Estero Vacation Packages 2026 from $462

Estero flight + hotel vacation packages

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

Windward Passage Resort

Save 100% on your flight

$462

per person

Dec 10 - Dec 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

This hotel features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. Laundry facilities are provided for your convenience.

The Perry Hotel Naples

$1,153

per person

Jan 11 - Jan 18

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and a beach shuttle. Relax with a drink at one of the 2 bars/lounges and enjoy the a rooftop terrace.

Marco Beach Ocean Suites

South End

$588

per person

Dec 2 - Dec 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

A gym, valet parking, and concierge services are featured at this resort. WiFi in public areas is free. A garden, a free grocery shopping service, and luggage storage are also on offer.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

$3,590

per person

Jan 11 - Jan 18

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

This luxury resort features a private beach, a full-service spa, and 2 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the outdoor pool and visit the 2 bars/lounges and beach bar for drinks.

Resort Harbour Properties

Punta Rassa

$1,344

per person

Jan 11 - Jan 18

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

This smoke-free condo features a private beach, a full-service spa, and 2 restaurants. Enjoy the 5 outdoor tennis courts and perks like free self parking and free WiFi. You'll appreciate the outdoor pool, bar/lounge, and laundry facilities.

Top Estero hotels deals

Embassy Suites by Hilton Fort Myers Estero

10450 Corkscrew Commons Dr Estero FL

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$136 total

Oct 29 - Oct 30

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the gym and free cooked-to-order breakfast each morning.

Pool

Hot Tub

Hyatt Place Fort Myers Estero

23120 Via Villagio Estero FL

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$124 total

Oct 29 - Oct 30

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.

Pool

Breakfast included

Marriott Sanibel Harbour Resort & Spa

17260 Harbour Pointe Dr Fort Myers FL

Free Cancellation

Reserve now, pay when you stay

$239 nightly

$266 total

Nov 5 - Nov 6

Total with taxes and fees

A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this smoke-free resort. Enjoy the 5 outdoor tennis courts and indoor pool, and unwind with a drink at the bar/lounge.

Pool

Hot Tub

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL

Free Cancellation

Reserve now, pay when you stay

$210 nightly

$234 total

Oct 25 - Oct 26

Total with taxes and fees

A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 4 bars/lounges and beach bar for drinks.

Pool

Spa

Fairways Inn of Naples

103 Palm River Blvd Naples FL

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$93 total

Oct 26 - Oct 27

Total with taxes and fees

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.

Pool

Breakfast included

Compass by Margaritaville Hotel Naples

4805 Tamiami Trl N Naples FL

Free Cancellation

Reserve now, pay when you stay

$133 nightly

$148 total

Oct 25 - Oct 26

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.

Pool

Breakfast included

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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.

Stay near popular Estero attractions

An aerial view of a large industrial building with a curved roof, surrounded by a parking lot and adjacent roads.

Hertz Arena

8.4/10 (283 reviews)

Catch an event at Hertz Arena during your trip to Estero. Stroll along the seaside or discover the area's beautiful sunsets.

See properties

Frequently asked questions

How much are vacation packages to Estero?

Your travel fantasies can come true in Estero for as little as $462. Our vacation packages include flights and hotels, so booking your trip will be nice and easy. All you'll have to focus on is having an incredible time.

How long should my Estero vacation be?

There are no strict rules when it comes to how long you should spend in Estero, but the majority of people decide to stay around 3 nights. Got some wiggle room in your departure date? Extend your trip by a few extra nights. Then you'll have ample time to check out the area's hidden treasures too.

Where can I get the best vacation package deals for Estero?

You'll discover a fantastic range of Estero package deals on Travelocity. With as many as 400 air carriers and 1,000,000 properties across the globe, piecing together the ultimate vacation will be simple.

Why should I purchase my Estero vacation bundle with Travelocity?

Because life is one incredible journey, and we have all you need to help get you on your way. With our first-rate service and Price Match Guarantee, you can book with confidence. What's more, you can rest easy while you're on the road knowing we're always available to chat via our round-the-clock support.

Can I save money on my Estero car rental if I combine it with a hotel or flight?

With an Estero vacation package, you can combine your hotel, car and flight bookings and save loads. When you're ready to see the best of this impressive city, why not start with Salvador Dali Museum? This must-see attraction is 100 mi from Estero. With your own wheels, you'll be there in a jiffy.

Which airport is best for Estero?

One option is Southwest Florida Intl. Airport (RSW). From here, you'll need to travel southwest for about 7 mi to reach the heart of Estero. Another convenient choice is Naples Municipal Airport (APF), which is 20 mi away from central Estero.

What is there to do in Estero?

You'll feel a certain magic as you stroll the streets of Estero. Hertz Arena and Coconut Point Mall are just two landmarks that lure visitors to this fantastic city, so add them to your travel itinerary.

Where should I stay when visiting Estero?

Many travelers opt to stay at the Embassy Suites by Hilton Fort Myers Estero. It's a great base for your Estero escape.