Holiday rentals with a pool in Sumter County

Nature Coast Lakeside Getaway- Pool Home w/ Dock

Enjoy lakefront living close to everything the Nature Coast has to offer. Entire home is for your use with a private pool and boat dock. Beautifully decorated and comfortable living space to enjoy some family time. The 3 bedroom home has 2 king beds, 1 bunk bed (twin and full size) and 1 twin trundle bed. Sleeps 8. Enjoy using the 3 kayaks on the lake during the day, then challenge each other to a game of 8 ball at night on the billiards table. Swim and enjoy cocktails by the pool on the lanai.

Weekly SALE in Oct• 1/1• Pool nearby•Free GPass!

Kick back & relax in your CHARMiNG NEW patio villa 1 bedroom & bathrm- 3rd person sleep on full recliner sofa . 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.

Fuel Your Passion, Epic Moto Ranch Privateer

Embark on your escape to the Moto Ranch at Croom; an unforgettable off-road & outdoor adventure in the heart of nature. Situated on a serene 5-acre compound inside Croom Motorcycle Area & Withlacoochee State Forest, this is your exclusive getaway to almost endless thrilling motorcycle/ATV trails, outdoor experiences like mountain biking, horseback riding, kayaking, etc. and best of all… endless natural beauty! ☑ Many modern amenities of home ☑ Private access to Croom’s trails ☑ Pets welcomed

Brooksville Oasis! 3 Bedroom, Heated Pool Home

Have fun with the whole family and escape to your Private Oasis in Brooksville! Relax and unwind in this stunning 3-bedroom pool home, perfect for your next family getaway or friends' retreat! *You are required to sign our pool waiver. If you do not sign the waiver, we have a right to cancel the reservation, fee free. You will not be allowed to access the property unless this document is signed as this is required by our insurance. We will send it immediately after booking. Thank you!*

Safari themed private addition with pool/hot tub.

This special Guest house addition is close to everything in The Villages! Making it easy to plan your visit.! We are in The Village of Osceola Hills at Soaring Eagle Preserve. A short golf cart or car ride to Brownwood Square and Sumter Landing Square for dining, shopping, and dancing! A 5 min jaunt to two plazas for groceries, gas, and eating:-) Access to play over 50 golf courses at a minimal fee. Ask us about our easy 4 seater Golf-cart rental and upon request free Guest passes!

Location Can’t be Beat! With cart!

Experience The Village's retirement community lifestyle! The patio villa is located near Spanish Springs Town Square and the shopping corridor, where you will find nightly entertainment, dining and shopping. Walk to Savannah Center & Glenview Country Club. Your rental includes the complimentary use of a Yamaha gas golf cart and Guest ID cards that provide you access to our recreation facilities. Monthly guests may purchase Resident ID cards ($50) that include free executive golf.

Zen Escape • Pool • Trails • Outdoor Kitchen

Wander Floral City Oasis is a 20-acre retreat between Orlando and Tampa, surrounded by lush nature and wildlife. Enjoy private walking trails, a peaceful labyrinth, yoga spots, and stargazing far from city lights. The home features a private pool, luxury outdoor kitchen, and serene spaces for meditation. Explore the Withlacoochee State Trail or kayak with manatees in Crystal River. Every moment here is designed for deep relaxation and connection with nature.

Hickory Breeze Guest House

We invite you to come and enjoy our little piece of country in north Pasco County, Florida! Not fancy, but comfortable is our objective for our guests! We are not a business (nor are we owned by a business) therefore we do not conduct our hospitality like a business, but rather as hosts looking to meet and make new friends! We do all our own cleaning and set-up in the guesthouse so that we know it is done the way we would do it for our own family.

Spacious 3BR in The Villages | King Bed | Golfcart

Four Seaters Golfcart Available! With an amazing view of the landscape right from the balcony with comfy chairs, this home is a perfect spot for relaxation! With a four seater golf cart, you will be minutes away from golf courses & recreation centres like the Water Edges Postal, Eastport Town Square, Saluki Recreation Center, Brownwood Paddock Square, etc. Please be advised that a $50 charge applies to get the lifestyle ID