
Family-friendly holiday rentals in Pinellas County
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Top-rated family-friendly rentals in Pinellas County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Minutes to Beaches w/King Bed Private Updated
This private home away from home near pristine beaches sits behind the main house in a quiet neighborhood conveniently located near downtown Clearwater, Clearwater Beach, Tampa, St Petersburg, Dunedin, Tarpon Springs, and other great towns. Restaurants, shopping, & entertainment venues. • Clearwater Beach= 4 miles / 8 minutes • Downtown Dunedin= 3 miles • Honeymoon Island= 9 miles • Tarpon Springs Sponge docks= 14 miles • Tampa Airport (TPA)= 14 miles • St Pete/Clearwater Airport (PIE)= 9 miles

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.

"Chic/cozy Petite Studio •"Spa-Inspired Shower. 1”
Welcome to your serene hideaway in Citrus Park, where modern comfort meets thoughtful design. Just 11 minutes from Tampa International Airport, and free parking on premises this stylish and private studio is the perfect spot for couples, solo travelers, or business guests seeking a peaceful and rejuvenating stay. Located in a quiet, safe, and central neighborhood, you’ll enjoy a private entrance, free on-site parking, and easy access to restaurants, grocery stores, and major Tampa attractions.

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.

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

Luxury Beach Bungalow | Walk to Dining & Sunset
Escape to paradise at Sunshine Escapes IRB! Welcome to Mango, nestled in the heart of Indian Rocks Beach. IRB is a hidden gem radiating a whimsical, small-town charm that evokes nostalgic memories of carefree childhood summers by the shore. Just ✌🏽 blocks away, the Gulf of Mexico beckons, offering pristine fluffy sand and unforgettable sunsets. As the sister cottage of Coco, Mango invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect beach getaway awaits!

Cozy Gem Near Madeira Beach With Private Patio
This cozy studio unit with its own screened-in large private patio is the perfect getaway for up to 2 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cal-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive (3.7 miles) to the famous John's Pass Village and Boardwalk.

Avocado Casita 10 mins to Beaches
Newly built studio -- small space, smart design. An intimate studio space meant for a minimalist lifestyle complete with full amenities. Compact yet comfortable, it’s the perfect place for a restful sleep in between your daytime adventures. Pack light, live easy. 3 blocks from Stetson Law School 3-4 blocks from the Pinellas Trail ~1.5 miles to Gulfport’s Beach Blvd 3 miles to Award Winning St. Pete Beach 4 miles to Award Winning Treasure Island ~4.5 miles to Downtown St Pete

SHEEK and Glam- heated pool Updated! 3 mi to beach
UPDATED modern Light and bright colorful condo w FREE 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/restaurants and the Pinellas trail !

Hidden Oasis #3, *construction discount!*
*Construction discount! The yards and upstairs apartment are undergoing renovations. Please note the seating on the decks is limited and there may be noise in this unit during the day from the work above.* Walk into this welcoming apartment and find your paradise! This cozy space has shared access to a large courtyard w/ grill & smoker. Short 10-minute drive to the best world-famous Gulf beaches. Free bikes! Come make yourself at home in this Hidden Oasis 🌴

(❤️Red flower) Where you are welcome
Entire unit to yourself! 7 minutes away from all the best restaurants, cafes, Indian Rocks beach , entertainments and a shopping center. Only 2 minutes walk to Florida Botanical Garden , Heritage Village Park. 2 minutes walking to Walsingham County Park, Fred Marquis Pinellas Trail . 5 minutes driving to the beautiful largo Central Park. Golf clubs.... What else can you dream more about? Fresh air and cozy room Where you are always Welcome:)

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!
Popular amenities for Pinellas County family-friendly rentals
Family-friendly home rentals with a hot tub

Relaxing Coastal Getaway w/ Jacuzzi & Private Yard

Pet-friendly Beach Home with Heated Pool & Spa

Tropical Beachfront Penthouse-Beach Cottages

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Waterfront condo on top floor @ Boca Ciega Resort

Waterfront studio! Heated pool and hottub

𖤓Updated Stilt home: just steps to the beach!𖤓

Tropical Paradise
Family- and pet-friendly home rentals

King Bed Studio | Outdoor Kitchen | Free Parking

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

Lovely Condo minutes from beach & King bed

Cottage on Pinellas Bike Trail

C'est La Vie [RENOVATION COMPLETED JUNE 2020]

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

Cozy St Pete Suite near beaches

Sweet & Simple guest suite Close to Everything.
Family-friendly home rentals with a pool

Gulf-View 2BR/2BA Beach Condo!

Blue Sea Renity -Steps to Beach| Heated Pool

Bright and Spacious 1Bed/1Bath condo.

Royal Orleans at Redington Beach ( Studio 203 )

Spectacular beach to bay views from this resort.

Coastal Escape: heated saltwater pool & playground

Beach, dolphin/manatee sightings, fishing, sunsets

Literally: 15 steps to the Pool, GroundFloor Condo
Destinations to explore
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- Family-friendly rentals Florida
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- John's Pass
- Turtle Beach
- Dunedin Beach
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Gulfport Beach Recreation Area
- Adventure Island
- St Pete Beach
- Splash Harbour Water Park
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- Things to do Florida
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- Things to do United States
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