
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.

Luxury 3BD Beachfront Retreat with Heated Pool!
Sandy Bottoms Beach House is a luxury Gulf-front retreat where modern comfort meets Florida’s natural beauty. With three king bedrooms—each with its own en suite bath—this home is designed for families, couples, or groups seeking a premium beach getaway. Step through oversized sliding doors to a private patio with a heated pool, outdoor dining, and a direct trail to the sand. Spend mornings walking the shoreline, afternoons lounging by the pool, and evenings watching unforgettable Gulf sunsets f

Book Family Tides 7 Nts get 3 FREE~Pool~Beach view
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!

Breezy Harbor AMI pool retreat near the Beach
Charming Breezy 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: -We typically have shorter stays available, just ask! -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

Casa Cay by Duncan Real Estate
Welcome to Casa Cay! This Bay front pool home on Anna Maria Island is an absolute paradise! With its prime location on the North end with stunning views of the bay and the Sunshine Skyway Bridge, and direct access to a private bay beach, it offers the quintessential Island experience. The layout of the house, featuring three bedrooms and three bathrooms, including two suites with Ensuite bathrooms, is perfect for families or groups of friends looking for comfort and privacy.

Beach and Bay Bliss at Bermuda Bay Club/Poolside
Welcome to your beachside escape in this charming end unit townhome! Featuring two spacious bedrooms and 2.5 baths, the soothing seabreeze colors create a relaxing atmosphere. Enjoy your morning coffee or evening sunsets on one of the two lovely balconies, less then a block away from the beach. After a day in the sun, dip into the shared pool or fire up the grill for a fun evening barbecue. This townhome is your perfect coastal retreat, where every day feels like a vacation!

2min walk to Gulf Beach~3 kings+bunk~pool+spa~golf
Experience an unforgettable vacation at Key Lime House! This chic Bahamian-inspired property sits at the coveted north end of Anna Maria. Every inch of space has been maximized with loads of indoor and outdoor amenities for guests of all ages. This is the special place you’ve been looking for to create memories that you’ll treasure forever! 🌴 2 min walk to Gulf beach access (7 houses away, see photos for path) 🌴 3 min bike ride to Bean Point or Pine Ave (bikes provided!)

STEPs to BEACH! /Heated Salt Pool/Sunsets/5 STAR!
Less than a 2 min WALK to the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. Large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with bathrooms on opposite ends of the house (a pocket door adds privacy). Private heated saltwater pool sits amidst the tropical yard. Hop on the free trolley and explore Florida's gorgeous Anna Maria Island.

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.

Waterfront Gem/ Pool Spa+ Dock/ Near Bridge Street
Anna Maria Waterfront oasis! **5 min walk to beach, private dock, pool heat included!!** Relax in the private heated pool, sip coffee on the dock, or walk to the beach. This bright, updated home has spacious living areas, a stocked kitchen, smart TVs, fast Wi-Fi, and cozy beds. Great for families or couples! Grill by the pool, dine under the stars, or fish from the dock. Includes washer/dryer, beach gear, and parking. Your peaceful, sunny getaway awaits—book now!

Captain's Quarters at Spinnakers Vacation Cottages
My place is close to the beach, family-friendly activities, nightlife, and the free AMI trolley. You’ll love my place because of the high ceilings, the location, and the ambiance. It is located in the lush tropical paradise of Spinnakers Vacation Cottages. With a large living room, dining area and large master suite, it is perfect for couples, families (with kids), and furry friends (dogs, with a small pet fee). Captains Quarters also has Private patio!

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI
Beautiful 5 bedroom home renovated in 2023. Located 3 minutes from beach access and 9 minutes to Anna Maria Island. A massive waterfront patio with heated pool and spa encompass this house. Master bedroom with walk-out to spa. Custom double walk-in shower in master suite. Family room with 86" television, decorative fireplace, and 15' ceiling. Roku TV’s in every bedroom. Outdoor propane grill. Beach chairs, umbrella, and cart. We welcome you to Casa Bella.

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!
Popular amenities for house rentals near Anna Maria Island
House rentals with a pool

Sunsets on Carissa - Pool & Steps to Gulf Beaches

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

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

Bayfront Beach access with Heated Pool!

Location! Beach Access/Trolley/ Restaurants!

Ocean Air Oasis-New Centrally Located AMI Luxury

Perfect Hideaway- Heated Pool, 5 min Walk to Beach

Unwind Sunshine: steps to locals' favorite beach
Weekly house rentals

Gulf Beach Front! Walk to Restaurants + Pier!

Island in the Sun, luxury beach house,private pool

Seconds to the Beach! Clean & Cozy NO flood damage

TOES IN THE SAND!

Turtle Nest! Private Heated Pool and Access to the

Private heated pool,2 minute walk to the beach! W

Private Luxurious Ground Level Home

Luxury Home Steps to Quiet Beach on 78th St
Private house rentals

Modern 3BR Retreat + Anna Maria Beaches + IMG!

Sunkissed&Salty: Prime Location!

The Shell House

NO FEES | Heated Pool | Game Room | Sleeps14 | BBQ

Beach Front Duplex! Direct Beach Access and Views

Steps to the Beach, Luxe 4BR w/ Heated Pool & Spa

Canal front, dock, heated Pool, near AMI+IMG

Fins to the Right: On the Gulf of Mexico! Beach!
Pet-friendly house rentals

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

Ocean72, 2bed 2bath with pool

Be an AMI

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

BRAND NEW Pool Paradise | Put-put! Games! Fire Pit

Discounted October Stays w/Private 30' Dock & Pool

King Bed/Private Pool/Game Room/Fire Pit/Near AMI

Cottage w/ Pickleball Outdoor Oasis 2 mi to Beach
Quick stats about house rentals near Anna Maria Island
Total rentals
1.5K properties
Total number of reviews
19K reviews
Family-friendly rentals
1.4K properties are a good fit for families
Pet-friendly rentals
590 properties allow pets
Rentals with a pool
1.2K properties have a pool
Rentals with dedicated workspaces
660 properties have a dedicated workspace
Destinations to explore
- Rentals with a kayak Anna Maria Island
- Condo rentals Anna Maria Island
- Waterfront rentals Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- Rentals with a patio Anna Maria Island
- Villa rentals Anna Maria Island
- Apartment rentals Anna Maria Island
- Hotel rentals Anna Maria Island
- Luxury rentals Anna Maria Island
- Rentals with a hot tub Anna Maria Island
- Rentals with a fire pit Anna Maria Island
- Townhouse rentals Anna Maria Island
- Rentals with a washer and dryer Anna Maria Island
- Rentals with pools Anna Maria Island
- Beach condo rentals Anna Maria Island
- Fitness-friendly rentals Anna Maria Island
- Beach house rentals Anna Maria Island
- Rentals with outdoor seating Anna Maria Island
- Cottage rentals Anna Maria Island
- Beachfront rentals Anna Maria Island
- Bungalow rentals Anna Maria Island
- Pet-friendly rentals Anna Maria Island
- Family-friendly rentals Anna Maria Island
- Rentals with beach access Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Rentals with lake access Anna Maria Island
- House rentals Manatee County
- House rentals Florida
- House rentals United States
- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Dunedin Beach
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Anna Maria Public Beach
- Lido Key Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- ZooTampa at Lowry Park
- North Beach
- Manasota Key Beach
- River Strand Golf and Country Club
- Adventure Island
- Tampa Palms Golf & Country Club
- Splash Harbour Water Park