2009+ Vacation Rentals & Holiday Homes in Pine Woods |
Pine Woods Accommodations - Hotels & Rentals
House
- Naples
- ·
- Central Naples
- 1.92 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1905.21 ft²
Oceanfront
Fireplace/Heating
Pool
Ocean View
US $140/Night
7 Nights - US $980
House
- Naples
- ·
- Central Naples
- 0.54 mi to center
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
Balcony/Terrace
Pet Friendly
US $1,627/Night
7 Nights - US $11,389
Cottage
- Naples
- ·
- Central Naples
- 1.29 mi to center
6.0Good
(1 Review)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $270/Night
7 Nights - US $1,890
Apartment
- Naples
- ·
- Central Naples
- 1.98 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
3 Baths
8 Guests
2604.87 ft²
- Pool
- Balcony/Terrace
- Pet Friendly
Parking
US $495/Night
7 Nights - US $3,465
Hotel
- Naples
- ·
- Park Shore
- 0.68 mi to center
9.6Exceptional
(1577 Reviews)
1 Bath
- Pool
- Balcony/Terrace
Breakfast
Kitchen
US $142/Night
7 Nights - US $993
House
- Naples
- ·
- Central Naples
- 1.94 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
4 Baths
12 Guests
2023.62 ft²
- Fireplace/Heating
View- Pet Friendly
- Parking
US $483/Night
7 Nights - US $3,384
Hotel
9.6Exceptional
(1007 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $136/Night
7 Nights - US $949
House
- Naples
- ·
- Central Naples
- 1.95 mi to center
10.0Exceptional
(2 Reviews)
10 Bedrooms
6 Baths
20 Guests
1905.21 ft²
- Fireplace/Heating
- Pool
- View
- Pet Friendly
US $364/Night
7 Nights - US $2,546
Hotel
- Naples
- ·
- Park Shore
- 0.81 mi to center
9.2Exceptional
(1478 Reviews)
1 Bath
Hot Tub- Pool
- Ocean View
- Balcony/Terrace
US $157/Night
7 Nights - US $1,102
Luxury Places to Stay in Pine Woods
Over 2000+ Luxury Places to Stay in or Near Pine Woods
House
- Naples
- ·
- Central Naples
- 1.50 mi to center
3 Bedrooms
2 Baths
6 Guests
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
US $3,971/Night
7 Nights - US $27,796
House
- Naples
- ·
- Pine Ridge
- 1.14 mi to center
5 Bedrooms
6 Baths
10 Guests
- Fireplace/Heating
Air Conditioner
Internet
Child Friendly
US $2,894/Night
7 Nights - US $20,258
House
- Naples
- ·
- Park Shore
- 0.46 mi to center
10.0Exceptional
(15 Reviews)
4 Bedrooms
4 Baths
8 Guests
2900 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,811/Night
7 Nights - US $12,678
New
House
- Naples
- ·
- Park Shore
- 0.70 mi to center
3 Bedrooms
3 Baths
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,788/Night
7 Nights - US $12,513
House
10.0Exceptional
(2 Reviews)
4 Bedrooms
6 Baths
8 Guests
- Fireplace/Heating
- Air Conditioner
- Child Friendly
Laundry
US $1,713/Night
7 Nights - US $11,992
New
House
4 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $1,538/Night
7 Nights - US $10,769
House
10.0Exceptional
(1 Review)
4 Bedrooms
6 Baths
8 Guests
5399 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,406/Night
7 Nights - US $9,841
House
6 Bedrooms
5 Baths
10 Guests
4212 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $1,396/Night
7 Nights - US $9,771
House
4 Bedrooms
5 Baths
10 Guests
3933 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,173/Night
7 Nights - US $8,213
Top-Rated Vacation Rentals with a Pool in Pine Woods
Over 1396+ Top-Rated Vacation Rentals with a Pool in or Near Pine Woods
House
- Naples
- ·
- Central Naples
- 1.48 mi to center
10.0Exceptional
(170 Reviews)
4 Bedrooms
3 Baths
8 Guests
2700 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $413/Night
7 Nights - US $2,889
House
- Naples
- ·
- Central Naples
- 1.51 mi to center
10.0Exceptional
(162 Reviews)
4 Bedrooms
3 Baths
8 Guests
2700 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $402/Night
7 Nights - US $2,815
Condo
- Naples
- ·
- Park Shore
- 0.68 mi to center
10.0Exceptional
(151 Reviews)
2 Bedrooms
2 Baths
