Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
Highlights
The great outdoors
Guests love the outdoor space here.
Firepit available
One of the few properties with a dedicated outdoor firepit.
Centrally-located
You're never far from where you need to be with this convenient location.
4 bedrooms4 bathroomsSleeps 10
Popular amenities
Balcony or patio
Spa pool on site
Private pool
Waterpark access
Barbecue
Air-conditioning
Explore the area
Naples, FL
Naples Grande Golf Club
Place, Naples Grande Golf Club
4 min drive
Florida Panther National Wildlife Refuge
Place, Florida Panther National Wildlife Refuge
6 min drive
Gordon River
Place, Gordon River
7 min drive
Fort Myers, FL (RSW-Southwest Florida Intl.)
Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)
35 min drive
Where you'll sleep
4 bedrooms (sleeps 10)
Bedroom #1 (Master Bedroom)
1 King Bed
Guest Bedroom #2
1 King Bed
Guest Bedroom #3
1 Queen Bed and 1 Single Bunk Bed
Guest Bedroom #4
1 Queen Bed
4 bathrooms
Bathroom #1 (Master)
Bathtub · Bidet · Toilet · Shower only
Bathroom #2
Toilet · Shower only
Bathroom #3
Toilet
Bathroom #4 (Pool Bathroom)
Toilet · Outdoor shower
Spaces
Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Balcony
Outdoor play area
Garden
Dining area
About this property
Tropical Oaks Estate | 3.8 Acres • 40' Pool + Spa
Welcome to Tropical Oaks Estate — a fully renovated mid-century boho retreat where Naples luxury comes with a little more breathing room.
Set on 3.8 private acres with approximately 300 feet of canal frontage and so central to everything in Naples. This 4-bedroom estate feels worlds away from a typical neighborhood rental, yet you're only about 5 miles from the Gulf and within easy reach of Fifth Avenue South, Third Street South, restaurants, golf and everything Naples is known for.
The real showstopper? A 40-foot saltwater pool and spa surrounded by more than 2,000 sq. ft. of screened marble-decked outdoor living space.
Translation: you may have plans to explore Naples.
You may also cancel them and stay by the pool.
★ WHY YOU'LL LOVE TROPICAL OAKS ESTATE
✔ 3.8-acre private estate
✔ Approx. 300 ft of canal frontage
✔ Fully renovated mid-century boho design
✔ 4 spacious bedrooms
✔ 40-foot saltwater pool + spa
✔ 2,000+ sq. ft. screened pool lanai
✔ Gourmet kitchen with 36" Italian range
✔ Wet bar with wine + beverage refrigerators
✔ Huge 10-foot dining table
✔ 85" Samsung QLED TV
✔ Multiple indoor gathering areas
✔ Beach cruiser bicycles
✔ Beach gear
✔ High-speed Wi-Fi
✔ Free private parking
This isn't just a place to sleep between beach days.
Tropical Oaks Estate is part of the vacation.
★ THE ESTATE
From the moment you walk inside, the home feels open, relaxed and just a little unexpected.
The fully renovated interior blends mid-century character with modern boho style — warm textures, natural materials, comfortable furnishings and plenty of Florida sunshine.
Large windows and doors connect the living spaces to the pool and tropical grounds, giving the entire home an easy indoor-outdoor feel.
There's room to gather.
There's room to spread out.
And on 3.8 acres, there is definitely room to breathe.
★ LIVING SPACES — PICK YOUR FAVORITE SPOT
Tropical Oaks Estate was designed for groups who actually want to spend time together.
Gather around the fireplace for cocktails and conversation, sink into the sectional for movie night, or open the doors and let the evening migrate outside toward the pool.
The main TV area includes an enormous 85" Samsung QLED Smart TV — because occasionally even paradise needs a movie night.
✔ Fireplace seating area
✔ Comfortable sofa + lounge chairs
✔ Large TV lounge
✔ 85" Samsung QLED TV
✔ Reading lights
✔ Direct pool access
The hardest decision may be whether to stay inside or head back out to the pool.
We recommend the pool.
★ THE KITCHEN — FOR PEOPLE WHO ACTUALLY LIKE TO COOK
The renovated gourmet kitchen is built for everything from coffee and pancakes to big family dinners.
At the center is generous quartz counter space and a large kitchen bar, while a 36" Italian range and oven makes cooking for a crowd considerably more enjoyable.
