Whispering Pines Holiday Rentals
- Florida
- ·
- Little Torch Key
- 0.11 mi to center
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
- Big Pine Key
- ·
- Doctor's Arm
- 0.15 mi to center
- Pet Friendly
- Parking
- Internet
- Child Friendly
- Big Pine Key
- ·
- Punta Brisa
- 0.14 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Big Pine Key
- ·
- Doctor's Arm
- 0.25 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Big Pine Key
- ·
- Long Beach Estates
- 0.34 mi to center
- Oceanfront
- Ocean View
- View
- Pet Friendly
- Florida
- ·
- Big Pine Key
- 2.41 mi to center
- Ocean View
- Balcony/Terrace
- View
- Pet Friendly
- Florida
- ·
- Big Pine Key
- 1.49 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Big Pine Key
- ·
- Eden Pines
- 0.43 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Big Pine Key
- ·
- Pine Channel Estates
- 0.20 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
Luxury Holiday Rentals in Whispering Pines
- Florida
- ·
- Big Pine Key
- 2.27 mi to center
- Parking
- Air Conditioner
- Florida
- ·
- Little Torch Key
- 0.18 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Florida
- ·
- Little Torch Key
- 0.84 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Florida
- ·
- Little Torch Key
- 0.21 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
- Big Pine Key
- ·
- Coupon Bight Aquatic Preserve
- 2.04 mi to center
- Private Pool
- Pool
- Balcony/Terrace
- View
- Big Pine Key
- ·
- Coupon Bight Aquatic Preserve
- 2.00 mi to center
- Pool
- Internet
- Child Friendly
- Laundry
- Big Pine Key
- ·
- Coupon Bight Aquatic Preserve
- 1.99 mi to center
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Parking
- Florida
- ·
- Big Pine Key
- 0.49 mi to center
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
- Florida
- ·
- Little Torch Key
- 0.42 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
Top-Rated Holiday Rentals with a Pool in Whispering Pines
- Big Pine Key
- ·
- Coupon Bight Aquatic Preserve
- 2.07 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
- Big Pine Key
- ·
- Coupon Bight Aquatic Preserve
- 1.85 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
- Florida
- ·
- Little Torch Key
- 0.05 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Florida
- ·
- Little Torch Key
- 0.05 mi to center
- Private Pool
- Pool
- Kitchen
- Parking
- Big Pine Key
- ·
- Coupon Bight Aquatic Preserve
- 1.35 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Florida
- ·
- Little Torch Key
- 0.02 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
- Florida
- ·
- Big Pine Key
- 2.76 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
- Big Pine Key
- ·
- Whispering Pines
- 0.09 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Big Pine Key
- ·
- Doctor's Arm
- 0.41 mi to center
- Private Pool
- Pool
- Balcony/Terrace
- Pet Friendly
Pet-Friendly Holiday Rentals in Whispering Pines
- Big Pine Key
- ·
- Pine Channel Estates
- 0.17 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Florida
- ·
- Little Torch Key
- 0.09 mi to center
- Private Beach
- Oceanfront
- Fireplace/Heating
- Pool
- Big Pine Key
- ·
- Doctor's Arm
- 0.11 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
- Big Pine Key
- ·
- Long Beach Estates
- 0.34 mi to center
- Oceanfront
- Ocean View
- View
- Pet Friendly
- Florida
- ·
- Little Torch Key
- 0.49 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Big Pine Key
- ·
- Whispering Pines
- 0.29 mi to center
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
- Big Pine Key
- ·
- Doctor's Arm
- 0.08 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Big Pine Key
- ·
- Sands
- 0.14 mi to center
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
- Big Pine Key
- ·
- Eden Pines
- 0.13 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
Large Holiday Rentals and Private Villas in Whispering Pines
- Big Pine Key
- ·
- Eden Pines
- 0.16 mi to center
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
- Big Pine Key
- ·
- Punta Brisa
- 0.16 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Florida
- ·
- Little Torch Key
- 0.84 mi to center
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
- Florida
- ·
- Little Torch Key
- 0.03 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
- Big Pine Key
- ·
- Coupon Bight Aquatic Preserve
- 1.99 mi to center
- Spa
- View
- Breakfast
- Pet Friendly
- Big Pine Key
- ·
- Pine Channel Estates
- 0.17 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Big Pine Key
- ·
- Eden Pines
- 0.03 mi to center
- Hot Tub
- Fireplace/Heating
- Pool
- Pet Friendly
- Florida
- ·
- Big Pine Key
- 1.84 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Florida
- ·
- Little Torch Key
- 0.93 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
Wheelchair Accessible Holiday Homes in Whispering Pines
- Florida
- ·
- Little Torch Key
- 1.22 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Big Pine Key
- ·
- Doctor's Arm
- 0.30 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Air Conditioner
- Child Friendly
- Big Pine Key
- ·
- Pine Channel Estates
- 0.13 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Florida
