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Lake Monroe Rentals

From $146 per night (USD)
VRBO
Lake Monroe Floating Bungalow Downtown Historic Sanford
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You'll love this unique romantic escape located in historic downtown Sanford! Top of the line Houseboat and you will be ...
From $146 per night (USD)
VRBO
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Expedia
Historic Craftsman Bungalow
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This 1930's Historic Bungalow has been completely renovated from top to bottom. Featuring a bright open concept floor p ...
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Expedia
From $145 per night (USD)
VRBO
Floating Cottage . . . Gently on the river
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Poised to delight, Floating Cottage provides a magical space to relax, replenish and explore. The sweet yellow cottage ...
From $145 per night (USD)
VRBO
From $362 per night (USD)
Expedia
30 minutes to Orlando, Daytona Speedway & 15 minutes to Boombah Sports Complex.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to your private resort! If you want peace and tranquility, this is it. Located in an exclusive private neigh ...
From $362 per night (USD)
Expedia
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VRBO
Oversized bungalow, private, work from home
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Beautifully restored historic 1940s oversized bungalow on a 1 acre private fenced in property. Private parking on site. ...
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VRBO
From $125 per night (USD)
Expedia
The Palm Cottage @ Downtown Sanford
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Spacious Well Appointed Nicely Updated 2 bedroom. 1 bath Home in a Family Friendly neighborhood with easy access to all ...
From $125 per night (USD)
Expedia
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VRBO
30 Mins Travel Time to Disney , Daytona Beach, Orlando , NASA
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Perfect for a quite small family thats looking to see florida in any direction they want to explore.. 30 MINS Really Fom ...
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VRBO
From $168 per night (USD)
Expedia
Water Lovers Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Completely renovated custom 50’x14’ stationary houseboat available for short/long term rentals. Enjoy the beautiful worl ...
From $168 per night (USD)
Expedia
From $160 per night (USD)
VRBO
Charming bungalow in Sanford's historical district
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This home is one of the closest home to downtown Sanford. All bars, restaurants and the lake are in easy walking distanc ...
From $160 per night (USD)
VRBO
From $195 per night (USD)
Expedia
NOT YOUR TYPICAL HOUSEBOAT: 60 FEET OF FUN!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Luxurious 60-foot, 2-story moored houseboat. Brand new mini split a/c system just installed. Accommodates up to 4 peopl ...
From $195 per night (USD)
Expedia
From $137 per night (USD)
VRBO
Orlando Area Vacation Rental
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Recently updated with new beds and floors in Jan 2023! Keep it simple at this peaceful and centrally-located 3BD Bungalo ...
From $137 per night (USD)
VRBO
From $150 per night (USD)
VRBO
The Chef's Suite@Park Place Inn
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This Ground Floor suite is perfect for a romantic getaway for 2. Sleeping arrangements include one bedroom with a king ...
From $150 per night (USD)
VRBO
From $150 per night (USD)
VRBO
The Charming & Chic Studio@Park Place Inn
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Park Place Inn and Cottages is part of the Sanford Historic district and centrally located to downtown on one of the mos ...
From $150 per night (USD)
VRBO
From $150 per night (USD)
VRBO
The Coastal Cottage@park Place Inn
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Park Place Inn and Cottages is part of the Sanford Historic district and centrally located to downtown on one of the mos ...
From $150 per night (USD)
VRBO
From $150 per night (USD)
VRBO
The Ivy Cottage@Park Place Inn
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Park Place Inn and Cottages is part of the Sanford Historic district and centrally located to downtown on one of the mos ...
From $150 per night (USD)
VRBO
From $150 per night (USD)
VRBO
The Historic Craftsman (1st Floor)@Park Place Inn
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
We welcome you to stay in our spacious,1500 ft² family sized home that can accommodate up to 10 guests IF you book BOTH ...
From $150 per night (USD)
VRBO
From $98 per night (USD)
VRBO
The Cozy Cottage @Downtown Sanford
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Comfortable 2 Bedroom 1 Bath home located in a family friendly Downtown Sanford neighborhood Minutes from the historic e ...
