Twin Oaks Luxury Heated Pool and Caribbean Tiki Bar Near Indian Rocks Beach

TOP REASONS TO STAY
• Screened Tiki Bar and two propane fire pit gathering areas
• Private pool, heated November–March, open 24 hours a day
• Elevated coastal-luxury styling throughout — refined, not generic
• Four bedrooms, six beds, and three full bathrooms
• Formal and casual dining areas for shared meals and celebrations
• Dedicated workstation with monitor and desk lighting
• Guaranteed parking: two garage spaces plus two driveway spaces
• Beach gear included — chairs, umbrellas, towels, wagon, coolers, sand toys
• Poolside outdoor speaker system and an outdoor high-definition Smart TV with popular streaming apps and Spectrum TV
• 5–10 minutes to Indian Rocks Beach, easy reach of Clearwater Beach and St. Petersburg

Twin Oaks is a coastal-luxury retreat where refined nautical design meets relaxed Caribbean-inspired outdoor living. Thoughtful finishes, spacious gathering areas, and three full bathrooms make the home especially comfortable for families and friends traveling together.

Spend mornings beside the private pool, enjoy coffee or cocktails beneath the screened Tiki Bar, share meals in the casual or formal dining areas, and gather around two distinctive propane fire-pit settings in the evening. With a dedicated workspace, a fully equipped kitchen, beach gear, and Indian Rocks Beach approximately 5–10 minutes away, Twin Oaks makes it easy to relax, reconnect, and enjoy an elevated Gulf Coast getaway.

FAMILY BEACH EXTRAS
Twin Oaks makes family outings and beach days easier with a highchair, a portable crib, a playpen, children's activities, pool toys, beach chairs, umbrellas, beach towels, a wagon, and a cooler.

THE BEDROOMS
PRIMARY KING BEDROOM — PALM PARADISE
Palm Paradise features a king bed, quality linens, tropical coastal styling, and a Smart TV. Its private ensuite bathroom includes an oversized walk-in rain shower, creating a peaceful, spa-inspired retreat.

BEDROOM 2 — SAILOR'S DOUBLE QUEEN BED CABIN
Sailor's Cabin offers two queen beds with quality linens, soft coastal colors, nautical accents, a Smart TV, and access to the Jack-and-Jill bathroom.

BEDROOM 3 — CASTAWAY'S DOUBLE QUEEN BED RESPITE
Castaway's Respite features two queen beds, quality linens, peaceful beach-inspired décor, a Smart TV, and convenient access to the shared hall bathroom.

BEDROOM 4 — ANGLER'S QUEEN BED ALCOVE
Angler's Alcove includes one queen bed, quality linens, a Smart TV, and a convertible sleeper chair for flexible sleeping arrangements within the home's 10-guest maximum.

The room also includes access to the Jack-and-Jill bathroom and a dedicated workstation with a monitor, comfortable chair, extra outlets, and desk lighting.

Twin Oaks has six permanent beds: one king and five queens. The sleeper chair provides additional flexibility but does not increase the maximum occupancy of 10 guests.

THE BATHROOMS
Twin Oaks includes three full bathrooms:

A private ensuite adjoining Palm Paradise, with an oversized walk-in rain shower, towels, hair dryer, and bath essentials.

A Jack-and-Jill bathroom connecting Sailor's Cabin and Angler's Alcove, with a shower, dual sinks, towels, and bath essentials
A shared hall bathroom with a bathtub-and-shower combination, towels, and bath essentials

PRIVATE POOL & SCREENED OUTDOOR RETREAT
Step into a private, Caribbean-inspired outdoor retreat featuring a year-round pool, screened lanai and Tiki Bar, tropical landscaping, comfortable lounge seating, pool towels, floats, and toys. The pool area also includes an outdoor speaker system for music and entertainment, and an outdoor high-definition Smart TV with access to popular streaming apps and Spectrum TV.

Guests can enjoy the private pool year-round and 24 hours a day, with heating included November through March. Heating performance and water temperature may vary during unusually cool weather.

The Tiki Bar is one of Twin Oaks' signature spaces—a relaxed gathering place for morning coffee, afternoon refreshments, and memorable evenings together.

Twin Oaks offers two distinctive propane fire-pit gathering areas within the screened lanai. Beneath the Tiki Bar hut, a high-top fire-pit table provides an inviting setting for drinks and conversation. Nearby, a separate fire pit is surrounded by comfortable seating for relaxing together beneath the Florida sky.

A propane grill with supplied fuel is also available for outdoor cooking, and the high-top fire-pit table includes an electronic igniter. The fully fenced backyard provides additional privacy around the screened outdoor retreat.