You'll also find:
✔ Built-in microwave
✔ 36" Italian stove + oven
✔ Refrigerator/freezer with ice + filtered water
✔ Second full refrigerator in the garage
✔ Dishwasher
✔ Keurig
✔ Drip coffee maker
✔ Nespresso
✔ French press
✔ Double KitchenAid toaster
✔ Electric kettle
✔ Cookware, dishes and glassware
✔ Pots, pans and cooking essentials
And because vacations sometimes require more than coffee...
★ THE BAR
Tropical Oaks Estate also has a dedicated wet bar with:
✔ Sink
✔ Beverage refrigerator
✔ Wine refrigerator
Cocktail hour has its own headquarters.
★ DINING — EVERYONE ACTUALLY FITS
No awkward folding chairs required.
The impressive 10-foot dining table seats 10, while the kitchen bar provides seating for another 6.
✔ Dining table for 10
✔ Kitchen bar seating for 6
It's equally suited to a big family dinner, takeout night or a long evening of wine, cards and questionable vacation stories.
★ 4 BEDROOMS
After the pool, beach, bikes and whatever else Naples throws at you, everyone has a comfortable place to retreat.
♛ PRIMARY BEDROOM
King bed
Private ensuite
Direct pool access
50" 4K Smart TV
♛ BEDROOM 2
King bed
43" 4K Smart TV
♛ BEDROOM 3
Queen bed
Private lanai
43" 4K Smart TV
♛ BEDROOM 4
Queen bed
Twin XL bunk bed
43" 4K Smart TV
Each bedroom includes comfortable linens, pillows, bedside tables, reading lights and its own Smart TV.
And yes — all bedding, including duvet covers, is washed between every stay.
Because luxury should also be very clean.
★ BATHROOMS
The home includes two full indoor bathrooms plus a powder room, as well as a convenient outdoor shower and toilet room for pool days.
The primary bathroom features:
✔ Soaking tub
✔ Shower
✔ Quartz vanity
✔ Fresh towels
✔ Essential toiletries
The additional bath spaces are similarly stocked so you can pack a little lighter.
The outdoor shower may become your favorite after a long day in the pool.
★ THE 40-FOOT POOL + SPA
This is the part you'll probably tell your friends about.
The enormous 40-foot saltwater pool and spa sits inside more than 2,000 sq. ft. of screened outdoor living space, surrounded by marble decking and views across the private estate and canal.
Swim laps before breakfast.
Float all afternoon.
Move to the spa after sunset.
Repeat as necessary.
✔ 40-foot saltwater swimming pool
✔ Spa
✔ 2,000+ sq. ft. screened lanai
✔ Marble pool deck
✔ Covered outdoor area
✔ Lounge space
✔ Patio lighting
✔ Automated saltwater pool system
✔ Estate + canal views
✔ Exceptional privacy
Unlike many Naples pool homes, you're not looking directly into somebody else's backyard.
Instead, you have acres of space, tropical landscaping and waterfront views.
That's the difference.
★ 3.8 ACRES OF YOUR OWN LITTLE NAPLES
Tropical Oaks Estate isn't called an estate because it sounded good in the listing.
The property sits on approximately 3.8 acres, creating a level of space and privacy that's difficult to find this close to central Naples.
With tropical landscaping and roughly 300 feet of canal frontage, the setting feels secluded without putting you far away from the places you actually came to see.
Morning coffee is quieter here.
Pool days feel more private.
And evenings have considerably fewer neighbors.
★ BEACH DAYS MADE EASY
When you eventually decide to leave the pool, Naples is waiting.
The home includes:
✔ Beach cruiser bicycles
✔ Beach accessories
Pack up, head toward the Gulf and make a day of it.
Then come home to your own pool and spa.
It's a pretty good system.
★ LOCATION
Tropical Oaks Estate gives you the best of both sides of Naples:
space and privacy at home, with downtown and the Gulf still close by.
The property is approximately 5 miles from the ocean and convenient to:
✔ Fifth Avenue South
✔ Third Street South
✔ Naples beaches
✔ Restaurants
✔ Shopping
✔ Golf and country clubs
✔ Local attractions
Spend the day exploring Naples.
Then leave the crowds behind and come home to the estate.
★ OPTIONAL EXTRAS & IMPORTANT DETAILS
Pool Heat
Pool heat may be added for:
June 1 – September 30: $30/night
October 1 – May 31: $45/night
Pets
Pets may be considered with prior owner approval.
