Vacation Rentals with Private Pool in The Upper Tampa Bay Trail, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Florida
  5.  Tampa
  6.  The Upper Tampa Bay Trail

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209 Best Vacation Rentals with Private Pool in The Upper Tampa Bay Trail (Starting from $165)

6BR Family Escape-Pool Sport Courts Game Room
6BR Family Escape-Pool Sport Courts Game Room
House
Tampa, FL, USA
5.6k from The Upper Tampa Bay Trail center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom16 Guests
New to Booking
$1278
Average price / night
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Luxury waterfront home w/ pool- minutes from airport & downtown Tampa
Luxury waterfront home w/ pool- minutes from airport & downtown Tampa
House
Tampa, FL, 33634, United States
1.6k from The Upper Tampa Bay Trail center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$528
Average price / night
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Luxury Mason Villa
Luxury Mason Villa
Villa
Tampa, FL, USA
6.6k from The Upper Tampa Bay Trail center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

4 Bedrooms8 Guests
8.1

Very Good

25 reviews

$655
Average price / night
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KING Bed, Gym & Pool, Walk to Shopping/Food!
KING Bed, Gym & Pool, Walk to Shopping/Food!
Apartment
Tampa, FL, 33607, United States
1.8k from The Upper Tampa Bay Trail center

AC, Balcony, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet

1 Bedroom4 Guests
6.0

Review score

2 reviews

$174
Average price / night
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Luxury Stay Heated Pool and Hot Tub Fenced Yard
Luxury Stay Heated Pool and Hot Tub Fenced Yard
House
Tampa, FL, USA
6.9k from The Upper Tampa Bay Trail center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly

3 Bedrooms8 Guests
New to Booking
$469
Average price / night
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LUXURY 4BR Private Pool & Hot Tub, Dock, Bay Access! Sleeps 10- Games & Scooters
LUXURY 4BR Private Pool & Hot Tub, Dock, Bay Access! Sleeps 10- Games & Scooters
House
Tampa, FL, 33634, United States
1.9k from The Upper Tampa Bay Trail center

AC, Arcade, Barbecue, Breakfast Available, Crib, Dryer, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
10.0

Exceptional

8 reviews

$1121
Average price / night
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Heated pool, arcade, 6 TVs, 4-bedroom house with AC, WiFi in brilliant Tampa
Heated pool, arcade, 6 TVs, 4-bedroom house with AC, WiFi in brilliant Tampa
House
Tampa, FL, 33609, United States
2.1k from The Upper Tampa Bay Trail center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms11 Guests
10.0

Exceptional

4 reviews

$520
Average price / night
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Luxury Modern Villa - Pool & BBQ - Sleeps 12
Luxury Modern Villa - Pool & BBQ - Sleeps 12
Villa
Tampa, FL, 33634, United States
2.1k from The Upper Tampa Bay Trail center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms12 Guests
New to Booking
$602
Average price / night
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Sleeps 8! Tiki Bar~Pool~Hot Tub~Fire Pit
Sleeps 8! Tiki Bar~Pool~Hot Tub~Fire Pit
House
Tampa, FL, 33634, United States
2.2k from The Upper Tampa Bay Trail center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms8 Guests
New to Booking
$583
Average price / night
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KING Bed, Walk to Shopping/Food, Pool and Gym!
KING Bed, Walk to Shopping/Food, Pool and Gym!
Apartment
Tampa, FL, 33607, United States
2.2k from The Upper Tampa Bay Trail center

AC, Balcony, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet

1 Bedroom4 Guests
8.8

Fabulous

3 reviews

$165
Average price / night
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Luxe Executive Home HEATED Pool, Outdoor Fireplace,Guesthouse!!
Luxe Executive Home HEATED Pool, Outdoor Fireplace,Guesthouse!!
Villa
Tampa, FL, 33609, United States
2.5k from The Upper Tampa Bay Trail center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms11 Guests
9.8

Exceptional

6 reviews

$1137
Average price / night
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5 Star Luxury Getaway Heated Pool & Outdoor Fireplace
5 Star Luxury Getaway Heated Pool & Outdoor Fireplace
House
Tampa, FL, 33609, United States
2.7k from The Upper Tampa Bay Trail center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

9 reviews

$702
Average price / night
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South Tampa Getaway
South Tampa Getaway
House
Tampa, FL, 33609, United States
2.9k from The Upper Tampa Bay Trail center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms12 Guests
9.4

Superb

52 reviews

$398
Average price / night
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❤Amazing Waterfront View/Near Downtown& Airport ☀🐬
❤Amazing Waterfront View/Near Downtown& Airport ☀🐬
Condo
Tampa, FL, 33607, United States
3.1k from The Upper Tampa Bay Trail center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment, Free Parking

1 Bedroom4 Guests
9.2

Superb

158 reviews

$290
Average price / night
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Breezy Balcony - Mesmerizing Views from Balcony
Breezy Balcony - Mesmerizing Views from Balcony
Condo
Tampa, FL, 33607, United States
3.1k from The Upper Tampa Bay Trail center

