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

Beachfront condo in paradise with hot tub AMI
You only have to go down 14 stairs from your second-floor beachfront condo to have your toes in the powder soft sand. A queen size bed with a soft mattress in the bedroom and a queen size pullout couch in the living room. Full kitchen in the unit and laundry available downstairs. Cable and high-speed internet included. One assigned parking spot. Enjoy the sunset from your balcony as it sinks into the Gulf. Perfect for a romantic couple getaway or bring the kids for a fun stay at the beach

Oceanfront: Open Su - Th, $225/nt + Fees!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! 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 secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

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.

Kayak w/ Dolphins - Private Entrance Studio
Paddle with dolphins in Palma Sola Bay from this private-entrance, 2-room studio with living room, bedroom w/ queen, bathroom, food prep area (no kitchen sink). Two TVs, WIFI. Dock access in back yard includes use of kayaks/canoe or docking your boat. Quiet on dead-end street. Owner lives in back of house facing canal (see photo). Your space is private with a tropical street entrance & access to the back yard. Non-shedding dog considered with prior approval.

On the Beach; Siesta Key SunBum Studio
Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. Enjoy 2 free bikes day rental with booking!

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.

~Shore Thing~ Coastal Exquisite Waterfront Condo
🏖️ Shore Thing Condo 🏖️ 🌅 Sunset Serenity — Relax as the sun melts into the horizon. 🚶Beachside Bliss — Just steps from powdery sands and shimmering Treasure Island waters. 🐬 Marine Magic — Spot dolphins dancing and manatees gliding by. ✨ Stylish Coastal Vibes — Modern interiors with breezy beach flair. 🍽️ Chef’s Dream — Cook with ease in a luxury kitchen. 👩💼 Service with Heart — Your comfort always comes first

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 rentals

Sweet Retreat at Shorewalk!

Las Palmas Beach Rentals Unit 1

Complete Renovation-everything new! Amazing views

Longboat Key-OCEAN FRONT- on the beach

Ocean Front Condo!

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

Popular Beachside Studio w Relaxing Patio & Palms!

Serenity on the Manatee
Waterfront house rentals

Gulf Beach Front! Walk to Restaurants + Pier!

NEW saltwater pool/spa! Free pool heat!

Beachfront Getaway in Siesta Key

2nd House from the Beach with No Roads to Cross

NEW! Coconuts 106! Beach Front! Heat Pool!

Beautiful Lake View Home - Close Beaches / IMG

Stunning views! Spot dolphins from the pool!

Waterfront Pool Oasis •Kayak, Games & Sunset Views
Waterfront condo rentals

COASTAL CHIC! Luxury Apartment with Oceanviews

Lux Condo w/ 2 balconies, Ocean & Marina views

New Beachfront Resort Condo in Paradise

Luxury 3/3 Margaritaville Resort

A&A's Paradise near IMG & Anna Maria beaches

Sunset and beach view from your balcony Unit 403

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Spectacular beach to bay views from this resort.
Other waterfront vacation rentals

Dock of the Bay by Duncan Real Estate

Bayfront Beach access with Heated Pool!

Location! Beach Access/Trolley/ Restaurants!

Manatee Retreat B

the Seaside 21

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

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

Waterfront Bungalow• Dock•Heated Swim Spa•Near AMI
Quick stats about waterfront rentals near Anna Maria Island

Total vacation rentals
Explore 790 vacation rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

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

Family-friendly vacation rentals
690 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 190 rentals that welcome pets

Vacation 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 vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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
Destinations to explore
- Rentals with a hot tub Anna Maria Island
- House rentals Anna Maria Island
- Condo rentals Anna Maria Island
- Rentals with a kayak Anna Maria Island
- Rentals with a fireplace Anna Maria Island
- Rentals with lake access Anna Maria Island
- Beach house rentals Anna Maria Island
- Rentals with a patio Anna Maria Island
- Beachfront rentals Anna Maria Island
- Bungalow rentals Anna Maria Island
- Pet-friendly rentals Anna Maria Island
- Hotel rooms Anna Maria Island
- Family-friendly rentals Anna Maria Island
- Apartment rentals Anna Maria Island
- Rentals with a washer and dryer Anna Maria Island
- Resort rentals Anna Maria Island
- Rentals with an EV charger Anna Maria Island
- Townhouse rentals Anna Maria Island
- Luxury rentals Anna Maria Island
- Rentals with pools Anna Maria Island
- Rentals with outdoor seating Anna Maria Island
- Beach condo rentals Anna Maria Island
- Cottage rentals Anna Maria Island
- Rentals with a fire pit Anna Maria Island
- Villa rentals Anna Maria Island
- Fitness-friendly rentals Anna Maria Island
- Rentals with a sauna Anna Maria Island
- Rentals with beach access Anna Maria Island
- Rentals with breakfast Anna Maria Island
- Waterfront rentals Manatee County
- Waterfront rentals Florida
- Waterfront rentals United States
- Siesta Beach
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Dunedin Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- Gulfport Beach Recreation Area
- North Beach
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Englewood Beach
- Adventure Island




