Holiday rentals with breakfast in Sumter County

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

Latitude 28 a little Patch of Paradise!

"Latitude 28" in Floral City is a spacious 2 BR/2BA Mobile Home. Once inside you'll find semi-open living concept with split bedrooms; Ciozy bedding w/Queen Pillowtop & ensuite bath in MBR, GBR offers Full gel-foam topper. Living area has unique design elements from a local artisan. Amenities include 40" Smart TV, Wi-Fi, fully equipped eat-in Kitchen w/Keurig. Large Sun Room overlooking the expansive lawn great for Birdwatching and located just .07 miles from Trail for Cycling Enthusiasts!

Live like a Villager

Formerly a Superhost since 2015 but I had to take time off from renting and lost my status. Centrally located home (Village of Poinciana), between the three main town squares, a private suite (bedroom + bath). My home is close to Lake Sumter Landing. Perfect for a couple or single traveler to experience life in this amazing place. I'll arrange for guest passes so that you can enjoy the amenities! PLEASE NOTE - Non-smoking including outdoors on patios, no pets permitted, 14 day maximum rental.

The Historic Sweetwater Cottage Firepit & Cornhole

Enjoy a stay at this charming historic home in Dade City, Florida with a fully fenced in backyard. Perfect for relaxing getaways with modern comforts and cozy spaces. Highlights: •2 bedrooms: 1 king bed, 1 queen bed & 1 Air Mattress •Deck with a grill for outdoor dining •Firepit with chairs for cozy evenings •Fully fenced in backyard •Cornhole game for added fun •Perfect blend of historic charm and modern amenities •10 minute drive from downtown Dade City, 15 minutes from St Leo University

Living the Dream | Pools, Golf & Entertainment

Beautifully furnished 3-bedroom home in The Villages, just 5 minutes to Sumter Landing. Surrounded by walkable championship and executive golf courses. Golf cart included for easy access to dining, shopping, and nightly entertainment. Enjoy new furniture, a heated massage recliner, enclosed lanai, private landscaped backyard, and a peaceful neighborhood—perfect for relaxing or enjoying the active Villages lifestyle. Book now and experience The Villages the way it was meant to be enjoyed!

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!

Private ensuite in The Villages-guest card incl

Discover paradise in the welcoming St Catherine community in The Villages, where all conveniences are mere steps away. Enjoy nearby Sawgrass Grove for entertainment and dining. Amenities such as adult pool, pickleball, trails, cornhole, and an 18-hole course. Additional golf courses and shopping squares are a short drive away. In The Villages, the weekend vibe is everyday, perfect for relaxation or activity. Should you have any questions,, please don't hesitate to reach out!

Sunshine Villa-3bd, Backyard Oasis, Dog Friendly

Take it easy at this unique & tranquil getaway. You will not be disappointed in this impeccably clean, wonderfully decorated & spacious villa! Our villa offers 3 comfortable bedrooms, 2 full bathrooms & a spacious living/dining area to exceed all your wants and needs for a great stay. In addition, the fully fenced in backyard offers an amazing oasis for relaxation & enjoyment! A golf cart is included to ensure your stay will be amazing! Small dogs under 35 lbs. welcome.

Villages Clean, Comfortable Room & Private Bath

Fiona & I bought our new home in The Villages, Sept 2020. We were successful Airbnb hosts in our prior home since 2017. We are "young" retirees after long careers in aerospace & health care. We absolutely LOVE being hosts & meeting different people. During your stay we will make you very comfortable. We offer complimentary breakfast; tea, coffee, toast, cereal, milk etc. We can get you a guest ID if you plan on using the amenities.

Corner house in The Villages.

Quiet, NO PARTY HOUSE. Lovely Home fully equipped with all amenities. House is stocked with linens, utensils, toaster, blender, basic soap products, towels. Everything you need to enjoy a relaxing stay at the house. 4 Guest max. ENTIRE house is yours. TV, Wifi, etc.. Garage Parking. Gold cart NOT included BUT very reasonable rentals. Which we can provide you information.

Shared house. 2 comfortable rooms and 1 bathroom

Forget your worries in this spacious and serene shared house with 2 bedrooms with a private bathroom separate from the owners' room, community over 55, golf courses, swimming pools, tennis, and many recreation centers for many other activities Free parking, golf cart, home office with printer, and good outdoor space for grilling with outdoor dining area

KingBed w/Cart

Enjoy this 2 bedroom, 2 bath home located less than 2 miles away from Spanish Springs Square and Lake Sumter Landing. Take your car, or travel by the four seater, gas golf cart to get the full lifestyle experience the Villages has to offer!