Find Christmas hotel deals in Florida Keys
Featured Christmas hotel deals in Florida Keys
The Pelican Key Largo Cottages
The Pelican Key Largo CottagesKey Largo
9.0 out of 10, Wonderful, (1,000 reviews)
9.0/10
Wonderful
(1,000 reviews)
$199 nightly
The price is $1,789
$1,789 total
Dec 19 - Dec 27
Total with taxes and fees
$184 nightly
The price is $1,655
$1,655 total
Dec 19 - Dec 27
Total with taxes and fees
Coconut Cay Resort & Marina
Coconut Cay Resort & MarinaMarathon
8.6 out of 10, Excellent, (1,089 reviews)
8.6/10
Excellent
(1,089 reviews)
$200 nightly
The price is $1,799
$1,799 total
Dec 19 - Dec 27
Total with taxes and fees
Rock Reef Resort
Rock Reef ResortRock Harbor
9.2 out of 10, Wonderful, (1,213 reviews)
9.2/10
Wonderful
(1,213 reviews)
$236 nightly
The price is $2,120
$2,120 total
Dec 19 - Dec 27
Total with taxes and fees
Reefhouse Resort & Marina
Reefhouse Resort & MarinaKey Largo
9.2 out of 10, Wonderful, (1,569 reviews)
9.2/10
Wonderful
(1,569 reviews)
$372 nightly
The price is $3,304
$3,304 total
Dec 19 - Dec 27
Total with taxes and fees
Sugar Loaf Lodge
Sugar Loaf LodgeSummerland Key
8.2 out of 10, Very good, (1,000 reviews)
8.2/10
Very good
(1,000 reviews)
$223 nightly
The price is $2,005
$2,005 total
Dec 19 - Dec 27
Total with taxes and fees
Fairfield Inn & Suites by Marriott Marathon Florida Keys
Fairfield Inn & Suites by Marriott Marathon Florida KeysMarathon
9.2 out of 10, Wonderful, (1,242 reviews)
9.2/10
Wonderful
(1,242 reviews)
$330 nightly
The price is $2,969
$2,969 total
Dec 19 - Dec 27
Total with taxes and fees
Hampton Inn Marathon - Florida Keys
Hampton Inn Marathon - Florida KeysMarathon
9.0 out of 10, Wonderful, (1,000 reviews)
9.0/10
Wonderful
(1,000 reviews)
$290 nightly
The price is $2,613
$2,613 total
Dec 19 - Dec 27
Total with taxes and fees
$161 nightly
The price is $1,448
$1,448 total
Dec 19 - Dec 27
Total with taxes and fees
Marina Del Mar Resort and Marina
Marina Del Mar Resort and MarinaKey Largo
8.6 out of 10, Excellent, (1,851 reviews)
8.6/10
Excellent
(1,851 reviews)
$212 nightly
The price is $1,876
$1,876 total
Dec 19 - Dec 27
Total with taxes and fees
Hampton Inn Key Largo Manatee Bay
Hampton Inn Key Largo Manatee BayKey Largo
8.8 out of 10, Excellent, (1,129 reviews)
8.8/10
Excellent
(1,129 reviews)
$262 nightly
The price is $2,356
$2,356 total
Dec 19 - Dec 27
Total with taxes and fees
Kingsail Resort
Kingsail ResortMarathon
8.6 out of 10, Excellent, (1,139 reviews)
8.6/10
Excellent
(1,139 reviews)
$266 nightly
The price is $2,398
$2,398 total
Dec 19 - Dec 27
Total with taxes and fees
Waterside Suites & Marina
Waterside Suites & MarinaKey Largo
9.0 out of 10, Wonderful, (1,531 reviews)
9.0/10
Wonderful
(1,531 reviews)
$278 nightly
The price is $2,505
$2,505 total
Dec 19 - Dec 27
Total with taxes and fees
Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
9.4 out of 10, Exceptional, (1,819 reviews)
9.4/10
Exceptional
(1,819 reviews)
$501 nightly
The price is $4,512
$4,512 total
Dec 19 - Dec 27
Total with taxes and fees
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Courtyard by Marriott Faro Blanco Resort, Marathon Florida KeysMarathon
9.0 out of 10, Wonderful, (1,002 reviews)
9.0/10
Wonderful
(1,002 reviews)
$332 nightly
The price is $2,991
$2,991 total
Dec 19 - Dec 27
Total with taxes and fees
Top Florida Keys Hotel Reviews
Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults OnlyOld Town Key West
10/10 Excellent
The service was over the top! From the front desk to the cleaning staff, everyone was friendly and always looking to do more. Room and hotel had a boutique feel that you don't see with the chain hotels. Also the location is ideal. One block off the action. Duval street is loud and crazy, but turn into the hotel and it suddenly becomes quite and comfortable. We will definitely be back
The service was over the top! From the front desk to the cleaning staff, everyone was friendly and always looking to do more. Room and hotel had a boutique feel that you don't see with the chain hotels. Also the location is ideal. One block off the action. Duval street is loud and crazy, but turn into the hotel and it suddenly becomes quite and comfortable. We will definitely be back
william
Kona Kai Resort and Gallery - Adults Only
Kona Kai Resort and Gallery - Adults OnlyRock Harbor
10/10 Excellent
Best getaway in the Keys. Quiet, good vibes and friendly staff. Highly recommended.
