Explore Oakes Estates Golf Retreats
Apartment
10.0Exceptional
(14 Reviews)
1 Bedroom
1 Bath
2 Guests
Parking
Pool
Ocean View
Balcony/Terrace
US $160/Night
7 Nights - US $1,118
House
- Naples
- ·
- Willoughby Acres
- 0.50 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
2 Baths
8 Guests
1905.21 ft²
- Parking
- Pool
View
Air Conditioner
US $305/Night
7 Nights - US $2,135
Hotel
- Naples
- ·
- North Naples
- 2.39 mi to center
9.2Exceptional
(682 Reviews)
1 Bath
Breakfast- Parking
- Pool
Spa
US $604/Night
7 Nights - US $4,231
Condo
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
6 Guests
1700 ft²
Hot Tub- Parking
- Pool
- Ocean View
US $147/Night
7 Nights - US $1,030
House
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
10 Guests
32291.73 ft²
Oceanfront- Hot Tub
- Parking
- Pool
US $695/Night
7 Nights - US $4,865
House
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
Private Pool- Hot Tub
- Parking
- Pool
US $353/Night
7 Nights - US $2,472
Condo
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
1250 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $94/Night
7 Nights - US $661
Condo
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $171/Night
7 Nights - US $1,200
House
- Naples
- ·
- Willoughby Acres
- 0.19 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1741 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $649/Night
7 Nights - US $4,546
Luxury Places to Stay in Oakes Estates
Over 616+ Luxury Places to Stay in or Near Oakes Estates
House
10.0Exceptional
(7 Reviews)
11 Bedrooms
8 Baths
30 Guests
12500 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $3,757/Night
7 Nights - US $26,298
Apartment
8.7Fabulous
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1280.91 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $3,000/Night
7 Nights - US $21,000
Apartment
8.0Excellent
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1227.09 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $2,550/Night
7 Nights - US $17,850
House
10.0Exceptional
(8 Reviews)
8 Bedrooms
6 Baths
20 Guests
9500 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $2,444/Night
7 Nights - US $17,109
House
- Naples
- ·
- Oakes Estates
- 0.92 mi to center
1 Bedroom
5 Baths
14 Guests
3003.13 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $1,908/Night
7 Nights - US $13,357
House
- Naples
- ·
- Oakes Estates
- 0.82 mi to center
10.0Exceptional
(22 Reviews)
6 Bedrooms
4 Baths
16 Guests
4000 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,623/Night
7 Nights - US $11,361
Apartment
- Naples
- ·
- Rural Estates
- 6.62 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
4 Baths
16 Guests
2685 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,253/Night
7 Nights - US $8,769
Villa
10.0Exceptional
(1 Review)
8 Bedrooms
8 Baths
16 Guests
12000 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,091/Night
7 Nights - US $7,635
House
4 Bedrooms
3 Baths
13 Guests
2163.55 ft²
- Oceanfront
- Hot Tub
EV Charge Station- Parking
US $1,084/Night
7 Nights - US $7,585
Top-Rated Villas with a Pool in Oakes Estates
Over 401+ Top-Rated Private Villas 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
- Oceanfront
- Parking
- Pool
US $585/Night
7 Nights - US $4,097
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 $284/Night
7 Nights - US $1,990
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 $373/Night
7 Nights - US $2,611
House
- Naples
- ·
- Willoughby Acres
- 0.41 mi to center
10.0Exceptional
(13 Reviews)
3 Bedrooms
2 Baths
6 Guests
1825 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $513/Night
7 Nights - US $3,594
Apartment
- Naples
- ·
- Rural Estates
- 6.62 mi to center
10.0Exceptional
(12 Reviews)
3 Bedrooms
2 Baths
10 Guests
1535 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $682/Night
7 Nights - US $4,776
House
10.0Exceptional
(10 Reviews)
3 Bedrooms
3 Baths
8 Guests
4262 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $866/Night
7 Nights - US $6,065
House
10.0Exceptional
(7 Reviews)
3 Bedrooms
2 Baths
7 Guests
1787 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $242/Night
7 Nights - US $1,695
