Siesta Isle Vacations from $684

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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.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $1,507, price is now $684 per person
$684
per person
Feb 14 - Feb 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
The staff-Erika and Penny, were so wonderful and attentive to our requests! The clean room, the beautiful grounds and the restaurant manager, Raymond, so friendly. Just a perfect stay and memories made. Thank you. Catherine & Ernie K

Reviewed on Nov 28, 2025

Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Price was $1,466, price is now $762 per person
$762
per person
Feb 14 - Feb 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Clean, loved the fitness center, staff was welcoming, and close to the Arena

Reviewed on Nov 29, 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,946, price is now $1,039 per person
$1,039
per person
Feb 16 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (477 reviews)
The bed was very comfortable. The shower was clean and updated. We enjoyed the fire pits at night.

Reviewed on Nov 27, 2025

Innovation Hotel

Innovation Hotel

4 out of 5
Save 100% on your flight
Price was $1,985, price is now $1,106 per person
$1,106
per person
Feb 16 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.8/10 Exceptional! (527 reviews)
El personal súper amable y todo muy limpio,la habitación excelente

Reviewed on Nov 24, 2025

Hilton Naples

Hilton Naples

4 out of 5
Central Naples
Save 100% on your flight
Price was $1,166, price is now $713 per person
$713
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (1,312 reviews)
The room was fine, my issue was customer service. We left a few things in the room by mistake when we checked out at 9am, I called the desk 20 minutes later and told them we'd swing by to pick the items up around 11. When we arrived at 11:30, it took 20 minutes to get the items from housekeeping.

Reviewed on Nov 29, 2025

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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(108 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
$98 nightly
The price is $110 total per night from Nov 30 to Dec 1
$110 total
Nov 30 - Dec 1
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
The personnel were amazing. Cute, beachy atmosphere. Great location!

Reviewed on Nov 21, 2025

Latitude 26 Waterfront Boutique Resort - Fort Myers Beach
Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

2.5 out of 5
1538 Cape Coral Pkwy E Cape Coral FL
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $89 total per night from Dec 16 to Dec 17
$89 total
Dec 16 - Dec 17
Total with taxes and fees
9.2/10 Wonderful! (1,025 reviews)
Everything seemed fine really good.

Reviewed on Nov 24, 2025

Holiday Inn Express Cape Coral-Fort Myers Area by IHG
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
$234 nightly
The price is $261 total per night from Dec 1 to Dec 2
$261 total
Dec 1 - Dec 2
Total with taxes and fees
8.8/10 Excellent! (1,676 reviews)
Professional Service !

Reviewed on Nov 29, 2025

Margaritaville Beach Resort Fort Myers
See all 17,400 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
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Siesta Isle

Bunche Beach featuring general coastal views and a 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
Fishing Pier Fort Myers Beach featuring a sandy beach and a bridge

Lynn Hall Memorial Park

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

Lynn Hall Memorial Park
#kidsfun I wouldn't say feed the seagulls but there are so many nice restaurants and beach shops.

Castle Beach

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

Castle Beach

Things to do

Fort Myers Beach Sunset Excursion

Fort Myers Beach Sunset Excursion

$65
per adult
100% of travellers recommend
Fort Myers Beach Sunset Excursion
Southwest Florida Sunset Sail

Southwest Florida Sunset Sail

$70
per adult
100% of travellers recommend
Southwest Florida Sunset Sail
Dolphin and Sightseeing Tiki Cruise

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

$65
per adult
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
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.