Windley Key Pet-friendly Vacations
Book a Pet-friendly Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to $1,045 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Pet-friendly vacation packages in Windley Key
Price found within the past 48 hours. Click for updated prices.
Pelican Grand Beach Resort - A Noble House Resort
East Fort Lauderdale
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.8/10 Excellent! (1,156 reviews)
The Pelican Grand Beach Resort is a Fort Lauderdale gem. The moment you walk through the doors, you are greeted by a pleasant aroma filling the air. The beach is steps away as you check in at the welcoming reception counter The accommodations are lovely, spacious, clean, and comfortable with a retro beachy theme. You are able to gaze at the endless sea from your oceanfront balcony. I was impressed with the beachfront staff. They quickly set up your lounge chairs, umbrellas, and tables, at your request, for your relaxing day in the sand. John and Jesse took great care of your food and beverage needs all day long with cheer and friendliness. John made sure you were hydrated with endless cups of ice water as he made you smile. There is a charming ice cream/gift shop serving delicious Gelato and other treats. With two restaurant options for your dining needs, you will be satisfied. One of them has a happy hour! Each interaction with the resort staff was friendly and kind. The beach and pool director/manager was very friendly and engaging. She excitedly shared with us some new initiatives she wants to incorporate at the beachfront. I wish I knew her name. She made me want to return in the near future. One of the best amenities I enjoyed was the complimentary shuttle to and from Fort Lauderdale restaurants, shops, clubs, and fun. All you do is text the driver your desire and they will do their best to accommodate your needs. I am excited with the thought of returning very soon
Reviewed on Aug 17, 2025
EAST Miami Residences
Downtown Miami
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (70 reviews)
No me gustó el sector ya que hay mucho ruido en la calle motos carros acelerando
No deja dormir
La habitación me gustó bastante pero no logré
Disfrutarla
Reviewed on May 23, 2025
Don't see what you're looking for?
See all available trips from Columbus to Windley Key
View all trips5* Pet-friendly vacations in Windley Key
Price found within the past 48 hours. Click for updated prices.
EAST Miami Residences
Downtown Miami
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (70 reviews)
No me gustó el sector ya que hay mucho ruido en la calle motos carros acelerando
No deja dormir
La habitación me gustó bastante pero no logré
Disfrutarla
Reviewed on May 23, 2025
Don't see what you're looking for?
See all available trips from Columbus to Windley Key
View all trips3 Night Pet-friendly vacations in Windley Key
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Columbus to Windley Key
View all trips4 Night Pet-friendly vacations in Windley Key
Price found within the past 48 hours. Click for updated prices.
Pelican Grand Beach Resort - A Noble House Resort
East Fort Lauderdale
per person
Nov 4 - Nov 8
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.8/10 Excellent! (1,156 reviews)
The Pelican Grand Beach Resort is a Fort Lauderdale gem. The moment you walk through the doors, you are greeted by a pleasant aroma filling the air. The beach is steps away as you check in at the welcoming reception counter The accommodations are lovely, spacious, clean, and comfortable with a retro beachy theme. You are able to gaze at the endless sea from your oceanfront balcony. I was impressed with the beachfront staff. They quickly set up your lounge chairs, umbrellas, and tables, at your request, for your relaxing day in the sand. John and Jesse took great care of your food and beverage needs all day long with cheer and friendliness. John made sure you were hydrated with endless cups of ice water as he made you smile. There is a charming ice cream/gift shop serving delicious Gelato and other treats. With two restaurant options for your dining needs, you will be satisfied. One of them has a happy hour! Each interaction with the resort staff was friendly and kind. The beach and pool director/manager was very friendly and engaging. She excitedly shared with us some new initiatives she wants to incorporate at the beachfront. I wish I knew her name. She made me want to return in the near future. One of the best amenities I enjoyed was the complimentary shuttle to and from Fort Lauderdale restaurants, shops, clubs, and fun. All you do is text the driver your desire and they will do their best to accommodate your needs. I am excited with the thought of returning very soon
Reviewed on Aug 17, 2025
Don't see what you're looking for?
See all available trips from Columbus to Windley Key
View all tripsTop Pet-friendly Windley Key Hotels
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
This family-friendly, oceanfront resort welcomes dogs (fees apply) with pet-friendly perks such as food and water bowls. While you're here, explore nearby hiking ...
9/10 Wonderful! (57 reviews)
"Great resort, excellent staff and customer service, I'll definitely coming back"
Reviewed on Aug 7, 2025
Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
Dogs are welcome to join you (fees apply) for a pet-friendly getaway at this family-friendly, oceanfront motel.
8/10 Very Good! (999 reviews)
Nice Resort But Best for Boat Owners
"We booked a waterfront king suite with a balcony and kitchenette, which was very spacious. The room was very clean and convenient. The "living room" had a sofa and tv and was located next to the balcony. The kitchenette was between the living area and bedroom, opposite the bathroom, which also had ..."
Reviewed on Aug 11, 2025
Drop Anchor
84959 Overseas Highway, 222, Islamorada, FL
Hiking and biking trails are ready for you to explore near this oceanfront hotel, where dogs can stay for an additional fee.
8.6/10 Excellent! (1,001 reviews)
"This place was great! Was a spur of the moment decision to stay here and we haven’t regretted it. Beautiful view and 2 restaurants within walking distance to property."
Reviewed on Aug 14, 2025
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.
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.