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

Stunning BEACH FRONT Condo, KING Size Bed, Balcony
NEWLY FULLY RENOVATED breathtaking beachfront condo on private beach. Walking distance to bars, restaurants, live music and more! Brand new king size bed, high speed wi-fi, Smart TVs with cable/Netflix, heated swimming pool, BBQ/Grills, outdoor tables, showers, beachfront balcony, workspace and you are RIGHT on the beach! Short drive to TPA/PIE airports, Downtown St Pete, Dali Museum & more! The condo is fully equipped with everything you need and run by a Superhost for a perfect Beach vacation!

A&A's Paradise near IMG & Anna Maria beaches
Conveniently located just 12 minutes drive from the beaches, close to IMG Academy and all amenities, this second floor corner condo has much to offer. Its picturesque lake view, modern upgrades, and spectacular open-concept design combine to enhance your vacation experience. Facilities at Shorewalk Palms include heated swimming pools, hot tubs, tennis court, basketball court, shuffle board court, pool table, ping pong table, BBQ area and a kid's playground. All are available for your enjoyment

Luxury BEACH HOME! 2 King Suites! Heated Pool/Spa!
Are you looking for a beach home that offers all the convenience of beachfront access and top notch luxury & sophistication? Look no further. With Gulf views from the large sliders and windows that line the second and third levels, to the high end furnishings and appliances throughout, to the breathtaking resort style pool and spa, and the awe inspiring spiral staircase leading to the rooftop lounge area, this home will not disappoint. Sandy beaches, local food, shopping & fun await.

KING Bed + AMI Beaches + Beach Gear!
🎙️🦩Welcome to the Retro Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins or less from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island! Kick back and relax in this retro “Old Florida” themed condo!

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

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.

Oceanfront: Lots of January Availability!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and onward to the secluded beach with loungers. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort!

Bradenton Beach Sunsets 1, Anna Maria Island, FL
Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

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!

Holiday-January Stays w/Private 30' Dock & Pool
* It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach. * Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock. * Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's Marina, and Island Ocean Star Restaurant. *Less than a 3 minute walk to Bay Beach and a 15 minute walk to Bean Point.

Beachfront Paradise! Ground level with Heated pool
Gulf-front getaway with unbeatable beach access—step out your back door and right onto the sand! Enjoy a king bed, queen sleeper, fully stocked kitchen, in-unit washer/dryer, and professional linen service. Beach towels, two chairs, and an umbrella are included. Relax or grill by the shared heated pool and soak in the stunning Gulf views. Everything you need for the perfect beach escape—just bring your sunscreen and unwind!

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 waterfront rentals near Anna Maria Island
Waterfront apartment accommodation

Low Tide @ Tides Inn

Sweet Retreat at Shorewalk!

Las Palmas Beach Rentals Unit 1

Longboat Key-OCEAN FRONT- on the beach

Bright Waterfront Studio Walk to Sand

Ocean Front Condo!

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

Popular Beachside Studio w Relaxing Patio & Palms!
Waterfront house rentals

Gulf Beach Front! Walk to Restaurants + Pier!

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!

Dock of the Bay by Duncan Real Estate

Coastal Retreat near Siesta Key Beach and Downtown

Bayfront Beach access with Heated Pool!

Location! Beach Access/Trolley/ Restaurants!

Manatee Retreat B

Beautiful Lake View Home - Close Beaches / IMG
Waterfront condo accommodation

COASTAL CHIC! Luxury Apartment with Oceanviews

Lux Condo w/ 2 balconies, Ocean & Marina views

On the Beach; Siesta Key SunBum Studio

Luxury 3/3 Margaritaville Resort

Sunset and beach view from your balcony Unit 403

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Spectacular beach to bay views from this resort.

~Shore Thing~ Coastal Exquisite Waterfront Condo
Other waterfront holiday rentals

Anna Maria 2BR Condo • Walk to Beach, Dining, Pier

Sand Trap by Beach Boutique Rentals

Barefoot Boho- Bungalow on the Beach!

Luxury Ocean Front Duplex

New Modern Longboat Key*5 Steps to Sand*Heatd Pool

Waterfront Bungalow• Dock•Heated Swim Spa•Near AMI

Sunsets & Sand - Oceanfront Condo - Walk to Fun

3BR/3BA + Waterfront! Hot tub + Pool + Beaches!
Quick stats about waterfront rentals near Anna Maria Island

Total holiday rentals
Explore 790 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at $103 NZD per night before taxes and fees

Verified guest reviews
Over 12,100 verified reviews to help you choose

Family-friendly holiday rentals
690 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 190 rentals that welcome pets

Holiday rentals with a pool
680 properties feature pools

Rentals with dedicated workspaces
360 properties have a dedicated workspace

Wi-Fi availability
780 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

4.7 Average rating
Anna Maria Island stays receive an average rating of 4.7 out of 5 from guests
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- Waterfront rentals Manatee County
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- Siesta Beach
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- Raymond James Stadium
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- Caspersen Beach
- Coquina Beach
- Vinoy Park
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- Lido Key Beach
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
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- Gulfport Beach Recreation Area
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