Vacation rentals in Sugarmill Woods

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Top-rated vacation rentals in Sugarmill Woods

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

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Guest favorite

Home in Ocklawaha

5 out of 5 average rating, 6 reviews

As good as it gets! Lakefront - with a pool!

This 2/1 house sits directly on a large private beach with a massive enclosed pool area including an outdoor kitchen, smart TV and lots of space to relax. This is our family vacation home, so everything is there to ensure an amazing stay. A new two story dock offers spots to moor a boat or jet skis, and lots of sun and fun space: paddle boards, fire pit, picnic table, etc. A separate cottage is just behind it. Find it listed under my profile. Rent both together for a big family gathering!

Superhost

Villa in The Villages

4.9 out of 5 average rating, 20 reviews

Beautiful villa near Sumter Landing w/ Golf Cart

Perfect central location between Lake Sumter Landing and Brownwood Paddock! 4 seat electric golf cart provided to enjoy exploring all that The Villages has to offer. Totally remodeled, new appliances, new flooring, new furnishings, large screen TV's in every room. Luxurious king bed in master and queen bed in guest bedroom. Fully equipped kitchen with everything you would need to prepare a delicious meal. Decorated with comfort in mind including 4 power recliners & extra comfy bedding.

Superhost

Home in Holiday

4.92 out of 5 average rating, 13 reviews

Charming Sunshine Retreat

Welcome to our charming retreat in the heart of Florida! This cozy Airbnb is perfectly situated for your convenience, with easy access to shopping, dining, and all the amenities you could desire. Nestled just a stone's throw away from the stunning beaches that Florida is renowned for, you'll find yourself immersed in coastal bliss. Book your stay at our centrally located Florida retreat and discover the perfect balance between relaxation and excitement. Your dream vacation starts here!

Guest favorite

Home in The Villages

4.88 out of 5 average rating, 26 reviews

Entire Home in The Villages Absolutely Beautiful!!

Neighborhood Pool, WIFI, Free Parking, Backyard View Excellent location, 2 bed 2 bath open floor plan home that borders a nature preserve looking out the lanai in the Village of Palo Alto. Walking distance to Spanish Springs and close to Lake Sumter Landing. Enjoy area amenities including pools, golf courses, tennis, pickle ball, shuffleboard and live entertainment every night of the week in three different locations. I do not live there. Prices include golf cart!

Guest favorite

Home in Crystal River

4.94 out of 5 average rating, 146 reviews

WaterFront Beauty (St. Martin’s Riverfront)

Direct Gulf access with no bridges - Sunsets like no other! Deep water with Floating Dock. Unique Waterfront home sleeps up to 14 people with breathtaking views of the St. Martins River and Preserve! Sunsets like no other from the wrap around porches and upper decks. Fish from the dock or watch the dolphins and manatees swim by. Take the kayaks out for a spectacular backwater adventure into the preserves. New furniture updated 9-15-23 (pics soon)

Guest favorite

Guest suite in Port Richey

4.86 out of 5 average rating, 36 reviews

CozyCoast1

Our cozy vacation rental has a private entry fully gated with one queen bed, and if needed & requested i have a small toddler bed and a personal bed. Small separate kitchen with (small gas stove, microwave, coffee maker, Rice maker, frying pan, small dining table ). Private Bathroom and Parking for one car. Maximum 3 guests on property at a time, smoking only allowed outside in the patio area. stores 10min o less

Guest favorite

Home in The Villages

4.95 out of 5 average rating, 84 reviews

Custom luxury Ranch in Sunset Point

Beautiful luxury rental in The Villages. Close to Lake Sumter Landing. All Marble, Granite, Flat screen TV's in Every Room, Bathrooms with amenities like rain forest showers, steam room, Bidet toilet in master, and Jacuzzi tub. Built in Sound system, upgraded Kitchen and Lanai with TV and AC. No Smoking, parties, or Pets. Primary renter Has to be 35 yo or older.

Guest favorite

Home in The Villages

4.82 out of 5 average rating, 17 reviews

Location, Location! Hot Tub!

Best location in The Villages. Abutting Bonifay Country Club; close to shopping, Sarasota golf practice facility, multiple pools, pickleball courts, and other recreational amenities. Equal distance to Brownwood and Sumter landing. Golf Cart included in rental. Modern, clean, and bright. Check out reviews on Vrbo. Property listing number 2007250. New to airbnb

Guest favorite

Condo in Paradise Lakes

5 out of 5 average rating, 18 reviews

Vacation Nude! N5 Studio @ Paradise Lakes

Enjoy Paradise Lakes Clothing Optional Community in this 1sr floor unit. Newly remodeled and upgraded Queen bed unit. Kick your feet up and relax. Cook a full meal to your desire in the fully equiped Kitchenette. Set yourself free in this clothing optional community with access to resort clubhouse/pool (not included/optional).

Top guest favorite

Home in The Villages

4.94 out of 5 average rating, 87 reviews

FREE Golf Cart + Fabulous Location + Classy Decor!

Nestled in Winifred Village, this beautifully adorned home is a gem in The Villages. A quick golf cart ride to Lake Sumter Landing and the Polo Field, and backing onto the Arnold Palmer Golf and Country Club, it's a golfer's paradise. Plus, a pool is just a short walk or a minute's cart ride away!

Top guest favorite

Home in The Villages

5 out of 5 average rating, 14 reviews

The Villages Lake front Luxury.

Enjoy a peaceful getaway or bring the family! You will be close to everything! Steps from the lake as well as poinciana pool. Near Sumter landing and surrounded by golf courses, rec centers, and pools. Daily live music and dancing. So many fabulous restaurants, and shopping.

Superhost

Home in Hudson

4.75 out of 5 average rating, 4 reviews

Driftwood Isles - New 2025, w/Elevator, Boat Ramp

Spacious new home designed for your perfect vacation. Elevator, Two master suites and a large deck for the ultimate vacation. Kayak, fish, scallop or go beach hunting right from the property. Boat ramp is free to use next door and public, deep water ramp is a mile away.