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Premium Vacation Rentals in St. Petersburg, FL

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KERMAY ESCAPES

Vacation Rentals on Florida's West Coast

At Kermay Escapes, vacations feel effortless. We offer beautiful Florida vacation homes minutes from stunning, award-winning beaches. Our thoughtfully designed homes are fully equipped with each offering a different experience. Whether you’re looking for a fun, poolside getaway, an elevated coastal retreat, or a calm, family-friendly escape, we have a home to match your vibe. With private pools, wheelchair-friendly options, and concierge services available, we make sure everything is ready so guests can relax from the moment they arrive.

A crystal-clear screened pool surrounded by lush tropical palms and banana trees at Twin Oaks Coastal Luxury in Largo, FL — your private backyard oasis just 5 minutes from the beach.
The heart of the backyard: a covered Tiki Bar with high-top seating, wicker lounge furniture, and a stone fire pit table — all steps from the pool at Twin Oaks Coastal Luxury.
A beautifully appointed coastal living room featuring a white brick fireplace with blue accents, a marlin wall sculpture, built-in shelving, and plush nautical-themed seating at Twin Oaks Coastal Luxury.
Palm Paradise, the primary suite at Twin Oaks Coastal Luxury, features a king bed with soft seafoam linens, warm pendant lighting, hardwood floors, and a private ensuite with rain shower.
A bright, airy second living space with white slipcovered sofas, a distressed wood coffee table, starfish accents, and large plantation shuttered windows overlooking lush Florida greenery.
A fully equipped kitchen with granite countertops, white shaker cabinets, stainless steel dishwasher, and a view into the sunlit dining room — everything a large group needs for gourmet meals at Twin Oaks.

Twin Oaks | Pool & Tiki Bar | 5 Min Beach

Largo, FL

  • 10 Guests
  • 4 Bedrooms
  • 3 Baths

From $ 296 / Night

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Private pool surrounded by tropical palm trees at Tropical Disco vacation rental, St. Petersburg Florida
Retro 70s disco lounge with coral sectional sofa, palm-pattern ceiling, disco ball and neon sign at Tropical Disco vacation rental St. Petersburg FL
Open plan living room and kitchen with breakfast bar, smart TV and ocean mural at Tropical Disco 4-bedroom vacation rental in St. Petersburg FL
Primary king bedroom with tropical palm mural, neon sign and barn door ensuite at Tropical Disco vacation rental St. Petersburg Florida
Queen bedroom with luxurious bedding and blue geometric wallpaper in Good Vibrations retro theme at Tropical Disco St. Petersburg Florida
Two full beds with yellow frames and ocean wave wallpaper in the Sunshine Retreat room at Tropical Disco vacation rental St. Petersburg Florida

Tropical Disco | Pool & Fire Pit | St. Pete Beach

Gulfport, FL

  • 10 Guests
  • 4 Bedrooms
  • 2 Baths

From $ 215 / Night

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Screened-in private pool at Sun Oasis, a vacation rental in St. Petersburg, FL — crystal-clear water, lounge chairs, and lush tropical landscaping in a fully fenced backyard.
Golden-hour fire pit at Sun Oasis — teal Adirondack chairs, real wood flames, lush tropical palms, and a screened pool glowing in the background. The perfect Florida evening.
Sun Oasis game room featuring a full-size foosball table, board games, and coastal beach decor — a dedicated space for family fun steps from the living room.
Open-concept living room at Sun Oasis with a large smart TV, fireplace credenza, coastal turtle artwork, beachy blue-and-white decor, and views straight through to the fully equipped kitchen.
Primary bedroom at Sun Oasis — king bed with tropical palm-print linens, wall-mounted smart TV, and direct sliding glass door access to the private screened pool.
Fully equipped kitchen at Sun Oasis with stainless appliances, warm wood cabinetry, butcher-block island, and playful sea-turtle accents — everything a group needs to cook in style.

Sun Oasis | Game Room, Pool | Near Beach

St. Petersburg, FL

  • 8 Guests
  • 3 Bedrooms
  • 2 Baths

From $ 199 / Night

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Elevating Every Moment of Your Stay

Whether you're planning a celebration, a family gathering, or a relaxing coastal escape, Kermay Escapes offers vacation homes and services designed to fit the occasion. From private pools and large group accommodations to concierge planning, in-home experiences, and premier local excursions, every stay can be tailored to match your vision. However you choose to experience St. Petersburg, we provide the space, comfort, and support to make it seamless.

Private Pools

Large Group Stays

Bachelorette/Bachelor Party Stays

Concierge Services

Private Chef

In Home Experiences

Wheelchair-Friendly

Local Beaches & Attractions

Premier Fishing Charters

Why Kermay Properties

24/7 Support

Our team is available 24/7 during your stay, ensuring prompt support and peace of mind whenever you need assistance.

