
House rentals near Anna Maria Island
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Top-rated house rentals near Anna Maria Island
Guests agree: these stays are highly rated for location, cleanliness and more.

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

The Island-Hopper's Haven Near Anna Maria Island
Discover vintage charm & modern luxury in this cozy Palmetto cottage. Perfectly located at the heart of Florida's Gulf Coast, you can access St. Pete, Anna Maria Island, Sarasota & Fort DeSoto within 30 mins. You can explore nearby Emerson Pointe Preserve's hiking & kayak trails. You'll be minutes away from Downtown Palmetto & Bradenton's many dining & nightlife options. Boating enthusiasts will love the proximity of the Palmetto public boat ramp. Reserve now & experience Florida's Gulf Coast!

Heated Pool, Elevator, Dock, Waterfront, Fire Pit
Escape to The Blue Ark, a unique 3-story home inspired by Noah’s Ark. Families will love this peaceful retreat, blending luxury and comfort. Discover the island's only natural lagoon, boasting stunning views, manatee and occasional dolphin sightings! Unwind by the private pool & spa, fish from the dock, or take an easy 4-5 minute walk to the beach. End the day with a drink by the fire pit on the top deck, watching the sunset. The Blue Ark has an elevator, 3 bedrooms, 8 beds and 4.5 bathrooms.

Charming Beach house amongst huge Banyon Trees
Charming bright beach house set amongst grand Banyan trees on tip of Anna Maria. 3 min's stroll over a small fishing bridge to historic Pine Ave w/ quaint eateries and shops. Huge fenced yard voted "A Tropical Paradise" Porch sits among huge banyan trees with native birds. 7 min’s walk to bay front beach or rod and reel pier for fresh meals, cocktails, fishing w/ equip & bait supplied, from there stroll along The beach to "Bean Point" voted 1 of the most beautiful beaches in the world.

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

Palm Retreat Gold: Luxury Edition of #1 Rental
High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!

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.

L'Oasis East w/Dip Pool
Completely remodeled, this beautifully 2-bedroom duplex, crafted to enhance your living experience. Every detail has been thoughtfully designed to create a serene and inviting atmosphere. New images showcase this stunning transformation, come visit us to see the beauty in person! Additionally, West and East are now available for rent together, featuring convenient adjoining doors through the utility room.

NEW! Coconuts 106! Beach Front! Heat Pool!
Welcome to Coconuts Beachfront #106! This renovated ground-floor condo features 1 bedroom and 1 bathroom, on the sands of Holmes Beach. Enjoy Gulf views from the living room, kitchen, and private patio, or step out your back slider straight onto the beach. Perfect for couples or small families, this retreat offers comfort, relaxation, and unforgettable days by the shore.

Waterfront Pool Home Steps to Beach
Escape to our waterfront oasis on Anna Maria Island! This bright, updated home features a private heated pool, hot tub, and dock. Perfect for families, it's just a 5-minute walk to the world-renowned Gulf beaches. Enjoy stunning sunrises, a dedicated workspace, and modern coastal decor. Explore the island with ease via the free trolley. Your perfect getaway awaits!

Modern Lido Key Studio-Steps to Beach & Kayaking
Welcome to one of our beautiful properties. 24/7 Host Support - no AI messaging or hidden fees. Newly renovated. Relax & unwind at this unique & tranquil getaway, just a short walk to the stunning white sand beaches of Lido Beach. Enjoy coffee or drinks on your private outdoor patio with loungers. We have a private, heated pool for the complex.
Popular amenities for house rentals near Anna Maria Island
House rentals with a pool

Be an AMI

NEW saltwater pool/spa! Free pool heat!

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

White Palms by Beach Boutique Rentals

Cozy Cottage - POOL HOME! 3/3

Twin Palms: Big House Steps to Beach w/Lush Pool

The Peachy Beach House, steps to the gulf

Pool & Sand Volleyball | 3 Kings | NearAMI & IMG
Weekly house rentals

83rd St Villas East by Duncan Real Estate

Coastal Retreat near Siesta Key Beach and Downtown

Turtle Nest! Private Heated Pool and Access to the

༄ Sunset Shore on Anna Maria Island ༄

The Cottage on Pine - Pine Ave Cottage w/ Pool

Ocean Air Oasis-New Centrally Located AMI Luxury

Sandy Toes

Wanderlust Villa
Private house rentals

Book now: arrive Jan 5-31 golf cart included

Seconds to the Beach! Clean & Cozy NO flood damage

Waterfall | Spa | Saltwater Pool | Private Oasis

Pickleball, Htd Pool, Hot Tub, Sauna, 10Min to AMI

Bayfront Beach access with Heated Pool!

2 min walk to Holmes Beach - Walk to Shops, Dining

Beach House w/ Pool | Steps to Beach

Anna Maria Beach House
Pet-friendly house rentals

Ocean72, 2bed 2bath with pool

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Island Vibe 3

FUN! - 12 min to Beach, 10 min to IMG, Heated Pool

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

The Toasty Coconut in Anna Maria

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

Pool, Game Room, Fire Pit, Hammock, Near AMI
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 $17 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
1,560 of Anna Maria Island holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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 kayak Anna Maria Island
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