Title: Pet-friendly Vacations in Little Gasparilla Island 2026/2026 | Expedia.ca

![](https://images.trvl-media.com/place/146453/85f773f7-8432-4bfe-9807-94101b761832.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Little Gasparilla Island Pet-friendly Vacations

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## Flight and Pet-friendly hotel deals in Little Gasparilla Island

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

![Hotel Flor Tampa Downtown, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/7000000/6140000/6139700/6139615/60e91f25_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Downtown Tampa

CA $981

per person

Jan 15 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Sarasota (SRQ)

8.2/10 Very Good! (589 reviews)

Size and cleanliness of rooms and hotel

Reviewed on Nov 23, 2025

![Compass Hotel by Margaritaville Anna Maria Sound](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/8b0dc5d5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Compass Hotel by Margaritaville Anna Maria Sound

CA $1,191

per person

Feb 20 - Feb 25

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Sarasota (SRQ)

9.4/10 Exceptional! (1,843 reviews)

Prooerty was very clean. Staff were very friendly and able to answerr questions. Pool is amazing and very clean.

Reviewed on Dec 3, 2025

![Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/e58c12ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Tampa Riverwalk

Downtown Tampa

CA $1,146

per person

Jan 15 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Sarasota (SRQ)

7/10 Good! (1,744 reviews)

Great location, nice view.

Reviewed on Dec 2, 2025

![Innovation Hotel](https://images.trvl-media.com/lodging/83000000/82990000/82988300/82988281/61b55ef1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Innovation Hotel

CA $1,799

per person

Jan 2 - Jan 8

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

9.8/10 Exceptional! (527 reviews)

El personal súper amable y todo muy limpio,la habitación excelente

Reviewed on Nov 24, 2025

![SeaSpray Resort](https://images.trvl-media.com/lodging/115000000/114190000/114189500/114189452/62be52d5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### SeaSpray Resort

CA $1,126

per person

Jan 26 - Jan 31

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Sarasota (SRQ)

9.4/10 Exceptional! (67 reviews)

The place was very nicely furnished and spotless. The bedrooms were spacious and the beds and bedding were extremely comfortable. The living room furniture was the best I’ve seen in a rental. They had beach bags, chairs, wagons, and quality beach towels at our disposal. The unit is only a half of a block to the beach and a half of a mile to The Village with restaurants and bars.

Reviewed on Dec 2, 2025

Don't see what you're looking for?

See all available trips from Columbus to Little Gasparilla Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-03/2026-01-10/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Pet-friendly holidays in Little Gasparilla Island

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

![The Adaline](https://images.trvl-media.com/lodging/97000000/96050000/96044100/96044015/2cb71c62_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Adaline

Hyde Park

CA $1,191

per person

Feb 24 - Mar 1

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Sarasota (SRQ)

9.6/10 Exceptional! (53 reviews)

Very cute place! Feels like home. It’s in a walkable area really close to a lot of stores and food options. I enjoyed staying here!

Reviewed on Dec 1, 2025

![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

CA $2,469

per person

Feb 17 - Feb 24

found 19 hours ago

Roundtrip flight included

Hamilton (YHM) to Fort Myers (RSW)

8.6/10 Excellent! (2,581 reviews)

Very clean, fun activities for the kids.

Reviewed on Nov 29, 2025

![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

CA $5,044

per person

Feb 11 - Feb 15

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Myers (RSW)

6/10 (2 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Little Gasparilla Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-03/2026-01-10/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Pet-friendly holidays in Little Gasparilla Island

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

![Compass Hotel by Margaritaville Anna Maria Sound](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/8b0dc5d5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Compass Hotel by Margaritaville Anna Maria Sound

CA $749

per person

Feb 25 - Feb 28

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Sarasota (SRQ)

9.4/10 Exceptional! (1,843 reviews)

Prooerty was very clean. Staff were very friendly and able to answerr questions. Pool is amazing and very clean.

Reviewed on Dec 3, 2025

![Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/e58c12ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Tampa Riverwalk

Downtown Tampa

CA $1,166

per person

Jan 15 - Jan 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Sarasota (SRQ)

7/10 Good! (1,744 reviews)

Great location, nice view.

Reviewed on Dec 2, 2025

![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

CA $824

per person

Jan 8 - Jan 11

found 23 hours ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

9.6/10 Exceptional! (477 reviews)

Yes wonderful stay as usual !!!!

Reviewed on Dec 1, 2025

Don't see what you're looking for?

