Holiday houses in Casey Key

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Top-rated holiday rentals in Casey Key

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Top Guest favourite
Aerial view of a two-story condo unit located along a waterway, surrounded by lush greenery and other residences. A manicured lawn leads to a floating dock, where boats are moored. The clear blue sky reflects on the calm water, enhancing the serene setting.
Condo in Nokomis
5 out of 5 average rating, 81 reviews

Family Friendly Beach Condo

Property located on Lyon’s Bay, in Nokomis, Florida. This three-bedroom upper Condo unit is situated within a ten minute walk to Nokomis Beach on the Gulf of Mexico. Open kitchen fully equipped, Office area. Wi-Fi Large master suite, second bedroom has a queen bed. Third bedroom features four twin beds, walk-in closet and its own full bath. Your stay comes with access to paddle boards kayaks, which can be launched from a floating dock. Also available for your use are beach chairs and coolers.

Guest favourite
A spacious living area features two large sofas and a patterned accent chair arranged around a central coffee table. Tall windows allow natural light to fill the room, highlighting the neutral color palette. A staircase leads to the upper level, enhancing the open layout.
Home in Nokomis
4.88 out of 5 average rating, 210 reviews

4/2.5 Oak Bahay, Heated Pool! 5min to Beach,4Acres

Welcome to Oak Bahay Ranch, our beautiful 4+ acre ranch home with pool! Enjoy the tranquility of this 4 bedroom/2.5 bathrooms with a pool (heated during winter). Bike or drive the quick 2.5 miles to Nokomis and Casey Key Beaches! Oak Bahay Ranch is a nature lover's paradise, close to Legacy Trail, Sarasota County's premier 20+ mile biking/walking trail. Oak Bahay Ranch is an easy drive to world famous Siesta Key Beach (15 mins), downtown Sarasota (20 mins), and downtown Venice (10 mins).

Top Guest favourite
Home in Nokomis
5 out of 5 average rating, 16 reviews

Nokomis Waterfront Unit Walk to the Beach & Dining

Relax in this freshly renovated 2-bedroom, 2-bath canal-front retreat just a 10-minute walk to Nokomis Beach! Enjoy peaceful mornings on the deck, paddle out with the included kayaks, or stroll to local favorites like waterfront restaurants and ice cream shops. With modern comforts, a fully stocked kitchen, plush king + queen beds, and thoughtful amenities throughout, this is your perfect home base for a family getaway, snowbird stay, or beachside couple’s escape.

Superhost
A wooden deck overlooks the beachfront, featuring lounge chairs and a small table. The scene is set against a vibrant sunset sky with hues of pink and purple, while the Gulf of Mexico is visible in the background, bordered by lush greenery.
Cottage in Nokomis
4.72 out of 5 average rating, 25 reviews

Private Beachfront Casey Key Cottage B

Experience Old Florida charm! This direct beachfront retreat offers stunning views of the aqua-blue Gulf of Mexico. Wake up to the sound of waves and enjoy year-round swimming in crystal-clear waters just steps from your door. The powdery sand invites pure relaxation. Inside, you'll find a spacious layout with two bedrooms, a full kitchen, living room, and washer/dryer. Unwind on the wraparound patio deck and soak in paradise. Book your beach escape today

Top Guest favourite
A row of brightly colored Adirondack chairs is positioned on the sandy beach, facing the tranquil ocean. The hues include yellow, orange, green, blue, pink, and purple. A clear blue sky with soft clouds complements the serene shoreline.
Cottage in Nokomis
4.98 out of 5 average rating, 179 reviews

Staycation Sanctuary

Our property is clean and welcoming. You can enjoy a relaxing, warm and peaceful getaway from the rest of the world just steps to the beach. This is the perfect "Old Florida-style" location to experience the comfort and hospitality you so deserve! Grab your bathing suit/flip flops and enjoy tranquillity of beach life, sunsets and lazy days of fishing and bird/dolphin/manatee watching and gathering sea shells-- all only 2 blocks away!

