
Holiday rentals near The Upper Tampa Bay Trail
We found 10,753 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:26 Sept - 3 Oct
Image gallery for BBQ Games, King Beds, Private Yard

9.09.0 out of 10 rating
Wonderful
(9 reviews)
BBQ Games, King Beds, Private Yard
Seminole, FL
7% off
Price is AU$2,521
AU$2,521
AU$360 per night
includes taxes & fees
Image gallery for Bay Breeze Retreat +15 minutes from central TPA

9.29.2 out of 10 rating
Wonderful
(21 reviews)
Bay Breeze Retreat +15 minutes from central TPA
Tampa, FL
7% off
Price is AU$2,215
AU$2,215
AU$316 per night
includes taxes & fees
Image gallery for 84’YACHT, DEEP SPRING DISCOUNTS,KING BEDS,MASSAGES,CHEF,KAYAKS,SUP

9.89.8 out of 10 rating
Exceptional
(63 reviews)
84’YACHT, DEEP SPRING DISCOUNTS,KING BEDS,MASSAGES,CHEF,KAYAKS,SUP
St. Petersburg, FL
8% off
Price is AU$4,708
AU$4,708
AU$673 per night
includes taxes & fees
Image gallery for Dogs Welcome| 2BD/2BA Pool Home| Near BEACH| Location

9.29.2 out of 10 rating
Wonderful
(5 reviews)
Dogs Welcome| 2BD/2BA Pool Home| Near BEACH| Location
Largo, FL
10% off
Price is AU$3,036
AU$3,036
AU$434 per night
includes taxes & fees
Image gallery for 2 Miles to Beach! Firepit ~ Heated Pool ~ PuttPutt

9.89.8 out of 10 rating
Exceptional
(14 reviews)
2 Miles to Beach! Firepit ~ Heated Pool ~ PuttPutt
Largo, Florida
10% off
Price is AU$4,740
AU$4,740
AU$677 per night
includes taxes & fees
Image gallery for Milos Beach House "BRAND NEW" A Luxe Haven Steps from the Beach-ROOFTOP SWIMMING

1010 out of 10 rating
Exceptional
(22 reviews)
Milos Beach House "BRAND NEW" A Luxe Haven Steps from the Beach-ROOFTOP SWIMMING
Indian Rocks Beach, FL
8% off
Price is AU$26,360
AU$26,360
AU$3,766 per night
includes taxes & fees
Image gallery for Riverside Casita: semi-private pool, spa, dock, garden oasis, 5 min to downtown!

1010 out of 10 rating
Exceptional
(73 reviews)
Riverside Casita: semi-private pool, spa, dock, garden oasis, 5 min to downtown!
Tampa, FL
7% off
Price is AU$1,780
AU$1,780
AU$254 per night
includes taxes & fees
Image gallery for Adorable Oasis - Pool + Arcade - Ace Location

9.09.0 out of 10 rating
Wonderful
(30 reviews)
Adorable Oasis - Pool + Arcade - Ace Location
Tampa, FL
7% off
Price is AU$2,566
AU$2,566
AU$367 per night
includes taxes & fees
Image gallery for 2/2 cozy home mins from Downtown Tampa, Ybor City, Amalie Arena ,Bucs Stadium!

9.49.4 out of 10 rating
Exceptional
(56 reviews)
2/2 cozy home mins from Downtown Tampa, Ybor City, Amalie Arena ,Bucs Stadium!
Tampa, FL
7% off
Price is AU$1,893
AU$1,893
AU$270 per night
includes taxes & fees
Image gallery for 2BR home near Madeira Beach, Florida

9.89.8 out of 10 rating
Exceptional
(11 reviews)
2BR home near Madeira Beach, Florida
St. Petersburg, FL
5% off
Price is AU$1,729
AU$1,729
AU$247 per night
includes taxes & fees
Image gallery for Paradise Waterfront Resort! Pool &Spa with swim-up bar, Dock Kayaks, Pet Welcome

9.69.6 out of 10 rating
Exceptional
(75 reviews)
Paradise Waterfront Resort! Pool &Spa with swim-up bar, Dock Kayaks, Pet Welcome
Apollo Beach, FL
8% off
Price is AU$5,744
AU$5,744
AU$821 per night
includes taxes & fees
Image gallery for The Graystone - Family Home|Hot Tub|Play Set

9.69.6 out of 10 rating
Exceptional
(5 reviews)
The Graystone - Family Home|Hot Tub|Play Set
Tampa, Florida
7% off
Price is AU$3,332
AU$3,332
AU$476 per night
includes taxes & fees
Image gallery for Flamingo Hideaway - Chic Pool Home 3min to Beach!

