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

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Big Pine Key
  6.  Long Beach Estates

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97 Best Vacation Rentals with Pool in Long Beach Estates (Starting from $178)

Tiki Beach - Big Pine Key
Tiki Beach - Big Pine Key
House
Big Pine Key, FL, USA
3.1k from Long Beach Estates center

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

4 Bedrooms10 Guests
New to Booking
$831
Average price / night
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Keys To The Kingdom! Private Oceanfront Retreat with Beach and Pool
Keys To The Kingdom! Private Oceanfront Retreat with Beach and Pool
House
Big Pine Key, FL, 33043, United States
0.3k from Long Beach Estates center

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

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$576
Average price / night
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Fishermen`s Paradise
Fishermen`s Paradise
House
Big Pine Key, FL, USA
3.2k from Long Beach 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
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Gorgeous Beachfront Home with a pool. Water views from every direction.
Gorgeous Beachfront Home with a pool. Water views from every direction.
House
Big Pine Key, FL, 33043, United States
0.4k from Long Beach Estates center

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

5 Bedrooms10 Guests
10.0

Exceptional

15 reviews

$556
Average price / night
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Sunset Retreat
Sunset Retreat
House
Big Pine Key, FL, USA
3.3k from Long Beach Estates center

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

3 Bedrooms6 Guests
New to Booking
$742
Average price / night
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300’ Private Beach, Pool & Rooftop w Panoramic Ocean Views
300’ Private Beach, Pool & Rooftop w Panoramic Ocean Views
House
Big Pine Key, FL, 33043, United States
1.4k from Long Beach Estates center

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

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1176
Average price / night
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RV In The Keys a Tropical Retreat
RV In The Keys a Tropical Retreat
House
Big Pine Key, FL, USA
4.1k from Long Beach Estates center

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

1 Bedroom4 Guests
New to Booking
$178
Average price / night
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Awesome Open Water View at Blue Heron Estate
Awesome Open Water View at Blue Heron Estate
House
Big Pine Key, FL, 33043, United States
2.6k from Long Beach Estates center

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

4 Bedrooms9 Guests
10.0

Exceptional

63 reviews

$851
Average price / night
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Parmer's Resort
Parmer's Resort
Resort
Little Torch Key, FL, USA
5.9k from Long Beach 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
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Island Sunrise Resort- 3 acre estate with open water sunrises.
Island Sunrise Resort- 3 acre estate with open water sunrises.
House
big pine key, FL, 33043, United States
3.2k from Long Beach Estates center

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

3 Bedrooms8 Guests
10.0

Exceptional

64 reviews

$605
Average price / night
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Salty Air Retreat
Salty Air Retreat
House
Little Torch Key, FL, USA
6.2k from Long Beach Estates center

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

3 Bedrooms8 Guests
New to Booking
$656
Average price / night
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Fishermen's Paradise | Pool, dock, gorgeous home
Fishermen's Paradise | Pool, dock, gorgeous home
House
Big Pine Key, FL, 33043, United States
3.2k from Long Beach Estates center

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

3 Bedrooms8 Guests
9.8

Exceptional

28 reviews

$1194
Average price / night
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Hellenga Haven
Hellenga Haven
House
Big Pine Key, FL, USA
6.5k from Long Beach Estates center

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

3 Bedrooms8 Guests
New to Booking
$411
Average price / night
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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
3.6k from Long Beach 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
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Old Wooden Bridge Resort & Marina
Old Wooden Bridge Resort & Marina
Cabin
Big Pine Key, FL, USA
6.5k from Long Beach 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
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Upscale ocean front home & easy canal boat access to Gulf or Atlantic
Upscale ocean front home & easy canal boat access to Gulf or Atlantic
House
Big Pine Key, FL, 33043, United States
3.7k from Long Beach Estates center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$293
Average price / night
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🐠 HEATED SWIM SPA / OPEN WATER VIEWS / BOAT DOCK / LUXURIOUS /  BUILT IN 2023🐬
🐠 HEATED SWIM SPA / OPEN WATER VIEWS / BOAT DOCK / LUXURIOUS / BUILT IN 2023🐬
House
Big Pine Key, FL, 33043, United States
3.7k from Long Beach Estates center

AC, Balcony, Barbecue, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$464
Average price / night
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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
3.8k from Long Beach 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
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Manatee Watch | 5 bedrooms, pool, ocean access
Manatee Watch | 5 bedrooms, pool, ocean access
House
Big Pine Key, FL, 33043, United States
3.9k from Long Beach 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
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Big Pine Latitude Adjustment
Big Pine Latitude Adjustment
House
Big Pine Key, FL, 33043, United States
4.0k from Long Beach Estates center

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

5 Bedrooms10 Guests
New to Booking
$464
Average price / night
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Big Pine Turtle House
Big Pine Turtle House
House
Big Pine Key, FL, 33043, United States
4.3k from Long Beach Estates center

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

3 Bedrooms8 Guests
New to Booking
$289
Average price / night
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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
4.4k from Long Beach 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
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Family friendly canal home,150 ft dock, easy access to Atl & Gulf
Family friendly canal home,150 ft dock, easy access to Atl & Gulf
House
Big Pine Key, FL, 33043, United States
4.4k from Long Beach Estates center

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

5 Bedrooms13 Guests
10.0

Exceptional

1 reviews

$538
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
4.5k from Long Beach 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
🌴 TROPICAL RETREAT 🌴 RV IN THE KEYS 🌴
🌴 TROPICAL RETREAT 🌴 RV IN THE KEYS 🌴
Apartment
Big Pine Key, FL, 33043, United States
4.5k from Long Beach 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
Keys Paradise 2-bedroom, 2-bath with heated pool & direct access to the Atlantic
Keys Paradise 2-bedroom, 2-bath with heated pool & direct access to the Atlantic
House
Little Torch Key, FL, 33042, United States
4.5k from Long Beach Estates center

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

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$293
Average price / night
Check Availability
3 BR Canal Home in Big Pine Key, FL - Private Pool/Spa - Great Boating Access!!!
3 BR Canal Home in Big Pine Key, FL - Private Pool/Spa - Great Boating Access!!!
House
Big Pine Key, FL, 33043, United States
4.6k from Long Beach Estates center

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

3 Bedrooms6 Guests
New to Booking
$259
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 Long Beach Estates.

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Long Beach Estates Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 97 verified vacation rentals with a pool in Long Beach 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 Long Beach Estates vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $178 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Long Beach 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 Long Beach Estates welcome pets. Currently, 32 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 Long Beach Estates often include additional outdoor features such as Pool, Laundry, and Internet. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Long Beach 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.