ENJOY A SPARKLING POOL, COZY FIREPLACE, and PUTTING GREEN

Captain's Courtyard

The Captain's Courtyard brings resort-style outdoor living directly to your group. Whether your perfect day looks like floating in the pool with a cold drink, playing a round on our custom mini-golf course, or gathering around the custom fireplace at sunset, we have curated every detail to ensure an unforgettable stay for both sun-seekers and avid golfers alike.

The Ultimate South Tampa Headquarters for Golf Trips

Skip the standard rental and stay where the game never stops. Avid golfers make our estate their premier South Tampa headquarters when taking on legendary area courses like Rocky Point Golf Course or the championship layouts at TPC Tampa Bay. Our private, 51-foot backyard putting green is a favorite for golf trips and competitive groups alike. Grab a club, perfect your line, and keep the competition going long after you leave the 18th hole.

Rustic Outdoor Kitchen & Fireplace

When the sun sets over South Tampa, gather your group around our stunning stone fireplace. We keep the estate generously stocked with local, seasoned oak, perfect for throwing a log on the fire or firing up the outdoor pizza oven. Steps away, a fully equipped outdoor kitchen stands ready for an evening BBQ, complete with a mini-fridge to keep your favorite drinks perfectly chilled. It is the ultimate courtyard spot to pour a cold beverage, share stories from the day, and enjoy a cozy evening under the glow of the string lights.

Luxury Wood-Fired Pizza & Smoker Stations

Channel your inner pizzaiolo with our premium, professional-grade ilFornino® wood-fired pizza oven. Built with heavy-duty stainless steel and a high-density refractory stone cooking surface, it delivers an authentic, intense heat that crisps a Neapolitan-style crust to perfection in just minutes. To fuel your culinary creations, we keep the courtyard generously stocked with premium, split local oak. This seasoned wood burns exceptionally hot and clean, providing the steady, intense heat required for a flawless bake. For slow-cooked barbecue lovers, a high-end smoker is also tucked discreetly nearby, giving your group endless ways to master the art of al fresco dining.

Private Pool & Spa Lounge

Our classic pool and hot tub sit at the very heart of the property's outdoor layout, arriving fully warmed and ready for your stay. Equipped with smart automation, our intuitive in-house iPads let you effortlessly customize the water temperature and ambient lighting with a single tap, while professional cleanings scheduled twice a week ensure the water always stays sparkling.The lounge deck is smartly positioned beneath an overhead catwalk, offering built-in ceiling fans and great midday shade. Designed for effortless group entertaining, the pool area directly links all of our top amenities: the outdoor kitchen is to your right, the poolside game room is to your left, and the fireplace and mini-golf are right behind you. Ready for sunset views? Just take the spiral stairs directly from the pool deck up to the rooftop bar.
  • Putting Green

