Estero Vacation Packages 2025/2026 from $244

Estero flight + hotel vacation packages

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

Hilton Garden Inn Ft Myers

Villas

Save 100% on your flight

$244

per person

Nov 8 - Nov 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

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

The Perry Hotel Naples

Save 100% on your flight

$342

per person

Nov 8 - Nov 11

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.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$829

per person

Nov 8 - Nov 11

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.

Inn on Fifth

Old Naples

Save 100% on your flight

$1,289

per person

Dec 3 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this eco-certified hotel. Enjoy the outdoor pool and perks like a free beach shuttle. Enjoy the a rooftop terrace and unwind at the bar/lounge and poolside bar.

Edison Beach House

Save 100% on your flight

$571

per person

Dec 3 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

An outdoor pool, free self parking, and free newspapers are featured at this aparthotel. A terrace, a garden, and a picnic area are also on offer.

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

$127 nightly

$141 total

Oct 5 - Oct 6

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

SpringHill Suites by Marriott Fort Myers Estero

10370 CORKSCREW COMMONS DRIVE, Estero, FL

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$122 total

Oct 6 - Oct 7

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

Lani Kai Beachfront Resort

1400 Estero Blvd, Fort Myers Beach, FL

Free Cancellation

Reserve now, pay when you stay

$134 nightly

$150 total

Sep 30 - Oct 1

Total with taxes and fees

This hotel features 2 beach bars, a bar/lounge, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.

Pool

Free WiFi

Naples Grande Beach Resort

475 Seagate Drive, Naples, FL

Free Cancellation

$224 nightly

$249 total

Sep 29 - Sep 30

Total with taxes and fees

A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this luxury resort. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Family-friendly amenities include a waterslide and kid-friendly dining, along with tennis lessons.

Pool

Hot Tub

Marriott Sanibel Harbour Resort & Spa

17260 Harbour Pointe Dr, Fort Myers, FL

Free Cancellation

Reserve now, pay when you stay

$211 nightly

$236 total

Oct 5 - Oct 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

$194 nightly

$217 total

Oct 27 - Oct 28

Total with taxes and fees

A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Relax with a drink at one of the 4 bars/lounges and get perks like free WiFi. You'll appreciate the 24-hour gym, beach bar, and concierge services.

Pool

Spa

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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.

Popular places to visit

Hertz Arena

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

Koreshan State Park

You can take time to visit Koreshan State Park during your travels to Estero. Check out the shops and top-notch restaurants in this family-friendly area.

Coconut Point Mall

You can search for that perfect souvenir at Coconut Point Mall during your stay in Estero. Wander the beautiful beaches or discover the area's beautiful sunsets.

Frequently asked questions

How much are vacation packages to Estero?

Your travel fantasies can come true in Estero for as little as $244. 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.