AC, Balcony, Dryer, Elevator, Fireplace, Free Parking, Heater, Internet, Kitchen

1 Bedroom4 Guests
8.6

Fabulous

9 reviews

$282
Average price / night
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Luxury Escape - Modern - Heart Of Tampa
Luxury Escape - Modern - Heart Of Tampa
House
Tampa, FL, 33609, United States
3.2k from The Upper Tampa Bay Trail center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms9 Guests
10.0

Exceptional

2 reviews

$828
Average price / night
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Home 3BR 2BA in Tampa-Saltwater Heated Pool-5min airport-5min Raymond James Stad
Home 3BR 2BA in Tampa-Saltwater Heated Pool-5min airport-5min Raymond James Stad
House
Tampa, FL, 33609, United States
3.3k from The Upper Tampa Bay Trail center

AC, Barbecue, Dryer, Heater, Internet, Laundry, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$351
Average price / night
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Heated Pool and Arcade! South Tampa Quiet Bliss
Heated Pool and Arcade! South Tampa Quiet Bliss
House
Tampa, FL, 33629, United States
3.3k from The Upper Tampa Bay Trail center

AC, Arcade, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms8 Guests
10.0

Exceptional

14 reviews

$730
Average price / night
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Art Deco Den - Charming 3 bedroom home with pool in Tampa
Art Deco Den - Charming 3 bedroom home with pool in Tampa
House
Tampa, FL, 33609, United States
3.6k from The Upper Tampa Bay Trail center

AC, Arcade, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$384
Average price / night
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Waterfront Oasis - 4930 W San Rafael St · Tampa Waterfront Pool Oasis
Waterfront Oasis - 4930 W San Rafael St · Tampa Waterfront Pool Oasis
House
Tampa, FL, 33629, United States
3.8k from The Upper Tampa Bay Trail center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
8.8

Fabulous

13 reviews

$788
Average price / night
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Luxe New 4BD/2.5BA Midtown Tampa Home!
Luxe New 4BD/2.5BA Midtown Tampa Home!
House
Tampa, FL, 33607, United States
4.0k from The Upper Tampa Bay Trail center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area

4 Bedrooms8 Guests
New to Booking
$505
Average price / night
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Heated & Screened Pool House in Midtown Tampa
Heated & Screened Pool House in Midtown Tampa
House
Tampa, FL, 33609, United States
4.0k from The Upper Tampa Bay Trail center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.4

Superb

25 reviews

$473
Average price / night
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Magnificent Pool House in the Heart of Tampa - Sleeps 10
Magnificent Pool House in the Heart of Tampa - Sleeps 10
House
Tampa, FL, 33609, United States
4.1k from The Upper Tampa Bay Trail center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms10 Guests
10.0

Exceptional

5 reviews

$411
Average price / night
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Luxury Pool Home Near Stadium - BBQ GRILL- FIREPIT☆\n
Luxury Pool Home Near Stadium - BBQ GRILL- FIREPIT☆\n
House
Tampa, FL, 33607, United States
4.1k from The Upper Tampa Bay Trail center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms8 Guests
9.6

Exceptional

8 reviews

$414
Average price / night
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Modern 2-Bed/2-Bath Tampa Apartment: Comfort Meets Convenience
Modern 2-Bed/2-Bath Tampa Apartment: Comfort Meets Convenience
Apartment
Tampa, FL, 33634, United States
4.2k from The Upper Tampa Bay Trail center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater

2 Bedrooms7 Guests
9.8

Exceptional

7 reviews

$295
Average price / night
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Private Ultra-Luxury 10 Bedroom | 14 Bath Mansion
Private Ultra-Luxury 10 Bedroom | 14 Bath Mansion
Villa
Tampa, FL, 33629, United States
4.3k from The Upper Tampa Bay Trail center

AC, Arcade, Balcony, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

10 Bedrooms22 Guests
10.0

Exceptional

6 reviews

$4269
Average price / night
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Beautiful S Tampa Home W/ Heated Pool & Jacuzzi, Wi-Fi, Cable, DVD, pingpong,
Beautiful S Tampa Home W/ Heated Pool & Jacuzzi, Wi-Fi, Cable, DVD, pingpong,
House
Tampa, FL, 33629, United States
4.3k from The Upper Tampa Bay Trail center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub

5 Bedrooms10 Guests
9.2

Superb

39 reviews

$1613
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Private Pool in The Upper Tampa Bay Trail.

Where to stay in The Upper Tampa Bay Trail? Best neighborhoods & areas

The Upper Tampa Bay Trail Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 209 verified vacation rentals with a private pool in The Upper Tampa Bay Trail. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in The Upper Tampa Bay Trail vary depending on the property size, location, and travel season. Rates typically start from around $165 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in The Upper Tampa Bay Trail also welcome pets. Currently, 22 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in The Upper Tampa Bay Trail often include additional features such as Private Pool, Pool, and Fireplace/Heating. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in The Upper Tampa Bay Trail include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.