Classics Plantation Estates Vacations from $665

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Your Classics Plantation Estates Vacation

Book your vacation package to Classics Plantation Estates and get ready to explore its golfing and beyond. Whether you're looking for adventure or fun, you'll find it in this enticing neighborhood. Not sure what to do during your trip to Classics Plantation Estates? Nearby attractions like Flamingo Island Course - Lely Resort, TPC Treviso Bay and Mustang Course - Lely Resort are great places to start. Whatever your dream Classics Plantation Estates vacation looks like, you can turn it into reality with Expedia.

The Latest Classics Plantation Estates Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,330, price is now $665 per person
$665
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (417 reviews)
This property was very relaxing. The room was spotless and nicely decorated. Beds and pillows were soft and comfortable. I loved the different amenities the property offers. You can spend all day onsite. They offer free sunset cruises and transportation to Barefoot Beach. The have an awesome roof top bar and restaurant with gorgeous sunset views. I loved the option of two pools One is adult only. The other has a pool par and floatable devices that make for a fun pool experience. Pool furniture was clean and comfortable. The hotel has a fresh clean aroma throughout. I highly recommend this place for a relaxing getaway.

Reviewed on Oct 13, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was $2,225, price is now $1,071 per person
$1,071
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (1,002 reviews)
Our experience at La Playa was exceptional, everything was what we wanted and expected it to be

Reviewed on Sep 29, 2025

Bellasera Resort

Bellasera Resort

4 out of 5
Old Naples
Save 100% on your flight
Price was $2,592, price is now $1,556 per person
$1,556
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (2,219 reviews)
Joyful, relax and exceptional place in the center of the town. People at reception thanks to Tesse and her coworker was pleasant and welcoming , menu at Claw Bar and the London Club superbly delicious , service above and beyond accommodating , dream team of the cleaning crew (spotless clean, but invisible) , valet people friendly and entertaining . Whole experience during our stay was just perfect . Thank you , Bellasera , we will be back

Reviewed on Sep 29, 2025

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Save 100% on your flight
Price was $2,128, price is now $1,346 per person
$1,346
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,011 reviews)
Beautiful property, spacious room, attentive service.

Reviewed on Oct 8, 2025

Southseas

Southseas

3 out of 5
Save 100% on your flight
Price was $3,064, price is now $1,942 per person
$1,942
per person
Jan 3 - Jan 10
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
No reviews

Where to stay in Classics Plantation Estates

Find the best Classics Plantation Estates areas and neighborhoods for the activities you enjoy most. Learn more about Classics Plantation Estates
Naples Botanical Garden showing a garden and a pond

East Naples

4/5(171 area reviews)

Beaches, shopping, and restaurants are just a few things travelers enjoy about East Naples. Check out Fifth Avenue South or Naples Botanical Garden while you're exploring the area.

Find hotels in East Naples

Classics Plantation Estates Hotel Deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
$270 nightly
The price is $300 total per night from Oct 27 to Oct 28
$300 total
Oct 27 - Oct 28
Total with taxes and fees
9/10 Wonderful! (1,856 reviews)
"This is a beautiful resort and the staff is obviously very dedicated to making your staff a pleasant one because everyone from the valet attendants to the front desk to the restaurant and bar staff were attentive, professional and pleasant. The shuttle to the beach where the great guys providing ..."

Reviewed on Oct 12, 2025

Naples Grande Beach Resort
Inn on Fifth

Inn on Fifth

4 out of 5
699 5th Ave S, Naples, FL
Fully refundable
$241 nightly
The price is $268 total per night from Nov 3 to Nov 4
$268 total
Nov 3 - Nov 4
Total with taxes and fees
9.2/10 Wonderful! (1,005 reviews)
"The only downside was that the balcony was small. Everything else was excellent!"

Reviewed on Oct 12, 2025

Inn on Fifth
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
560 S Collier Blvd, Marco Island, FL
Fully refundableReserve now, pay when you stay
$252 nightly
The price is $280 total per night from Oct 29 to Oct 30
$280 total
Oct 29 - Oct 30
Total with taxes and fees
8.8/10 Excellent! (1,599 reviews)
"I truly enjoyed my stay here with my boyfriend for my birthday i will definitely be back!! They upgraded my room as well which was super nice!! The bar service and service is outstanding!!"

Reviewed on Oct 10, 2025

Hilton Marco Island Beach Resort and Spa
See all 10,572 properties in Classics Plantation Estates
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
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Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Classics Plantation Estates

Naples Beach

Naples Beach

4.5/5(1,407 reviews)

Why not spend a carefree afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area.

Naples Beach
5th Avenue Shopping District which includes markets, street scenes and a city

Fifth Avenue South

4.5/5(45 reviews)

Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.

Fifth Avenue South
Naples Pier featuring a sandy beach and landscape views as well as a large group of people

Naples Pier

4.5/5(1,161 reviews)

Visit this beloved Naples destination to experience the simple charms of the beachfront on a dock that has served the city for more than 100 years.

Naples Pier

Things to do

Wild Dolphin Boat Tour

Best of Marco Dolphin Tour

$100
per adult
Best of Marco Dolphin Tour
Naples, FL: Manatee, Dolphin, 10,000 Islands Beach Eco Tour

Naples, FL: Manatee, Dolphin, 10,000 Islands Beach Eco Tour

$127
per adult
Naples, FL: Manatee, Dolphin, 10,000 Islands Beach Eco Tour
Everglades National Park: 2 hour Dolphin & Birding Boat Tour

Everglades: 2 hour Manatee, Dolphin & Birding Boat Tour

$110
per adult
Everglades: 2 hour Manatee, Dolphin & Birding Boat Tour
See all activities in Naples
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.