
Waterfront vacation rentals in Anna Maria
Find and book unique waterfront accommodations on Airbnb
Quick stats about waterfront rentals in Anna Maria

Total vacation rentals
Explore 200 vacation rentals in Anna Maria

Nightly prices starting at
Anna Maria vacation rentals start at $250 CAD per night before taxes and fees

Verified guest reviews
Over 4,000 verified reviews to help you choose

Family-friendly vacation rentals
190 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Vacation rentals with a pool
170 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
200 of Anna Maria vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Anna Maria rentals

4.8 Average rating
Anna Maria stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated waterfront accommodations in Anna Maria
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.

Getaway Family Beach Townhome w/Pool!
Wouldn't you like to get away?🌞 Just steps to the perfect family beach at this condo w/pool. Two bedrooms, two baths (+tub), sleeps six! King bed, queen w/twin bunk over, one convertible queen. Fresh updates: Washer-dryer, flooring, sofa, full kitchen, cable, wifi, beach toys, pack n play, baby gate. Did we mention the heated pool?🏊♀️ Next door to Walgreens, restaurants, bike rentals, shops, grocery. So many charming delights to discover on America's best beach, Anna Maria Island (AMI)!🏖
4.94 out of 5 average rating, 72 reviews
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.
4.94 out of 5 average rating, 108 reviews
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.
4.98 out of 5 average rating, 125 reviews
Sunshine Cottage: 30’ Pool & Dock, Steps to Beach
o A beautifully renovated 3-bed 2-bath oasis designed for unforgettable family getaways, boating adventures, and pure relaxation. o While many rentals claim to be in Anna Maria, they are actually situated in the heavily congested Holmes Beach or Bradenton Beach areas. Nestled on the quiet, historic North End of Anna Maria City. Completely bypass the tourist traffic and long car lines, enjoying a peaceful, authentic neighborhood where everything you want is within a short stroll.
4.95 out of 5 average rating, 207 reviews
Anna Maria 2BR Condo • Walk to Beach, Dining, Pier
Modern 2BR/2BA Condo | Walk to Beach & Dining: Experience the best of Anna Maria Island from this bright, coastal-style condo: just a 5-minute walk to the beach, pier, shops, and local restaurants. You’ll Love: • King and Queen bedrooms + queen sofa bed • Smart TVs, fast Wi-Fi, and a full kitchen • 2 private parking spots • Patio shower for easy beach clean-up Perfect for couples, families, or business travelers seeking a comfortable, modern, and walkable island getaway.
4.88 out of 5 average rating, 60 reviews
Newly Remodeled Beachfront Studio - On the sand!
ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach
4.92 out of 5 average rating, 155 reviews
Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI
Beautifully renovated 5 bedroom home. Located 3 minutes from beach access and 9 minutes to Anna Maria Island. A massive waterfront patio with string lights and 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.
4.96 out of 5 average rating, 149 reviews
Dockside Dreams - Pool, Spa & Waterfront Dock
Welcome to Dockside Dreams - Your Waterfront Paradise! Escape to our home nestled along the serene waters, less then 3 miles from Bradenton Beach. This is not just a vacation; its an aquatic adventure waiting for you! - Private Boat Dock - Dolphin and Manatee Sighting! - Close to the Beach! - Fully Equipped Kitchen - Outdoor Oasis: Soak up the sun on your deck or cook out by the water! Stays of 28+ Days welcome on request!
4.98 out of 5 average rating, 103 reviews
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.
4.99 out of 5 average rating, 157 reviews
Oceanfront Condo for Beach Lovers
Located in Anna Maria Island Club - Our home away from home. Wonderful Panoramic View of Gulf of Mexico. 2 bedroom, 2 bath, heated pool, hot tub. Balcony overlooking the Gulf. Near to restaurants and shops. The heated pool and the hot tub is renovated. The elevator is working and we have a new security system. We had no hurricane this season . Everything is better than before the hurricanes last year.
4.85 out of 5 average rating, 121 reviews
Beachfront Corner Condo | Sunset Gulf Views
🏝️ Escape to our beachfront condo on Bradenton Beach, Florida! 🏝️ This charming one-bedroom apartment offers stunning ocean views and direct beach access. Enjoy a fully equipped kitchen, air conditioning, Wi-Fi, and a TV for entertainment. Relax on your private balcony and experience the beauty of Anna Maria Island. Perfect for a rejuvenating getaway!
4.98 out of 5 average rating, 55 reviews
AMI Sunset Beach - Gulf View Retreat w/ Pool+Decks
AMI's Sunset Beach part of 7 miles of white sand beaches! • 200+ five-star ratings over all sites! • Gulf-views inside home. • Decks with views of Beach + Gulf + Pool. • Heated Pool with sun shelf. • Paddleboard + Kayak + Firepit + Patio + Grill. • High-speed WiFi. • Top floor of duplex. • Central location next to Sunset Beach.
4.81 out of 5 average rating, 117 reviewsPopular amenities for Anna Maria waterfront rentals
Waterfront apartment rentals