1010 out of 10 rating
Exceptional
(17 reviews)
Flamingo Hideaway - Chic Pool Home 3min to Beach!
Seminole, FL
8% off
Price is AU$3,463
AU$3,463
AU$495 per night
includes taxes & fees
Image gallery for NEW Fully renovated Gulf front home w/private resort style pool, outdoor kitchen

1010 out of 10 rating
Exceptional
(38 reviews)
NEW Fully renovated Gulf front home w/private resort style pool, outdoor kitchen
Crystal Beach, FL
8% off
Price is AU$10,995
AU$10,995
AU$1,571 per night
includes taxes & fees
Image gallery for Beachside Escape~Pool~Golf Sim~GameRoom~Volleyball

8.88.8 out of 10 rating
Excellent
(5 reviews)
Beachside Escape~Pool~Golf Sim~GameRoom~Volleyball
Seminole, Florida
7% off
Price is AU$6,663
AU$6,663
AU$952 per night
includes taxes & fees
Image gallery for PRIVATE ESTATE BY BEACH 5BR 3BA 2 king masters, heated pooL, hottub, by beach.

9.89.8 out of 10 rating
Exceptional
(34 reviews)
PRIVATE ESTATE BY BEACH 5BR 3BA 2 king masters, heated pooL, hottub, by beach.
Seminole, FL
28% off
Price is AU$4,740
AU$4,740
AU$677 per night
includes taxes & fees
Image gallery for Spacious Family Waterfront Beach Home with Pool

9.89.8 out of 10 rating
Exceptional
(20 reviews)
Spacious Family Waterfront Beach Home with Pool
Indian Rocks Beach, FL
8% off
Price is AU$12,762
AU$12,762
AU$1,823 per night
includes taxes & fees
Image gallery for A Piece of History, Great Babe Ruth’s Build!! - Spanish Style Hacienda, 4BR/5BA!

1010 out of 10 rating
Exceptional
(27 reviews)
A Piece of History, Great Babe Ruth’s Build!! - Spanish Style Hacienda, 4BR/5BA!
St. Petersburg, FL
8% off
Price is AU$9,941
AU$9,941
AU$1,420 per night
includes taxes & fees
Image gallery for Beautiful 3 bedroom private waterfront 511 Harbor Home in Indian Rocks Beach POOL+Hot TUB

1010 out of 10 rating
Exceptional
(27 reviews)
Beautiful 3 bedroom private waterfront 511 Harbor Home in Indian Rocks Beach POOL+Hot TUB
Indian Rocks Beach, FL
7% off
Price is AU$7,479
AU$7,479
AU$1,068 per night
includes taxes & fees
Image gallery for Lake living with beautiful views!

1010 out of 10 rating
Exceptional
(99 reviews)
Lake living with beautiful views!
Land O' Lakes, FL
8% off
Price is AU$2,036
AU$2,036
AU$291 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
(42 reviews)
A Little Slice of Key West on Lake Tarpon - Kayak and fish from the back yard
Palm Harbor, FL
7% off
Price is AU$2,494
AU$2,494
AU$356 per night
includes taxes & fees
Image gallery for Near Clearwater Beach - Pool Home Retreat

1010 out of 10 rating
Exceptional
(24 reviews)
Near Clearwater Beach - Pool Home Retreat
Clearwater, FL
8% off
Price is AU$4,753
AU$4,753
AU$679 per night
includes taxes & fees
Image gallery for Shady Oaks Estate near Tampa

1010 out of 10 rating
Exceptional
(16 reviews)
Shady Oaks Estate near Tampa
Brandon, FL
11% off
Price is AU$2,816
AU$2,816
AU$402 per night
includes taxes & fees
Image gallery for Lake Valrico Camelot Court with Heated Pool and access to 134 acre private lake

1010 out of 10 rating
Exceptional
(32 reviews)
Lake Valrico Camelot Court with Heated Pool and access to 134 acre private lake
Brandon, FL
8% off
Price is AU$4,655
AU$4,655
AU$665 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - The Upper Tampa Bay Trail
Showing deals for: 22 Sept - 25 SeptBeach Vacation! Near Clearwater Beach, Pool, Bar, Free Buffet Breakfast
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
194 reviews(194 reviews)
The current price is AU$1,156
AU$1,156
for 3 nights, 1 room
AU$385 per night
includes taxes & fees
Sunset Vistas Two Bedroom Beachfront Suites
Sleeps 6 · 1 bathroom
8.88.8 out of 10
Excellentexcellent
3,248 reviews(3,248 reviews)
The current price is AU$876
AU$876
for 3 nights, 1 apartment
AU$292 per night
includes taxes & fees
New Beachfront Property in Exclusive Resort
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
184 reviews(184 reviews)
The current price is AU$1,946
AU$1,946
for 3 nights, 1 apartment
AU$649 per night
includes taxes & fees
Provident Oceana Beachfront Suites
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
568 reviews(568 reviews)
The current price is AU$995
AU$995
for 3 nights, 1 apartment
AU$332 per night
includes taxes & fees
Look No More! Outdoor Pool, On-Site Bar, Short Walk From Clearwater Beach
Sleeps 3 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
The current price is AU$1,053
AU$1,053
for 3 nights, 1 room
AU$351 per night
includes taxes & fees
John's Pass Hotel
Sleeps 8 · 3 bedrooms
8.48.4 out of 10
Very goodvery good
199 reviews(199 reviews)
The current price is AU$674
AU$674
for 3 nights, 1 room
AU$225 per night
includes taxes & fees
- 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