Holiday rentals with a pool in Cortez

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).

Cozy Cortez Cottage steps to AMI

This renovated 3BR/2B cottage with swim spa nestled in the heart of Cortez, a quaint fishing village with a rich history, is the perfect retreat for those seeking a relaxed coastal getaway with easy access to the beauty of Anna Maria Island. Being just steps away from the Cortez Bridge means you're minutes from the white sandy beaches of Anna Maria Island. Explore Cortez's historic sites and seafood restaurants, or hop on a bike to discover the island's vibrant atmosphere and amazing sunsets.

Beautiful Island Beach House

Beautiful Island Beach House with pool/hot tub and private beach access on Longboat Key. The large light-filled spacious home is close to everything that you want for a fun, yet relaxing beach vacation: restaurants, bars, shopping, nature walks, and sandy white private beaches. Due to island restrictions, a 28-day stay is the shortest rental period allowed. Please note that this property is not available for young children given the surrounding water. Ages over 6 are welcome with supervision.

Canal front, dock, heated Pool, near AMI+IMG

Fall in Love with the Gulf Coast Lifestyle! This inviting and charming canal-front home located in the boating community of San Remo Shores with a beautiful pool area offers a perfect blend of indoor and outdoor coastal living to enjoy a relaxing vacation. Enjoy the convenience of docking your boat right in your backyard, making it easy to explore the beautiful crystal-clear water of the Gulf of Mexico. Its just a short drive away from the wonderful white sandy beaches of Anna Maria Island.

Magical Guesthouse 1 mi from SRQ airport

@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

Casa Di Amici Saltwater Pool Home on Canal by AMI!

This beautiful home is the ideal vacation with its spacious layout, large living room with the comfiest couch & large TV, screened in & open patios, heated saltwater pool, & dock! Not only does it have all the best amenities but is in the perfect location- a 5 minute drive to Bradenton Beach, restaurants, & shopping! Here you'll find a fully equipped kitchen, comfy beds with quality linens, games, beach essentials, & more. With top notch host communication, we're sure you'll love your stay!

2.5mi -> 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

Dockside Dreams w/ Pool and Spa

Welcome to Dockside Dreams - Your Waterfront Paradise! Escape to our home nestled along the serene waters, less then 3 miles from Bradenton Beach. This is not just a vacation; its an aquatic adventure waiting for you! - Private Boat Dock - Dolphin and Manatee Sighting! - Close to the Beach! - Fully Equipped Kitchen - Outdoor Oasis: Soak up the sun on your deck or cook out by the water! Stays of 28+ Days welcome on request!

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!