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

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Big Pine Key
  6.  Pine Channel Estates

Refine your search

Price per night

Amenity Filter

Rating

132 Best Vacation Rentals with Pool in Pine Channel Estates (Starting from $160)

RV In The Keys a Tropical Retreat
RV In The Keys a Tropical Retreat
House
Big Pine Key, FL, USA
0.6k from Pine Channel Estates center

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

1 Bedroom4 Guests
New to Booking
$178
Average price / night
Check Availability
Sea-Esta: 3BR Canal-Front Escape on Big Pine Key, Pool, Dockage & Quick Access to Gulf & Atlantic
Sea-Esta: 3BR Canal-Front Escape on Big Pine Key, Pool, Dockage & Quick Access to Gulf & Atlantic
House
Big Pine Key, FL, 33043, United States
0.2k from Pine Channel Estates center

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

3 Bedrooms8 Guests
8.8

Fabulous

3 reviews

$359
Average price / night
Check Availability
Sunset Retreat
Sunset Retreat
House
Big Pine Key, FL, USA
1.6k from Pine Channel Estates center

Barbecue/Outdoor Cooking, Pool, Internet, Laundry, Child Friendly

3 Bedrooms6 Guests
New to Booking
$742
Average price / night
Check Availability
🌴 TROPICAL RETREAT 🌴 RV IN THE KEYS 🌴
🌴 TROPICAL RETREAT 🌴 RV IN THE KEYS 🌴
Apartment
Big Pine Key, FL, 33043, United States
0.2k from Pine Channel Estates center

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

1 Bedroom4 Guests
8.8

Fabulous

3 reviews

$282
Average price / night
Check Availability
Parmer's Resort
Parmer's Resort
Resort
Little Torch Key, FL, USA
1.7k from Pine Channel Estates center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, Lodgings, Beach, Places to stay

29 Bedrooms37 Guests
8.6

Fabulous

440 reviews

$215
Average price / night
Check Availability
Modern multi story waterfront home, 30 minutes from Key west.
Modern multi story waterfront home, 30 minutes from Key west.
House
Big Pine Key, FL, 33043, United States
0.3k from Pine Channel Estates center

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

4 Bedrooms12 Guests
10.0

Exceptional

4 reviews

$460
Average price / night
Check Availability
Salty Air Retreat
Salty Air Retreat
House
Little Torch Key, FL, USA
1.9k from Pine Channel Estates center

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

3 Bedrooms8 Guests
New to Booking
$656
Average price / night
Check Availability
Beautiful Open-Water Property
Beautiful Open-Water Property
House
Big Pine Key, FL, 33043, United States
0.4k from Pine Channel Estates center

AC, Barbecue, Dryer, Extra Bed, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

8 reviews

$576
Average price / night
Check Availability
Hellenga Haven
Hellenga Haven
House
Big Pine Key, FL, USA
3.2k from Pine Channel Estates center

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

3 Bedrooms8 Guests
New to Booking
$411
Average price / night
Check Availability
Big Pine Turtle House
Big Pine Turtle House
House
Big Pine Key, FL, 33043, United States
0.5k from Pine Channel Estates center

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

3 Bedrooms8 Guests
New to Booking
$289
Average price / night
Check Availability
Fishermen`s Paradise
Fishermen`s Paradise
House
Big Pine Key, FL, USA
3.3k from Pine Channel Estates center

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

3 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$1127
Average price / night
Check Availability
Big Pine Latitude Adjustment
Big Pine Latitude Adjustment
House
Big Pine Key, FL, 33043, United States
0.6k from Pine Channel Estates center

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

5 Bedrooms10 Guests
New to Booking
$464
Average price / night
Check Availability
Tiki Beach - Big Pine Key
Tiki Beach - Big Pine Key
House
Big Pine Key, FL, USA
3.3k from Pine Channel Estates center

Pool, Parking, Security/Safety, View, Sports/Activities, Spa, Barbecue/Outdoor Cooking

4 Bedrooms10 Guests
New to Booking
$831
Average price / night
Check Availability
Manatee Watch | 5 bedrooms, pool, ocean access
Manatee Watch | 5 bedrooms, pool, ocean access
House
Big Pine Key, FL, 33043, United States
0.9k from Pine Channel Estates center

AC, Balcony, Barbecue, Dryer, Extra Bed, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$574
Average price / night
Check Availability
Old Wooden Bridge Resort & Marina
Old Wooden Bridge Resort & Marina
Cabin
Big Pine Key, FL, USA
3.5k from Pine Channel Estates center

