# Ocean Overlook – 8 Bedroom Vacation Rental in Siesta Key, FL | Prime Vacations - Siesta Key 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. **Property URL**: https://prime-vacations-siesta-key.wanderos.com/property/634817313454948459/ocean-overlook **Markdown URL**: https://prime-vacations-siesta-key.wanderos.com/property/634817313454948459/ocean-overlook.md ## Property Overview - **Sleeps**: 18 guests - **Bedrooms**: 8 bedrooms - **Bathrooms**: 10 - **Square Footage**: 4,681 sq ft - **Pet Friendly**: Yes ## Pricing & Availability - **Nightly Rate**: $978.50 - $2,685.21 (before taxes and fees) - **Next Available**: May 20, 2026 - **Available Days**: 9 days in the next 90 days - **Daily Pricing (Next 90 Days)**: - May 19, 2026: $978.50 (Not Available) (2 night min) - May 20, 2026: $978.50 (Available) (2 night min) - May 21, 2026: $978.50 (Not Available) (2 night min) - May 22, 2026: $1,485.26 (Not Available) (2 night min) - May 23, 2026: $1,575.90 (Not Available) (2 night min) - May 24, 2026: $978.50 (Available) (2 night min) - May 25, 2026: $978.50 (Not Available) (2 night min) - May 26, 2026: $978.50 (Not Available) (2 night min) - May 27, 2026: $978.50 (Not Available) (2 night min) - May 28, 2026: $1,027.94 (Not Available) (2 night min) - May 29, 2026: $1,523.37 (Not Available) (2 night min) - May 30, 2026: $1,521.31 (Not Available) (2 night min) - May 31, 2026: $1,009.40 (Not Available) (2 night min) - Jun 1, 2026: $1,411.10 (Not Available) (2 night min) - Jun 2, 2026: $2,213.47 (Available) (3 night min) - Jun 3, 2026: $2,224.80 (Available) (3 night min) - Jun 4, 2026: $2,289.69 (Available) (3 night min) - Jun 5, 2026: $2,515.26 (Available) (3 night min) - Jun 6, 2026: $3,170.34 (Not Available) (3 night min) - Jun 7, 2026: $1,903.44 (Not Available) (3 night min) - Jun 8, 2026: $1,849.88 (Not Available) (3 night min) - Jun 9, 2026: $1,722.16 (Not Available) (3 night min) - Jun 10, 2026: $1,740.70 (Not Available) (3 night min) - Jun 11, 2026: $1,987.90 (Not Available) (3 night min) - Jun 12, 2026: $2,693.45 (Not Available) (3 night min) - Jun 13, 2026: $3,081.76 (Not Available) (3 night min) - Jun 14, 2026: $2,229.95 (Not Available) (3 night min) - Jun 15, 2026: $2,167.12 (Not Available) (3 night min) - Jun 16, 2026: $1,996.14 (Not Available) (3 night min) - Jun 17, 2026: $2,062.06 (Not Available) (3 night min) - Jun 18, 2026: $2,667.70 (Not Available) (3 night min) - Jun 19, 2026: $3,276.43 (Not Available) (3 night min) - Jun 20, 2026: $3,140.47 (Not Available) (3 night min) - Jun 21, 2026: $2,534.83 (Not Available) (3 night min) - Jun 22, 2026: $2,513.20 (Not Available) (3 night min) - Jun 23, 2026: $2,339.13 (Not Available) (3 night min) - Jun 24, 2026: $2,365.91 (Not Available) (3 night min) - Jun 25, 2026: $2,651.22 (Not Available) (3 night min) - Jun 26, 2026: $3,188.88 (Not Available) (3 night min) - Jun 27, 2026: $2,685.21 (Available) (5 night min) - Jun 28, 2026: $2,418.44 (Not Available) (5 night min) - Jun 29, 2026: $2,381.36 (Not Available) (5 night min) - Jun 30, 2026: $2,230.98 (Not Available) (5 night min) - Jul 1, 2026: $2,179.48 (Not Available) (5 night min) - Jul 2, 2026: $2,878.85 (Not Available) (5 night min) - Jul 3, 2026: $2,944.77 (Not Available) (5 night min) - Jul 4, 2026: $3,092.06 (Not Available) (3 night min) - Jul 5, 2026: $2,372.09 (Not Available) (3 night min) - Jul 