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Results: 142 Rentals

  • Beautiful 4\/2 in Sanford: King Bed, Golf, Pool, Ping Pong, & Bunk Room!
    From $230 per night (USD)

    VRBO

    Beautiful 4\/2 in Sanford: King Bed, Golf, Pool, Ping Pong, & Bunk Room!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    14

    Enjoy the best of FL! Make this charming & relaxing home in Sanford the home base for your next great vacation! Centrall ...

    From $230 per night (USD)

    VRBO

    Details
  • Convenient Lake Mary Home Near Golf, Parks, Tennis and more
    Click For Pricing

    Expedia

    Convenient Lake Mary Home Near Golf, Parks, Tennis and more

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Cozy Lake Mary home with large patio and private pool. Steps away to Timacuan Golf Club and Mayfair Golf Club, sports pa ...

    Click For Pricing

    Expedia

    Details
  • 2BR COTTAGE IN SANFORD HISTORIC DISTRICT
    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

    Details
  • Water Lovers Retreat
    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

    Details
  • Cozy and picture perfect Little house on the Lake
    From $147 per night (USD)

    VRBO

    Cozy and picture perfect Little house on the Lake

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Cozy and comfortable 3-bedroom 2 bath home overlooking the lake; with open floor plan, BBQ grill, (No Pets). PERFECTLY ...

    From $147 per night (USD)

    VRBO

    Details
  • The Lux At Lake Mary in Quiet Gated Community.
    From $148 per night (USD)

    Expedia

    The Lux At Lake Mary in Quiet Gated Community.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to the Lux at Lake mary! Come kick back and relax, in this clean, calm, yet modern, and stylish private townh ...

    From $148 per night (USD)

    Expedia

    Details
  • Cozy  Cottage
    From $124 per night (USD)

    VRBO

    Cozy Cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Fresh and clean. cozy cottage ready for your getaway. Set beneath a beautiful oak. relax, work or visit Historic Lake M ...

    From $124 per night (USD)

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    Details
  • Goodheart house
    From $183 per night (USD)

    VRBO

    Goodheart house

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Freshly remodeled 1950s style florida home, set in Lake Mary's historic district. Safe and quiet established neighborho ...

    From $183 per night (USD)

    VRBO

    Details
  • Historic Cottage, super clean, comfortable and well equipped.
    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

    Details
  • Quiet neighborhood close to Downtown Sanford
    From $180 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 $180 per night (USD)

    VRBO

    Details
  • Chic Farmhouse - Sleeps 8 - near Orlando
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    VRBO

    Chic Farmhouse - Sleeps 8 - near Orlando

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Newly renovated house designed for comfort and relaxation for vacations or work trips to Central Florida. Just minutes f ...

    Click For Pricing

    VRBO

    Details
  • The Tiny House Cottage @ Downtown Sanford
    From $105 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 $105 per night (USD)

    Expedia

    Details
  • The Suite at Lake Mary
    From $55 per night (USD)

    VRBO

    The Suite at Lake Mary

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Come enjoy our lakeside paradise tucked away in a peaceful corner of vibrant Lake Mary,FL. Sip your morning coffee at y ...

    From $55 per night (USD)

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    Details
  • Cozy Lakeside Cottage
    From $55 per night (USD)

    VRBO

    Cozy Lakeside Cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Come enjoy our lakeside paradise tucked away in a peaceful corner of vibrant Lake Mary, FL. Sip your morning coffee on y ...

    From $55 per night (USD)

    VRBO

    Details
  • Sandford Vacation Rental Near Airport & Lake!
    From $98 per night (USD)

    VRBO

    Sandford Vacation Rental Near Airport & Lake!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Whether you’re in town for an event, a family vacation, or warmer weather, this 3-bedroom, 3-bathroom Sanford vacation r ...

    From $98 per night (USD)

    VRBO

    Details
  • Charming bungalow in Sanford's historical district
    From $148 per night (USD)

    Expedia

    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 $148 per night (USD)

    Expedia

    Details
  • Cozy, Clean Sanford Cottage
    From $132 per night (USD)

    VRBO

    Cozy, Clean Sanford Cottage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy your stay in Sanford, FL in this clean, bright, and cozy, newly remodeled cottage! The home is centrally located c ...

    From $132 per night (USD)

    VRBO

    Details
  • Florida Farmhouse- Sanford Historic District
    From $270 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 $270 per night (USD)

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    Details
  • NOT YOUR TYPICAL HOUSEBOAT: 60 FEET OF FUN!
    From $195 per night (USD)

    VRBO

    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)

    VRBO

    Details
  • 3 Bedroom House near Sanford Airport
    Click For Pricing

    Expedia

    3 Bedroom House near Sanford Airport

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Cute three bedroom two bathroom house. Centrally located to beautiful beaches and the Orlando theme parks. Near downtown ...