Best getaway in the Keys. Quiet, good vibes and friendly staff. Highly recommended.
Audrey
Orchid Key Inn - Adults Only
Orchid Key Inn - Adults OnlyOld Town Key West
10/10 Excellent
Absolutely loved our 5 night stay this past week at Orchid Key!! What a fabulous adult only boutique hotel located just steps off of Duval! We stayed in a Deluxe King the first night because we added on a night at the front end of our trip and it was just off of the pool area and very cozy. Loved the large shower and the room was so clean! Lots of fluffy towels and little extras like free waters and cookies and peppermints were left in the room. The rest of our stay was in a Deluxe King...
Absolutely loved our 5 night stay this past week at Orchid Key!! What a fabulous adult only boutique hotel located just steps off of Duval! We stayed in a Deluxe King the first night because we added on a night at the front end of our trip and it was just off of the pool area and very cozy. Loved the large shower and the room was so clean! Lots of fluffy towels and little extras like free waters and cookies and peppermints were left in the room. The rest of our stay was in a Deluxe King...
Courtney
Dolphin Point Villas
Dolphin Point VillasKey Largo
10/10 Excellent
We stayed here on our way back from key west to lighten trip to FLL airport. We were in love with this place! Every thing about it, location, the high ceilings, the incredibly comfortable beds-the brand new smell of all dwellings. I also was in love with the toiletries that were provided!!! Never have I love a hotel toiletry before. All staff was very professional and friendly. The sunset on the pier was incredible, and our suite was overlooking the pool and it was amazing for a late night swim,...
We stayed here on our way back from key west to lighten trip to FLL airport. We were in love with this place! Every thing about it, location, the high ceilings, the incredibly comfortable beds-the brand new smell of all dwellings. I also was in love with the toiletries that were provided!!! Never have I love a hotel toiletry before. All staff was very professional and friendly. The sunset on the pier was incredible, and our suite was overlooking the pool and it was amazing for a late night swim,...
Sherrie L.
Island City House Hotel
Island City House HotelKey West Historic District
10/10 Excellent
Wonderful trip. Great hotel but not for those who have issues with stairs unless they ask for one of the first floor rooms or bungalows. Would stay there again. Wish they served food though.
Wonderful trip. Great hotel but not for those who have issues with stairs unless they ask for one of the first floor rooms or bungalows. Would stay there again. Wish they served food though.
Keith
Santa Maria Suites
Santa Maria SuitesOld Town Key West
10/10 Excellent
We stayed here for one night for my husband's 40th birthday. The hotel was aware we were celebrating an occasion and offered complimentary refreshment's in our room. We were able to check on early, got upgraded to pool view and also checked out late!
When we arrived we were amazed with how huge the suite was. It was the same size as a condo. The decor was beautiful and the entire place was immaculate, including the outside. What we liked most was how quiet and relaxing the place was (there...
We stayed here for one night for my husband's 40th birthday. The hotel was aware we were celebrating an occasion and offered complimentary refreshment's in our room. We were able to check on early, got upgraded to pool view and also checked out late!
When we arrived we were amazed with how huge the suite was. It was the same size as a condo. The decor was beautiful and the entire place was immaculate, including the outside. What we liked most was how quiet and relaxing the place was (there...
