Sprawling Island Retreat with New Pool, Spa, and Private Gulf Beach Access!

Top rated by guests
Front view
Private kitchen
Dining room
Kitchen 1
Kitchen 2
review stars
9.8Outstanding
(16 Ratings)
"Beautiful home and yard. We enjoyed everything about the home as well as the amazing pool. The home was well equipped with everything we needed. Owner was responsive and so thoughtful."
Jordain M.
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(16 Ratings)

House in Osprey, FL

6 guests · 4 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Welcome to our breathtaking Casey Key retreat – where the allure of the Florida sun meets the serenity of coastal living. Nestled in one of the most coveted locations along the Gulf Coast, this 4-bedroom, 2-bathroom haven is the epitome of relaxation and comfort. With 2,440 square feet of living space (and a 1,500 sq ft lanai), our meticulously cared for property promises a vacation experience like no other, while accommodating up to 6 guests. You’ll catch every sunset on the Gulf and may even be visited by dolphins or turtles.

As you arrive at our Casey Key escape, you'll be captivated by the lush, tropical landscaping that surrounds the property, setting the stage for an unforgettable stay. The charm of coastal living comes alive as you step inside, greeted by a seamless blend of modern amenities and timeless treasures.

This home boasts not one, but two fully equipped kitchens, perfect for culinary enthusiasts or families who enjoy the convenience of multiple cooking spaces. The kitchens feature full appliances, ample counter space, and everything you need to prepare delicious meals for your loved ones. Whether you're whipping up a quick breakfast before a day of beachcombing or hosting a festive dinner in the evening, these kitchens are designed to inspire your inner chef. There are two dining spaces with plenty of seating options.

The heart of this stunning retreat is the enormous, sprawling lanai that beckons you to unwind and bask in the beauty of Casey Key while you admire the gorgeous in ground pool and spa with water feature. Furnished with comfortable seating and dining areas, the lanai is the perfect spot to enjoy al fresco meals, sip your morning coffee, or simply revel in the tranquility of your surroundings.Step beyond the lanai, and you'll discover your private oasis – a new pool and spa/hot tub that invite you to indulge in relaxation. The sparkling waters of the pool offer a refreshing break from the warm Florida sun, while the spa/hot tub provides the ideal setting for unwinding after a day of exploring all that Casey Key has to offer. Surrounded by lush greenery and the soothing sounds of nature, this outdoor retreat is destined to become the backdrop for cherished memories with family and friends.

The interior of the home is a testament to Florida living and comfort. Four spacious bedrooms await, each thoughtfully appointed to ensure a restful night's sleep. The master suite is a sanctuary of its own, featuring a plush king-size bed, elegant furnishings, and an en-suite bathroom with all the amenities you could desire. The remaining bedrooms offer equally inviting accommodation, with comfortable beds and tasteful decor that reflects the coastal charm of the region.
Beyond the comforts of the home, Casey Key itself beckons to be explored. Known for its pristine, uncrowded beaches and stunning sunsets, Casey Key is a haven for those seeking a peaceful retreat. Take a leisurely stroll along the shoreline, collecting seashells or our personal favorite—shark teeth—while enjoying the gentle waves lapping at the sand. For the more adventurous, water activities abound – from kayaking and paddleboarding to exploring the vibrant marine life on a snorkeling excursion.

The charm of Casey Key extends beyond its beaches, with nearby attractions and activities to suit every interest. This great location is on the north end of Casey Key is just a short drive to Casey Key Fish House. A few minutes away is shopping and dining in South Sarasota or visit quaint Venice Island’s boutique shops, dining, theater, Farmer’s Market, and more. Indulge in delectable seafood at waterfront restaurants, or explore the cultural offerings, including museums and theaters. The possibilities are as diverse as the landscapes that grace this enchanting region. Whether you're seeking a quiet getaway or an active adventure, our Casey Key retreat is the perfect home base for your Florida vacation. Immerse yourself in the beauty of the Gulf Coast, surrounded by the comforts of home and the allure of coastal living. Book your stay today and embark on a journey of relaxation, exploration, and unforgettable moments in this idyllic slice of paradise.

Amenities at Sprawling Island Retreat with New Pool, Spa, and Private Gulf Beach Access!

Non-smoking
No pets allowed
Family friendly

Map of Osprey, FL


Ratings and reviews

9.8 / 10
Outstanding(16 Ratings)
10 / 10Outstanding·Jan 2026
Beautiful home and yard. We enjoyed everything about the home as well as the amazing pool. The home was well equipped with everything we needed. Owner was responsive and so thoughtful.
10 / 10Outstanding·Jul 2025
When we rented this home, we hit the VRBO lottery. Beautiful home, steps from private beach, great for families and couples alike. Gorgeous pool and spa to cool down of the evenings, and the owners are the BEST- Quick to answer and help with anything possible to make your trip an unforgettable experience. Will definitely visit again in the future!
10 / 10Outstanding·May 2025
Amazing property and owner. Mary is extremely helpful and knowledgeable about the area. Check in was smooth and so was our stay. We can’t wait to come back!
6 / 10Average·Feb 2025
This home & its location are beautiful. Amazing pool/spa & stocked household. Mary Jo was a responsive & friendly host.I do have to point out some important details that future guests might like to know. This home has lots of dangerous steps, into almost every room of the house. Definitely not suitable for little ones or elderly. The home also has expensive items. The host left a 1,000 vintage standing lamp in the middle of the master bedroom which ended up getting broken & we had to pay to replace. The house is full of the owners locked cabinets/closets so we were unsure why they would leave something so valuable in such a bad location. Beach is walking distance which we were very excited about but this beach is not safe for kids to play/swim at. It is filled with debris & abandoned demolished homes from the hurricanes. The water is rough w/ a big drop off. If you want a beach day, plan to go to another beach. Additionally there was red tide we were not informed about or told to check. The internet worked for only the first week of our stay. The septic tank was full to the brim. Toilets were bubbling in the bathrooms. They had to come clean the septic in the middle of our BBQ on a 80 degree day. Took hours & the smell was awful. We could not be outside the rest of the afternoon. The cleaning responsibilities are lengthy for such a high cleaning fee. Lastly there is only one living room not two like listed. They photographed the same room twice decorated differently.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Sprawling Island Retreat with New Pool, Spa, and Private Gulf Beach Access!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Sprawling Island Retreat with New Pool, Spa, and Private Gulf Beach Access! pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Sprawling Island Retreat with New Pool, Spa, and Private Gulf Beach Access!?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.