Superhost
A scenic view of a sandy beach extends into the distance, meeting the shimmering blue waters of the Gulf. Sunbathers enjoy the sunshine on colorful towels and beach chairs, with gentle waves lapping against the shore.
Apartment in Nokomis
4.9 out of 5 average rating, 10 reviews

Steps from Private Beach - 2 BR

Spacious 2 bedroom condo just steps from private Nokomis beach on Casey Key. Large kitchen/dining and living room combo. Two large walk in closets! Access to a community washer & dryer. King in first bedroom and queen in second bedroom. Come experience the quiet quaint island life of Casey Key but still close to all the restaurants, shops and water activities. Enjoy the Old Florida lifestyle and the beautiful sunsets!

Top Guest favourite
The exterior of the property features palm trees and well-maintained landscaping, creating a welcoming atmosphere. A light-colored house is shown with a spacious driveway and a covered porch area, indicating a tropical setting. A clear blue sky is visible above, enhancing the bright scene.
Bungalow in Nokomis
4.98 out of 5 average rating, 103 reviews

Cozy Beach Cottage, 2 Blocks to Nokomis Beach

Two blocks to Nokomis Beach. Walk to waterfront dining, ice cream, and local shops without touching your car. This cozy 2BR/1BA beach cottage sleeps 4 with two queen bedrooms, a fully stocked kitchen, and all the beach gear you need (chairs, umbrellas, towels). Fast WiFi, smart TVs, gas grill, and washer/dryer. Single level home in a laid back old Florida neighborhood. Just show up and relax.

Superhost
Apartment in Nokomis
5 out of 5 average rating, 4 reviews

Renovated Double Efficiency

Welcome to this newly renovated double efficiency with pool and beach access . Modern aesthetics greet you with neutral colors and a beach vibe. You're just steps from the sand for a walk on the beach and soaking up the warm rays. The mini kitchen is a convenient option for meals and local restaurants are a short walk away. Enjoy the peaceful island atmosphere of Casey Key!

Top Guest favourite
A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.
Island in Sarasota
4.97 out of 5 average rating, 358 reviews

JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!

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!

Guest favourite
A bright and spacious bedroom features a large bed with colorful pillows and a striped accent bench at the foot. A comfortable chair and a standing coat rack are positioned nearby. Natural light enters through sliding glass doors, complemented by soft blue walls and wooden flooring.
Apartment in Nokomis
4.95 out of 5 average rating, 191 reviews

Casa del Sol II (Non-Smoking Property)

Spacious 3 bedroom 2 bath with 800 sq ft covered porch overlooking neighborhood. Carport under building for up to 4 cars. Private stairway entrance. Lots of sliding glass doors gives you a treehouse effect. All electric home powered by 120 solar panels. 4 minute walk to beautiful Nokomis Beach.

Guest favourite
Condo in Nokomis
4.86 out of 5 average rating, 184 reviews

Private Beachside Kitchenette

14 room Beach Resort on beautiful Casey Key. This newly designed condo features memory foam beds, couch, safe, HDTV, WIFI, kitchenette & dinette, keurig coffee maker, quiet mini split ac/heat, walkin granite shower & is 25 steps to the sandy beach.

Top Guest favourite
A single-story house is presented with a light-colored exterior and a gently sloping roof. Lush greenery surrounds the property, including palm trees and ornamental shrubbery. A paved driveway leads to a two-car garage, while a clear blue sky completes the inviting exterior view.
Home in Nokomis
4.98 out of 5 average rating, 112 reviews

Peaceful Getaway just minutes from the beach

Beautiful, bright, freshly decorated 3 bedroom house just 2 miles from Gulf Coast beaches. When not at the beach, relax out at the lanai with a saltwater pool (heated November-March) and hot tub in our private backyard.

Popular amenities for Casey Key holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Casey Key