House
10.0Exceptional
(6 Reviews)
3 Bedrooms
3 Baths
6 Guests
2500 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $799/Night
7 Nights - US $5,590
Condo
- Naples
- ·
- North Naples
- 1.74 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
1633 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $126/Night
7 Nights - US $880
Pet-Friendly Villas in Oakes Estates
Over 143+ Pet-Friendly Private Villas in or Near Oakes Estates
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1449 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $304/Night
7 Nights - US $2,129
Resort
- Naples
- ·
- North Naples
- 2.36 mi to center
8.4Excellent
(36 Reviews)
36 Baths
107 Guests
586.63 ft²
Private Beach- Oceanfront
- Hot Tub
- Breakfast
US $515/Night
7 Nights - US $3,605
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
Apartment
- Naples
- ·
- Rural Estates
- 6.62 mi to center
9.8Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
1150 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $655/Night
7 Nights - US $4,583
House
- Naples
- ·
- Willoughby Acres
- 0.19 mi to center
1.0Average
(1 Review)
3 Bedrooms
2 Baths
8 Guests
1754.52 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $356/Night
7 Nights - US $2,492
House
- Naples
- ·
- Oakes Estates
- 0.06 mi to center
9.6Exceptional
(39 Reviews)
1 Bedroom
1 Bath
3 Guests
800 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $218/Night
7 Nights - US $1,528
Cottage
- Naples
- ·
- Oakes Estates
- 0.36 mi to center
9.4Exceptional
(15 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $217/Night
7 Nights - US $1,522
Apartment
- Naples
- ·
- Rural Estates
- 6.51 mi to center
9.2Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
1150 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $326/Night
7 Nights - US $2,279
Apartment
- Naples
- ·
- Rural Estates
- 6.51 mi to center
9.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1150 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $656/Night
7 Nights - US $4,590
Large Private Villas in Oakes Estates
Over 70+ Large Villas in or Near Oakes Estates for Groups and Families
Villa
- Naples
- ·
- Village Walk
- 0.20 mi to center
2 Bedrooms
2 Baths
4 Guests
1680 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $422/Night
7 Nights - US $2,951
House
4.0Average
(1 Review)
5 Bedrooms
4 Baths
9 Guests
4305.56 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $596/Night
7 Nights - US $4,172
Villa
2 Bedrooms
1 Bath
4 Guests
- Parking
- Pool
- Balcony/Terrace
Kitchen
US $233/Night
7 Nights - US $1,629
New
Apartment
3 Bedrooms
2 Baths
10 Guests
1399.31 ft²
- Parking
- Pool
- Air Conditioner
Internet
US $296/Night
7 Nights - US $2,071
Villa
- Naples
- ·
- Palm River Estates
- 0.31 mi to center
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $158/Night
7 Nights - US $1,105
House
- Naples
- ·
- Willoughby Acres
- 0.11 mi to center
10.0Exceptional
(3 Reviews)
5 Bedrooms
3 Baths
10 Guests
2500 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $509/Night
7 Nights - US $3,560
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 $463/Night
7 Nights - US $3,244
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 $469/Night
7 Nights - US $3,280
House
9.6Exceptional
(38 Reviews)
5 Bedrooms
4 Baths
9 Guests
4300 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $658/Night
7 Nights - US $4,609
Wheelchair Accessible Holiday Homes in Oakes Estates
Over 41+ Wheelchair Accessible Villas and Holiday Homes in or Near Oakes Estates
Condo
- Naples
- ·
- North Naples
- 2.52 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
2 Baths
4 Guests
1120 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $257/Night
7 Nights - US $1,800
Hotel
8.5Fabulous
(193 Reviews)
1 Bath
301.39 ft²
- Oceanfront
- EV Charge Station
- Parking
- Pool
US $155/Night
7 Nights - US $1,085
Hotel
9.0Exceptional
(1007 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $99/Night
7 Nights - US $694
Condo
9.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1194 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $116/Night
7 Nights - US $814
Hotel
8.9Fabulous
(463 Reviews)
