Holiday rentals in Sugarmill Woods

4.98 out of 5 average rating, 103 reviews

Bungalow in Oldsmar

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

5 out of 5 average rating, 6 reviews

Home in Ocklawaha

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!

4.93 out of 5 average rating, 14 reviews

Home in Holiday

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!

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!

4.94 out of 5 average rating, 146 reviews

Home in Crystal River

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 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

4.93 out of 5 average rating, 59 reviews

Home in Palm Harbor

Private pool, Golf Cart, Completely Renovated!

Discover the ultimate retreat in a central location! Golf cart to Down town, restaurants, breweries, parks, and trails! Multiple beaches with-in a 10 minute drive. This thoughtfully equipped home is an oasis of leisure, offering a pool, games, and a fully-equipped kitchen. Optional Golf cart rentals, private boat rides and fishing trips add to the excitement. Book now for an unforgettable experience!

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.

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

Apartment 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).

4.94 out of 5 average rating, 88 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!