- ·
- Little Torch Key
- 0.23 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Air Conditioner
- Child Friendly
- Big Pine Key
- ·
- Doctor's Arm
- 0.21 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
Whispering Pines Private Villas and Holiday Homes Under $200
- Big Pine Key
- ·
- Eden Pines
- 0.15 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Big Pine Key
- ·
- Atlantis Estates
- 0.08 mi to center
- Internet
- Child Friendly
- Barbecue/Outdoor Cooking
- Florida
- ·
- Little Torch Key
- 1.20 mi to center
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Big Pine Key
- ·
- Eden Pines
- 0.17 mi to center
- Internet
- Child Friendly
- Laundry
- Barbecue/Outdoor Cooking
- Big Pine Key
- ·
- Doctor's Arm
- 0.18 mi to center
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
- Big Pine Key
- ·
- Doctor's Arm
- 0.07 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Florida
- ·
- Big Pine Key
- 2.46 mi to center
- Fireplace/Heating
- Pool
- Pet Friendly
- Kitchen
- Big Pine Key
- ·
- Pine Channel Estates
- 0.21 mi to center
- Balcony/Terrace
- View
- Kitchen
- Parking
- Florida
- ·
- Big Pine Key
- 3.38 mi to center
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Parking
Instantly Bookable Holiday Homes in Whispering Pines
- Big Pine Key
- ·
- Coupon Bight Aquatic Preserve
- 1.00 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
- Big Pine Key
- ·
- Doctor's Arm
- 0.16 mi to center
- Hot Tub
- Balcony/Terrace
- Kitchen
- Parking
- Florida
- ·
- Big Pine Key
- 2.06 mi to center
- Pool
- Balcony/Terrace
- Kitchen
- Parking
- Big Pine Key
- ·
- Long Beach Estates
- 0.99 mi to center
- Child Friendly
- Florida
- ·
- Little Torch Key
- 1.20 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
- Florida
- ·
- Little Torch Key
- 1.16 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Florida
- ·
- Little Torch Key
- 0.12 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Big Pine Key
- ·
- Long Beach Estates
- 0.34 mi to center
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
- Big Pine Key
- ·
- Pine Channel Estates
- 0.14 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
Book a Last Minute Place to Stay in Whispering Pines
About Casai's Private Villas and Holiday Rentals in Whispering Pines
Discover more than 406 vacation rentals available in Whispering Pines. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Whispering Pines.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Whispering Pines, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Whispering Pines. On average, places to stay near Whispering Pines offer 768.49 ft², with nightly prices averaging £308.
With Casai, finding and comparing holiday rentals in Whispering Pines is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Top Accommodation Types in Whispering Pines
| Type | Count |
|---|---|
| Vacation Homes | 344 |
| Holiday Apartments | 11 |
| Cottages | 11 |
| Villas | 1 |
Use these Quick Filters to Find a Holiday Rental in Whispering Pines
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Whispering Pines.
Weather in Whispering Pines, FL
View the weather forecast for Whispering Pines before booking your Whispering Pines Vacation Rentals to confirm your best time to go.
Frequently Asked Questions About Whispering Pines?
What are the top holiday rentals in Whispering Pines?
With numerous options available in Whispering Pines, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Whispering Pines:
- Waterfront Beach Houses with Dock & Heated Pool!
- Island Sunrise Resort- 3 acre estate with open water sunrises.
- Waterfront Cozy Cottage with Boat Ramp & Dock!
- Awesome Open Water View at Blue Heron Estate
- Starfish - Ocean front with dock and pool
- A Tropical Luxury Getaway, Your own private resort!
- Conch House - Ocean front with dock and pool
- Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise!
- SPCL FALL RATES THREE LOTS WITH POOL AND DOCK! SECLUDED LOWER KEYS RETREAT
- Gorgeous Beachfront Home with a pool. Water views from every direction.
How many holiday rentals have private pools in Whispering Pines?
Discover a selection of holiday rentals with private pools near Whispering Pines with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Tropical Oasis with Beautiful Home, Pool, Dock and Tiki Hut
- 🐠 HEATED SWIM SPA/OPEN WATER VIEWS/BOAT DOCK/LUXURIOUS/ BUILT IN 2023🐬
- Keys To The Kingdom! Private Oceanfront Retreat with Beach and Pool
- LiL Piece of Paradise
Which holiday homes in Whispering Pines are best for families?
If you're searching for a family-friendly holiday home in Whispering Pines, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Whispering Pines:
- Charming canal front 2-bedroom house with WiFi, AC in fantastic Big Pine Key
- Manatee Watch
- Barnacle Resort
How many Casai.uk holiday rentals are available in Whispering Pines?
As of 2026, Casai boasts over 406 properties listed in the Whispering Pines area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Whispering Pines.





































































