Siesta Isle Vacation Packages
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Top Holiday Package Deals in Siesta Isle
Price found within the past 48 hours. Click for updated prices.
Sunsuites Villas At Sunseeker Resort, Curio By Hilton
CA $1,559
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (135 reviews)
We scheduled our stay for my wife's 60th birthday party. We had spoken to the hotel staff about how we were looking forward to celebrating by the rooftop pool..
THE ROOFTOP POOL WAS CLOSED THE ENTIRE TIME WE WERE THERE FOR A PRIVATE COMPANY PARTY.
EXTREMELY DISAPPOINTED!!
Reviewed on Oct 25, 2026
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
CA $5,136
per person
Dec 28 - Jan 2
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
Very helpful staff, great Gulf side room. Undergoing some renovation so only one elevator working but didn’t create too much of a problem. Great location, nice people.
Reviewed on Oct 25, 2026
Where to stay in Siesta Isle
Find the best Siesta Isle areas and neighborhoods for the activities you enjoy most. Learn more about Siesta Isle
Mid Island
1 out of top 10 points of interest in this area
While visiting Mid Island, you might make a stop by sights like Estero Boulevard Beach and Sterling Ave Beach.
South Island
2 out of top 10 points of interest in this area
While visiting South Island, you might make a stop by sights like Santini Marina Shopping Plaza and Castle Beach.
TP Hill's
When in TP Hill's, you can plan a visit to Key West Express and Estero Boulevard Beach, some noteworthy sights in the nearby area.
Downtown Fort Myers Beach
1 out of top 10 points of interest in this area
If you're spending some time in Downtown Fort Myers Beach, Lynn Hall Memorial Park and Estero Boulevard Beach are top sights worth seeing.
Winklers
While Winklers might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Key West Express and Estero Boulevard Beach.
Siesta Isle Hotel Deals
Latitude 26 Waterfront Boutique Resort - Fort Myers Beach
17990 San Carlos Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
CA $135
CA $150 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Los anfitriones estuvieron presentes para cada ocasión en que los necesitamos. Aunque tuvimos un ligero inconveniente con la primera habitación, luego fuimos colocados en otra que cumplió nuestras expectativas. También queremos destacar la atención de la anfitriona cubana en el desayuno."
Reviewed on Oct 23, 2026
Marriott Sanibel Harbour Resort & Spa
17260 Harbour Pointe Dr Fort Myers FL
Fully refundableReserve now, pay when you stay
CA $290
CA $373 total
Nov 8 - Nov 9
includes taxes & fees
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
CA $234
CA $331 total
Oct 29 - Oct 30
includes taxes & fees
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.
Frequently asked questions
How much does a Siesta Isle vacation package cost?
Starting from only CA $291, a package is your ticket to cheap travel. Create your own Siesta Isle adventure by selecting from our comprehensive range of flights, hotels and rental cars.
How do I get a cheap travel package to Siesta Isle?
Find flights that fit your schedule, add a hotel to your booking and see how much you save with a Siesta Isle vacation package. It's as easy as that! From flights and hotels to rental cars and tours, Expedia is where your cheap vacation begins. And with over 550 partner airlines and 1,000,000 hotel options worldwide to pick from, you'll never be short of choice.
Where should I stay in Siesta Isle?
With interesting attractions like Key West Express and Fishing Pier Fort Myers Beach in this neighborhood, see if you can find a hotel near either one. Bunche Beach is another sight that lures the crowds.
What are the top hotels in Siesta Isle?
If it's your first time in Siesta Isle, secure a room at Latitude 26 Waterfront Boutique Resort - Fort Myers Beach or House Was Not Affected By Hurricane Ian. Still Renting. Both hotels offer comfy beds and are favorites with lots of travelers.
How far in advance should I book my Siesta Isle vacation?
The earlier you book, the better. Airlines usually advertise flights up to a year in advance, and this is a great opportunity to land some rock-bottom prices. Boss just told you to use up your vacation time next week? No need to worry. Expedia are never short on fantastic bargains to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Siesta Isle travel package include?
Flights, rental cars and hotels — you'll find them all here. With Expedia, you can shape your Siesta Isle travel package just the way you want. All you have to do is decide what you need. Once you've made your booking, you can add on extras like activities and tours. The more you bundle, the more you save!
What should I know before booking a Siesta Isle travel package?
A travel package can be tailored to your budget and is a terrific way to make your budget go further. What you include is completely up to you. Rental cars, hotels and flights — come up with a combination that works with your plans.
Can I choose my airline with a Siesta Isle Expedia vacation package?
You certainly can. We have more than 550 airline partners worldwide, so select the carrier that fits your budget and traveling style.
If I'm not able to travel, can I cancel my Siesta Isle vacation package?
It's difficult to predict what the future holds, so it's good to know that you can change or cancel your Siesta Isle vacation package. If your booking was made in the last 24 hours, you may be eligible for a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for more information.
Things to do
Sunset Cruise Fort Myers Beach
CA $66
per adult
100% of travellers recommend
Dolphin Wildlife Cruise Fort Myers Beach
CA $88
per adult
100% of travellers recommend
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
CA $91
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.