Estero Island Vacation Packages
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Top Estero Island vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Matanzas Inn Bayside Resort and Marina
9.2/10 Wonderful! (1,001 reviews)
Mar 8 - Mar 13
5 night stay
Boston (BOS) to Fort Myers (RSW)
Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,232, price is now $617 per person
$617
per person
found 1 day ago
Excellent customer service and beautiful place with walkable distance to the beach and bars
Reviewed on Sep 14, 2025
Top rated hotels for your Estero Island vacation package
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
2.74 mi from city center
$196 nightly
The price is $219 total per night
$219 total
Dec 17 - Dec 18
Total with taxes and fees
At Margaritaville Beach Resort Fort Myers , guests enjoy a full-service spa, an outdoor pool, and a 24-hour gym. Valet parking is available for USD 35 per day. The front desk is staffed 24 hours a day to help with concierge services and dry cleaning/laundry. Other amenities at this beach hotel include free WiFi in public areas and a terrace.
Pool
Spa
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Free Cancellation
Reserve now, pay when you stay
2.59 mi from city center
$142 nightly
The price is $159 total per night
$159 total
Dec 17 - Dec 18
Total with taxes and fees
Guests staying at Lani Kai Beachfront Resort enjoy an outdoor pool, a rooftop terrace, and free WiFi in public areas. Self parking is offered for USD 20.00 per night. The front desk is staffed 24 hours a day to help with luggage storage and securing valuables. Other amenities at this beach hotel include laundry facilities, a vending machine, and a gift shop.
Pool
Free WiFi
DiamondHead Beach Resort
2000 Estero Blvd Fort Myers Beach FL
2.3 mi from city center
$204 nightly
The price is $228 total per night
$228 total
Dec 18 - Dec 19
Total with taxes and fees
At DiamondHead Beach Resort, guests enjoy an outdoor pool, a gym, and 2 hot tubs. If you decide to drive, there's free parking. The 24-hour front desk has multilingual staff ready to assist with concierge services and dry cleaning/laundry. Other amenities at this beach resort include free WiFi in public areas, meeting rooms, and conference space.
Pool
Hot Tub
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.
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