
Holiday Homes in Pinellas County
Find and book unique holiday homes on Airbnb
Top-rated Holiday Homes in Pinellas County
Guests agree: These holiday homes are highly rated for location, cleanliness and more.

Stylish 2 Bedroom Beach Retreat
Experience the best of Indian Rocks Beach in this stylish 2-bedroom apartment, perfectly located just steps from the sand. This spacious retreat features 3 beds, 1 bath, and a comfy memory foam sleeper sofa—perfect for families or small groups. Walk across the street to the sand and enjoy nearby bars, restaurants, and shops. Around the corner, Kolb Park offers a playground, tennis, pickleball, and a skate park. Everything you need for the perfect beach getaway is right at your doorstep. BTR#1936

FREE Decor AnyOccasion*Romantic Getaway*Relax Bath
A modern & cozy place in Tampa,private entrance and parking.We include decorations for all occasions:birthday,wedding,special day, show your love, and more!Perfect romantic getaway to enjoy with your loved one.Located in a central area of Tampa,close to Bush Garden/Adventure Island,Raymond James Stadium,Tampa International Airport, Ybor City, Downtown Tampa,Amalie Arena,River Walk,Clearwater/St Pete Beach and more! Peaceful and centrally-located place with very good restaurants and many shops.

Adorable vacation guest suite close to beach
PLEASE READ "ABOUT THE SPACE." Beautiful vacation home, 13 mins (5.8 miles) away from Clearwater Beach. Close to Tampa International Airport. Close to Florida's major attractions - Busch Gardens in Tampa, 1.5 hours from Disney World, Universal Studios & Sea World in Orlando. Surrounded by Tampa Bay's recreational highlights - award winning beaches, boating, fishing, biking, golfing, jet ski rentals, water sports, beach activities, nightlife by Pier 60 surrounded by shops, restaurants, and bars.

Modern Home Great Location
Welcome to your home away from home. Our guests’ comfort is our priority. Equipped with all your creature comforts and surrounded by modern fixtures and decor to ensure a wonderful vacation. Open Floor plan, huge kitchen, and two cozy bedrooms. Walking distance to all the local restaurants and attractions, without the noise to keep you up at night; you couldn't choose a better location Please note: this is a duplex property, so you'll be sharing the building but enjoying your own private space.

Sun & Salt Air House-3BR home w/patio,pool,firepit
The search for the perfect sunset with friends and family is over. Minutes from one of a kind shopping, diverse dining, horse racing, and hiking. There is something for everyone. Home is completely renovated with gorgeous stone floors, chef kitchen, and custom outdoor space. Watch the Game on the 75" TV, or relax on the oversized patio/pool area. Enjoy the picturesque sunset before taking an evening dip in the LED lit salt water pool while staying warm by the gas firepit with loved ones.

Beachy 'Sea Renity' 2
Enjoy a stylish experience at this centrally-located beach haven within walking distance to all the major local attractions. Gulf Sun Villas is a curated beach themed 1 bedroom/1 bath unit 2 blocks to the white sands of St. Pete Beach, TripAdvisor's #1 Beach in US (#5 in world). This beach getaway has designer furniture w/ a separate bedroom, full kitchen and bathroom. Perfect for singles, couples or a small family. Beach amenities may vary but we have beach towels, chairs and umbrella!

New***Large House with Heated Salt Water Pool
The whole group will be comfortable in this spacious and unique space. The house has been tastefully and professionally decorated to ensure you can enjoy every corner of the house. * Two levels with two living/ family rooms to provide enough space for a large family or two. * Fully equipped kitchen. * Enough outdoor space in the front of the house and on the back. Two balconies and two huge decks. *Each bedroom has its own closet, so bring in your suitcases. * 10-15 min to the beaches.

Brand new vacation rental one block from the beach
Bring the whole family to this great place with lots of room for fun. 3 bedroom 2 bathroom rental a block away from the beach. Downstairs game room with pool table, ping pong, foosball and dart board! A lot of local restaurants, bars and stores within walking distance. Free parking on premise can fit up to 4 cars. This spacious rental can accommodate up to 8 people. Minimum 3 day rental, longer periods available. Perfect place for a family getaway, so many things to keep you busy! BTR#2064

Stunning Waterfront Condo at Boca Ciega Resort 310
Do you want to watch dolphins from your balcony? Our condo is beautiful right on the water with a boho style interior design. Large balcony with stunning view over Boca Ciega Bay. Dolphins come in every evening. 4 people easily sleep here, two in the King size bed in the bedroom, and 2 in the $1,600.00 queen size sofa bed in the living room. Fully equipped bar kitchen. There are 2 TVs, Wi-Fi, and washing machine with dryer. Private parking. The condo is smoke free and pet friendly!

Tropical Home for Family Getaway - 5 Min to Beach
Relax & Recharge in a Stylish Mid-Century Tropical Getaway - Just Minutes from the Beach! 2BR/2BA with a bonus bedroom in the Florida room - sleeps up to 8. Nestled in a quiet neighborhood just minutes to Indian Rocks and Clearwater Beach, with great dining and shopping. Enjoy a private fenced backyard and BBQ area. Perfect for families or groups seeking comfort and convenience. Pet-Friendly! One well-behaved dog is welcome (an additional $225 pet fee applies). Sorry, no cats.

Orange Blossom Cottage heated pools 2 Min to beach
Escape to Orange Blossom Cottage, a freshly renovated 2-bedroom, 1-bath retreat just 2 blocks from Clearwater Beach. Relax in the bright living room with modern tile floors and stylish décor, rest easy in 2 spacious king bedrooms, and enjoy the charm of a retro aqua-tile bathroom. Surrounded by tropical gardens with access to 2 heated pools, our quiet cottage feels private yet is only steps from shops, dining, and the white sands — the perfect blend of relaxation and convenience.

4-bedroom Vacation home with heated pool family
🎊🎉🎊🎉A new surprise for you, the house has been completely renovated .2025 🎉🎊🎉🎊Bring the whole family to this great place with lots of room for fun. Fishing lake. Free one bottles of wine. **Near Amenities:*** Our location is very convenient, just a short distance from key tourist attractions and local shops. You can easily explore local culture and enjoy new experiences. Contact us to book now and experience our comfortable and warm space!
Popular amenities for Pinellas County holiday homes
Family-Friendly holiday homes

Adorable vacation guest suite close to beach

KEY LIME COTTAGE 2 pools steps from the beach!!

4-bedroom Vacation home with heated pool family

Stylish 2 Bedroom Beach Retreat

Modern Home Great Location

*Updated House* 3 minutes to Beach Access

Brand new vacation rental one block from the beach

Sun & Salt Air House-3BR home w/patio,pool,firepit
Holiday home rentals with a patio

Nice Condo Scenic View of Gulf - 10% Fall Discount

Lovely one bedroom, Private Bungalow

Lovely Efficiency with Patio near Beach

Mandalay Beach Club, Unit 1004Clearwater Beach, Fl

Serenity Haven: Luxurious Retreat w/ Heated Pool

Gulf Coast Beachfront Paradise
Holiday home rentals with a washing machine and dryer

Lovely 1 bedroom, unique outdoor space, near park

KEY LIME COTTAGE 2 pools steps from the beach!!

Waterfront Escape: 5Bed, 3Bath, Heated Pool!

Mango Tango Cottage. Renovated September2025

Beach Condo - Ram Sea - 3BR Condo right on Beach

Sunrise Escape waterfront - pool heater avail

St Pete Beach House 1 with a View

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




