Vacation Rentals with Pool in Woodland Waters, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Port Richey
  6.  Woodland Waters

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78 Best Vacation Rentals with Pool in Woodland Waters (Starting from $120)

Brooksville Home about 5 Mi to Weeki Wachee Springs!
Brooksville Home about 5 Mi to Weeki Wachee Springs!
House
Brooksville, FL, USA
4.0k from Woodland Waters center

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

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$387
Average price / night
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Beautiful 2Bed,2Bath,2Car Garage Stunning Cul-de-sac property on 2 acres Estate
Beautiful 2Bed,2Bath,2Car Garage Stunning Cul-de-sac property on 2 acres Estate
House
Spring Hill, FL, 34613, United States
0.2k from Woodland Waters center

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

3 Bedrooms8 Guests
10.0

Exceptional

30 reviews

$185
Average price / night
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Spring Hill Home Private Pool, 9 Mi to Beach!
Spring Hill Home Private Pool, 9 Mi to Beach!
House
FL, USA
5.8k from Woodland Waters center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
7.8

Good

4 reviews

$242
Average price / night
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Pet Friendly Family Oasis w/Pool Near the Gulf
Pet Friendly Family Oasis w/Pool Near the Gulf
House
Spring Hill, FL, 34613, United States
1.5k from Woodland Waters center

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

4 Bedrooms9 Guests
10.0

Exceptional

2 reviews

$262
Average price / night
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Royal Highlands Tranquility
Royal Highlands Tranquility
House
Spring Hill, FL, USA
5.8k from Woodland Waters center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$456
Average price / night
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Fantastic Family Villa With Large Pool, 10 Minutes From Gulf Coast Beaches
Fantastic Family Villa With Large Pool, 10 Minutes From Gulf Coast Beaches
Villa
Weeki Wachee, FL, 34613, United States
3.5k from Woodland Waters center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms8 Guests
9.2

Superb

44 reviews

$288
Average price / night
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1 Mi to Weeki Wachee Home with Pool in Spring Hill
1 Mi to Weeki Wachee Home with Pool in Spring Hill
House
Spring Hill, FL, USA
6.4k from Woodland Waters center

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

3 Bedrooms6 Guests
9.4

Superb

5 reviews

$216
Average price / night
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5 Mi to Weeki Wachee Springs! Poolside Retreat
5 Mi to Weeki Wachee Springs! Poolside Retreat
House
Brooksville, FL, 34613, United States
4.0k from Woodland Waters center

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

4 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$336
Average price / night
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Candida's Retreat
Candida's Retreat
House
Spring Hill, FL, USA
6.5k from Woodland Waters center

Private Pool, Barbecue/Outdoor Cooking, Internet, Security/Safety, Pool, Ocean View, Spa

1 Bedroom7 Guests
10.0

Exceptional

2 reviews

$365
Average price / night
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WEEKI WACHEE VILLA HOME FROM HOME
WEEKI WACHEE VILLA HOME FROM HOME
Villa
Weeki Wachee, FL, Fl- 34613, United States
4.0k from Woodland Waters center

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

3 Bedrooms6 Guests
10.0

Exceptional

51 reviews

$131
Average price / night
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3 Mi to Weeki Wachee Springs SP Poolside Oasis!
3 Mi to Weeki Wachee Springs SP Poolside Oasis!
House
Spring Hill, FL, USA
6.5k from Woodland Waters center

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

2 Bedrooms4 Guests
New to Booking
$340
Average price / night
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Charming 3-bedroom home, Springhill,fenced yard heated pool, , 3bdrms 2bath,
Charming 3-bedroom home, Springhill,fenced yard heated pool, , 3bdrms 2bath,
House
Spring Hill, FL, 34608, United States
4.9k from Woodland Waters center

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

3 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$246
Average price / night
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Beautiful vacation house on the hill
Beautiful vacation house on the hill
House
Spring Hill, FL, USA
6.5k from Woodland Waters center

Security/Safety, Guest Services, Balcony/Terrace, Parking, Internet, Bar, View

1 Bedroom2 Guests
New to Booking
$360
Average price / night
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Charming & Beautiful Pet friendly Pool home in Spring Hill, Florida
Charming & Beautiful Pet friendly Pool home in Spring Hill, Florida
House
Spring Hill, FL, 34609, United States
5.0k from Woodland Waters center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

