Holiday rentals in Lake Sumter

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Top-rated holiday rentals in Lake Sumter

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Home in The Villages

4.97 out of 5 average rating, 59 reviews

The Puzzle House near Town Squares & Shopping

Welcome to the Puzzle House, perfectly located between the Town Squares of Sumter Landing and Spanish Springs, where puzzles and relaxation come together to provide you with an unforgettable experience. This 1 Bedroom (King) 1 Bath Patio Villa has: New Kitchen, granite countertops, New Washer and Dryer, Full linens, and fully functional kitchen. It has a roll-away bed for an extra guest and a 75in TV. Enjoy 2 arcade games - Buck Hunter Arcade game & Basketball Passes - See Guest Access Below

Guest favourite

Villa in The Villages

5 out of 5 average rating, 9 reviews

2/2 Courtyard Villa in INCREDIBLE Location

Tasteful 2 bed/2 bath courtyard Villa, minutes to Lake Sumter Landing. Villa boasts modern comfortable furniture, with an enclosed lanai that overlooks a private fenced in backyard. Gas cart included with stay. Location within the community is ideal, being only a five minute golf cart ride to all the shops restaurants, and entertainment provided at Lake Sumter Landing, as well as multiple golf courses. Quiet and peaceful, yet ideal for those who wish to partake in all The Villages has to offer.

Guest favourite

Home in Lady Lake

4.96 out of 5 average rating, 285 reviews

Cozy Lady Lake Guest House

Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

Guest favourite

Home in The Villages

4.96 out of 5 average rating, 148 reviews

Home away from home entire house

Located in an excellent area in the Chatham neighborhood, of the Bromley villas. This home offers easy access to restaurants, shopping and recreation. For nightly entertainment you're a short distance away from Lake Sumter land and Spanish Spring town Square where you will find many restaurants, grocery stores and free nightly live entertainment. This home is fully equipped with everything you need. Pets are allowed. Recreational guest passes included. Golf cart not included with reservation.

Guest favourite

Home in The Villages

4.95 out of 5 average rating, 81 reviews

1199 Merryweather - Walk to Lake Sumter Landing Sq

Wow! Gorgeous 2/2 courtyard villa; 5-star reviews. Walk to Creekside Landing pool & town square in THE most sought after location in the entire community. Private yard. Granite counters, vaulted ceilings, big birdcage, French doors & vinyl plank floor. No carpet. New recliners & patio chairs in 2023. New sofa 2024. King in master. Queen in guest br. Cable. WIFI. Rent a golf cart if you like. No pets here any longer. I manage a pet friendly 3br across street (sleeps 6). Rest of 2024=2nt min.

Guest favourite

Home in The Villages

4.94 out of 5 average rating, 126 reviews

Pool, golf cart, private backyard. Paradise!

Come and enjoy this relaxing piece of paradise surrounded by lush greenery with your own, small, private pool (not heated). "Serene on the Green" is a beautifully remodeled 3 bedroom, 2 bathroom designer home (1,536 sqft) with a large screened outdoor pool area with lots of privacy. Our location 320 steps from the Santiago Recreation Complex with two golf courses and a short ride to Lake Sumter Landing and Spanish Springs is perfect. A new custom 2021 Yamaha QuieTech golf cart is included!

Guest favourite

Home in The Villages

4.93 out of 5 average rating, 123 reviews

Remodeled 2/2 Baja style villa w/4 person cart

4 person, yamaha gas golf cart, offered at this baja style 2 BR, 2BA courtyard villa! The villa comes fully furnished with pots, pans, linens, and it even has a blow dryer and keurig! located in the De La Vista South area just off Morse, this villa is just a short cart ride to Spanish Springs or Sumter Landing. The villa has new stainless steel appliances, beautiful plank flooring, new carpet, and paint. King bed in the master, queen bed in the guest bedroom. Both bedrooms have TV.

Guest favourite

Home in The Villages

4.96 out of 5 average rating, 78 reviews

Fabulous Courtyard Villa close to Sumter Landing

This home is the perfect vacation. When we saw this beautifully decorated villa, we felt like we were home. The exquisite landscaping was exactly what we have been looking for! The location is a mile from Sumter Landing and a stone's throw from the two pools, billiards, shuffleboard, pickleball, bocce ball. The best way to see it all is by the golf cart!!! The Villages has its own GPS for the Cart Paths. Schedule your stay and start packing your bags for an amazing experience.

Guest favourite

Home in The Villages

4.94 out of 5 average rating, 110 reviews

Entire 3 Bedroom House (Sleeps 8) in The Villages

Spacious 3 bedroom house in The Villages. The house is newly renovated and features both a new 70 inch Samsung TV in the living room and a new 50 inch Samsung TV in the master bedroom with Hulu Live and Comcast Business high speed internet. The house is located near the Spanish Springs Town Center, Tierra del Sol and Glenview Country Clubs. We have a jacuzzi for your enjoyment, as well as a grill. The home sleeps 8 with privacy using a sofa bed located in the rec room.

Guest favourite

Villa in Lady Lake

5 out of 5 average rating, 5 reviews

Heart of The Villages

Stunning villa in The Villages! Whether you're looking for a peaceful retreat or an action-packed vacation, this home has it all. Enjoy breathtaking sunsets and serene water views from the patio and both bedrooms. The spacious open floor plan features a 65" TV and newer furniture, creating the perfect space for unwinding after a day of adventure. Near Sumter Landing and Spanish Springs, easy access to all the amenities and activities that The Villages has to offer.

Guest favourite

Villa in The Villages

4.96 out of 5 average rating, 69 reviews

Melody Lane's Crafting Getaway - Cricut Included

Relax & watch TV on a 55” LG OLED. Complete with linens, kitchen equipment, high speed wifi, plenty of relaxing patio furniture outside and closed in lanai. Craft with the supplies and machines in the Dreambox. This Crafting Getaway is located in the gated Village of Alhambra just a short golf cart ride away from the popular Spanish Springs Town Square & Lake Sumter Landing which hosts shopping, restaurants, movie theaters, and free live entertainment nightly!

Guest favourite

Home in The Villages

4.91 out of 5 average rating, 113 reviews

Patio Villa, Great Location, FREE Gas Golf Cart!

Located in the heart of The Villages, in the village of Fernandina, come stay at our cozy vacation home. Between the lively town squares of Brownwood Paddock Square & Lake Sumter Landing, there are tons of options for golf, recreation, & entertainment just a short golf cart ride away. FREE GAS GOLF CART! 24/7 roadside cart service included. This isn’t your average ‘bare bones’ investment rental. It's where our family stays when they come visit.