Estero Vacation Packages 2026 from $386

Estero flight + hotel vacation packages

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

The Perry Hotel Naples

$386

per person

Aug 26 - Aug 29

found 1 day ago

Roundtrip 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

$981

per person

Jul 6 - Jul 11

found 1 day ago

Roundtrip 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.

Chadwick Cove Resort & Marina

$525

per person

Aug 7 - Aug 10

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)

This smoke-free condo features a marina and 7 restaurants. Dine at the beachfront restaurant and relax with beach umbrellas. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like free self parking and WiFi in public areas.

Casa Ybel Resort

Mid Island

Save 100% on your flight

$750

per person

Aug 19 - Aug 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

This hotel features 2 restaurants, 6 outdoor tennis courts, and an outdoor pool. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

$547

per person

Jul 16 - Jul 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

A full-service spa, 7 restaurants, and 2 outdoor pools are all featured at this resort. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. Relax with a drink at one of the 2 poolside bars and enjoy the 2 hot tubs and 24-hour gym.

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

$103 nightly

$115 total

Jun 17 - Jun 18

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

Baymont by Wyndham Fort Myers Central

4850 S Cleveland Ave Fort Myers FL

Free Cancellation

Reserve now, pay when you stay

$67 nightly

$74 total

Jul 1 - Jul 2

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. There's a safe deposit box and multilingual staff can provide around-the-clock assistance.

Pool

Breakfast included

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL

$227 nightly

$253 total

Jun 7 - Jun 8

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

Sanibel Island Beach Resort

1231 Middle Gulf Dr Sanibel FL

Free Cancellation

Reserve now, pay when you stay

$262 nightly

$289 total

Jun 10 - Jun 11

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at the poolside bar and enjoy perks like free self parking.

Pool

Pet friendly

Lani Kai Beachfront Resort

1400 Estero Blvd Fort Myers Beach FL

Free Cancellation

Reserve now, pay when you stay

$163 nightly

$182 total

Jun 15 - Jun 16

Total with taxes and fees

This smoke-free hotel features 3 restaurants, 3 beach bars, and 6 bars/lounges. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the outdoor pool and perks like free WiFi.

Pool

Free WiFi

Hyatt House Naples/5th Avenue

1345 5th Avenue South Naples FL

Free Cancellation

Reserve now, pay when you stay

$136 nightly

$151 total

Jun 28 - Jun 29

Total with taxes and fees

A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the outdoor pool and free buffet breakfast each morning.

Pool

Hot Tub

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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 $386. 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.