Beach Bliss!
5.0 out of 5 average rating, 122 reviews
Direct Beachfront Condo, Ocean balcony view!
4.93 out of 5 average rating, 227 reviews
Serenity on the Manatee
4.97 out of 5 average rating, 471 reviews
Sweet Retreat at Shorewalk!
4.97 out of 5 average rating, 155 reviews
Beachfront Condo w/ Ocean View - Newly Renovated!
4.94 out of 5 average rating, 193 reviews
"Dream Away" at The Beach Dreams Resort
4.85 out of 5 average rating, 213 reviews
Direct Ocean View Top Floor Renovated. 2BR, 2 Bath
4.95 out of 5 average rating, 191 reviews
Longboat Key-OCEAN FRONT- on the beach
4.96 out of 5 average rating, 125 reviewsWaterfront house rentals

Boating/Fishing Paradise at Bayfront Dock! Pool!
4.91 out of 5 average rating, 103 reviews
Lux Madeira Beachfront Home
4.88 out of 5 average rating, 117 reviews
Ocean View of AMI | Hot Tub | IMG | 6 TVs | 2 King
4.89 out of 5 average rating, 159 reviews
Waterfront Pool Home Steps to Beach
4.96 out of 5 average rating, 127 reviews
Waterfront, Heated Pool, Elevator, Fire Pit, Dock
5.0 out of 5 average rating, 65 reviews
Manatee Sanctuary - in the heart of Anna Maria
4.97 out of 5 average rating, 35 reviews
1 Block to Beach ~ 3BR Coastal Retreat with Pool
4.95 out of 5 average rating, 22 reviews
Luxury 3BD Beachfront Retreat with Heated Pool!
4.94 out of 5 average rating, 47 reviewsWaterfront condo rentals

AMI Beaches + Beach Gear!
4.98 out of 5 average rating, 186 reviews
Beachfront Resort, Ocean View, Pool, Tennis, Gym
4.9 out of 5 average rating, 238 reviews
Gulf Front • Steps to Sand • Sunset Views • AMI
4.9 out of 5 average rating, 226 reviews
Beachfront in Pass-A-Grille w/ 2 bikes
4.99 out of 5 average rating, 178 reviews
Island Escape • Pool • Jacuzzi • Minutes to Beach!
4.93 out of 5 average rating, 109 reviews
Luxury 3/3 Margaritaville Resort
4.97 out of 5 average rating, 211 reviews
Beachfront Condo Resort on Treasure Island
4.89 out of 5 average rating, 214 reviews
*Shore Thing* Walk to Beach | Intercoastal Views
4.97 out of 5 average rating, 235 reviewsWhen is the best time to visit Anna Maria?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $625 CAD | $792 CAD | $1,313 CAD | $989 CAD | $750 CAD | $1,013 CAD | $910 CAD | $650 CAD | $553 CAD | $529 CAD | $611 CAD | $668 CAD |
| Avg. temp | 16 °C | 18 °C | 20 °C | 22 °C | 25 °C | 27 °C | 28 °C | 28 °C | 27 °C | 24 °C | 20 °C | 18 °C |
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- Anna Maria Island
- Siesta Beach
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- Raymond James Stadium
- Busch Gardens Tampa Bay
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