LIVING & DINING
The beautifully appointed living room features comfortable coastal furnishings, nautical accents, a fireplace, and a 75-inch Smart TV—an inviting setting for movie nights, game days, or relaxing after the beach.

Twin Oaks offers two dining areas. The casual dining area in the family room is perfect for breakfast, coffee, and relaxed everyday meals. The separate formal dining area provides an elegant setting for group dinners, celebrations, and memorable evenings together.

KITCHEN & COFFEE BAR
The spacious kitchen is fully equipped for everything from a quick breakfast to a complete group dinner. It includes modern appliances, generous counter space, cookware, dishes, glassware, utensils, and serving essentials.

A stocked coffee bar with drip and Keurig options makes mornings easy, with coffee, tea, sugar, and creamers provided.

TECHNOLOGY & COMFORT
Twin Oaks is pet-friendly for approved dogs and includes high-speed Wi-Fi, central air conditioning, Smart TVs, keyless self-check-in, a washer and dryer, quality linens, bath and pool towels, and practical starter supplies.

ELEVATE YOUR STAY
Through Kermay Escapes, guests may inquire about private in-home chef experiences, celebration dinners, group cooking classes, restaurant reservations, activity planning, specialty equipment rentals, and local excursions.

Optional experiences are subject to availability and may require an additional charge.

LOCATION
Twin Oaks is located in a peaceful Largo neighborhood with convenient access to Indian Rocks Beach, Gulf Coast communities, restaurants, parks, shopping, and family attractions.

Indian Rocks Beach is approximately 5–10 minutes away, depending on traffic and beach parking. Clearwater Beach, Madeira Beach, John's Pass Village, Dunedin, and St. Petersburg attractions are also an easy drive away.

Before you arrive, you'll receive check-in instructions, a digital house guide, local recommendations, and everything you need for a smooth stay.

Guests have private access to the entire home and fully fenced backyard, including all four bedrooms, three bathrooms, the year-round pool, screened lanai, Tiki Bar, two propane fire-pit gathering areas, grill, casual and formal dining areas, kitchen, living spaces, dedicated workspace, and laundry facilities.

Self-check-in is available through the front-door smart lock. We will provide your unique access code and complete arrival instructions before check-in.

Complimentary parking includes two garage spaces and two driveway spaces. Two to three additional street spaces may be available in front of the home on a first-come, first-served basis.

Guests lead the conversation with us, and we’re happy to help. Please message us with any questions through the booking app.

NEARBY BEACHES, ATTRACTIONS & LANDMARKS
Twin Oaks provides a peaceful coastal-luxury home base near Indian Rocks Beach, Gulf Coast communities, waterfront restaurants, parks, shopping, and family attractions.

BEACHES & WATERFRONT COMMUNITIES
• Indian Rocks Beach – approximately 3 miles | 5–10 minutes
• Belleair Beach – approximately 5 miles | 10–15 minutes
• Madeira Beach – approximately 7 miles | 15–20 minutes
• Clearwater Beach – approximately 8 miles | 20–25 minutes
• John’s Pass Village & Boardwalk – approximately 9 miles | 20–25 minutes
• Downtown Dunedin – approximately 11 miles | 20–25 minutes

FAMILY-FRIENDLY ATTRACTIONS
• Walsingham Park – approximately 2 miles | 5 minutes
• Florida Botanical Gardens – approximately 3 miles | 5–10 minutes
• Heritage Village – approximately 3 miles | 5–10 minutes
• Splash Harbour Water Park – approximately 3 miles | 5–10 minutes
• Largo Central Park – approximately 5 miles | 10–15 minutes
• Treasure Island Fun Center – approximately 7 miles | 15 minutes

SHOPPING, DINING & ENTERTAINMENT
• Indian Rocks Beach restaurants and waterfront dining – approximately 3 miles | 5–10 minutes
• Seminole City Center – approximately 5 miles | 10–15 minutes
• Downtown Largo – approximately 5 miles | 10–15 minutes
• Downtown Clearwater – approximately 8 miles | 15–20 minutes
• Downtown St. Petersburg – approximately 18 miles | 30–35 minutes

AIRPORT ACCESS
• St. Pete–Clearwater International Airport (PIE) – approximately 10 miles | 15–20 minutes
• Tampa International Airport (TPA) – approximately 22 miles | 30–40 minutes

Both airports offer rental-car services and convenient access to Uber, Lyft, taxis, and other ground transportation.

Whether you’re planning beach days, waterfront dining, family outings, shopping, or evenings beside the private pool and Tiki Bar, Twin Oaks keeps your group close to many of the central Gulf Coast’s most popular experiences.