Accommodations, Pools, Parking, Lodges, Cabins, Pet-friendly, Lodgings, Places to stay

43 Bedrooms138 Guests
8.4

Very Good

241 reviews

$257
Average price / night
Check Availability
Big Pine Key, Double Wide Canal w/ Super Quick Direct Access to Gulf & Atlantic
Big Pine Key, Double Wide Canal w/ Super Quick Direct Access to Gulf & Atlantic
House
Big Pine Key, FL, 33043, United States
0.9k from Pine Channel Estates center

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

3 Bedrooms6 Guests
9.6

Exceptional

13 reviews

$319
Average price / night
Check Availability
Skyway Living
Skyway Living
House
Summerland Key, FL, USA
7.8k from Pine Channel Estates center

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

2 Bedrooms6 Guests
New to Booking
$237
Average price / night
Check Availability
Slice of Paradise: Captivating Open Water Views, Deep Canal, Dockage, Heated Pool, and Pet-Friendly!
Slice of Paradise: Captivating Open Water Views, Deep Canal, Dockage, Heated Pool, and Pet-Friendly!
House
Big Pine Key, FL, 33043, United States
1.1k from Pine Channel Estates center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.2

Superb

5 reviews

$348
Average price / night
Check Availability
Summerland Canal
Summerland Canal
House
Summerland Key, FL, USA
8.0k from Pine Channel Estates center

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

2 Bedrooms5 Guests
New to Booking
$160
Average price / night
Check Availability
Cozy 2-bedroom house in charming Big Pine Key with canal view and relaxing pool
Cozy 2-bedroom house in charming Big Pine Key with canal view and relaxing pool
House
Big Pine Key, FL, 33043, United States
1.2k from Pine Channel Estates center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$436
Average price / night
Check Availability
Lower Keys Retreat.....  Come....  Relax in Paradise!!
Lower Keys Retreat..... Come.... Relax in Paradise!!
House
Big Pine Key, FL, 33043, United States
1.5k from Pine Channel Estates center

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

3 Bedrooms8 Guests
9.8

Exceptional

17 reviews

$337
Average price / night
Check Availability
Tranquility Bayview House-Ocean Front with pool, boat basin and boat ramp
Tranquility Bayview House-Ocean Front with pool, boat basin and boat ramp
House
Little Torch Key, FL, 33042, United States
1.7k from Pine Channel Estates center

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

3 Bedrooms10 Guests
10.0

Exceptional

5 reviews

$936
Average price / night
Check Availability
Waterfront Beach Houses with Dock & Heated Pool!
Waterfront Beach Houses with Dock & Heated Pool!
House
Little Torch Key, FL, 33042, United States
1.7k from Pine Channel Estates center

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

8 Bedrooms20 Guests
10.0

Exceptional

78 reviews

$1856
Average price / night
Check Availability
Starfish - Ocean front with dock and pool
Starfish - Ocean front with dock and pool
House
Little Torch Key, FL, 33042, United States
1.7k from Pine Channel Estates center

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

3 Bedrooms6 Guests
10.0

Exceptional

52 reviews

$639
Average price / night
Check Availability
Conch House - Ocean front with dock and pool
Conch House - Ocean front with dock and pool
House
Little Torch Key, FL, 33042, United States
1.7k from Pine Channel Estates center

AC, Barbecue, Free Parking, Internet, Kitchen, Laundry, No Smoking, Outdoor Grill, Pool

4 Bedrooms8 Guests
10.0

Exceptional

40 reviews

$804
Average price / night
Check Availability
New pool & Huge master suite! Open water views , 2 stories of wrap around decks
New pool & Huge master suite! Open water views , 2 stories of wrap around decks
House
Summerland Key, FL, 33042, United States
1.7k from Pine Channel Estates center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

14 reviews

$341
Average price / night
Check Availability
A Tropical Luxury Getaway, Your own private resort!!
A Tropical Luxury Getaway, Your own private resort!!
House
Little Torch Key, FL, 33042, United States
1.7k from Pine Channel Estates center

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

6 Bedrooms16 Guests
10.0

Exceptional

46 reviews

$2804
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 Pine Channel Estates.

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods

Stay Near Pine Channel Estates's Top Attractions

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

Pine Channel Estates Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 132 verified vacation rentals with a pool in Pine Channel 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 Pine Channel Estates vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $160 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Pine Channel 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 Pine Channel Estates welcome pets. Currently, 36 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 Pine Channel Estates often include additional outdoor features such as Pool, Laundry, and Balcony/Terrace. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Pine Channel 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.