Lake houses in Lake Mary

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Top-rated places to stay in Lake Mary

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Lake Mary

4.83 out of 5 average rating, 253 reviews

Independent Unique Guest house lake/kayaks/jacuzzy

Independent Guest house with a beautiful lake where you can have unlimited kayaking use during your stay as option(2 kayaks). Property is at lake Mary across Country club, close to Sanford, Boombah Sports, Orlando Fl, walking distance to windixie super market, downtown Lake Mary, dunking donuts , near Orlando Sanford International Airport. Walk to many restaurants and entertainment, 30 min to Daytona Beach. Near Wekiva springs. To go to Disney or Universal, we have easy access to I-4 and 4-17.

Dec 6 – 13

G$30,841 GYD per night

Guest favorite

Guest suite in Altamonte Springs

4.97 out of 5 average rating, 300 reviews

St. Hemingway Suite

Very tranquil Romantic room with views and access to large lake. PRIVATE ENTRANCE and private bathroom. Amenities include, private dock, pool, large manicured lawns, private parking, breakfast kitchenette and much more. Close to theme parks and beaches. Ample shopping and award winning restaurants very nearby. Peaceful setting to read, do Yoga, enjoy quiet moments by the lake, watch the boats sail by or watch the sun rise. Peace and tranquility at its best. We welcome you to Spring Valley

Sep 27 – Oct 4

G$18,483 GYD per night

Guest favorite

Home in Sanford

4.97 out of 5 average rating, 210 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.

Oct 17 – 24

G$21,401 GYD per night

Guest favorite

Home in Sanford

4.96 out of 5 average rating, 138 reviews

The Sanford Bokey Pokey

The residents of historic Sanford call themselves “Bokeys”. No one is sure of the exact origin of the name, but it has come to define the vibrant culture of Sanford’s people and unique historic charm. Welcome to the Bokey Pokey! This home away from home offers comfortable living space with two bedrooms and one bath. Each bedroom has a comfortable queen size mattress. A separate living room with a large wall mounted smart TV, abuts the fully stocked kitchen to provide a cozy like living space.

Sep 6 – 13

G$24,784 GYD per night

Guest favorite

Tiny home in Sanford

4.97 out of 5 average rating, 159 reviews

The Sanford Tiny House - Live Small, Dream Big

Our Sanford Tiny House is nestled beneath the canopy of 100-year old oak trees, less than a mile from bustling Downtown Sanford. Tucked away behind our main home, it is your very own private nook offering easy access to the historic by foot, bicycle, or golf cart. For pet owners who can't bear to leave their furry friends behind, we offer pet-friendly accommodation for an extra $70 per pet. Please register your pets before your visit to avoid additional charges of $250 per unregistered pet.

Feb 28 – Mar 7

G$23,472 GYD per night

Guest favorite

Guest suite in Sanford

4.98 out of 5 average rating, 183 reviews

The Secret Sanctuary in Sanford

Welcome to your quiet, spacious, and private sanctuary. Enjoy all new appliances in the full size kitchen, a 50” flat screen TV, and a shaded outdoor area surrounded by greenery. It is located only minutes from the Orlando Sanford International Airport, Historic Downtown Sanford’s restaurants and shops, Lake Monroe’s scenic waterfront, and is centrally located between Florida’s beaches and the amusement parks. **Space is cleaned with EPA approved cleaners, including high touch surfaces**

Aug 28 – Sep 4

G$17,031 GYD per night

Guest favorite

Guesthouse in Sanford

4.95 out of 5 average rating, 225 reviews

Palmetto Pool Retreat

The Palmetto Pool Retreat offers complete privacy - detached studio cottage, with a pull-down Queen Murphy bed. * Kitchen - refrigerator, stove, cookware, Keurig , microwave, toaster, dishes and utensils. * Studio Living area - Queen size Murphy Bed, Roku TV, WiFi Internet, AC/Heater; Closet, Iron. Please don’t put AC lower than 72. * Private Bathroom - shower, hairdryer. *Outdoors - Solar heated pool(not propane heated) with private sitting area with 2 Fire pits Gas & Wood; BBQ Gas

