Holiday rentals in Pinellas County

4.96 out of 5 average rating, 190 reviews

Guest house in Seminole

Quiet & Cozy Guesthouse minutes to the beach.

Newly remodeled, quiet and cozy guest house on a cul de sac. Great location close to shopping/restaurants, 4 miles to Gulf Blvd where you will find many beautiful beaches, Clearwater, St Pete etc. 1 Bedroom, queen bed, and sofa bed in living room which pulls out to a queen bed. Full kitchen with all the extras. Cable TV, WiFi, 1 private parking spot (can accommodate 2 or recreational vehicle just need a heads up). Access to washer/dryer for stays 4 nights or more. No pets, no children under 8.

Guest suite in St. Petersburg

4.98 out of 5 average rating, 919 reviews

Private Guest Suite 2 miles from Beach

Private, small completely renovated Guest Suite with Private parking, private separate entrance with deck. Space is best for 1-2 people: small, but thought out. 2 miles from Treasure Island beach. 2.5 miles from the St Pete beach! Beautiful quaint neighborhood. Near great fishing spot Kitchenette Full Bathroom Comfy queen size bed Cool AC unit ❗️WE HAVE GREAT REVIEWS, but please view before booking “Is this guest suite right for you” below under “things to note” to have the trip you desire

Superhost

Flat in St. Petersburg

4.85 out of 5 average rating, 258 reviews

Charming fully renovated studio apartment & patio

Charming completely renovated studio apartment in quiet St. Pete neighborhood sits below another apartment. Studio has dishes and glasses, pots, pans, utensils, linens, etc. The apartment has a kitchenette with a table top burner with two burners (no oven) a medium-sized fridge, microwave, convection oven & coffee maker. Furnishings: Full-sized bed (new as of June 2024), table, chairs, bookcases, wardrobe. French doors lead to patio; new appliances and small shower, TV and cable/internet.

4.89 out of 5 average rating, 172 reviews

Home in Gulfport

Gecko House Unit #1

Romantic little apartment which is the lower left half of the house next to Downtown Gulfport. Here you will find many shops, restaurants, and even a dancing hall a short walk away. Enjoy live bands during the day and Karaoke at night at some of the greatest bars in Florida. Not to mention, one of the best beaches is right next door. It even contains beach volleyball nets for daily use. Take a stroll down to the pier and enjoy the sites of the marina, or enjoy a beautiful sunset at night.

4.95 out of 5 average rating, 204 reviews

Guest suite in Seminole

Private Entrance Guest suite WiFi, Priv yard

Beautifully decorated with hand painted oil, acrylic paintings. Large 400 ft unit. New Updated shower2024, AC split you can control. A portion of the side yard ( as pictured ) has been fenced off for you. ONE animal allowed, this includes service or non- service. You DO need to notify me if you're bringing a Animal. No Cats. The suite is non shared and attached to the rest of the house. There are two Rental units on this property. Each on opposite sides of the house. This is Unit A.

Guest house in St. Petersburg

4.99 out of 5 average rating, 147 reviews

Centrally Located Cozy 1-bed Private Cottage!

This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

Guest suite in St. Petersburg

4.92 out of 5 average rating, 333 reviews

THE NEST: Separate Unit Near Beaches and Downtown

At the center of everything! Experience this well designed, separate unit in St Pete, close to attractions, downtown restaurants & bars, best beaches, Dali Museum and St Pete Pier. The Airbnb is a separately built addition with its own private entrance, queen bed, dresser, wifi, mini fridge, coffeemaker, microwave, snacks and bathroom. Free driveway parking. The space is completely sanitized for each new guest(s). All touchable surfaces are disinfected.

Guest house in Town 'n' Country

4.98 out of 5 average rating, 218 reviews

Entire Guest House near Tampa airport

Welcome to our charming guest house! Located just 12 minutes away from Tampa Airport, 20 minutes from Raymond James Stadium, and a quick 35-minute drive from Clearwater, our entire guest house offers you convenience and comfort. With a private entrance, you'll have all the privacy you need. Whether you're here for a game, a beach getaway, or to explore the city, our cozy space is your perfect home base. Book now for an unforgettable stay!

4.99 out of 5 average rating, 176 reviews

Flat in Clearwater

Welcome to your cozy studio!

