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.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Price was CA $771, price is now CA $392 per person
CA $392
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (1,009 reviews)
It was very clean, in a good location, has an outdoor pool, very pleasant staff.

Reviewed on Sep. 6, 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 CA $4,656, price is now CA $2,044 per person
CA $2,044
per person
Nov 29 - Dec 6
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (1,009 reviews)
The overall experience at the hotel was excellent.

Reviewed on Sep. 2, 2025

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Price was CA $3,743, price is now CA $2,140 per person
CA $2,140
per person
Nov 29 - Dec 6
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,004 reviews)
I enjoyed the Hospitality and spa services and 2nd floor pool absolutely great experience.

Reviewed on Sep. 6, 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $2,637, price is now CA $1,528 per person
CA $1,528
per person
Nov 29 - Dec 6
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (406 reviews)
It's lovely and clean, but it opened in January; hopefully, it will stay that way in the future. The only issue for me was the prices at the rooftop bar. A glass of wine is $16 for a Sauvignon Blanc, and that bottle is $10 at Costco or Total Wine.

Reviewed on Sep. 6, 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $1,089, price is now CA $651 per person
CA $651
per person
Nov 11 - Nov 16
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.2/10 Wonderful! (617 reviews)
Lazy river was awesome.

Reviewed on Sep. 2, 2025

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
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Mid Island

1 out of top 10 points of interest in this area
4.5/5(4 area reviews)

While visiting Mid Island, you might make a stop by sights like Estero Boulevard Beach and Sterling Ave Beach.

Find hotels in Mid Island

Siesta Isle Hotel Deals

Latitude 26 Waterfront Boutique Resort - Fort Myers Beach

Latitude 26 Waterfront Boutique Resort - Fort Myers Beach

2.5 out of 5
17990 San Carlos Blvd, Fort Myers Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Oct 7 to Oct 8
CA $122
CA $136 total
Oct 7 - Oct 8
includes taxes & fees
Latitude 26 Waterfront Boutique Resort - Fort Myers Beach
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
The price is CA $180 per night from Sep 16 to Sep 17
CA $180
CA $255 total
Sep 16 - Sep 17
includes taxes & fees
Margaritaville Beach Resort Fort Myers
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Sep 24 to Sep 25
CA $135
CA $182 total
Sep 24 - Sep 25
includes taxes & fees
Lani Kai Beachfront Resort
See all 16,554 properties in Siesta Isle
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
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Frequently asked questions

How much does a Siesta Isle vacation package cost?
Starting from only CA $392, 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.

Discover the most popular places to visit in Siesta Isle

Bunche Beach

Bunche Beach

Find a relatively obscure beach in a popular area of sand, warm water and a fascinating variety of coastal life. You’ll be thankful for the uncrowded space.

Bunche Beach
Lynn Hall Memorial Park

Lynn Hall Memorial Park

Why not spend a carefree afternoon at Lynn Hall Memorial Park during your travels in Fort Myers Beach? Amble around this family-friendly area's seaside and enjoy its top-notch restaurants.

Lynn Hall Memorial Park

Key West Express

Explore the waterfront in Fort Myers Beach with a trip to Key West Express. Discover the area's beautiful sunsets and lively bars.

Key West Express

Things to do

Dolphin and Sightseeing Tiki Cruise

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

CA $89
per adult
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise

Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise

CA $82
per adult
Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

CA $90
per adult
100% of travellers recommend
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise
See all activities in Fort Myers Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.