28-3/13 avail & rate reduced! Act now Won't last
Let me know if you need a stay for a period not listed. Unbeatable location, HEATED POOL, ultimate makeover & NEW bedrm, bathrm, lounge, & covered patio additions for spacious beauty are a few things that set us apart! Hidden behind our private gate, the beach is just a few steps away & remains uncrowded-even during busiest season. Premium fixtures, appliances, & plush furnishings create elegance. Garage/parking for 6 cars! Near restaurants, Publix, activities! 30 steps to FREE TROLLEY pick up!

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.

Sandy Toes
This newly remodeled, upscale villa is on a quiet island street less than 300 steps from the powder white beach of Anna Maria Island. Over a dozen restaurants within a quarter of a mile short stroll and many shops close by to visit as well. The private villa includes a "treetop" front balcony which is a guest favorite to enjoy gulf breezes & relaxation. A fabulous, covered side porch overlooks extensive tropical plants and set up with comfortable chairs and your own private gas weber grill.

2nd House from the Beach with No Roads to Cross
Seaside Sanctuary is the upper level 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 tip of the island. The front deck 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.

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

Sea Shack - 2bd/2ba POOL Home
Welcome to Sea Shack, an inviting ground level vacation home with a pool just steps away from the beach! Visit Pine Ave’s locally-owned boutiques and restaurants just a five-minute walk away. This rental accommodates up to 6 guest. Fully equipped kitchen has plenty of storage space for all your cooking necessities. Friends and family can gather in the living area for movie night or a bored game. have a fun-filled day in your backyard oasis, swim in the gorgeous pool.

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!

Relaxing 3BR Retreat+ Hot Tub + Pool +Beaches +IMG
🌴Welcome to Beachway Haven! This 5-Star ⭐️ hideaway is just mins from Anna Maria Island's Pristine Beaches & the Gulf of Mexico. Dive into relaxation with your own Heated Saltwater Pool & Spa Hot Tub, nestled in a tropical oasis. Only a skip away from Golf Courses, Nature Parks, IMG Academy, & Palma Sola Causeway's Beach Access – your gateway to Horseback Riding, Kayaking, & endless sandy adventures. Shopping & dining are only a few mins away too!

Tranquility on the bay.
Tucked away from the hustle and bustle, my mobile home is located in a very unique neighborhood right on the bay with a little beach 2 min. down the road from my house, where you can sit and enjoy the views or fish. The homes are a combination of mobile homes like mine and houses with the most wonderful people of all walks of life. Very quiet, very safe and friendly. 5 min. to Bradenton beach and 10 min. to AMI.
Popular amenities for house rentals near Anna Maria Island
House rentals with a pool

NEW saltwater pool/spa! Free pool heat!

83rd St Villas East by Duncan Real Estate

Pool Home, Close Anna Maria Island / Beaches

Steps Away from the Sandy Shores of Holmes Beach!

New Waterfront Getaway | Sauna, Pool & Gym

The Peachy Beach House, steps to the gulf

Loggerhead - Private Pool + Golf Cart - AMI Oasis

Enjoy AMI sunsets | Chic home w/ Saltwater pool!
Weekly house rentals

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

Luxury Beach Home•Steps to Beach•Essentials

Charming 1947 Cottage w/ Water View. Pet-Friendly

TOES IN THE SAND!

Ocean Air Oasis-New Centrally Located AMI Luxury

Pool & Sand Volleyball | 3 Kings | Near AMI & IMG

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

New! Resort-Style Pool + Hot Tub + Beaches + IMG!
Private house rentals

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

Seconds to the Beach! Clean & Cozy NO flood damage

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

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

Boat Dock, Heated Pool & Hottub, Beach Gear, 5 Min

Island Oasis on Anna Maria Island off Pine Ave

Bayfront Beach access with Heated Pool!

Key Lime Cottage | Hot Tub | Steps to Beach
Pet-friendly house rentals

Whispering Winds by Beach Boutique Rentals

Pickleball, Heated Pool, Hot Tub, Sauna, 10Min to

Blue Bungalow A

Near Anna Maria, LECOM & IMG—Renovated—Fenced Yard

Charming Beach house amongst huge Banyon Trees

Heated Pool & spa! 250 steps to beach!

10 min to Beach, Peloton, Game Room, King Bed

2 Hot Tubs+Pool+MiniGolf+Sleeps 16
Quick stats about house rentals near Anna Maria Island

Total holiday rentals
Explore 1,570 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 20,200 verified reviews to help you choose

Family-friendly holiday rentals
1,500 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 640 rentals that welcome pets

Holiday rentals with a pool
1,330 properties feature pools

Rentals with dedicated workspaces
880 properties have a dedicated workspace

Wifi availability
1,560 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!
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