6 Guests
1528 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $308/Night
7 Nights - US $2,158
House
- Naples
- ·
- Park Shore
- 0.82 mi to center
10.0Exceptional
(102 Reviews)
3 Bedrooms
3 Baths
6 Guests
2200 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $451/Night
7 Nights - US $3,157
Condo
- Naples
- ·
- Park Shore
- 0.68 mi to center
10.0Exceptional
(96 Reviews)
2 Bedrooms
2 Baths
6 Guests
1350 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $868/Night
7 Nights - US $6,078
House
- Naples
- ·
- Central Naples
- 1.52 mi to center
10.0Exceptional
(93 Reviews)
4 Bedrooms
3 Baths
8 Guests
2700 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $402/Night
7 Nights - US $2,812
Villa
- Naples
- ·
- Central Naples
- 1.66 mi to center
10.0Exceptional
(76 Reviews)
3 Bedrooms
2 Baths
6 Guests
1827 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $281/Night
7 Nights - US $1,966
House
- Naples
- ·
- Central Naples
- 1.94 mi to center
10.0Exceptional
(64 Reviews)
3 Bedrooms
2 Baths
6 Guests
1800 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $420/Night
7 Nights - US $2,937
Condo
- Naples
- ·
- Park Shore
- 0.68 mi to center
10.0Exceptional
(61 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
Spa- Fireplace/Heating
- Pool
US $593/Night
7 Nights - US $4,150
Pet-Friendly Vacation Rentals in Pine Woods
Over 469+ Pet-Friendly Vacation Rentals in or Near Pine Woods
House
- Naples
- ·
- Central Naples
- 1.72 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
12 Guests
1700.7 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
US $279/Night
7 Nights - US $1,952
Cottage
- Naples
- ·
- Central Naples
- 0.77 mi to center
1 Bedroom
1 Bath
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
US $175/Night
7 Nights - US $1,225
House
- Naples
- ·
- Sun Terrace
- 0.03 mi to center
10.0Exceptional
(1 Review)
6 Bedrooms
5 Baths
12 Guests
3530.56 ft²
- Pool
- Balcony/Terrace
- View
- Pet Friendly
US $646/Night
7 Nights - US $4,522
House
- Naples
- ·
- Central Naples
- 0.52 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
10 Guests
1496.18 ft²
- Fireplace/Heating
- Pool
- View
- Pet Friendly
US $499/Night
7 Nights - US $3,490
House
- Naples
- ·
- Central Naples
- 0.39 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
2152.78 ft²
- View
- Pet Friendly
- Parking
- Air Conditioner
US $494/Night
7 Nights - US $3,456
Apartment
- Naples
- ·
- North Naples
- 2.29 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
1097.92 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $455/Night
7 Nights - US $3,185
House
- Naples
- ·
- Central Naples
- 0.39 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
1496.18 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Parking
US $266/Night
7 Nights - US $1,862
House
- Naples
- ·
- Central Naples
- 1.49 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
1969.8 ft²
- Pool
- Balcony/Terrace
- Pet Friendly
- Parking
US $240/Night
7 Nights - US $1,680
Villa
- Naples
- ·
- Central Naples
- 1.59 mi to center
9.9Exceptional
(22 Reviews)
3 Bedrooms
2 Baths
8 Guests
2002.09 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
US $372/Night
7 Nights - US $2,606
Large Vacation Homes & Villas in Pine Woods
Over 140+ Large Vacation Homes & Villas in or Near Pine Woods
Villa
- Naples
- ·
- Central Naples
- 1.92 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
2249.66 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $434/Night
7 Nights - US $3,038
Villa
- Naples
- ·
- Central Naples
- 0.64 mi to center
9.5Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
10 Guests
1302.43 ft²
- Pool
- Balcony/Terrace
- View
- Pet Friendly
US $317/Night
7 Nights - US $2,219
House
- Naples
- ·
- Central Naples
- 0.33 mi to center
9.4Exceptional
(7 Reviews)
5 Bedrooms
2 Baths
10 Guests
