Three Oaks Vacations from $305

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Your Three Oaks Vacation

Choose a Three Oaks vacation package and focus on what matters — enjoying yourself. There's no more planning nightmares, just more time to savor the charms of this interesting city, such as its artistic creativity and rich history. JetBlue Park at Fenway South, Hertz Arena and Florida Gulf Coast University are just some of the attractions worth visiting during your trip to Three Oaks. That dream Three Oaks vacation is a couple of clicks away. Browse airfares, hotels and more on Expedia for an adventure that's tailored to suit your style.

The Latest Three Oaks Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Save 100% on your flight
Price was $601, price is now $305 per person
$305
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,003 reviews)
Safe and quiet place. Easy parking. Strongly recommend.

Reviewed on Aug 23, 2025

Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $989, price is now $559 per person
$559
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,474 reviews)
The staff was so kind and very helpful. The beach and views were amazing. Alot of places to shop and eat were in walking distance. We will definitely be back.

Reviewed on Aug 31, 2025

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Save 100% on your flight
Price was $1,388, price is now $785 per person
$785
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,001 reviews)
Location, service and amenities are excellent

Reviewed on Aug 31, 2025

Casa Playa Beach Resort

Casa Playa Beach Resort

2.5 out of 5
Save 100% on your flight
Price was $1,212, price is now $697 per person
$697
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (85 reviews)
I had a great time there - staff was great - room was amazing on all levels . I will be back guaranteed

Reviewed on Aug 31, 2025

Shell Island Beach Club

Shell Island Beach Club

4 out of 5
Save 100% on your flight
Price was $1,751, price is now $1,060 per person
$1,060
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
9.6/10 Exceptional! (22 reviews)
Beautiful view and beautiful beach!

Reviewed on Aug 2, 2025

Where to stay in Three Oaks

Find the best Three Oaks areas and neighborhoods for the activities you enjoy most. Learn more about Three Oaks
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Villas

1 out of top 10 points of interest in this area
4/5(133 area reviews)

The beaches and abundant dining options are top of the list for many visitors to Villas. A stop by Bell Tower Shops or Regal Belltower might round out your trip.

Find hotels in Villas

Three Oaks Hotel Deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
Fully refundable
$197 nightly
The price is $219 total per night from Sep 15 to Sep 16
$219 total
Sep 15 - Sep 16
Total with taxes and fees
Naples Grande Beach Resort
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
$197 nightly
The price is $220 total per night from Sep 4 to Sep 5
$220 total
Sep 4 - Sep 5
Total with taxes and fees
Margaritaville Beach Resort Fort Myers
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
12600 University Dr, Fort Myers, FL
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $119 total per night from Sep 8 to Sep 9
$119 total
Sep 8 - Sep 9
Total with taxes and fees
8.4/10 Very Good! (988 reviews)
"Safe and quiet place. Easy parking. Strongly recommend."

Reviewed on Aug 23, 2025

Hilton Garden Inn Ft Myers
See all 16,672 properties in Three Oaks
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
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Three Oaks

Edison Mall featuring signage

Edison Mall

4/5(41 reviews)

You can enjoy retail therapy at Edison Mall during your visit to Fort Myers. Attend a baseball game or discover the beautiful sunsets in this family-friendly area.

Edison Mall
Edison and Ford Winter Estates which includes a house and street scenes

Edison and Ford Winter Estates

4.5/5(594 reviews)

Explore the winter estates of two of the most famous men in American history. Tour their houses and gardens and learn more about their lives in the museum.

Edison and Ford Winter Estates
Barbara B Mann Hall featuring a pond

Barbara B Mann Hall

4.5/5(12 reviews)

You can get tickets for a performance at Barbara B Mann Hall on your trip to Fort Myers. Stroll along the seaside or discover the beautiful sunsets in this family-friendly area.

Barbara B Mann Hall

Things to do

Marco Island: 10,000 Islands Shelling Boat Tour

Marco Island: 10,000 Islands Shelling Boat Tour

$100
per adult
100% of travellers recommend
Marco Island: 10,000 Islands Shelling Boat Tour
Cape Coral and Fort Myers: Jet Ski Rental

Cape Coral and Fort Myers: Jet Ski Rental

$120
per traveler
Cape Coral and Fort Myers: Jet Ski Rental
Self-Guided Fort Myers Scavenger Hunt: His Greatest Invention

Self-Guided Fort Myers Scavenger Hunt: His Greatest Invention

$12
per adult
Self-Guided Fort Myers Scavenger Hunt: His Greatest Invention
See all activities in Fort Myers
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.