Oakes Estates, FL Vacation Rentals & Ski-in/Ski-out Homes
House
- Naples
- ·
- Palm River Estates
- 0.47 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
10 Guests
Parking
Pool
Balcony/Terrace
Kitchen
US $458/Night
7 Nights - US $3,204
House
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
10 Guests
32291.73 ft²
Hot Tub- Parking
- Pool
Spa
US $5,000/Night
7 Nights - US $35,000
Hotel
9.4Exceptional
(1001 Reviews)
1 Bath
Breakfast- Parking
- Pool
- Balcony/Terrace
US $176/Night
7 Nights - US $1,235
New
House
- Naples
- ·
- North Naples
- 2.06 mi to center
4 Bedrooms
2 Baths
6 Guests
Private Pool- Parking
- Pool
- Balcony/Terrace
US $429/Night
7 Nights - US $3,004
House
- Naples
- ·
- Willoughby Acres
- 0.22 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
7 Guests
1829.86 ft²
- Parking
- Pool
View
Air Conditioner
US $445/Night
7 Nights - US $3,113
New
House
- Naples
- ·
- Village Walk
- 0.13 mi to center
4 Bedrooms
3 Baths
8 Guests
3200 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $422/Night
7 Nights - US $2,952
Apartment
3 Bedrooms
2 Baths
7 Guests
- Parking
- Kitchen
- Air Conditioner
Internet
US $335/Night
7 Nights - US $2,348
Apartment
1 Bedroom
1 Bath
4 Guests
- Kitchen
- Air Conditioner
- Internet
Pet Friendly
US $274/Night
7 Nights - US $1,920
Apartment
2 Bedrooms
2 Baths
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $268/Night
7 Nights - US $1,879
Luxury Places to Stay in Oakes Estates
Over 634+ Luxury Places to Stay in or Near Oakes Estates
House
10.0Exceptional
(9 Reviews)
11 Bedrooms
8 Baths
30 Guests
12500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $3,434/Night
7 Nights - US $24,039
Apartment
8.7Fabulous
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1280.91 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $3,000/Night
7 Nights - US $21,000
Apartment
8.0Excellent
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1227.09 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $2,550/Night
7 Nights - US $17,850
House
10.0Exceptional
(8 Reviews)
8 Bedrooms
6 Baths
20 Guests
9500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $2,461/Night
7 Nights - US $17,228
New
House
- Naples
- ·
- North Naples
- 2.06 mi to center
4 Bedrooms
4 Baths
8 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $2,386/Night
7 Nights - US $16,700
House
- Naples
- ·
- Willoughby Acres
- 0.37 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
7 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $2,375/Night
7 Nights - US $16,623
House
- Naples
- ·
- Oakes Estates
- 0.92 mi to center
1 Bedroom
5 Baths
14 Guests
3003.13 ft²
- Private Pool
- Pool
- Balcony/Terrace
- View
US $1,908/Night
7 Nights - US $13,357
House
- Naples
- ·
- Oakes Estates
- 0.82 mi to center
10.0Exceptional
(23 Reviews)
6 Bedrooms
4 Baths
16 Guests
4000 ft²
- Private Pool
- Parking
- Pool
- Spa
US $1,543/Night
7 Nights - US $10,801
House
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
13 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,455/Night
7 Nights - US $10,186
Top-Rated Vacation Rentals with a Pool in Oakes Estates
Over 410+ Top-Rated Vacation Rentals with a Pool in or Near Oakes Estates
House
- Naples
- ·
- Willoughby Acres
- 0.19 mi to center
10.0Exceptional
(39 Reviews)
4 Bedrooms
3 Baths
12 Guests
2150 ft²
- Private Pool
- Parking
- Pool
Ocean View
US $617/Night
7 Nights - US $4,322
House
- Naples
- ·
- Willoughby Acres
- 0.24 mi to center
10.0Exceptional
(18 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $351/Night
7 Nights - US $2,455
House
- Naples
- ·
- North Naples
- 2.31 mi to center
10.0Exceptional
(17 Reviews)
4 Bedrooms
3 Baths
8 Guests
2975 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $377/Night
7 Nights - US $2,636
House
- Naples
- ·
- Willoughby Acres
- 0.24 mi to center
10.0Exceptional
(15 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $574/Night
