
Holiday houses in Pinellas County
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Top-rated holiday rentals in Pinellas County
Guests agree: these stays are highly rated for location, cleanliness and more.

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.
LocationValueBeach
4.99 out of 5 average rating, 376 reviews
House in Largo, Tampa Bay near Gulf coast Beaches.
Cozy and freshly painted, house in Largo, Florida, in zip code 33770, 2 bedrooms, 2 bathrooms and patio room. Short drive to Indian Rock Beach 3.7miles (7 min) and 5.9 ml (17min) to Clearwater Beach, 9.4 Miles (15 min) to Madeira Beach, 15 Miles (24 min) to St. Petersburg Beach, 13.6 Miles (27 min) to Honeymoon Island, 70 Miles (1hr 13 min) Siesta Key Beach/Sarasota. 17ml (29 min) to the Tampa International Airport. 7.4 Miles (20min) to the St. Petersburg/ Clearwater International Airport.
LocationFamilyParks
4.95 out of 5 average rating, 62 reviews
The Pool House -Private Heated Pool w Entire House
At The Pool House, our screened-in pool lounge allows guests to enjoy dinner outside while wildlife busy themselves on beautiful Lake Seminole. Relax in our heated pool during any season, day or night with lighting. Our home is a smart home, located in a peaceful and family friendly neighborhood. The Gulf beaches are a mere 15 minutes away. Feeling adventurous? Busch Gardens Amusement Park and Zoo are under an hour away. Whatever you decide, you'll be sure to make memories at The Pool House.
FamilyLocationCleanliness
4.96 out of 5 average rating, 77 reviews
Quiet 3BD Huge Tropical Garden & Patio. 5min Beach
Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.
ValueFamilyBarbecue
4.98 out of 5 average rating, 173 reviews
The Guest House
The Guest House is a coastal themed 2100 sq ft house, split floor plan, 3 bedrooms & 2-1/2 baths for sleeping 6 comfortably. The Guest House is nestled in a quiet neighborhood in Pinellas Park, FL & is a favorite family vacation get-a-way close to beaches & attractions. Enjoy the Master Suite with an adjustable Sleep Number king bed & Master Bath with garden tub, shower & walk-in closet. After a day of enjoying the beaches or attractions, relax, & unwind on the private screened lanai.
FamilyValueWalkability
4.98 out of 5 average rating, 121 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
FamilyValueHospitality
4.93 out of 5 average rating, 121 reviews
The Seafoam Bungalow - close to beaches!
Welcome to The Seafoam Bungalow! You will enjoy easy access to everything from this centrally-located home: - Beaches such as Indian Rocks & Bellair are about a 3mi drive over either causeway along w/ Clearwater beach being only 8mi - Nearest grocery store; 1mi (Publix) - Largo mall/shops; 3mi The house is also very close to the main road that will take you across the bridge into Tampa - airport being only 20 miles away, along downtown Saint Petersburg being only 20 miles away.
ValueFamilyCheck-in
4.95 out of 5 average rating, 219 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
ValueLocationHeating
4.98 out of 5 average rating, 237 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!
FamilyValueComfort
4.9 out of 5 average rating, 314 reviews
Providence Cove | Heated Salt Pool • Sleeps 12
Welcome to Providence Cove, a family-friendly Clearwater retreat near Clearwater Beach and Indian Rocks Beach.Relax in the heated saltwater pool, enjoy private mini golf, gather around the fire pit, and create unforgettable memories with family and friends. Sleeps up to 12 guests and features stylish bedrooms, a fully equipped kitchen, fast Wi-Fi, private parking, and a curated vacation guide with our favorite local beaches, restaurants, and attractions. 🌴✨🌊🫶🏻🌞
LocationFamilyOutdoor spaces
4.93 out of 5 average rating, 14 reviews
Beautiful Heated Pool house, 10 mins to the beach!
Gorgeous private 3-bedroom, 2-bath home just 12 minutes from stunning Indian Rocks Beach. Enjoy your own amazing heated pool (heated during cooler months), perfect for relaxing year-round. The home features comfortable furnishings, a fully equipped kitchen with all appliances and utensils, and everything you need for a convenient, stylish coastal getaway. Relax and enjoy a serene, beachy ambiance throughout the space. Looking forward to hosting you!
LocationValueHospitality
4.95 out of 5 average rating, 143 reviews
Insta Worthy Retreat -HTD Pool- Arcade Room- Golf
☀️ Looking for a place the whole family/group can enjoy? This centrally located modern home is full of fun and style, with everything you need—from a fully stocked kitchen 🍽️ to beach supplies ⛱️ and more. Enjoy an Insta-worthy space with 5-hole mini golf, giant outdoor games, a heated pool, arcade & board games, and cozy spaces inside and out. 📍 Just 6 miles to the beach and Downtown St. Pete—perfect for your getaway!
ValueFamilyLaundry
4.98 out of 5 average rating, 192 reviewsPopular amenities for Pinellas County holiday rentals
Other great holiday rentals in Pinellas County

Tortuga Bleu Vacation Retreat
LocationComfortCleanliness
New place to stay
Sofia- 2BR Beach Villa with King Bed and Bikes
FamilyValueParks
5.0 out of 5 average rating, 28 reviews
Largo’s Hidden Gem
LocationFamilyWi-Fi
4.9 out of 5 average rating, 60 reviews
Island Time House #1 Pinellas Trail
ValueLocationKitchen
4.96 out of 5 average rating, 26 reviews
This place is just minutes from local attractions.
FamilyLocationIndoor spaces
4.98 out of 5 average rating, 53 reviews
Lakeside Heaven Retreat in Largo - King size Bed!
FamilyLocationHospitality
4.98 out of 5 average rating, 50 reviews
Hammock Haven
ValueLocationSleep quality
4.91 out of 5 average rating, 80 reviews
Graceful Stay – 10 mins to the beach
FamilyLocationKitchen
4.94 out of 5 average rating, 17 reviewsDestinations to explore
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- Anna Maria Island
- Siesta Beach
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- Dunedin Beach
- Epperson Lagoon
- John's Pass
- Tropicana Field
- Crescent Beach
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Weeki Wachee Springs State Park
- Img Academy
- Anna Maria Public Beach
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