Oakes Estates holiday lettings

We found 65 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Oakes Estates that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you expect for your stay, including Wi-Fi and parking. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

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Why visit Oakes Estates

  • Beautiful outdoor spaces: Oakes Estates boasts tranquil parks and scenic waterfronts, ideal for relaxation and family activities.
  • Family-friendly atmosphere: Enjoy a welcoming environment perfect for family getaways and outdoor adventures.
  • Charming local community: Explore delightful neighbourhoods offering romantic evenings and engaging activities.
  • Diverse accommodation options: Choose from a range of private holiday homes, condos, and villas for a comfortable stay.
  • Variety of attractions: Experience a mix of beach fun, urban parks, and local culture throughout your visit.

Popular types of accommodation around Oakes Estates

You've chosen Oakes Estates for your getaway, and now it’s time to select the perfect accommodation. Explore our fantastic range of houses, condos, and villas, all offering ample parking and the comfort you desire. Whether you're seeking a spacious bedroom rental or a cosy vacation property, we provide transparency and savings to ensure your stay is relaxing and enjoyable. Your ideal retreat awaits!

  • Houses: The top choice for visitors to Oakes Estates, offering spacious and comfortable stays ideal for families or groups.
  • Condos: A popular option for those seeking modern amenities and proximity to local attractions, perfect for couples or solo travellers.
  • Villas: Elegant and often luxurious, villas provide a private retreat with ample space for relaxation and entertainment.
  • Apartments: A convenient choice for a self-catering experience, allowing you to enjoy the comforts of home during your stay.
  • Cottages: Quaint and charming, cottages offer a cosy atmosphere, ideal for a romantic getaway or peaceful retreat.**

Top attractions near Oakes Estates

Oakes Estates in Naples, Florida, is perfect for outdoor and family holidays, offering a delightful mix of beach, urban parks, and vibrant streets. Visitors can enjoy a variety of attractions that highlight the local culture and provide ample opportunities for outdoor experiences. Whether you're travelling with family or exploring solo, Oakes Estates promises a memorable getaway filled with sun, sand, and scenic beauty.

  • Vanderbilt Beach: A beautiful stretch of sandy shoreline, perfect for sunbathing and swimming, with a relaxed beach vibe. Enjoy stunning sunsets and the soothing sound of waves.
  • North Collier Regional Park: A fantastic urban park offering ample green space for families. Engage in outdoor activities, including walking trails, picnic areas, and playgrounds, all within a lively city atmosphere.
  • Fifth Avenue South: A vibrant street lined with boutique shops, restaurants, and galleries. Experience the local culture and indulge in fine dining and unique shopping opportunities.

Things to do recommended for couples

For a romantic getaway near Oakes Estates, indulge in the luxury vibes at Bonita Bay East, only 3.1km away. Alternatively, enjoy a bit of adventure at Golf Safari Mini Golf, located 4.3km away, perfect for a fun-filled day together.

Things to do recommended for families

Families visiting Oakes Estates can have a splashing good time at Sun N Fun Lagoon, a delightful waterpark only 1.6km away. For sports enthusiasts, the Paradise Coast Sports Complex, located eight miles away, offers a variety of exciting activities to enjoy together.

Things to do recommended for groups

Groups visiting Oakes Estates can enjoy a round of golf at Tiburon Golf Club, just 1.9km away, explore the vibrant Mercato shopping centre 2.5km away, and experience the local culture at Naples Marina and Excursions, located 3.1km from your base.

What do I need to keep in mind when booking a vacation around Oakes Estates

If you're travelling with a group, family, pets, or planning an extended stay, it's essential to filter your search according to your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Oakes Estates with a group: Think about how many bedrooms you will require, as well as features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Oakes Estates with young kids: Travelling with young children can indeed present its challenges. It’s essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Oakes Estates: For many, a family holiday isn’t truly fulfilling without their furry companion by their side. If you can relate to this, explore Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortably at home.
  • Planning for a long term stay visiting Oakes Estates: If you're searching for holiday rentals offering discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Oakes Estates

Oakes Estates, Naples, is a delightful neighbourhood perfect for outdoor adventures and family getaways. With its friendly atmosphere, visitors can enjoy nearby waterfronts and tranquil parks, creating an ideal oasis for relaxation. Explore the charming local communities for a romantic evening or family-friendly activities. Whether you seek a peaceful retreat or vibrant experiences, Oakes Estates offers an amazing blend of leisure and enjoyment for every traveller.

  • Bonita Springs: Bonita Springs is a charming city located 3.7km from Oakes Estates, renowned for its stunning beaches and outdoor recreational activities. Visitors flock here for a delightful family experience, where they can enjoy the local recreation centre, upscale resorts, and picturesque golf courses. The area is home to beautiful sandy beaches, perfect for sunbathing and swimming, as well as family-friendly beach spots and serene islands. Bonita Springs offers a blend of relaxation and adventure, making it an ideal destination for families and beach lovers alike.
  • North Naples: Situated 2.5km away from Oakes Estates, North Naples is a delightful village that provides an inviting atmosphere for those seeking beachside fun and outdoor pursuits. The area boasts well-maintained recreation centres, exceptional golf courses, and family-friendly beaches that cater to all ages. Visitors can explore the nearby islands or enjoy the scenic beauty of the coastline. North Naples is a fantastic place for families to create lasting memories while indulging in a variety of activities, from golfing to beach outings.
  • Tarpon Bay: Just 435m from Oakes Estates, Tarpon Bay is a lovely neighbourhood that promises an outdoor sports experience with a beachy twist. It is an excellent spot for those who enjoy golf and wish to relax at local resorts. The proximity to the beach is a significant draw, with family-friendly beaches and picturesque islands just a stone's throw away. Tarpon Bay offers an inviting atmosphere for both active pursuits and leisurely days in the sun, making it a great choice for visitors looking to immerse themselves in Florida's natural beauty.

