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

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.

'The Leah', 2/1 adjacent to downtown
Well-appointed, close to downtown, walk or bike to what St. Pete has to offer. Close to the interstate, in a quiet neighborhood, 8min to the bay, 20min to the gulf beaches. The Lamar is decorated with original art work giving it a unique feeling. The kitchen has all the utensils you would expect to find in your own home. The beds are protected with hypoallergenic dust covers. The bathroom and kitchen were renovated in 4/23. and the flooring 5/23. Come enjoy what the Tampa Bay area has to offer!

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

Centric Vacation Home with Tiny House near Beaches
Enjoy a delightful stay in my bright 5 bedrooms house for your trip to Tampa. The house is equipped with double king Beds, high speed internet, central heating and cooling, coffee maker to make your stay comfortable. You can always enjoy our well stocked kitchen, or relaxing in our terrace. Our house is located less than 10 min away from the nearest beach, city center, restaurants, cafes, bars, shops, nightclubs and parks. A great location for you to discover what Tampa Bay has to offer.

Villa Al Golfo Tre Pristine Waterfront Oasis
Pristine villa in the lovely seaside gulf town of Indian Rocks Beach, 2 short blocks to the beach with intracoastal waters in the backyard. All newly renovated, both inside and out, enjoy unobstructed water views, private entrance, personal patio and your own show stopping indoor/outdoor fireplace. When you aren't lounging outside or taking a glide on our paddle board, you'll love the gourmet kitchen, comfy living room, two large TV's, cable/wifi, luxe memory foam beds & security safe.

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!

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!

Mango Tango Cottage. Renovated September2025
Escape to our sun-soaked 1-bed, 1-bath studio tucked in a 9-cottage tropical oasis on quiet Cyprus Ave. Steps from Chapel by the Sea, this lush garden hideaway boasts swaying palms, two heated pools and a two-minute stroll to Clearwater Beach. Inside, enjoy crisp modern décor, bright accents and turquoise touches that echo the sea. Peaceful and private, yet close to shops and restaurants, it’s spotless and a cozy retreat for two

Stylish Home • Quiet Area • Near Beach Life
Our stunning light dream house is waiting for you! A short 7-9 minute drive to the Best Beach in the US. Top few reasons you will love to be here and come back to us! 1. Spacious and comfortable house (3 bedrooms, 2 bath) 2. Economical for large groups and families. 3. Professional design. 4. Only 3.5 m away from Americas #1 Beach with soft white sugar sands. 5. Professionally clean and convenient amenities.
Popular amenities for Pinellas County holiday homes
Family-Friendly holiday homes

Mango Tango Cottage. Renovated September2025

4-bedroom Vacation home with heated pool family

Modern Home Great Location

*Updated House* 3 minutes to Beach Access

Stunning Waterfront Condo at Boca Ciega Resort 310

Beautiful Clearwater home!

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

Lovely one bedroom, Private Bungalow

Lovely 1 bedroom, unique outdoor space, near park

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

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

Sunrise Escape waterfront - pool heater avail

Gulf Coast Beachfront Paradise

Beach House BTR#2042

Bright & Breezy Tropical Home Minutes to Beach
Holiday home rentals with a washing machine and dryer

Oceanfront Getaway, boat dock, pool heating avail

KEY LIME COTTAGE 2 pools steps from the beach!!

Gorgeous home 10 mins to Madeira Beach

Serenity Haven: Luxurious Retreat w/ Heated Pool

Pass-a-Grille Beach Home - Sunset Paradise!

Orange Blossom Cottage heated pools 2 Min to beach

Madeira Beach Florida Rentals - ROYAL REXHOST

St Pete Beach House 1 with a View
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Dunedin Beach
- Weeki Wachee Springs
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- Vinoy Park
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Gulfport Beach Recreation Area
- North Beach
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Adventure Island
- Honeymoon Island Beach
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