1496.18 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Parking
US $599/Night
7 Nights - US $4,193
Villa
- Naples
- ·
- Central Naples
- 1.31 mi to center
9.4Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
7 Guests
1905.21 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Parking
US $250/Night
7 Nights - US $1,749
Villa
- Naples
- ·
- Coachman Glen
- 0.24 mi to center
9.3Exceptional
(4 Reviews)
3 Bedrooms
3 Baths
6 Guests
1603.82 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $293/Night
7 Nights - US $2,051
House
8.3Excellent
(3 Reviews)
5 Bedrooms
3 Baths
10 Guests
2368.06 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $737/Night
7 Nights - US $5,159
Villa
- Naples
- ·
- Central Naples
- 1.89 mi to center
7.0Very Good
(1 Review)
4 Bedrooms
2 Baths
8 Guests
2023.62 ft²
- Oceanfront
- Pool
- Ocean View
- View
US $719/Night
7 Nights - US $5,033
House
- Naples
- ·
- Central Naples
- 1.78 mi to center
1 Bedroom
4 Baths
10 Guests
2938.55 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,122/Night
7 Nights - US $7,856
Wheelchair Accessible Vacation Homes in Pine Woods
Over 376+ Wheelchair Accessible Vacation Homes in or Near Pine Woods
House
- Naples
- ·
- Central Naples
- 0.82 mi to center
9.8Exceptional
(8 Reviews)
3 Bedrooms
2 Baths
8 Guests
1700.7 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Parking
US $431/Night
7 Nights - US $3,014
Resort
- Naples
- ·
- Park Shore
- 0.82 mi to center
9.0Exceptional
(1994 Reviews)
1 Bath
- Hot Tub
- Spa
- Pool
- Ocean View
US $489/Night
7 Nights - US $3,423
House
- Naples
- ·
- Central Naples
- 1.96 mi to center
9.5Exceptional
(12 Reviews)
3 Bedrooms
2 Baths
8 Guests
1496.18 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $349/Night
7 Nights - US $2,441
Hotel
9.0Exceptional
(1003 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $114/Night
7 Nights - US $798
Resort
- Naples
- ·
- Pelican Bay
- 1.42 mi to center
8.1Excellent
(897 Reviews)
18 Baths
64 Guests
606.14 ft²
Private Beach- Oceanfront
- Hot Tub
- Spa
US $719/Night
7 Nights - US $5,033
Hotel
8.8Fabulous
(1006 Reviews)
1 Bath
- Hot Tub
- Pool
- Balcony/Terrace
- Breakfast
US $110/Night
7 Nights - US $769
House
- Naples
- ·
- Central Naples
- 0.54 mi to center
7.5Very Good
(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- View
US $682/Night
7 Nights - US $4,776
Hotel
8.8Fabulous
(1004 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $128/Night
7 Nights - US $894
Apartment
- Naples
- ·
- Park Shore
- 0.68 mi to center
2 Bedrooms
2 Baths
6 Guests
1399.31 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $646/Night
7 Nights - US $4,522
Pine Woods Varoom and Airbnb Places to Stay Under $200
Over 414+ Pine Woods Varoom and Airbnb Places to Stay Under $200
House
- Naples
- ·
- Central Naples
- 2.30 mi to center
9.9Exceptional
(25 Reviews)
2 Bedrooms
1 Bath
4 Guests
861.11 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
US $183/Night
7 Nights - US $1,282
Hotel
- Naples
- ·
- Sun Terrace
- 0.37 mi to center
8.6Fabulous
(1004 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Parking
US $176/Night
7 Nights - US $1,231
Apartment
- Naples
- ·
- Central Naples
- 1.28 mi to center
9.8Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
1291.67 ft²
- View
- Parking
- Air Conditioner
- Internet
US $158/Night
7 Nights - US $1,106
Hotel
- Naples
- ·
- Park Shore
- 0.63 mi to center
8.6Fabulous
(803 Reviews)
1 Bath
- Hot Tub
- Pool
- Balcony/Terrace
- Breakfast
US $139/Night
7 Nights - US $972
Apartment
- Naples
- ·
- Central Naples
- 1.00 mi to center
9.0Exceptional
(13 Reviews)
2 Bedrooms
2 Baths
6 Guests
990.28 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
US $173/Night
7 Nights - US $1,211
Hotel
- Naples
- ·
- Central Naples
- 2.09 mi to center
8.6Fabulous
(681 Reviews)
1 Bath
- Hot Tub
- Pool
- Balcony/Terrace