Sep 13 – 20

G$22,886 GYD per night

Guest favorite

Guest suite in Lake Mary

4.96 out of 5 average rating, 286 reviews

Stylish & spa like Getaway - peaceful garden suite

Relax and unwind from your busy life in this serene and quiet getaway. We are located 5 minutes to shopping and dining in downtown Lake Mary in a beautiful and safe neighborhood. Enjoy the solar heated saltwater pool and the comfy outdoor lounge area, Enjoy the backyard with its mature trees and tropical flowers. The indoors come with a luxury and modern wellness bathroom. Soak in the oversized tub or reenergize in the stylish rainfall shower with inbuilt bench and mood lighting

Jul 19 – 26

G$28,944 GYD per night

Guest favorite

Home in Sanford

4.86 out of 5 average rating, 214 reviews

Private Pool at Flamingo Cottage

This 3 bedroom, 1.5 bath is equipped for a peaceful stay! A mile off I-4 & SR417, under 40 miles from Disney & Parks, close to shopping & transportation, a screened private pool, a backyard, 2-car garage, 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!

Nov 18 – 25

G$33,213 GYD per night

Guest favorite

Guesthouse in Winter Park

4.98 out of 5 average rating, 249 reviews

Private and Peaceful with Full Kitchen

Welcome to our spacious, secure getaway tucked in a quiet Winter Park neighborhood. Enjoy full kitchen, hardwood floors, high ceilings, superfast WiFi and lots of TV steaming options, walk-in closets and walk-in shower. The hosts live in a separate space attached to the house. Your suite and patio are completely private. Please register all guests when making your reservation. For everyone’s safety, we ask that there be no visitors besides registered guests.

May 20 – 27

G$20,533 GYD per night

Guest favorite

Guest suite in Lake Mary

4.95 out of 5 average rating, 103 reviews

Quiet, Upscale Studio

Private, quiet, beautiful studio hidden in plain sight. This is a great alternative to a room at a four star hotel for a fraction of the cost. Perfect for the business traveler, consultant, couple or just for a peaceful getaway for you or you and a friend. Close to shopping, restaurants, sports facilities, multiple downtown areas within 5 to 15 minutes in any direction. This spacious studio boasts a comfortable, serene space for your time away from home!

Jun 3 – 10

G$18,834 GYD per night

Guest favorite

Home in Sanford

4.9 out of 5 average rating, 141 reviews

The Sanford House

Welcome to the Tom and Dan Sanford House. The home was built in 1910 & still has a lot of its original charm, although much of it has been updated. We hope that you will enjoy your time in our studio replica. Not only can you enjoy music from neighboring establishments from the front steps, you can also stroll anywhere in Downtown Sanford! The adjacent alleyway is your personal portal to #sanfording

Oct 12 – 19

G$26,105 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Lake Mary places to stay

Lake access

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Lake Mary's top sights

Central Park3 locals recommend

BurgerFi5 locals recommend

FishBones28 locals recommend

Planet Obstacle9 locals recommend

Another Broken Egg Cafe25 locals recommend

LongHorn Steakhouse4 locals recommend

Other great vacation rentals in Lake Mary

Guest favorite

Tiny home in Orlando

4.98 out of 5 average rating, 636 reviews

The Little Treehouse 2 at Country Club of Orlando

Aug 6 – 13

G$26,506 GYD per night

Guest favorite

Home in Sanford

4.92 out of 5 average rating, 193 reviews

Farmhouse-Chic Retreat with a Charming Patio

Jun 18 – 25

G$36,048 GYD per night

Guest favorite

Guest suite in Altamonte Springs

4.96 out of 5 average rating, 384 reviews

Guest Suite! Key West in Altamonte Springs!

Jun 19 – 26

G$21,087 GYD per night

Guest favorite

Bungalow in Maitland

4.86 out of 5 average rating, 488 reviews

Maitland-Orlando Area, FL. Pool House Bungalow

May 25 – Jun 1

G$19,949 GYD per night

Superhost

Home in Sanford

4.93 out of 5 average rating, 163 reviews

“The Shed" in Historic Downtown Sanford

Jan 25 – Feb 1

G$27,961 GYD per night

Guest favorite

Guest suite in Sanford

4.9 out of 5 average rating, 376 reviews

Sanford airport/lakehouse/Boombah/venue1902

Mar 2 – 9

G$24,987 GYD per night

Guest favorite

Guest suite in Oviedo

4.91 out of 5 average rating, 313 reviews

Oviedo Oasis:2/1 attached Guest Suite;Private Pool

Feb 17 – 24

G$22,658 GYD per night

Guest favorite

Home in Oviedo

4.96 out of 5 average rating, 226 reviews

Cute cottage near UCF & trails. No cleaning fee

Feb 15 – 22

G$22,966 GYD per night

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Lake Mary fishing places to stay