    Putting Green

  • Pool & Spa

  • Pizza Oven

    Pizza Oven

  • Fireplace

    Fireplace

  • Gas Grill

    Gas Grill

  • Wet Bar

    Wet Bar

Frequently Asked Questions

  • Yes. Gaspar’s Luxury Estate features a private heated pool and spa in Captain’s Courtyard. We preheat the pool and spa for all guests prior to arrival so your luxury Tampa vacation rental is ready to enjoy the moment you check in.
  • Yes. We preheat the pool and spa for all guests before arrival. Whether you are visiting Tampa for a bachelor party, wedding weekend, family reunion, golf trip, corporate retreat, or Gasparilla celebration, Captain’s Courtyard is prepared in advance for your stay.
  • Yes. The pool and spa at Gaspar’s Luxury Estate are connected to our home automation system and can be accessed through one of the two in-home iPads, located in the kitchen and detached game room.
  • Yes. Captain’s Courtyard includes a heated spa connected to the private pool. It is one of the most relaxing features of Gaspar’s Luxury Estate and is perfect for evenings after a day in Downtown Tampa, Hyde Park, Bayshore, Ybor City, or nearby golf courses.
  • Yes. Captain’s Courtyard is a private resort-style outdoor space. The property is lined with lush greenery that creates a natural privacy shield around the pool courtyard, making it ideal for luxury group stays, family vacations, wedding weekends, bachelor trips, and private events in South Tampa.
  • Yes. Gaspar’s Luxury Estate includes a dedicated pool bath with a full shower and spa-style amenities. Guests can rinse off or freshen up easily without walking through the main house.
  • Yes. We provide 15 dedicated pool towels by default in the pool bath for easy access. For larger groups staying at Gaspar’s Luxury Estate, we can stock additional towels if needed. Just let us know in advance if you would like more than what is already provided.
  • Yes. Guests may play music through the outdoor Sonos speaker system at Gaspar’s Luxury Estate. The system includes built-in volume limiters to help prevent community disturbances while still allowing you to enjoy the courtyard atmosphere. Portable speakers or external amplification beyond the home’s built-in system are not permitted on the pool deck.
  • Guests are welcome to enjoy the pool and spa as late as they like, as long as Tampa’s noise guidelines are respected. We recommend keeping outdoor voices low after 10 PM and turning outdoor music off by 9 PM out of consideration for nearby neighbors, including families with young children and early work schedules.
  • Yes. Captain’s Courtyard includes customizable LIFX lighting that can be adjusted through the home automation system on the two in-home iPads, located in the kitchen and detached game room. This makes the courtyard especially beautiful for evening swims, private dinners, wedding weekend gatherings, bachelor weekends, and luxury event stays.
  • Yes. Captain’s Courtyard includes a fully functional outdoor kitchen with a Viking gas grill, smoker, Il Forno wood-burning pizza oven, wet bar, and mini fridge. It is one of the signature amenities that makes Gaspar’s Luxury Estate stand out as a luxury Tampa Airbnb alternative and private event-friendly vacation rental.
  • The outdoor kitchen at Gaspar’s Luxury Estate includes a Viking gas grill, smoker, Il Forno wood-burning pizza oven, mini fridge, and wet bar. It is perfect for private chefs, outdoor dinners, poolside entertaining, bachelor weekends, wedding weekends, and group retreats.
  • The outdoor grill is natural gas, so guests do not need to bring or replace propane tanks.
  • No. Gaspar’s Luxury Estate provides an abundance of premium seasoned oak for the fireplace and wood-burning pizza oven.
  • Yes. Gaspar’s Luxury Estate has four mini fridges onsite, including one in the outdoor kitchen area. It is the perfect spot to keep drinks cold and easily accessible while enjoying the private pool, spa, putting green, and outdoor lounge areas.
  • Yes. Captain’s Courtyard includes a private putting green, fireplace lounge, poolside seating, heated pool and spa, outdoor kitchen, and easy access to the detached game room. The putting green is perfect for family mini golf, bachelor party golf weekends, friendly competitions, or serious golfers wanting to practice their short game before visiting one of Tampa Bay’s nearby golf courses. The detached game room includes ping-pong, shuffleboard, foosball, and skee-ball for quick games between swims.
  • Yes. Gaspar’s Luxury Estate is a luxury South Tampa vacation rental designed for elevated group stays, including bachelor weekends and milestone celebrations. Captain’s Courtyard offers a private pool, heated spa, outdoor kitchen, putting green, fireplace lounge, Sonos speakers, and access to the detached game room. We are not a “wild party house,” but we are an excellent fit for responsible groups looking for a luxury Tampa bachelor weekend with resort-style amenities, great design, and plenty of space to gather.
