Estero Bay Shores Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to CA $1,096 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

Top Holiday Package Deals in Estero Bay Shores

Price found within the past 48 hours. Click for updated prices.
Innovation Hotel

Innovation Hotel

4 out of 5
Save 100% on your flight
per person
May 26 - May 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.8/10 Exceptional! (474 reviews)
Excellent, the front desk personnels gave us all the help needed to understand the hotel amenities. Great treats

Reviewed on Feb. 16, 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
per person
Jun. 23 - Jun. 29
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (121 reviews)
The staff, including maintenance was fantastic. Dining room, bar and pools were all great. Thanks, we’ll be back.

Reviewed on Mar. 31, 2025

Bellasera Resort

Bellasera Resort

4 out of 5
Old Naples
Save 100% on your flight
per person
Jun. 23 - Jun. 29
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (2,127 reviews)
My husband and two teenagers booked a last minute get away and we were so happy that we did! The welcome we received was charming, our room was spotless and The Claw Bar was delicious! We enjoyed the close location to restaurants and food. The shuttle service provided was easy to use and the drivers were friendly and helpful. Absolutely great!

Reviewed on Mar. 29, 2025

GreenLinks Golf Villas at Lely Resort

GreenLinks Golf Villas at Lely Resort

3 out of 5
Save 100% on your flight
per person
Jun. 23 - Jun. 29
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (513 reviews)
We had a wonderful time!!

Reviewed on Mar. 15, 2025

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
May 9 - May 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (1,000 reviews)
This is a lovely property but for handicapped people it fails trrribly.

Reviewed on Mar. 24, 2025

Where to stay in Estero Bay Shores

Find the best Estero Bay Shores areas and neighborhoods for the activities you enjoy most. Learn more about Estero Bay Shores
Default Image

Bonita Bay

1 out of top 10 points of interest in this area
4/5(3 area reviews)

When in Bonita Bay, you can plan a visit to Promenade at Bonita Bay and Bonita Springs Public Beach, some noteworthy sights in the nearby area.

Find hotels in Bonita Bay

Estero Bay Shores Hotel Deals

Naples Grande Beach Resort
Naples Grande Beach Resort
4.5 out of 5
475 Seagate Drive, Naples, FL
The price is CA $463 per night from May 1 to May 2
CA $463
CA $572 total
includes taxes & fees
May 1 - May 2
8.8/10 Excellent! (1,409 reviews)
"Decent hotel in good location"

Reviewed on Mar. 31, 2025

Naples Grande Beach Resort
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 $416 per night from Apr. 27 to Apr. 28
CA $416
CA $520 total
includes taxes & fees
Apr 27 - Apr 28
8.8/10 Excellent! (970 reviews)
"This was a beautiful place to stay. Close to Timesquare. You wouldn’t have to leave the resort with all of the options and things todo. We will most definitely be back."

Reviewed on Apr. 1, 2025

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 $149 per night from Apr. 30 to May 1
CA $149
CA $210 total
includes taxes & fees
Apr 30 - May 1
8.4/10 Very Good! (1,013 reviews)
"Had a great stay with our kids. Food was amazing, gift shops and hair tinseling shop was fun. Cannot beat the location - such an easy walk to other restaurants and bars. Just wish housekeeping wasn’t “on demand” and that there was a better system for beach towels!"

Reviewed on Mar. 30, 2025

Lani Kai Beachfront Resort
See all 15,684 properties in Estero Bay Shores
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

Family Vacations

Family Vacations

Frequently asked questions

How much does an Estero Bay Shores vacation package cost?
Perhaps much less than you think — from only CA $711, actually! By bundling flights, hotels and car rentals into a tailor-made package, your Estero Bay Shores escape is just clicks away.
How do I get a cheap travel package to Estero Bay Shores?
Combine your bookings with Expedia to save on your next big adventure. With more than 550 partner airlines and 1,000,000 hotel options globally, your Estero Bay Shores vacation package can be customized exactly to suit your budget. With all that extra cash, why not include one or two interesting tours and experiences? It’s an easy way to unlock even more savings. Your dream vacation in Estero Bay Shores is much closer than you thought!
Where should I stay in Estero Bay Shores?
Stay where the action is. Many people book hotels in the vicinity of top attractions, such as Bonita Springs Public Beach, Promenade at Bonita Bay and Bonita Beach Dog Park.
How far in advance should I book my Estero Bay Shores vacation?
Travelers are generally able to browse international fares on Expedia up to 12 months prior to departure. Booking late? With a little bit of luck, it’s still possible to purchase an affordable ticket only weeks before your journey.
What does an Expedia Estero Bay Shores travel package include?
Flights, car rentals and hotels — we connect you to the very best bargains. All you have to do is pick your preferred combination. Once you’ve made your booking, you can add on the fun stuff like activities and sightseeing tours. Our travel packages make it easy to customize an awesome Estero Bay Shores escape.
What should I know before booking an Estero Bay Shores travel package?
You’ll save plenty with an Expedia travel package. Combine your flights, rental cars and hotels and be rewarded with great discounts. Hotels aren’t your only option, though. We have oceanfront condos, chalets in the middle of mountains and even castles and houseboats!
Can I choose my airline with an Estero Bay Shores Expedia vacation package?
Expedia offers access to more than 550 airline partners globally, so you sure can! Just select your preferred air carrier and put together your ideal Estero Bay Shores getaway.
If I'm not able to travel, can I cancel my Estero Bay Shores vacation package?
If your travel plans in Estero Bay Shores have been upended, it’s a relief to know that it is possible to cancel or amend your booking. If your booking was made within the last 24 hours, you may be able to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge fees. To find out more, check our Customer Service Portal.

Discover the most popular places to visit in Estero Bay Shores

Little Hickory Island Beach Park

Little Hickory Island Beach Park is just one of the places to see in Bonita Springs, so why not enjoy the other things to explore during your travels? Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Little Hickory Island Beach Park

Raptor Bay Golf Club

Enjoy a round of golf in Bonita Springs at Raptor Bay Golf Club. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Raptor Bay Golf Club

Things to do

Clear Kayak Guided Tours in Naples

Clear Kayak Guided Eco Tour in North Naples

CA $121
per adult
100% of travellers recommend
Clear Kayak Guided Eco Tour in North Naples
Lovers Key Guided Eco Tour-Mangrove Estuary

Lovers Key Guided Eco Tour-Mangrove Estuary

CA $96
per adult
96% of travellers recommend
Lovers Key Guided Eco Tour-Mangrove Estuary
Bonita Springs Eco Kayak Tour – Best Gear, Premium&Clear Kayaks

Bonita Springs Eco Kayak Tour – Best Gear, Premium&Clear Kayaks

CA $79
per adult
Bonita Springs Eco Kayak Tour – Best Gear, Premium&Clear Kayaks
See all activities in Bonita Springs
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.