Island Pool House on exclusive Casey Key in South Sarasota.

Top rated by guests
Aerial view
Private kitchen
Private kitchen
Private kitchen
Pool
review stars
9.2Outstanding
(19 Ratings)
"Our stay was great! We had a small issue with the golf cart but was taken care of within hours with a follow up the following day. Great communication and house is laid out perfect and the neighborh..."
Kathryn F.
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9.2 / 10
Outstanding(19 Ratings)

House in Osprey, FL

10 guests · 4 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental

Escape to our 4-bed, 2.5-bath Pool Home on exclusive Casey Key Island. Home to many celebrities , our retreat accommodates 10 comfortably. Experience island living, pristine beaches, and upscale comfort. Your paradise awaits! This home is equipped with everything you will need for you vacation.

We also Include a golf cart to enjoy and tour the beautiful homes, tiki bars, beach, and restaurants by the island.

Casey Key is located just south of Sarasota. It's close to tons of waterfront restaurants, shopping, Public Beach is a short golf cart drive away, and you are also nearby the beautiful Siesta Key Beach. Maps state we are walking distance and we are not walking distance to the beach. However, you can walk to an inlet by the bridge and rent kayaks and paddle-boards. This is just around the corner from the house.

Side note: Though we do allow pets for an additional $250, should your pet cause any extra cleanup needed upon check-out, we reserve the right to charge an additional cost of the clean. This is on a case by case basis.

Amenities at Island Pool House on exclusive Casey Key in South Sarasota.

Non-smoking
Pets allowed
Family friendly

Map of Osprey, FL


Ratings and reviews

9.2 / 10
Outstanding(19 Ratings)
10 / 10Outstanding·Jan 2026
Our stay was great! We had a small issue with the golf cart but was taken care of within hours with a follow up the following day. Great communication and house is laid out perfect and the neighborhood is perfect for walking every morning and watching the sunsets.
10 / 10Outstanding·Aug 2025
Booked for my best friends Bachelorette, the home itself is exactly as listed. Spacious, extremely comfortable beds, and incredible amenities. The hosts were incredibly responsive, amicable, and had wonderful recommendations for the area. All in all, a wonderful stay made better by wonderful hosts. I would recommend booking this with absolutely no reservations!
10 / 10Outstanding·Apr 2025
The home was spacious, comfortable, and well stocked. The screened in deck above the pool was especially nice— nice dining table and chairs;also comfortable seating over near the bbq grill. Our friends enjoyed the bikes and the availability of the golf cart. 15 minutes drive to lovely Nokomis Beach.
6 / 10Average·Oct 2025
We arrived to a clean interior, but many issues that should have been fixed prior to renting. Broken toilet on the bottom floor, outlets not working, door handles missing to the pool deck, cob webs covering the entire pool deck, and a green pool full of algae. The host requests that you don’t communicate through the app, however their property manager took hours to respond and at first claimed we were lying because she was there the day prior. A handyman and pool company came out on day 2 of our stay, but we couldn’t swim until after 7pm due to chemicals and they fixed “most” of the other issues. When we shared our frustration, the host eventually said our only option was to leave the property and go somewhere else. Which truthfully, was a frustrating response because we were there to celebrate my mom’s 50th birthday. We spent 2 of our 3 days facilitating getting these issues resolved. It just wasn’t ideal. The house itself was great and the stay ended up being fine, but the condition of the property was disappointing. I do also want to point out that there is no drinking water or ice on the property. It’s not a huge deal, but important to know if you’re traveling from out of town! Publix is right down the road but easier when you can plan for it. The listing also shows 2 bikes, there was only 1 & had 2 flat tires & no bike pump. Lots of kids toys & the golf cart was our highlight!Again, not the end of the world but I do think this property was unfortunately overpriced.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Island Pool House on exclusive Casey Key in South Sarasota.. 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 Island Pool House on exclusive Casey Key in South Sarasota. pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Island Pool House on exclusive Casey Key in South Sarasota.?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.