1+ Vacation Rentals Near Grey Oaks |
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Lakes Resorts - Vacation Rentals in Grey Oaks

Naples-Resort Style Pool Home From US $279
         

7.5 (2 Reviews)
House
Naples-Resort Style Pool Home
  • Parking
  • Pet Friendly
  • Security/Safety

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Luxury Places to Stay in Grey Oaks

Over 805+ Luxury Places to Stay in or Near Grey Oaks
Cottage Studio Near Beach From US $11,281
         

New
Cottage
Cottage Studio Near Beach
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  • Parking
  • TV

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Naples Coastal Beach Cottage W/Private Pool - Walk to the Beach & Waterside! From US $1,238
         

New
House
Naples Coastal Beach Cottage W/Private Pool - Walk to the Beach & Waterside!
  • Air Conditioner
  • Pet Friendly
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Casa Vianna Tropical Beach Oasis in Naples From US $1,156
         

10.0 (7 Reviews)
House
Casa Vianna Tropical Beach Oasis in Naples
  • Air Conditioner
  • Parking
  • Pool

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Welcome to Tivoli & Tide! A Luxury Home in Briarwood Community in Naples, Fl. From US $1,151
         

10.0 (3 Reviews)
House
Welcome to Tivoli & Tide! A Luxury Home in Briarwood Community in Naples, Fl.
  • Air Conditioner
  • Parking
  • Pool

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Designer-Renovated Pool Home in Heart of Naples Minutes to White Sand Beaches From US $1,148
         

10.0 (2 Reviews)
House
Designer-Renovated Pool Home in Heart of Naples Minutes to White Sand Beaches
  • Air Conditioner
  • Parking
  • Pet Friendly

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Back For Season, Central Naples house with pool and hot tub! From US $1,144
         

9.4 (42 Reviews)
House
Back For Season, Central Naples house with pool and hot tub!
  • Air Conditioner
  • Parking
  • Pool

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COASTAL LUXURY 4BD HOME W POOL, PRIME LOCATION 5 MIN TO TOP BEACHES AND DOWNTOWN From US $1,096
         

New
House
COASTAL LUXURY 4BD HOME W POOL, PRIME LOCATION 5 MIN TO TOP BEACHES AND DOWNTOWN
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Paradise Retreat! Saltwater Luxury Pool w/Hot Tub From US $1,061
         

New
House
Paradise Retreat! Saltwater Luxury Pool w/Hot Tub
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  • Parking
  • Pet Friendly

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Top-Rated Vacation Rentals with a Pool in Grey Oaks

Over 539+ Top-Rated Vacation Rentals with a Pool in or Near Grey Oaks
Charming Beach Cottage with private pool! One mile to stunning Horizon Beach! From US $414
         

10.0 (190 Reviews)
House
Charming Beach Cottage with private pool! One mile to stunning Horizon Beach!
  • Air Conditioner
  • Parking
  • Pool

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Tivoli Paradise Salt Pool & Spa Villa with a Water View! King Beds! From US $544
         

10.0 (168 Reviews)
House
Tivoli Paradise Salt Pool & Spa Villa with a Water View! King Beds!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Tivoli Oasis | Salt Pool & Spa Villa. King Beds! From US $735
         

10.0 (161 Reviews)
House
Tivoli Oasis | Salt Pool & Spa Villa. King Beds!
  • Air Conditioner
  • Parking
  • Pet Friendly

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AMAZING South Lake View 4/3, 6 TVs, Xbox, PS5+VReal, Piano. UNIQUE Endless Pool From US $670
         

10.0 (145 Reviews)
House
AMAZING South Lake View 4/3, 6 TVs, Xbox, PS5+VReal, Piano. UNIQUE Endless Pool
  • Air Conditioner
  • Parking
  • Pet Friendly

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'Naples Paradiso'. Remodeled villa.heated salt water pool/spa extra large lanai From US $449
         

