
Holiday rentals in Pinellas County
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Pinellas County
Guests agree: these stays are highly rated for location, cleanliness and more.

Palm Oasis | Heated Pool | Near Beaches
Enjoy a fun filled family vacation or a relaxing getaway with friends at this stylish, newly remodeled 3-bedroom 2-bath pool home, conveniently located between Clearwater and St. Petersburg. The home is very close to plenty of restaurants, shopping, and Beaches. Tampa is approximately a 30 min drive to Tampa away, offering more dining, shopping and adventure. This home has everything needed from quality mattresses to kitchen essentials and “Smart TV’s” in every room. Must be at least 21 to book.
ValueFamilyIndoor spaces
4.97 out of 5 average rating, 180 reviews
Magnificent home full of Love
Beautiful vacation home located in a quiet neighborhood with lots of outside space in the front and back. The property is located in Seminole Florida. It is 5 minutes away from the beach, 7 minutes away from johns pass, 2 minutes away from grocery store and amazing restaurants. It is 15 minutes away from Downtown Clearwater. This lovely home includes 4 bedrooms with 3 queens and 2 XL twin beds. All bedding and linen are brand new. 2 bathrooms. Also with spacious kitchen and living room. Amazing!
ValueFamilyHeating
4.94 out of 5 average rating, 257 reviews
Centrally Located Cozy 1-bed Private Cottage!
This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!
LocationValueQuiet
4.97 out of 5 average rating, 261 reviews
This place is just minutes from local attractions.
Your family will be close to everything when you stay at this centrally-located and safest neighborhood place. Enjoy a relaxing stay in beautiful Clearwater! This cozy Airbnb offers modern comfort just minutes from stunning beaches, great dining, airport(Tampa or PIE)and local attractions. Features include a fully equipped kitchen, 3 bedrooms, 2baths, backyard, Ideal for families, couples or travelers seeking a peaceful stay, convenient Florida getaway experience for short or long term stay.
ValueLocationCleanliness
4.98 out of 5 average rating, 54 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.
FamilyValueLayout
4.97 out of 5 average rating, 174 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.
ValueFamilyBack garden
4.98 out of 5 average rating, 121 reviews
Modern Beach Oasis 4Bed 3Bath
Have fun with the whole family at this stylish place, newly renovated, and well equipped modern home. The home Includes 2 master bedrooms, one being its own En Suite, and two full bedrooms. This house is fully furnished and offers a home office space to work from home. This house is the perfect space to have get togethers to enjoy quality time to together in a quiet neighborhood. This house is within 10 minutes to the beach, and is 25-30 minutes to beautiful down town St Petersburg
ValueFamilyLayout
4.83 out of 5 average rating, 65 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.
LocationFamilyAmenities
4.95 out of 5 average rating, 220 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
LocationValueParks
4.98 out of 5 average rating, 237 reviews
Boho Vibes
Enjoy a stylish experience at this centrally-located place. 7 minutes away from St Pete Clearwater International airport, and 12 min from beaches. Close to all major stores, restaurants, groceries and highways. Neighborhood is clean and safe with pizza across the street and a convenience store as well. TVs in every bedroom, Private patio with fence for privacy from neighbors. Due to sever allergies, we cannot accommodate pets/service animals at this time. *No parties
ValueFamilyCheck-in
4.96 out of 5 average rating, 117 reviews
Hammock Haven
Keep it simple at this peaceful, centrally-located home; featuring a complete makeover inside and relaxing, tropical outdoor space. Enjoy new rainfall showers, new appliances, dimmable lighting, high speed wifi with smart TV in each room, work space with wireless printer, outdoor dining space, BBQ grill, and shaded hammocks with a private tropical feel. Centrally located to all of Tampa Bay's most beautiful beaches, downtown Saint Petersburg, and downtown Tampa.
ValueLocationKitchen
4.91 out of 5 average rating, 80 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. 🌴✨🌊🫶🏻🌞
FamilyLocationSleep quality
4.94 out of 5 average rating, 16 reviewsPopular amenities for Pinellas County holiday rentals
Other great holiday rentals in Pinellas County

Island Time House #1 Pinellas Trail
LocationFamilyNearby
4.96 out of 5 average rating, 26 reviews
Sunset Oasis mins to BEACH!
ValueLocationTV
4.94 out of 5 average rating, 32 reviews
Private Pool • Near Beaches • Pet Friendly
FamilyLocationCondition
4.97 out of 5 average rating, 32 reviews
Tortuga Bleu Vacation Retreat
LocationBeachHospitality
5.0 out of 5 average rating, 3 reviews
Basketball | Pickleball | Pool | Movie & Game Room
FamilyLocationIndoor spaces
5.0 out of 5 average rating, 25 reviews
Delish BBQ, Comfy WFH, Workout Gear & Private Yard
FamilyValueSleep quality
4.96 out of 5 average rating, 46 reviews
Breezy Beach Bungalow
FamilyLocationAccess
5.0 out of 5 average rating, 29 reviews
Key West Oasis, Chic 1 BR, A+ Pool, 3mi to Beach
FamilyLocationWalkability
4.98 out of 5 average rating, 94 reviewsDestinations to explore
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- Anna Maria Island
- Siesta Beach
- Weeki Wachee Springs
- Raymond James Stadium
- Anna Maria Island Beach
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- Amalie Arena
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- 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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