Entire home

Tropical Oaks Estate | Private Resort+40' Pool/Spa

Photo gallery for Tropical Oaks Estate | Private Resort+40' Pool/Spa

A pool area with lounge chairs and umbrellas, surrounded by potted plants and a view of palm trees.
Property video
A swimming pool with a glass ceiling, surrounded by lush greenery and lounge chairs.
Exterior
An outdoor seating area with Adirondack chairs, a central fire pit, and a pool in the background.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Arcade/game room
    A rare find - fun for all ages with on-site arcade/game room.
  • 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
  • On-site fitness centre
  • Barbecue

Explore the area

View map
Naples, FL
  • Place, Naples Grande Golf Club
    ‪4 min drive‬
  • Place, Florida Panther National Wildlife Refuge
    ‪6 min drive‬
  • Place, Gordon River
    ‪7 min drive‬
  • Airport, Fort Myers, FL (RSW-Southwest Florida Intl.)
    ‪35 min drive‬

Rooms & beds

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 | Private Resort+40' Pool/Spa

Welcome to "Tropical Oaks Estate", a fully renovated 4-bedroom Naples retreat set on approximately 3.8 private acres with nearly 300 feet of canal frontage.



You get the space and privacy of a private estate while staying only about 5 miles from the Gulf and close to Fifth Avenue South, Third Street South, restaurants, golf and everything Naples is known for. The centerpiece is a spectacular 40-foot saltwater pool and spa, surrounded by more than 2,000 sq. ft. of screened outdoor living space and marble decking. You may arrive with plans to explore Naples. You may decide the pool is the plan.



★ HIGHLIGHTS

✔ 3.8 private acres

✔ Nearly 300 ft. of canal frontage

✔ 40-foot saltwater pool + spa

✔ 2,000+ sq. ft. screened lanai

✔ Fully renovated mid-century boho interior

✔ 4 bedrooms, including 2 King rooms

✔ Gourmet kitchen with 36" Italian range

✔ Wet bar with wine + beverage refrigerators

✔ 10-foot dining table

✔ Oversized Samsung QLED Smart TV

✔ Beach cruiser bicycles + beach gear

✔ High-speed Wi-Fi

✔ Free private parking



★ INSIDE

The home blends relaxed mid-century style with warm, modern boho finishes and plenty of natural light.

Multiple living areas give everyone room to spread out, while the main lounge is made for movie nights, cocktails and lazy afternoons between swims. The renovated kitchen includes generous quartz counters, a 36" Italian range, full-size refrigerator, dishwasher, microwave and everything you need to cook comfortably.



Coffee is well covered too:

✔ Nespresso

✔ Keurig

✔ Drip coffee maker

✔ French press

A dedicated wet bar includes a wine refrigerator, beverage refrigerator and sink.

For meals, the impressive 10-foot dining table seats 10, with another 6 seats at the kitchen bar.



★ 4 BEDROOMS

♛ Primary Suite

King bed • ensuite bathroom • pool access • Smart TV

♛ Bedroom 2

King bed • Smart TV

♛ Bedroom 3

Queen bed • private lanai • Smart TV

♛ Bedroom 4

Queen bed + Twin XL bunk bed • Smart TV

Every bedroom includes quality linens, comfortable pillows and its own Smart TV.

All bedding, including duvet covers, is washed between every stay.



★ THE POOL + SPA

This is where Tropical Oaks really stands apart. The huge 40-foot saltwater pool and spa sits inside more than 2,000 sq. ft. of screened outdoor living space, with marble decking, covered lounge areas and views across the private grounds. Swim before breakfast. Float all afternoon. Move to the spa after sunset.

Unlike many Naples pool homes, you’re not staring into a neighboring backyard. You have acres of tropical space around you.



★ LOCATION

Tropical Oaks offers the rare combination of privacy and convenience.

You’re approximately 5 miles from the Gulf and within easy reach of:

✔ Fifth Avenue South

✔ Third Street South

✔ Naples beaches

✔ Restaurants

✔ Shopping

✔ Golf and country clubs

We also provide beach cruiser bicycles, beach chairs and beach accessories for your stay.



★ PET POLICY

Approved dogs are welcome with PRIOR TO BOOKING. A $300 pet fee applies.

Please contact us before booking if you plan to bring a pet. No cats permitted.



★ OPTIONAL POOL HEAT

June 1 – September 30: $30/night

October 1 – May 31: $45/night



★ VISITORS & EVENTS

Parties and events are not permitted. A maximum of 4 non-registered daytime visitors may be at the property at one time. Non-registered visitors may not stay overnight.



