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

Ground-Level AMI Gem: 3 Blocks to Beach & Shops
Welcome to a vibrant island getaway- Beaching it on AMI! This newly renovated home on AMI is bursting with bright colors and modern flair. Walk to a boat launch, dock, playground, tennis and basketball courts, a perfect spot for fun in the sun. With a fully equipped kitchen and all beach essentials included, plus front and back patios for lounging, get ready for a cozy retreat filled with endless relaxation and adventure! Centrally located to restaurants and shops. Only 3 blocks to AMI beaches!

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.

Pool Home, Close Anna Maria Island / Beaches
Kick back and relax in this relaxing home close to everything West Brandenton and the Island have to offer! 7 Min drive to Anna Maria Island and Brandenton Beach! Relax in the Private Pool in the backyard or on the spacious covered patio area to hide from the sunshine. The pool area is covered by the bug screen for relaxing in the pool and patio spaces. Enjoy Dinner outside under the sunset. Close to Anna Maria Island, Brandenton Beach, Shopping, Restaurants, Golf Courses and more!

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

The Peachy Beach House, steps to the gulf
The perfect place for a combination family vacation and some romance-when the kids are in bed, turn on the spa and music. June, July and August, Saturday to Saturday only. If custom trip length is wanted- ask Two bedroom, 2 full bathroom, new heated private pool/spa Steps to semi-private gulf beach, on quiet street in N. HB Well-stocked kitchen, 2 TVs, large primary suite and amazing gulf views from bedrooms. Crib, high chair, beach chairs, wagon, umbrella, beach toys and towels

Dock of the Bay by Duncan Real Estate
Welcome to Dock of the Bay! Located on the North end of Anna Maria, Dock of the Bay is a newly remodeled two- bedroom, three-bathroom vacation home directly on a canal with a private pool. This property has boat access to the intercoastal passing 2 low clearance bridges. Dock of the Bay is a direct walk to Bean Point which is one of the most picturesque parts of Anna Maria Island. HIGHLIGHTS 2228 sq. ft. Private Pool 35x20' Boat dock Canal access Screened lanai

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!

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!

L'Oasis West 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.
Popular amenities for house rentals near Anna Maria Island
House rentals with a pool

Beautiful Pool/Spa, Steps to sand, New Golf Cart

Cozy Cottage - POOL HOME! 3/3

The Shell House

Bayfront Beach access with Heated Pool!

Cute Home with pool, spa, mini golf walk to beach!

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

Sunrise Villa - Tropical 3 bedroom home with pool

“Topside” luxury home in Cortez Village
Weekly house rentals

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

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

BOOK Season Now:Right Off Bridge St & By the Beach

+ Anna Maria Seaside Escape +

Seconds to the Beach! Clean & Cozy NO flood damage

Luxury Beach Home•Steps to Beach•Essentials

Kiwi Cabana by Beach Boutique Rentals

Anna Maria Aloha – Pet Friendly, Steps to Gulf
Private house rentals

TOES IN THE SAND!

Location! Beach Access/Trolley/ Restaurants!

Ocean Air Oasis-New Centrally Located AMI Luxury

Luxury Beach House Steps to Quiet Beach

1BR | Enclosed Yard | Deck | AC | W/D

Anna Maria Beach House

Beautiful ground level home with heated pool!

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

Oceanfront w/ Pool, Dock & Boat Lift. Luxury 3BR

House w/ Private Pool & Hot Tub - Bridge Street

Blue Bungalow A

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

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

Tropical Oasis - Private Pool - Close Beaches

Charming Beach house amongst huge Banyon Trees

2-Nights Available 6/18 - Private 30' Dock & Pool
Quick stats about house rentals near Anna Maria Island

Total vacation rentals
Explore 1,570 vacation rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island vacation rentals start at G$2,089 GYD per night before taxes and fees

Verified guest reviews
Over 20,200 verified reviews to help you choose

Family-friendly vacation rentals
1,500 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 640 rentals that welcome pets

Vacation 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 vacation 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 kayak Anna Maria Island
- Cottage rentals Anna Maria Island
- Rentals with breakfast Anna Maria Island
- Apartment rentals Anna Maria Island
- Waterfront rentals Anna Maria Island
- Resort rentals Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Villa rentals Anna Maria Island
- Rentals with beach access Anna Maria Island
- Beach condo rentals Anna Maria Island
- Rentals with pools Anna Maria Island
- Townhouse rentals Anna Maria Island
- Fitness-friendly rentals Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Rentals with outdoor seating Anna Maria Island
- Family-friendly rentals Anna Maria Island
- Rentals with a patio Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Condo rentals Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- Rentals with a washer and dryer Anna Maria Island
- Beach house rentals Anna Maria Island
- Rentals with lake access Anna Maria Island
- Beachfront rentals Anna Maria Island
- Bungalow rentals Anna Maria Island
- Pet-friendly rentals Anna Maria Island
- Luxury rentals Anna Maria Island
- Rentals with a fire pit Anna Maria Island
- Hotel rooms Anna Maria Island
- House rentals Manatee County
- House rentals Florida
- House rentals United States
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Caspersen Beach
- Dunedin Beach
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- Hard Rock Casino
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park