Approved pets are subject to a $300 pet fee.
Please contact us before booking if you plan to bring a pet.
Visitors & Events
Tropical Oaks Estate is designed for relaxing vacations and gatherings among registered guests — events and parties are not permitted.
A maximum of 4 non-registered daytime visitors may be at the property at any one time.
Non-registered visitors may not stay overnight.
Come for Naples.
Stay for the 40-foot pool.
Then wonder why every vacation rental doesn't come with 3.8 acres of its own.
Welcome to Tropical Oaks Estate by DL Vacation Rentals.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
Tigertail Family Beach Home - Completely Remodeled, Ocean Views, Walk to Beach!
Tigertail Beach
Tigertail Family Beach Home - Completely Remodeled, Ocean Views, Walk to Beach!
Minimum age of person renting is 25. Capacity limit for house is 2 people/bedroom (children & infants incl). Ex:4 bedroom house has a capacity of 8
Approval required for any pet(s) prior to booking or will be cancelled. $300/dog. Pool heat is optional $25-35 per night depending on season
Must complete a Community Application and Rental contract prior to check-in.
Important information
You need to know
Property # 9716903
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, outdoor lighting and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Naples
Located in Central Naples, a neighbourhood in Naples, this holiday home is near theme parks and on the waterfront. Shoppers can check out Fifth Avenue South, while everyone can enjoy the natural beauty of Naples Beach and Vanderbilt Beach. Travelling with kids? Consider Naples Zoo at Caribbean Gardens and Coral Cay Adventure Golf. Discover the area's water adventures with snorkelling and windsurfing nearby, or enjoy the great outdoors with mountain biking and horse riding.
Florida Panther National Wildlife Refuge - 6 min drive - 8.3 km
Gordon River - 7 min drive - 5.7 km
Paradise Coast Sports Compex - 9 min drive - 10.9 km
Naples Zoo at Caribbean Gardens - 10 min drive - 7.3 km
Getting around
Fort Myers, FL (RSW-Southwest Florida Intl.) - 34 min drive
Restaurants
RaceTrac - 5 min drive
Wild Berry Cafe Naples - 15 min walk
Starbucks - 7 min drive
Dylan's Drafthouse - 5 min drive
Pepper's - 4 min drive
Frequently asked questions
Does Tropical Oaks Estate | 3.8 Acres • 40' Pool + Spa have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at Tropical Oaks Estate | 3.8 Acres • 40' Pool + Spa?
As of 23 Sept 2026, prices found for a 1-night stay for 2 adults at Tropical Oaks Estate | 3.8 Acres • 40' Pool + Spa on 28 Sept 2026 start from AU$1,920, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Tropical Oaks Estate | 3.8 Acres • 40' Pool + Spa pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Tropical Oaks Estate | 3.8 Acres • 40' Pool + Spa?
On-site parking is available at the property.
What time is check-in at Tropical Oaks Estate | 3.8 Acres • 40' Pool + Spa?
Check-in begins at 4:00 PM.
What time is check-out at Tropical Oaks Estate | 3.8 Acres • 40' Pool + Spa?
Checkout is at 11:00 AM.
Where is Tropical Oaks Estate | 3.8 Acres • 40' Pool + Spa located?
This family-friendly Naples holiday home is located on the waterfront, within 3 mi (5 km) of Naples Grande Golf Club, Gordon River and Alta Private Health. Naples Zoo at Caribbean Gardens and Coral Cay Adventure Golf are also within 6 miles (10 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Had a great stay, the house was fully equipped with anything we could need and the owner was very communicative and available if we had any questions.
Stayed 3 nights in Jul 2026
Response from VrboOwner on 10 Aug 2026
Thanks, Heather! I’m happy the house had everything you needed and that your stay went smoothly. I really appreciated how easy you were to communicate with and how well you treated the property. You’d be welcome back anytime!
A very well-maintained and superbly equipped house with plenty of space and a spacious outdoor area. We lacked nothing and were able to thoroughly enjoy our stay.Excellent communication and service from the host.
Stayed 7 nights in Jul 2026
Response from VrboOwner on 10 Aug 2026
I’m really glad the house had everything you needed and that you were able to make the most of the indoor and outdoor space. Thank you as well for the kind words about the communication and service. You were excellent guests, and I’d be very happy to host you again.
Stunning property which is perfectly located for beaches, shops etc in Naples. House is stocked with all appliances that you could possibly need. The house is probably the best maintained rental property I have stayed in with a fantastic pool.