Best time to go to Oakes Estates

If you're planning a trip to Oakes Estates, it's a good idea to check both the weather and property rates. The warmest months are August and August. Peak season runs in January, January to February, February to March and March, while off-peak times, like August, August to September, September to October and October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January65.7°F (18.7°C)No Rain (Dry)Mostly SunnyHighAverage
January65.7°F (18.7°C)No Rain (Dry)Mostly SunnyHighAverage
February68.2°F (20.1°C)No Rain (Dry)SunnyHighSlightly High
February68.2°F (20.1°C)No Rain (Dry)SunnyHighSlightly High
March70.3°F (21.3°C)No Rain (Dry)SunnyHighSlightly High
March70.3°F (21.3°C)No Rain (Dry)SunnyHighSlightly High
April75.4°F (24.1°C)No Rain (Dry)SunnyAverageAverage
April75.4°F (24.1°C)No Rain (Dry)SunnyAverageAverage
May78.8°F (26.0°C)Light RainMostly SunnyAverageAverage
May78.8°F (26.0°C)Light RainMostly SunnyAverageAverage
June82.2°F (27.9°C)Light RainMostly SunnyAverageAverage
June82.2°F (27.9°C)Light RainMostly SunnyAverageAverage
July83.7°F (28.7°C)Light RainMostly SunnyAverageAverage
July83.7°F (28.7°C)Light RainMostly SunnyAverageAverage
August84.0°F (28.9°C)Light RainMostly SunnyLowSlightly Low
August84.0°F (28.9°C)Light RainMostly SunnyLowSlightly Low
September82.4°F (28.0°C)Light RainMostly SunnyLowSlightly Low
September82.4°F (28.0°C)Light RainMostly SunnyLowSlightly Low
October78.6°F (25.9°C)Light RainMostly SunnyLowSlightly Low
October78.6°F (25.9°C)Light RainMostly SunnyLowSlightly Low
November73.0°F (22.8°C)No Rain (Dry)Mostly SunnyAverageAverage
November73.0°F (22.8°C)No Rain (Dry)Mostly SunnyAverageAverage
December69.3°F (20.7°C)No Rain (Dry)Mostly SunnyAverageSlightly High
December69.3°F (20.7°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay frequently results in significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a handy platform for you to organise your travel plans, whether you're starting fresh, resuming from where you left off, or simply looking to review your arrangements. You can easily find your saved or booked properties sorted into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a holiday home in Oakes Estates?
Prices for holiday rentals in Oakes Estates vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Oakes Estates to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Oakes Estates holiday house rentals?
You can find great discounts on house rentals in Oakes Estates on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Oakes Estates holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Oakes Estates with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Oakes Estates?
A long-stay holiday rental in Oakes Estates is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Oakes Estates for a holiday rental?
January marks the most popular time to visit Oakes Estates, as it kicks off the peak season that runs through March. This period is especially appealing to travellers seeking warm weather and outdoor activities, making it a prime time for enjoying the natural beauty of Florida. With temperatures ranging from 15 to 25 degrees Celsius, visitors can comfortably partake in activities like hiking, exploring local parks, or simply relaxing by the water.The vibrant setting during these months attracts those looking to escape colder climates, providing plenty of opportunities for socialising and enjoying local events. Oakes Estates offers a tranquil setting while still being close to attractions that enhance your holiday experience.For those seeking a more budget-friendly option, visiting in October can be a great choice. This month offers a quieter charm, allowing for leisurely exploration of the area's natural landscapes and a chance to experience the local culture without the crowds. You might find that local restaurants and attractions offer promotions, adding extra value to your stay.
How early should I book a Oakes Estates holiday rental?
Book your Oakes Estates holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Oakes Estates, Florida, United States of America?
In Oakes Estates, Florida, visitors can enjoy a tranquil and picturesque environment, primarily known for its lush landscapes and residential charm. The area is close to the beautiful beaches of Naples, where attractions like the Naples Pier and the vibrant shopping scene at Third Street South can be easily accessed.Nature enthusiasts may appreciate the proximity to nearby parks such as the Corkscrew Swamp Sanctuary, which offers miles of walking trails through stunning wetlands, superb for exploring Florida's unique wildlife. The area is also not far from the Naples Botanical Garden, renowned for its diverse plant collections and serene setting.For those interested in cultural experiences, the nearby Artis—Naples hosts art exhibits and performances, adding to the region's appeal.
Can I change or cancel my Oakes Estates home rental booking on Vrbo?
To find Oakes Estates holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Oakes Estates holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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