    Click For Pricing

    Expedia

    Details
  • Historic Downtown Sanford Sunshine Cottage with Tree Top Suite!
    From $215 per night (USD)

    VRBO

    Historic Downtown Sanford Sunshine Cottage with Tree Top Suite!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    11

    Centrally located between theme parks and beaches! A once quaint carriage house built in 1923, has transformed over the ...

    From $215 per night (USD)

    VRBO

    Details
  • Entire House - King Bed Suite & Golf Course View
    From $131 per night (USD)

    VRBO

    Entire House - King Bed Suite & Golf Course View

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This 2/1.5 house is private, clean, and cozy. The open kitchen features stainless steel appliances and provides all nece ...

    From $131 per night (USD)

    VRBO

    Details
  • Downtown Floating Bungalow Historic Sanford Lake Monroe Marina
    From $139 per night (USD)

    VRBO

    Downtown Floating Bungalow Historic Sanford Lake Monroe Marina

    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 $139 per night (USD)

    VRBO

    Details
  • Historic Craftsman Bungalow
    Click For Pricing

    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 ...

    Click For Pricing

    Expedia

    Details
  • Paradise in a country setting. 2 BDRM 1100 SQ FT apartment. 1 King ,1 Queen
    From $151 per night (USD)

    VRBO

    Paradise in a country setting. 2 BDRM 1100 SQ FT apartment. 1 King ,1 Queen

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Beautiful,clean spacious and private on an acre and a half, yet close to everything! Imagine yourself and family right h ...

    From $151 per night (USD)

    VRBO

    Details
  • Floating Cottage . . . Gently on the river
    From $145 per night (USD)

    Expedia

    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)

    Expedia

    Details
  • Alderwood lake house Sanford\/Orlando near SFB
    From $157 per night (USD)

    VRBO

    Alderwood lake house Sanford\/Orlando near SFB

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Our lovely home overlooks Lake Ada in Sanford, Florida. This lake is a hidden gem just 10 minutes drive to Sanford Inter ...

    From $157 per night (USD)

    VRBO

    Details
  • Fully Renovated \Old Florida\ Apartment
    From $99 per night (USD)

    Expedia

    Fully Renovated \"Old Florida\" Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This charming apartment lies in an old, well-established, friendly, safe, and quiet Sanford neighborhood surrounded by e ...

    From $99 per night (USD)

    Expedia

    Details
  • A river retreat caught between Florida's beaches and Orlando's Amusement Parks.
    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

    Details
  • Fully renovated home in Lake Mary
    From $383 per night (USD)

    Expedia

    Fully renovated home in Lake Mary

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    9

    Renovated home located 35 minutes from Universal, Disney and 1 hour away from Daytona Beach, Cocoa Beach and Kennedy Spa ...

    From $383 per night (USD)

    Expedia

    Details
  • Orlando Area Vacation Rental
    From $139 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 $139 per night (USD)

    VRBO

    Details
  • Private, quiet oasis, with 1 bedroom and 1 bathroom and sleeps 2 guests
    From $59 per night (USD)

    VRBO

    Private, quiet oasis, with 1 bedroom and 1 bathroom and sleeps 2 guests

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    A private, furnished 1 bedroom with queen sized bed/1 bath, located near Seminole State College and Sanford airport. I ...

    From $59 per night (USD)

    VRBO

    Details
  • Lakefront cottage beautiful !
    Click For Pricing

    VRBO

    Lakefront cottage beautiful !

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    On the Lake! Beautiful historic remodeled cottage house overlooks a serine private lake. This cottage house located on 5 ...

    Click For Pricing

    VRBO

    Details
  • The Chef's Suite@Park Place Inn
    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

    Details
  • The Charming & Chic Studio@Park Place Inn
    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

    Details
  • Clean residence with a modern touch close to Sanford Downtown
    From $130 per night (USD)

    VRBO

    Clean residence with a modern touch close to Sanford Downtown

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    14

    Completely remodeled residence. Plenty of space for everyone to enjoy. Space is never an issue at this premises. ...