  • Yes. Gaspar’s Luxury Estate is a beautiful home base for wedding weekends in Tampa. Captain’s Courtyard provides a private resort-style setting for welcome gatherings, family time, poolside lounging, catered meals, bridal party relaxation, and post-wedding recovery. For approved events, our onsite team can help with furniture placement and vendor coordination so the space is ready for your celebration.
  • Gaspar’s Luxury Estate can support approved private events and gatherings with advance coordination. Captain’s Courtyard is especially beautiful for intimate outdoor dinners, welcome parties, wedding weekend gatherings, family celebrations, corporate retreats, and luxury group experiences. Event use must be approved in advance, and vendor verification may be required.
  • Yes. Captain’s Courtyard includes a private putting green. It is great for family mini golf, casual competition, bachelor party golf weekends, corporate retreat activities, or golfers who want to practice their short game during their stay.
  • Yes, absolutely. Gaspar’s Luxury Estate has hosted paella, hibachi, private chefs, and other amazing outdoor catering experiences. We simply require a quick vendor verification before the event. Once you have identified your vendor, let us know. We will set up a time to connect and make sure they are familiar with the property, setup expectations, and vendor etiquette so they can properly support your event.
  • Yes. For approved gatherings and events at Gaspar’s Luxury Estate, our onsite staff can assist with furniture placement before or during the event. Please let us know in advance what you have planned. Furniture may be relocated on the property, but it may not be removed from the property.
  • Gaspar’s Luxury Estate has a professionally installed and maintained mosquito misting system that surrounds the property. It mists on a schedule designed to match mosquito activity and is derived from botanicals. We also provide a remote for guests to use if the property needs a little extra help during peak summer humidity.
  • Tampa’s rainy season typically runs from late May through early October. The good news is that summer storms rarely last all day, so you shouldn't lose much time in the pool. Most often, they pop up in the afternoon as sea breezes collide, bring a quick burst of heavy rain, and then clear by the evening. July through September tends to be slightly wetter overall, but many guests still enjoy the pool, spa, outdoor kitchen, game room, and covered lounge areas throughout the summer.
  • Tampa’s summer storms can be beautiful to watch, especially the famous distant “heat lightning” that lights up the evening sky like nature’s fireworks. That said, lightning can travel 10 to 12 miles from a storm cloud, so we ask guests to practice safe viewing. Please leave the pool, spa, putting green, balcony, catwalk, outdoor kitchen, and open patio areas whenever lightning or thunder is nearby. Avoid standing near water, metal railings, fences, tall trees, umbrellas, the grill, or other outdoor structures during a storm. A good rule to follow is the 30-30 Rule: if you see lightning and hear thunder less than 30 seconds later, the storm is close enough to be dangerous. Stay indoors for at least 30 minutes after the final rumble of thunder. Guests may also want to use an app like My Lightning Tracker, available on iOS and Android, for real-time lightning alerts and proximity notifications.
  • Pets are not permitted on the property, indoors or outdoors. We are very conscious of our allergy-sensitive guests and work hard to keep Gaspar’s Luxury Estate clean and comfortable for everyone.
  • Absolutely not. We love our guests and want everyone to live a long, healthy, vacation-filled life. As exciting as it may seem, jumping from the catwalk, balcony, stairs, railing, or any elevated surface into the pool is strictly not permitted.
  • Yes. Gaspar’s Luxury Estate provides four large inflatable pool rafts, perfect for adults floating in the pool or multiple kids sharing together. An electric pump is available in the detached game room, and we make sure the floats are inflated before each guest stay.
  • Gaspar’s Luxury Estate has professional pool service twice a week, typically on Tuesdays and Saturdays between 10 AM and 2 PM. We also do a quick pool check and cleanup as part of our pre-arrival quality assurance before each guest checks in. Because Captain’s Courtyard is a lush outdoor space in Tampa, it is possible to see leaves or pollen in the pool shortly after a cleaning, especially on windy days or during high pollen season. If anything is particularly bothersome, just let us know and we can schedule an ad hoc skimming when available. There is also a pool net available on the side of the house for a quick skim between cleanings if needed. Please note that pool service schedules may occasionally shift due to Tampa’s midday storms or severe weather.