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.
Tween Waters Island Resort & Spa
CA $1,012
per person
Oct 4 - Oct 9
found 8 hours ago
Roundtrip flight included
Buffalo (BUF) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
The manager was horrible and completely u accommodating. I have never felt so attacked and the unwillingness of the reservations manager to accept payment or the phone even was a joke. It was a great property but the manager was horrible. My fiance tried paying for our room and was denied. Had all our reservations cancelled to be told the were sold out but in fact we're not. I. Brought my family 24 hours away from home only to be denied service. And totally discriminated against
Reviewed on Aug 23, 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 Castle Beach and Estero Boulevard 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 Castle Beach and Santini Marina Shopping Plaza.
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.
Laguna Shores
Though Laguna Shores might not have many top sights, you can venture to the surrounding area to see attractions like Lover's Key Beach and Santini Marina Shopping Plaza.
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 $120
CA $134 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"Maintenance staff was extremely helpful with any concerns"
Reviewed on Aug 22, 2026
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
CA $227
CA $322 total
Aug 31 - Sep 1
includes taxes & fees
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
CA $182
CA $234 total
Aug 30 - Aug 31
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 $814, 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 $67
per adult
100% of travellers recommend
Dolphin Wildlife Cruise Fort Myers Beach
CA $90
per adult
100% of travellers recommend
Guided Kayak Eco Tour - Bunche Beach
CA $99
per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.