Explore Oakes Estates Golf Retreats
Apartment
2 Bedrooms
2 Baths
6 Guests
Air Conditioner
Internet
Pet Friendly
Child Friendly
US $109/Night
7 Nights - US $765
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
Hotel
- Naples
- ·
- North Naples
- 2.39 mi to center
9.4Exceptional
(654 Reviews)
1 Bath
Breakfast- Parking
- Pool
Spa
US $509/Night
7 Nights - US $3,562
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 $1,028
House
- Naples
- ·
- Willoughby Acres
- 0.22 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
7 Guests
1829.86 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $445/Night
7 Nights - US $3,113
Condo
10.0Exceptional
(6 Reviews)
2 Bedrooms
3 Baths
4 Guests
2300 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $706/Night
7 Nights - US $4,945
Condo
- Naples
- ·
- North Naples
- 1.63 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $131/Night
7 Nights - US $914
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 $96/Night
7 Nights - US $670
Luxury Places to Stay in Oakes Estates
Over 609+ 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 $3,408/Night
7 Nights - US $23,854
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
(7 Reviews)
8 Bedrooms
6 Baths
20 Guests
9500 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $2,331/Night
7 Nights - US $16,317
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 $1,298/Night
7 Nights - US $9,089
House
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,275/Night
7 Nights - US $8,928
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 $1,180/Night
7 Nights - US $8,262
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
House
4 Bedrooms
3 Baths
13 Guests
2335.77 ft²
- Parking
- Internet
- Child Friendly
Laundry
US $1,031/Night
7 Nights - US $7,219
Top-Rated Villas with a Pool in Oakes Estates
Over 407+ Top-Rated Private Villas with a Pool in or Near Oakes Estates
House
- Naples
- ·
- Willoughby Acres
- 0.19 mi to center
10.0Exceptional
(38 Reviews)
4 Bedrooms
3 Baths
12 Guests
2150 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $616/Night
7 Nights - US $4,311
House
- Naples
- ·
- Willoughby Acres
- 0.24 mi to center
10.0Exceptional
(17 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Private Pool
- Parking
- Pool
Balcony/Terrace
US $307/Night
7 Nights - US $2,147
House
10.0Exceptional
(14 Reviews)
3 Bedrooms
2 Baths
5 Guests
2080 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $411/Night
7 Nights - US $2,877
House
- Naples
- ·
- North Naples
- 2.31 mi to center
10.0Exceptional
(13 Reviews)
4 Bedrooms
3 Baths
8 Guests
2975 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $452/Night
7 Nights - US $3,167
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 $401/Night
7 Nights - US $2,805
Apartment
- Naples
- ·
- Rural Estates
- 6.62 mi to center
10.0Exceptional
(11 Reviews)
3 Bedrooms
2 Baths
10 Guests
1535 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $730/Night
7 Nights - US $5,110
House
10.0Exceptional
(10 Reviews)
3 Bedrooms
3 Baths
8 Guests
4262 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $851/Night
7 Nights - US $5,959
House
10.0Exceptional
(7 Reviews)
3 Bedrooms
2 Baths
7 Guests
1787 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $215/Night
7 Nights - US $1,504
House
10.0Exceptional
(6 Reviews)
3 Bedrooms
3 Baths
6 Guests
2500 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $591/Night
7 Nights - US $4,135
Pet-Friendly Villas in Oakes Estates
Over 133+ 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 $381/Night
7 Nights - US $2,665
Resort
- Naples
- ·
- North Naples
- 2.36 mi to center
9.4Exceptional
(29 Reviews)
16 Baths
79 Guests
558.74 ft²
Private Beach- Oceanfront
- Hot Tub
- Breakfast
US $411/Night
7 Nights - US $2,877
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 $679/Night
7 Nights - US $4,752
House
- Naples
- ·
- Willoughby Acres
- 0.15 mi to center
9.0Exceptional
(4 Reviews)
5 Bedrooms
3 Baths
10 Guests
2497.23 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $547/Night
7 Nights - US $3,832
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 $213/Night
7 Nights - US $1,489
House
- Naples
- ·
- Oakes Estates
- 0.28 mi to center
9.4Exceptional
(25 Reviews)
1 Bedroom
1 Bath
2 Guests
900 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $212/Night
7 Nights - US $1,482
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 $216/Night
7 Nights - US $1,509
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 $271/Night
7 Nights - US $1,897
Large Private Villas in Oakes Estates
Over 68+ Large Villas in or Near Oakes Estates for Groups and Families
Villa
- Naples
- ·
- North Naples
- 2.83 mi to center
9.4Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $162/Night
7 Nights - US $1,132
House
4.0Average
(1 Review)
5 Bedrooms
4 Baths
9 Guests
4305.56 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $700/Night
7 Nights - US $4,900
Villa
- Naples
- ·
- Village Walk
- 0.20 mi to center
2 Bedrooms
2 Baths
4 Guests
1680 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $283/Night
7 Nights - US $1,983
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 $890/Night
7 Nights - US $6,230
Villa
2 Bedrooms
1 Bath
4 Guests
- Parking
- Pool
- Balcony/Terrace
Kitchen
US $269/Night
7 Nights - US $1,884
Villa
2 Bedrooms
2 Baths
6 Guests
2050 ft²
- Pool
- Spa
- Kitchen
- Air Conditioner
US $265/Night
7 Nights - US $1,854
Villa
- Naples
- ·
- Palm River Estates
- 0.31 mi to center
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $156/Night
7 Nights - US $1,092
House
- Naples
- ·
- Willoughby Acres
- 0.11 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
3 Baths
10 Guests
2500 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $467/Night
