Siesta Isle Vacations from $376
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Your Siesta Isle Vacation
Immerse yourself in the best that Siesta Isle has to offer with a Siesta Isle vacation package. From its nature to every other thing that sets it apart, this neighborhood will captivate you from start to finish. Some leading nearby attractions to see during your trip to Siesta Isle include Fishing Pier Fort Myers Beach, Bunche Beach and Jungle Golf Ft. Myers. Stop daydreaming and start doing. When you're ready to book your ideal vacation to Siesta Isle, Expedia is here to help.
The Latest Siesta Isle Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Save 100% on your flight
Price was $603, price is now $376 per person
$376
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (639 reviews)
Front desk weee not friendly at all not helpful . Had to ask about everything
Reviewed on Oct 13, 2025
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $2,222, price is now $1,251 per person
$1,251
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (1,002 reviews)
Our experience at La Playa was exceptional, everything was what we wanted and expected it to be
Reviewed on Sep 29, 2025
Bellasera Resort
Old Naples
Save 100% on your flight
Price was $3,823, price is now $2,373 per person
$2,373
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (2,219 reviews)
Joyful, relax and exceptional place in the center of the town. People at reception thanks to Tesse and her coworker was pleasant and welcoming , menu at Claw Bar and the London Club superbly delicious , service above and beyond accommodating , dream team of the cleaning crew (spotless clean, but invisible) , valet people friendly and entertaining . Whole experience during our stay was just perfect . Thank you , Bellasera , we will be back
Reviewed on Sep 29, 2025
South Seas Resort
Save 100% on your flight
Price was $1,938, price is now $1,225 per person
$1,225
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.4/10 Very Good! (1,003 reviews)
The room was spotless, and the check-in staff was incredibly friendly. The trolley driver was very accommodating, and the team at the ice cream shop was also warm and welcoming. The beach was absolutely stunning—I keep thinking about how much I want to go back. Swimming with fish all around me was such a memorable experience. Overall, it was an amazing trip for both kids and adults. Thank you!
Reviewed on Oct 10, 2025
Inn on Fifth
Old Naples
Save 100% on your flight
Price was $2,766, price is now $1,783 per person
$1,783
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,011 reviews)
Beautiful property, spacious room, attentive service.
Reviewed on Oct 8, 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
Mid Island
1 out of top 10 points of interest in this area
4.5/5(108 area reviews)
While visiting Mid Island, you might make a stop by sights like Estero Boulevard Beach and Sterling Ave 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
$98 nightly
The price is $109 total per night from Oct 19 to Oct 20
$109 total
Oct 19 - Oct 20
Total with taxes and fees
8.6/10 Excellent! (1,004 reviews)
"The property was very clean and comfortable. The only issue we had was that the AC unit was extremely loud and we struggled to stay asleep because of it. Other than that everything was great."
Reviewed on Oct 8, 2025
Baymont by Wyndham Fort Myers Central
4850 S Cleveland Ave, Fort Myers, FL
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $71 total per night from Oct 15 to Oct 16
$71 total
Oct 15 - Oct 16
Total with taxes and fees
6.4/10 (1,010 reviews)
"Location was great"
Reviewed on Oct 10, 2025
Lani Kai Beachfront Resort
1400 Estero Blvd, Fort Myers Beach, FL
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $211 total per night from Oct 16 to Oct 17
$211 total
Oct 16 - Oct 17
Total with taxes and fees
8.8/10 Excellent! (1,033 reviews)
"The thing that i did not like was that the tub was small and we had to pay for parking each day. Everything else was great."
Reviewed on Oct 11, 2025
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.
Discover the most popular places to visit in Siesta Isle
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.
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.
Castle Beach
Why not spend a lazy afternoon at Castle Beach during your trip to Fort Myers Beach?
Things to do
Fort Myers Beach Sunset Excursion
$60
per adult
100% of travellers recommend
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
$65
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.