7 Nights - US $4,017
Apartment
10.0Exceptional
(14 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $205/Night
7 Nights - US $1,432
Condo
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
6 Guests
1700 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $176/Night
7 Nights - US $1,230
House
- Naples
- ·
- Willoughby Acres
- 0.41 mi to center
10.0Exceptional
(13 Reviews)
3 Bedrooms
2 Baths
6 Guests
1825 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $570/Night
7 Nights - US $3,993
Apartment
- Naples
- ·
- Rural Estates
- 6.62 mi to center
10.0Exceptional
(12 Reviews)
3 Bedrooms
2 Baths
10 Guests
1535 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $346/Night
7 Nights - US $2,425
House
10.0Exceptional
(10 Reviews)
3 Bedrooms
3 Baths
8 Guests
4262 ft²
- Private Pool
- Hot Tub
- Pool
- Ocean View
US $951/Night
7 Nights - US $6,657
Pet-Friendly Vacation Rentals in Oakes Estates
Over 147+ Pet-Friendly Vacation Rentals in or Near Oakes Estates
House
- Naples
- ·
- Palm River Estates
- 0.62 mi to center
9.6Exceptional
(12 Reviews)
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $302/Night
7 Nights - US $2,112
House
- Naples
- ·
- Willoughby Acres
- 0.15 mi to center
9.2Exceptional
(5 Reviews)
5 Bedrooms
3 Baths
10 Guests
2497.23 ft²
- Parking
- Pool
- View
- Air Conditioner
US $547/Night
7 Nights - US $3,832
House
- Naples
- ·
- Oakes Estates
- 0.92 mi to center
1 Bedroom
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $575/Night
7 Nights - US $4,027
House
- Naples
- ·
- North Naples
- 3.08 mi to center
9.6Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
6 Guests
1580 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $150/Night
7 Nights - US $1,051
Resort
- Naples
- ·
- North Naples
- 2.36 mi to center
8.5Fabulous
(35 Reviews)
36 Baths
107 Guests
586.63 ft²
Private Beach- Hot Tub
- Breakfast
EV Charge Station
US $1,316/Night
7 Nights - US $9,210
New
Condo
3 Bedrooms
2 Baths
5 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $295/Night
7 Nights - US $2,064
House
10.0Exceptional
(6 Reviews)
3 Bedrooms
3 Baths
6 Guests
2500 ft²
- Private Pool
- Hot Tub
- Pool
- Ocean View
US $766/Night
7 Nights - US $5,359
House
10.0Exceptional
(6 Reviews)
3 Bedrooms
3 Baths
10 Guests
2165 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $507/Night
7 Nights - US $3,549
House
10.0Exceptional
(5 Reviews)
5 Bedrooms
3 Baths
12 Guests
2370 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $642/Night
7 Nights - US $4,496
Large Vacation Homes & Villas in Oakes Estates
Over 69+ Large Vacation Homes & Villas in or Near Oakes Estates
House
- Naples
- ·
- Oakes Estates
- 0.12 mi to center
9.8Exceptional
(62 Reviews)
5 Bedrooms
2 Baths
10 Guests
2100 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $463/Night
7 Nights - US $3,238
House
4 Bedrooms
3 Baths
13 Guests
2335.77 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $1,206/Night
7 Nights - US $8,440
New
House
- Naples
- ·
- Oakes Estates
- 0.73 mi to center
9.6Exceptional
(139 Reviews)
5 Bedrooms
3 Baths
10 Guests
3516 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $796/Night
7 Nights - US $5,571
House
5 Bedrooms
4 Baths
9 Guests
4305.56 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $596/Night
7 Nights - US $4,172
House
- Naples
- ·
- Willoughby Acres
- 0.47 mi to center
9.4Exceptional
(42 Reviews)
5 Bedrooms
3 Baths
10 Guests
2400 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $559/Night
7 Nights - US $3,912
Villa
- Naples
- ·
- North Naples
- 2.83 mi to center
9.4Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $172/Night
7 Nights - US $1,205
House
- Naples
- ·
- Willoughby Acres
- 0.11 mi to center
10.0Exceptional
(3 Reviews)
5 Bedrooms
3 Baths
10 Guests
2500 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $570/Night
7 Nights - US $3,989
Villa
