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

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An outdoor seating area with Adirondack chairs, a central fire pit, and a pool in the background. - Tropical Oaks Estate | Private Resort+40' Pool/Spa (Naples)
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An outdoor pool area with a fire feature, seating, and a covered patio. - Tropical Oaks Estate | Private Resort+40' Pool/Spa (Naples)
Exterior - Tropical Oaks Estate | Private Resort+40' Pool/Spa (Naples)
A spacious living room with a large sofa, a coffee table, and a TV mounted on the wall. There is a ceiling fan, a window with a view of the outdoors, and a welcome sign on the coffee table. - Tropical Oaks Estate | Private Resort+40' Pool/Spa (Naples)
Consider a stay at Tropical Oaks Estate | Private Resort+40' Pool/Spa and take advantage of a water park, a firepit, and a garden. Adventurous travelers may like the bicycling at this vacation home. For some rest and relaxation, visit the hot tub. Free in-room WiFi, with speed of 500+ Mbps (good for 6+ people or 10+ devices), is available to all guests, along with a playground and an arcade/game room.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Add dates for prices

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.

Similar properties

About the neighborhood

Located in Central Naples, a neighborhood in Naples, this vacation 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. Traveling with kids? Consider Naples Zoo at Caribbean Gardens and Coral Cay Adventure Golf. Discover the area's water adventures with snorkeling and windsurfing nearby, or enjoy the great outdoors with ecotours and horse riding. Visit our Naples travel guide
View more Vacation Homes in Naples
Map
Naples, FL

What's nearby

  • A boat docked at a waterfront with a thatched-roof structure and lush greenery in the background.
    Gordon River
    7 min drive - 5.7 km
  • A boat tour at Naples Zoo, surrounded by lush greenery and palm trees.
    Naples Zoo at Caribbean Gardens
    10 min drive - 7.3 km
  • Naples Grande Golf Club
    4 min drive - 2.4 km
  • Florida Panther National Wildlife Refuge
    6 min drive - 8.3 km
  • Paradise Coast Sports Compex
    9 min drive - 10.9 km

Getting around

  • Southwest Florida Intl. Airport (RSW)
    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.

Is Tropical Oaks Estate | Private Resort+40' Pool/Spa pet-friendly?

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

How much is parking?

Onsite 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?

Check-out is at 11:00 AM.

Where is Tropical Oaks Estate | Private Resort+40' Pool/Spa located?

This family-friendly Naples vacation 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 mi (10 km).

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Reviews

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

10

Exceptional

10

Cleanliness

9.8

Location
Rating 10 - Excellent. 65 out of 66 reviews
Rating 8 - Good. 1 out of 66 reviews
Rating 6 - Okay. 0 out of 66 reviews
Rating 4 - Poor. 0 out of 66 reviews
Rating 2 - Terrible. 0 out of 66 reviews

Reviews

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
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
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
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
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
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

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
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
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
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
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
Verified review

10/10 Excellent

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

Great VRBO

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
Verified review

10/10 Excellent

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

Great for a family

Great open spaces. Wonderful for our three generation family. We lived the lanai and spent all of our time there.
Stayed 4 nights in Apr 2024
Verified review

10/10 Excellent

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

Peaceful vacation

Everything very clean and comfortable. Decorated nicely.
Stayed 7 nights in Sep 2024
Verified review

10/10 Excellent

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

Unbelievable Spot

Place was perfect for our work group. Great location and clean, beautiful house.
Stayed 7 nights in Apr 2024
Verified review

10/10 Excellent

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

Amazing paradise

We absolutely loved this house! It had everything we needed for our stay! They really thought of everything. The privacy that was provided was great yet we were so close to everything!!
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

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

Golf trip

It was the perfect place. Nestled back off of the main road in a private home/property yet still close to everything. Loved the place and the process. Highly recommend if your headed to Naples.
Stayed 4 nights in Dec 2023
Verified review

10/10 Excellent

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

Resort style retreat

The place was fantastic. The layout of the house was ideal for a group or family. The outdoor pool and lounging area was beyond great! Super relaxing and within a 15 min drive to downtown area. Host was quick to respond and very informative! Would highly recommend and look forward to a return visit
Stayed 5 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay at Tropical Oaks. Derek was a fantastic host - proactive, responsive, welcoming, and easy to communicate with. The welcome snacks were a nice touch and made us feel right at home. The accommodations were clean, beds and furniture comfortable, and well cared for, and the property itself is beautiful.Everything you could want for pool and beach entertainment was available, and the kitchen was impressively well stocked with everything needed for meal prep and serving. We never felt like anything was missing. The home was super clean, communication throughout our stay was excellent, and the checkout procedures were straightforward and easy.Overall, a very enjoyable and stress-free stay. We would absolutely recommend Tropical Oaks and would be happy to return.
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

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

Fabulous family time

Our family had a fabulous time. The house is beautiful and was spotless. Pool/outside area is amazing. Had everything we needed. Communication with Derek was the best I've ever had on a vacation rental. Will be back!
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

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

Fantastic Stay for Adults & Kids

Stayed at this property in February with my family of 7 adults and 1 child under two. The house was extremely well-equipped (everything you could ever possibly need), spotlessly clean, and exceedingly comfortable for our group. The pool area is huge and beautiful, and we spent most of our days hanging on the patio enjoying the weather. Derek, the owner, was incredibly proactive about checking in and responsive to any questions that we had. We will definitely be back to stay again!
Stayed 5 nights in Jan 2025
Verified review

10/10 Excellent

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

Gorgeous Home

Beautiful, spacious home. Owner was great. The pool and sliding glass huge door is amazing. Spotless home with like new accessories etc.
Stayed 5 nights in Nov 2023
Verified review

10/10 Excellent

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

family vacation

the property looks exactly like the pictures and is extremely clean, master bathroom is beautiful! The outdoor pool area is amazing and this is where we spent the majority of our time. The owner is super responsive and brought us a new tv as soon as soon as we couldnt get one working. Home is very private and super close to shopping and beaches. Would definitely stay here again!
Stayed 4 nights in Oct 2023
Verified review

10/10 Excellent

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

Open layout and luxurious outdoor space

This place was way better than the pictures. Highly recommend for a fun time at the pool, and relaxing together between the house and patio—huge glass doors open to connect the two! And the communication with the host was the best we’ve ever had! Super fast responses, and very helpful. Perfect stay!
Stayed 3 nights in Feb 2024
Verified review

10/10 Excellent

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

Old friends reunion

A group of 50 somethings came to Naples to reunite with our old work family. House was beautiful on line and even better in person. Owners responded when needed and house was equipped with all we needed and CLEAN! Will rent this again when we come back.
Stayed 2 nights in Oct 2023