This charming furnished studio apartment is the perfect blend of comfort and convenience, offering everything you need for a delightful living experience: *Fully Furnished *Comfortable Sleeping Area *Equipped Kitchenette *On-Site Laundry Room *Private Parking Space *Private Patio Prime Location: Conveniently located close to shops, restaurants, parks and just 10 minutes away from the breathtaking Clearwater Beach

5 out of 5 average rating, 191 reviews

Guest suite in Largo

Cozy Private Bedroom Suite Private Entry King Bed

Spacious private master bedroom suite with private entrance and driveway! King bed. Private spacious bathroom! Fridge, microwave, Keurig coffee maker. Located in a large home. No access to the rest of house. 5 miles to Indian Rocks Beach. 8 miles to Clearwater. 2.5 miles to Botanical Gardens and Heritage Village, both FREE! 30 minutes from Tampa airport and 20 minutes from Clearwater St Pete airport.

Superhost

Home in Largo

4.8 out of 5 average rating, 349 reviews

Cozy Beach Bungalow

Cozy apartment located in a great location in Largo. Close to hospitals and beautiful beaches. Home is very comfortable with everything you need while on your business trip or vacation. Close to largo medical and the VA. Central to clear water and Saint Petersburg. Indian Rock beach is less than 5 minutes away. Parking also on premises. Easy hassle free self check in. Please read my reviews.

Guest house in Pinellas Park

4.87 out of 5 average rating, 270 reviews

pet friendly on an equestrian farm

Cozy(600sq ft) freshly remodeled with farm view. close to beaches and downtown st. petersburg, fl. washer and dryer off kitchen, central heat and air. fresh eggs from our hens, if you want them. Smart bluray player for the tv. stalls available if traveling with own horses(extra).

Holiday rentals for every style

Get the amount of space that is right for you

Bungalows

Intimate homes, inviting architecture

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Popular amenities for Pinellas County holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Pinellas County

Superhost

4.74 out of 5 average rating, 27 reviews

Private Room in Clearwater 2

CarolRating, 5 stars1 month ago

Victoria is an exceptional host! Friendly, responsive, and goes the extra mile! She's why I keep coming back. 🥰

Private room in Clearwater

4.98 out of 5 average rating, 90 reviews

Private Bedroom/Bath Near Gulf Beaches & Airports

ErikRating, 5 stars3 weeks ago

I couldn’t believe how CLEAN everything was!!! Luis and Candace do an amazing job of keeping the space immaculate. The hosts are also extremely friendly people. I would give 6 stars if I could.

4.93 out of 5 average rating, 151 reviews

Royal Palm Room

DonnaRating, 5 stars5 days ago

Steve's place is so comfortable and relaxing. Great bed, wonderful bathroom and REALLY GREAT towels. Didn't get to meet him but I met his beautiful wife Kaya. I will be back! You don't need to look anywhere else. See you soon Steve and Kaya...

4.98 out of 5 average rating, 137 reviews

No Fees! Introverts Paradise! Still Shining!

BethRating, 5 stars6 days ago

We were so grateful to stay at Matt's place. He was so friendly and helpful... and our room included absolutely EVERYTHING visitors could possibly need!

4.95 out of 5 average rating, 124 reviews

Room chiquito for one guest, shared bathroom

KedricRating, 5 stars1 day ago

Chris was amazing!! Helpful at all times and responds quickly to messages if you have any issues. Recommended!

4.96 out of 5 average rating, 236 reviews

Fully Equipped Room with in-room private Bathroom

PalakRating, 5 stars1 week ago

Steve and his wife Ellen have been the perfect hosts. They are very nice and friendly. We shared some interesting talk together. Steve was very helpful in recommending places to visit. The room was very comfortable and cozy. Had everything needed for a perfect stay. It’s 15 minutes drive from Clearwater Beaches and 25 minutes drive from St. Petersburg.

Private room in St. Petersburg

4.96 out of 5 average rating, 150 reviews

SEPARATE ENTRANCE - Stylish Private Room

ScottyRating, 5 stars1 week ago

Extremely clean very comfortable very quiet it was my first time staying at an Airbnb. I wasn’t sure how to get in the door at the separate entrance. Her son came and helped me out and it was awesome. I had a great day and I will definitely stay again when I come back in town Thank you very much for the hospitality.