6 Baths
361.93 ft²
- Oceanfront
- Breakfast
- EV Charge Station
- Parking
US $229/Night
7 Nights - US $1,600
Apartment
- Naples
- ·
- Rural Estates
- 6.51 mi to center
8.8Fabulous
(6 Reviews)
2 Bedrooms
2 Baths
6 Guests
1150 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $319/Night
7 Nights - US $2,236
New
Condo
- Naples
- ·
- Tarpon Bay
- 0.12 mi to center
2 Bedrooms
2 Baths
6 Guests
1332 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $300/Night
7 Nights - US $2,097
Condo
- Naples
- ·
- North Naples
- 2.53 mi to center
2 Bedrooms
2 Baths
4 Guests
1470 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $252/Night
7 Nights - US $1,765
Condo
2 Bedrooms
2 Baths
6 Guests
1373 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $247/Night
7 Nights - US $1,728
Oakes Estates Villas, Airbnb and Holiday Homes Under $200
Over 180+ Oakes Estates Private Villas, Airbnb and Holiday 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 $808
New
Apartment
1 Bedroom
1 Bath
4 Guests
947.22 ft²
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
US $146/Night
7 Nights - US $1,021
Hotel
9.4Exceptional
(1014 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $124/Night
7 Nights - US $867
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
5 Guests
1614 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $186/Night
7 Nights - US $1,305
House
2 Bedrooms
2 Baths
6 Guests
1377.78 ft²
- Hot Tub
- Parking
- Pool
- Internet
US $124/Night
7 Nights - US $868
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1234 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $178/Night
7 Nights - US $1,244
Condo
- Naples
- ·
- Palm River Estates
- 0.37 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $148/Night
7 Nights - US $1,037
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1250 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $107/Night
7 Nights - US $752
Condo
9.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $120/Night
7 Nights - US $842
Instantly Bookable Villa Rentals in Oakes Estates
Over 268+ Instantly Bookable Private Villas in or Near Oakes Estates
Apartment
- Naples
- ·
- Rural Estates
- 6.70 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
818 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $205/Night
7 Nights - US $1,437
Condo
9.8Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
6 Guests
1807 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $515/Night
7 Nights - US $3,607
Condo
4.0Average
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $143/Night
7 Nights - US $1,004
Condo
- Naples
- ·
- North Naples
- 2.72 mi to center
2 Bedrooms
2 Baths
4 Guests
2159 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $314/Night
7 Nights - US $2,196
Condo
2 Bedrooms
2 Baths
4 Guests
1500 ft²
- Hot Tub
- Parking
- Pool
- Kitchen
US $310/Night
7 Nights - US $2,170
New
Condo
- Naples
- ·
- North Naples
- 3.62 mi to center
2 Bedrooms
2 Baths
4 Guests
1248 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $279/Night
7 Nights - US $1,952
Apartment
- Naples
- ·
- Rural Estates
- 6.70 mi to center
2 Bedrooms
2 Baths
4 Guests
1302 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $243/Night
7 Nights - US $1,700
Apartment
- Naples
- ·
- Rural Estates
- 6.70 mi to center
2 Bedrooms
2 Baths
4 Guests
1302 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $240/Night
7 Nights - US $1,683
Condo
- Naples
- ·
- North Naples
- 2.45 mi to center
2 Bedrooms
2 Baths
6 Guests
1768 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $214/Night
7 Nights - US $1,501
Book a Last Minute Place to Stay in Oakes Estates
About Oakes Estates Vacation Rentals
Explore over 625 golf accommodation rentals in Oakes Estates. From luxurious golf villas to cozy golf cabins, golf resorts, and exclusive golf hotels, each offers premium amenities designed for families, groups, and golf enthusiasts. Enjoy exceptional comfort and a one-of-a-kind golf experience with these incredible accommodations. Perfect for tranquil golf escapes, relaxing retreats, or golf-inspired getaways, these properties provide style and comfort in Oakes Estates.
