Vacation Rentals with Pool in Country Estates, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Port Richey
  6.  Country Estates

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226 Best Vacation Rentals with Pool in Country Estates (Starting from $57)

5 Mi to Beach Home with Pool in Holiday!
5 Mi to Beach Home with Pool in Holiday!
House
Holiday, FL, USA
2.1k from Country Estates center

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

3 Bedrooms8 Guests
New to Booking
$263
Average price / night
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House near Tarpon Springs Beaches and Weeki Wachee Springs
House near Tarpon Springs Beaches and Weeki Wachee Springs
House
Holiday, FL, 34690, United States
0.9k from Country Estates center

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

2 Bedrooms4 Guests
9.8

Exceptional

30 reviews

$148
Average price / night
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Lakefront Paradise with Private Pool
Lakefront Paradise with Private Pool
House
Holiday, FL, USA
2.2k from Country Estates center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$277
Average price / night
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Anclote Oasis - Tarpon Springs - Waterfront Sunsets & Private Pool
Anclote Oasis - Tarpon Springs - Waterfront Sunsets & Private Pool
House
Holiday, FL, 34690, United States
1.3k from Country Estates center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
9.8

Exceptional

7 reviews

$330
Average price / night
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Oasis with Heated Pool 5 Mi to Anclote Gulf Park!
Oasis with Heated Pool 5 Mi to Anclote Gulf Park!
House
Holiday, FL, USA
2.2k from Country Estates center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$316
Average price / night
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New Riverside Retreat w/Pool & Dock
New Riverside Retreat w/Pool & Dock
House
Holiday, FL, 34690, United States
1.5k from Country Estates center

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

2 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$272
Average price / night
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Sunset Views and Hot Tub Lakefront Holiday Retreat!
Sunset Views and Hot Tub Lakefront Holiday Retreat!
House
Holiday, FL, USA
2.5k from Country Estates center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Hot tubs

1 Bedroom8 Guests
New to Booking
$311
Average price / night
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River House with heated Pool, Sunsets, Fishing, Dolphin & Manatee Watching
River House with heated Pool, Sunsets, Fishing, Dolphin & Manatee Watching
House
Holiday, FL, 34690, United States
1.7k from Country Estates center

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

3 Bedrooms6 Guests
9.6

Exceptional

21 reviews

$310
Average price / night
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Canal-Front Holiday Home Near Beach Swim and Paddle
Canal-Front Holiday Home Near Beach Swim and Paddle
House
Holiday, FL, USA
2.6k from Country Estates center

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

3 Bedrooms8 Guests
New to Booking
$332
Average price / night
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In the heart of Tarpon Springs 3 minutes away from Sponge Docks  and the beach
In the heart of Tarpon Springs 3 minutes away from Sponge Docks and the beach
House
Tarpon Springs, FL, 34689, United States
1.7k from Country Estates center

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

3 Bedrooms6 Guests
8.0

Good

2 reviews

$254
Average price / night
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Lavish Holiday Home with Lanai and Heated Outdoor Pool
Lavish Holiday Home with Lanai and Heated Outdoor Pool
House
Holiday, FL, USA
3.3k from Country Estates center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

3 Bedrooms10 Guests
9.0

Fabulous

2 reviews

$273
Average price / night
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Beautiful 3 Bed Room & Loft Luxury Home near Clearwater
Beautiful 3 Bed Room & Loft Luxury Home near Clearwater
House
Tarpon Springs, FL, 34689, United States
1.8k from Country Estates center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms10 Guests
7.8

Good

17 reviews

$173
Average price / night
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Reel Retreat
Reel Retreat
House
Tarpon Springs, FL, USA
3.7k from Country Estates center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs, Places to stay

3 Bedrooms8 Guests
New to Booking
$527
Average price / night
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3BR Waterfront Oasis w/ Private Solar Heated Pool and Spacious Deck
3BR Waterfront Oasis w/ Private Solar Heated Pool and Spacious Deck
House
Holiday, FL, 34690, United States
1.8k from Country Estates center

