Holiday rentals near The Upper Tampa Bay Trail
We found 10,842 holiday rentals — enter your dates for availability
Take a look at holiday rentals close to The Upper Tampa Bay Trail that can be your home away from home. Whether you're travelling with a group or just with your pet, holiday homes have the amenities that you expect for your stay, which might include air conditioning and a pool. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - The Upper Tampa Bay Trail
Showing deals for:7 Nov - 14 Nov
Image gallery for 3/2, close to BEACH & 15 min to DOWNTOWN St Pete!
9.89.8 out of 10 rating
Exceptional
(20 reviews)
3/2, close to BEACH & 15 min to DOWNTOWN St Pete!
St. Petersburg, FL
8% off
Price is NZ$4,163
NZ$4,163
NZ$595 per night
includes taxes & fees
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, FL
10% off
Price is NZ$8,291
NZ$8,291
NZ$1,184 per night
includes taxes & fees
Image gallery for Big Pool, Yard & Pet friendly
9.09.0 out of 10 rating
Wonderful
(11 reviews)
Big Pool, Yard & Pet friendly
Valrico, FL
7% off
Price is NZ$5,130
NZ$5,130
NZ$733 per night
includes taxes & fees
Image gallery for SoHo Oasis - Stunning Home In Heart of SoHo
9.09.0 out of 10 rating
Wonderful
(10 reviews)
SoHo Oasis - Stunning Home In Heart of SoHo
Tampa, Florida
7% off
Price is NZ$3,181
NZ$3,181
NZ$454 per night
includes taxes & fees
Image gallery for Your Florida Oasis with an Int'l touch. Now accepting Snowbird reservations!
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Your Florida Oasis with an Int'l touch. Now accepting Snowbird reservations!
Riverview, FL
8% off
Price is NZ$4,537
NZ$4,537
NZ$648 per night
includes taxes & fees
Image gallery for Paradise Pool & Golf retreat in the heart of Tampa, Florida!
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Paradise Pool & Golf retreat in the heart of Tampa, Florida!
Tampa, FL
8% off
Price is NZ$4,730
NZ$4,730
NZ$676 per night
includes taxes & fees
Image gallery for 2 Miles to Beach! Firepit ~ Heated Pool ~ PuttPutt
9.89.8 out of 10 rating
Exceptional
(16 reviews)
2 Miles to Beach! Firepit ~ Heated Pool ~ PuttPutt
Largo, FL
10% off
Price is NZ$5,196
NZ$5,196
NZ$742 per night
includes taxes & fees
Image gallery for Bright & Sunny Riverview Oasis w/ Pool & Pond
9.69.6 out of 10 rating
Exceptional
(31 reviews)
Bright & Sunny Riverview Oasis w/ Pool & Pond
Riverview, FL
7% off
Price is NZ$3,779
NZ$3,779
NZ$540 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 NZ$1,988
NZ$1,988
NZ$284 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
30% off
Price is NZ$2,612
NZ$2,612
NZ$373 per night
includes taxes & fees
Image gallery for 1 Mile to Honeymoon Island ~Pool ~Putt Putt
1010 out of 10 rating
Exceptional
(12 reviews)
1 Mile to Honeymoon Island ~Pool ~Putt Putt
Palm Harbor, FL
7% off
Price is NZ$6,531
NZ$6,531
NZ$933 per night
includes taxes & fees
Image gallery for A Little Slice of Key West on Lake Tarpon - Kayak and fish from the back yard
1010 out of 10 rating
Exceptional
(45 reviews)
A Little Slice of Key West on Lake Tarpon - Kayak and fish from the back yard
Palm Harbor, FL
7% off
Price is NZ$2,744
NZ$2,744
NZ$392 per night
includes taxes & fees
Image gallery for The Ocean Fixes Everything
9.69.6 out of 10 rating
Exceptional
(74 reviews)
The Ocean Fixes Everything
Palm Harbor, FL
11% off
Price is NZ$2,851
NZ$2,851
NZ$407 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
8% off
Price is NZ$3,754
NZ$3,754
NZ$536 per night
includes taxes & fees
Image gallery for 4 Bedroom House with a Pool! 15 minutes from the TPA Airport!