Val
Coconut Palm Inn
Coconut Palm InnTavernier
10/10 Excellent
A beautiful, hidden gem right on the water. They have kayaks and paddleboards to use with no cost. Complimentary breakfast, smores and wine. Everything was cleaned well. All the staff was friendly and helpful, especially Ashley. We were beyond impressed with the communication and helpfulness.
We spoke to the gentleman who was renovating the rooms (even when he worked it was a quiet and peaceful place), and learned there will soon be a houseboat as a room to rent.
A beautiful, hidden gem right on the water. They have kayaks and paddleboards to use with no cost. Complimentary breakfast, smores and wine. Everything was cleaned well. All the staff was friendly and helpful, especially Ashley. We were beyond impressed with the communication and helpfulness.
We spoke to the gentleman who was renovating the rooms (even when he worked it was a quiet and peaceful place), and learned there will soon be a houseboat as a room to rent.
K
Lime Tree Bay Resort
Lime Tree Bay ResortLong Key
10/10 Excellent
Staff was extremely helpful and friendly. Property was very clean. Kayaks, bikes, ping pong table, cornhole, hammocks, picnic tables, 2 heated pools, lounge chairs, beach towels, coffee, all at our disposal, and free of charge. Restaurant on premises.
Staff was extremely helpful and friendly. Property was very clean. Kayaks, bikes, ping pong table, cornhole, hammocks, picnic tables, 2 heated pools, lounge chairs, beach towels, coffee, all at our disposal, and free of charge. Restaurant on premises.
Jack
Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key WestKey West
10/10 Excellent
I loved the apartment, it was very comfortable. The pool area was amazing. I would definitely stay again.
I loved the apartment, it was very comfortable. The pool area was amazing. I would definitely stay again.
Sonia
Amoray Dive Resort
Amoray Dive ResortKey Largo
10/10 Excellent
The views and the sunset was spectacular. A lots of good restaurants by walking distance.
The views and the sunset was spectacular. A lots of good restaurants by walking distance.
Mariana
Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
10/10 Excellent
Great staff friendly as hell. Had a great time relaxed and the place is A1 highly recommend it. I’ll probably be going next week again.
Great staff friendly as hell. Had a great time relaxed and the place is A1 highly recommend it. I’ll probably be going next week again.
Paco
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key WestKey West
10/10 Excellent
This was perfect for our family. We brought nanny, and got the two bedroom. Our young girls slept on the pull out couch. Pool is beautiful, cute bar. No beach… the pictures on the website trick you into thinking beach is right there. They also don’t clean your room everyday.
This was perfect for our family. We brought nanny, and got the two bedroom. Our young girls slept on the pull out couch. Pool is beautiful, cute bar. No beach… the pictures on the website trick you into thinking beach is right there. They also don’t clean your room everyday.
Lindsay
Islander Resort
Islander ResortMatecumbe
10/10 Excellent
Thoroughly enjoyed our stay! H-keeping was reliable in regards to linens/towels but a bit inconsistent when refreshing room amenities (coffee cups, etc).
Thoroughly enjoyed our stay! H-keeping was reliable in regards to linens/towels but a bit inconsistent when refreshing room amenities (coffee cups, etc).
Patrick
Atlantic Bay Resort
Atlantic Bay ResortTavernier
10/10 Excellent
Classic keys hotel. Room was very clean and bed was very comfortable. Area was very quiet, but close to other things. I would stay again and would recommend to others
Classic keys hotel. Room was very clean and bed was very comfortable. Area was very quiet, but close to other things. I would stay again and would recommend to others
Emily
Seascape Resort & Marina
Seascape Resort & MarinaMarathon
10/10 Excellent
THIS WAS AWESOME, GREAT STAFF, SUPER FRIENDLY PROFESSIONAL MANAGER ON SITE DAILY. A QUIET WELL MAINTAINED AND TRULY CARED ABOUT 11 UNIT MOTEL ON THE OCEAN.
VERY CLEAN, LARGE ROOMS, GREAT BED!! COOKING FRESH FISH ON THE NICE PROVIDED GAS GRILLS WAS INCREDIBLE.. AWESOME VIEWS, LOTS OF TROPICAL FOLIAGE AND WILDLIFE SURROUNDS. I WILL GO BACK AS MUCH AS POSSIBLE.. FIREPITS LIT UP THE SCENE AS THE SUN SET. AWESOME..MISS IT !!