10.0 (133 Reviews)
House
'Naples Paradiso'. Remodeled villa.heated salt water pool/spa extra large lanai
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  • Parking
  • Pool

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Tivoli Serenity | Modern Salt Pool Villa with Water View! King Beds! From US $542
         

10.0 (85 Reviews)
House
Tivoli Serenity | Modern Salt Pool Villa with Water View! King Beds!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Tropical Escape - Surf Chic Lux Salt Pool & Spa. King Beds! From US $529
         

10.0 (80 Reviews)
House
Tropical Escape - Surf Chic Lux Salt Pool & Spa. King Beds!
  • Air Conditioner
  • Parking
  • Pet Friendly

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South Facing Lake View with Heated Saltwater Pool,and Lanai.Tesla charging From US $642
         

10.0 (74 Reviews)
House
South Facing Lake View with Heated Saltwater Pool,and Lanai.Tesla charging
  • Air Conditioner
  • Parking
  • Pet Friendly

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Pet-Friendly Vacation Rentals in Grey Oaks

Over 293+ Pet-Friendly Vacation Rentals in or Near Grey Oaks
3 Brd Private Pool Lake-ViewnNEWLY renovated 2nd Bathroom & new Mstr shower From US $393
         

9.8 (63 Reviews)
House
3 Brd Private Pool Lake-ViewnNEWLY renovated 2nd Bathroom & new Mstr shower
  • Air Conditioner
  • Parking
  • Pet Friendly

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Mykonos Vacation Rental From US $553
         

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New
House
Mykonos Vacation Rental
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Direct Gulf Access + Lanai: Sunny Naples Home! From US $270
         

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6.0 (1 Review)
Cottage
Direct Gulf Access + Lanai: Sunny Naples Home!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Briarwood: Updated Heated Pool/Spa Home w/Lake Views from Lanai & Living Room! From US $349
         

9.6 (41 Reviews)
House
Briarwood: Updated Heated Pool/Spa Home w/Lake Views from Lanai & Living Room!
  • Air Conditioner
  • Pet Friendly
  • Pool

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Luxurious 4 bedroom 3 bath private pool home with gorgeous lake views! From US $540
         

9.4 (59 Reviews)
House
Luxurious 4 bedroom 3 bath private pool home with gorgeous lake views!
  • Air Conditioner
  • Pet Friendly
  • Pool

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Briarwood: Newly decorated; heated pool, lake view, w/outdoor lanai space & TV From US $510
         

9.2 (19 Reviews)
House
Briarwood: Newly decorated; heated pool, lake view, w/outdoor lanai space & TV
  • Air Conditioner
  • Pet Friendly
  • Pool

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Available 2026 Season ! YOUR OASIS! NEWER home POOL. 4 miles to Beach&downtown! From US $594
         

9.6 (83 Reviews)
House
Available 2026 Season ! YOUR OASIS! NEWER home POOL. 4 miles to Beach&downtown!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Central Naples Condo (1 E) Close to beach. From US $304
         

10.0 (22 Reviews)
Condo
Central Naples Condo (1 E) Close to beach.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Grey Oaks

Over 68+ Large Vacation Homes & Villas in or Near Grey Oaks
Boho Chic Estate-40Ft Pool/Spa-Coolest House in Naples! From US $849
         

10.0 (43 Reviews)
House
Boho Chic Estate-40Ft Pool/Spa-Coolest House in Naples!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lux Family Pool Spa, 2 Private Pickleball Courts, Ping Pong Table, Mini Golf, Close To Beach & Dining Home Sleeps 8 From US $250
         

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10.0 (21 Reviews)
Villa
Lux Family Pool Spa, 2 Private Pickleball Courts, Ping Pong Table, Mini Golf, Close To Beach & Dining Home Sleeps 8
  • Air Conditioner
  • Parking
  • Pet Friendly

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Beautiful Home with Guest House and Saltwater Pool-4 miles to beach From US $634
         

10.0 (10 Reviews)
House
Beautiful Home with Guest House and Saltwater Pool-4 miles to beach
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  • Pool

