Howey in the Hills Rentals

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42 Houses

SWISS 56 - Lake Denise

Clermont villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$295

SWISS 28 - Lake Stephanie

Clermont villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$285

“Great House!” The owner was very attentive and accommodating. We didn't have wifi the entire time we were there. The placement didn't allow for anyone to use it in the house. I would suggest moving the cable router to the main tv room. Use a splitter and you're in business. Otherwise it was a great house for the price!!

Responds fast! avg. 1 hour 45 minutes

Price per night from

$166

SWISS 29 - Golf Course

Clermont villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$250

SWISS 06 - Lake Sumner

Clermont villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$295

SWISS 30 - Golf Course

Clermont villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$310

SWISS 66 - Lake Denise

Clermont villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$310

SWISS 101 - Lake Olsen

Clermont villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$250

Swiss 45 - Swiss Waterski Villa

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$401

Beautiful Sugar Loaf Mountain House on 5 acres

Clermont house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$252

SWISS 105 - Lake Olsen

Clermont villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$295

The Ever After Estate - 13BR Sleeps 45 People & Has 62 Private Acres

Clermont house

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 43

“Everything you could ever imagine !!!” My new Wife and I just got back from our stay. We held our Wedding there. We had both our immediate families stay with us during 3 days of our 4 day stay. Plenty of room for all, we had 15 adults and 8 kids total. This place is just so amazing. My wife and I toured it prior to our stay and missed so many things because there is so much detail. Our favorite place was the pool area. The day after our wedding some of us hung out at the pool for a couple of hours. The kids all had a blast between the pool slide, video games, ball pit, mini golf, and movie room. This made it easy for us to focus on set up and tear down for the wedding. We had 220 guest during our day and everyone loved the place. Biggest question was how did you find this place. Great photos from our day hit facebook immediately with babies on the Carousels,kids playing mini golf, and people around the tropical pool setting. Andrew, Felicia, and his staff were very helpful. Andrew answered all our questions with fast response times through out the planning. Felicia was there when we checked in and ensured we were settled and answered any last minute questions. The detail andrew put into his Estate is amazing. Every thing out there takes you away from your everyday. We are so lucky that such an awesome place was shared with our family and friends to enjoy. It was the perfect place to hold our special day. The last day I spent an hour taking photos of the Estate in which I noticed the incredible landscape,a touch that just simply takes your breath away on the beauty of life. Andrew thought of it all. The only down fall, which was our fault, is that we did not have enough time to enjoy everything. This was due to a short stay, wedding set up and tear down. Our next stay will be longer. My older Sister from Philly was talking about a family meet up next year. Boy I Hope so. All our Wedding dreams came true. Thank you Ever after Estate and Thank you andrew.

Price per night from

$1,985

SWISS 61 - Lake Denise

Clermont villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$250

The Great Escape Lakeside, Sleeps Up to 45

Clermont villa

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 45

Price per night from

$1,295

Camper Standing 30 Ft Travel Trailer

Clermont caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$81

The Sweet Escape - 11 Bedrooms on 5 Acres! Sleeps 52 Guests!

Clermont villa

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 50

Price per night from

$1,295

SWISS 14 - Lake Stephanie

Clermont villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$325

SWISS 31 - Golf Course

Clermont villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$310

SWISS 57 - Lake Denise

Clermont villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$295

SWISS 41 - Golf Course

Clermont villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$280

Sleep up to 54 At A Game Themed Estate!

Groveland house

  • 15 bedrooms
  • 13 bathrooms
  • sleeps 50

Price per night from

$189

STUDIO 01 - Lake Sumner

Clermont studio

  • Studio
  • 1 bathroom
  • sleeps 3

Price per night from

$135

SWISS 67 - Lake Denise

Clermont villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$265

Comfort, Peace and Privacy (Whole House)

Groveland house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$138

ROOM 04 - Lake Sumner

Clermont studio

  • Studio
  • 1 bathroom
  • sleeps 2

Price per night from

$90

SWISS 23 - Lake Stephanie

Clermont villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 4

Price per night from

$235

Mount Dora - Lake Jem

Mount Dora villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$325

Villa swimmingpool on lake, golf near orlando

Clermont villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 35 minutes

Price per night from

$350

SWISS 58 - Lake Denise

Clermont house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$250

ROOM 03 - Lake Sumner

Clermont apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$90

FS324500 - Glenbrook Resort - 4 Bed 3.5 Baths Villa

Clermont villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$198

PARADISE 04 - Lake Sumner

Clermont apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$90

Pet Friendly tiny house, No extra fees!

Clermont house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$182

Majestic Cabin Retreat Home w/pool, pond, fire pit and more: close to the parks

Montverde log cabin

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

Price per night from

$560

A Piece of Paradise

Groveland b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$115

Sumner Lake Tiny House - Lake Sumner

Clermont house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$200

A Piece of Paradise BnB C/O

Groveland b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$115

Sumner Lake House 2 Bedrooms

Clermont villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$250

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