Pinehurst Holiday Rentals
- Fort Myers
- Fountain Lakes
- 0.26 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Fort Myers
- Fountain Lakes
- 0.20 mi to center
- Hot Tub
- Spa
- Pool
- Fort Myers
- Three Oaks
- 0.94 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Fort Myers
- San Carlos Park
- 0.65 mi to center
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Fort Myers
- Three Oaks
- 0.60 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Fort Myers
- Estero
- 2.32 mi to center
- Pool
- Balcony/Terrace
- Kitchen
- Naples
- Bonita Springs
- 5.43 mi to center
- Hot Tub
- Spa
- Fireplace/Heating
- Fort Myers
- Estero
- 2.32 mi to center
- Pool
- Balcony/Terrace
- Kitchen
- Fort Myers
- Estero
- 1.16 mi to center
- Pet Friendly
- Kitchen
- Parking
Luxury Holiday Rentals in Pinehurst
- Oceanfront
- Fireplace/Heating
- Pool
- Fort Myers
- Estero
- 1.58 mi to center
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Fort Myers
- Estero
- 1.19 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Fort Myers
- Estero
- 2.33 mi to center
- Hot Tub
- Spa
- Fireplace/Heating
- Naples
- Bonita Springs
- 4.46 mi to center
- Private Pool
- Pool
- Ocean View
- Naples
- Bonita Springs
- 5.05 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Private Pool
- Hot Tub
- Fireplace/Heating
- Naples
- Bonita Springs
- 5.56 mi to center
- Hot Tub
- Spa
- Fireplace/Heating
- Fort Myers
- Estero
- 1.71 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
Top-Rated Holiday Rentals with a Pool in Pinehurst
- Fort Myers
- San Carlos Park
- 0.92 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Naples
- Bonita Springs
- 5.00 mi to center
- Hot Tub
- Fireplace/Heating
- Pool
- Fort Myers
- Fountain Lakes
- 0.26 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Fort Myers
- Estero
- 1.34 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fort Myers
- Estero
- 0.93 mi to center
- Hot Tub
- Fireplace/Heating
- Pool
- Naples
- Bonita Springs
- 5.58 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Fort Myers
- Fountain Lakes
- 0.18 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Fort Myers
- Estero
- 1.53 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
- Fort Myers
- San Carlos Park
- 1.26 mi to center
- Private Pool
- Fireplace/Heating
- Pool
Pet-Friendly Holiday Rentals in Pinehurst
- Fort Myers
- Estero
- 1.88 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Naples
- Bonita Springs
- 5.13 mi to center
- Fireplace/Heating
- Pool
- View
- Fort Myers
- Estero
- 1.88 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Fort Myers
- San Carlos Park
- 0.95 mi to center
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Fort Myers
- Estero
- 1.73 mi to center
- Fireplace/Heating
- Balcony/Terrace
- View
- Fort Myers
- Three Oaks
- 0.94 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Fort Myers
- Three Oaks
- 0.94 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Fort Myers
- Estero
- 1.09 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Fort Myers
- Three Oaks
- 0.63 mi to center
- Private Pool
- Fireplace/Heating
- Pool
Large Holiday Rentals and Private Villas in Pinehurst
- Fort Myers
- Estero
- 0.95 mi to center
- Oceanfront
- Pool
- Ocean View
- Fort Myers
- San Carlos Park
- 0.17 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Fort Myers
- Estero
- 1.33 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Naples
- Bonita Springs
- 5.32 mi to center
- Oceanfront
- Spa
- Fireplace/Heating
- Fort Myers
- San Carlos Park
- 0.77 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Fort Myers
- Estero
- 1.47 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Fort Myers
- Estero
- 2.23 mi to center
- Hot Tub
- Air Conditioner
- Child Friendly
- Naples
- Bonita Springs
- 5.56 mi to center
- Fireplace/Heating
- Air Conditioner
- Internet
- Naples
- Bonita Springs
- 5.53 mi to center
- Hot Tub
- Fireplace/Heating
- Pool
Wheelchair Accessible Holiday Homes in Pinehurst
- Fort Myers
- Estero
- 1.33 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Naples
- Bonita Springs
- 5.02 mi to center
- Hot Tub
- Spa
- Fireplace/Heating
- Fort Myers
- Estero
- 2.16 mi to center
- Pool
- Balcony/Terrace
- Breakfast
- Fort Myers
- Estero
- 1.07 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Fort Myers
- San Carlos Park
- 0.87 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Fort Myers
- Estero
- 1.20 mi to center
- Pool
- Kitchen
- Parking
- Fort Myers
- Estero
- 0.99 mi to center
- Hot Tub
- Pool
- Ocean View
- Fort Myers
- Estero