Distances and driving times are approximate and may vary with traffic, construction, special events, and seasonal beach activity.

The best way to get around is by vehicle, golf cart, or bicycle; rideshare companies are readily available in the area. Indian Rocks Beach is a five-minute drive from the house; Clearwater is a 15-minute drive away; Gulfshore Boulevard and all Beach access from the house are an easy drive, and St. Pete is about a 20-minute drive.

ARRIVAL & DEPARTURE
Check-in begins at 4:00 PM, and checkout is by 11:00 AM local time.

Checkout instructions will be emailed during your stay, are also available in the digital Welcome Book, and may include an option to purchase a later checkout when scheduling allows.

EARLY LUGGAGE DROP-OFF
Early luggage drop-off may be available with advance approval. Message us before arrival, and we’ll do our best to accommodate your request.

POOL AVAILABILITY & HEATING
The private pool is available year-round and may be enjoyed 24 hours a day. Pool heating is included in the advertised rate from November through March.

Heating performance and water temperature may vary during unusually cool weather.

Guests using the outdoor area at night must observe quiet hours from 10:00 PM to 9:00 AM.

ACCESSIBILITY
Twin Oaks is a single-story home with one small step through the front entrance and no other steps inside the home or leading to the pool area.

Entryways are illuminated. The property does not have entrance handrails, a separate pool safety gate, or ADA-specific modifications. Contact us before booking with questions about a particular accessibility need.

FLORIDA’S TROPICAL ENVIRONMENT
Florida’s tropical setting is part of what makes the area special. Guests may occasionally notice geckos, lizards, frogs, insects, or other small wildlife around the property.

These natural visitors are common in Florida and may occasionally appear even though the home receives regular professional pest-control service.

REGULATORY INFORMATION
QUIET HOURS: 10 PM–9 AM per Pinellas County Ordinance No. 25-15 (Code § 22-319)
State License Number: DWE6218164
County Certificate of Use Number: STR-A-25-00840

Unique Benefits

ELEVATE YOUR STAY
Through Kermay Escapes, guests can book a private in-home chef experience with Chef John Capponi of Capponi Culinary - intimate dinners, celebration menus, and group cooking classes. Concierge services are available for restaurant reservations, activity bookings, beach gear delivery, experiences we bring to you, and local excursion planning - just ask!

Why Kids Love It

There are so many wonderful things for children and families to enjoy around St. Petersburg and St. Pete Beach! Whether your family loves beaches, animals, boating, nature, museums, amusement parks, or indoor adventures, you’ll find plenty of options nearby.

Beaches & Waterfront Fun
St. Pete Beach – Beautiful white sand, gentle Gulf waters, swimming, shell collecting, sandcastles, and spectacular sunsets.

Pass-a-Grille Beach – A quieter, charming beach that is especially nice for families and sunset walks.

Upham Beach Park – Convenient beach access, swimming, restrooms, and nearby casual restaurants.

Madeira Beach – A family-friendly beach located close to John’s Pass Village.

Treasure Island Beach – A wide beach with plenty of space for games, kites, and family activities.

Fort De Soto Park – Beaches, nature trails, playgrounds, picnic areas, kayaking, fishing, a historic fort, and a designated dog beach. Fort De Soto Park

St. Pete Pier and Spa Beach – A splash pad, marine-themed playground, small beach, fishing areas, restaurants, and waterfront views. Many activities at the Pier are free. St. Pete Pier

Beach chairs, umbrellas, towels, wagons, and coolers are provided at our Kermay Escapes homes to help make family beach days easier!

Dolphins, Boats & Pirate Adventures

Royal Conquest Pirate Ship at John’s Pass – An interactive pirate cruise featuring games, stories, music, dancing, treasure hunts, and possible dolphin sightings. Pirate Cruise

Dolphin Quest – Family-friendly dolphin-watching and sightseeing cruises from John’s Pass. Dolphin Quest

Shark Boat – A high-energy sightseeing ride aboard a shark-shaped boat departing from John’s Pass.

Hubbard’s Marina – Dolphin cruises, sunset cruises, fishing trips, and island excursions. Hubbard’s Marina

Shell Key Shuttle – Family trips to Shell Key Preserve for shelling, wildlife watching, swimming, and dolphin sightings. Shell Key Shuttle

Egmont Key Excursions – Boat trips offering beaches, snorkeling, wildlife, historic ruins, and a lighthouse. Availability varies by operator and season.

Kayaking and Paddleboarding – Rentals and guided trips are available around St. Pete Beach, Shell Key, Weedon Island, and Fort De Soto.

