House holiday rentals in Casey Key

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.

4.88 out of 5 average rating, 217 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).

5.0 out of 5 average rating, 115 reviews

A spacious outdoor porch is covered with a wooden roof, featuring a large dining table surrounded by vibrant red seating. Soft lighting from overhead strings creates a warm ambiance, while ceiling fans provide a cooling breeze. Surrounding greenery adds a touch of nature to the space.

Home in Venice

Sunny Green Oasis-3 miles to beach

Welcome to our home away from home, a cozy getaway 3 bd/2 bath cottage to unwind and create lasting memories with your family or friends. - No hassle to get to the beach for a quick morning walk, yoga, a full day of fun, or sunset on the beach. - 3 miles to Venice Beach, Venice Fishing Pier (Sharky's), and other fabulous beaches nearby. - 3 miles to Downtown Venice, restaurants & shops. - Bike trail that goes to Siesta Keys & downtown Sarasota-15 miles away. - Grocery store half a mile away.

5.0 out of 5 average rating, 30 reviews

The image captures an ocean scene as waves crest against the shoreline, showcasing dynamic white foam. The sky is filled with a gradient of orange and gray hues, signaling sunset, with the sun's rays peeking above the horizon, creating a serene and tranquil atmosphere.

Home in Osprey

5 mins to the beach! Come relax!

Relax with the family at this peaceful place to stay. Home located in a unique family friendly neighborhood on the inter-coastal. Enjoy family games, watching the sunset from the lanai and using the enclosed outdoor shower after a day at the white sandy beach! Take out our 2 kayaks on the intercoastal and explore the area. Nokomis beach 5 minutes away and Siesta key 7 miles. So many cute restaurants nearby on the water. Stroll through the neighborhood and see all of the beautiful homes and boats

A spacious covered lanai features woven seating and a dining table, providing an inviting space for relaxation and outdoor dining. Three overhead fans enhance airflow. The backdrop reveals a landscaped pool area through large screened windows, with sun loungers positioned beside the heated pebble tech pool.

4.94 out of 5 average rating, 95 reviews

Tropical Pool Paradise - Minutes from the Beach!

Welcome to your own slice of paradise! This beautifully updated and completely eco-friendly and HEATED pool home in a quiet neighborhood is the perfect setting for your relaxing Florida vacation! You will love the privacy of this home overlooking tropical landscape vistas from the large covered lanai and solar heated pool welcoming you to your PRIVATE OASIS. You will enjoy easy access to our gulf coast beaches just minutes away. Beautiful Nokomis public beach is a 7 minute drive away.

A spacious pool area is surrounded by a screen enclosure, offering a clear view of the turquoise saltwater pool. The patio features a few lounge chairs and a table, with a grassy backyard visible through the enclosure, enhanced by the natural light streaming in.

5.0 out of 5 average rating, 15 reviews

Nokomis Serenity Oasis

Welcome to your private Oasis, with a large private backyard filled with fruit trees and saltwater pool that meets the convenience of a prime location, just minutes from Nokomis Beach, and Legacy Trail. Casperson Beach, shark tooth hunters dream, is a short drive over to Venice Island to enjoy Venice Beach and charming local shops and dining or take a short ride north to Siesta Key Beach, USA's #1 Beach, and Siesta Village offering direct beach access and charming local shops and dining.

A single-story house is set within a lush green landscape, featuring well-maintained shrubs and palm trees. The façade includes large arched windows and a spacious driveway nearby, with bicycles visible against the side of the house. A clean lawn invites outdoor activities.

4.93 out of 5 average rating, 138 reviews

Sunny Oasis/Beautiful House/Near Beach/Heated Pool

Beautiful House with 3 bedrooms, heated pool, mini golf and two-car garage. Great location. five-minute drive to the beach. near shopping plazas, restaurants, and the famous Legacy Trail perfect for biking, running, and more. Situated at a dead-end in a peaceful community. Lots of outdoor space around the house with beautiful palm trees and a large patio. bicycles, board games, cornhole, a gas grill, and more at your disposal. Lots of places to visit in the Sarasota and Venice area.

