Holiday rentals with a fire pit in Cortez

The Animal House

Relax with the whole family at this peaceful place to stay. Fun animal themed, totally remodeled upstairs apartment with one bedroom and kitchen. Private entrance and on driveway parking. Private screened lanai upstairs with outdoor dining and room for family games or entertaining. Access to the pool and lanai (newly renovated), fire pit, treehouse, swing and your own gas grill for guest use. Spacious back yard on a cul-de-sac. Close to shopping, dining, beaches, the airport and the interstate.

Blessed Haven Peaceful Getaway 3 Miles to Beach

Our peaceful, elegant home offers the perfect blend of luxury and comfort near multiple beaches and IMG Academy. Luxurious Amenities: Heated Pool for an add'l fee, Smart Home Features, a modern and fully equipped kitchen w/full oven air fryer for cooking, a Comfortable King-sized bed w/premium linens, Game Room w/arcade tabletop, 1GB Highspeed WiFi, 2 Dedicated Office Desks Relax & unwind in our Peaceful Getaway with morning coffee by the waterfall spa and beautiful sunset walks on the beach.

J&J Island Time

Welcome to our charming completely renovated condo, decorated in coastal decor. Located just two minutes from Anna Maria Island and located next door to the historic Cortez fishing village. Our tranquil escape offers easy beach access without the tourist congestion. Comfortable one-bedroom and a fold-out twin-size chair, comfortably sleeping up to three guests. One small pet under 25lbs with a 50.00 nonrefundable . Enjoy a glass of wine on our private canal while watching the manatees :

Heatd Pool + PuttPutt + Close2IMG + Tropical Oasis

Welcome to Turtle Cove – This freshly designed home is centrally located in Bradenton - minutes from beautiful beaches, historic downtown, and the IMG academy. This Tropical Oasis has something for the whole family, including a Heated Pool, Putting Green, Fire Pit, BBQ Grill, Pool Table, Outdoor Bar, & more! Whether you want to spend your days enjoying the beautiful beaches or soaking up rays in your private pool, you are sure to create lasting memories during your stay at Turtle Cove!

3BR/3BA + Waterfront! Hot tub + Pool + Beaches!

🌊🌴Welcome to Kingston’s Hideaway, a beautiful waterfront oasis just 2 miles from the pristine Gulf beaches of Anna Maria Island! Whether you're seeking relaxation, adventure, or a bit of both, this home offers a tranquil and luxurious escape for your next vacation! Waterfront Canal: Direct access for boating and paddleboarding-(2 paddleboards available for use) Private Dock: Conveniently dock your boat right at the house (27 ft max) Pool & Hot Tub: Relax and rejuvenate.

Cortez ~ Grouper Cottage. BRING YOUR BOAT!

This waterfront home with private dock and boat slip is the perfect place to get away. Grouper Cottage is an ideal cozy place to unwind and enjoy sunsets and dolphins. You will fall in love with this refurbished 1936 cottage. Private setting offering tranquility with picturesque palm trees and mangroves surrounding the properties shore line. Cortez dockside cottages is nestled on an acre with a compromise of old Florida with the historical background a laid back Island vibe.

Cozy on the Canal (2-bedrooms)

Cozy on the Canal is a hidden 2-bedroom gem, nestled off of Cortez Rd. on the San Remo canals. Located minutes from Anna Maria Island, this is your own slice of paradise with views of palm trees and even the canal. We offer a vacation home feeling with all the amenities that you would expect in your own home. This condo is lived in half the year, so is optimized for long-term guests. There is a beautiful patio and Gazebo with a firepit and a dock you can fish from.

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.

Charming Apt. in old Florida home

Cozy, charming suite in a historic 1920's home. Lots of character and charm. Amazing location. One block from the bay with beautiful sunsets. And just a few miles to the beach and downtown. Clean, comfy and a welcoming host. Great for 1 or up to 3 guests. ****Please read the full detailed description for more information before booking. This is very old home, not fully restored, old Florida house. Owner occupied Non- Smoking guests 🙏 Hope to see you soon

Walk to Beach | Beach Supplies | Near IMG & Marina

Enjoy our newly renovated Tropical Surf Lodge, just a quick stroll to Anna Maria Island's pristine beaches. Our brand new space offers classic Florida vibes in a peaceful neighborhood. Centrally located, you're steps away from the beach and also have private personal boat storage space. Restaurants, coffee, and IMG Academy all close by. Experience the ultimate blend of comfort and convenience at our Surf Lodge.

Ranch near Bay : 2/2

very spacious 2 bedroom, 2 full bath ranch style home with retro-beach vibe. We are located within a few miles from beaches, airport, st. armands cirle & downtown. And undoubtably one of the swankiest and unique neighborhoods in the greater Sarasota area. Sheila is our Co-host/caretaker and neighbor. When booking she will reach out to you.

New! Boat Dock + Dolphins + Beaches + Hot tub!

✨Welcome to Retro Tides! 🌊 ✨A newly renovated waterfront retreat near Anna Maria Island Gulf Beaches! Observe Dolphins from your Private Dock! Relax in the Tiki Hut + Hot Tub! Take the Kayaks for a spin! This getaway is made for boating, fishing, beaching, and relaxing in true Florida style! 🌴