Holiday rentals with a fireplace in Pinellas County

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!!!

Island Time House #1 Pinellas Trail

Island Time House #1 is located across from The Pinellas Trail. Walk to Taylor Park , Largo Medical. Fifteen minutes to Clearwater Beach, a mile to Largo Mall. Updated single story three bedrooms two baths house located in a quiet residential neighborhood. This property is handicapped friendly with no steps to enter. Decorated in a tropical decor. Relax on back screened in porch, or sit in the front yard in the cul de sac. Beautifully landscaped grounds. Privacy fenced. Relax on Island Time.

The Palm Villa-Pool, Sauna, Hot tub, theater, golf

Welcome to The Palm Villa—a thoughtfully curated luxury retreat designed for guests who value calm, privacy, and refined comfort. Inspired by tropical elegance, this serene villa blends lush surroundings with modern sophistication, creating the perfect escape for relaxation and indulgence. ☆ 5 miles to beach ☆ ☆ pool , Sauna , Hot tub, Fire pit , BBQ grill ☆ Movie , karaoke, Pool Table, Foosball, Basketball, Golf , Bowling, Yoga ☆ Fully stocked kitchen and Coffee ☆ Home office work station

A Coastal Hideaway

Relax with the whole family at this peaceful and fun place to stay. Enjoy your family time playing ping pong, arcade game and oversized Connect 4. You are 14 minutes from the beaches. Also, do you love pickleball or golf there are courts and beautiful bardmoor country club within minutes. Enjoy boating / jet skiing or have a work trailer we have room for it all. Enjoy our beautiful home on a quiet culdesac, with very large screened front and back screened porches. This place has it all.

Stars by the Sea - Cozy home close to beaches

Our home is beautifully updated, fully furnished and decorated in a beach theme. The master bedroom has a comfortable king size bed and the second bedroom has a queen. We have a beautiful pond in the back. Perfect for you to relax and BBQ while enjoying our wonderful Florida weather. The house has a Smart TV, Internet w/Wi-Fi, dishwasher, washer, dryer, and much more. Everything you need to make your stay perfect. We are close to great shopping, dining and to some of Florida's best beaches.

The Euclid Bungalow l 5 Mins from downtown St Pete

This Quaint 3bd/3ba Bungalow, originally constructed in the early 20th century, creates a perfect marriage between historical elegance and contemporary convenience. Located in the historic Euclid St. Paul neighborhood of St. Petersburg, this spacious 1925 masterpiece is perfectly situated for all local destinations. -2000 sqft 2 story house -Beautiful front patio & deck with pergola - In ceiling speakers - 5 minutes to downtown / 15 to the beach -Ample parking with fenced in yard.

Insta-worthy Pool & Game Room; Luxury Florida Home

Welcome to your dream oasis 5 min away from top beaches! Swim in your, luxury HEATED pool and properly take in the Florida sun on the tanning ledge. Improve your short game on the green. Dine al fresco or in the formal dining room then share stories around the fire pit. Head inside where a game table, pool table, arcade, and bar are waiting for you. Choose from two massive sectionals for your movie night before retreating to a cozy bedroom. Book now for your perfect Florida vacation!

Gorgeous Heated Pool House Near Gulf Beaches!

*****AVAILABLE TODAY - (JUNE 10, 2026) - BOOK NOW!!! 🏡 Make unforgettable memories in this inviting 4-bedroom, 1-bathroom heated pool home that comfortably sleeps up to 10 guests—perfect for families and groups. Just 20–25 minutes from St. Pete–Clearwater International Airport and 10–15 minutes from Tampa International Airport, plus only 25–30 minutes to top beaches like Clearwater Beach, Madeira Beach, and St. Pete Beach. 🏊🏻‍♂️ FREE POOL HEATING FOR A BETTER, COZIER STAY ✨

Hot Tub, Fire Pit & Ping Pong! Pet Friendly 3B

Newly Renovated Home in Safety Harbor | Walk or Bike to Downtown - Bikes provided | BBQ & Yard Games in the fenced-in Yard Our large 3B/2B historic home can sleep up to 8 guests! New finishes and furnishings, a new washer/dryer, and an outdoor area perfect for the family! Grill in the backyard, play cornhole or ping pong, or foosball upstairs in the kids room! Walk or bike over to downtown - we provided the bikes for you! Pets welcome!

5 STAR! Hot Tub-freeHeated Pool 4BD/2Ba 2 King bed

PARADISE best describes this GORGEOUS newly renovated VACATION HOME!! 4 bed room 2 bath HEATED POOL and GIGANTIC HOT TUB! 7 miles to the many local sugar sand gulf beaches and 3/4 mile away from grocery stores , Local ER, MANY restaurants, banks and gas stations/ convenience stores, GOLF COURSE, hair and nail salons, Walmart . Swimming POOL IS HEATED FOR FREE 80-85 degrees from oct 15 - april 15 seasonally SUPER FAST WIFI 571 mbps

Cozy Stylish Home w/ Heated Pool & Big Parking

Welcome to Your Cozy & Stylish Home with Heated Pool + Big Parking! Our newly renovated house combines modern style and cozy comfort with rare amenities you’ll love – a heated private pool and a large parking area for up to 8 cars or even an RV. Perfect for a family trip, a friends’ getaway, a work retreat, or just a relaxing stop on your road adventure – this home is designed to make every stay easy and enjoyable!

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...