Looking for last-minute deals or the best offers on golf villas, golf cabins, golf resorts, and other golf retreats? StayAndPlay makes it easy to compare options in Oakes Estates. Choose from spacious family-friendly stays, charming golf escapes, or luxurious golf retreats tailored for ultimate relaxation and play.
Find spacious family-friendly golf accommodations, golf cottage, or luxurious golf villas—all designed for maximum comfort and convenience during your visit.On average, golf accommodation rentals in Oakes Estates offer approximately 980.55 ft² of space, giving you and your group plenty of room to relax and enjoy the stunning golf course surroundings.
The average nightly rate for golf accommodation rentals in Oakes Estates typically ranges around US $378.
StayAndPlay offers a secure and convenient platform to compare and book the best golf retreats in Oakes Estates. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in golf with us.
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Top Golf Accommodation Types in Oakes Estates
| Type | Count |
|---|---|
| Vacation Homes | 287 |
| Holiday Apartments | 65 |
| Villas | 29 |
| Cottages | 3 |
| Unique Vacation Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Oakes Estates
★ Pro Tip: StayAndPlay simplifies your search for the best golf accommodations from leading vacation rental OTAs like Booking.com and more. Use our Advanced Filter to explore golf villas, cozy golf cabins, golf hotels, and golf resorts. Filter by availability, pricing, cancellation options, and amenities to discover the ideal golf retreat in Oakes Estates.
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 best golf resorts, luxury villas, and vacation rentals in Oakes Estates?
Looking for a place to stay in Oakes Estates? Explore these highly-rated golf vacation rentals for a one-of-a-kind golf retreat, where you can relax, unwind, and get ready to play your best game:
- 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
- Relax on 1 acre in Heart of Naples, Privacy, Gym, Pool, Hot Tub, Fireplace
- The Secret Garden
- Naples Beach , Golf and Country Club Naples Florida
- North Naples oasis near Mercato and beaches with screened private pool & hot tub
- Beachy Dream 3BR/2BA w./Pool, Gym, and Theater
- ESPLANADE GOLF/5 Star LUXURY Private Home/Pool/Spa + beaches 8-10 miles!
- 2.5-Acre Modern Industrial Estate Tennis, Gym, Pool, Pickle Ball, Hot Tub, Bocce
How many golf stays with private pools are available in Oakes Estates?
Find exceptional golf retreats with private pools near Oakes Estates on StayAndPlay. Relax in serene golf vacation rentals with exclusive pool access and picturesque golf course views. Whether it's a spacious golf villa or a secluded golf cabin, these properties offer the perfect blend of luxury and relaxation, so you can focus on your game.
- Updated Heated Olypmic Pool Retreat Near Mercado & Pet Friendly
- Elegant Home, Golf Club, Heated Pool, Near Beach
- Modern, Fresh Coastal Retreat in North Naples
- New Listing Discount! Pink Flamingo - Heated Pool/Spa, 5 miles to Vanderbilt Beach!
What are the top-rated golf retreats in Oakes Estates for family stays?
Searching for a family-friendly golf retreat in Oakes Estates? Explore these top-rated options, each loved by families and groups who have stayed in Oakes Estates:
- North Naples Condo - Cypress Woods Golf & Country Club
- Single house with a heated pool in North Naples
- North Naples 2BR+Den: Gated Pools, I-75 1 Min
How many StayAndPlay golf vacation rentals are available in Oakes Estates?
StayAndPlay, as of 2026, features over 625 unique golf villas, golf hotels, golf resorts, and more in Oakes Estates. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.
By 2026, StayAndPlay has curated over 625 stunning properties in Oakes Estates, sourced from trusted platforms. Plan your next golf trip now.
For 2026, StayAndPlay provides access to over 625 premier golf accommodations in Oakes Estates. Find your ideal golf-retreat and play your best game with StayAndPlay.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Tarpon Bay Golf Rental Cottages and Golf Getaways in Naples, Florida | 685 |
Map
