Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook
Ocean Overlook by Siesta Key Luxury Rental Properties
Ocean Overlook by Siesta Key Luxury Rental Properties is an exceptional eight bedroom, eight bathroom coastal retreat with two additional half baths, thoughtfully designed for large families and large group getaways seeking luxury coastal living. Located just a three-minute walk to Siesta Key Beach, this four-story Siesta Key luxury rental offers sweeping Gulf views, large balconies, and a private outdoor oasis. Guests are also a short nine-minute walk to Siesta Key Village, where dining, boutiques, and island nightlife await. With an elevator to all levels, multiple living spaces, and parking for up to five vehicles, Ocean Overlook delivers effortless comfort in one of Sarasota’s most desirable beach locations.
Highlights • 3-minute walk to Siesta Key Beach • 8 Bedrooms / 8 Full Bathrooms / 2 Half Bathrooms • 6 King beds, 1 Queen bed, 1 Full over Full bunk bed • Private pool with in-ground spa • Balconies with Gulf views • Game room with foosball and gaming systems • Elevator for guest use • Outdoor dining, BBQ grill, and entertainment space • Beach chairs, wagon, and cooler provided • Dog Friendly with host approval and additional fee • Parking for up to 5 vehicles • 9-minute walk to Siesta Key Village
This Siesta Key vacation home with pool is centered around an inviting backyard retreat designed for relaxation and entertainment. The private pool features tranquil water elements, lush landscaping, and a connected spa, creating a peaceful setting for afternoons in the sun or evenings under the stars. Nearby, the outdoor kitchen and BBQ area includes a grill, island with built in refrigerator, and multiple dining tables, making it easy to gather for casual meals or celebratory dinners. A shaded outdoor dining bar with seating and a TV adds another layer of comfort, while the outdoor shower and provided beach gear make transitioning from the Gulf to the pool seamless.
The main living level showcases a bright, open concept design with expansive windows framing Gulf views. A spacious living area with comfortable seating and a large TV flows into a fully equipped gourmet kitchen featuring high end appliances, generous counter space, and bar top seating ideal for group cooking and conversation. The formal dining table comfortably accommodates large meals together. Step onto the balcony to enjoy ocean breezes and dine outdoors with stunning views of the Gulf. On the third floor, the game room offers an additional gathering space complete with a wet bar, bar seating, a living area, and a TV. Entertainment continues with a foosball table, PlayStation, and vintage Nintendo console, plus balcony access.
Ocean Overlook offers a collection of thoughtfully designed bedrooms, many functioning as private primary style suites. King bedrooms feature plush bedding, ample closet space, and elegant ensuite bathrooms with walk-in showers, double vanities, and select soaking tubs. Several suites include private balconies, offering quiet spaces to unwind with Gulf views. The Queen bedroom and bunk bedroom each include charming ensuite bathrooms with shower and tub combinations, ideal for families traveling together. Two half baths and conveniently located laundry facilities enhance comfort throughout the home.
Room Details • Primary Bedroom (3rd Floor): King bed, balcony, ensuite bathroom with double vanity and walk-in shower • Second Bedroom (3rd Floor): King bed, ensuite bathroom with double vanity, walk-in shower, and soaking tub • Third Bedroom (3rd Floor): King bed, ensuite bathroom with walk-in shower • Fourth Bedroom (2nd Floor): King bed, ensuite bathroom with walk-in shower • Fifth Bedroom (2nd Floor): King bed, balcony, ensuite bathroom with double vanity and walk-in shower • Sixth Bedroom (2nd Floor): King bed, balcony, ensuite bathroom with walk-in shower • Seventh Bedroom (2nd Floor): Queen bed, ensuite bathroom with shower and tub combo • Eighth Bedroom (2nd Floor): Full-over-Full bunk bed, ensuite bathroom with shower and tub combo
Ocean Overlook is ideally positioned along Beach Road, placing guests just minutes from Siesta Key Beach and within a short nine minute walk to Siesta Key Village, home to popular restaurants, beach bars, and boutique shopping. This Siesta Key vacation rental includes an in-home washer and dryer, elevator access to all levels, and parking for up to five vehicles, making extended stays and large group travel effortless.
From sunrise coffee overlooking the Gulf to evenings spent poolside with family and friends, Ocean Overlook by Siesta Key Luxury Rental Properties offers an elevated beach getaway designed for unforgettable moments. With walkable beach access, luxurious indoor and outdoor spaces, and proximity to Siesta Key Village, this home delivers the perfect balance of relaxation and island adventure. Book your stay at Ocean Overlook today and experience the best of Siesta Key luxury living!
- With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Siesta Key Luxury Rental Properties Rental Policies for full details.
5 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.
Please see our Siesta Key Luxury Rental Properties Rental Policies for full details.
This home is managed by Siesta Key Luxury Rental Properties. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.
Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Our prices include all fees. No hidden fees.
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If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Siesta Key
Located on the beach, this holiday home is in Siesta Key Village, a neighbourhood in Siesta Key. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Consider Sarasota Fairgrounds & Robarts Arena for a night out or Mote Marine Laboratory & Aquarium if you're travelling with kids. Looking to get your feet wet? Jet skiing, kayaking and parasailing adventures can be found near the property.
Siesta Key Beach Playground - 20 min walk - 1.7 km
St. Boniface Episcopal Church Labyrinth - 2 min drive - 2.0 km
Crescent Beach - 7 min drive - 5.5 km
Getting around
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 34 min drive
Restaurants
Circle K - 9 min walk
Gilligan's Island Bar & Grill - 4 min walk
Siesta Beach Pavilion - 15 min walk
Siesta Key Oyster Bar - 5 min walk
Daiquiri Deck Siesta Key Village - 4 min walk
Frequently asked questions
Does Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook?
As of 26 Aug 2026, prices found for a 1-night stay for 2 adults at Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook on 19 Apr 2027 start from £12,805, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook?
On-site parking is available at the property.
What time is check-in at Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook?
Check-in begins at 4:00 PM.
What time is check-out at Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook?
Checkout is at 10:00 AM.
Where is Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook located?
Nestled on the beach, this Siesta Key Village holiday home is within 1 mi (2 km) of Siesta Key Farmers Market and Siesta Key Beach. Irma Beach and Siesta Key Beach Playground are also within 2 miles (3 km).
About the host
Hosted by Siesta Key Luxury Rental Properties
We are an owner operated rental company on Siesta Key. We manage a 58+ unit resort and single family homes. All of our properties are within walking distance to the beach and the village. We have a high focus on customer service and our primary focus is ensuring our guests have a spectacular stay with us in paradise.
Why they chose this property
All of the shops, dining, entertainment is at your fingertips when you stay with us here. You are also close to a number of beach access points. Walking distance to everything, and the property itself is amazing and it offers numerous amenities that you’ll love!
What makes this property unique
Location. Location. Location. The ease of use is incredible. Walk Everywhere and Enjoy paradise with ease. You’ll love everything about this amazing rental property!
Languages:
English
Premier Host
They consistently provide great experiences for their guests