Holiday rentals in Manatee County

Guest House with Hot tub & Heated Pool

Welcome to your serene retreat in sunny Florida! This beautifully finished 1-bedroom, 2-bathroom mother-in-law suite offers luxury, comfort, and privacy. With a heated pool and hot tub, we offer year round outdoor relaxation. Step into your own private oasis with a separate entrance and secluded patio, ideal for morning coffee or evening relaxation. Located in a quiet neighborhood backing up to a protected preserve, offering peace and natural beauty. Beach gear provided for easy beach days.

Private Island Old FL Waterfront Heaven on Earth

Discover the hidden secret of "Terra Ceia Island" (Heaven on Earth.) This 3 bed / 2 bath completely remodeled and charming A frame home offers breath taking sunrises from the bayfront private dock. Imagine enjoying your coffee in adirondack chairs while the sun rises over the Tilette Bayou. Enjoy bike rides through the old Florida country side (Bikes included). And rent a boat and cruise the pristine waterways around the keys. This home has everything you need for relaxation, peace, and fun.

Waterfront Retreat• Private Pool• Golf• Ping Pong!

Dive into the ultimate summer getaway! Relax at this cozy waterfront cottage with a private pool, & a short drive to AMI’s white-sand beaches. 2BR/2BA with two living areas include a bright Florida room overlooking the canal. Enjoy ping pong and a putting green ⛳. Start your mornings with coffee on the dock, watching fish jump out of the water. Fast WiFi, workspace, beach gear, and a kitchen with cooking essentials. Perfect for beach days, family getaways, or a relaxing coastal escape.

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!

Private King Studio w/ Patio•Minutes to Beaches

🏝️✨ Enjoy a private and cozy studio in BRADENTON 20 min from the Anna Maria Island! 🚪🔐 Private entrance with smart lock,🛏️ 1 King Bed + 1 SOFA BED🌴 private patio, 🔥 BBQ grill, 📶 Wi-Fi, 📺 Smart TV, ☕ coffee maker, 🍳 microwave, air fryer & rice cooker, and 🧺 laundry access. 📍 Minutes from 🏖️ Anna Maria Island, 🌊 Bradenton Beach, 🌅 Downtown Bradenton, ⚾ IMG Academy, 🛍️ Sarasota, and 🌆 St. Petersburg. ❤️ Perfect for couples, business travelers, and beach lovers. ☀️🏡✨

Romantic Quiet Luxury Tiny Home W/ Private Hot Tub

Escape to a tropical paradise in this brand new luxury tiny home, nestled among palm trees. Relax in the private hot tub. Just 6 miles to Anna Maria. Ideal for a romantic getaway or a peaceful retreat. We are located in a quiet neighborhood with a 10PM noise ordinance. If you want a quiet relaxing getaway, our tiny home is perfect for you. A car is recommended in this area as there is limited public transportation. The best rental car rates can be found at TPA/SRQ airport.

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. VR24-00265

The Oasis Retreat

Thoughtfully crafted from repurposed shipping containers, this signature model blends sustainability, luxury, and functionality into one seamless experience. Disclaimer: The property is located off Highway 64, which is a busy road. However, the noise is not noticeable from inside the home. The container is located at the front of the property. The house at the back of the property is used as office space Monday through Friday from 6:30 AM to 5:00 PM.

Sarasota Bliss 2/2 Near Lido, Downtown, SRQ

Welcome to We Are Blissful Spacious 2/2 apartment just 3 blocks from the Ringling Museum, near Sarasota Airport, and minutes to Lido Beach, Siesta Key, and downtown Sarasota. Eclectically styled for comfort, it offers a full kitchen, open living area, and smart TVs for easy streaming. Rest well on memory-foam beds with organic linens, then enjoy the peaceful forest backdrop. Perfect for families, couples, or professionals visiting Sarasota.

Escape to Casita Paradise

Escape to Casita Paradise, a cozy and private tiny house just 15 miles from Anna Maria Island. Perfect for couples, it features a comfy bedroom, modern bathroom, and full kitchen. Enjoy your morning coffee on the covered patio surrounded by tropical plants. Located in a quiet area, just 5 miles from UTC Mall and close to shops, restaurants, and I-75 for convenient access to nearby attractions.

"Little Siesta" - Farm home near Terra Nova

Unique, remodeled 1937 house that was moved from Siesta Key to the 1,100 acre Triangle Ranch. It sits directly on the Myakka River and has views of the river from the balcony or the back porch. "The Siesta" is a full size 1400 sq. ft. 2 story house with 2 bedrooms, 2 full baths, kitchen and screened-in porch. Shared firepit and picnic area.

The Vibe Villa

This clean unique place has a style all its own. Artistically curated space on a 1.5 acre quiet lot. Close to the SRQ airport, I-75, beaches and downtown Sarasota. Minutes from UTC shopping and Benderson Park. Less than 10 mins from Ringling Museum and college. NOT SUITABLE FOR CHILDREN UNDER 12.