4.9 out of 5 average rating, 104 reviews

A modern living space is displayed, featuring a large gray sectional sofa and a circular wooden coffee table. The sleek kitchen with dark cabinetry is in view, complemented by pendant lighting and a spacious countertop. Natural light enters through the windows, enhancing the contemporary design.

Home in Osprey

Private house with loft

Have fun with the whole family at this brand new, modern private free standing guest house. Full bedroom with king size bed, with a finished loft including a queen bed. There’s also a queen pull out sofa in the living area. Enjoy your privately fenced backyard with a hot tub and putting green. Centrally located between Siesta Key beach and Nokomis beach. Hot tub is available upon request in off season months, April-October. There will be an additional $30 fee in off season months.

A modern kitchen is highlighted by navy blue cabinetry and white quartz countertops. Stainless steel appliances, including a refrigerator and microwave, are visible. Pendant lights hang above an island with seating for several. The space is brightened by recessed lighting and a window offering natural light.

4.97 out of 5 average rating, 37 reviews

La Niña 5 minutes to Nokomis Beach Fenced In Yard

Welcome to our charming and completely remodeled 3 bedroom, 2 bathroom house in beautiful Nokomis, Florida! With its large and fully fenced backyard, this pet-friendly home is perfect for families and groups of up to 8 guests. As you step inside, you'll be impressed by the modern and stylish decor throughout the spacious living areas. The fully equipped kitchen features stainless steel appliances and quarts countertops, making it easy to cook your favorite meals during your stay…

A screened-in patio is featured with comfortable seating made of woven material. A low table sits in the center with decorative items. The backdrop includes soft purple hues from the sunset and surrounded by tropical plants, offering a serene outdoor setting.

4.96 out of 5 average rating, 75 reviews

Summer sunset. 3 minutes away from beach!

Welcome to your Summer Sunset Beach Retreat! It's a new property, just listed! Just a 3-minute drive to Nokomis Public, and very close to Shark Tooth Beach where to gather some shark tooths. Waterfront restaurants are just minutes away and Casey Key Gulf Club is too. The house offers the perfect blend of modern comfort. Fully equipped kitchen, Comfortable couches and beds. The clean, light, and airy atmosphere inside and beautiful surroundings outside make this stay perfect!

A heated pool is surrounded by lush tropical plants and palm trees, offering a relaxing atmosphere. Adjacent to the pool, a tiki bar provides seating for several guests, complemented by a flat surface for refreshments. The area is enhanced by a well-maintained garden visible beyond the pool.

4.96 out of 5 average rating, 112 reviews

Tiki Oasis 3bed on .6 acre paradise 5 min to Beach

Relax with the whole family at this peaceful place to stay. Enjoy 2 master suites with 3 bedrooms and 3 bathrooms. A 5 min drive to Nokomis beach or downtown Venice, and walking distance to legacy trail, tennis courts, and playground in Nokomis park. Fast 500GB up/down internet speed around the property, Tiki bar nestled next to a heated pool and spa ( adtnl charge for spa). Fully stocked kitchen, beach-ready with cooler chairs umbrella wagon, and toys. 4 smart tvs

5.0 out of 5 average rating, 43 reviews

Coastal Retreat, 2 Blocks to Beach, Dining & More

Two blocks to Nokomis Beach. Walk to waterfront dining, ice cream, and local shops without touching your car. This updated 2BR/1BA home sleeps up to 6 with a king bedroom, a queen bedroom, and extra sleeping in the bonus room. Fully stocked kitchen, sunroom loaded with beach gear (chairs, umbrellas, towels), smart TVs, BBQ grill, and washer/dryer. Single level with step-free access throughout. Fast WiFi and easy smart lock check-in. Just show up and relax.

Aerial view features a serene coastal landscape, highlighting a sandy beach alongside a vibrant blue ocean. A narrow waterway runs through lush greenery, with a bridge crossing over it. Parking areas are visible near the beach, offering access to nearby attractions.