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Pool
- Balcony/Terrace
- View
US $350/Night
7 Nights - US $2,451
Apartment
- Naples
- ·
- Rural Estates
- 6.62 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
4 Baths
16 Guests
2685 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $716/Night
7 Nights - US $5,009
Wheelchair Accessible Vacation Homes in Oakes Estates
Over 46+ Wheelchair Accessible Vacation Homes in or Near Oakes Estates
Condo
2 Bedrooms
2 Baths
6 Guests
1373 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $246/Night
7 Nights - US $1,723
Hotel
8.9Fabulous
(448 Reviews)
6 Baths
361.93 ft²
- Breakfast
- EV Charge Station
- Parking
- Pool
US $190/Night
7 Nights - US $1,327
Hotel
- Naples
- ·
- North Naples
- 2.39 mi to center
9.2Exceptional
(688 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Spa
US $820/Night
7 Nights - US $5,738
Condo
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
1250 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $83/Night
7 Nights - US $583
Hotel
8.8Fabulous
(200 Reviews)
1 Bath
301.39 ft²
- EV Charge Station
- Parking
- Pool
- Balcony/Terrace
US $229/Night
7 Nights - US $1,601
Condo
- Naples
- ·
- North Naples
- 1.68 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $222/Night
7 Nights - US $1,553
Condo
- Naples
- ·
- North Naples
- 2.52 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
2 Baths
4 Guests
1120 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $258/Night
7 Nights - US $1,807
Apartment
- Naples
- ·
- Rural Estates
- 6.62 mi to center
9.8Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
1150 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $342/Night
7 Nights - US $2,395
Condo
- Naples
- ·
- Tarpon Bay
- 0.27 mi to center
9.6Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
1350 ft²
- Hot Tub
- Parking
- Pool
- Kitchen
US $491/Night
7 Nights - US $3,438
Oakes Estates Resorts and Airbnb Homes Under $200
Over 169+ Oakes Estates Resorts and Airbnb Homes Under $200
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1377 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $115/Night
7 Nights - US $807
Apartment
- Naples
- ·
- Rural Estates
- 6.70 mi to center
3 Bedrooms
3 Baths
6 Guests
1060.24 ft²
- Air Conditioner
- Internet
Child Friendly
Security/Safety
US $200/Night
7 Nights - US $1,400
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $198/Night
7 Nights - US $1,386
Apartment
2 Bedrooms
2 Baths
6 Guests
947.22 ft²
- Parking
- Pool
- Air Conditioner
- Internet
US $183/Night
7 Nights - US $1,278
Condo
- Naples
- ·
- North Naples
- 3.26 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $153/Night
7 Nights - US $1,074
Condo
9.8Exceptional
(16 Reviews)
2 Bedrooms
2 Baths
4 Guests
1150 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $135/Night
7 Nights - US $944
Condo
8.0Excellent
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1252 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $171/Night
7 Nights - US $1,197
New
Condo
3 Bedrooms
2 Baths
6 Guests
1597 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $196/Night
7 Nights - US $1,374
Condo
2 Bedrooms
2 Baths
6 Guests
1633 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $172/Night
7 Nights - US $1,206
Instantly Bookable Vacation Homes in Oakes Estates
Over 283+ Instantly Bookable Vacation Homes in or Near Oakes Estates
Apartment
- Naples
- ·
- Oakes Estates
- 0.61 mi to center
10.0Exceptional
(87 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
US $218/Night
7 Nights - US $1,525
House
- Naples
- ·
- Oakes Estates
- 0.59 mi to center
10.0Exceptional
(53 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $324/Night
7 Nights - US $2,266
Condo
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
2050 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $324/Night
7 Nights - US $2,265
House
9.8Exceptional
(8 Reviews)
3 Bedrooms
