Holiday rentals with a hot tub in Wildwood

Entire 3 BR Home(Sleeps 8)+Hot Tub in The Villages

Live Music on the Square. Golf , Pools, tennis, etc Spacious 3 bedroom house in The Villages. The house has a hot tub on the back lanai. 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 and Glenview Country Clubs. The home sleeps 8 with privacy using a sofa bed located in the rec room.

Crystal River Paradise with King Bed and Hot Tub

You will not want to leave this enchanting "Old Florida" paradise tucked away in a 5-acre hammock of moss-draped oak trees. Enjoy your morning coffee on our comfy screened-in porch overlooking lush landscaping, listening to a soothing waterfall tumbling into the spring-fed pond. You're secluded in nature, yet only minutes away from manatees in nearby Three Sisters Springs, fishing in the Gulf,, and shopping. Perfect for your romantic getaway or solo retreat (base rate is for 1 to 4 people)

Safari themed private addition with pool/hot tub.

This special Guest house addition is Central to everything in The Villages! Making it easy to plan your visit. In The Village of Osceola Hills @ Soaring Eagle Preserve. Just North of Rt 44. A short golf cart or car ride to Brownwood Square & Sumter Landing Square for dining, shopping, and dancing! A 5 min jaunt to two plazas for groceries, gas, and eating:-) Play over 50 golf courses at a minimal fee, & free rec centers! We have an easy 4 seater Golf-cart rental , & request free Guest passes!

Modern Lake Weir House

Best sunset on Lake Weir! Lake front with private sand beach we are located on Sunset Harbor on Lake Weir. Plenty of dock space and beach space for several boats. House is on Bird Island and setup for entertaining friends and family. House was completely remodeled in 2018 with a modern contemporary design featuring 4 bedrooms, 2 bathrooms. One of the rooms is a movie theater with a 100” big screen that has a futon sofa. Can take the boat to Eaton’s Beach or Gator Joes just across the lake!

Poolside Paradise-w/ Pool & Golf Cart The Villages

Welcome to Poolside Paradise! Your dream getaway in a fantastic location within The Villages, FL. Nestled in The Village of Chitty Chatty, this stunning 4-bed, 3-bath retreat is your ticket to ultimate relaxation and fun. Explore the vibrant surroundings with ease, thanks to the complimentary 4-seater golf cart provided for your convenience. There are four (4) bikes available for guest use as well. You will have easy access to multiple recreation centers, town squares, & entertainment venues.

The Owl A-Frame Retreat/ with hot tub

Escape to The Owl A-Frame a private cabin designed for special occasions. Here you won’t have any neighbors around just the peaceful sounds of birds and the magical sight of owls. Surrounded by impressively trees far away from city noise and distractions. This is the perfect place to relax and reconnect. Soak in the hot tub while listening to nature. If you’re looking for a peaceful family getaway, a nature escape, or a place to create unforgettable memories The Owl A-Frame offers it all.

Serene Paradise Heated Pool/HotTub/TikiBar 4 BR's

Looking for a getaway for the whole family, a few couples, or a fantastic friends trip? If you are looking for Florida Heaven, you found it! Welcome to Paradise Palms! THIS is a amazing 4000 sq ft property! Our place sleeps up to 16! Its a newly furnished coastal beauty! You will feel like you are at a private resort! Step outside to a unique custom made Tiki bar, a huge Hot Tub, as well as a Salt water pool and waterfall. All this nestled on 2 acres for endless privacy and seaclusion!

Oaks Hideaway | Hot Tub | 6 Beds | Fenced | Pets

The Oaks Hideaway 🌿 A stylish 4BR, 2BA retreat 🏡 perfect for couples or families! Enjoy plush king-size beds 🛏️ for restful nights. Soak in the hot tub, unwind by the fire pit 🔥, or hang out in the fun garage lounge with ping pong, foosball 🏓, and more. Smart TVs 📺 in every room, a fully stocked kitchen, & serene outdoor dining 🌅 await you. The fully fenced backyard offers added privacy and peace of mind. Pet-friendly 🐶, single-level, and thoughtfully designed for comfort!

A+ Privacy | Hot Tub | BBQ + Dining | Family +Pets

Custom home with private garden, hot tub, outdoor dining & screened front porch. ★ "Beauituful home inside and out! I absolutely love the landscaping." ☞ Patio w/ alfresco dining + BBQ ☞ Backyard w/ private garden + hot tub ☞ Fully equipped + stocked kitchen ☞ Indoor jetted spa bathtub ☞ Card table + air hockey ☞ Multiple smart TVs (4) ☞ Indoor gas fireplace ☞ Pet friendly 11 mins → The Villages (cafes, dining, shopping) 12 mins → Eaton's Beach (swim + live music)

Private Country House | 16 Guests | Gatherings

Bring the whole family to this private 5-acre retreat, situated in one of the few hilly regions of Florida. Enjoy privacy, nature, spectacular sunsets, and starry nights—perfect for relaxing or enjoying outdoor activities. ⚠️ Gatherings require prior approval—please contact us before booking. Note: There is another house on the property that may be rented by other guests. Both are completely private, with no shared areas or parking.

Htd Pool & Attached Hot Tub. Rare corner propty

New heated pool with attached hot tub and waterfall! Located in the coveted Village of Richmond, experience a rare rental retreat with stunning 270° water views and total privacy near Brownwood Square—minutes from shopping, dining, and medical facilities. Enjoy a breathtaking bird estuary sanctuary while relaxing in the new heated pool with attached hot tub, open-concept living with elegant finishes, and a fenced backyard oasis.

Villages-Private Heated Pool-Central Location

Enjoy a stylish experience at this centrally located 3-bedroom home. 5-7 minutes golf cart ride from Sumter Landing, 15 minutes from Spanish Springs Square, 20 minutes from Brownsville Square. 200 Community pools some for adults only and some for families. 13 Recreation Centers with Pickle Ball, Shuffleboard, Billiards, Study groups, etc. 3 Old Fashion Town Squares with nightly Live entertainment. 44 Golf Courses