See all available trips from Columbus to Little Gasparilla Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-03/2026-01-10/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Pet-friendly holidays in Little Gasparilla Island

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

![Family Home Tampa](https://images.trvl-media.com/lodging/97000000/96110000/96100500/96100420/5ccd5706_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Family Home Tampa

Forest Hills

CA $774

per person

Feb 25 - Mar 1

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Sarasota (SRQ)

7.6/10 Good! (4 reviews)

![Matanzas Inn Bayside Resort and Marina](https://images.trvl-media.com/lodging/3000000/2670000/2665100/2665085/fc463bf9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Matanzas Inn Bayside Resort and Marina

CA $845

per person

Jan 17 - Jan 21

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Myers (RSW)

9.2/10 Wonderful! (1,001 reviews)

The staff-Erika and Penny, were so wonderful and attentive to our requests! The clean room, the beautiful grounds and the restaurant manager, Raymond, so friendly. Just a perfect stay and memories made. Thank you. Catherine & Ernie K

Reviewed on Nov 28, 2025

![Hotel Flor Tampa Downtown, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/7000000/6140000/6139700/6139615/60e91f25_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Downtown Tampa

CA $1,105

per person

Jan 14 - Jan 18

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Sarasota (SRQ)

8.2/10 Very Good! (589 reviews)

Size and cleanliness of rooms and hotel

Reviewed on Nov 23, 2025

Don't see what you're looking for?

See all available trips from Columbus to Little Gasparilla Island

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-03/2026-01-10/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Pet-friendly Hotels in Little Gasparilla Island

![Little Gasparilla Island a 2-bedroom cottage wth WiFi and AC on a private island](https://images.trvl-media.com/lodging/114000000/113070000/113061200/113061186/7f20a06b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Little Gasparilla Island a 2-bedroom cottage wth WiFi and AC on a private island

 Placida FL

- 16 min walk from Little Gasparilla Island Beach

Stay at this cottage in Placida. Enjoy laundry facilities and air conditioning. Popular attractions Don Pedro Island State Park and Little Gasparilla Island ...

10/10 Exceptional! (2 reviews)

Great stay on the island we love

Love that the house was just steps from the dock and the beach was a short walk. It was nice to have chairs and an umbrella so that we didn't have to bring those with us. The house was wonderful with everything we needed. Communication was great with questions answered quickly. Would definitely book ...

Reviewed on Jul 7, 2025

[](https://expedia.ca/Placida-Hotels-Charming-2-Bedroom-Cottage-Wth-WiFi-And-AC-Little-Gasparilla-Is-A-Private-Island.h113061186.Hotel-Information)

![Bay Watch  - Beautiful Bay Views - PRIVATE ISLAND](https://images.trvl-media.com/lodging/92000000/91610000/91603500/91603449/ee9bd933_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Bay Watch - Beautiful Bay Views - PRIVATE ISLAND

 Placida FL

- 13 min walk from Little Gasparilla Island Beach

Stay at this vacation home in Placida. Enjoy laundry facilities, patios, and air conditioning. Popular attractions Little Gasparilla Island Beach and Don Pedro ...

Bay watch

Lovely house! Everything you need for a wonderful vacation on the beach. The clothes dryer is a little loud and is missing the lint filter, so a few articles of clothing went missing…but we found them below the house where the dryer vent blows out. Other than that little mystery, our stay was ...

Reviewed on Apr 29, 2024

[](https://expedia.ca/Placida-Hotels-Bay-Watch-Beautiful-Bay-Views-PRIVATE-ISLAND.h91603449.Hotel-Information)

![Bird's Nest has a birds eye view! PRIVATE ISLAND](https://images.trvl-media.com/lodging/92000000/91710000/91700700/91700689/6610066c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Bird's Nest has a birds eye view! PRIVATE ISLAND

 Placida FL

- 13 min walk from Little Gasparilla Island Beach

Stay at this apartment in Placida. Enjoy laundry facilities, patios, and air conditioning. Popular attractions Little Gasparilla Island Beach and Don Pedro Island ...

Birds Nest ❤️

Always love staying here! The island and house is perfect all around!

Reviewed on Jul 30, 2024

[](https://expedia.ca/Placida-Hotels-Birds-Nest-Has-A-Birds-Eye-View-PRIVATE-ISLAND.h91700689.Hotel-Information)

[See all 6,085 properties in Little Gasparilla Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=553248635976193817)

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.

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