    From $130 per night (USD)

    VRBO

    Details
  • The Coastal Cottage@park Place Inn
    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

    Details
  • The Ivy Cottage@Park Place Inn
    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

    Details
  • The Historic Craftsman (1st Floor)@Park Place Inn
    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

    Details
  • The Cozy Cottage @Downtown Sanford
    From $99 per night (USD)

    Expedia

    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 $99 per night (USD)

    Expedia

    Details
  • Chic A-frame Escape by Lake & Golf court 4BR
    Click For Pricing

    Expedia

    Chic A-frame Escape by Lake & Golf court 4BR

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    16

    It is a fantastic house located in the heart of Lake Mary. A-frame wood house with a perfect lake view and golf course v ...

    Click For Pricing

    Expedia

    Details
  • Cozy Historic home with 2 king size beds in Sanford
    From $400 per night (USD)

    Expedia

    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)

    Expedia

    Details
  • Clear Lake Front home near Orlando \/ Sanford SFB Boombah
    From $151 per night (USD)

    VRBO

    Clear Lake Front home near Orlando \/ Sanford SFB Boombah

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    This is a lovely 3 bedroom 2 bath home on beautiful Clear Lake. Just 10 minutes to Sanford SFB airport or Boombah Sports ...

    From $151 per night (USD)

    VRBO

    Details
  • Edgewater lake house Sanford\/Orlando near SFB
    From $172 per night (USD)

    Expedia

    Edgewater lake house Sanford\/Orlando near SFB

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    This is a beautiful 3 bedroom 2 bath home on Lake Ada. Just 10 minutes to Sanford SFB airport. Clean, uncluttered home e ...

    From $172 per night (USD)

    Expedia

    Details
  • Oversized bungalow, private, work from home
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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. ...

    Click For Pricing

    VRBO

    Details
  • Spacious 4 Bed Home near Orlando Gated+Pool Access
    From $160 per night (USD)

    Expedia

    Spacious 4 Bed Home near Orlando Gated+Pool Access

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Fully unwind & create unforgettable memories in this spacious, fully-furnished home in Sanford, FL. Located just 5 mins ...

    From $160 per night (USD)

    Expedia

    Details
  • Tiny house near Downtown Sanford
    From $135 per night (USD)

    VRBO

    Tiny house near Downtown Sanford

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Our tiny guest-house is nestled under a canopy of 100-year old oak trees less than 1 mile from Downtown Sanford. Sleep t ...

    From $135 per night (USD)

    VRBO

    Details
  • The Palm Cottage @ Downtown Sanford
    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

    Details
  • Lakeside and Beautiful
    From $160 per night (USD)

    VRBO

    Lakeside and Beautiful

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    The beautiful historic guest house overlooks a serene private lake. This guest house located on 5 acres main house and g ...

    From $160 per night (USD)

    VRBO

    Details
  • The Emerald Ritz Downtown
    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

    Details
  • Blue oasis
    From $131 per night (USD)

    VRBO

    Blue oasis

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Now offering the crown jewel of Northlake Village, one of Sanford's most exciting waterfront communities. This first-flo ...

    From $131 per night (USD)

    VRBO

    Details
  • Luxury Chris Craft Yacht On the Beautiful St. John's River in Sanford
    From $108 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 $108 per night (USD)

    Expedia

    Details
  • Comfortable oasis 1 bedroom and 1 bathroom with private access
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    VRBO

    Comfortable oasis 1 bedroom and 1 bathroom with private access

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Private 1 bedroom, with 2 comfortable queen sized bed, and 1 bathroom. Guest's own private entrance with keypad access f ...

    Click For Pricing

    VRBO

    Details
  • 3 Bedroom Modern Vintage in Historic Sanford
    From $159 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 $159 per night (USD)

    Expedia

    Details
  • Boho Inspired Jungle Cottage in Historic Sanford
    From $144 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 $144 per night (USD)

    VRBO

    Details
  • Private House with Pool
    From $125 per night (USD)

    VRBO

    Private House with Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    This 3 bedroom, 1.5 is equipped for a peaceful stay! A mile off I-4 & SR417, under 40 miles from Disney & Parks, close ...

    From $125 per night (USD)

    VRBO

    Details
  • Jazz Loft
    From $76 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 $76 per night (USD)

    VRBO

    Details
  • The Front Porch
    From $142 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 $142 per night (USD)

    Expedia

    Details
  • The Contemporary
    From $130 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 $130 per night (USD)

    VRBO

    Details
  • The Blue Aztec
    From $76 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 $76 per night (USD)

    Expedia

    Details
  • The Mellow Yellow
    From $80 per night (USD)

    VRBO

    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 $80 per night (USD)

    VRBO

    Details
  • Bella Breeze
    From $65 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 $65 per night (USD)

    Expedia

    Details
  • Boho Nights
    From $91 per night (USD)

    VRBO

    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 $91 per night (USD)

    VRBO

    Details
  • 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

    Details
  • The Historic Craftsman (2nd Floor)@Park Place Inn
    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

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  • Beautiful and Sweet House Ready for Your Vacation
    From $111 per night (USD)

    Expedia

    Beautiful and Sweet House Ready for Your Vacation

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    3 bedroom 2 bathroom house ready for your vacation. House is fully furnished and well decorated for comfortable stay. Gr ...

