Holiday rentals with a pool in Tavares

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.

Casa Bohemian Retreat- Pool Home-9 Guests

Relax with the whole family at this peaceful place to stay in Tavares, America’s Seaplane City. Perfect for work trips, visiting family, snowbirds or just spending a fun weekend to enjoy Floridas entertainment and weather. Bring your RV or boat to our side yard. There are at least 5 main lakes to explore. Located just a few min away from Mount Dora and Tavares historical downtown with many restaurants, events, activities and shopping to do! Conveniently located to many wedding venues.

Sapphire Cottage - sleeps 6, on 5 acres with canal

Escape to Sapphire Cottage, a 5-acre wooded retreat with a private canal boat dock. Relax by the shared pool, fish from the dock, or enjoy a BBQ at the firepit. Our cozy cottage features a queen master, 2 sofa-beds, a full kitchen, and dining for 6. From meeting our farm animals, biking, kayaking, or reading in the gazebo, there is something for everyone! We live in the main house across the way and are happy to help while ensuring you have a peaceful stay. Come make lasting memories with us!

Silver Lake Guest Pool House Very Private !

The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool. Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from food stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers.

Galloway Getaway Ranch

This 10-Acre Hay n' Stay Destination is perfect for Equestrians and those looking to escape the hustle and bustle of the city. Relax by the pool or take a stroll through a pasture, plenty of room to roam. Located near Florida's top Horseback Riding Trails, Theme Parks, and Beaches, and just minutes away from Historic Downtown Mount Dora offering fantastic dining and shopping experiences. Be sure to visit the local Natural Springs nearby including Wekiva Springs, Rock Springs Run, and more!

New Luxury Home-Pool-Waterfront View-3 King Suites

Enjoy this unique, tranquil getaway in a new 2023 home less than 3 miles from Sawgrass Grove (nightly entertainment, restaurants), and only a few blocks from Mickylee Pitch and Putt, Jubilee Putting Course, and the new Franklin Recreation Center. Ezell, Homestead, and Citrus Grove Rec Centers are all under 3 miles away. Back yard with lanai, pool with fountain, pond, and trees is a RARE find in The Villages! 3 king bedroom suites! Golf cart (4 seats) available for an additional fee.

Entire 3 Bed Home, Pool, boat parking, by the lake

Discover the tranquility of this modern, serene 3-bedroom, 2-bathroom home, boasting an expansive porch and a screened-in pool, Wifi and AC. Nestled in a community with lake access, it's ideal for boating and water activities. The property is conveniently located about 5 minutes from downtown Tavares, 10 minutes from Mount Dora, roughly 10 minutes to Eustis, 1 mile from Wooton Park, 46 minutes from Ocala National Forest, and a mere 52 minutes from Universal Studios and Walt Disney World.

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.

Langoon Lodge (4-BR 3-BA, 7 beds) Walk to DT&Lake

Luxurious 2-story, 3-BR, 2-BA + loft and 1-BR, 1-BA guest house in historic Mount Dora. (8 beds, sleeps 10) Enjoy a private pool (not heated), tropical landscaping, outdoor dining, BBQ, and smart home features on a quiet street. Short walk to downtown shops, restaurants, Lake Dora, and more. Professionally designed and furnished in Nov 2025! Fully equipped kitchen. Parking spaces up to 4 cars in driveway. Book now to enjoy this inviting lodge! Click 'Read More' for details...

Lake Dora Dream-Waterfront/Pool

Luxurious lakefront home on Lake Dora - 8 minutes to downtown Mount Dora and Tavares. Enjoy your vacation in this newly renovated pool home (Pool Not Heated) on Lake Dora and the Harris chain of Lakes. Bring your boat or rent one nearby to explore the area by water and cruise the Dora Canal to Lake Eustis. Included is a guest apartment with private entrance totaling 4 bedrooms and 4 full baths. Just a half mile to the Tavares Pavilion and dining in downtown Tavares.

King Bed, Golf Cart, Small Dogs & Water Filter!

Your NEW home includes a very comfortable KING BED and GOLF CART!! With its SUPER CLEAN coastal decor, fully equipped kitchen for meal prep, and a whole house NOVA WATER filtration system, you’ll have everything you need for a relaxing and enjoyable stay in The Villages. Find out why The Villages is the fastest growing and largest 55+ community in the WORLD, where visitors of all ages are welcome to play. The fun and sun is only the beginning!! 2 SMALL DOGS OK.

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.