From $98 per night (USD)
VRBO
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Expedia
3 Bedroom Single_family 418177 by Houzlet
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The end to you looking with this new beautiful house. 3 Bedroom 2 Bath in Debary. Houzlet publishes listings on Vrbo; wh ...
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Expedia
$Dog-friendly charmer with spacious interior, central AC, & W\/D - great location$
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Expedia
Dog-friendly charmer with spacious interior, central AC, & W\/D - great location
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Blue Casa Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
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Expedia
$Waterfront Tiny Houseboat Log Cabin\n$
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Expedia
Waterfront Tiny Houseboat Log Cabin\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
An unforgettable adventure awaits aboard our one of a kind floating tiny log cabin! Lovingly hand-made from cedar and cy ...
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Expedia
From $100 per night (USD)
VRBO
City Guesthouse in beautiful Historic Downtown Sanford
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Be right in the middle of it all! Our newly built, cozy guest house is ideal for 2, but can host 4 guests. Only steps fr ...
From $100 per night (USD)
VRBO
From $112 per night (USD)
VRBO
2BR COTTAGE IN SANFORD HISTORIC DISTRICT
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
THIS NEWLY RENOVATED TWO BEDROOM , ONE BATHROOM COTTAGE IS LOCATED IN DOWNTOWN SANFORD’S HISTORIC DISTRICT. COMPLETELY ...
From $112 per night (USD)
VRBO
From $283 per night (USD)
VRBO
Florida Farmhouse- Sanford Historic District
Bedrooms:
3
Bathrooms:
5
Sleeps:
18
The Florida Farmhouse, built in 1902, is a 2800 sq ft home located in the Historic District. A five minute walk from dow ...
From $283 per night (USD)
VRBO
From $110 per night (USD)
VRBO
Historic Cottage, super clean, comfortable and well equipped.
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Charming historic cottage located in Sanford's desirable historic residential district. 2 bedrooms (one king bed, two tw ...
From $110 per night (USD)
VRBO
From $155 per night (USD)
VRBO
Quiet neighborhood close to Downtown Sanford
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in old Mayfair: 3 bedroom home one block from Lake Monroe and a half a mile from downtown Sanford's Night life. ...
From $155 per night (USD)
VRBO
From $330 per night (USD)
VRBO
A river retreat caught between Florida's beaches and Orlando's Amusement Parks.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
A quiet house with a large cabin feel, tucked away from the hustle and bustle of Orlando and Daytona Beach but is within ...
From $330 per night (USD)
VRBO
From $60 per night (USD)
VRBO
Jazz Loft
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stay in one of the oldest houses in Sanford, built in 1900! Capture the ambience of Ray Charles and Jazz. A sofa bed (fu ...
From $60 per night (USD)
VRBO
From $130 per night (USD)
Expedia
The Front Porch
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Location! 2BR, pet friendly, in downtown historic Sanford. .The Front Porch is perfect for a family getaway. Decorated w ...
From $130 per night (USD)
Expedia
From $197 per night (USD)
VRBO
The Contemporary
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Location, location! Stay in one of the oldest houses in Sanford, built in 1900! The Contemporary is a two bedroom apartm ...
From $197 per night (USD)
VRBO
From $92 per night (USD)
Expedia
The Mellow Yellow
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location, location, location! Walk out your front door to all that downtown Sanford has to offer. Juice, wine, coffee ba ...
From $92 per night (USD)
Expedia
From $109 per night (USD)
VRBO
Relaxing 2-bedroom cottage in beautiful Sanford
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Nice and cozy two-bedroom cottage with all the comforts, in a strategic location. Only steps from Historic Downtown Sanf ...
From $109 per night (USD)
VRBO
From $145 per night (USD)
Expedia
The Grateful Oaks Historic Downtown Sanford
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This renovated home is a stylish retreat among the oaks in the Historic District. All within a short walk you'll find d ...
From $145 per night (USD)
Expedia
From $80 per night (USD)
VRBO
Totally 80s!
Bedrooms:
1
Bathrooms:
0
Sleeps:
2
Step back in time at Totally 80s. A 1 Bed, 1 Bath located steps from Historic Downtown Sanford. You'll have plenty of sp ...
From $80 per night (USD)
VRBO
From $104 per night (USD)
Expedia
Nice house just block away from Sanford downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Entire house, located just 10 minutes from downtown Sanford which offers an array of bars, breweries, restaurants and s ...