Stayed 5 nights in Jun 2026
Response from VrboOwner on 10 Aug 2026
Thank you, Mark! That means a lot, especially hearing that the home stood out as one of the best-maintained rentals you’ve stayed in. I’m glad you enjoyed the pool, the location, and having everything you needed during your visit. You were excellent guests and left the property in wonderful shape. I’d be glad to host you again anytime!
This is an amazing property. They literally have everything you need. Communication was excellent. I would highly recommend this property.
Stayed 3 nights in May 2026
Response from VrboOwner on 10 Aug 2026
Thank you, Sandra! Glad the home had everything you needed. You were a pleasure to host and took great care of the property. I’d be happy to welcome you back anytime!
The house was just as advertised! Clean and very well maintained. Pool was great. The property manager was very helpful, easily reachable and always available for assistance. Would highly recommend this property!!
Stayed 2 nights in May 2026
Response from VrboOwner on 10 Aug 2026
Thank you for the great review, Jonathan! I’m glad the home lived up to expectations and that you enjoyed the pool and overall condition of the property. It was a pleasure hosting you, and I appreciated how smoothly everything went during your stay. I’d gladly welcome you back in the future.
I will say the pool was pretty deep right off the steps so we were on floats most of the time. But the house has everything you could want or need and it was very clean. We had a wonderful time!
Stayed 7 nights in Apr 2026
Response from VrboOwner on 10 Aug 2026
I’m so glad you had a wonderful time and found the house clean and stocked with everything you needed. You were thoughtful guests and took great care of the home—I’d be happy to host you again!
This was one of the most beautiful places I’ve ever stayed not a big traveler, but certainly have moved around a little bit. The host was an excellent communicator. The home is described exactly. We are planning our next trip as a group and will be booking again. The home is perfect for several couples.
Stayed 4 nights in May 2026
Response from VrboOwner on 10 Aug 2026
Thank you, Julie! I’m really glad the home worked so well for your group and that it matched what you were expecting. It was a pleasure hosting you, and I really appreciate how well you cared for the property. I’d be thrilled to have you back for your next group trip!
We absolutely loved our stay at Tropical Oaks! The home is exactly as pictured and is on a beautiful, private lot with lots of trees and plants. Derek has thought of everything to make your stay comfortable. The kitchen is well stocked with dishes, cookware, glassware, spices and cleaning and paper products. The home offers several areas to spread out and enjoy some quiet time, and cozy areas to share together. The outside covered patio is perfect for relaxing with morning coffee or happy hour cocktails…and the POOL is amazing. Most of our days were spent outside! There are pool floats and several bikes for some added fun. The house was very clean and has many amenities. Derek was very responsive with a couple questions we had and we would highly recommend this home for your next vacation in Naples! We will certainly be back!Sharon from PA
Stayed 11 nights in Jul 2026
Response from VrboOwner on 10 Aug 2026
Sharon, thank you for such a thoughtful review! I loved hearing that you spent so much time enjoying the patio and pool. I also really appreciated how well you cared for the home during your stay. You were fantastic guests, and I’d be delighted to have you back the next time you’re in Naples.
This house had EVERYTHING - highly recommend and we plan to rent again. The pool and outside amenities were first class and perfect for kids and adults. The house and all furnishings were very nice and high end. The extras - beach chairs, bikes, fishing poles, etc were a great touch
Stayed 7 nights in Mar 2026
Response from VrboOwner on 10 Aug 2026
So glad the house had everything you were looking for! It sounds like the pool, outdoor space, and all the extras helped make the stay enjoyable for both the kids and adults. I really appreciated having such considerate guests, and I’d be happy to welcome you back for another Naples trip!
This place was perfect for our family of 6 plus an 11 month old. All week we found new amenities that we were impressed with. Tons of attention to detail and all your needs taken into consideration. Communication before during and after our stay was exceptional and very helpful. We would definitely stay here again.
Stayed 7 nights in Feb 2026
Response from VrboOwner on 10 Aug 2026
I’m so glad the home worked so well for your family! It’s great to hear you kept discovering little touches throughout the week that made the stay easier and more comfortable. You were wonderful guests and took great care of the property. I’d be happy to welcome you back anytime!
What a beautiful home! The perfect stay for our family while we visited Naples. The house had everything you could need and more. Perfect pool / lanai area, massive kitchen, comfortable beds. We will absolutely be back!
