Hemingway Holidays from £609

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Your Hemingway Holiday

Whatever your style of travel, you can experience it all with a personalized Hemingway holiday package. Spend your next getaway enjoying this neighbourhood's golfing and its other appeals. The Villages Market Square and Cane Garden Country Club are just two of the leading attractions nearby to add to your agenda during a trip to Hemingway. Stop dreaming and start doing. When it's time to lock in your ideal holiday to Hemingway, Expedia will help get you there.

Price found within the past 48 hours. Click for updated prices.
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was £808, price is now £609 per person
£609
per person
10 Sept - 13 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (1,131 reviews)
Convenient location to shopping and an all the theme parks. Staff was really great.

Reviewed on 19 Jun 2026

Mission to Mars

Mission to Mars

4 out of 5
Loughman
Save 100% on your flight
Price was £10,015, price is now £6,302 per person
£6,302
per person
4 Sept - 11 Sept
found 1 hour ago
Return flight included
London (LHR) to Orlando (MCO)
No reviews
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was £1,234, price is now £848 per person
£848
per person
25 Jul - 1 Aug
found 1 day ago
Return direct flight included
London (LON) to Orlando (MCO)
7.8/10 Good! (507 reviews)
It was okay. They charged me with $250 as security deposit which I didn’t get back yet.

Reviewed on 16 Jun 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was £3,059, price is now £2,201 per person
£2,201
per person
7 Aug - 14 Aug
found 5 hours ago
Return flight included
London (LON) to Orlando (MCO)
9.2/10 Wonderful! (1,009 reviews)
We had an amazing vacation and would highly recommend this place to others! Definitely plan to return!

Reviewed on 18 Jun 2026

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was £1,279, price is now £957 per person
£957
per person
4 Sept - 11 Sept
found 1 hour ago
Return flight included
London (LHR) to Orlando (MCO)
9.2/10 Wonderful! (1,373 reviews)
The staff were all pleasant and friendly! Bed wasvery comfortable. The hotel was very comfortable and love that it was connected to The Florida Mall. It was a great experience for my granddaughter and I.

Reviewed on 8 Jun 2026

Where to stay in Hemingway

Find the best Hemingway areas and neighborhoods for the activities you enjoy most. Learn more about Hemingway
Lake Sumter Landing

Lake Sumter Landing

1 out of top 10 points of interest in this area

Though Lake Sumter Landing may not have many top sights, you can venture to the surrounding area to see attractions like The Villages Market Square and Cane Garden Country Club.

Find hotels in Lake Sumter Landing

Top hotels in Hemingway

Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
The price is £87 per night from 2 Jul to 3 Jul
£87
2 Jul - 3 Jul
includes taxes & fees
9.8/10 Exceptional! (1,219 reviews)
"Beautiful hotel - we enjoyed our stay, nice spacious room and bathroom, nice pool and convenient location in The Villages with lots of places to eat - definitely stay here again when visiting this area !"

Reviewed on 18 Jun 2026

Brownwood Hotel & Spa
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is £82 per night from 8 Jul to 9 Jul
£82
8 Jul - 9 Jul
includes taxes & fees
9.2/10 Wonderful! (1,424 reviews)
"Very clean and great view from the restaurant."

Reviewed on 18 Jun 2026

The Waterfront Inn
Hotel Eastport

Hotel Eastport

2 out of 5
7065 Beebe Court Wildwood FL
Fully refundableReserve now, pay when you stay
The price is £82 per night from 6 Jul to 7 Jul
£82
6 Jul - 7 Jul
includes taxes & fees
9.6/10 Exceptional! (201 reviews)
"What was there to like ? A bunch of closed businesses ? Fried food ?"

Reviewed on 20 Jun 2026

Hotel Eastport
See all 2,215 properties in Hemingway
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.
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Frequently asked questions

How much does a Hemingway travel package cost?
We make it easy to travel somewhere new, with Hemingway packages starting from just £609. You'll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate getaway, why not add some tours and experiences to your itinerary?
If I'm not able to travel, can I cancel my Hemingway travel package?
We totally understand that unexpected stuff happens. If you've locked in a Hemingway travel package and have to change or cancel it, we can help. It's always worth having a look at our Customer Service Portal first for information. But generally speaking, if you've taken out your package in the last 24 hours, you may be able to cancel or change your itinerary at no cost. If it's been more than 24 hours, your airline, hotel or car rental company may charge a fee.
How do I get a cheap travel package to Hemingway?
Bundle your flights and hotels, add on extras such as a rental car or activities, and save with a Hemingway travel package. You won't just score amazing discounts on your getaway — you'll have plenty of choice within your reach too. When you book through Expedia, you can select from more than 550 air carriers and 1,000,000 hotels around the world. Your affordable holiday begins right here, right now!
Does Expedia offer Book Now, Pay Later Hemingway holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has come up with a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book your dream getaway without drying up your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your trip. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month is what works best for you, Klarna offers just that! Paying in convenient monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: If you want to pay for your escape across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you see an incredible deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you secure your getaway.

Where should I stay in Hemingway?
There's so much to do in Hemingway, so spend your evenings near its top sights and maximize your time sightseeing. The Villages Market Square is one spot to put on your must-see list.
What are the top hotels in Hemingway?
The Waterfront Inn and Hampton Inn & Suites Lady Lake/The Villages are among the most well-known hotels in Hemingway. Why not check out the amenities and facilities at each and then make a decision?
How far in advance should I book my Hemingway holiday?
To land cheap prices, book nice and early. Airlines generally release tickets, along with some of the lowest fares, around a year ahead of time. Hotels, experiences and car rental should also be booked well in advance to avoid disappointment. If you were hoping for a last-minute getaway to Hemingway, there are always lots of great deals on Expedia. Book your escape today!
What does an Expedia Hemingway travel package include?
That depends on you. You can choose from a variety of Hemingway bundles, such as a rental car, hotel and flight. You can also book a flight and a hotel, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like activities and experiences. Whatever your perfect Hemingway break looks like, get ready to save!
What should I know before booking a Hemingway travel package?
We already have low prices. However, you'll score even better deals if you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and loads of choice.
Can I choose my airline with a Hemingway Expedia travel package?
Expedia has access to more than 550 partner airlines globally, so you definitely can. Just select the airline you want and create the perfect Hemingway trip.

Things to do

Gypsy Gold Horse Farm Tour

Gypsy Gold Horse Farm Tour

£41
per adult
100% of travellers recommend
Gypsy Gold Horse Farm Tour
See all activities in The Villages

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.