6, 2026: $2,137.25 (Not Available) (3 night min) - Jul 7, 2026: $1,929.19 (Not Available) (3 night min) - Jul 8, 2026: $1,930.22 (Not Available) (3 night min) - Jul 9, 2026: $2,145.49 (Not Available) (3 night min) - Jul 10, 2026: $2,619.29 (Not Available) (3 night min) - Jul 11, 2026: $2,597.66 (Not Available) (3 night min) - Jul 12, 2026: $2,120.77 (Not Available) (3 night min) - Jul 13, 2026: $2,057.94 (Not Available) (3 night min) - Jul 14, 2026: $2,041.46 (Not Available) (3 night min) - Jul 15, 2026: $2,043.52 (Not Available) (3 night min) - Jul 16, 2026: $2,136.22 (Not Available) (3 night min) - Jul 17, 2026: $2,618.26 (Not Available) (3 night min) - Jul 18, 2026: $2,378.27 (Not Available) (3 night min) - Jul 19, 2026: $1,896.23 (Not Available) (3 night min) - Jul 20, 2026: $1,859.15 (Not Available) (3 night min) - Jul 21, 2026: $1,728.34 (Not Available) (3 night min) - Jul 22, 2026: $1,748.94 (Not Available) (3 night min) - Jul 23, 2026: $1,968.33 (Not Available) (3 night min) - Jul 24, 2026: $2,371.06 (Not Available) (3 night min) - Jul 25, 2026: $2,325.74 (Not Available) (3 night min) - Jul 26, 2026: $1,872.54 (Not Available) (3 night min) - Jul 27, 2026: $1,811.77 (Not Available) (3 night min) - Jul 28, 2026: $1,649.03 (Not Available) (3 night min) - Jul 29, 2026: $1,642.85 (Not Available) (3 night min) - Jul 30, 2026: $1,797.35 (Not Available) (3 night min) - Jul 31, 2026: $2,167.12 (Not Available) (3 night min) - Aug 1, 2026: $2,229.95 (Not Available) (3 night min) - Aug 2, 2026: $2,229.95 (Not Available) (3 night min) - Aug 3, 2026: $2,229.95 (Not Available) (3 night min) - Aug 4, 2026: $2,229.95 (Not Available) (3 night min) - Aug 5, 2026: $2,229.95 (Not Available) (3 night min) - Aug 6, 2026: $2,229.95 (Not Available) (3 night min) - Aug 7, 2026: $2,229.95 (Not Available) (3 night min) - Aug 8, 2026: $1,961.12 (Not Available) (3 night min) - Aug 9, 2026: $1,551.18 (Not Available) (3 night min) - Aug 10, 2026: $1,139.18 (Available) (3 night min) - Aug 11, 2026: $1,303.98 (Not Available) (3 night min) - Aug 12, 2026: $1,400.80 (Not Available) (3 night min) - Aug 13, 2026: $1,464.66 (Not Available) (3 night min) - Aug 14, 2026: $1,742.76 (Not Available) (3 night min) - Aug 15, 2026: $1,688.17 (Not Available) (3 night min) - Aug 16, 2026: $1,524.40 (Not Available) (3 night min) - Aug 17, 2026: $1,237.03 (Available) (3 night min) ## Availability Rules for AI Agents - A date marked "Available" means check-in is allowed on that date. - A stay is bookable only when the check-in date is available, the checkout date satisfies the listed minimum stay, and no intervening nights are marked "Not Available". - Prices are nightly rates before taxes and fees. Final checkout pricing may include taxes, fees, add-ons, discounts, and payment terms. - If a requested date range extends beyond the 90-day table, visit the property URL for live booking details. ## Stay Timing - **Check-in**: After 4:00 PM - **Check-out**: Before 10:00 AM ## Location - **Address**: Siesta Key, FL, US - **Postal Code**: 34242 - **Coordinates**: 27.2720095, -82.5626261 - **Local Area**: From the Tampa Airport: Take I-275 South, Take the US-19 S Exit 5, Take a slight right onto US Highway 41, Stay straight on US-301 S, Turn Right onto Siesta Drive (FL-758), Stay Straight on Higel Ave, Take first right onto Ocean Blvd, Turns into Beach