FREE KAYAKS FOR GUESTS..
THIS WAS AWESOME, GREAT STAFF, SUPER FRIENDLY PROFESSIONAL MANAGER ON SITE DAILY. A QUIET WELL MAINTAINED AND TRULY CARED ABOUT 11 UNIT MOTEL ON THE OCEAN.
VERY CLEAN, LARGE ROOMS, GREAT BED!! COOKING FRESH FISH ON THE NICE PROVIDED GAS GRILLS WAS INCREDIBLE.. AWESOME VIEWS, LOTS OF TROPICAL FOLIAGE AND WILDLIFE SURROUNDS. I WILL GO BACK AS MUCH AS POSSIBLE.. FIREPITS LIT UP THE SCENE AS THE SUN SET. AWESOME..MISS IT !!
FREE KAYAKS FOR GUESTS..
Anonymous traveler
Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic HomesOld Town Key West
10/10 Excellent
Walkable location. Older hotel, newly refurbished rooms. Great air conditioning. Nice pool. Omelet station for breakfast. Kind , helpful staff, would stay here again
Walkable location. Older hotel, newly refurbished rooms. Great air conditioning. Nice pool. Omelet station for breakfast. Kind , helpful staff, would stay here again
Janice
Grassy Flats Resort & Beach Club
Grassy Flats Resort & Beach ClubMarathon
10/10 Excellent
We stayed at this hotel several times. It is very nice, It’s nice that they have a separate area for adults.
They also have 3 in house places to eat, a tiki bar for lunch, a roof top for breakfast and bar in the evening and a restaurant for dinner (didn’t go to this one though).
They include free paddle boards and kayaks.
The rooms could have better A/C, they added another portable fan and seem to be having issues with A/C, hopefully will be resolved soon. Also they don’t have room service...
We stayed at this hotel several times. It is very nice, It’s nice that they have a separate area for adults.
They also have 3 in house places to eat, a tiki bar for lunch, a roof top for breakfast and bar in the evening and a restaurant for dinner (didn’t go to this one though).
They include free paddle boards and kayaks.
The rooms could have better A/C, they added another portable fan and seem to be having issues with A/C, hopefully will be resolved soon. Also they don’t have room service...
Victoria
Westwinds Inn
Westwinds InnKey West Historic District
10/10 Excellent
The grounds of the property are absolutely beautiful. The gardens are well-maintained and we loved perusing them. Both pool areas are wonderful, and the amenities such as the bathhouse, lounge, library, and BBQ area are first rate. The room was to our liking and matched the aesthetic of Key West. Walking distance to nearby attractions was approximately 10 minutes and very easy, and the bakery just down the street was wonderful for breakfast, lunch, or a quick snack. We will absolutely stay again...
The grounds of the property are absolutely beautiful. The gardens are well-maintained and we loved perusing them. Both pool areas are wonderful, and the amenities such as the bathhouse, lounge, library, and BBQ area are first rate. The room was to our liking and matched the aesthetic of Key West. Walking distance to nearby attractions was approximately 10 minutes and very easy, and the bakery just down the street was wonderful for breakfast, lunch, or a quick snack. We will absolutely stay again...
Daniel
Find out more about Florida Keys
Book a festive vacation in Florida Keys
Christmas vacations in Florida Keys are a magical time to travel, offering travelers the chance to celebrate the festive season in a new and memorable setting. Whether it's enjoying seasonal markets, winter activities, or cozy hotel stays, a Christmas getaway creates the perfect backdrop for quality time together. For families, choose a top hotel from $101 with properties to suit all budgets and needs. Booking a hotel during the holidays is especially convenient, with many hotels offering fun festivities.
Reasons to book a Christmas Vacation in Florida Keys
Staying in a hotel allows families to enjoy convenient amenities, festive dining, holiday entertainment, and family-friendly activities without the stress of hosting or planning celebrations at home. Booking a Christmas vacation in Florida Keys offers the perfect combination of comfort, festive cheer, and unforgettable experiences.
