Holiday rentals in Lake Monroe

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Top-rated holiday rentals in Lake Monroe

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

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Superhost

A historic home is showcased from the front, highlighting its green exterior and large porch. Colorful landscaping features vibrant flowers and lush greenery, providing an inviting entrance. A paved walkway leads to the porch, surrounded by trees offering shade.

Home in Sanford

4.81 out of 5 average rating, 255 reviews

Dr. Strickland Home, Sanford Business District

This beautiful historic home has a unique history and is located in the heart of downtown Sanford. Please note, this home is NOT in a residential neighborhood. Centrally located between Daytona Beach and Orlando/Disney. Nearby are the Central Florida Zoo, Seminole Sports Complex, Civic Center, & numerous family-owned restaurants and watering holes, even lakefront dining! Minutes from the Orlando-Sanford Airport, (SFB), Amtrak Autotrain, I-4, & the Sunrail. There is also a free local trolley!

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Guest favourite

A screened wrap-around porch offers views of the lake, with sunlight casting striped shadows on the floor. Two lounge chairs are positioned for relaxation, while a colorful playpen is set against the railing. Decorative surfboards are mounted on the walls, enhancing the space's charm.

Cottage in Sanford

4.97 out of 5 average rating, 267 reviews

Lakefront,Sanford airport, Boombah, Venue 1902,UCF

The lake front cottage is located on a private estate 1 mile south of Sanford airport, 4 miles to Sanford historic district, and 3 miles from Boombha Sports Complex. This cottage has a Fully equipped kitchen, light bright liv/din area, screened wrap around porch. Perfect spot for your next family vacation or weekend get away. While staying at the cottage you are welcome to enjoy our paddle boards and kayaks. Also catch and release fishing. No pets. Discounts for non-refundable cancellations.

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Top guest favourite

The exterior of a newly built home is displayed, featuring a modern design with a stone accent wall and large windows. The front porch is covered, providing an inviting entrance. A grassy area surrounds the home, with trees in the background enhancing the natural setting.

Home in Sanford

4.99 out of 5 average rating, 122 reviews

Sanford Get Away Casa

The whole group will be comfortable in this spacious and newly built home in downtown historic Sanford, FL. Less than 10 minutes to the Sanford International Airport, this 3 BR, 2 BA, new stylish contemporary home is loaded with amenities to help make your stay enjoyable at Sanford Get Away Casa. All bedrooms have TVs, including family room and gaming room/office, which can be shut off from other rooms for a quiet space. Kitchen, family and dining rooms are an open space, great for entertaining.

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Guest favourite

A spacious bedroom is shown, featuring a large bed with neutral bedding and pillows. Two bedside lamps provide soft lighting. A chair with a throw blanket sits in the corner beside a tall plant. Artwork hangs on the walls, and a window with sheer curtains allows natural light.

Home in Sanford

4.94 out of 5 average rating, 131 reviews

Bright & Airy in DowntownSanford

Beautiful, modern, and immaculately clean place with character and small town charm located in the very heart of historic downtown Sanford. Only steps away from the best dining and entertainment, and just a short drive away from all that Orlando has to offer! You will love the two spacious bedrooms, each fitted with luxurious king size beds and their own workstations. The rooms are split on either end of the home for extra privacy. Make a meal or pour a drink in the lovely fully stocked kitchen.

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Guest favourite

An outdoor seating area is shown on the deck, featuring comfortable wicker chairs with blue cushions arranged around a glass fire pit. The space is shaded by a canopy, and a patterned rug adds a decorative touch. Boats can be seen moored nearby.

Houseboat in Sanford

4.91 out of 5 average rating, 68 reviews

The Prom Queen Houseboat

This memorable place is anything but ordinary. Welcome to The Prom Queen on Beautiful Lake Monroe in Historic Downtown Sanford, Florida. We are super excited that you choose our beautiful Houseboat for your vacation. This Houseboat boasts 2 bedrooms, and one and half bathrooms. The Prom Queen boast 1850 square feet of indoor and outdoor living space. There are three deck spaces, and an outdoor table that seats six with a gas grill to enjoy our beautiful Florida sunsets. Boat is stationary only.

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Guest favourite

The houseboat is docked alongside the marina, featuring a spacious upper deck covered by a red awning. Large windows provide visibility into the main deck. The waterway reflects the blue sky, with palm trees in the background, accentuating the serene marina setting.

Houseboat in Sanford

4.84 out of 5 average rating, 200 reviews

Houseboat - 60 FEET OF FUN!

Stay aboard this luxurious 2-bed/2 bath, 2-story "floating condo" docked 3 short blocks from Historic Downtown Sanford. Fish off the dock. Observe birds, turtles, and manatees. Bike or walk to town. Enjoy the lakeshore RiverWalk. See a play/catch a show at the historic theatre. Browse an art gallery. Enjoy the ecclectic mix of restaurants, bars, and shops. Feed a giraffe, try the zipline/aerial obstacle course at the Central Florida Zoo. PLEASE NOTE: THE HOUSEBOAT DOES NOT LEAVE THE DOCK.