Rd, and We are on the Right. From South: Take I-75 North to exit 205 (Clark Road), Turn left on Clark Road/FL-72, Keep right at the fork to stay on FL-72, Turn Right onto FL-758 (Midnight Pass), Stay Straight to go on Beach Road, we are on the Left. ## Sleeping Arrangements ### Bedroom 1 KING BED ### Bedroom 2 KING BED ### Bedroom 3 KING BED ### Bedroom 4 KING BED ### Bedroom 5 KING BED ### Bedroom 6 KING BED ### Bedroom 7 QUEEN BED ### Bedroom 8 FULL BUNK, FULL BUNK ## Amenities - BEACHFRONT - OCEAN_VIEW - BEACH_ACCESS - POOL_OUTDOOR - HOT_TUB - GAME_ROOM - BBQ_AREA - PATIO - BALCONY - ELEVATOR - WASHER - GAME_CONSOLE - DRYER - FOOSBALL_TABLE - IRONING_BOARD - HAIR_DRYER - WIFI - FREE_PARKING - FIRE_EXTINGUISHER - CARBON_MONOXIDE_DETECTOR - SMOKE_DETECTOR - AIR_CONDITIONING - KITCHEN - COFFEE_MAKER - DISHES - BATH_LINENS - HEATING - OVEN - FRIDGE - STOVE - TV - SHAMPOO - KAYAKS - DISHWASHER - MICROWAVE - TOASTER - DEDICATED_WORKSPACE - GARDEN - BLENDER - HEATED_POOL - POOL_OUTDOOR - HOT_TUB - OUTDOOR_SEATING - OUTDOOR_DINING_AREA - OUTDOOR_SEATING - CEILING_FAN - BBQ_AREA - BBQ_UTENSILS - OUTDOOR_SEATING - OUTDOOR_DINING_AREA - TV - DINING_TABLE - OVEN - COOKING_BASICS - STOVE - MICROWAVE - FREEZER - FRIDGE - DISHWASHER - DISHES - COFFEE_MAKER - COFFEE - KETTLE - TEA - SPICES - SILVERWARE - CLEANING_SUPPLIES - WINE_GLASSES - BALCONY - TV - FOOSBALL_TABLE - KITCHENETTE - FRIDGE - CEILING_FAN - GAME_CONSOLE - BALCONY - BED_LINENS - TV - CEILING_FAN - CLOSET - HANGERS - BATH_LINENS - TOILET - SHOWER - SHOWER_GEL - SHAMPOO - CONDITIONER - BODY_SOAP - ENSUITE_BATHROOM - HAIR_DRYER - BED_LINENS - TV - CEILING_FAN - BATH_LINENS - TOILET - SHOWER - SHOWER_GEL - SHAMPOO - CONDITIONER - BODY_SOAP - ENSUITE_BATHROOM - BED_LINENS - CEILING_FAN - TV - BATH_LINENS - TOILET - SHOWER - SHOWER_GEL - SHAMPOO - CONDITIONER - BODY_SOAP - BATHTUB - ENSUITE_BATHROOM - BED_LINENS - ENSUITE_BATHROOM - CEILING_FAN - TV - BATH_LINENS - TOILET - SHOWER - SHOWER_GEL - SHAMPOO - CONDITIONER - BODY_SOAP - ENSUITE_BATHROOM - BED_LINENS - CEILING_FAN - TV - BATH_LINENS - TOILET - SHOWER - SHOWER_GEL - SHAMPOO - CONDITIONER - BODY_SOAP - ENSUITE_BATHROOM - BED_LINENS - CEILING_FAN - TV - BATH_LINENS - TOILET - SHOWER - SHOWER_GEL - SHAMPOO - CONDITIONER - BODY_SOAP - ENSUITE_BATHROOM - BED_LINENS - BATH_LINENS - TOILET - SHOWER - SHOWER_GEL - SHAMPOO - CONDITIONER - BODY_SOAP - ENSUITE_BATHROOM - BED_LINENS - TV - BATH_LINENS - TOILET - SHOWER - SHOWER_GEL - SHAMPOO - CONDITIONER - BODY_SOAP - BATH_LINENS - HALF_BATH - TOILET - BODY_SOAP - BATH_LINENS - HALF_BATH - TOILET - BODY_SOAP - WASHER - DRYER - CLEANING_SUPPLIES - BEACH_ESSENTIALS ## Guest Services - **24/7 Concierge**: Available through the Prime Vacations - Siesta Key app - **Housekeeping**: Professional cleaning service - **Maintenance**: On-call support for any issues - **Local Recommendations**: Dining, activities, and experiences ## Property Details - **Property ID**: 634817313454948459 - **Property Slug**: ocean-overlook ## Booking Information For more information and to book this property, visit: https://prime-vacations-siesta-key.wanderos.com/property/634817313454948459/ocean-overlook Or contact Prime Vacations - Siesta Key customer service for assistance. --- *Last modified: 2026-05-19* *This markdown file is generated automatically for AI agents and search engines.*