
Lower Keys Vacation Packages
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4.0-star property
Southernmost Beach Resort and Guesthouses
Old Town Key West
8.6/10 Excellent! (3,636 reviews)
Dec 30 - Jan 6
7 night stay
Hartford (BDL) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,586, price is now $2,556 per person
$2,556
per person
found 1 day ago
You can't beat the location. It is easy to get to and around the area. I like being close to the beach and there is places to eat at on the property. I would stay here again. The rooms are clean but average. It was all we needed though. I was happy with the hotel pic.
Reviewed on Oct 21, 2026

3.0-star property
The Key West Hotel
Key West Historic District
9.2/10 Wonderful! (563 reviews)
Dec 30 - Jan 6
7 night stay
Hartford (BDL) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $5,425, price is now $3,268 per person
$3,268
per person
found 1 day ago
Property was everything as described, clean, in the heart of the excitement that is Key West
Pool was refreshing and close to tiki bar and local entertainment.
The room was spacious, clean and comfy beds. There were issues and there was really no staff to address. Most impactive was the fire alarm. First started going off rang for a min or two, then reset. Happened a dozen times, each causing us to avoid sleep, leave room to make sure nothing was wrong. It wasn't. Then around 10 PM it went off and would not stop. Tried to call office, but nobody there after 6pm. Freaking insane, no emergency contact, maintenance number, nothing. We sent email in hopes it w
May have been monitored... nope. Been 2 days and heard nothing back at all. Found the bartender at on site tici bar and though he abd is barback wete busy they found a ladder, called someone who told them to remove the devise. Eureka after almost 3 hours problem solved. Safety device removed and left peace and quite, perhaps fo fire warning, buy fine
Also internet and this TV / entertainment no work. No maintenance, no visible router to reboot, be gave up and ended the insanity
Maintenance guy was at the door early morning to properly troubleshoot or replace fire annunciator
We only were booked for a night so when we checked out in morning front desk girl simply apologized and was actually sort of blowing us off as she was leaving the desk empty the service a near $600 o/n should offer
Reviewed on Oct 6, 2026

4.0-star property
The Marker Key West Harbor Resort
Key West Historic District
9.2/10 Wonderful! (1,024 reviews)
Dec 30 - Jan 6
7 night stay
Hartford (BDL) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $4,040, price is now $2,856 per person
$2,856
per person
found 1 day ago
Great location between duval and seaport. Our only issue was the AC intermittently didn’t work due to the patio door malfunction, but the staff was very attentive in making sure it was fixed. The front desk staff was amazing. Paul was extremely helpful.
Reviewed on Oct 21, 2026

4.0-star property
Southernmost House - Adult Exclusive
Old Town Key West
9.4/10 Exceptional! (1,001 reviews)
Dec 30 - Jan 6
7 night stay
Hartford (BDL) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,673, price is now $2,653 per person
$2,653
per person
found 1 day ago
Liked the bungalow, smaller but functional. The only problem I had was the air conditioning couldn’t cool the room efficiently and had to keep emptying the dehumidifier. Love the location, pool and hotel.
Reviewed on Oct 17, 2026

3.0-star property
Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!
7.4/10 Good! (3 reviews)
Jan 1 - Jan 8
7 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $3,682, price is now $2,746 per person
$2,746
per person
found 22 hours ago
The unit was nice and clean and in a great area to use for a base while visiting key west. Unfortunately our AC went out for 2.5 days of our 4 days. it took us forever to get in contact with anyone...24/7 service my butt. We spent most of the first night trying to get a hold of someone locally to let them know what was happening. We were able to talk to someone through the 800 number buy they were unable to help us out and wouldnt give us contact info for the local after hours department. No one seemed to care that we were traveling with elderly folks or that none of us could sleep. The next morning we were finally contacted by the local office who sent a maintenance man to take a look at the problem. He seemed to be the only person who was understanding and apologetic. Unfortunately being in key west parts and services do take a little longer to get since everything is further away. The rooms stayed at 90 degrees during the day and 85 at night, even with the mini units they lent us. The breaker box was also arching and buzzing and needed to be replaced. We had to flip off the breaker because it's a fire hazard. We weren't able to cook or do laundry because it was so hot. We had to cancel excursions because we were so exhausted from not sleeping. The only apology came on our last day in the form of 100$ to split between 7 guests. Saying thank you for being patient is not the same as apologizing or showing empathy. We even asked to be moved to another unit and were denied.
Reviewed on Sep 10, 2025
Top rated hotels for your Lower Keys vacation package

Parmer's Resort
565 Barry Avenue Summerland Key FL
Free Cancellation
Reserve now, pay when you stay
6.68 mi from city center
$178 nightly
The price is $200 total per night
$200 total
Nov 1 - Nov 2
Total with taxes and fees
Guests of Parmer's Resort have access to a private beach, a marina, and an outdoor pool. A stay here includes free parking. The front desk has multilingual staff that can help with luggage storage and tours/tickets. Other amenities at this beach motel include free WiFi in public areas, coffee/tea in a common area, and a microwave in a common area.
On private beach
Pool

Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
2.08 mi from city center
Guests of Sugarloaf Key Hotel at KOA Resort have access to a private beach, a marina, and an outdoor pool. If you drive, put free parking to good use. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Additional amenities include free WiFi in public areas, a hot tub, and laundry facilities.
On private beach
Pool

Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
Free Cancellation
Reserve now, pay when you stay
5.67 mi from city center
$140 nightly
The price is $158 total per night
$158 total
Oct 26 - Oct 27
Total with taxes and fees
Guests staying at Looe Key Reef Resort enjoy karaoke, an outdoor pool, and free WiFi in public areas. If you drive, put free parking to good use. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Additional amenities include a picnic area and a vending machine.
Pool
Pet friendly
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

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
$55
per adult
86% of travellers recommend

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
94% of travellers recommend

Champagne and Sunsets: A Key West Catamaran Adventure
$59
per adult
94% of travellers recommend
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