Flat rentals near Anna Maria Island

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Top-rated flat rentals near Anna Maria Island

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Top guest favourite
Tall grasses gently sway in the foreground, framing a serene beach scene. Soft waves lap against the shore, reflecting hues of orange, pink, and purple from the sunset sky. Cloud formations add depth to the view, enhancing the tranquility of the coastal landscape.
Flat in Longboat Key
4.96 out of 5 average rating, 119 reviews

Longboat Key-OCEAN FRONT- on the beach

My place is located in a small boutique complex located on Longboat Key. Walk to shops, restaurants and park. You’ll love my place because of Gulf front location with full gulf view from living room, kitchen, master bedroom, and screened lanai. Completely updated in 2015 with full kitchen, two full baths and two bedrooms. A perfect place to relax, listen to the surf and watch amazing sunsets over the Gulf of Mexico. My place is good for couples, solo adventurers, and families (with kids).

Top guest favourite
Flat in Bradenton Beach
5 out of 5 average rating, 20 reviews

Gulf front screened lanai, best sunset views AMI

Paradise found You are directly on the sand at this ground level condo with private screened in lanai. A queen bed in the bedroom and a queen pullout couch in the living room Full kitchen in unit High speed internet and 2 cable TVs Large hot tub in building Enjoy the sunset from your lanai as it sinks into the Gulf. Perfect for a romantic couple getaway or use the pullout couch and bring the kids for a fun stay at the beach We own 2 units in the building for a group that wants more space

Top guest favourite
The image captures a serene beach scene, showcasing gentle waves lapping at the shore under a bright blue sky. Tall grasses sway gracefully in the foreground, while lush greenery borders the sandy beach, leading to the calm, turquoise waters of the Gulf.
Flat in Longboat Key
5 out of 5 average rating, 101 reviews

Sandy Toes: Open Monday & Tuesday, $150/nt + Fees!

This sublime oceanfront studio condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the ground floor, overlooking the heated pool and ocean, this dreamy studio 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...!

Top guest favourite
A view from the balcony captures a stunning sunset over the Gulf, where vibrant hues blend in the sky. The sandy beach is visible below, with a winding path leading to the shoreline. Figures can be seen strolling along the beach, adding life to the serene scene.
Flat in Indian Rocks Beach
4.96 out of 5 average rating, 183 reviews

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

The Marquise 204 is a Beautiful 1300sq ft DIRECT beachfront unit! Direct Gulf front views! Top floor corner unit. Small and quiet 10-unit building. Tremendous location for getaways with family and friends. After arriving you can literally leave your car behind and walk to over 10 local restaurants, bars and shops! Enjoy some of the best sunsets you will see in all of Florida from your private balcony! NO PETS. Renter MUST be at least 25 years old. NOTE: TWO flights of stairs NO elevator.

Top guest favourite
Flat in Longboat Key
5 out of 5 average rating, 23 reviews

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

Newly renovated (November 2025) modern first floor condo literally five steps away from the sand walking outside from the lanai. One bedroom /One bath King bed in Primary Queen sleeper sofa in living room Key code entrance Free parking Heated Swimming pool on site Free Beach loungers on the beach Paid laundry machines on site Mid Island next to everything WiFi, cable, free parking Usually 7 night minimum Bring your toothbrush and bathing suite and prepare to unwind and relax!!!!

Guest favourite
An open living space is captured, featuring a dining area with a round table set for meals. Natural light fills the room, highlighting a stylish sideboard adorned with decorative items. A decorative mirror and green plants enhance the modern, welcoming atmosphere.
Flat in Anna Maria
4.96 out of 5 average rating, 191 reviews

Beach Don't Kill My Vibe by Beach Boutique Rentals

*Features include* * Modern vacation rental directly on Pine Ave! * King bedroom with TV * Queen bedroom with TV * Bathroom with walk in shower * Small kitchenette with full-size refrigerator * Private deck with table and umbrella * Private back yard with putting green and outdoor seating * Off-street parking for one vehicle * Trolley stop across the street * Walkable to all shops and restaurants on Pine Avenue * Beach chairs, umbrella, and cart * Steps to the beach!

