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Webster Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Webster vacation rentals

A wooden house with a covered porch, outdoor seating, and an American flag.

1. Peaceful Country Retreat

Peaceful Country Retreat
Webster
$627 nightly
The price is $645
Oct 1 - Oct 2
Total with taxes and fees
Peaceful Country Retreat
A wooden dock extending into a calm river surrounded by lush greenery and trees.

2. Heated pool & Kayaking house with a canal access in Lake Panasoffkee

Heated pool & Kayaking house with a canal access in Lake Panasoffkee
Lake Panasoffkee
9.6 out of 10, Exceptional, (54 reviews)
"I would definitely consider staying there again. The creek was amazing if you like fishing and being outside. The pool was the deal breaker for me."
United States
Francine Seelye T.
$343 nightly
The price is $364
Sep 23 - Sep 24
Total with taxes and fees
Heated pool & Kayaking house with a canal access in Lake Panasoffkee
An interior space with a wooden table and benches, a hanging light fixture, and an American flag.

3. Get to the CHOPPA! One-of-a-kind 2/1 HELICOPTER on 5 acres in the woods!

Get to the CHOPPA! One-of-a-kind 2/1 HELICOPTER on 5 acres in the woods!
Brooksville
10.0 out of 10, Exceptional, (4 reviews)
"This unique stay is over the top. The kitchen is well tricked out. Little touches everywhere, being a metal building, I was glad to see 3 mini splits. The pool is pretty great. We used the basket ball court too. And a friendly cat."
United States
Dwight
$262 nightly
The price is $290
Sep 23 - Sep 24
Total with taxes and fees
Get to the CHOPPA! One-of-a-kind 2/1 HELICOPTER on 5 acres in the woods!
A modern living room with a large window, a flat-screen TV, and a glass coffee table.

4. Sumner Lake Tiny House - Lake Sumner

Sumner Lake Tiny House - Lake Sumner
3.0 star property
Clermont
10.0 out of 10, Exceptional, (1 review)
$349 nightly
The price is $387
Sep 24 - Sep 25
Total with taxes and fees
Sumner Lake Tiny House - Lake Sumner
A modern kitchen with a central island, white cabinets, and pendant lighting.

5. Boutique Mid-Century Home by Villages Fenced Yard

Boutique Mid-Century Home by Villages Fenced Yard
Coleman
9.8 out of 10, Exceptional, (9 reviews)
"Lovely and clean home. I would 100% stay here again. "
United States
Morgan M.
$271 nightly
The price is $287
Sep 23 - Sep 24
Total with taxes and fees
Boutique Mid-Century Home by Villages Fenced Yard

6. 5 minutes to EastPort, Life Style ID's!

5 minutes to EastPort, Life Style ID's!
Sumterville
$392 nightly
The price is $417
Sep 23 - Sep 24
Total with taxes and fees
5 minutes to EastPort, Life Style ID's!
A modern kitchen with a central island, dark cabinets, stainless steel appliances, and pendant lighting.

7. Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!

Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!
Wildwood
9.0 out of 10, Wonderful, (11 reviews)
"Nice view, lots of space for our family. "
United States
Angie S.
$508 nightly
The price is $540
Sep 23 - Sep 24
Total with taxes and fees
Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a flat-screen TV mounted on the wall.

8. Newly renovated vacation house!

Newly renovated vacation house!
Lake Panasoffkee
10.0 out of 10, Exceptional, (6 reviews)
"Awesome place"
United States
Michelle S.
$119 nightly
The price is $126
Sep 24 - Sep 25
Total with taxes and fees
Newly renovated vacation house!
A covered seating area with a bench and chairs, surrounded by a rope barrier, and string lights overhead.

9. Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!
Brooksville
9.8 out of 10, Exceptional, (8 reviews)
"Yes very nice!"
United States
Josephine C.
$161 nightly
The price is $177
Sep 27 - Sep 28
Total with taxes and fees
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!
A kitchen with a black metal table and chairs, a white vase with green plants, and a window with blinds.

10. Vintage Charm on Peaceful Mini Farm - Pet Friendly

Vintage Charm on Peaceful Mini Farm - Pet Friendly
Coleman
10.0 out of 10, Exceptional, (27 reviews)
"Very clean and comfortable bed."
United States
Cheryl D.
$192 nightly
The price is $203
Sep 23 - Sep 24
Total with taxes and fees
Vintage Charm on Peaceful Mini Farm - Pet Friendly
A rustic stone building with a wooden roof near a pond, surrounded by lush greenery and colorful flowers.

11. St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer

St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer
The Villages
9.8 out of 10, Exceptional, (15 reviews)
"Excellent location, helpful hosts!"
United States
Pierina G.
$304 nightly
The price is $323
Oct 19 - Oct 20
Total with taxes and fees
St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer
A covered patio with a table and chairs, overlooking a beach and water.

12. Private Lake View House Rental close to wonderful Big Bass Grill restaurant

Private Lake View House Rental close to wonderful Big Bass Grill restaurant
Lake Panasoffkee
8.8 out of 10, Excellent, (6 reviews)
"Our host was very accommodating and the view was great!"
United States
heidi e.
$315 nightly
The price is $335
Sep 23 - Sep 24
Total with taxes and fees
Private Lake View House Rental close to wonderful Big Bass Grill restaurant
A modern kitchen with stainless steel appliances, dark cabinetry, and a marble countertop.