    From $111 per night (USD)

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    Details
  • The Pink Door Cottage-Historic Sanford
    From $161 per night (USD)

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    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 $161 per night (USD)

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  • Lk Mary Sanford Bombay sport complex~Beach ~Zoo~Downtown marina
    From $176 per night (USD)

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    Lk Mary Sanford Bombay sport complex~Beach ~Zoo~Downtown marina

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    When you enter you will first be in the formal living and dining room, with a line of sight to the tv room and through t ...

    From $176 per night (USD)

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  • Scenic home surrounded by 1.25 acres of nature
    From $134 per night (USD)

    VRBO

    Scenic home surrounded by 1.25 acres of nature

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Take it easy at this unique and tranquil getaway. Located on 1.25 acres, this property could be its own nature preserve. ...

    From $134 per night (USD)

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  • Hidden Sanford Cabin Close to Everything
    From $109 per night (USD)

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    Hidden Sanford Cabin Close to Everything

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Completely remodeled Cabin ready for extended stays for travel or work. Situated on a quiet country feel culdesac with ...

    From $109 per night (USD)

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  • The Ultimate Lakeside Getaway!
    From $755 per night (USD)

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    The Ultimate Lakeside Getaway!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    14

    Bring your family & friends and enjoy this stunning & relaxing lakeside view property with room for everyone to come tog ...

    From $755 per night (USD)

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  • 1 bedroom Guest House with Private pool & WiFi Disney Orlando, Florida
    From $128 per night (USD)

    Expedia

    1 bedroom Guest House with Private pool & WiFi Disney Orlando, Florida

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to the beautiful city of Lake Mary! Kick back and relax in this quaint, stylish space. Located in Central Florid ...

    From $128 per night (USD)

    Expedia

    Details
  • City Guesthouse in beautiful Historic Downtown Sanford
    From $94 per night (USD)

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    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 $94 per night (USD)

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  • 4 Bedroom Single_family 417978 by Houzlet
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    Expedia

    4 Bedroom Single_family 417978 by Houzlet

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    This spacious canal front property in gated Lake forest has an open split floor plan 1 story home boasts 4 bedrooms and ...

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  • Cozy 4\/2, Pool, Game & Bunk Room, 5* Location
    From $228 per night (USD)

    VRBO

    Cozy 4\/2, Pool, Game & Bunk Room, 5* Location

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    14

    Enjoy the best of FL! Make this charming & relaxing home in Sanford / Lake Mary the home base for your next great vacati ...

    From $228 per night (USD)

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  • Sanford Long-Term Stay
    From $161 per night (USD)

    Expedia

    Sanford Long-Term Stay

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    Make some memories at this unique and family-friendly house located in a quiet neighborhood. This house is brand-new, br ...

    From $161 per night (USD)

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    Details
  • Cute, Clean Sanford Cottage
    From $115 per night (USD)

    VRBO

    Cute, Clean Sanford Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Cute clean intimate cottage located in Sanford, FL around the corner from Sanford International Airport. Were about 7 mi ...

    From $115 per night (USD)

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  • Modern Apartment in Prime Location (ID1189X976)
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    Expedia

    Modern Apartment in Prime Location (ID1189X976)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Lakes Edge is a desirable property where Landing offers fully furnished 1-bedroom, 2-bedroom, and 3-bedroom apartments s ...

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  • Home Sweet Home
    From $118 per night (USD)

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    Home Sweet Home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Have fun with the whole family at this stylish place!!! Fully renovated 3 bedroom (with queen size beds) 2 bathroom in S ...

    From $118 per night (USD)

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  • Gem of Sanford! Clean, Stylish, Great Location
    From $210 per night (USD)

    Expedia

    Gem of Sanford! Clean, Stylish, Great Location

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Summary: This clean and cozy retreat is minutes away from restaurants, shops, downtown Historic Sanford, Seminole Commun ...

    From $210 per night (USD)

    Expedia

    Details
  • Cozy 5 Room Villa Central to Attractions restaurants shopping and the beaches
    From $99 per night (USD)

    VRBO

    Cozy 5 Room Villa Central to Attractions restaurants shopping and the beaches

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This very clean weekly or monthly rental is a two bedroom two bath villa with cathedral ceilings. It is your own entire ...

