Holiday rentals near Pinellas Trail
We found 12,266 holiday rentals — enter your dates for availability
If you are looking to stay near Pinellas Trail, take a look at holiday rentals to find the perfect home base for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a hot tub. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Pinellas Trail
Showing deals for:7 Nov - 14 Nov
Image gallery for Pool ~ Sportscourt ~ Game Room ~ 5 min to Beach!
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Pool ~ Sportscourt ~ Game Room ~ 5 min to Beach!
Seminole, Florida
10% off
Price is £3,966
£3,966
£567 per night
includes taxes & fees
Image gallery for Beachside Bliss Steps from Sand in Tarpon Springs
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Beachside Bliss Steps from Sand in Tarpon Springs
Tarpon Springs, FL
7% off
Price is £1,721
£1,721
£246 per night
includes taxes & fees
Image gallery for Sea La Vie Cottage by the Beach - Unit B
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Sea La Vie Cottage by the Beach - Unit B
Indian Rocks Beach, FL
8% off
Price is £2,402
£2,402
£343 per night
includes taxes & fees
Image gallery for Blue Oasis 3BR w/ Heated Saltwater Pool
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Blue Oasis 3BR w/ Heated Saltwater Pool
Seminole, FL
7% off
Price is £1,744
£1,744
£249 per night
includes taxes & fees
Image gallery for Trailside Fun, .0.5 miles from the Pinellas Bike Heated Pool,Summer Ready!
1010 out of 10 rating
Exceptional
(34 reviews)
Trailside Fun, .0.5 miles from the Pinellas Bike Heated Pool,Summer Ready!
Palm Harbor, FL
7% off
Price is £2,335
£2,335
£334 per night
includes taxes & fees
Image gallery for Spacious 4-bedroom chalet in fantastic Tampa with WiFi, AC
8.68.6 out of 10 rating
Excellent
(7 reviews)
Spacious 4-bedroom chalet in fantastic Tampa with WiFi, AC
Tampa, FL
28% off
Price is £1,208
£1,208
£173 per night
includes taxes & fees
Image gallery for 2BR home near Madeira Beach, Florida
9.89.8 out of 10 rating
Exceptional
(12 reviews)
2BR home near Madeira Beach, Florida
St. Petersburg, FL
5% off
Price is £915
£915
£131 per night
includes taxes & fees
Image gallery for The Ocean Fixes Everything
9.69.6 out of 10 rating
Exceptional
(73 reviews)
The Ocean Fixes Everything
Palm Harbor, FL
11% off
Price is £1,314
£1,314
£188 per night
includes taxes & fees
Image gallery for 🏖️Perfect Summer Waterfront Retreat,🏖️ MINUTES to BEACHES, 💦Pool under renovation
9.49.4 out of 10 rating
Exceptional
(44 reviews)
🏖️Perfect Summer Waterfront Retreat,🏖️ MINUTES to BEACHES, 💦Pool under renovation
Seminole, FL
6% off
Price is £1,503
£1,503
£215 per night
includes taxes & fees
Image gallery for Waterfront
8.68.6 out of 10 rating
Excellent
(10 reviews)
Waterfront
Clearwater Beach, FL
11% off
Price is £4,080
£4,080
£583 per night
includes taxes & fees
Image gallery for Tampa Villa w Private Dock Luxury Heated POOL & Hot tub
9.69.6 out of 10 rating
Exceptional
(64 reviews)
Tampa Villa w Private Dock Luxury Heated POOL & Hot tub
Tampa, FL
7% off
Price is £2,620
£2,620
£374 per night
includes taxes & fees
Image gallery for Cozy Lake House with Heated Salt Water Pool
9.69.6 out of 10 rating
Exceptional
(32 reviews)
Cozy Lake House with Heated Salt Water Pool
Tampa, FL
7% off
Price is £2,329
£2,329
£333 per night
includes taxes & fees
Image gallery for The Dunedin Salt Shed: Heated Salt Water Pool with Screen Enclosure
9.89.8 out of 10 rating
Exceptional
(7 reviews)
The Dunedin Salt Shed: Heated Salt Water Pool with Screen Enclosure
Dunedin, FL
7% off
Price is £2,047
£2,047
£292 per night
includes taxes & fees
Image gallery for 1 Mile to Honeymoon Island ~Pool ~Putt Putt
1010 out of 10 rating
Exceptional
(11 reviews)
1 Mile to Honeymoon Island ~Pool ~Putt Putt
Palm Harbor, Florida
7% off
Price is £3,035
£3,035
£434 per night
includes taxes & fees
Image gallery for Can’t Beat This Location walk to restaraunts Large House
1010 out of 10 rating
Exceptional
(62 reviews)
Can’t Beat This Location walk to restaraunts Large House
Palm Harbor, FL
8% off
Price is £2,467
£2,467
£352 per night
includes taxes & fees
Image gallery for Beautiful 3BR Pool home / Billiards / Spa / Close to airport
9.69.6 out of 10 rating
Exceptional
(27 reviews)
Beautiful 3BR Pool home / Billiards / Spa / Close to airport
Tampa, FL
7% off
Price is £1,618
£1,618
£231 per night
includes taxes & fees
Image gallery for Coconut Cove 3BR w/ Heated Saltwater Pool
9.89.8 out of 10 rating
Exceptional
(49 reviews)
Coconut Cove 3BR w/ Heated Saltwater Pool
Seminole, FL
7% off
Price is £1,717
£1,717
£245 per night
includes taxes & fees
Image gallery for HOT TOB HEATED POOL HOUSE, MINUTES FROM CLEARWATER BEACH
9.89.8 out of 10 rating
Exceptional
(18 reviews)
HOT TOB HEATED POOL HOUSE, MINUTES FROM CLEARWATER BEACH
Clearwater, FL
14% off
Price is £1,669
£1,669
£238 per night
includes taxes & fees
Image gallery for Tropical Retreat near beaches with amazing Pool, Cabana, Hot Tub & Patio areas!