Where to stay in Florida Keys for a Christmas Vacation
Where you stay during a Christmas vacation in Florida Keys can shape your holiday experience. Families may prefer hotels or resorts in quieter areas that offer spacious accommodations, festive activities, family-friendly amenities, and easy access to seasonal attractions. Couples can enjoy boutique hotels, cozy retreats, or centrally located properties that provide a romantic environment, festive dining, and convenient access to Christmas markets, restaurants, and local celebrations. Travelers looking to fully embrace the holiday spirit may want to stay near city centers or popular festive districts, where seasonal events, decorations, shopping, and entertainment are often concentrated. If you're open to staying slightly outside the busiest areas, you may find better value, more space, and a more relaxed setting while still enjoying everything Florida Keys has to offer during the Christmas season.
What amenities to consider during a Christmas vacation in Florida Keys
Christmas vacation hotels in Florida Keys offer a variety of amenities designed to make the festive season comfortable and convenient for a memorable Christmas. Travelers can choose from hotels and resorts featuring heated pools, spa facilities, fitness centers, cozy lounges, on-site restaurants, and centrally located accommodations with easy access to seasonal attractions and holiday events. Families can enjoy family-friendly hotels with spacious rooms, children's activities, festive entertainment, holiday-themed experiences, and special seasonal dining. Most properties also offer complimentary Wi-Fi, parking, airport transfers, concierge services, Christmas decorations, seasonal packages, and convenient access to holiday markets, helping travelers make the most of their Christmas vacation.
Best hotel types in Florida Keys for a Christmas Vacation
When choosing where to stay for a Christmas vacation in Florida Keys, selecting the right hotel can make a big difference to your holiday experience. City center hotels are among the best options for travelers who want easy access to Christmas markets, festive events, holiday shopping, restaurants, and top attractions, allowing you to fully experience the seasonal festivities. Resorts are ideal for those seeking a relaxing Christmas getaway, offering festive entertainment, seasonal dining, spa facilities, and convenient on-site amenities. Families planning a Christmas holiday in Florida Keys may prefer family-friendly hotels, which often feature spacious rooms, children's activities, holiday-themed experiences, and amenities designed for travelers of all ages. Whether you're looking for a festive city break, a relaxing Christmas resort stay, or a family Christmas vacation, Expedia offers a variety of hotel types to suit every travel style, budget, and holiday preference.
Best time to go to Florida Keys for a Christmas Vacation
The best time to go on a Christmas vacation in Florida Keys depends on the type of festive experience you're looking for. Traveling in the weeks leading up to Christmas is ideal for visitors who want to enjoy holiday markets, seasonal events and the excitement of the season as destinations come alive with Christmas spirit. Christmas week itself offers the most eventful time, with special celebrations, festive dining, and memorable experiences that make the season feel truly magical. As one of the most popular travel periods of the year, both pre-Christmas and Christmas week can be busy, so booking early often provides the best choice of hotels and travel options. Whether you prefer soaking up the festive build-up or celebrating Christmas Day away from home, a Christmas vacation in Florida Keys can be a memorable and rewarding holiday experience.
Tips to Save on a Christmas Vacation in Florida Keys
- Book early for the best selection and value. Christmas is one of the most popular travel periods of the year, so booking flights and hotels well in advance can help you secure better rates and a wider choice of accommodations. While last-minute deals can occasionally appear, waiting too long may mean fewer hotel options and higher rates, especially for popular destinations and family-friendly properties.
- Consider pre-Christmas travel dates. Traveling in the weeks leading up to Christmas can be a great way to enjoy festive markets, holiday events, and a seasonal atmosphere while often benefitting from greater availability and attractive travel offers.
- Bundle your trip to maximize savings. Combining flights, hotels, and other travel essentials into a package can often provide better overall value than booking separately. Bundle and-save options can also simplify planning and help travelers stay within budget.
- Choose the right hotel for your needs. Family-friendly hotels, city center properties, and resorts all offer different benefits. Selecting accommodation that matches your travel style and priorities can help you get the most value from your Christmas vacation without paying for extras you may not need.
With a little planning and flexibility, travelers can enjoy the magic of a Christmas vacation in Florida Keys while maximizing value and booking with confidence.
Why book with Expedia?
Booking your hotel on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence. Join our One Key™ travel rewards program to unlock additional savings. It's free to join.