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Charming 4-bedroom plus den villa with pool and spa near the beach and downtown. From US $527
         

10.0 (8 Reviews)
Villa
Charming 4-bedroom plus den villa with pool and spa near the beach and downtown.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Naples Villa Heated Pool 1.3M to beach-11 People From US $606
         

10.0 (6 Reviews)
House
Naples Villa Heated Pool 1.3M to beach-11 People
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  • Pet Friendly

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5 BDRM/3 Bath/Naples Luxury/Htd Pool/Nr Beach/Pets From US $879
         

10.0 (5 Reviews)
House
5 BDRM/3 Bath/Naples Luxury/Htd Pool/Nr Beach/Pets
  • Air Conditioner
  • Pet Friendly
  • Pool

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BEAUTIFUL Beach Home in NAPLES ONLY 4 miles away from the beach! From US $474
         

10.0 (3 Reviews)
House
BEAUTIFUL Beach Home in NAPLES ONLY 4 miles away from the beach!
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Luxury Villa Casa Blanca Naples ⭐ Heated Pool & Spa, Close to 5th Ave & Beaches From US $538
         

10.0 (1 Review)
Villa
Luxury Villa Casa Blanca Naples ⭐ Heated Pool & Spa, Close to 5th Ave & Beaches
  • Air Conditioner
  • Parking
  • Pet Friendly

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Wheelchair Accessible Vacation Homes in Grey Oaks

Over 47+ Wheelchair Accessible Vacation Homes in or Near Grey Oaks
★Cozy Beach Escape★ 0.9 miles from Clams Pass Beach ! From US $449
         

10.0 (8 Reviews)
Condo
★Cozy Beach Escape★ 0.9 miles from Clams Pass Beach !
  • Air Conditioner
  • Parking
  • Pet Friendly

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Peace Rose Villa at Briarwood From US $566
         

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9.2 (8 Reviews)
House
Peace Rose Villa at Briarwood
  • Air Conditioner
  • Pool
  • Wheelchair Accessible

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Courtyard by Marriott - Naples From US $179
         

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8.6 (635 Reviews)
Hotel
Courtyard by Marriott - Naples
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Beautiful Naples Retreat! From US $210
         

10.0 (1 Review)
Condo
Beautiful Naples Retreat!
  • Air Conditioner
  • Parking
  • Pool

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Park Shore Resort, BLDG G #241*Great Views* From US $412
         

9.4 (6 Reviews)
Apartment
Park Shore Resort, BLDG G #241*Great Views*
  • Air Conditioner
  • Parking
  • TV

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GOLF INCLUDED! Charming 1st Floor Condo; 1.5 miles to Naples’ Beaches From US $222
         

9.0 (2 Reviews)
Condo
GOLF INCLUDED! Charming 1st Floor Condo; 1.5 miles to Naples’ Beaches
  • Air Conditioner
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PENTHOUSE Golf Course By The Sea #2 - top floor From US $265
         

New
Condo
PENTHOUSE Golf Course By The Sea #2 - top floor
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Modern Coastal Luxury in the Heart of Naples From US $239
         

New
Condo
Modern Coastal Luxury in the Heart of Naples
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Grey Oaks Varoom and Airbnb Places to Stay Under $200

Over 156+ Grey Oaks Varoom and Airbnb Places to Stay Under $200
Centrally Located in Beautiful Naples From US $149
         

9.6 (5 Reviews)
Condo
Centrally Located in Beautiful Naples
  • Air Conditioner
  • Pool
  • View

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Coastal Farmhouse with mini Golf, Private Beach &Spa From US $183
         

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10.0 (6 Reviews)
House
Coastal Farmhouse with mini Golf, Private Beach &Spa
  • Air Conditioner
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Charming Naples Home w/Patio ~ 5 Mi to Beach From US $175
         

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New
Cottage
Charming Naples Home w/Patio ~ 5 Mi to Beach
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Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach From US $154
         