9.29.2 out of 10 rating
Wonderful
(15 reviews)
4 Bedroom House with a Pool! 15 minutes from the TPA Airport!
Odessa, FL
7% off
Price is NZ$2,317
NZ$2,317
NZ$331 per night
includes taxes & fees
Image gallery for Stylish Lakefront Escape - Private Pool, Game Room & Prime Location.
1010 out of 10 rating
Exceptional
(9 reviews)
Stylish Lakefront Escape - Private Pool, Game Room & Prime Location.
Lutz, FL
10% off
Price is NZ$4,958
NZ$4,958
NZ$708 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
15% off
Price is NZ$3,638
NZ$3,638
NZ$520 per night
includes taxes & fees
Image gallery for COZY COTTAGE ON PRIVATE BEACH *CLEARWATER/BELLEAIR BEACH
9.49.4 out of 10 rating
Exceptional
(58 reviews)
COZY COTTAGE ON PRIVATE BEACH *CLEARWATER/BELLEAIR BEACH
Belleair Beach, FL
8% off
Price is NZ$3,422
NZ$3,422
NZ$489 per night
includes taxes & fees
Image gallery for Pool | King Bed | Amenity Packed | Family Friendly
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Pool | King Bed | Amenity Packed | Family Friendly
Largo, FL
9% off
Price is NZ$4,176
NZ$4,176
NZ$597 per night
includes taxes & fees
Image gallery for Luxurious Waterfront Mansion! Minutes to the Beach!
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Luxurious Waterfront Mansion! Minutes to the Beach!
St. Petersburg, FL
8% off
Price is NZ$18,076
NZ$18,076
NZ$2,582 per night
includes taxes & fees
Image gallery for Private 3 Bed 2.5 Bath, Solar Heated Pool, Hot Tub & Billiards! Over 2,000 sqft!
9.89.8 out of 10 rating
Exceptional
(199 reviews)
Private 3 Bed 2.5 Bath, Solar Heated Pool, Hot Tub & Billiards! Over 2,000 sqft!
Palm Harbor, FL
8% off
Price is NZ$3,808
NZ$3,808
NZ$544 per night
includes taxes & fees
Image gallery for Charming 2- bedroom house in Tampa with a pool, WiFi & 5 mins from Bush Gardens
8.68.6 out of 10 rating
Excellent
(7 reviews)
Charming 2- bedroom house in Tampa with a pool, WiFi & 5 mins from Bush Gardens
Tampa, FL
11% off
Price is NZ$2,735
NZ$2,735
NZ$391 per night
includes taxes & fees
Image gallery for HEATED POOL-BBQ-CORNHOLE GAME-NEAR BEACH/WATER PARK/DOWNTOWN/LAKE/PINELLAS TRAIL
1010 out of 10 rating
Exceptional
(22 reviews)
HEATED POOL-BBQ-CORNHOLE GAME-NEAR BEACH/WATER PARK/DOWNTOWN/LAKE/PINELLAS TRAIL
Largo, FL
5% off
Price is NZ$4,483
NZ$4,483
NZ$640 per night
includes taxes & fees
Image gallery for Waterfront luxury home in Ozona.
9.89.8 out of 10 rating
Exceptional
(57 reviews)
Waterfront luxury home in Ozona.
Palm Harbor, FL
8% off
Price is NZ$6,942
NZ$6,942
NZ$992 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - The Upper Tampa Bay Trail
Stunning Views in this Beautifully Decorated Beachfront Studio with Private Balcony & Heated Pool
Sleeps 4 · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
162 reviews(162 reviews)
Relax on Your Private Beachfront Balcony. Fresh and Comfortable. Great Family Value!
Sleeps 4 · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
136 reviews(136 reviews)
Sunset Vistas Two Bedroom Beachfront Suites
Sleeps 6 · 1 bathroom
8.88.8 out of 10
Excellentexcellent
3,290 reviews(3,290 reviews)
Beach Vacation! Near Clearwater Beach, Pool, Bar, Free Buffet Breakfast
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
202 reviews(202 reviews)
Provident Oceana Beachfront Suites
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
583 reviews(583 reviews)
New Beachfront Property in Exclusive Resort
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
210 reviews(210 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, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value