Title: Seaside Vacation Packages 2026 from $704 | Expedia.com

[Hotels in Seaside](https://expedia.com/Seaside-Estero-Hotels.0-n553248635976472527-0.Travel-Guide-Filter-Hotels)[Flights to Estero](https://expedia.com/Cheap-Flights-To-Estero.d500699.Travel-Guide-Flights)[Things to do in Estero](https://expedia.com/Things-To-Do-In-Estero.d500699.Travel-Guide-Activities)[Car Rentals in Seaside](https://expedia.com/Car-Rentals-In-Seaside.d553248635976472527.Car-Rental-Guide)

![](https://images.trvl-media.com/place/553248635976472527/cfabd7f1-2235-48c0-8340-3d19b2689ba3.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Seaside Vacations from $704

## Book a Hotel + Flight or Car together to unlock savings

- ##  
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- ###  
Better together  
Save up to $1,045 when you book a flight and hotel together\*
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With over 300,000 hotels worldwide, it's easy to create a perfect package
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Rest easy  
Plan, book, and manage your trip all in one place

## Your Seaside Vacation

Whatever your travel style, you can experience it all with a tailor-made Seaside vacation package. Spend your next getaway enjoying this neighborhood's golfing and its other charms. Your trip to Seaside wouldn't be complete without stopping by major attractions nearby such as [Hertz Arena](https://www.expedia.com/Hertz-Arena-Estero.d6127997.Vacation-Attraction), [Coconut Point Mall](https://www.expedia.com/Coconut-Point-Mall-Estero.d6127991.Vacation-Attraction) and [Miromar Outlets](https://www.expedia.com/Miromar-Outlets-Estero.d6201592.Vacation-Attraction). Whatever your travel plans or the size of your budget, booking your dream Seaside vacation is quick and easy with Expedia.

## The Latest Seaside Vacation Packages

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

![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Perry Hotel Naples

$704

per person

May 8 - May 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (725 reviews)

This hotel is a refreshing experience for a traveler.

Reviewed on Apr 1, 2026

![LaPlaya Beach & Golf Resort - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/30000/25200/25199/d2442103_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$1,054

per person

May 28 - Jun 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9/10 Wonderful! (1,003 reviews)

The only disappointing aspect of our stay was an interaction at checkout with a front desk employee named Autum. Unfortunately, her demeanor came across as rude and condescending, which is especially disheartening during an early 6:20 AM departure.I had a simple question regarding the valet charges, as we were billed twice despite the car not being moved. It felt somewhat misleading, as “valet parking” typically implies an active service, rather than a static parking charge over multiple days. Rather than offering clarification with professionalism and understanding, the interaction felt dismissive and unnecessarily unpleasant.I shared that the front desk experience is both the first and last impression of a stay, and it truly sets the tone — which is why a more gracious approach would make such a difference.That said, I still felt it was important to leave a five-star review because the manager was exceptional. He handled a minor issue with our room lock with care, professionalism, and genuine attentiveness. His level of service reflects the standard the resort deserves to be known for.Overall, this is a beautiful property, and I would absolutely return and recommend it to friends and family. My hope is simply that all guest-facing interactions reflect the same level of excellence demonstrated by the management team.

Reviewed on Mar 29, 2026

![The Suites at Fishermen’s Village- 2 Bedroom Suites](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/7bc32ddb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Suites at Fishermen’s Village- 2 Bedroom Suites

Punta Gorda Isles

Save 100% on your flight

$728

per person

Jun 23 - Jun 29

found 11 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

9.8/10 Exceptional! (1,124 reviews)

The suite was very spacious and clean. Very convenient location to dining and shopping. Quiet during the evening hours too. Loved the tiki bar with live music in the evening.

