Tiny house holiday rentals in St. Petersburg

Paradise Cottage Largo Beaches 1 mile High ground

We are PARADISE COTTAGE, and the standards of super host are status quo! We're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 huge potted plants, many trees, etc we live in a lush tropical "Paradise". Our guests' highest praises include private, quiet, serene, safe and secluded; attributes we're fortunate to claim We have no neighbors while being so close to so much. Read the next section "The Space" to learn more.

Centrally Located Cozy 1-bed Private Cottage!

This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!

Private Guest House sleeps 4 w/POOL & near beach!

This adorable pool house is light and airy with plenty of room for 4. There’s a king size bed, queen pullout sofa, dining area, efficiency kitchen perfect for light cooking, oversized closet and a newly remodeled bathroom. Guests have private entrance with small yard and patio of their own, and are encouraged to use the pool and backyard anytime, which we enjoy along with our sweet dogs, Frog and Bella. 3 miles from beach and downtown, lots of restaurants and shopping centers within 1.5 miles.

Blue Moon Dome > Cozy Romantic Beach Retreat

• Full private dome house. • Walk to Florida Botanical Gardens & Pinellas Trail • 7 min to white-sand beaches, restaurants, cafes, shopping • Romantic queen bed under a skylit dome • Airy, cozy, filled with light - a perfect escape from the ordinary • Fast Wi-Fi, kitchen, private entry, free parking • Optional romantic room setups with candles, petals & treats Whether it’s a honeymoon, birthday surprise, solo reset, or anniversary adventure - Blue Moon Dome is more than a stay. It’s a memory.

A slice of paradise!

The guest cottage (approx. 300 sq ft) is separate from the main house, where we reside, with a beautiful saltwater pool to cool off in after your day's adventures! The property is 5 blocks from downtown Gulfport, with waterfront restaurants, bars, arts district, unique shopping, and beach. Close access to new tennis courts, bayside beach and minutes away from modern downtown St. Petersburg, and world-famous beaches. We are not set up to host pets or children and no unaccounted for guests.

Pelican's Nest - Tiny House

The Pelican’s Nest is a cozy tiny home designed with your comfort in mind. Enjoy relaxed, beachy vibes inside, or unwind in your private yard perfect for connecting with nature, dining outdoors, or gathering around the fire. Traveling with a pet? They’re more than welcome here. Located just one mile from Gulfport’s Beach Blvd, you’re close to local shops, restaurants, and waterfront strolls. And only six miles away, you can explore St. Pete Beach or spend the day at the iconic St. Pete Pier.

Shipwreck Bungalow

Shipwreck Bungalow, your own private paradise! Nestled in a quaint Gulfport neighborhood. Just 10 minutes from St. Pete beach, 10 minutes from lively downtown St. Pete and a few short minutes from funky downtown Gulfport. The Bungalow is surrounded by palms, tropical plants and flowers, beautiful outdoor shower, Tiki bar, heated stock tank pool, fire pit, outdoor games, grill and spacious outdoor seating area. Enjoy lounging by the pool or exploring all this sunny area has to offer!

Cozy AF Tiny-House Oasis

Awarded a *Unique Stay* by Airbnb, welcome to the **Cozy AF Tiny-House Oasis**, a rustic tiny home that started its journey as a world-traveling storage container. Now transformed into a charming cottage, it’s filled with unique and fun details waiting to be discovered. Enjoy the entire backyard, complete with a hot tub, koi pond, fire pit, hammocks, greenhouse, and even a bunny garden! Our goal is not just to offer you a place to stay but an experience you’ll cherish forever

Gulfport Art District - One Block From Beach!

Welcome to Uncle Finley's! Situated in the heart of Gulfport's Art and Waterfront District, This cottage listing is for unit A of the duplex. Step outside and walk to Gulfport Beach only one short block away, experience the highly-rated restaurants and shops, or browse local arts and crafts during the weekly Tuesday Morning Market during your stay. Want to experience more of Tampa Bay? Downtown St. Pete, St. Pete Beach, and I-275 access are only ten minutes away.

Catalina Cantina by Tampa Bay Hotspots & Airport!

Welcome to Catalina Cantina, a rustic speakeasy-inspired stay filled with overgrown greenery, exposed pipes, and unique décor touches that bring character and charm to every corner. Handcrafted with a cozy, stylish vibe, this central Tampa studio puts you just a short walk from Raymond James Stadium—home to the Buccaneers, concerts, and headlining events. Skip the traffic and parking, and enjoy a truly one-of-a-kind stay.

Madeira Beach and John's Pass #2

Beautiful new rental for your beach enjoyment. Brand new kitchens with granite counter tops and new appliances. Washer and dryers in each unit. Brand new Bathrooms with tiled showers. New tank less water heater. Private back patio with a gas grill for cooking all that fresh seafood from the Gulf of Mexico. Quiet street and walking distance to restaurants, entertainment and bike/kayak rentals and 1 block from beach.

Tiny House in Historic Ybor City

Located in the National Historic District of Ybor City (and less than 5 minutes from Amalie Arena, the convention center, downtown and cruise ports!), our little cottage stacks up perfectly with the charm of its older neighbors while featuring all the modern conveniences. Tucked away from the energy of Ybor's renowned 7th Avenue, it's a short walk to plentiful dining/entertainment options.