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

3 Bedrooms6 Guests
9.8

Exceptional

44 reviews

$305
Average price / night
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Charming Pool House close to the Gulf of America
Charming Pool House close to the Gulf of America
House
New Port Richey, FL, USA
3.8k from Country Estates center

Sports/Activities, Wellness Facilities, Hot Tub, Smoking, Guest Services, Air Conditioner, Ocean View

1 Bedroom6 Guests
10.0

Exceptional

1 reviews

$180
Average price / night
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Paradise!Canal-River front heated pool house with Gulf ofMexico access.Remodeled
Paradise!Canal-River front heated pool house with Gulf ofMexico access.Remodeled
House
Holiday, FL, 34690, United States
1.8k from Country Estates center

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

2 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$252
Average price / night
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Cypress Run Daydream
Cypress Run Daydream
House
Tarpon Springs, FL, USA
4.0k from Country Estates center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms6 Guests
9.0

Fabulous

4 reviews

$277
Average price / night
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Family-Friendly Home w/Heated Pool Near Beaches
Family-Friendly Home w/Heated Pool Near Beaches
House
Holiday, FL, 34691, United States
2.0k from Country Estates center

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

3 Bedrooms8 Guests
New to Booking
$295
Average price / night
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hunker bunker river front 2
hunker bunker river front 2
Apartment
New Port Richey, FL, USA
4.7k from Country Estates center

Apartments, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$57
Average price / night
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3-bedroom house in Holiday,FL with a beautiful pool oasis. Pool is not heated
3-bedroom house in Holiday,FL with a beautiful pool oasis. Pool is not heated
House
Holiday, FL, 34690, United States
2.0k from Country Estates center

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

3 Bedrooms6 Guests
New to Booking
$214
Average price / night
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The Tarpon Sunset Retreat
The Tarpon Sunset Retreat
House
Tarpon Springs, FL, 34689, United States
2.1k from Country Estates center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$292
Average price / night
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GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!
GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!
House
Holiday, FL, 34691, United States
2.1k from Country Estates center

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

2 Bedrooms6 Guests
9.8

Exceptional

85 reviews

$562
Average price / night
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Luxe Family‑Friendly Retreat w/Heated Pool Oasis
Luxe Family‑Friendly Retreat w/Heated Pool Oasis
House
Holiday, FL, 34691, United States
2.2k from Country Estates center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms8 Guests
New to Booking
$309
Average price / night
Check Availability
Lakefront Paradise, with Heated Private Pool.
Lakefront Paradise, with Heated Private Pool.
House
Holiday, FL, 34691, United States
2.3k from Country Estates center

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

2 Bedrooms6 Guests
10.0

Exceptional

16 reviews

$530
Average price / night
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Lake House in Holiday, FL - 10 minute drive to the beach!
Lake House in Holiday, FL - 10 minute drive to the beach!
House
Holiday, FL, 34691, United States
2.4k from Country Estates center

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

3 Bedrooms8 Guests
New to Booking
$240
Average price / night
Check Availability
Holiday home with private heated pool available . for extra $20 for each night\n
Holiday home with private heated pool available . for extra $20 for each night\n
House
Holiday, FL, 34690, United States
2.4k from Country Estates center

AC, Dryer, Internet, Laundry, No Smoking, Pool, TV, Washer

2 Bedrooms5 Guests
New to Booking
$235
Average price / night
Check Availability
Sunset Views & Hot Tub: Lakefront Holiday Retreat!
Sunset Views & Hot Tub: Lakefront Holiday Retreat!
House
Holiday, FL, 34691, United States
2.5k from Country Estates center

AC, Crib, Dryer, Free Parking, Heater, Hot Tub, Kitchen, Microwave, No Smoking

4 Bedrooms8 Guests
9.2

Superb

5 reviews

$336
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 Country Estates.

Stay Near Country Estates's Top Attractions

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

Country Estates Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 226 verified vacation rentals with a pool in Country Estates. 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 Country Estates vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $57 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Country Estates 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 Country Estates welcome pets. Currently, 49 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 Country Estates often include additional outdoor features such as Pool, Fireplace/Heating, and Wellness Facilities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Country Estates 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.