Siesta Isle Vacations

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to $580 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Siesta Isle Vacation

When it's time for your next escape, lock in a Siesta Isle vacation package. From its nature to a whole lot more, there are so many tempting reasons to pick this neighborhood. When it's time to see the sights, you'll find lots of top attractions nearby including Fishing Pier Fort Myers Beach, Bunche Beach and Jungle Golf Ft. Myers. Visit one, two or all during your trip to Siesta Isle. Stop daydreaming and start doing. When you're ready to book your vacation to Siesta Isle, Expedia will help get you there.

The Latest Siesta Isle Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Doubletree by Hilton Fort Myers at Bell Tower Shops

Doubletree by Hilton Fort Myers at Bell Tower Shops

4 out of 5
per person
Aug 7 - Aug 11
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
Good location, clean, quiet, sport bar on location, nice pool, good gym, shuttle to the airport (if you need it). Coffee at the reception 24/7. Breakfast.

Reviewed on May 21, 2024

Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Save 100% on your flight
per person
Jul 8 - Jul 13
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (314 reviews)
Always beautiful units, semi secluded area yet so close to Sanibel and fort Meyers, we will be back again this was our second trip to this property just a different unit. Best sunsets even the sunset cruise sat out front for their view, we saw a manatee close to shore too. Can’t say enough good things about this place.

Reviewed on May 20, 2024

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
per person
Aug 14 - Aug 17
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9/10 Wonderful! (1,009 reviews)
Nice location on the beach. Are coming back from storm in a good way.

Reviewed on May 20, 2024

Homewood Suites by Hilton - Fort Myers

Homewood Suites by Hilton - Fort Myers

3 out of 5
per person
Aug 7 - Aug 11
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9/10 Wonderful! (1,001 reviews)
Clean, quiet, nice room.

Reviewed on May 20, 2024

Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
Save 100% on your flight
per person
Aug 7 - Aug 11
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,015 reviews)
Staff was great and property was very nice and clean

Reviewed on May 20, 2024

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
Default Image

South Island

2 out of top 10 points of interest in this area
4.5/5(239 area reviews)

While visiting South Island, you might make a stop by sights like Castle Beach and Santini Marina Shopping Plaza.

Find hotel + flight trips in South 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 $135 per night from Jun 21 to Jun 22
$135
$154 total
includes taxes & fees
Jun 21 - Jun 22
8.6/10 Excellent! (772 reviews)
Old school Florida kitch at it's finest
"Fun little hotel with beautiful landscaping. The room was okay, nothing special but clean. Was a little disappointed in the services, we expected more food and beverage service than they had."

Reviewed on May 13, 2024

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 $297 per night from Jun 2 to Jun 3
$297
$371 total
includes taxes & fees
Jun 2 - Jun 3
8.6/10 Excellent! (284 reviews)
"Excellent!!!"

Reviewed on May 20, 2024

Margaritaville Beach Resort Fort Myers
Sanibel Island Beach Resort
Sanibel Island Beach Resort
3 out of 5
1231 Middle Gulf Dr, Sanibel, FL
Fully refundableReserve now, pay when you stay
The price is $231 per night from Jun 2 to Jun 3
$231
$283 total
includes taxes & fees
Jun 2 - Jun 3
8.4/10 Very Good! (1,001 reviews)
"Staff was great and property was very nice and clean"

Reviewed on May 20, 2024

Sanibel Island Beach Resort
See all 14,999 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Siesta Isle vacation package cost?
Starting from only $375, 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

Image for Lynn Hall Memorial Park

Lynn Hall Memorial Park

4.5/5(786 reviews)

Walk over the water on a long pier that’s popular day and night for the breeze and fishing.

Lynn Hall Memorial Park
Image for 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
Image for Castle Beach

Castle Beach

Why not spend a lazy afternoon at Castle Beach during your trip to Fort Myers Beach?

Castle Beach

Things to do

Image for Guided Kayak Sunset Tour in Pelican Bay at Fort Myers Beach

Guided Kayak Sunset Tour in Pelican Bay at Fort Myers Beach

$70
Per adult
Guided Kayak Sunset Tour in Pelican Bay at Fort Myers Beach
Image for Shelling Tours - Fort Myers Beach / Naples

Shelling Tours - Fort Myers Beach / Naples

$350
Per adult
Shelling Tours - Fort Myers Beach / Naples
Image for Dolphin Tours - Fort Myers Beach / Naples

Dolphin Tours - Fort Myers Beach / Naples

$350
Per adult
Dolphin Tours - Fort Myers Beach / Naples
See all activities in Fort Myers Beach

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.