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Top guest favourite

A charming houseboat with a teal exterior is shown moored at a marina, reflecting in calm waters. The upper deck is accessible by a ladder, and neighboring vessels and palm trees form a scenic background.

Houseboat in Sanford

4.97 out of 5 average rating, 150 reviews

Downtown Marina Floating Home Historic Sanford

You'll love this unique romantic escape located in historic downtown Sanford! This is a nearly new built top of the line Houseboat and you will be amazed at all the amenities fit on this 12x40 floating tiny home. Nicely suited for one couple. One step to get in and then all on one level other than the upper deck. (Ladder) Max occupancy at any time is 4. Walking distance to downtown restaurants, shops and so much more. Note that this is a very small space if you are used to a full size home.

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Top guest favourite

The exterior of the home features a welcoming front entrance with a gray door and arched window. The pathway is lined with colorful foliage, and tropical plants surround the entrance. A lamp post stands at the forefront, providing soft illumination amidst the lush greenery.

Home in Sanford

4.98 out of 5 average rating, 295 reviews

Clean, cozy home in a GREAT location

This clean, comfortable home is in a peaceful neighborhood and centrally located to everything you may wish to enjoy while on your Central Florida vacation. Literally two to three minutes away from I-4, highway 417 and a multitude of shopping and dining options. Universal Studios, Sea World and Daytona International Speedway are all within about 40 minutes, while Disney World and Kennedy Space Center are about 50 - 60 minutes. Also easy access to Sanford and Orlando International Airports.

LocationFamilyAccuracy

Guest favourite

A charming houseboat with a distinctive gabled roof is shown docked by the marina. The exterior is adorned with orange doors and a welcoming porch. Reflections in the calm water create a serene atmosphere, surrounded by other boats and the soft colors of dawn in the background.

Houseboat in Sanford

4.92 out of 5 average rating, 53 reviews

The Famous Houseboat in Sanford (featured on HGTV)

The Famous Tiny Houseboat named ‘Downtown Dharma’ is a gorgeous floating houseboat parked at the Monroe Harbour Marina in beautiful Historic Downtown Sanford, Florida just 20 minutes North of Orlando FL. It was made famous after being built on HGTV’s Tiny House Hunters TV show in Season 4, Episode 13. Over 500 sq ft, entire house on the water, full bath, kitchen, living room, bedroom, chill space (extra couch for tiny person) and porch. Super unique and cool space you're sure to love!

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Superhost

A sun deck features two white lounge chairs positioned on vibrant green artificial grass. The surrounding walls are adorned with black and white tropical-themed artwork, complemented by two windows providing natural light. A clear blue sky is visible above, enhancing the inviting outdoor space.

Boat in Sanford

4.91 out of 5 average rating, 374 reviews

Unique Concrete House Boat! No cleaning fees!

This ferrocement boat Later Gator was made in Sweden in 1973. That’s right! It’s made of concrete! The boat circumnavigated the globe twice before eventually ending up here in sunny Sanford FL. We spent 2 years completely renovating everything and tried to leave as much of the boat’s original personality intact while adding modern amenities. Laundry facilities, showers and restrooms, diner, and marina store all on site, and downtown historic Sanford and river walk close by.

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Guest favourite

Home in Sanford

4.87 out of 5 average rating, 284 reviews

Private Pool at Flamingo Cottage

This 3 bedroom, 1.5 bath is equipped for a peaceful stay! At the intersection of 429, I-4 & SR417, under 40 miles from Disney & Parks, close to shopping & transportation, a screened private pool, a backyard, cable, wi-fi, new appliances, fully equipped, renovated kitchen, a washer and dryer. Inside, tile floors keep allergens at bay. An older home set up to be comfy and homey. Vacation in a home setting! With outdoor seating and citrus trees, Florida is at your doorstep!

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Top guest favourite

A charming yellow cottage with a metal roof is docked at the marina. A covered front porch features blue chairs and offers a view of the water. An American flag waves gently, while a sign indicates a private dock. Lush greenery surrounds the area.

Houseboat in Sanford

4.98 out of 5 average rating, 211 reviews

Floating Cottage. . . experience the magic

Welcome to FLOATING COTTAGE . . . Imagine staying in a small cottage, gently afloat on the beautiful St. Johns River in Sanford, Florida. Perfect for social distancing! Sanitized between guests. Contactless check-in. Floating Cottage provides a magical space to relax, refresh and explore. Relax on the front porch; enjoy the warm breeze while watching marina activity, and the bounty of nature. Enjoy the peaceful comfort of the fully equipped small home.

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