Animals, Marine Life & Nature
Tampa Bay Watch Discovery Center – Located at the St. Pete Pier, with hands-on exhibits about Tampa Bay’s marine animals and coastal environment. Discovery Center

Sunken Gardens – A tropical botanical garden with waterfalls, flamingos, colorful birds, turtles, koi ponds, and winding pathways. Sunken Gardens

Boyd Hill Nature Preserve – Walking trails, Florida wildlife, birds of prey, nature programs, and tram tours. Boyd Hill Nature Preserve

Weedon Island Preserve – Boardwalks, observation areas, hiking, kayaking, wildlife viewing, and a cultural and natural-history center. Weedon Island Preserve

Clearwater Marine Aquarium – Home to rescued dolphins, sea turtles, stingrays, otters, and other marine animals. Clearwater Marine Aquarium

ZooTampa at Lowry Park – Animals, wildlife encounters, children’s rides, splash areas, and seasonal family events. ZooTampa

Museums & Educational Adventures
Great Explorations Children’s Museum – One of the best choices for younger children, with interactive exhibits encouraging creative play, science, art, building, and imagination. Great Explorations

The Dalí Museum – Fascinating art, imaginative architecture, gardens, family activities, and interactive experiences that older children and teenagers may especially enjoy. The Dalí Museum

Museum of the American Arts & Crafts Movement – Colorful decorative art, architecture, and family programming. MAACM

Great Explorations and Sunken Gardens Combination – These two attractions are next to one another, making them easy to combine into one family outing.

The Florida Aquarium – Sharks, sea turtles, penguins, stingrays, wetlands exhibits, touch experiences, and a children’s splash area. The Florida Aquarium

Glazer Children’s Museum – Hands-on exhibits where children can build, create, explore, climb, and role-play. Glazer Children’s Museum

MOSI—Museum of Science & Industry – Interactive science exhibits and activities particularly suited to school-age children. MOSI

Amusement Parks & Bigger Adventures
Busch Gardens Tampa Bay – Roller coasters, children’s rides, live entertainment, animal habitats, and Sesame Street Safari of Fun for younger guests. Busch Gardens

Adventure Island – Tampa’s seasonal water park with slides, pools, splash areas, and attractions for different ages. Adventure Island

Dinosaur World – Outdoor dinosaur displays, fossil activities, playgrounds, and interactive children’s attractions. Dinosaur World

Tampa Bay CityPASS – Families planning several major attractions may want to compare CityPASS, which can include

Busch Gardens, The Florida Aquarium, ZooTampa, Clearwater Marine Aquarium, MOSI, or Glazer Children’s Museum. Tampa Bay CityPASS

Mini-Golf, Games & Active Fun
Smugglers Cove Adventure Golf – Pirate-themed miniature golf with caves, waterfalls, and live alligators at its Madeira Beach location. Smugglers Cove

Polynesian Putter – A classic, casual miniature-golf course on St. Pete Beach. Polynesian Putter
Treasure Island Fun Center – A large indoor arcade with classic and modern games, prizes, and family entertainment.
Treasure Island Fun Center

Splash Harbour Water Park – Water slides, a lazy river, splash areas, and pools in nearby Indian Rocks Beach. Day-pass availability can vary. Splash Harbour

Vertical Ventures – Indoor rock climbing with options for children, teenagers, beginners, and experienced climbers. Vertical Ventures

Sky Zone Trampoline Park – Trampolines, jumping activities, climbing, and indoor family play. Sky Zone
Astro Skate – Traditional indoor roller skating and family skate sessions. Astro Skate

Free or Low-Cost Family Activities
*Play in the splash pad and marine-themed playground at the St. Pete Pier.
*Walk the Pier, visit Spa Beach, and watch boats and pelicans along the waterfront.
*Explore John’s Pass Village & Boardwalk, where children can watch boats, look for dolphins, enjoy ice cream, and browse the shops. John’s Pass
*Walk the trails and boardwalks at Sawgrass Lake Park, where families may see birds, turtles, and alligators from a safe distance. Sawgrass Lake Park:
*Visit the playgrounds and waterfront paths at Vinoy Park, North Shore Park, and Crescent Lake Park.
*Watch a Gulf Coast sunset from St. Pete Beach, Pass-a-Grille, Madeira Beach, or Treasure Island.
Search for shells, build sandcastles, fly kites, or enjoy a family picnic on the beach.

Great Choices for Rainy or Very Hot Days
*Great Explorations Children’s Museum, The Florida Aquarium, Glazer Children’s Museum, MOSI, Treasure Island Fun Center, Vertical Ventures, Sky Zone, Astro Skate, The Dalí Museum, and the Museum of the American Arts & Crafts Movement are all good options when your family needs an indoor activity.