1010 out of 10 rating
Exceptional
(115 reviews)
Tropical Retreat near beaches with amazing Pool, Cabana, Hot Tub & Patio areas!
Palm Harbor, FL
7% off
Price is £2,348
£2,348
£335 per night
includes taxes & fees
Image gallery for Spacious Villa with Private Heated Pool - 5-Minutes To Beach
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Spacious Villa with Private Heated Pool - 5-Minutes To Beach
Seminole, FL
7% off
Price is £3,454
£3,454
£493 per night
includes taxes & fees
Image gallery for TROPlCAL HAVEN-BBQ/WASHER/DRYER-NEAR BEACH/LAKE/PARK/MALL/GYM/RESTAURANT/MARINA!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
TROPlCAL HAVEN-BBQ/WASHER/DRYER-NEAR BEACH/LAKE/PARK/MALL/GYM/RESTAURANT/MARINA!
Seminole, FL
5% off
Price is £896
£896
£128 per night
includes taxes & fees
Image gallery for !HEATED POOL HOUSE-NEAR BEACH/LAKE/DOWNTOWN/WATER PARK/PINELLAS TRAIL!
1010 out of 10 rating
Exceptional
(16 reviews)
!HEATED POOL HOUSE-NEAR BEACH/LAKE/DOWNTOWN/WATER PARK/PINELLAS TRAIL!
Largo, FL
5% off
Price is £2,044
£2,044
£292 per night
includes taxes & fees
Image gallery for The Blue Pearl - Pool Retreat 7 Min to Beach!
9.29.2 out of 10 rating
Wonderful
(34 reviews)
The Blue Pearl - Pool Retreat 7 Min to Beach!
Largo, FL
7% off
Price is £1,627
£1,627
£232 per night
includes taxes & fees
Image gallery for Brand NEW 4 Bedroom Beach House. 45 second easy walk to the beach. Sleeps 10
9.89.8 out of 10 rating
Exceptional
(43 reviews)
Brand NEW 4 Bedroom Beach House. 45 second easy walk to the beach. Sleeps 10
Indian Rocks Beach, FL
7% off
Price is £4,519
£4,519
£646 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Pinellas Trail
💙Blue flower (🦋Pet friendly)
Sleeps 4 · 1 bedroom · 0+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
Modern Beach Oasis 4Bed 3Bath Fully Furnished 10 minutes to the beach
Sleeps 8 · 4 bedrooms · 3 bathrooms
Charming bungalow minutes away from the BEACH, local restaurants & shops.
Sleeps 6 · 3 bedrooms · 1 bathroom
Sweet Little Home 15 Minutes From The Beach
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
COZY RETREAT, short drive to Clearwater Beach
Sleeps 3 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
101 reviews(101 reviews)
Beach Within Reach Apt 5
Sleeps 4 · 2 bedrooms · 1 bathroom
8.88.8 out of 10
Excellentexcellent
9 reviews(9 reviews)
Top rated rentals - Pinellas Trail
Perfectly Perfect
1010 out of 10
Exceptionalexceptional
161 reviews(161 reviews)
Literally... On the beach!
1010 out of 10
Exceptionalexceptional
192 reviews(192 reviews)
Pass A Grille ABSOLUTELY BRILL(iant)!
1010 out of 10
Exceptionalexceptional
60 reviews(60 reviews)
Wonderful house right on the beach.
1010 out of 10
Exceptionalexceptional
161 reviews(161 reviews)
Amazing beach condo with stunning sea view!
1010 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
Amazing location, 5 star accommodation!
1010 out of 10
Exceptionalexceptional
223 reviews(223 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value