Guest favourite
Flat in Bradenton Beach
4.91 out of 5 average rating, 142 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

Top guest favourite
A modern bathroom featuring a round mirror above an elegant wooden sink with a metallic bowl. Exposed brick walls and dark accents create an industrial feel. A sleek, black toilet complements the stylish glass shower, which is designed with contemporary tile.
Flat in Tampa
4.97 out of 5 average rating, 428 reviews

Hyde Park "Industrial-chic" with Private Backyard

This hand-crafted, urban-industrial loft-inspired apartment was designed to offer a most unique guest experience. The home is spotlessly clean, extremely comfortable, conveniently situated, and stocked with amenities. The apartment is located just a short stroll to SoHo (2 blocks) & Hyde Park Village (4 blocks), South Tampa's premiere spots for trendy restaurants, cafes, bars, and shops, AND minutes to downtown Tampa, Amelie Arena, Raymond James Stadium, & I-275

Guest favourite
Flat in Holmes Beach
4.78 out of 5 average rating, 310 reviews

Ohana Hale North B - 1 Bedroom

Ohana is Hawaiian for family and that is who you are when you stay with us. Relax at this cozy Holmes Beach apartment just a short walk to the beach, dining, and shops. Enjoy your private deck with grill, perfect for sunset dinners and laid-back island living. Ideal for couples or small families seeking a beach escape. This property has a 7 night minimum stay requirement. We have other properties for lesser stays - just inquire! License # 22-000045

Superhost
A modern beachfront condominium is visible, featuring large glass windows and a contemporary roof design. Surrounded by lush greenery, the building showcases multiple outdoor terraces that provide unobstructed views of the surroundings, with the beach just a short distance away.
Flat in Holmes Beach
4.93 out of 5 average rating, 111 reviews

Steps to Beach 2 Bd, 2 Bath Heated Pool AMI Holmes

Our beachy 2-bed 2-bath condo w 2 porches (1 screened, both overlook trees) has all you want in a sunny, relaxing getaway! Complex right on beach, unit faces side w elevator, tennis courts, heated pool. Covered parking, Big kitchen+dining area. Stocked Beach Closet: 3 bikes, beach chairs, umbrella, wagon PakNPlay Close to trolley+Publix. *Brand New Master Bath Jan2022 *Master Bed King Foam *No Smoking *No Pets License #: VRC17-000175

Guest favourite
Flat in Indian Rocks Beach
4.89 out of 5 average rating, 102 reviews

On Private Beach! Full Kitchen, Ground Level Unit5

Fully remodeled in 2025! We are back and better than ever! On the Private Beach! Breathtaking Gulf views! 2 bedroom 1 bath unit +bunkbeds & patio leading to private beach, full kitchen 2 queen beds plus twin bunkbed. Sleeps 6 guests. We furnish linens, towels, toiletries, beach towels, beach chairs & gas grill. 1 Free parking space included. See our 1 bedroom units, same location, Gulf Dreams unit 6 & Tide Vibes unit 7.

Top guest favourite
A spacious pool area is surrounded by palm trees and tropical landscaping. The clear blue water of the pool reflects the bright sky. Comfortable lounge chairs are positioned on the pool deck, inviting relaxation. A dining table is visible in the background, shaded by trees.
Flat in Holmes Beach
4.96 out of 5 average rating, 163 reviews

Cabin 1 at Spinnakers Vacation Cottages

My place is close to the beach, family-friendly activities and the free AMI trolley. You’ll love my place because of the location and the ambiance. Cabin 1 is part of Spinnakers Vacation Cottages located just steps to the sparkling Gulf. My place is good for couples, solo adventurers, families (with kids), and furry friends (dogs, for a small pet fee) Spa maintains same temperature as pool.

Popular amenities for flat rentals near Anna Maria Island

Quick stats about flat rentals near Anna Maria Island

  • Total holiday rentals

    Explore 180 holiday rentals in Anna Maria Island

  • Nightly prices starting at

    Anna Maria Island holiday rentals start at £105 per night before taxes and fees

  • Verified guest reviews

    Over 9,460 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    180 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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