From $104 per night (USD)
Expedia
From $175 per night (USD)
VRBO
The Pink Door Cottage-Historic Sanford
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Pink Door Cottage is located in the heart of Sanford’s Historic District. Only nine blocks from Sanford’s booming Do ...
From $175 per night (USD)
VRBO
From $75 per night (USD)
Expedia
Boho Nights
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location, Location! Stay in one of the oldest houses in Sanford, built in 1900! Love the ambience in our Boho Nights apa ...
From $75 per night (USD)
Expedia
From $95 per night (USD)
VRBO
Kick of your boots it’s Fun time!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful remodel two bedroom two bath condo, you’ll find a lot to do here beautiful walking and biking trails lush gree ...
From $95 per night (USD)
VRBO
$35' Class A RV, gated private property, by I-4: 1\/2 way between Orl & Daytona.$
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VRBO
35' Class A RV, gated private property, by I-4: 1\/2 way between Orl & Daytona.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Why worry about your car in a public parking lot or the noisy people in the next room? Shady quiet gated property (not a ...
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VRBO
From $150 per night (USD)
VRBO
The Historic Craftsman (2nd Floor)@Park Place Inn
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
We welcome you to stay in our spacious,1500 ft² family sized home that can accommodate up to 10 guests IF you book BOTH ...
From $150 per night (USD)
VRBO
From $125 per night (USD)
Expedia
Water Lovers Retreat.... For all Nature and Water lovers....
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Come and experience your stay on our beautiful 30 ft Carver Yacht. This yacht boasts a beautiful main area featuring a s ...
From $125 per night (USD)
Expedia
From $158 per night (USD)
VRBO
Family friendly home in Sanford
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Have fun with the whole family at The Sanford House decorated with everything Sanford in mind. Walking Distance to the ...
From $158 per night (USD)
VRBO
From $286 per night (USD)
Expedia
The Butterfly House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space Come enjoy this uniquely stylish retreat for your next getaway! Our chic house blends comfort and conte ...
From $286 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Sanford's Seahaven
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
This is a spacious 4 bedroom house with nautical vibes is just a couple blocks from the waterfront. Also a short 5 minut ...
From $327 per night (USD)
VRBO
From $325 per night (USD)
Expedia
The Billiard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space Totally set up for fun, The Billiard House has a billiard room, plus air hockey/mini ping pong, foosbal ...
From $325 per night (USD)
Expedia
From $257 per night (USD)
VRBO
The Sanford Ave House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This newly built house has a comfy and cool desert vibe. This special place is close to everything, making it easy to pl ...
From $257 per night (USD)
VRBO
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Expedia
The Game Spot
Bedrooms:
4
Bathrooms:
6
Sleeps:
6
This listing is for TWO houses right next door to each other, fully equipped with everything your group needs to have a ...
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Expedia
From $245 per night (USD)
VRBO
The Sanford Bandstand
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Take a step back in time at the Cypress Ave House. You'll love the retro vibe with all of the modern conveniences that c ...
From $245 per night (USD)
VRBO
From $220 per night (USD)
Expedia
Sweet Stay in Sanford
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Relax with the whole family at this comfy place to stay. Three bedrooms and two full bathrooms. Great location: only 10 ...
From $220 per night (USD)
Expedia
From $351 per night (USD)
VRBO
The Arcade
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Give your kids a vacation to remember at the Arcade House. The garage is loaded with retro arcade games, basketball free ...
From $351 per night (USD)
VRBO
From $305 per night (USD)
VRBO
The Heart of Sanford Historic Home + Outback Hangout + Pet-Friendly!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to The Heart of Sanford, our spacious 4BR, 2.5BA, 2-story house in Sanford, FL! The Heart of Sanford is ideal ...
From $305 per night (USD)
VRBO
$Charming 3-bedroom house in enchanting Sanford with WiFi, AC, Washer\/Dryer$
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VRBO
Charming 3-bedroom house in enchanting Sanford with WiFi, AC, Washer\/Dryer
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
A short walk to Sanfords downtown area with ghost tours, shopping, breweries, live music, and walks by the river. This t ...