    From $99 per night (USD)

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  • Tiny House in Sanford, FL - 3 beds: 45 mins to Disneyworld
    Click For Pricing

    Expedia

    Tiny House in Sanford, FL - 3 beds: 45 mins to Disneyworld

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to our charming 3 bed, 1 bath tiny home! This thoughtfully designed space offers a delightful retreat for your s ...

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    Details
  • Tiny Home - Sanford, FL -3beds
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    Tiny Home - Sanford, FL -3beds

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    About this space Welcome to our charming 3 bed, 1 bath tiny home! This thoughtfully designed space offers a delightful r ...

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  • Nice house just block away from Sanford downtown
    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)

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    Details
  • Cozy room for travelers in safe neighborhood
    From $35 per night (USD)

    VRBO

    Cozy room for travelers in safe neighborhood

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    1

    Clean, cozy, friendly, easy access, safe neighborhood, and a quiet place to rest. This is a single family home. The host ...

    From $35 per night (USD)

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  • Water Lovers Retreat.... For all Nature and Water lovers....
    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

    Details
  • Peaceful Cozy Cottage with queen bed & private lanai Orlando, Florida
    From $105 per night (USD)

    VRBO

    Peaceful Cozy Cottage with queen bed & private lanai Orlando, Florida

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to the beautiful city of Lake Mary! Kick back and relax in this calm, stylish space. Located in Central Florida ...

    From $105 per night (USD)

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  • 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

    Details
  • Countryside home on 1.05 protected acres with grill, firepit, AC & patio
    From $152 per night (USD)

    VRBO

    Countryside home on 1.05 protected acres with grill, firepit, AC & patio

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Country Quiet Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...

    From $152 per night (USD)

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  • Elegance Meets Modern Comfort: Your Downtown Sanford Hideaway.
    From $107 per night (USD)

    Expedia

    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)

    Expedia

    Details
  • Gated community XL pool Home 2500sq\/f
    From $390 per night (USD)

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    Gated community XL pool Home 2500sq\/f

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Our LK Mary home sits in Between the 2 most famous places central Florida has to offer, Disney World & Daytona beach and ...

    From $390 per night (USD)

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  • The Cozy Sanford Home
    From $189 per night (USD)

    Expedia

    The Cozy Sanford Home

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Our beautiful home is in a quite neighborhood. Downtown Sanford 3 minutes away. Daytona, Disney with in driving distance ...

    From $189 per night (USD)

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  • Bungalow Retreat 1 mile from Historic Downtown
    From $98 per night (USD)

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    Bungalow Retreat 1 mile from Historic Downtown

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to our charming 950 sq. ft. Haven in Sanford, FL's Historic District. Features: • Front Porch with Seating • F ...

    From $98 per night (USD)

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  • Downtown Sanford Historic Gray Cottage
    From $127 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 $127 per night (USD)

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  • Luxury Floating House - Boat Tree Marina on St. John’s River, Sanford
    From $121 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 $121 per night (USD)

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  • 4\/2 💎Gem: Pool, King Bed, Game & Bunk Room, Patio, 🏌️Golf, 5 ⭐ Location!
    From $263 per night (USD)

    Expedia

    4\/2 💎Gem: Pool, King Bed, Game & Bunk Room, Patio, 🏌️Golf, 5 ⭐ Location!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    15

    Enjoy the best of FL! Make this charming & relaxing home in Sanford the home base for your next great vacation! Centrall ...

    From $263 per night (USD)

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    Details
  • 4\/2 Historic Bungalow DT Sanford
    From $179 per night (USD)

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    4\/2 Historic Bungalow DT Sanford

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    13

    Enjoy easy access to everything from this centrally located, charming 100 year old home. This historic bright bungalow ...

    From $179 per night (USD)

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  • The Studio\nVery Private with own entrance!
    From $99 per night (USD)

    Expedia

    The Studio\nVery Private with own entrance!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Studio is a very comfortable and private little get-a-way. It is about 5 minutes from downtown and the river walk. ...

    From $99 per night (USD)

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  • The Cherry Blossom, The Cherry Blossom
    From $77 per night (USD)

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    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 $77 per night (USD)

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  • Experience the #Sanfording House! Pool + Lanai
    From $119 per night (USD)

    VRBO

    Experience the #Sanfording House! Pool + Lanai

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Escape to historic Sanford, Florida, with its cobblestone streets, charming shops, and rich heritage. The layout featu ...

    From $119 per night (USD)

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