Holiday rentals with breakfast in Sumter County

4.9 out of 5 average rating, 21 reviews

Waterfront Paradise! Food & Wine

Waterfront House with 2 rooms for rent, most affordable Villages luxury! Enjoy the beautiful views and serenity from the front and back porches. There is no access to the garage or kitchen, except for filtered water from the sink and the dishwasher. We offer an outdoor gas grill with a gas burner, pots & pans, dishes, microwaves, refrigerators, etc We offer a free, light breakfast every morning, and 12 ounces of sangria wine per day per booking. Free street parking in our tranquil cul de sac

Superhost

Home in The Villages

5 out of 5 average rating, 3 reviews

Location•Brownwood area• Newer 1/1• pool nearby

Kick back & relax in your CHARMiNG NEW patio villa 1 bedroom & bathrm-located in The Villages. ADULT HEATED POOl is a /2 min walk .This lovely home sits on a priv CULDASAC w/butterfly GARDEN in the front yard. WIND CHIMES can be heard from your BR window as you look out at the GARDEN . Newer queen bed & bathroom w/ tub shower. Full kitchen w/ din.area. BEAUTIFULLY dec. living room w/ recliner sofa, comfy chairs & TV. Private SCREENED LANAI w/ chaise lounge & rocker. HAMMOCK. PRIVACY FENCE

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

4.96 out of 5 average rating, 175 reviews

Home in Floral City

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!

5 out of 5 average rating, 212 reviews

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.

4.83 out of 5 average rating, 24 reviews

Private room in Wildwood

Private Oasis with eclectic vibe

Enjoy this unique and tranquil getaway on a private cul de sac. Your special bedroom is located off a private hallway beside your private bathroom. The bed has a custom queen-size mattress, quality linens and a goose-down coverlet. A TV is available with popular apps downloaded. The house has a designer kitchen, lanai and outside patio where guests are encouraged to relax and enjoy the lush and private views. My love of gardening bestows a welcoming environment. (*There are 3 live-in cats)

4.88 out of 5 average rating, 81 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, 25 reviews

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!

5 out of 5 average rating, 57 reviews

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.

Home in The Villages

New place to stay

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.