Holiday rentals with a fireplace in Pinellas County

Guesthouse in St. Petersburg

4.97 out of 5 average rating, 239 reviews

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!!!

Sleep qualityIndoor spacesAccess

4.99 out of 5 average rating, 113 reviews

Best Celebration - Heated Pool - Hot Tub - Arcade

🌴𝐇𝐨𝐮𝐬𝐞 𝐨𝐟 𝐏𝐚𝐥𝐦𝐬 – 𝐘𝐨𝐮𝐫 𝐏𝐫𝐢𝐯𝐚𝐭𝐞 𝐅𝐥𝐨𝐫𝐢𝐝𝐚 𝐏𝐚𝐫𝐚𝐝𝐢𝐬𝐞☀️ Escape to a luxurious tropical retreat near Florida’s best beaches, attractions, shopping, and dining. Perfect for family vacations, trips, or relaxing getaways, offers comfort, style, and the ideal location for an unforgettable stay. 📍Prime Location: ~ 5 mins to shopping & restaurants ~ 15 mins to Gulf beaches ~ 20 mins to Clearwater ~ 25 mins to Downtown St. Pete ~ 30 mins to Tampa International Airport

Sleep qualityHeatingAccuracy

Apartment in Tarpon Springs

An aerial view showcases a modern two-story house surrounded by water and greenery. A private boat dock is positioned in the foreground, along with a manicured lawn featuring a putting green and colorful kayaks. Solar panels are visible on the rooftop.

5 out of 5 average rating, 102 reviews

Waterfront studio great for Pasco scallop season!

Studio Apartment on ground level. Direct access to Gulf of Mexico w/short boat/kayak ride. Queen-size bed and pullout sofa. Microwave, coffee maker, stove top, refrigerator/freezer, 62" Smart TV, gas BBQ. Hot tub (only available from Oct 1st-May 31st) Enjoy the sun, beautiful nature of Anclote River with 3 kayaks and 3 paddle boards. Daily sightings of dolphins, manatees and many species of birds passing by. Fish right off the sea wall. Beach is a short 2-miles away. Overnight boat docking.

Indoor spacesSleep qualityLocation

Superhost

The outdoor pool, surrounded by palm trees, reflects the clear blue sky. Comfortable loungers are placed nearby, offering ample space for relaxation. The glistening water leads to views of the waterfront, enhancing the serene atmosphere of the outdoor environment.

Home in Indian Rocks Beach

4.83 out of 5 average rating, 368 reviews

Stunning views! Spot dolphins from the pool!

BTR#2114 This home has it ALL including incredible open water sunsets! Every detail has been carefully thought out and updated. This is a VERY upscale, coastal, single story waterfront home. A complete waterfront remodel w/ dock & pool that looks and feels like a new home w/ stunning water views from your own back patio! The water glistens and sparkles from 3 pm thru sunset and after, the sky is set on fire for 40 minutes. White sandy beach is only few blocks away! Amazing home inside & out!

Indoor spacesSleep qualityDecor

4.96 out of 5 average rating, 145 reviews

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.

Indoor spacesSleep qualityValue

Guest favourite

4.94 out of 5 average rating, 146 reviews

Heated Pool no xtra chrge/Hot Tub 0.7 mi to Beach

Welcome to our beach house! - Prime location! 0.7 miles to Indian Shores - Heated pool at no extra charge - Hot tub, saltwater pool, mural for photos and outdoor shower -Family friendly (pack and play, booster seat and kid friendly dishes) - Chef kitchen with double ovens -Beach essentials (beach chairs, wagon, toys and towels) - Quiet and safe neighborhood Beaches: - 2 min to Indian Shores & Redington Beaches - 10 min to Madeira & Indian Rocks - 20 min to Clearwater & St. Pete

Indoor spacesSleep qualityFamily

Apartment in St. Petersburg

4.88 out of 5 average rating, 348 reviews

Island Palm*hotel style suite*only 5 miles 2 beach

Completely private hotel style suite Queen bed with 4 inch memory foam topper. Weekly& Monthly Discounts Two guests MAX (including children) Guest suite Quiet neighborhood Quiet hours are 10 pm –9 am Off street parking - free Fabulous beaches just 5 miles from location St. Pete Pier, Busch Gardens, Adventure Island, Sunken Gardens, Clearwater Marine Center, Florida Aquarium, Dali Museum, & much more! Bay Pines Memorial Park, Seminole Lake Park FOR HEALTH REASONS NO ANIMALS!

HeatingIndoor spacesWalkability

Superhost

A spacious living area features a comfortable seating arrangement with neutral-toned sofas. A decorative area rug complements the tropical décor. A flat-screen TV is positioned on a stand, with a small lamp nearby providing ambient light. Large windows offer views of greenery outside.

4.92 out of 5 average rating, 91 reviews

Island Time House

Updated single story four bedrooms two baths house located in a quiet residential neighborhood. This property is handicapped friendly with wide entry shower. Decorated in a tropical décor. Relax on the front or back porch in a park like setting. Beautifully landscaped grounds. Excellent Safety features such as interconnected smoke detectors and fire extinguisher. Convenient location near medical facilities ,shopping malls and restaurants. Easy access to Clearwater Beach.

Indoor spacesSleep qualityBackyard

Guest favourite

4.86 out of 5 average rating, 136 reviews

Clearwater Playhouse! Heated Pool, Mini Golf

Welcome to your perfect vacation destination, with everything you could ever dream of! This wonderful home is just minutes away from some of the most beautiful beaches in the country, and has ALL the entertainment you could ask for, including a heated pool, mini golf, fire pit, bowling, & even a full play room with climbing walls, slides, & tunnels for the kids to enjoy! 10 min - Beautiful beach access 12 min - Clearwater 30 min - Tampa

Indoor spacesSleep qualityBeach

An inviting outdoor space features a swimming pool surrounded by a spacious patio. Colorful lounge chairs in turquoise and red are arranged under a shaded pergola. Lush palm trees enhance the tropical atmosphere, creating a private retreat for relaxation.

4.97 out of 5 average rating, 205 reviews

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

Indoor spacesSleep qualityCheck-in

Superhost

4.86 out of 5 average rating, 180 reviews

Pool•Hot Tub•Free EV Charger•5 Mins to Beaches

⭐️ Discover the perfect Florida escape in sunny Seminole! Just 5 minutes from Gulf Coast beaches like Madeira and Indian Rocks, this fully remodeled gem is packed with comfort and fun. Enjoy a heated & cooled pool, relaxing hot tub, shaded gazebo, cozy firepit, and dual pool/ping pong table. Stream your favorites on a 65" Smart TV with premium subscriptions, and stay connected with blazing-fast WiFi. Bonus: EV charger on-site!

HeatingSleep qualityFamily

An outdoor seating area is illuminated by string lights, featuring a table with a fire pit at its center. Two wine glasses filled with red wine are positioned next to a bottle of wine. Nearby, two red cups and several beer bottles add to the relaxed atmosphere.