Hotels in The Meadows, Key West

KAYAK searches hundreds of travel sites at once for hotels in The Meadows

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best hotels in The Meadows (Key West)

These are the best prices for 20-27 Jun.
Authors Key West Guesthouse - Key West - Outdoor view
Authors Key West Guesthouse
0.2 km from The Meadows, Key West, United States
8.8Very Good(1339)
Free Wi-Fi
Pool
$302+
View availability
Middle Sunset - Key West
Middle Sunset
0.2 km from The Meadows, Key West, United States
9.0Wonderful(1)
House
Parking
Free Wi-Fi
Pool
$1,792+
View availability
Sunset North - Key West
Sunset North
0.1 km from The Meadows, Key West, United States
10Wonderful(1)
Condo
Parking
Free Wi-Fi
Pool
$2,084+
View availability
Bayview South 801 Eisenhower Dr. #6 - Key West - Outdoor view
Bayview South 801 Eisenhower Dr. #6
0.2 km from The Meadows, Key West, United States
Condo
Parking
Free Wi-Fi
Pool
$1,858+
View availability
Bayview Middle - Key West
Bayview Middle
0.2 km from The Meadows, Key West, United States
Apartment
Parking
Free Wi-Fi
Pool
$1,496+
View availability
Eisenhower Retreat - Key West
Eisenhower Retreat
0.1 km from The Meadows, Key West, United States
House
Parking
Free Wi-Fi
Pool
Pet-friendly
$2,376+
View availability
Bayview North One - Key West
Bayview North One
0.2 km from The Meadows, Key West, United States
8.0Very Good(1)
House
Parking
Free Wi-Fi
Pool
$2,080+
View availability
Upper Sunset South - Key West - Living room
Upper Sunset South
0.2 km from The Meadows, Key West, United States
House
Parking
Free Wi-Fi
Pool
$1,686+
View availability
Casa de Rosalie by Avantstay Great Location w/ Pool, BBQ & Outdoor Dining Month Long Stays Only - Key West
Casa de Rosalie by Avantstay Great Location w/ Pool, BBQ & Outdoor Dining Month Long Stays Only
0.2 km from The Meadows, Key West, United States
10Wonderful(3)
House
Parking
Free Wi-Fi
Pool
Pet-friendly
$491+
View availability
Tropical Heron Hideaway with Hot Tub, Pool - Key West
Tropical Heron Hideaway with Hot Tub, Pool
0.3 km from The Meadows, Key West, United States
9.6Wonderful(8)
Apartment
Parking
Free Wi-Fi
Pool
$569+
View availability
~ Casablanca Too ~chicly Updated Home With Hot Tub In A Quiet Location. - Key West - Living room
~ Casablanca Too ~chicly Updated Home With Hot Tub In A Quiet Location.
0.2 km from The Meadows, Key West, United States
9.5Wonderful(57)
House
Free Wi-Fi
$649+
View availability
Upper Bayview North - Key West
Upper Bayview North
0.2 km from The Meadows, Key West, United States
Condo
Parking
Free Wi-Fi
Pool
$2,083+
View availability
2 Bedroom 1 Bath Condo at Bayfront Suites & Marina - Cleaning Fee Included - Key West - Dining room
2 Bedroom 1 Bath Condo at Bayfront Suites & Marina - Cleaning Fee Included
0.2 km from The Meadows, Key West, United States
9.3Wonderful(46)
Condo
$884+
View availability
Bottoms Up Bungalow - Perfect 2 Bed/2 Bath Private Pool - Key West - Living room
Bottoms Up Bungalow - Perfect 2 Bed/2 Bath Private Pool
0.1 km from The Meadows, Key West, United States
9.8Wonderful(64)
House
Free Wi-Fi
Pool
$1,583+
View availability
Waterfront 3-Bedroom Condo at Bayfront Suites & Marina- Cleaning Fee Included - Key West - Living room
Waterfront 3-Bedroom Condo at Bayfront Suites & Marina- Cleaning Fee Included
0.2 km from The Meadows, Key West, United States
9.5Wonderful(61)
Condo
$1,458+
View availability
3-Bedroom 3-Bath Condo at Bayfront Suites & Marina - Cleaning Fee Included - Key West - Pool
3-Bedroom 3-Bath Condo at Bayfront Suites & Marina - Cleaning Fee Included
0.2 km from The Meadows, Key West, United States
9.4Wonderful(54)
Condo
$1,779+
View availability
~ CASABLANCA ~ Fabulous home w/ private pool/parking, in a quiet location. - Key West - Bedroom
~ CASABLANCA ~ Fabulous home w/ private pool/parking, in a quiet location.
0.2 km from The Meadows, Key West, United States
9.6Wonderful(41)
House
Free Wi-Fi
$1,196+
View availability
4-Bed, 3-Bath Waterfront Condo at Bayfront Suites -Cleaning Fee Included - Key West - Dining room
4-Bed, 3-Bath Waterfront Condo at Bayfront Suites -Cleaning Fee Included
0.2 km from The Meadows, Key West, United States
8.6Very Good(40)
Condo
$1,844+
View availability
Luxury 3-Bedroom Waterfront Home With Pool And Dock! - Key West - Building
Luxury 3-Bedroom Waterfront Home With Pool And Dock!
0.2 km from The Meadows, Key West, United States
9.5Wonderful(49)
House
$2,155+
View availability
Harborside Motel & Marina - Key West
Harborside Motel & Marina
0.3 km from The Meadows, Key West, United States
8.6Very Good(2339)
Parking
Free Wi-Fi
Pool
$350+
View availability
Booking Insights

KAYAK’s insights for hotels in The Meadows

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in The Meadows with confidence.

Which month has the cheapest hotel rates in The Meadows?

Hotels are cheapest in The Meadows in May, with average rates of $238/night. In comparison, December is the most expensive month, with prices at $636/night.

What is the cheapest day of the week to book a hotel in The Meadows?

Wednesday offers the lowest rates in The Meadows, with an average nightly price of $222/night. The highest prices are found on Friday, with average rates at $391/night.

Find deals

How much is a The Meadows hotel?

Here are our most popular & best value hotels

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

May
December
$253
$391
Cheapest month to stay with an average 46% drop in price.
Most expensive month to stay with an average 43% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding a hotel deal in The Meadows

  • If you’re looking for a cheap hotel in The Meadows, you should consider going during the low season. You’ll generally find lower-priced hotels in The Meadows in November and July.
  • If you’re looking for a bargain then KAYAK data shows that you’ll find the best hotel deals in The Meadows (Key West) if you stay on a Monday. On the other hand, the most expensive day for hotel bookings is Friday.
  • Not sure just how much there is to see and do in The Meadows? KAYAK users usually book their hotel here for 2 days.

FAQs when booking a hotel in The Meadows

  • What are the best hotels in The Meadows?

    The Meadows is a great part of Key West to make your base. If you’re staying in The Meadows area then Authors Key West Guesthouse, Harborside Motel & Marina, and Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool are all recommended on KAYAK.

Where to stay in The Meadows?

Our map will help you find the perfect hotel in The Meadows, Key West by showing you the exact location of each hotel.

Everything you need to know for your stay in Key West

Hotels near airports in Key West

Hotels near Key West Airport