- 2.33 mi to center
- Spa
- Fireplace/Heating
- Pool
- Fort Myers
- Estero
- 2.33 mi to center
- Spa
- Fireplace/Heating
- Pool
Pinehurst Private Villas and Holiday Homes Under $200
- Naples
- Bonita Springs
- 4.37 mi to center
- Oceanfront
- Pool
- Ocean View
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Fort Myers
- Estero
- 1.80 mi to center
- Hot Tub
- Pool
- Ocean View
- Naples
- Bonita Springs
- 4.36 mi to center
- Hot Tub
- Fireplace/Heating
- Pool
- Fort Myers
- San Carlos Park
- 0.71 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Naples
- Bonita Springs
- 4.52 mi to center
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Fort Myers
- San Carlos Park
- 1.55 mi to center
- Hot Tub
- Fireplace/Heating
- Pool
- Fort Myers
- San Carlos Park
- 1.19 mi to center
- Hot Tub
- Fireplace/Heating
- Pool
- Fort Myers
- Fountain Lakes
- 0.04 mi to center
- Hot Tub
- Fireplace/Heating
- Pool
Instantly Bookable Holiday Homes in Pinehurst
- Hot Tub
- Fireplace/Heating
- Pool
- Fort Myers
- Three Oaks
- 0.94 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Fort Myers
- Estero
- 1.53 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
- Naples
- Bonita Springs
- 4.57 mi to center
- Hot Tub
- Fireplace/Heating
- Pool
- Fort Myers
- San Carlos Park
- 0.62 mi to center
- Air Conditioner
- Internet
- Child Friendly
- Fort Myers
- San Carlos Park
- 0.84 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Naples
- Bonita Springs
- 5.03 mi to center
- Fireplace/Heating
- Ocean View
- View
- Fort Myers
- San Carlos Park
- 0.84 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Fort Myers
- The Masters
- 0.05 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
Book a Last Minute Place to Stay in Pinehurst
About Casai's Private Villas and Holiday Rentals in Pinehurst
Discover more than 503 vacation rentals available in Pinehurst. 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 Pinehurst.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Pinehurst, 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 Pinehurst. On average, places to stay near Pinehurst offer 720.52 ft², with nightly prices averaging £208.
With Casai, finding and comparing holiday rentals in Pinehurst 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 Pinehurst
| Type | Count |
|---|---|
| Vacation Homes | 216 |
| Holiday Apartments | 65 |
| Villas | 19 |
| Cottages | 2 |
Use these Quick Filters to Find a Holiday Rental in Pinehurst
★ 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 Pinehurst.
Weather in Pinehurst, FL
View the weather forecast for Pinehurst before booking your Pinehurst Vacation Rentals to confirm your best time to go.
Frequently Asked Questions About Pinehurst?
What are the top holiday rentals in Pinehurst?
With numerous options available in Pinehurst, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Pinehurst:
- Modern 3 bedroom, 2 bath getaway with HEATED private pool and jacuzzi
- River Ranch Oaks
- NEW Coastal Paradise GEM! Spacious 4BR, 3 Full Baths w/Pool! PET FRIENDLY!
- BEACH & SUNSETS CONDO!
- Newly remodeled 3-bedroom condo in a bundled community
- Country Creek -Lovely updated 3 bed/2 bath Estero home with hot tub and golf
- Charming 2-bedroom house with WiFi, AC in fabulous Bonita Springs
- Fabulous home w/new pool & spa. Minutes to golf, shop, dine, and fun-in-sun.
- Great Location! W of SR41 and within walking distance to the best attractions
- Casita Linda · 3BR-2BA · Heated Saltwater Pool · Pet Friendly · Great Location.
How many holiday rentals have private pools in Pinehurst?
Discover a selection of holiday rentals with private pools near Pinehurst 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.
- Lovely 2-bedroom condo in Pelican Sound Golf and Country club , Estero Fl .
- Private Home 3/2, Pool Spa, next to beach Pets ok!
- Beautiful updated heated pool home in a quiet, gated community.
- Great Floor Level Condo in Gated Community
Which holiday homes in Pinehurst are best for families?
If you're searching for a family-friendly holiday home in Pinehurst, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Pinehurst:
- Beautiful 2BR In Pelican Sound - Golf, Tennis, & Beach Shuttle!
- Fort Myers 2BR Condo | Pool + BBQ + Gym
- Fort Myers Coastal Retreat Hot Tub Yard Games
How many Casai.uk holiday rentals are available in Pinehurst?
As of 2026, Casai boasts over 503 properties listed in the Pinehurst area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Pinehurst.








































































