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!

Villages Perfect Location•Walk to Pool• Guest Pass

The Villages/Central ☀️ 4.96 when " shared" 🚪PRIVATE Entry & beautifully decorated 1 BR & full bathroom GUEST Pass 🌼 Garden+Wind Chimes view from BR 🏊‍♂️ Heated POOL/2 min walk 🛏 New Sealy Q Bed,WiFi, RokuTV (Netflix, Prime, Peacock), Workstation,Sound Machine, yoga mat 🛁 Bath essentials +shower/tub ☕ Coffee, tea supplies provided ( no meals) Snacks provided 🍴 FULL Kitchen access/Dining room/Liv R 🧺 W/D screened LANAI, back yrd priv fence Outside security camera & Front Door -Ring

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!

Historic Sweetwater Cottage |Fenced Yard & Firepit

Stay in a charming pet friendly 1920s historic home in Dade City featuring a fully fenced yard, front porch swing, and firepit.— thoughtfully updated with modern comfort. Highlights: • 2 bedrooms: 1 king bed, 1 queen bed + air mattress • Front porch swing — perfect for morning coffee or evening relaxation • Deck with grill for outdoor dining • Firepit with chairs for cozy nights • Cornhole game for added fun • Just 10 minutes from downtown Dade City • 15 minutes from Saint Leo University

Quet’s Place | 10-Acre Retreat in Richloam

Escape to the peace and quiet of Old Florida at Quet’s Place, a private 10-acre retreat tucked down a scenic gravel road in historic Richloam. Relax on the front porch with your morning coffee, watch wild turkeys and deer pass by, and unwind in a setting that feels a world away from the noise. Whether you're looking to slow down and enjoy the country or explore nearby attractions, this is the perfect place to relax and recharge.Just about an hour from Florida’s major theme parks.

Charming Lakefront Retreat with Private Dock

Our lakeside retreat is situated in Lake Panasoffkee, a charming rural community that offers stunning vistas of the lake. The area boasts a rustic ambiance, making it a truly picturesque getaway. From fishing spots, private dock, kayaks & paddle boat, jacuzzi with the most amazing view of the lake, BBQ area, fire pit right on front of the lake, plenty of porches to enjoy all the beautiful views of the lake & canal, even when you are making those delicious meals.

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.

Vibrant Villa-Sumter Landing! NEW Golf Cart, KING

This 2BR/2BA Villa puts the BEST of The Villages at your fingertips! Step outside to your own private putting green & patio. Inside, an open floor plan & lanai invite you to relax. Your Adventure begins with a NEW 4 seat Golf Cart & Townie Bikes. Prime Location, In-between Sumter Landing & Spanish Springs. 5 min to Pools, Golf, Pickleball & Town Square Entertainment!

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!

Casita or small house

Private bedroom with queen size bed, and private bathroom located in separate house commonly called a Casita. The Casita is connected to an adjoining courtyard which contains a hot tub. There is a private entrance to the Casita.