Hours, admission prices, age or height requirements, and reservation policies can change, so we recommend checking each attraction’s website before visiting. If you let us know your children’s ages and interests, we would be delighted to help you narrow down the best choices for your family!

Favorite Places To Eat

Our Favorite Local Restaurants

One of the best parts of visiting St. Petersburg is the amazing food! Whether you’re craving fresh seafood, a casual bite, a great brunch, or somewhere special for dinner and cocktails, there’s no shortage of delicious options nearby.

We’ve put together a list of some of our personal favorite restaurants to help take the guesswork out of deciding where to eat. These are places we love and recommend to our own friends and family. From waterfront dining and local seafood to hidden gems and St. Pete favorites, we hope you’ll have a chance to try a few during your stay.

Have something specific in mind? Send us a message! Whether you’re looking for a romantic dinner, family-friendly restaurant, brunch, waterfront dining, or a fun night out, we’re always happy to share a recommendation.

Enjoy exploring—and bon appétit!

Hurricane Eddies: 1407 Gulf Blvd, Indian Rocks Beach
(Full Liquor, local beach bar with a fun atmosphere, pool tables, darts, games, with plenty of TVs to watch your favorite sports teams. Located on Indian Rocks Beach, with friendly locals & tourists from all over the world. Great Vibes & Great Times!

PJ's Oyster Bar: 415 2nd St, Indian Rocks Beach, .
Laid-back, kid-friendly seafood cafe with sports walls plastered with dollar bills & kitschy accents. Serves happy hour food. Serves great cocktails

Conch Republic: 16699 Gulf Blvd, North Redington Beach,
Come down to the islands for some great food, lively cocktails, and the friendliest staff on the beach. We specialize in serving great food - we hand-cut all our own steaks and fish, and make everything (really, everything) from scratch.

Monsta Lobster: 125 Gulf Blvd, Indian Rocks Beach,
Your ultimate destination for fresh, Northeastern-inspired seafood right here in the heart of Indian Rocks Beach.


Crabby Bills: 401 Gulf Blvd, Indian Rocks Beach, . With over 40 years in business, the Original Crabby Bill’s stands as the epitome of a family legacy intertwined with the Indian Rocks Beach community, offering fresh, no-frills seafood in Tampa Bay, Florida.

Caddys (4 Locations): Caddy’s Waterfront is a collection of the best waterside and beachfront restaurants on Florida’s West Coast. Find a Caddy’s near you.

Villa Gallace Italian Cuisine: 109 Gulf Blvd, Indian Rocks Beach,

Coconut Charlies, 17120 Gulf Blvd. N., Reddington Beach,

Miller’s Ale House: 7695 113 Street, Seminole, ,

E & E Stakeout Grill: 100 Indian Rocks Rd N, Belleair Bluffs, ,

Salt Rock Grill: 19325 Gulf Blvd., Indian Shores, . Salt Rock Grill is a legendary beach landmark that has a burning passion for delectable food, enticing drinks, and pleasurable surroundings.

The Columbia - Sand Key: 1241 Gulf Blvd., Clearwater, , a Traditional Spanish restaurant and a branch of a long-standing local chain dating back to 1905. /sand-key-clearwater

Guppy's On the Beach: 1701 Gulf Blvd, Indian Rocks Beach,
Guppy’s Restaurant is on Gulf Blvd in Indian Rocks Beach, serving delicious creations in a casual but modern setting.

VIP Lounge Mexican Restaurant: 213 Gulf Blvd, Indian Rocks Beach,
Tex-Mex plates & American classics doled out in an easygoing restaurant with a bar & a patio.

The Friendly Fisherman: 150 John’s Pass Boardwalk, Madeira Beach ,

Scully’s Seafood Restaurant: 190 Boardwalk Pl, Madeira Beach, ,

Mad Beach Cantina: 13205 Gulf Blvd., Madeira Beach,

BEACH BARS

Coconut Charlie's Beach, 6100 Gulf Boulevard,

Jimmy B’s Beach Bar,

Inside Scoop

Relaxed Gulf Coast living with the best of St. Pete close by.
Where laid-back beach days meet colorful city nights.
A casual coastal atmosphere with something for every generation.
Close to the Gulf, connected to St. Pete, and designed for time together.
Private-home relaxation near beaches, culture, dining, and adventure.
Experience the easygoing spirit locals love about St. Pete.
Come for the beaches; return for the atmosphere.
Gulf sunsets, local flavor, and room to relax.
The best of coastal Florida—casual, colorful, and welcoming.
Your comfortable home base between the Gulf and downtown St. Pete.