Competitive Rental Rates

Discover the most affordable short-term house rentals available - save 10% by booking directly on our website.

Smart Lock Key-Less Check-in

Enjoy digital keyless check-in at our carefully designed homes. If you need assistance, we are a phone call away.

Luxury Amenities

Indulge in amenities designed for comfort and convenience, from private pools and fully equipped kitchens to personalized in-home experiences.

Highest Cleaning Standards

We adhere to the highest cleaning standards, ensuring a spotless environment for every guest upon arrival and paying special attention to every detail to provide a comfortable and safe stay.

Privacy & Confidentiality

Enjoy complete privacy throughout your stay, with every detail handled thoughtfully to ensure a secure, comfortable, and confidential experience.

Premium Amenities for Your St. Petersburg Getaway

MORE THAN JUST A BEAUTIFUL HOME

 

At Kermay Escapes, we believe the details make all the difference, which is why our thoughtfully prepared homes and personalized services are designed to make your time in St. Petersburg effortless, comfortable, and truly memorable. You choose the home that fits your vision, and from personalized arrivals to private in-home experiences, we’ll take care of the rest so you can relax, gather, celebrate, and simply enjoy your getaway.

  • In-Person Welcome & Tour
  • Personalized Arrival Gift
  • Concierge Services
  • Around-the-Clock Maintenance
  • In-Home Wellness & Yoga Playcation
  • Private Chef
  • Spa Services brought to you
  • Beach Essentials Included
  • Private Pools

DON'T TAKE OUR WORD FOR IT

VERIFIED CUSTOMER REVIEWS

Makayla Hogenson

JULY 20, 2026 - From Airbnb AirBNB

We loved it here! It was a perfect spot for...

We loved it here! It was a perfect spot for our friend’s bachelorette party! 🦩

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Amanda Reed

JULY 17, 2026 - From Airbnb AirBNB

Cute fun place to stay! The house has everything you...

Cute fun place to stay! The house has everything you need from a fully stocked kitchen to everything you need for the beach. We loved the pool!

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Jessica Potashner

JULY 09, 2026 - From Airbnb AirBNB

Nice and quiet home. Our family enjoyed their stay.

Nice and quiet home. Our family enjoyed their stay.

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Ivan Martinez

JULY 07, 2026 - From Airbnb AirBNB

The house was beautiful kids loved the pool location wasn’t...

The house was beautiful kids loved the pool location wasn’t great for our family simply because it was a 30 min drive to Clear water beach/ Indian rocks beach. Master didn’t have a bathroom inside of the bedroom thats about the only downside other than that the host were very good on responding fast and making sure we were comfortable. If we are in the area we would definitely consider staying here again! 👍👍

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Allison Johnson

JULY 05, 2026 - From Airbnb AirBNB

The house is beautiful and we enjoyed the pool and...

The house is beautiful and we enjoyed the pool and covered lanai. Close to the beach and hosts provide beach chairs, umbrellas, coolers, wagon, etc to make trips to the beach very easy. Highly recommend!

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Marlon Ramirez

JULY 04, 2026 - From Airbnb AirBNB

Great property and attentive hosts!

Great property and attentive hosts!

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Jade Sainty

JUNE 30, 2026 - From booking.com Booking.com

Was such a pleasure to stay here 5 adults ,...

Was such a pleasure to stay here 5 adults , 1 teen and a baby . Positive: It was well equipped we didn’t need to buy anything or look hard for anything as it was all clearly labeled , it’s extremely clean and all the little touches were lovely . Negative: N/A

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Nicole Leonhardt

JUNE 29, 2026 - From Airbnb AirBNB

Amazing stay and hosts! Thank you again for having us...

Amazing stay and hosts! Thank you again for having us ❤️

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From the Kermay Escapes Blog

Best Dinner Restaurants in St. Petersburg, Florida

St. Petersburg's wide variety of dinner restaurants offers rooftop views and authentic international cuisines perfect for every occasion. Whether you’re looking for a romantic date night, a girls' getaway dinner, or a relaxed family meal, we have a recommendation for you.

Saturday Mornings in St. Petersburg

There’s something special about a Saturday morning spent in St. Pete. These local favorites are our go-to places for good food, live music, and that laid-back coastal morning feeling.

The Best Bars in Downtown St. Petersburg

Downtown St. Petersburg has a lively, social nightlife scene that is perfect for vacation groups. You’ll be able to walk the full strip of bars along Central Avenue and 2nd Street North, making it easy to experience multiple spots in one night.

The Best Beaches Near St. Petersburg, Florida

One of the biggest reasons people visit St. Pete is for the beaches. Kermay Escapes properties are located just minutes from many of the award-winning beaches, and it’s hard to pick a favorite. Here are just some of the best beaches in the area we recommend visiting.