The home was beautiful and so enjoyable to stay at. Everything about our stay was exceptional. And the host was very accommodating and responsive to all of our needs. We will definitely be back and stay at the same place.
Beautifully remodeled home that served as a base for our spring break adventures. Kids and adults alike loved the pool and lanai area. The kids caught a couple fish in the back yard and enjoyed the bikes. We were happy to see more than 10 beach chairs, a wagon, cooler and beach umbrellas. These extras allowed us to truly enjoy the beaches of Naples. I also appreciated a phone call from the owner when we arrived to make sure everything was okay.
Stayed 5 nights in Mar 2026
Response from VrboOwner on 10 Aug 2026
Sounds like you had a great spring break! I’m glad the kids got to enjoy the pool, bikes, and even a little backyard fishing. You were wonderful guests and took great care of the home. I’d be happy to have you back anytime!
The house was nice and clean. A great place to stay.
Stayed 9 nights in Mar 2024
Response from VrboOwner on 26 May 2025
Thank you so much! I'm glad you enjoyed your stay and appreciated the cleanliness of the home. It was a pleasure hosting you, and you're welcome back anytime!
Beautiful place to stay! The host was super communicative and the house looks exactly the same.
Stayed 2 nights in Jul 2023
Response from VrboOwner on 27 May 2025
Thank you so much for the kind words! I'm glad to hear the home lived up to your expectations and that communication was smooth throughout your stay. It was a pleasure hosting you, and I’d love to welcome you back anytime!
Thank you so much Henry, we take a lot of pride in our homes and the communities were located in. We hope you had a wonderful vacation and we look forward to hosting you again!
The property is beautiful, the pool was amazing, a lot of privacy! We had an awesome time!
Stayed 6 nights in Jun 2024
Response from VrboOwner on 26 May 2025
Thank you so much! I’m really glad you had an awesome time and enjoyed the pool and privacy the property offers. It was a pleasure hosting you, and you’re welcome back anytime for another relaxing stay!
Property was as advertised. Very spacious and clean. My kids especially loved the pool area. Would love to stay here again.
Stayed 5 nights in May 2024
Response from VrboOwner on 26 May 2025
Thank you so much! I'm glad to hear the home met your expectations and that your kids especially enjoyed the pool area. It was a pleasure hosting you, and I'd be happy to welcome you back anytime!
Thank you so much for the 5-star review Nicholas! We spent a lot of time upgrading our rentals and providing amenities for our guests to use during their stay!
About the host
Hosted by Derek de Laat
My name is Derek and my wife, my 8 year old son, 5 year old baby daughter and I love Naples Florida. I work full-time in Finance and I used to travel a lot for work! After spending countless nights in 5 star hotels around the world, I have come to understand what makes a guest extremely satisfied. We started DL Vacation Rentals 10 years ago and we own four other homes in Briarwood. All of our homes have high quality furniture and mattresses, high quality linens, are super clean, and are fully stocked.
Why they chose this property
Tropical Oaks Estate is unlike a typical Naples vacation rental. Set on 3.8 private acres with approximately 300 feet of canal frontage, the home gives you rare space, privacy and a true estate feel while still being close to the beach, downtown Naples and Fifth Avenue South.
The centerpiece is the 40-foot saltwater pool and spa, surrounded by more than 2,000 sq. ft. of screened outdoor living—perfect for long pool days, family dinners and relaxing evenings under the lights.
Inside, the fully renovated mid-century boho design, gourmet kitchen, wet bar and spacious gathering areas make the home just as memorable indoors. It’s an ideal choice for families and groups who want privacy, resort-style amenities and room to truly
What makes this property unique
Tropical Oaks Estate offers a level of space and privacy that’s rare this close to central Naples. Set on 3.8 private acres with approximately 300 feet of canal frontage, the property feels more like a private resort than a typical vacation rental.
The standout feature is the 40-foot saltwater pool and spa, surrounded by more than 2,000 sq. ft. of screened outdoor living space with marble decking, tropical landscaping and peaceful canal views.
Inside, the home has been fully renovated in a stylish mid-century boho design and features a gourmet kitchen, dedicated wet bar, oversized dining table and multiple gathering spaces. It’s an ideal choice for families and groups who want privacy, space to spread out, and resort-style amenities all in one place.
Languages:
English, French
Premier Host
They consistently provide great experiences for their guests