Family-friendly holiday rentals in Pinellas County

Your own apartment, private with patio & driveway.

You'll have this space all to yourself. This is a private apartment, in a Triplex, centrally located in Clearwater near US Hwy 19 and Gulf to Bay Blvd. Clearwater Beach is a straight drive ahead (about 4 miles). This is a large 1 bedroom apartment that is perfect for two, but can also sleep four with the sleeper-sofa. There is a fully stocked kitchen with full size appliances, a screened in patio in the back where smoking is allowed, and a fully stocked laundry room with no extra charge.

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

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Renovated Studio 7 min from downtown St. Pete!

Take a break and unwind at this peaceful oasis.This stylish place to stay is perfect for two people. (air mattress available upon request if there is a 3rd guest). Only 7 min away from the downtown St Pete, this spacious studio is made for you and your family with all of the amenities needed for a relaxing vacation. It features a queen size bed and newly renovated bathroom, new Kitchen , patio outside for smoking, No parties allowed. No smoking 🚭in Pet's Allows

Insta Worthy Retreat - Heated pool-putt putt | Bar

Looking for a place the whole family/group can enjoy? This centrally located MODERN house is not only full of fun and style but equipped with everything you could need. Think of it as your true home away from home. Guests will love the Instaworthy Retreat with features like 5 hole mini golf, giant outdoor games, a heated pool, 5000 arcade games and of course, photo ops. Located 6 miles to the beach or Downtown St. Pete this home is the perfect place to getaway.

Charming apartment in Historic Kenwood

Cute, spacious apartment located in Historic Kenwood, which was named 2020 “Neighborhood of the year” by NUSA. Our apartment is above our large garage. Lots of charm and just enough space to spread out a little for some privacy. Located close to downtown, walking distance to lots of restaurants, breweries and bars but still a short drive to our beautiful beaches. You access the apartment through our side gate and up an exterior stairway.

SHEEK and Glam- heated pool Updated! 3 mi to beach

UPDATED modern Light and bright colorful condo w HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/rest

Cozy St Pete Suite near beaches

Enjoy a nice comfortable in law suite, fully furnished with full kitchen and grand master bathroom. Toiletries included for your convenience. Quick commute to Tyrone Mall for shopping and dining. Beautiful sandy beaches of Madeira, Redington and St Pete Beach are minutes away. Enjoy a night out on St Pete Downtown also within short distances. Feel right at home with a clean fresh and cool Florida Suite.

Two Bedroom Pool View Condo in Seminole

Fantastic pool view Two Bed/Two Bath condo in gated community centrally located in southern Pinellas county. Enjoy the pool or just lounge around! 40 minutes to Tampa Airport, 20 minutes from downtown St. Petersburg, 10 minutes to the beaches. Fully equipped kitchen and washer/dryer inside the condo for your use. Third floor condo (stairs only) with vaulted ceilings and no one above you.