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.

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Top guest favourite
A covered patio area is visible, featuring comfortable wooden chairs with blue cushions and a wooden table. The scene is framed by a screened enclosure, providing an unobstructed view of a private pool surrounded by lush tropical plants.
Home in Largo
4.89 out of 5 average rating, 304 reviews

Quiet 3 BD Large Heated Pool & Terrasse-5 mn Beach

Unwind and relax while staying at our freshly renovated Floridian nest! Pretend you are lost in our tropical garden while diving in the pool, take some time for yourself on the covered patio directly facing the blue water and the vivid green of the palm trees. Just breathe, your favorite meal smells good on the grill and your family is enjoying the large TV in the comfortable open space with high ceilings! Enjoy the sea, you are a 5 min drive from the beach and close to everything. Feels good!

Indoor spacesFamilyCondition

Top guest favourite
A spacious backyard is featured, showcasing a heated saltwater pool surrounded by a large paver deck. Lush green grass fills the area, bordered by well-maintained landscaping. Tall trees provide shade in the background, contributing to the serene outdoor environment.
Home in Seminole
4.98 out of 5 average rating, 131 reviews

JOJO'S Beachside 1Acre Estate-New Pool

LUXURY CUSTOM HOME WITH NEW HEATED SALTWATER POOL ONLY 1.5 MILES TO BEAUTIFUL WHITE SAND REDINGTON BEACH ON 1 ACRE OF LAND. HOME HAS JUST BEEN TOTALLY RENOVATED WITH TASTEFUL FINISHES. THIS AREA IS VERY QUIET AND UNIQUE FOR PINELLAS COUNTY WITH LARGER LOTS AND HOMES. 2300 SQUARE FEET WITH HIGH VAULTED CEILINGS. LARGE OPEN KITCHEN, T.V.'S IN EVERY RROM. GREAT LOCATION JUST MINUTES FROM: COFFEE SHOPS , GROCERY STORE, SHOPPING, RESTAURANTS, MOVIE THEATERS AND PARKS. LARGE PAVER DECK BY POOL AREA.

FamilyIndoor spacesCleanliness

Guest favourite
A bright living room is accentuated by an orange wall featuring three pineapple-themed art pieces. A wall-mounted television is mounted above a white media console. Two woven chairs and a round woven coffee table complement the teal sectional sofa, creating a relaxed atmosphere.
Home in Largo
4.93 out of 5 average rating, 136 reviews

Tropical Pineapples

Your family will be close to everything when you stay at this centrally-located place. 7 minutes from St Pete Clearwater International airport. 12 minutes to the beaches. TVs on every bedroom and living room. All major stores: shopping, groceries, restaurants and beaches. There’s a coffee shop literally right behind the backyard, the best Pizza place across the street and a convenience store as well. *Due to sever allergies, we cannot accommodate pets/service animals at this time. *No parties

Indoor spacesKitchenHospitality

Top guest favourite
Home in Largo
4.98 out of 5 average rating, 120 reviews

Casa Flamingo - Private - Outdoor Bar+TV - Games

Welcome to Casa Flamingo where guests "flock" to get away & relax in privacy. Guests will love the central location of this home but also the private oasis the backyard provides. Surrounded by mature palms & native plants guests will experience true Florida living and take advantage of the beautiful weather with an outdoor bar + TV, heated pool, a hammock and more. Just 8 minutes to the beach & within walking distance to Target, Publix & more the Flamingo House is your home away from home.

KitchenFamilyView

Guest favourite
A private backyard pool area is surrounded by lush tropical landscaping and tall palm trees. Comfortable lounge chairs are placed along the poolside, and a fenced perimeter provides seclusion. The clear blue water of the pool reflects the sky above, creating a serene environment.
Home in Seminole
4.94 out of 5 average rating, 127 reviews

🍍Beautiful Home Heated POOL 5min to BEACH. 8 ppl🍍

Welcome to your beautiful and spacious rustic coastal-style oasis! Perfect for up to 8 guests. This immaculate updated home is located in Rustic Pines - a quiet area close to Indian Rocks Beach and the new Seminole Shopping Center. Enjoy your private backyard with a pool and luscious landscaping. Walk to shopping, dining, entertainment, and park with trails. 7 min to Largo Golf Course and only 9 min to Splash Harbor Water Park. Every effort has been made to make your vacation memorable!

