Little Gasparilla Island Pet-friendly Holidays

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Photo by Tom Hunt
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Top flight + Pet-friendly hotel deals in Little Gasparilla Island

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

Landing Palmetto Apartments

£888
per person
23 Oct - 30 Oct
found 1 day ago
Return flight included
London (LON) to Sarasota (SRQ)
9/10 Wonderful! (68 reviews)
Great option if you’re looking for a comfortable, home-like stay. The only downside was that there wasn’t a coffee maker, which would have been a nice addition (just Kuerig). The kitchen could also be better stocked with basic cooking utensils, such as a can opener and other essentials. We ended up having to run out and buy several basic items that we only needed for a one-time use.

Reviewed on 5 Aug 2026

The Perry Hotel Naples

The Perry Hotel Naples

£1,278
per person
25 Oct - 1 Nov
found 17 hours ago
Return flight included
Manchester (MAN) to Fort Myers (RSW)
9.6/10 Exceptional! (970 reviews)
Front desk staff-awesome Valet staff- great Roof top manager and waitress. RUDE. Everyone else was terrific and property was clean, etc.

Reviewed on 7 Aug 2026

Bellasera Resort

Bellasera Resort

Old Naples
£1,792
per person
25 Oct - 1 Nov
found 17 hours ago
Return flight included
Manchester (MAN) to Fort Myers (RSW)
9.6/10 Exceptional! (2,307 reviews)
Landing Furnished Apartments - Naples, FL

Landing Furnished Apartments - Naples, FL

£1,382
per person
25 Oct - 1 Nov
found 17 hours ago
Return flight included
Manchester (MAN) to Fort Myers (RSW)
9.8/10 Exceptional! (7 reviews)
Close by beach and 5th avenue

Reviewed on 10 Jul 2026

Naples Beach Club, A Four Seasons Resort

Naples Beach Club, A Four Seasons Resort

Coquina Sands
£2,709
per person
25 Oct - 1 Nov
found 17 hours ago
Return flight included
Manchester (MAN) to Fort Myers (RSW)
9.6/10 Exceptional! (25 reviews)
**⭐⭐⭐⭐⭐ A five-star experience — for our pet too!** Our stay at the Four Seasons Resort Naples was simply spectacular from start to finish. From check-in, we were welcomed with genuine warmth, and the attention to detail was felt in every corner: impeccable rooms, breathtaking views of the Gulf of Mexico, and service that anticipates every need before you even ask. What truly surprised us was how well they treated our dog. The staff asked for him by name, brought him water during our walks around the resort, and the "canine concierge" recommended nearby pet-friendly parks and areas. It was clear that for them, pets aren't just "tolerated" — they're genuinely welcomed and pampered. Between the spa, the exceptional restaurants, and the white sand beaches, every moment felt like a well-deserved luxury. Without a doubt, one of the best resorts we've ever stayed at, both for us and for our four-legged companion. We'll definitely be back!

Reviewed on 2 Aug 2026

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5* Pet-friendly holidays in Little Gasparilla Island

Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton Naples, Tiburón

The Ritz-Carlton Naples, Tiburón

£2,671
per person
25 Oct - 1 Nov
found 17 hours ago
Return flight included
Manchester (MAN) to Fort Myers (RSW)
9.2/10 Wonderful! (671 reviews)
Naples Beach Club, A Four Seasons Resort

Naples Beach Club, A Four Seasons Resort

Coquina Sands
£2,709
per person
25 Oct - 1 Nov
found 17 hours ago
Return flight included
Manchester (MAN) to Fort Myers (RSW)
9.6/10 Exceptional! (25 reviews)
**⭐⭐⭐⭐⭐ A five-star experience — for our pet too!** Our stay at the Four Seasons Resort Naples was simply spectacular from start to finish. From check-in, we were welcomed with genuine warmth, and the attention to detail was felt in every corner: impeccable rooms, breathtaking views of the Gulf of Mexico, and service that anticipates every need before you even ask. What truly surprised us was how well they treated our dog. The staff asked for him by name, brought him water during our walks around the resort, and the "canine concierge" recommended nearby pet-friendly parks and areas. It was clear that for them, pets aren't just "tolerated" — they're genuinely welcomed and pampered. Between the spa, the exceptional restaurants, and the white sand beaches, every moment felt like a well-deserved luxury. Without a doubt, one of the best resorts we've ever stayed at, both for us and for our four-legged companion. We'll definitely be back!

Reviewed on 2 Aug 2026

The Ritz-Carlton, Naples

The Ritz-Carlton, Naples

Pelican Bay
£3,578
per person
25 Oct - 1 Nov
found 17 hours ago
Return flight included
Manchester (MAN) to Fort Myers (RSW)
9.2/10 Wonderful! (501 reviews)
Beautiful resort. Staff was wonderful and food was amazing.

Reviewed on 3 Aug 2026

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How to find a pet-friendly holiday in Little Gasparilla Island

How can I book the best pet-friendly holidays in Little Gasparilla Island?

As a pet parent, you want your best bud along for your Little Gasparilla Island holiday, right? So use our pet-friendly filter to find all the places that are purr-fect for cats, dogs or even well-trained rabbits. Think stacks of outside space, welcome treats and maybe something lovely that keeps the travel time to a minimum.

Can I book a cheap Little Gasparilla Island pet-friendly holiday?

pet-friendly package holidays start at £888, but prices and availability are subject to change, and additional terms may apply. To narrow down the best deals, sort by price and use the filters to find cheap places with tail-wag-worthy amenities.

How can I book holiday lets in Little Gasparilla Island that are pet friendly?

The space and seclusion of a holiday let is great for holidaying as a family or bigger group, and if your furry friends are with you, even better. Use both the private holiday home and pet-friendly filters to find all the options that tick both boxes.

How can I find pet-friendly holidays in Little Gasparilla Island with hot tubs?

Pet-friendly holidays aren’t just about the animals – you deserve to indulge yourself, too! Filter our Little Gasparilla Island properties using the hot-tub and pet-friendly holiday options and find somewhere you can relax while the pooches snooze.

Can I book a pet-friendly holiday in Little Gasparilla Island with a car?

For hassle-free pet-friendly travel, a car is a no-brainer. Book both your car hire and accommodation with Expedia and you’ll sniff out some great savings.

How can I book last-minute pet-friendly holidays in Little Gasparilla Island?

A spontaneous last-minute getaway to Little Gasparilla Island with your pet is what holiday dreams are made of. You might even dig up discounted rates on some hotels by booking close to the date.

Can I book a pet-friendly holiday in Little Gasparilla Island with free cancellation and/or flexible dates?

We offer several places to stay with free cancellation in Little Gasparilla Island, just use the fully refundable filter to find the ones available on your dates. Make sure you read the terms and conditions, too.

Why should I book Little Gasparilla Island pet-friendly travel with Expedia?

Thanks to our dedicated pet-friendly filter, it’s incredibly easy to find accommodation in Little Gasparilla Island that welcomes fur babies. Search, choose and book in just a few clicks. Purr-fect!

Things to do

Wild dolphins on Charlotte Harbor!

Tropical Tides Scenic Day Cruise - Public

£44
per adult
100% of travellers recommend
Tropical Tides Scenic Day Cruise - Public
Sunset Tiki Boat Cruise

Sunset Tiki Boat Cruise (BYOB)

£44
per adult
Sunset Tiki Boat Cruise (BYOB)
See all activities in Little Gasparilla Island

More holidays you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.