- Breakfast
US $123/Night
7 Nights - US $864
House
- Naples
- ·
- Park Shore
- 0.46 mi to center
9.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
861.11 ft²
- Fireplace/Heating
- Pool
- View
- Parking
US $135/Night
7 Nights - US $943
Hotel
8.2Excellent
(1091 Reviews)
1 Bath
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
US $106/Night
7 Nights - US $740
Apartment
- Naples
- ·
- Central Naples
- 1.82 mi to center
8.2Excellent
(14 Reviews)
1 Bedroom
1 Bath
4 Guests
355.21 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Parking
US $132/Night
7 Nights - US $924
Instantly Bookable Vacation Homes in Pine Woods
Over 1069+ Instantly Bookable Vacation Homes in or Near Pine Woods
Condo
- Naples
- ·
- Central Naples
- 0.96 mi to center
8.8Fabulous
(71 Reviews)
2 Bedrooms
1 Bath
4 Guests
1050 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $181/Night
7 Nights - US $1,265
Book a Last Minute Place to Stay in Pine Woods
About Pine Woods Vacation Rentals
Discover More than 2009 Incredible Getaway Rentals Available in Pine Woods. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Pine Woods.
Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Pine Woods, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Pine Woods. The Average Size of Places to Stay Near Pine Woods is 888.24 ft², with Prices Averaging US $392 per Night.
Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Pine Woods. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.
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Top Hotels & Vacation Rentals in Pine Woods
| Type | Count |
|---|---|
| Vacation Homes | 933 |
| Holiday Apartments | 171 |
| Villas | 50 |
| Cottages | 10 |
Use these Quick Filters to Find a Vacation Rental in Pine Woods
★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Pine Woods with Online Reservations.
Weather in Pine Woods, FL
View the weather forecast for Pine Woods before booking your Pine Woods Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Frequently Asked Questions About Pine Woods?
What are the top hotels, lake houses & vacation rentals in Pine Woods?
We provide an array of great vacation destinations in Pine Woods. If you are looking to stay in or around the Pine Woods area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Pine Woods:
- Tivoli Paradise Salt Pool & Spa Villa with a Water View! King Beds!
- Tivoli Oasis | Salt Pool & Spa Villa. King Beds!
- Luxurious Beach Front Condo with Spectacular Views!
- Modern, Luxurious Home in Park Shore w/Private Beach Access & Heated Pool
- Freshly Remodeled & Newly Furnished 11th Floor Condo with Incredible Views
- Tivoli Serenity | Modern Salt Pool Villa with Water View! King Beds!
- Enchanting Villa with Private Pool, Bicycles, and Full Amenities; 7-day discount
- Private Pool Lakefront Briarwood Home 10 Min to Naples Beaches
- Beautiful gated condo with private beach access.
- MODERN 4BDR VILLA, LAKE VIEWS, WARM SALT WATER POOL, CLOSE TO BEACH, SEE VIDEO
Which hotel, lake house, or vacation rental in Pine Woods is best for families?
Searching for a family-friendly getaway in Pine Woods? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.
- Naples Home Near 5th Ave South, Beaches & Zoo
- Echo Suites Extended Stay By Wyndham Naples
- Stunning Condo at Park Shore Resort 149
How many hotels, resorts, or rentals are available in Pine Woods?
Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2026 is over 2009 in the Pine Woods area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Pine Woods.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| Central Naples Vacation Rentals in Naples, Florida | 188 |
| Grey Oaks Vacation Rentals in Naples, Florida | 184 |
| Hawksridge Vacation Rentals in Naples, Florida | 2015 |
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