Dog-friendly vacation rentals in Pine Island

We found 6 vacation rentals waiting for you.

Furry friends and wagging tails welcome

Pine Island is even more fun with your four-legged friends. Discover pet-friendly vacation homes with amenities your pup will love, like large outdoor spaces to play and cozy nooks for napping.

Top-rated dog-friendly rentals in Pine Island

Pet parents have spoken. Explore some of their favorite dog-friendly homes in Pine Island, offering the perfect blend of relaxation and adventure for your pup.

Coastal Escape
4 Bed | 3 Bath | Sleeps 10

Coastal Escape - Saint James City, FL

From $378
(excludes fees and taxes)
4.89 (9)
Bowline Oasis
3 Bed | 2 Bath | Sleeps 8

Bowline Oasis - Bokeelia, FL

From $311
(excludes fees and taxes)
4.25 (4)
Castaway Cottage
2 Bed | 1 Bath | Sleeps 5

Castaway Cottage - Saint James City, FL

From $287
(excludes fees and taxes)
Rock N' Reel Retreat
3 Bed | 1.5 Bath | Sleeps 6

Rock N' Reel Retreat - Saint James City, FL

From $190
(excludes fees and taxes)
4.0 (2)

Explore All Dog-friendly Vacation Rentals

Recent guest reviews

We loved the location and spaciousness of this home. Furnishings were above average and the pool and spa area are great. Overall great experience.
Ian L. | Jul 2025
We very much enjoyed the quietness of the area in the quaint town at the lower end of the island. The house was lovely and has a nice layout; everything was so clean and organized. The inside of the house has been mostly updated and was done really well. There are some updates that still need to be done outside like new deck boards all around. Many of the boards are loose and have come undone from the fasteners and we had one board break creating a hole in the deck. You can tell the homeowners are working towards the updates as they had some landscaping done while we were there. Unfortunately these are the 2 reasons we are not giving it 5 stars; there was no notice of the major landscaping work going to happen for 3 of the days during our stay and the broken board didn’t get fixed until after we left. We reported it immediately to the management company when it happened and had to deal with it for several days. My sister and niece were able to enjoy having their own space by staying in the lower level with all the amenities you have on the main floor. The pool was amazing and we were able to enjoy playing in it day and night. We enjoyed fishing in the channel and got to watch manatees swimming by every day throughout the day! The island itself is amazing and the locals are great, friendly, and (unlike so many other places) they love having out of town visitors. We enjoyed lunch at the Waterfront Restaurant & Marina and drinks at Phuzzy’s. The guys at the local bait shop were very helpful and gave us hints on fishing the channels. Despite the heat we took advantage of a kayaking tour around the bridge connecting the island and mangrove trees which was only 10 mins away from the house. The nearest beach is almost an hour away along with most anything else you want to do. We knew this when we booked and already had the expectation but the reality hit while driving back to the house from the beach. Driving for an hour with salt on your skin is not ideal!
Kenneth K. | Jun 2025
We had a great time during our stay! We had several young kids and they were always entertained between the pool, the little sandy "beach," fishing, and going on our boats that we were able to take. Any time there was a question or concern the Vacasa team and the owner were very helpful and attentive.
Kara C. | Jun 2025
This is a beautiful house with everything needed for a great vacation. The location is perfect for boating.
Rachel Z. | Jun 2025
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Yes, a pet fee is charged at all of our pet-friendly vacation rentals. No deposit is required. The amount varies depending on the property’s location, size, and helps to cover extra cleaning procedures.

Dogs are the only type of animals allowed in our pet-friendly vacation homes. As required by law, we also allow service animals in our vacation rentals.

Weight limits and the number of dogs allowed vary by home; any limits will be clearly stated in the description of each listing.

Le nombre d'animaux autorisés par location dépend de la taille de la maison, des préférences du propriétaire et des restrictions de la communauté ou de l'association de propriétaires. Le nombre d'animaux autorisés est indiqué dans la description de l'annonce.

Some homes offer designated pet relief areas on the property. We recommend checking the property description or contacting us for details.

Pet waste bags are not usually provided (though some homes do offer these as a perk), so it is best to bring your own.

Rules concerning dogs are always changing. We suggest going to the official city website, where you’ll often find a list of any regulations, leash laws, and other relevant information. In addition, certain homeowners' associations have restrictions regarding pets.

Pet food and water bowls are not usually provided (though some homes do offer these as a perk), so it is best to bring your own.

Dog towels are not usually offered at pet-friendly vacation homes (though some homes may offer them as an extra amenity), so it is best to bring your own.

Dogs are not usually allowed on the furniture in vacation rentals. We recommend bringing your pet's favorite blanket or bed to lie on.
USA > Florida > Pine Island > Dog-friendly