Tiny house holiday rentals in St. Petersburg

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!!!

Value · Family · Walkability

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.

Value · Family · Sleep quality

Relaxing Coastal Getaway w/ Jacuzzi & Private Yard

Short-Term Rental Studio Near the Beach — Relax, Unwind & Enjoy Privacy Escape to our cozy studio designed for vacations with friends, romantic getaways, or even a productive business trip — all just 3 miles from the beautiful Gulf beaches. Step outside into your private backyard oasis, featuring both sunny and shaded seating so you can lounge however you like. Enjoy a peaceful garden setting, a comfortable outdoor dining area, and a BBQ grill perfect for laid-back evenings at home. Inside, y

Value · Location · Biking

Charming private guest house.

Enjoy a private guest cottage tucked behind a beautifully restored historic Davis Islands home. The cottage, like the neighborhood, is exceptionally charming with a warm, coastal character that makes it special. It is close to so much, including downtown Tampa, Benchmark Arena, cruise port, waterfront parks, restaurants, cafes, and popular local attractions. Perfect for relaxing stays, it’s an ideal escape for couples or solo travelers looking for comfort, privacy, and a touch of island charm.

Family · Value · Walkability

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.

Family · Location · Walkability

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.

Value · Family · Outdoor spaces

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.

Family · Value · Amenities

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.

Value · Family · Beach

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!

Family · Location · Getting around

Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

Just steps from vibrant Beach Drive, this cozy converted garage studio is your ideal base for exploring. Unwind in your private rental equipped with a queen bed, desk and mini kitchen. Enjoy your private full bathroom and outside enjoy your private patio. Cruiser Bikes are provided for exploring local scenes, culinary gems, as well as museums and the nearby North Shore Park with beach and pool. Experience privacy with this cozy downtown rental for an unforgettable St. Pete adventure!

Location · Family · Condition

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, pond, fire pit, hammocks, greenhouse, and we even have rabbits! Our goal is not just to offer you a place to stay but an experience you’ll cherish forever

Value · Family · Layout

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.

Location · Value · Amenities