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VRBO
From $70 per night (USD)
Expedia
The Cherry Blossom, The Cherry Blossom
Bedrooms:
1
Bathrooms:
0
Sleeps:
2
What a great porch! Feel the breeze of Lake Monroe! Walk out your back door to all that downtown Sanford has to offer. J ...
From $70 per night (USD)
Expedia
From $107 per night (USD)
VRBO
Elegance Meets Modern Comfort: Your Downtown Sanford Hideaway.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This charming one-bedroom, one-bathroom duplex radiates a warm and inviting ambiance, making it the perfect choice for y ...
From $107 per night (USD)
VRBO
From $60 per night (USD)
Expedia
Bella Breeze
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
What a great porch. Feel the breeze of Lake Monroe! Walk out your front door to all that downtown Sanford has to offer ...
From $60 per night (USD)
Expedia
From $205 per night (USD)
VRBO
Vacation and relaxation home
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Need a place to stay while in the Orlando region? This house is perfect for you. The house features 4 bedrooms, 2 bath, ...
From $205 per night (USD)
VRBO
From $60 per night (USD)
Expedia
The Blue Aztec
Bedrooms:
1
Bathrooms:
0
Sleeps:
2
Location, location, location! Walk out your front door to Sanford Avenue and all that downtown. has to offer: Juice, wi ...
From $60 per night (USD)
Expedia
From $92 per night (USD)
VRBO
The Emerald Ritz Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Hello Dollface, welcome to The Emerald Ritz. A swanky joint from the prohibition era dazzling you with a spectacular loc ...
From $92 per night (USD)
VRBO
From $104 per night (USD)
Expedia
Luxury Chris Craft Yacht On the Beautiful St. John's River in Sanford
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Board a 40-foot premium Chris Craft yacht on the St. John's River in Sanford Florida! This listing has NO CLEANING FEES ...
From $104 per night (USD)
Expedia
$Cozy Family Home w\/large backyard +5 mins to I-4 between Orlando & Daytona Beach$
From $150 per night (USD)
VRBO
Cozy Family Home w\/large backyard +5 mins to I-4 between Orlando & Daytona Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Warm & Welcoming Family home in a peaceful neighborhood with huge fenced in backyard, epic playset for your kids, and fi ...
From $150 per night (USD)
VRBO
From $106 per night (USD)
Expedia
The Tiny House Cottage @ Downtown Sanford
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Small pet friendly 2 bedroom 1 bath home with private Fenced in backyard featuring a paver patio within walking distance ...
From $106 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Cozy Historic home with 2 king size beds in Sanford
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Fully renovated home with all new beds and furniture, office desk to work from home. WIFI, 4k smart TVs, 3 spacious bath ...
From $400 per night (USD)
VRBO
From $164 per night (USD)
Expedia
3 Bedroom Modern Vintage in Historic Sanford
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy a stylish experience at this centrally-located modern vintage inspired cottage. Walk 3 blocks from the historic ne ...
From $164 per night (USD)
Expedia
From $133 per night (USD)
VRBO
Boho Inspired Jungle Cottage in Historic Sanford
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to the ultimate Boho inspired “Jungle Cottage”. Fans of Justina Blakeney’s popular Jungalow style will appreciat ...
From $133 per night (USD)
VRBO
From $144 per night (USD)
VRBO
Downtown Sanford Historic Gray Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This quaint, charming house is located in the Historic District in downtown Sanford just blocks away from parks, restaur ...
From $144 per night (USD)
VRBO
From $119 per night (USD)
VRBO
Luxury Floating House - Boat Tree Marina on St. John’s River, Sanford
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Perfect floating getaway for couples. All the comforts of home on this 12x40 floating retreat. Located in Boat Tree Mar ...
From $119 per night (USD)
VRBO
$Tiny Cottage w\/ private courtyard steps from Historic Downtown Sanford$
From $88 per night (USD)
Expedia
Tiny Cottage w\/ private courtyard steps from Historic Downtown Sanford
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This tiny, cozy cottage has all you will need for a weekend getaway to beautiful Historic Downtown Sanford, but it will ...
From $88 per night (USD)
Expedia

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Lake Monroe Rentals

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Results: 66 Rentals