
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.

Walk to beach shops food drinks “The Sweet”
Cozy, romantic, 1 king bed, super cute and super sweet! Just a short walk to beautiful Indian Rocks Beach, nature parks with trails, shopping, orange grove, and many restaurants and fun beach bars! Guests have private entrance, private full bath, kitchenette, sofa sleeper, large back yard with fire pit, bbq grill, beach chairs, wagon and cooler. Zoning permits 2 people per bed only and one on futon. All guests must be listed on the reservation. No Pets allowed. Florida State License # DWE6215889

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.

WestBay Villa A - 4 miles to the beaches
We would love to welcome everybody to our newly renovated little spot near Florida's beautiful beaches. Enjoy a relaxing experience at this centrally-located home. It's a private, pet-friendly apartment that has been outfitted with a beach/coastal theme to inspire your stay. We hope that you'll enjoy our little slice of the Sunshine State. We are minutes from Largo Central Park. Only 3.5 miles from Belleair Beach, 4.8 miles from Indian Rocks Beach, and less than 6 miles from Clearwater Beach.

Private Beach Getaway Home - Centrally Located
Indulge in paradise in this exquisite 3-BR vacation home! Nestled just 6 mins away from the sun-kissed shores, while local restaurants, stores, and entertainment are just around the corner! This haven boasts gracious updates throughout with all of the amenities needed for a perfect vacation—from the completely private outdoor oasis and BBQ to the expansive kitchen fully stocked for all your culinary needs! Equipped with TV's, beach equipment, a firepit, and so much more for hours of family fun!

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

12 Mins to Beach | Patio&Grill | Fenced Yard
Relax in Style at This Centrally Located 2-Bedroom Home. Nestled in a quiet residential neighborhood in Largo, this charming home is just minutes from local shops and restaurants. Whether you're here for a beach getaway, a business or family trip, it's the ideal spot to call home during your visit. After a day spent soaking up the sun at the beach or exploring the nearby parks and charming towns, return to your cozy retreat, perfect for unwinding and recharging for your next adventure.

Beautiful Tampa Bay Pool Home Near Gulf Beaches
A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Centrally Located Cozy 1-bed Private Cottage!
This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

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 !

Insta Worthy Retreat -Arcade Room- Htd Pool- 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!

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.

Luxe Apartment | Water Views | Covered Balcony
Upscale, comfortable suite located within central Safety Harbor. This beautiful apartment is great for a quick getaway or a longer vacation rental. Located steps away from Bayshore Blvd which borders Tampa Bay and a 10-minute walk to Main Street Safety Harbor. Beautifully professionally designed contemporary and comfy décor. Easily walk to many restaurants, breweries, and shops!
Popular amenities for Pinellas County holiday rentals
Other great holiday rentals in Pinellas County

Safety Harbor Bird House with Lake View

Pool Home close to Indian Rocks Beach Pet Friendly

Coastin' Close Family Fun~HTD Pool~Outdoor Games

Renovated | Bowling | Pickleball | Golf | Firepit

Sun Casa * King Bed *3 miles 2 beach,2 bed 1 bath

Casa Brisa - Htd. Pool-Unique Bungalows-Hot Tub

Hammock Haven

Chateau 3E - Beach front complex!
Destinations to explore
- Rentals with a cinema Pinellas County
- Rentals with breakfast Pinellas County
- Guest house rentals Pinellas County
- Cottage rentals Pinellas County
- Rentals with lake access Pinellas County
- Smoking-friendly rentals Pinellas County
- Beach apartment rentals Pinellas County
- Rentals with a sauna Pinellas County
- Rentals with a patio Pinellas County
- Pet-friendly rentals Pinellas County
- Waterfront rentals Pinellas County
- Bungalow rentals Pinellas County
- Flat rentals Pinellas County
- Beachfront rentals Pinellas County
- Rentals with an accessible-height bed Pinellas County
- Rentals with a kayak Pinellas County
- Rentals with a fireplace Pinellas County
- Villa rentals Pinellas County
- Luxury rentals Pinellas County
- Private suite rentals Pinellas County
- Rentals with a firepit Pinellas County
- Tiny house rentals Pinellas County
- Rentals with pools Pinellas County
- Loft rentals Pinellas County
- Resort rentals Pinellas County
- Holiday home rentals Pinellas County
- House rentals Pinellas County
- Motorhome rentals Pinellas County
- Bed and breakfasts Pinellas County
- Rentals with an EV charger Pinellas County
- Hotel rooms Pinellas County
- Rentals with an accessible-height toilet Pinellas County
- Family-friendly rentals Pinellas County
- Townhouse rentals Pinellas County
- Rentals with beach access Pinellas County
- Rentals with a washing machine and dryer Pinellas County
- Fitness-friendly rentals Pinellas County
- Rentals with outdoor seating Pinellas County
- Serviced apartment rentals Pinellas County
- Apartment rentals Pinellas County
- Aparthotel rentals Pinellas County
- Rentals with a hot tub Pinellas County
- Boutique hotels Pinellas County
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Dunedin Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- River Strand Golf and Country Club
- Hard Rock Casino
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Adventure Island
- Things to do Pinellas County
- Sports activities Pinellas County
- Food and drink Pinellas County
- Nature and outdoors Pinellas County
- Tours Pinellas County
- Art and culture Pinellas County
- Sightseeing Pinellas County
- Things to do Florida
- Tours Florida
- Entertainment Florida
- Nature and outdoors Florida
- Sightseeing Florida
- Sports activities Florida
- Art and culture Florida
- Wellness Florida
- Food and drink Florida
- Things to do United States
- Art and culture United States
- Food and drink United States
- Sports activities United States
- Entertainment United States
- Tours United States
- Nature and outdoors United States
- Wellness United States
- Sightseeing United States




