Three Oaks Vacations from $294

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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.
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
The Forum
Save 100% on your flight
Price was $534, price is now $294 per person
$294
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.2/10 Very Good! (1,009 reviews)
More variety at breakfast

Reviewed on Oct 21, 2025

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $1,203, price is now $572 per person
$572
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (1,013 reviews)
Sitting right on the water on the porch was fantastic.

Reviewed on Oct 23, 2025

Innovation Hotel

Innovation Hotel

4 out of 5
Price was $1,773, price is now $949 per person
$949
per person
Jan 12 - Jan 17
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.8/10 Exceptional! (522 reviews)
My stay was excellent. I would recommend the innovation to anyone wanting a relaxing time in Naples.

Reviewed on Oct 14, 2025

Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Save 100% on your flight
Price was $751, price is now $410 per person
$410
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
Hotel is clean, i didn’t use its facilities or amenities, i went there to sleep, got up very early and left. Bed was NOT comfortable, I was sinking in it, woke up with back and head ache. Pillows were good, both queen mattress in the room were no different. Tried to sleep In Different directions and positions, but bed caved in in the center. At check out, the front desk man ignored my good morning greeting, until he was done on his cell phone I was the first to arrive to front desk, he acknowledged us when another couple arrived to front desk and said hey! Other than that, safe place, clean and good amenities.

Reviewed on Oct 28, 2025

South Seas Resort

South Seas Resort

3.5 out of 5
Save 100% on your flight
Price was $1,668, price is now $929 per person
$929
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.4/10 Very Good! (1,008 reviews)
Beach is very clean. Easy to get to.

Reviewed on Oct 22, 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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Iona

Iona might not have many top sights, but Cape Coral Yacht Club Beach and Key West Express are two attractions nearby that you can check out.

Find hotels in Iona

Three Oaks Hotel Deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
Fully refundable
$246 nightly
The price is $273 total per night from Nov 25 to Nov 26
$273 total
Nov 25 - Nov 26
Total with taxes and fees
9/10 Wonderful! (1,884 reviews)
Beautiful property. Villa was very roomy. Some of the furniture was worn and needs replacing. I believe they are undergoing renovations now.

Reviewed on Oct 27, 2025

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
$234 nightly
The price is $261 total per night from Nov 4 to Nov 5
$261 total
Nov 4 - Nov 5
Total with taxes and fees
8.8/10 Excellent! (1,569 reviews)
Nice new property. Restaurant food was underwhelming with very high prices. The pool would have been fun except it had a DJ with very loud club music the whole time so we didn't bother going in. I would think the late Jimmy Buffett would not agree with club music vs. a relaxed mellow and Island style ...

Reviewed on Oct 27, 2025

Margaritaville Beach Resort Fort Myers
Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

2.5 out of 5
4850 S Cleveland Ave, Fort Myers, FL
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $70 total per night from Nov 3 to Nov 4
$70 total
Nov 3 - Nov 4
Total with taxes and fees
6.4/10 (1,003 reviews)
Clean room

Reviewed on Oct 25, 2025

Baymont by Wyndham Fort Myers Central
See all 17,198 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 beautiful beaches or discover the beautiful sunsets in this family-friendly area.

Barbara B Mann Hall

Things to do

Fort Myers Beach Sunset Excursion

Fort Myers Beach Sunset Excursion

$60
per adult
100% of travellers recommend
Fort Myers Beach Sunset Excursion
Southwest Florida Sunset Sail

Southwest Florida Sunset Sail

$70
per adult
100% of travellers recommend
Southwest Florida Sunset Sail
Dolphin and Sightseeing Tiki Cruise

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

$65
per adult
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
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.