Come for Naples. Stay for the 40-foot pool, private acreage and space to actually unwind. Welcome to "Tropical Oaks Estate" by DL Vacation Rentals.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: limit 2 total
Your pet needs to be approved before booking.
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Smoking

Smoking is not permitted
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 cycling and mountain biking.
Map
Naples, FL

What's nearby

  • Naples Grande Golf Club - 4 min drive - 2.4 km
  • Florida Panther National Wildlife Refuge - 6 min drive - 8.3 km
  • Revs Institute, Inc. - 7 min drive - 3.7 km
  • Gordon River - 7 min drive - 5.7 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
  • ‪Pepper's - ‬4 min drive
  • ‪Dylan's Drafthouse - ‬5 min drive

Frequently asked questions

Does Tropical Oaks Estate | Private Resort+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 | Private Resort+40' Pool/Spa?

As of 15 October 2026, prices found for a 1-night stay for 2 adults at Tropical Oaks Estate | Private Resort+40' Pool/Spa on 17 October 2026 start from NZ$1,870, 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 | Private Resort+40' Pool/Spa pet-friendly?

Yes, this property allows pets (limit 2 total).

How much is parking at Tropical Oaks Estate | Private Resort+40' Pool/Spa?

On-site parking is available at the property.

What time is check-in at Tropical Oaks Estate | Private Resort+40' Pool/Spa?

Check-in begins at 4:00 PM.

What time is check-out at Tropical Oaks Estate | Private Resort+40' Pool/Spa?

Checkout is at 11:00 AM.

Where is Tropical Oaks Estate | Private Resort+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 and Gordon River. 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 64 out of 65 reviews
Rating 8 - Good. 1 out of 65 reviews
Rating 6 - Okay. 0 out of 65 reviews
Rating 4 - Poor. 0 out of 65 reviews
Rating 2 - Terrible. 0 out of 65 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was everything I expected and more. Working with Derek was a breeze and I intend to visit it again next year!
Stayed 4 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It’s a beautiful location fishing behind the house beautiful view in front of the house and the walk around oceanfront hangout spot down the street with restaurants, excitement things to do great location
Stayed 5 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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 August 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!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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 August 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.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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 August 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!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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 August 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!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay and experience!
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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 August 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.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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 August 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!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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 August 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!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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 August 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!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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 August 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.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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 August 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!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 5 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Boho Beautiful. Very private location but close to all of Naples attractions. Great indoor outdoor living with awesome pool.
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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 August 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!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful!

Great stay, great service
Stayed 4 nights in May 2025
Response from VrboOwner on 29 May 2025
Thank you so much Tyler, we hope to see you again next year! :)
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Vacation Rental!

This home was ideal for relaxation and well situated for exploring the local sights!
Stayed 3 nights in May 2023
Response from VrboOwner on 16 May 2023
Thanks for the review Kent! I'm glad you guys had a good time! Best regards, Derek
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent stay!

The overall experience was excellent, the property was nice, the owner was nice, the pool was great, everything as described.
Stayed 4 nights in Aug 2024
Response from VrboOwner on 24 April 2025
Thank you Thaddeus - we are so happy to hear you had a wonderful vacation with us! We always try to go above and beyond for our guests
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place

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!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing host!

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!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Private paradise

Beautiful property in a Beautiful neighborhood.
Stayed 2 nights in Nov 2024
Response from VrboOwner on 25 April 2025
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!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Magical Home!

Great location and really private and the house is full stocked!
Stayed 8 nights in Apr 2023
Response from VrboOwner on 13 May 2023
Thanks for the great review John! We keep the place fully stocked so our guests don't have to :) Best, Derek
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing house!

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!

About the host

Hosted by Derek de Laat

Host profile image
My name is Derek, and my family and I love Naples and have been hosting guests here for more than 10 years through DL Vacation Rentals. Over the years, I’ve spent a great deal of time traveling for work and staying in high-end hotels around the world. That experience shaped how we run our homes. I learned that the difference between a good stay and an exceptional one usually comes down to the details: a spotless home, a great mattress, quality linens, thoughtful amenities, responsive service, and a property that feels even better in person than it does in the photos. We own and personally operate several homes in Briarwood, and we take a hands-on approach to every property. Our homes are furnished to a high standard, professionally maintained, carefully stocked, and prepared with the same level of care we would expect for our own family. We are not a large management company juggling hundreds of listings. These are our homes, and our goal is simple: to provide consistently beautiful, comfortable, exceptionally clean vacation homes that guests can book with confidence and return to year after year. We take pride in the details, and we are always working to make each home even better.

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

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