3 Bedrooms7 Guests
New to Booking
$200
Average price / night
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Luxury getaway, relax, and recharge!
Luxury getaway, relax, and recharge!
House
Spring Hill, FL, USA
6.9k from Woodland Waters center

Luxury, Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$228
Average price / night
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Spacious Getaway Near FL Attractions, Plunge Pool, Game Room, Firepit, BBQ, Pet-Friendly & Sleeps 10
Spacious Getaway Near FL Attractions, Plunge Pool, Game Room, Firepit, BBQ, Pet-Friendly & Sleeps 10
House
Brooksville, FL, 34614, United States
5.1k from Woodland Waters center

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

3 Bedrooms10 Guests
9.8

Exceptional

6 reviews

$213
Average price / night
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Pool, Grill and Golf Course Views Spring Hill Stay!
Pool, Grill and Golf Course Views Spring Hill Stay!
House
Spring Hill, FL, USA
7.1k from Woodland Waters center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$234
Average price / night
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Memories by the Gulf | 4BR Oasis w/ Heated Saltwater Cocktail Pool & Fire Pit
Memories by the Gulf | 4BR Oasis w/ Heated Saltwater Cocktail Pool & Fire Pit
House
Spring Hill, FL, 34608, United States
5.3k from Woodland Waters center

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

4 Bedrooms10 Guests
9.6

Exceptional

26 reviews

$267
Average price / night
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Modern 3BR Home, Saltwater Pool, Fenced Yard
Modern 3BR Home, Saltwater Pool, Fenced Yard
House
Spring Hill, FL, USA
7.4k from Woodland Waters center

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

3 Bedrooms8 Guests
9.5

Superb

4 reviews

$120
Average price / night
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2-bedroom house with fully fenced in backyard with private pool.
2-bedroom house with fully fenced in backyard with private pool.
House
Spring Hill, FL, 34608, United States
5.4k from Woodland Waters center

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

2 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$150
Average price / night
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Heated Salt Water Pool, Outdoor Kitchen in a Private Home
Heated Salt Water Pool, Outdoor Kitchen in a Private Home
Villa
Woodland Waters, Brooksville, Florida, USA
7.8k from Woodland Waters center

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

3 Bedrooms6 Guests
New to Booking
$285
Average price / night
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Beautiful Pool Home 2 large bedrooms + Den in Spring Hill FL
Beautiful Pool Home 2 large bedrooms + Den in Spring Hill FL
House
Spring Hill, FL, 34609, United States
5.4k from Woodland Waters center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

2 Bedrooms6 Guests
New to Booking
$183
Average price / night
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Spacious Heated Pool Home 5 Min To Weeki Wachee
Spacious Heated Pool Home 5 Min To Weeki Wachee
House
Spring Hill, FL, 34608, United States
5.7k from Woodland Waters center

AC, Balcony, Barbecue, Crib, Dryer, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$251
Average price / night
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Cozy home with heated pool in Brooksville, FL
Cozy home with heated pool in Brooksville, FL
House
Spring Hill, FL, 34609, United States
5.7k from Woodland Waters center

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

3 Bedrooms6 Guests
8.6

Fabulous

4 reviews

$510
Average price / night
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gulf coast haven !!!
gulf coast haven !!!
House
Spring Hill, FL, 34608, United States
5.7k from Woodland Waters center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, No Smoking

3 Bedrooms6 Guests
9.4

Superb

41 reviews

$152
Average price / night
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Clean, spacious home with heated pool near Weeki Wachi Springs!
Clean, spacious home with heated pool near Weeki Wachi Springs!
House
Spring Hill, FL, 34609, United States
5.7k from Woodland Waters center

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

3 Bedrooms8 Guests
9.6

Exceptional

19 reviews

$217
Average price / night
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9 Mi to Beach! Poolside Escape in Spring Hill
9 Mi to Beach! Poolside Escape in Spring Hill
House
Spring Hill, FL, 34608, United States
5.8k from Woodland Waters center

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

3 Bedrooms6 Guests
9.0

Fabulous

18 reviews

$256
Average price / night
Check Availability

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 Pool in Woodland Waters.

Stay Near Woodland Waters's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Woodland Waters Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 78 verified vacation rentals with a pool in Woodland Waters. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Woodland Waters vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $120 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Woodland Waters offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Woodland Waters welcome pets. Currently, 27 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Woodland Waters often include additional outdoor features such as Pool, Fireplace/Heating, and Balcony/Terrace. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Woodland Waters offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.