7 Nights - US $3,269
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 $320/Night
7 Nights - US $2,237
Wheelchair Accessible Holiday Homes in Oakes Estates
Over 44+ Wheelchair Accessible Villas and Holiday Homes in or Near Oakes Estates
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1294 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $246/Night
7 Nights - US $1,720
Hotel
8.9Fabulous
(492 Reviews)
6 Baths
361.93 ft²
- Oceanfront
- Breakfast
- EV Charge Station
- Parking
US $170/Night
7 Nights - US $1,190
Hotel
9.0Exceptional
(1007 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $99/Night
7 Nights - US $694
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 $244/Night
7 Nights - US $1,709
Hotel
8.5Fabulous
(193 Reviews)
1 Bath
301.39 ft²
- Oceanfront
- EV Charge Station
- Parking
- Pool
US $98/Night
7 Nights - US $685
Condo
- Naples
- ·
- North Naples
- 2.57 mi to center
9.4Exceptional
(11 Reviews)
1 Bedroom
2 Baths
2 Guests
1300 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $212/Night
7 Nights - US $1,486
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 $679/Night
7 Nights - US $4,752
Condo
9.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1194 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $115/Night
7 Nights - US $803
Apartment
- Naples
- ·
- Rural Estates
- 6.51 mi to center
8.8Fabulous
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
1150 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $679/Night
7 Nights - US $4,752
Oakes Estates Villas, Airbnb and Holiday Homes Under $200
Over 183+ Oakes Estates Private Villas, Airbnb and Holiday Homes Under $200
Condo
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $138/Night
7 Nights - US $965
House
2 Bedrooms
2 Baths
6 Guests
1377.78 ft²
- Hot Tub
- Parking
- Pool
- Internet
US $124/Night
7 Nights - US $868
Hotel
9.4Exceptional
(949 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $109/Night
7 Nights - US $762
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1100 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $169/Night
7 Nights - US $1,181
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1377 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $117/Night
7 Nights - US $818
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
5 Guests
1614 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $185/Night
7 Nights - US $1,297
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1234 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $178/Night
7 Nights - US $1,245
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 $149/Night
7 Nights - US $1,046
Condo
- Naples
- ·
- North Naples
- 2.46 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
2 Guests
1200 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $144/Night
7 Nights - US $1,009
Instantly Bookable Villa Rentals in Oakes Estates
Over 262+ Instantly Bookable Private Villas in or Near Oakes Estates
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 $656/Night
7 Nights - US $4,591
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 $1,438
Condo
9.8Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
6 Guests
1807 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $552/Night
7 Nights - US $3,865
Condo
9.2Exceptional
(22 Reviews)
2 Bedrooms
2 Baths
5 Guests
2200 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $252/Night
7 Nights - US $1,761
Condo
9.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $173/Night
7 Nights - US $1,211
Condo
4.0Average
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $126/Night
7 Nights - US $882
Condo
2 Bedrooms
2 Baths
4 Guests
1500 ft²
- Hot Tub
- Parking
- Pool
- Kitchen
US $330/Night
7 Nights - US $2,313
Condo
- Naples
- ·
- North Naples
- 2.72 mi to center
2 Bedrooms
2 Baths
4 Guests
2159 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $288/Night
7 Nights - US $2,014
Apartment
- Naples
- ·
- Rural Estates
- 6.70 mi to center
2 Bedrooms
2 Baths
4 Guests
1302 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $267/Night
7 Nights - US $1,867
Book a Last Minute Place to Stay in Oakes Estates
About Oakes Estates Vacation Rentals
Explore over 618 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 998 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 $369.
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 | 286 |
| Holiday Apartments | 54 |
| Villas | 30 |
| 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
- MODERN ELEGANT LUXURY HOME - Airy, uncluttered, clean & peaceful
- Naples Beach , Golf and Country Club Naples Florida
- Relax on 1 acre in Heart of Naples, Privacy, Gym, Pool, Hot Tub, Fireplace
- Modern 3BR Naples retreat with private pool & hot tub, near beaches. Bonus: Miami World Cup matches just a scenic drive away.
- Beachy Dream 3BR/2BA w./Pool, Gym, and Theater
- ESPLANADE GOLF/5 Star🌟LUXURY Private Home/Pool/Spa + beaches 8-10 miles!
- ✰ Entire Naples Estate: sleeps 30, 150' Pool Tennis Pickleball Bocce Gym Theater
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.
- Palm River Estates - Courtwood
- Updated Heated Olypmic Pool Retreat Near Mercado & Pet Friendly
- Beautiful North Naples Lakefront Home with a Private Heated Pool!
- Elegant Home, Golf Club, Heated Pool, Near 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
- Peaceful Naples Retreat Pool and Spa Haven
- 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 618 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 618 stunning properties in Oakes Estates, sourced from trusted platforms. Plan your next golf trip now.
For 2026, StayAndPlay provides access to over 618 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 |
People Also Ask
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