Reviewed on Mar 29, 2026

![Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach](https://images.trvl-media.com/lodging/106000000/105180000/105171600/105171593/3dbfd846_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

South End

Save 100% on your flight

$5,496

per person

Jun 6 - Jun 13

found 11 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

No reviews

![GullWing Beach Resort](https://images.trvl-media.com/lodging/1000000/450000/448400/448389/a5273db9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### GullWing Beach Resort

South Island

$706

per person

Jun 3 - Jun 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.4/10 Exceptional! (938 reviews)

Gullwing was an excellent place for vacation with my family. Right on the beach, nice and quiet. You can take trolley down to the restaurants or uber. Room was clean and staff was super friendly.

Reviewed on Apr 1, 2026

## Where to stay in Seaside

Find the best Seaside areas and neighborhoods for the activities you enjoy most. [Learn more about Seaside](https://expedia.com/Fort-Myers-Seaside.dx553248635976472527)

![Panoramic of Estero Bay with its mangrove islands in Bonita Springs](https://images.trvl-media.com/place/553248635976470094/540faa78-2365-4c53-8609-67791e180053.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Stoneybrook

1 out of top 10 points of interest in this area

 Though Stoneybrook might not have many top sights, you can venture to the surrounding area to see attractions like Miromar Outlets and Hertz Arena. 

[Find hotel + flight trips in Stoneybrook](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Stoneybrook&DestID=553248635976470094&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### The Villages at Country Creek

 The Villages at Country Creek might not have many top sights, but Hertz Arena and Miromar Outlets are two attractions nearby that you can check out. 

[Find hotel + flight trips in The Villages at Country Creek](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=The%20Villages%20at%20Country%20Creek&DestID=553248635976658596&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Fishing Kayak ready for launch on the shore of Estero Bay on Big Hickory Island](https://images.trvl-media.com/place/553248635976472656/d4b3e8bc-9985-4e2f-89f6-878ae52e179a.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Fountain Lakes

 If you're looking for some top things to see and do in Fountain Lakes and surrounding area, you can visit Coconut Point Mall and Koreshan State Park. 

[Find hotel + flight trips in Fountain Lakes](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Fountain%20Lakes&DestID=553248635976472656&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Summer beach background palm trees against sunny blue sky banner panorama. Tropical paradise travel destination. Exotic nature abstract low point of view
](https://images.trvl-media.com/place/553248635976480978/2331ae5f-3191-4e42-ad1d-d12948d9b226.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Riverwoods Plantation

 Though Riverwoods Plantation might not have many top sights, you can venture to the surrounding area to see attractions like Koreshan State Park and Hertz Arena. 

[Find hotel + flight trips in Riverwoods Plantation](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Riverwoods%20Plantation&DestID=553248635976480978&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Corkscrew Woodlands

 When in Corkscrew Woodlands, you can plan a visit to Miromar Outlets and Hertz Arena, some noteworthy sights in the nearby area. 

[Find hotel + flight trips in Corkscrew Woodlands](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Corkscrew%20Woodlands&DestID=553248635976481108&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Seaside Hotel Deals

![Holiday Inn Express Cape Coral-Fort Myers Area by IHG](https://images.trvl-media.com/lodging/1000000/30000/26900/26860/42ce38d8_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

1538 Cape Coral Pkwy E Cape Coral FL

Fully refundable

$101 nightly

$113 total

May 3 - May 4

Total with taxes and fees

9.2/10 Wonderful! (1,360 reviews)

Me and my wife have stayed at the Holyday Inn hotels on several ocasions and, we are always very pleased with the overall experience we had in them. This time is no exception. Everything, from the staff, the parking, the cleanliness, the breakfast, etc., it is just superb. Carlos at the front desk ...

