Midtown Trip

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Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Save 100% on your flight
Price was ₹204,513, price is now ₹142,505 per person
₹142,505
per person
11 Jun - 16 Jun
found 1 day ago
Return direct flight included
Dallas (DFW) to Key West (EYW)
9.4/10 Exceptional! (1,059 reviews)
The hidden resort fees were absolutely ridiculous! $40 a day, plus $5 a day plus $150 coverage without any explanation. This property is located directly next to the airport and they do not provide a shuttle service to pick you up. We used Uber for everything, another extra expense. ( The Hampton Inn next door had a shuttle that went everywhere)

Reviewed on 5 May 2026

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

4 out of 5
Old Town Key West
Save 100% on your flight
Price was ₹260,707, price is now ₹154,574 per person
₹154,574
per person
11 Jun - 16 Jun
found 1 day ago
Return direct flight included
Dallas (DFW) to Key West (EYW)
9.4/10 Exceptional! (1,006 reviews)
The accommodation was very nice! Great property location and extremely clean. For a 100 year old mansion, it was in great shape! It’s right next door to the southern most point buoy! Walkable to Mallory square. The parking lot is only for guests and although there was a charge, it was cheaper than parking in Mallory square!

Reviewed on 27 Apr 2026

The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Save 100% on your flight
Price was ₹287,741, price is now ₹187,940 per person
₹187,940
per person
11 Jun - 16 Jun
found 1 day ago
Return direct flight included
Dallas (DFW) to Key West (EYW)
9.2/10 Wonderful! (550 reviews)
The staff at the hotel were excellent. Very friendly and helpful. Room was very clean and comfortable. We were right in the middle of the old district which had many many places to explore. Hotel had a wonderful hidden pool with live music/bar next to it in case we just wanted to relax after exploring all day.

Reviewed on 21 Apr 2026

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was ₹236,014, price is now ₹160,481 per person
₹160,481
per person
11 Jun - 16 Jun
found 1 day ago
Return direct flight included
Dallas (DFW) to Key West (EYW)
8.6/10 Excellent! (357 reviews)
Stayed in a one bedroom unit. Good size kitchen/living room, however bathroom was tiny. Bedroom was ok.. lots of closet/storage, however bed could have been bigger. Location was awesome… just a couple blocks to everything!

Reviewed on 6 May 2026

The Gardens Hotel

The Gardens Hotel

4 out of 5
Old Town Key West
Price was ₹203,912, price is now ₹149,299 per person
₹149,299
per person
11 Jun - 16 Jun
found 1 day ago
Return direct flight included
Dallas (DFW) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
This was one of the nicest places we have ever stayed. It felt like a tropical oasis but was only a block over from Duval. Wine tasting room was great and the hotel cat, Lucy, was the sweetest! Breakfast each morning was amazing! We would definitely stay here again when we come back to visit!

Reviewed on 26 Apr 2026

Where to stay in Midtown

Find the best Midtown areas and neighborhoods for the activities you enjoy most. Learn more about Midtown
Old Town Key West

Old Town Key West

4 out of top 10 points of interest in this area
5/5(6 area reviews)

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

Find hotels in Old Town Key West

Top hotels in Midtown

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is ₹14,494 per night from 25 May to 26 May
₹14,494
₹21,665 total
25 May - 26 May
includes taxes & fees
8.4/10 Very Good! (2,194 reviews)
An overall great experience would definitely recommend.

Reviewed on 5 May 2026

Blue Flamingo Resort Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is ₹20,952 per night from 27 May to 28 May
₹20,952
₹29,596 total
27 May - 28 May
includes taxes & fees
8.8/10 Excellent! (1,807 reviews)
The room was beautiful, spacious, perfect for a either a quick get away or a long one. The staff was super friendly and attentive to all of our needs. The pool was clean and had tropical island theme. Oh and dont miss the jacuzzi that is tucked away in the of the waterfall. All in all Margaritaville ...

Reviewed on 6 May 2026

Margaritaville Beach House Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
The price is ₹28,215 per night from 11 May to 12 May
₹28,215
₹38,711 total
11 May - 12 May
includes taxes & fees
8.8/10 Excellent! (3,282 reviews)
We enjoyed our stay at Southernmost Duval guesthouse. The guesthouse was beautiful and very private and clean. We were slightly disappointed that we were so far from the resort and all the amenities. Next time we will know how to book a room at the actual resort. Thank you for your wonderful ...

Reviewed on 5 May 2026

Southernmost Beach Resort and Guesthouses
See all 2,754 properties in Midtown
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.

Frequently asked questions

How much does a Midtown holiday package cost?
We make it easy to travel somewhere new, with Midtown holiday packages starting from as little as ₹142,505. You'll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate escape, why not add a couple of tours and experiences to your itinerary?
How do I get a cheap travel package to Midtown?
Bundle your flights and hotels with Expedia to save big bucks on your next big adventure. With over 550 air carriers and 1,000,000 properties around the globe, your Midtown holiday package can be tailored exactly to suit your budget. With all that extra money, why not include one or more interesting activities and tours? It's an easy way to unlock even more bargains. Your dream holiday in Midtown is much closer than you thought!
Where should I stay in Midtown?
Most visitors who travel to Midtown include both Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens on their must-see lists. Why not book a hotel within walking distance of these main attractions?
What are the top hotels in Midtown?
Get your trip off to a fantastic start by booking a room at Southernmost Swim And Social Club. It's one of most sought-after hotels in Midtown. Another comfortable option is Luxury High End, 2 Bikes, Highspeed Wi.
How far in advance should I book my Midtown holiday?
Savvy travellers will likely want to reserve their seats as early as possible. You can generally browse through international airfares on Expedia up to 12 months before your intended flight. If you've left things to the last minute, don't stress. Cheap prices sometimes occur just weeks before departure dates.
What does an Expedia Midtown travel package include?
Travel packages include hotels, flights and rental cars, but you can combine any of them to create your ideal Midtown getaway. You can also add on experiences and activities once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll score discounts you won't find elsewhere.
What should I know before booking a Midtown travel package?
Bundling your bookings into a Midtown holiday package is the most convenient way to organise your trip. Not only that, you'll save just for combining your flights, hotels and car rentals. Once you've booked, why not add on a day tour or an activity?
If I'm not able to travel, can I cancel my Midtown holiday package?
It's hard to predict what tomorrow might bring, so it's good to know that you can change or cancel your Midtown holiday package. If you booked in the last 24 hours, you may be entitled to a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal to learn more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.