
Holiday home rentals in Pinellas County
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Top-rated holiday home rentals in Pinellas County
Guests agree: these holiday home rentals 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!

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!

Cozy Family Home Near Beach w/ Everything You Need
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!

1/1 Lovely Apartment Close to Downtown and Beach
This freshly remodeled 1/1 in amazing St. Petersburg is just a few minutes from downtown and 11 minutes from the white sand beach of treasure island. It's located upstairs from a law firm and has everything you need to enjoy a week away, including fast wi-fi and multiple workspaces (a desk in the bedroom and a coffee table that extends to hold a laptop). it has a full kitchen and is tastefully decorated. Come enjoy this amazing city!
Popular amenities for holiday home rentals in Pinellas County
Family-friendly holiday home rentals

Adorable vacation guest suite close to beach

4-bedroom Vacation home with heated pool family

Stylish 2 Bedroom Beach Retreat

Modern Home Great Location

Orange Blossom Cottage heated pools 2 Min to beach

*Updated House* 3 minutes to Beach Access

Beautiful Clearwater home!

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

Villa Al GolfoTre A Tranquil Waterfront Oasis
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- Holiday home rentals Florida
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Bean Point Beach
- Weeki Wachee Springs
- Coquina Beach
- Anna Maria Island Beach
- Turtle Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Sand Key Beach
- Tampa Convention Center
- St Pete Beach
- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
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