Title: Keewaydin Island Pet-friendly Vacations 2026 | Expedia.com

![](https://images.trvl-media.com/place/6337231/0b8ef5b6-2083-4cdb-97c8-d4b5fcbc1cee.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Keewaydin Island Pet-friendly Vacations

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

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## Top Pet-friendly vacation packages in Keewaydin Island

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

Save 100% on your flight

$504

per person

May 1 - May 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (477 reviews)

The hotel and employees are also unbelievable awesome!

Reviewed on Feb 21, 2026

![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Marco Island Beach Resort and Spa

South End

Save 100% on your flight

$932

per person

May 4 - May 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.8/10 Excellent! (1,645 reviews)

Great place. Everything was perfect.

Reviewed on Feb 20, 2026

![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/fedffc57_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Vacation Club at Coconut Cove, Bonita Springs

Save 100% on your flight

$1,024

per person

Mar 27 - Mar 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.2/10 Wonderful! (704 reviews)

Wonder people like Teri and Marcelo make this place special. So convenient to everything, Hyatt Regency Tarpon Bay is excellent! Spa manicure service is superb as well ( had a detailed and perfect manicure from Tetiana!) highly recommend!

Reviewed on Feb 14, 2026

![Shell Island Beach Club](https://images.trvl-media.com/lodging/112000000/111490000/111488300/111488225/9e849186_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Shell Island Beach Club

East End

Save 100% on your flight

$2,095

per person

Mar 28 - Apr 4

found 14 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (22 reviews)

Beautiful view and beautiful beach!

Reviewed on Aug 2, 2025

![Landing Apartments near North Fort Myers](https://images.trvl-media.com/lodging/107000000/106660000/106652000/106651913/b10cad92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Landing Apartments near North Fort Myers

Hancock

Save 100% on your flight

$729

per person

Apr 9 - Apr 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

9.4/10 Exceptional! (44 reviews)

excellent staff assistance, attractive, setting easy to get around the community. Unfortunately it was the coldest spell. We didn’t get into the pool, but glad it was there. Glad to know it was heated unfortunately shower curtain liner was not clean and there were some stains in the tub I think it was the finish on the tub some of the air vents needed dusting all in all good experience would stay again. In fact we had asked for two more weeks, but there was a glitch with the Vrbo computer that did not transfer our request.

Reviewed on Feb 14, 2026

Don't see what you're looking for?

See all available trips from Columbus to Keewaydin Island

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-21/2026-03-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Pet-friendly vacations in Keewaydin Island

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

![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sundial Beach Resort & Spa

Mid Island

Save 100% on your flight

$769

per person

Apr 24 - Apr 27

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.6/10 Excellent! (2,581 reviews)

Very clean room, staff was very nice. All of the pools were clean and everything was very nice and well taken care of.

Reviewed on Jan 30, 2026

![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/e6518097_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Naples Beach Club, A Four Seasons Resort

Coquina Sands

Save 100% on your flight

$7,322

per person

May 4 - May 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

6/10 (2 reviews)

![The Ritz-Carlton, Naples](https://images.trvl-media.com/lodging/1000000/20000/10500/10494/88b021de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Ritz-Carlton, Naples

Pelican Bay

$3,183

per person

Apr 2 - Apr 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.2/10 Wonderful! (451 reviews)

Loved everything about this hotel, the people, the room, the amenities, all of it was top notch. No complaints whatsoever.

Reviewed on Jan 23, 2026

Don't see what you're looking for?

See all available trips from Columbus to Keewaydin Island

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-21/2026-03-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Pet-friendly vacations in Keewaydin Island

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

![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/fedffc57_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Vacation Club at Coconut Cove, Bonita Springs

$404

per person

May 4 - May 7

just found

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.2/10 Wonderful! (704 reviews)

Wonder people like Teri and Marcelo make this place special. So convenient to everything, Hyatt Regency Tarpon Bay is excellent! Spa manicure service is superb as well ( had a detailed and perfect manicure from Tetiana!) highly recommend!

Reviewed on Feb 14, 2026

![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

Save 100% on your flight

$504

per person

May 1 - May 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (477 reviews)

The hotel and employees are also unbelievable awesome!

Reviewed on Feb 21, 2026

![Hilton Marco Island Beach Resort and Spa](https://images.trvl-media.com/lodging/1000000/20000/17600/17575/65dd4041_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Marco Island Beach Resort and Spa

South End

Save 100% on your flight

$932

per person

May 4 - May 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.8/10 Excellent! (1,645 reviews)

Great place. Everything was perfect.

Reviewed on Feb 20, 2026

Don't see what you're looking for?

See all available trips from Columbus to Keewaydin Island

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-21/2026-03-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Pet-friendly vacations in Keewaydin Island

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

![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/fedffc57_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Vacation Club at Coconut Cove, Bonita Springs

Save 100% on your flight

$494

per person

May 15 - May 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.2/10 Wonderful! (704 reviews)

Wonder people like Teri and Marcelo make this place special. So convenient to everything, Hyatt Regency Tarpon Bay is excellent! Spa manicure service is superb as well ( had a detailed and perfect manicure from Tetiana!) highly recommend!

Reviewed on Feb 14, 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

$1,345

per person

Apr 23 - Apr 27

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9/10 Wonderful! (1,000 reviews)

Proximity to beach and gulf. Great staff and experience.

Reviewed on Feb 19, 2026

![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

Save 100% on your flight

$572

per person

May 15 - May 19

found 23 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (477 reviews)

The hotel and employees are also unbelievable awesome!

Reviewed on Feb 21, 2026

Don't see what you're looking for?

See all available trips from Columbus to Keewaydin Island

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-21/2026-03-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

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## More Vacation Ideas

[Flights to Keewaydin Island

](https://expedia.com/Cheap-Flights-To-Keewaydin-Island.d6337231.Travel-Guide-Flights)[

Keewaydin Island Hotels

](https://expedia.com/Keewaydin-Island-Hotels.d6337231.Travel-Guide-Hotels)[

Vacation Rentals in Keewaydin Island

](https://expedia.com/Keewaydin-Island-Vacation-Rentals.d6337231.Travel-Guide-VacationRentals)[

Car Rentals in Keewaydin Island

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Keewaydin Island Vacations

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

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