
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.

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Sun-Kissed Memories!
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...!

Gulf Front! Beach Views!+ 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.

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

KING Bed + Anna Maria Island Beaches + Beach Gear!
⚓️🦩Welcome to the Coastal Flamingo! Your nautical 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 coastal escape!

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.

Luxury 3/3 Margaritaville Resort
Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

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!

Waterfront Duplex: 3 Blocks to Beach, Hot Tub, SUP
☀ Bay Views ☀ Shared Hot Tub ☀ Dock with Stand-up Paddle boards, Kayaks, Bikes ☀ Only 3 blocks to the sugary sands of Indian Rocks Beach ☀ Duplex- book independently or together ☀ Blackstone, 6 burner Charbroil Grill ☀ 10 Foot Custom Wood Bar w/ Jenga, Giant Connect 4, Corn Hole, Ringtoss ☀ Beach Wagons, Speaker, Zero Gravity beach chairs, beach towels, cooler ☀ Amazon Dot with Unlimited Amazon Music

2-night available 5/21 & 6/18-Boat Dock, 30' 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.

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.

Ocean Views - Spacious Unit, Bonus Loft & Hot Tub
Welcome to "A Wave From It All" – your perfect retreat on Holmes Beach, Anna Maria Island, FL. Nestled within a charming triplex, our end unit offers front-row views of the Gulf of Mexico, ensuring a truly unforgettable stay. With its unbeatable location, spacious accommodations, and top-notch amenities, this is the perfect escape for families, friends, and couples seeking a memorable AMI getaway.
Popular amenities for waterfront rentals near Anna Maria Island
Waterfront apartment rentals

Beach-steps away! Waterfront Pool View!5

Sweet Retreat at Shorewalk!

Complete Renovation-everything new! Amazing views

Beach Front Condo!

Longboat Key-OCEAN FRONT- on the beach

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

Popular Beachside Studio w Relaxing Patio & Palms!

Serenity on the Manatee
Waterfront house rentals

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

Azule|Waterfront | Walk to Beach-Dock-Bikes-Kayaks

Dock of the Bay by Duncan Real Estate

2nd House from the Beach with No Roads to Cross

Bayfront Beach access with Heated Pool!

Waterfront Pool Home Steps to Beach

New Waterfront house pool hot tub golf cart kayaks

Anna Maria retreat house
Waterfront apartment rentals

Bay to Beach Steps to Shops, Restaurants, Marina

Luxury 2BR Oceanfront Condo + Rooftop Patio

Gulf Beach Getaway-STEPS FROM BEACH

On the Beach; Siesta Key SunBum Studio

CBC 1-7C- Beautiful Gulf Front Condo with Pool!

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
Other waterfront holiday rentals

Modern 3BR Retreat + Anna Maria Beaches + IMG!

Island Oasis: Ground level canal front pool home

Sailfish Gulf Suites #1, Beachfront, Steps to the

Bayfront Oasis | Pool, Hot Tub & Dock

Snyders Rest. APT: A

Lakeview Hideaway - Waterfront Anna Maria

Kamp Komfort Historic Family Beach House

True beach front home - 3 beds/2 bath, heated pool
Quick stats about waterfront rentals near Anna Maria Island

Total holiday rentals
Explore 820 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at $141 SGD per night before taxes and fees

Verified guest reviews
Over 12,640 verified reviews to help you choose

Family-friendly holiday rentals
710 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 200 rentals that welcome pets

Holiday rentals with a pool
700 properties feature pools

Rentals with dedicated workspaces
450 properties have a dedicated workspace

Wifi availability
810 of Anna Maria Island holiday rentals include wifi 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!
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