Ramrod 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 $2,000 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

4 Night Pet-friendly vacations in Ramrod Key

Price found within the past 48 hours. Click for updated prices.
Looe Key Reef Resort

Looe Key Reef Resort

$1,199
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Miami (MIA)
7.6/10 Good! (1,001 reviews)
Everything was amazing staff was very accommodating would definitely recommend

Reviewed on Oct 1, 2026

Don't see what you're looking for?
See all available trips from Columbus to Ramrod Key
View all trips

Top Pet-friendly Ramrod Key Hotels

Looe Key Reef Resort

Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL
  • 5 min walk from Boondocks Grille & Draft House
Make it a pet-friendly trip and bring along your four-legged friend. Dogs are welcome (fees apply) at this oceanfront hotel.
7.8/10 Good! (1,001 reviews)
"Everything was amazing staff was very accommodating would definitely recommend"

Reviewed on Oct 1, 2026

Looe Key Reef Resort
Warm and relax 3-bed 2 bath home in charming Summerland Key minutes from K.West

Warm and relax 3-bed 2 bath home in charming Summerland Key minutes from K.West

Summerland Key FL
  • 6 min walk from Boondocks Grille & Draft House
Stay at this vacation home in Summerland Key. Enjoy a garden, laundry facilities, and a pool table. Popular attractions Boondocks Grille & Draft House and Newfound ...
9.8/10 Exceptional! (6 reviews)
"Front door latch needed repair. Some confusion with times at checking in. Other than that we had a great time. Located well, near cudjoe and not far from Marathon"

Reviewed on Aug 13, 2026

Warm and relax 3-bed 2 bath home in charming Summerland Key minutes from K.West
Our little slice of paradise

Our little slice of paradise

Summerland Key FL
  • 4 min walk from Boondocks Grille & Draft House
Stay at this vacation home in Summerland Key. Enjoy laundry facilities, patios, and air conditioning. Popular attractions Boondocks Grille & Draft House and ...
10/10 Exceptional! (2 reviews)
"Very nice house / property! It was very clean and well put together on arrival! The host was easy to contact with fast response times. I would recommend to anyone booking a keys vacation in the future !"

Reviewed on Aug 12, 2026

Our little slice of paradise
See all 891 properties in Ramrod Key
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.

Things to do

Marathon Backcountry Permit

Private Marathon Backcountry Fishing Charter

$750
per adult
Private Marathon Backcountry Fishing Charter
Passengers enjoying the shade on the Conch Tour Train in Key West

Key West Conch Tour Train

$41
per adult
88% of travellers recommend
Key West Conch Tour Train
Key West's Island Eco Tour: Kayaking, Snorkeling & Sandbar Adventure

Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour

$130
per adult
98% of travellers recommend
Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour
See all activities in Ramrod Key

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.