Indoor spacesKitchenAccess

Guest favourite
Home in Clearwater
4.94 out of 5 average rating, 117 reviews

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

Welcome to Clearwater Tranquility- Our unique space offers endless amenities and fun! With over 5000sq ft there's room for the whole family to enjoy. Most rooms have a view of the yard &pool! Inside includes a movie theatre, 3 dining spaces, 2 living rooms, 2 primary bedrooms, game room, yoga studio,arcade games, home gym/sauna and a wet bar to make your favorite cocktails or juices. Outside presents an Olympic sized swimming pool, pickle ball, mini golf, outside dining, fire pit &more

FamilyKitchenNearby

Guest favourite
Home in Largo
4.93 out of 5 average rating, 144 reviews

Serenity | 8 PPL |Pool | Games|12 min Indian Rocks

Welcome to Serenity, your family-friendly home in Largo, Tampa! - Pool - 12 mins to Indian Rocks - 25 mins to Clearwater Beach - Game room with Pool, Ping Pong & Foosball Table - Basketball Game - Dedicated Workspaces - BBQ, Fire Pit & Outside furniture - 8 PPL (1 KING, 1 QUEEN, 1Bunk Bed) - Washer & Dryer - Beach Essentials - Kids friendly & Travel Crib - Private Patio & Terrace - WIFI - Fully equipped kitchen - Free parking - Safe neighborhood - Self-check in - Hosts available 24/7

FamilyKitchenAmenities

Guest favourite
Home in Clearwater
4.85 out of 5 average rating, 188 reviews

Tropical 4BR Escape with a Pool, < 7mi to beaches!

Experience the ultimate Florida getaway in this coastal retreat. Lounge beside the sparkling private pool or unwind beneath the covered lanai, complete with a 55” Smart TV, BBQ grill, and plenty of space for family dining. Just 4 miles from world-famous Clearwater Beach, you’ll be surrounded by endless upscale dining, chic bars, and boutique shopping—all within 2 miles. Baseball enthusiasts can stroll just 15 minutes to Spectrum Field, home of the Philadelphia Phillies Spring Training.

Indoor spacesFamilyValue

Top guest favourite
Home in Clearwater
4.98 out of 5 average rating, 235 reviews

Specious home W/ Heated Pool ! ! ! Great Location.

Cozy, spacious home 🏡 w/ heated swimming 🏊‍♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's. The big back patio has a swimming 🏊‍♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

Indoor spacesFamilyHeating

Guest favourite
A modern living area features a large sectional sofa adorned with decorative pillows. A round coffee table sits at the center, displaying a small plant and snacks. Bright red chairs are positioned near a window, complemented by a light and airy ambiance from natural light.
Home in Seminole
4.9 out of 5 average rating, 314 reviews

Beachy Home Minutes from sugary sand beaches

Sunny Florida Beach Home! 4 minutes drive to the #1 best beach in America nominated by Trip Advisor, where you will find beautiful white sand and extremely warm and clear water! Enjoy tons of top local restaurants and entertainment all minutes from your door in this relaxing, low key beach neighborhood. Super kid friendly! Games, BBQ, swing set, Apple TV, and bikes for the whole family! Enjoy the entire house that has been completely remodeled and is sparkling CLEAN!

Indoor spacesKitchenHiking

Guest favourite
Home in Largo
4.96 out of 5 average rating, 180 reviews

10 Min to Beach | Heated Pool, Hot Tub, Arcades

Create unforgettable memories at this fun-filled family retreat just 10 minutes from the beach! Spend your days swimming in the heated pool, relaxing in the hot tub, grilling on the BBQ, and gathering around the fire pit under the stars & string lights. Challenge the family to arcade games, axe throwing, soccer game, giant 4 in a Row, giant X & O, and more. Close to beaches, shopping, restaurants, and attractions, it's the perfect Florida getaway.

KitchenFamilyNearby

Guest favourite
Home in Seminole
4.85 out of 5 average rating, 166 reviews

Clearwater Oasis | Heated Pool, Basketball, Games!

Welcome to your own private resort in Clearwater! In an amazing location just 5 minutes away from some of the most beautiful beaches in the country, you will have all the fun & entertainment you could ever need, right here at home! Heated pool, mini golf, basketball, and even a mini city designed for kids, will give you an unforgettable vacation! 5 min - Beautiful beach access 8 min - Seminole City Center 20 min - Clearwater 30 min - Tampa

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