Holiday rentals with a pool in Cortez

Suncoast Beach Getaway - 10 Minutes to Gulf & IMG

Enjoy some of Florida's finest white sandy beaches. Only 4 miles/10 minutes to the shimmering Gulf of Mexico or IMG Academy. This Luxurious 4 bedroom 2 bath pool home has an additional queen futon & 2 sets of bunkbeds. 100% remodeled by builder/owner. Over 2300 square ft. of A/C space (3 zones) all on one level with a huge private HEATED POOL. Featuring a fully stocked gourmet chef kitchen & stunning granite counters! The very large rear lanai also may also serve as a 4th bedroom. Come & relax!

Bougie Bungalow at the Beach

This newly renovated, completely private, comfortable Anna Maria Island bungalow is super clean & very comfortable. It has an open, split floor plan, 2 king bedrooms, each with private baths, separate dining and Florida room & is only 3 houses from the amazing white sand beach, the bay & Pier. Only 1 block over is Historic Bridge Street with cool restaurants, mini golf, quaint shops & bars with live music. Once here, you never need to drive -everything is within a block walking distance!

Boater's Waterfront Retreat

Welcome to Boaters' Waterfront Retreat! Experience comfort and adventure at our canal-front home. This 2-bedroom + bunk room, 2-bath retreat includes an open floor plan, screened patio, and pool. There's 40-foot dock with direct ocean access so bring your boat and store the trailer, too. We're 3 miles from the beach and 1 mile from shops and restaurants. Beach chairs, cooler, and beach cart provided. Optional bike rentals available. As locals, we're here to ensure you have a fantastic stay!

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf of Mexico and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

2.5mi to beach, Dogs OK, Pvt Pool, Grill, Tropical

Enjoy your own private tropical oasis with enough space for your entire family! ⭐️ AMI Beaches - 5 mins ⭐️ IMG Academy - 9 mins ⭐️ Robinson Preserve - 13 mins ⭐️ Outdoor Kitchen w/ propane grill ⭐️ Heated pool ⭐️ Sun deck in mango tree ⭐️ Split floor plan - 1 King & 2 Queen beds ⭐️ Fully equipped kitchen ⭐️ Washer & dryer One of our ⭐️⭐️⭐️⭐️⭐️ reviews: “This place was absolutely magical! We have stayed at several Airbnb’s around Florida and this was by far our favorite.” – Cory

Luxurious Canal Home~Pool~Dock~Games~Mins to Beach

Plan your next escape to Bradenton, Florida and experience both fresh and saltwater attractions, visit natural and cultural exhibits in museums, stroll along the Riverwalk, and peruse galleries, studios, and shops. When you stay at this 3-bedroom, 2-bathroom vacation rental home, you’ll be treated to a fully equipped kitchen, private pool, and a prime spot right on the water. Rent kayaks from local businesses to explore the canal, or simply unwind at the home with your companions.

AMI Beaches + IMG Sports + Hot Tub & Pool!

🌴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!

Canal-Front Retreat w/ Pool, Dock & Beach Access

Canal-front oasis! Relax in the private heated pool, sip coffee on the dock, or walk to the beach. This bright, updated home has spacious living areas, a stocked kitchen, smart TVs, fast Wi-Fi, and cozy beds. Great for families or couples! Grill by the pool, dine under the stars, or fish from the dock. Includes washer/dryer, beach gear, and parking. Your peaceful, sunny getaway awaits—book now!

NEW 3/NTS JULY OPEN! Sarasota #1 Lux BEACH Villa

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!