2 Baths
9 Guests
1900 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $341/Night
7 Nights - US $2,387
Condo
9.2Exceptional
(22 Reviews)
2 Bedrooms
2 Baths
5 Guests
2200 ft²
Oceanfront- Hot Tub
- Parking
- Pool
US $250/Night
7 Nights - US $1,752
House
10.0Exceptional
(7 Reviews)
3 Bedrooms
2 Baths
7 Guests
1787 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $280/Night
7 Nights - US $1,958
Condo
- Naples
- ·
- North Naples
- 3.19 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Hot Tub
- Pool
- Balcony/Terrace
- View
US $288/Night
7 Nights - US $2,013
Condo
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $363/Night
7 Nights - US $2,544
Condo
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $148/Night
7 Nights - US $1,033
Book a Last Minute Place to Stay in Oakes Estates
About Oakes Estates Vacation Rentals
Explore over 643 vacation rentals in Oakes Estates with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Oakes Estates for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Oakes Estates. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Oakes Estates tailored to your preferences. On average, these rentals offer 969.28 ft² of space, and are priced at an average of US $390 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Oakes Estates at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Oakes Estates
| Type | Count |
|---|---|
| Vacation Homes | 293 |
| Holiday Apartments | 68 |
| Villas | 31 |
| Cottages | 3 |
| Unique Vacation Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Oakes Estates
★ Pro Tip: Discover Your Ideal Vacation Rental in Oakes Estates with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Oakes Estates, FL
View the weather forecast for Oakes Estates before booking your Oakes Estates 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 Oakes Estates?
What are the top vacation rentals in Oakes Estates?
When organizing your trip to Oakes Estates, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Oakes Estates. Peruse our collection of highly-rated properties and secure your reservation today.
- Private Suite on 3 Acres in North Naples!
- Modern North Naples Villa on 3 Acres!
- NEW Naples Modern Farmhouse w/Heated Pool, Sleep 10
- Spacious Family Retreat with Pool Gym Sauna Pickleball and Guest Suite SLEEPS 16
- Lux Naples! Heated Pool ~ Fenced Yard ~ Near Beach
- Villa Mango
- Relax on 1 acre in Heart of Naples, Privacy, Gym, Pool, Hot Tub, Fireplace
- Two Master Suites, Fully Stocked Home w/Heated Pool & Spa Close to Everything
- The Secret Garden
- Naples Beach , Golf and Country Club Naples Florida
How many vacation rentals have private pools in Oakes Estates?
Uncover 93 vacation rentals boasting private pools near Oakes Estates. Explore top-rated RBO homes offering access to a swimming pool:
- Paradise Awaits! Country Club Living, Private Golf Course, beaches, 1st Floor!
- Updated Heated Olypmic Pool Retreat Near Mercado & Pet Friendly
- Elegant Home, Golf Club, Heated Pool, Near Beach
- Luxury 4 bedrooms house with pool and office
Which vacation homes or resorts in Oakes Estates are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Oakes Estates. Enjoy great views, locations and save money with SunSki Resorts.™
- Incredible Coach house in Swim/Tennis/Pickleball Community
- Remodeled Close to Beach With Private Pool
- Step Inside Paradise: Beautifully Renovated 1st Floor 3/2 with Golf & Lake Views
How many SunSkiResorts vacation rentals or resorts are available in Oakes Estates?
Discover the ideal vacation rental in Oakes Estates with SunSki Resorts™. We provide an extensive selection of over 643 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Oakes Estates.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Tarpon Bay Vacation Rentals in Naples, Florida | 722 |
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