Holiday rentals with breakfast in Sumter County

5 out of 5 average rating, 212 reviews

Live like a Villager

MichelleRating, 5 stars2 months ago

I really enjoyed my stay with Robin! Everything was clearly communicated and I had no problems with anything. Robin's home is just like the pictures. I loved her front porch area and back lanai and garden. So many beautiful flowers! Coffee and bannana bread and fruit every morning. Thank you for a relaxing stay Robin!

4.98 out of 5 average rating, 88 reviews

Summer SALE\Message me for info•Priv Ent & Suite!

MarkRating, 5 stars1 month ago

I was looking for property in the villages and Deborah was knowledgeable of the area. Listened and gave input on a her perspective. The communication alone was enough to give 5 stars. Thank you Deborah take care of yourself. Will be in touch if I make a decision to buy. 🌞

4.97 out of 5 average rating, 36 reviews

Home in The Villages

SUNSATIONAL!!

TeressaRating, 5 stars3 months ago

We had a wonderful time! We had everything we could have wanted and more. Plus, the couple of items we were needing, Nisa quickly offered to help provide them. Nisa is a wonderful host and the home is gorgeous. So well laid out, clean and beautifully decorated. We will definitely rent this unit again. Thank you, Nisa! You made our first trip to the Villages a wonderful experience!

Guest suite in The Villages

5 out of 5 average rating, 11 reviews

A Little Bit of Heaven

Come enjoy life in Florida’s friendly town: The Villages!Beautiful, updated, contemporary “beachy”decor! Quiet, friendly upscale neighborhood; 3mi. to Spanish Springs or Sumter. Backs up to the beautiful entrance to Glenview; Has ponds /waterfalls/wildlife! Relaxing!! Private entrance /Parking 1-BR, 1-B, 1-living space/kitchenette, back patio/yard. Laundry. WI-FI. Rent:$80-97day, depending on the time of year. (Min. 5 night) clean $100.+ Dam. dep. +7% tax ALREADY BOOKED Dec.1,2024-Ap.1, 2025

4.87 out of 5 average rating, 71 reviews

Farm stay in Webster

Quiet Farmhouse close to major theme parks

Come enjoy a peaceful stay in the woods at "Quet’s place" a serene gravel road through historic Richloam will lead you right up to your getaway. Relax and take a swing on the front porch and watch the wild turkeys pass by or bring the whole family for a thrilling vacation. "Quet’s place" is only one hour from all major Florida theme parks. Whether you are looking to get away from it all and relax in the country or have the thrill of a lifetime with your family, this is the place to be!

5 out of 5 average rating, 6 reviews

Private room in Webster

The Inn at the Forest Enjoy the Lush Natural Zen.

A natural sanctuary on the edge of miles of protected Forest. Enjoy a retreat to peace and serenity. King bedroom with a private entrance and full bathroom ensuite. Natural fiber bedding and bamboo sheets. A quick drive to the end of the road will bring you to Withlacoochie Forest and River. There is a boat dock, swimming, hiking trails and picnic areas. This connects to Silver Lake. We have kayaks and paddle boards if you so choose to venture out on the water, or bring your boat!

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Popular amenities for Sumter County Holiday Accommodation with Breakfast

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with breakfast

4.92 out of 5 average rating, 64 reviews

Home in The Villages

KingBed w/Cart

KimRating, 5 stars1 month ago

Wonderful stay, conveniently located between Spanish Springs and Lake Sumter Town Centers. Loved having the golf cart for easy transportation throughout Villages. Dan was very quick to respond to all questions and concerns - great host!

5 out of 5 average rating, 212 reviews

Live like a Villager

MichelleRating, 5 stars2 months ago

I really enjoyed my stay with Robin! Everything was clearly communicated and I had no problems with anything. Robin's home is just like the pictures. I loved her front porch area and back lanai and garden. So many beautiful flowers! Coffee and bannana bread and fruit every morning. Thank you for a relaxing stay Robin!

4.9 out of 5 average rating, 51 reviews

Private room in Wildwood

Shared house. 2 comfortable rooms and 1 bathroom

MarthaRating, 5 stars2 months ago

We had a great experience with the couple that own the house both of them Gladys when out of her way to treat us as family It was a a fantastic stay Thank you Gladys and Carlos

4.82 out of 5 average rating, 11 reviews

Waterfront Paradise! Food & Wine

JamieRating, 5 stars2 weeks ago

Evan's place was the perfect stay! Everything i needed was provided and it was extremely peaceful and equally quiet. I would highly recommend Evan's place to anyone looking for somewhere to stay in the area!

5 out of 5 average rating, 57 reviews

Villages Clean, Comfortable Room & Private Bath

MarianneRating, 5 stars2 months ago

Fiona and David are ideal hosts. They were very hospitable and made me feel welcome. I highly recommend their Airbnb and feel very fortunate to have stayed with them. I will definitely stay with them again.

4.97 out of 5 average rating, 36 reviews

Home in The Villages

SUNSATIONAL!!

TeressaRating, 5 stars3 months ago

We had a wonderful time! We had everything we could have wanted and more. Plus, the couple of items we were needing, Nisa quickly offered to help provide them. Nisa is a wonderful host and the home is gorgeous. So well laid out, clean and beautifully decorated. We will definitely rent this unit again. Thank you, Nisa! You made our first trip to the Villages a wonderful experience!

4.96 out of 5 average rating, 166 reviews

Home in Floral City

Latitude 28 a little Patch of Paradise!

GregRating, 5 stars1 week ago

It was such a a great stay. Jamie's house was beautiful, clean, everything was perfect. Me, my wife and son loved this stay. Very cozy and super relaxing.