Ski-in/Ski-out vacation rentals in Manatee County

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Top-rated ski-in/ski-out rentals in Manatee County

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A charming cottage exterior is framed by vibrant tropical vegetation. A gravel driveway leads to a covered entrance under a gabled roof, while bright sunlight illuminates the structure, enhancing its inviting appearance. The adjacent palm tree adds to the serene island setting.

Tiny home in Anna Maria

4.62 out of 5 average rating, 29 reviews

Villa la Esperanza Jacaranda Cottage

Beach cottage on Anna Maria Island. This unique living space can house up to 4 guest providing 1 queen size bed and 2 bunk beds. It's designed to provide privacy for the guest even in a cozy space. Only a few steps from the beach you can e on the soft Anna Maria sand within 5 minutes. The main house will not be used while the cottage is rented so feel free to enjoy the Olympic sized pool as well as the boat dock with lift. Get all the amenities this house has to offer at an affordable price.

Top guest favorite

A two-story beach house features a wooden staircase leading to a wrap-around balcony. Lush tropical landscaping surrounds the entrance, and several palm trees are visible. Large windows allow natural light to fill the home, enhancing the inviting facade.

Home in Anna Maria

4.97 out of 5 average rating, 32 reviews

Anna Maria Beach House

Come stay at our beautiful beach house in Anna Maria, Florida! Located just a few hundred feet from the beach on Maple Avenue, you can easily walk to the Gulf for a day of family fun on the white sand beaches. The house is also walking or biking distance to center of Anna Maria with great restaurants. Please Note: We want to respect our neighbors. This is not a party house. We have a six person and three car maximum. Please reach out for exceptions. If not, you will be asked to leave.

A well-organized sleeping area features a spacious bed with a light, textured blanket layered over it. Decorative pillows in vibrant colors are arranged neatly at the head. A nightstand with a lamp and a coffee machine is positioned nearby, contributing to a functional and calming environment.

Private room in Sarasota

5 out of 5 average rating, 4 reviews

Room in Siesta

About this place -4 min drive to siesta key beach -walking distance to trader Joe’s -2min away for public and other shopping -5min to downtown Sarasota -3min to memorial hospital -10-15min from SRQ Airport&60min from Tampa airport -3 to 5 min away from the restaurants -Escape to a peaceful and relaxing space,perfect for a gateway or a work trip.This cozy,beach-themed room is located in a quiet surrounded garden setting,where you can sit your morning coffee on the private patio

A private backyard is showcased, featuring a rectangular pool surrounded by a stone patio. Comfortable loungers are positioned nearby under a striped umbrella. A dining area with blue chairs can be seen on the upper deck, which is elevated and overlooks the serene setting.

Home in Anna Maria

Rainbow Reef: Near Bean Point, Pool, Game Room

Rainbow Reef by Anna Maria Life Vacation Rentals 720 Holly Rd, Anna Maria, FL 34216 What You'll Love About This Home: Location! 2 Blocks to the Beach! 5 Bedrooms / 3 Bathrooms 2 Kings, 1 Queen, 4 Fulls Private Pool Pool Loungers & Umbrellas Gas Grill Patio Dining for 6 Hammock Ping Pong, Foos Ball, Pool Table Professional Linen Service, Washer & Dryer Complimentary WIFI Beach Towels, Beach Chairs, Beach Wagon Parking for 3 Cars VR16-000153

Guest favorite

A screened-in swimming pool area is surrounded by a spacious patio, featuring ample seating options. The clear blue water of the pool reflects sunlight, and lush green plants are visible around the perimeter, creating a relaxed outdoor setting.

Home in Bradenton

4.88 out of 5 average rating, 43 reviews

Heated Pool/Grill & Minutes to Anna Maria Beaches

Welcome to Montauks Point! ⚓Short Drive to the World Class Beaches of Anna Maria Island ⚓Close proximity to Lakewood Ranch, Sarasota, and Tampa ⚓Pet Friendly, Fenced in Backyard ⚓Large Exterior Lanai With Smart TV & Foosball ⚓Fully stocked kitchen for all of your favorite home cooked meals ⚓High speed Wi-Fi, Smart lock for Self Check-in ⚓Heating of the pool is not included in rent and is an additional fee

A spacious living area is furnished with a large sectional sofa in warm tones, complemented by a round coffee table. A flat-screen TV is mounted on the wall, while a dining area with a wooden table and chairs is visible in the background, along with large glass doors leading to a private lanai.

Condo in Bradenton

New!Condo @ Margaritaville-less than 1 mile to AMI

Welcome to Treasure of Atocha! ⚓Sunrise Views and Bird Watching from your Private Screened Lanai ⚓1 Miles to the World Class Beaches of Anna Maria Island ⚓Community Pool, Splash Pad, Playground, and Activity Area ⚓Walk to Floridays or take a stroll around Robinson Preserve ⚓Fully stocked kitchen for all your favorite home cooked meals ⚓High speed Wi-Fi, Smart lock for Self-Check-in

The image captures an aerial view of a waterfront property surrounded by lush greenery and water, showcasing the serene setting. The home’s roof solar panels are visible, while palm trees dot the landscape. The intercoastal waterway glistens under a clear blue sky, enhancing the tranquil ambiance.

Home in Bradenton

4.89 out of 5 average rating, 19 reviews

Waterfront home w/heated pool just mins beaches!

Welcome to Casa Palma! ⚓Sunset Views Enjoyed in Screened in Pool area ⚓Short Drive to the World Class Beaches of Anna Maria Island ⚓Bring your Boat or other Water Toys! Fish off the Dock ⚓Heated Pool/ Spa Overlooking Canal ⚓Fully Equipped Kitchen/ BBQ ⚓ High-speed Wi-Fi, Smart lock for Self Check-in ⚓Heating of the pool is not included in rent and is an additional fee

Guest favorite

An outdoor seating area features a round table surrounded by six chairs, set on a patterned rug. The area is enclosed by a screen and offers a view of a solar-heated pool, complete with palm trees and a bright blue sky.

Home in Bradenton

4.88 out of 5 average rating, 16 reviews

Private pool home in Bradenton just 5 miles to AMI

Welcome to Sea Salt! ⚓Short drive to the World Class Beaches of Anna Maria Island! ⚓Close proximity to Lakewood Ranch, Sarasota, and Tampa! ⚓Solar Heated Pool! ⚓Fully stocked kitchen for all of your favorite home-cooked meals ⚓ High-speed Wi-Fi, Smart lock for Self Check-in

Guest favorite

A detailed map illustrates the surrounding area, indicating a route of approximately 2,000 feet to Siesta Key Beach from The Ringling Beach House. Key locations are marked, including public beach access points and nearby streets, ensuring easy navigation for guests.

Apartment in Siesta Key

4.85 out of 5 average rating, 13 reviews

Village West Condo

Trascorri momenti indimenticabili con i tuoi cari in questo spazio adatto alle famiglieWe also provide a luxury service on the beach for special occasions such as anniversaries , birthdays, proposals, bachelorette parties, and other special gatherings.