10.0 (26 Reviews)
Condo
Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach
  • Air Conditioner
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Centrally located Beautiful First Floor 2/2 Condo w/Garage minutes from Beach! From US $191
         

10.0 (16 Reviews)
Condo
Centrally located Beautiful First Floor 2/2 Condo w/Garage minutes from Beach!
  • Air Conditioner
  • Parking
  • Pool

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Ultimate Tennis Condo at World Tennis Center From US $194
         

10.0 (9 Reviews)
Condo
Ultimate Tennis Condo at World Tennis Center
  • Air Conditioner
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Pet friendly! Walk to beach, dining, shopping From US $183
         

10.0 (2 Reviews)
Condo
Pet friendly! Walk to beach, dining, shopping
  • Air Conditioner
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  • Pet Friendly

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NAPLES BATH AND TENNIS Condo 2BEDS/2BATH - Central Naples From US $166
         

10.0 (2 Reviews)
Condo
NAPLES BATH AND TENNIS Condo 2BEDS/2BATH - Central Naples
  • Air Conditioner
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  • TV

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Instantly Bookable Vacation Homes in Grey Oaks

Over 419+ Instantly Bookable Vacation Homes in or Near Grey Oaks
BEAUTIFUL 4 BR Briarwood villa with spacious pool area- VACATION STARTS HERE! From US $555
         

9.6 (90 Reviews)
House
BEAUTIFUL 4 BR Briarwood villa with spacious pool area- VACATION STARTS HERE!
  • Air Conditioner
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Luxurious 2-bedroom apartment with1st class tennis - near beach and Naples shops From US $181
         

8.8 (71 Reviews)
Condo
Luxurious 2-bedroom apartment with1st class tennis - near beach and Naples shops
  • Air Conditioner
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Hot tub/Pool over looking Golf course minutes To seagate and clam pass Beach From US $386
         

10.0 (51 Reviews)
House
Hot tub/Pool over looking Golf course minutes To seagate and clam pass Beach
  • Air Conditioner
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Tennis, Pool, Lakeview, Free Wi-Fi Cozy 2/2 condo in the heart of Naples From US $242
         

9.8 (34 Reviews)
Apartment
Tennis, Pool, Lakeview, Free Wi-Fi Cozy 2/2 condo in the heart of Naples
  • Air Conditioner
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Beautiful house w/Private Heated Pool, minutes from beaches, golf & shopping From US $422
         

9.8 (82 Reviews)
House
Beautiful house w/Private Heated Pool, minutes from beaches, golf & shopping
  • Air Conditioner
  • Parking
  • Pool

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Exquisite 4 bedroom pool & spa home overlooking a breathtaking lakeview From US $591
         

9.6 (44 Reviews)
House
Exquisite 4 bedroom pool & spa home overlooking a breathtaking lakeview
  • Air Conditioner
  • Pool
  • Private Pool

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Light and Bright describes this 3/2 Pool home with long beautiful lake views From US $494
         

9.4 (65 Reviews)
House
Light and Bright describes this 3/2 Pool home with long beautiful lake views
  • Air Conditioner
  • Pool
  • Private Pool

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Family Friendly Luxury 3/2 Home From US $405
         

10.0 (79 Reviews)
House
Family Friendly Luxury 3/2 Home
  • Air Conditioner
  • Parking
  • Pet Friendly

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About Grey Oaks Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Lakesresorts Grey Oaks, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Grey Oaks. Places to stay near Grey Oaks with prices averaging $279 a night.

Lakesresorts makes it easy and safe to find and compare vacation rentals in Grey Oaks with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Grey Oaks

Type Count
Vacation Homes 1

Use these Quick Filters to Find a Vacation Rental in Grey Oaks

★ Pro Tip: Lakesresorts makes it easy to compare the best listings on Lakesresorts homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Lakesresorts homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Grey Oaks.

Weather in Grey Oaks

View the weather forecast for Grey Oaks before booking your Grey Oaks 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

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