13. Charming 2-bedroom house in The Villages with Golf Cart

Charming 2-bedroom house in The Villages with Golf Cart
The Villages
10.0 out of 10, Exceptional, (5 reviews)
"Loved the place. It was very clean and convenient for my family The rooms were very comfortable and were able to enjoy our time in Florida."
United States
Kevin
$368 nightly
The price is $390
Sep 29 - Sep 30
Total with taxes and fees
Charming 2-bedroom house in The Villages with Golf Cart
A wooden console table with a fireplace, a decorative vase, and various items on top.

14. Cozy Pink Vintage Studio with Private Fenced Yard

Cozy Pink Vintage Studio with Private Fenced Yard
Coleman
9.6 out of 10, Exceptional, (8 reviews)
"The host went out of her way to make sure we had everything we needed."
United States
Cynthia B.
$172 nightly
The price is $182
Sep 23 - Sep 24
Total with taxes and fees
Cozy Pink Vintage Studio with Private Fenced Yard
A spacious living area with a large L-shaped sectional sofa, a wooden coffee table, and a kitchen area with wooden cabinets and a built-in refrigerator.

15. Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!
Brooksville
10.0 out of 10, Exceptional, (13 reviews)
"Great hosts house was clean and beautiful "
United States
Gregg K.
$420 nightly
The price is $465
Sep 23 - Sep 24
Total with taxes and fees
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!
A compact RV interior with a sofa, dining area, kitchenette, and a window with curtains.

16. Bushnell Riverside Retreat w/ Hot Tub & Game Shed

Bushnell Riverside Retreat w/ Hot Tub & Game Shed
3.0 star property
Bushnell
$261 nightly
The price is $279
Sep 30 - Oct 1
Total with taxes and fees
Bushnell Riverside Retreat w/ Hot Tub & Game Shed
A wooden pier extending into calm water, surrounded by trees and a clear sky.

17. Paradise on Lake Harris Apt #101

Paradise on Lake Harris Apt #101
Leesburg
9.2 out of 10, Wonderful, (10 reviews)
"What a wonderful, clean and great vibing place to stay! We visited for a short adults only get away to explore the Harris chain and we will definitely be staying here again! Thank you!"
United States
Mendy H.
$224 nightly
The price is $245
Sep 23 - Sep 24
Total with taxes and fees
Paradise on Lake Harris Apt #101
A modern kitchen with white cabinets, a central island, and pendant lighting.

18. The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba

The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba
The Villages
9.8 out of 10, Exceptional, (11 reviews)
"Great place, huge backyard, privacy for all rooms, plenty of dishes, etc. Loved our stay!"
United States
Dawn S.
$416 nightly
The price is $442
Sep 26 - Sep 27
Total with taxes and fees
The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba
A hammock hanging by a window with a view of a lake and grassy area.

19. Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (25 reviews)
"The setting was very nice and in a quiet area, but conveniently located to travel around Florida. Cottage was clean and very comfortable. Would definitely stay again."
United States
Brenda P.
$264 nightly
The price is $290
Sep 24 - Sep 25
Total with taxes and fees
Cozy Lake Front Cottage
A kitchen with teal walls, wooden cabinets, a microwave, a toaster, and a sink.

20. Cabin At A Wildlife Sanctuary - Diego’s Cabin

Cabin At A Wildlife Sanctuary - Diego’s Cabin
Dade City
9.6 out of 10, Exceptional, (23 reviews)
"We were greeted warmly."
United States
Lauretta W.
$142 nightly
The price is $156
Sep 24 - Sep 25
Total with taxes and fees
Cabin At A Wildlife Sanctuary - Diego’s Cabin
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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Top Webster Hotel Reviews

Brownwood Hotel & Spa

Brownwood Hotel & Spa

10/10 Excellent
"We enjoy staying at this hotel. Everyone is always so friendly, and areas are always clean."
Sena 2-night trip
Posted 20 hours ago
Brownwood Hotel & Spa

Find out more about Webster

Everything you need to know about Webster vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Webster vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Webster vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Webster vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Webster. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Webster in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $103 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Webster rentals

At Expedia, we put the best Webster vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Webster rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Webster vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Webster. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Webster?

Yes, you can find vacation rentals close to the most popular sights in Webster, or you can select a more remote option if you're looking for a relaxing stay. Webster is known for its shopping.

What's the top vacation rental in Webster?

Peaceful Lakeside Pool Villa w/ Star Wars Games Room Near Disney : Visitors like this Webster vacation home rental. It is located on a lake and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Webster?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Webster stay.

What’s there to see and do in Webster?

Explore the area and family-friendly sights such as Giraffe Ranch, or get out into nature at a spot like Withlacoochee Trail State Park. Webster Westside Flea Market and Florida National Cemetery are a couple of places you'll find in the larger area.

What’s a vacation rental in Webster like?

Vacation rentals are private properties where you can stay for several days or longer in Webster. Vacation rentals provide amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for families.