Reviewed on Mar 31, 2026

[](https://expedia.com/Hotel-Search?startDate=5%2F3%2F2026&endDate=5%2F4%2F2026&selected=26860&PinnedHotelID=26860&HadPinnedHotel=true&regionId=553248635976472527)

![Margaritaville Beach Resort Fort Myers ](https://images.trvl-media.com/lodging/96000000/95130000/95127000/95126992/09777b0c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Margaritaville Beach Resort Fort Myers 

251 Crescent Street Fort Myers Beach FL

$305 nightly

$340 total

Apr 28 - Apr 29

Total with taxes and fees

9/10 Wonderful! (1,981 reviews)

Absolutely wonderful stay! Wonderful service and amenities.

Reviewed on Mar 31, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F28%2F2026&endDate=4%2F29%2F2026&selected=95126992&PinnedHotelID=95126992&HadPinnedHotel=true&regionId=553248635976472527)

![Sanibel Island Beach Resort](https://images.trvl-media.com/lodging/18000000/17300000/17298900/17298818/f97bdde8_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Sanibel Island Beach Resort

1231 Middle Gulf Dr Sanibel FL

Fully refundableReserve now, pay when you stay

$280 nightly

$309 total

May 3 - May 4

Total with taxes and fees

9.2/10 Wonderful! (1,744 reviews)

Great time! Building/rooms need updating but all and all great time!

Reviewed on Apr 2, 2026

[](https://expedia.com/Hotel-Search?startDate=5%2F3%2F2026&endDate=5%2F4%2F2026&selected=17298818&PinnedHotelID=17298818&HadPinnedHotel=true&regionId=553248635976472527)

[See all 17,423 properties in Seaside](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=4%2F3%2F2026&endDate=4%2F4%2F2026&regionId=553248635976472527)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Kid Friendly Vacations

[](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

LGBTQ Friendly Vacations

[](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adventure Vacations

[](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click)

![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Where to go when

[](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Honeymoon Vacations

[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Mountain Vacations

[](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Fishing Vacations

[](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adults Only Vacations

[](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Waterpark Vacations

[](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Scuba Diving Vacations

[](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Yoga Vacations

[](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Cheap Vacations

[](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Solo Vacations

[](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click)

### Discover the most popular places to visit in Seaside

![Hertz Arena](https://images.trvl-media.com/place/6127997/45820ef5-a525-4e3a-88c3-2d958506224e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Hertz Arena

Palm trees may be swaying in the breeze, but inside people are gliding on ice. Select an activity from a roster of things to do at this popular venue.

[](https://expedia.com/Hertz-Arena-Estero.d6127997.Vacation-Attraction)

#### 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. 

[](https://expedia.com/Coconut-Point-Mall-Estero.d6127991.Vacation-Attraction)

#### Miromar Outlets

You can search for that perfect souvenir at Miromar Outlets during your stay in Estero. Experience the area's great live music and lively festivals. 

[](https://expedia.com/Miromar-Outlets-Estero.d6201592.Vacation-Attraction)

### Things to do

![Fort Myers Beach Sunset and Dolphin Watching Cruise](https://mediaim.expedia.com/localexpert/49585125/397ce04d-0a54-4545-9df2-a9c8961a3220.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Fort Myers Beach Sunset and Dolphin Watching Cruise

$70

per adult

**100%** of travellers recommend

[](https://expedia.com/things-to-do/fort-myers-beach-sunset-and-dolphin-watching-cruise.a49585125.activity-details)

![Southwest Florida Sunset Sail](https://mediaim.expedia.com/localexpert/3146060/22ed7898-752c-4c52-87b0-2ba67b209287.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Southwest Florida Sunset Sail

$70

per adult

**100%** of travellers recommend

[](https://expedia.com/things-to-do/southwest-florida-sunset-sail.a3146060.activity-details)

![Copacetic Day Sail](https://mediaim.expedia.com/localexpert/3146061/ce46a7d1-6271-4a2e-9229-41a28a522002.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Copacetic Day Sail

$70

per adult

**100%** of travellers recommend

[](https://expedia.com/things-to-do/copacetic-day-sail.a3146061.activity-details)

[See all activities in Estero](https://expedia.com/things-to-do/search?rid=553248635976472527)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.