Guest favorite

Apartment in Sanford

4.94 out of 5 average rating, 303 reviews

Lakeview Steps to Downtown Sanford and Lake Monroe

Dec 28 – Jan 4

G$21,644 GYD per night

Guest favorite

Guest suite in Chuluota

4.99 out of 5 average rating, 499 reviews

Enjoy Our Beautiful Sunsets and Peaceful Sunrises

Oct 7 – 14

G$12,440 GYD per night

Guest favorite

Cottage in Tavares

4.97 out of 5 average rating, 204 reviews

Lakeside Cottage on Lake Dora

Oct 21 – 28

G$29,472 GYD per night

Superhost

Boat in Sanford

4.9 out of 5 average rating, 263 reviews

Unique Concrete House Boat!!! NO CLEANING FEES!!!

Jan 15 – 22

G$32,508 GYD per night

Guest favorite

Yurt in Orlando

4.96 out of 5 average rating, 219 reviews

Lakefront Sunset Yurt King Bed *A/C* Kayaks, Bikes

May 27 – Jun 1

G$25,129 GYD per night

Guest favorite

Home in Eustis

4.97 out of 5 average rating, 108 reviews

Waterfront with Boat Dock! Fishing and Summer Fun!

May 7 – 14

G$31,385 GYD per night

Guest favorite

Home in Deltona

4.96 out of 5 average rating, 149 reviews

St. John’s Luxury Pool Lake House

Apr 12 – 19

G$82,908 GYD per night

Guest favorite

Guesthouse in Tavares

4.99 out of 5 average rating, 157 reviews

Cypress Point Cottage

Aug 18 – 25

G$22,216 GYD per night

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Lake Mary houses

Guest favorite

Home in Sanford

4.87 out of 5 average rating, 101 reviews

Beautiful & sweet house ready for your vacation!!!

Apr 12 – 19

G$29,302 GYD per night

Guest favorite

Home in Maitland

4.97 out of 5 average rating, 115 reviews

The Butterfly Bungalow near Park Ave

Jul 30 – Aug 6

G$27,896 GYD per night

Guest favorite

Home in Apopka

4.96 out of 5 average rating, 189 reviews

Farm feel in the city

Mar 18 – 25

G$21,223 GYD per night

Guest favorite

Home in Deltona

4.96 out of 5 average rating, 224 reviews

Beautiful Deltona Home

Sep 20 – 27

G$34,723 GYD per night

Guest favorite

Home in Winter Garden

4.92 out of 5 average rating, 166 reviews

Cozy Winter Garden Home 20 MINUTES FROM DISNEY

Aug 12 – 19

G$22,334 GYD per night

Superhost

Home in Sanford

4.84 out of 5 average rating, 190 reviews

Dr. Strickland Home, Sanford Business District

Sep 9 – 16

G$40,657 GYD per night

Guest favorite

Home in Eustis

4.98 out of 5 average rating, 242 reviews

Lake House Minutes to Downtown Mt. Dora and Eustis

Aug 7 – 14

G$34,209 GYD per night

Guest favorite

Home in Sanford

4.95 out of 5 average rating, 155 reviews

Historic Sanford Sunshine Cottage w/ Treetop suite

Mar 11 – 18

G$53,444 GYD per night

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Quick stats about vacation rentals in Lake Mary

Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
2.7K reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Lake Mary?
Yes! Work meets play with ease at over 30 vacation rentals in Lake Mary featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Lake Mary?
Experience the best of Lake Mary with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Lake Mary?
Four-legged friends are welcome in Lake Mary. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there Lake Mary vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Lake Mary, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly house rentals in Lake Mary?
Lake Mary has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Lake Mary have wifi?
Absolutely! We offer over 40 house rentals with wifi in Lake Mary. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Lake Mary have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Lake Mary. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Lake Mary?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Lake houses in Lake Mary

Top-rated places to stay in Lake Mary

Vacation rentals for every style

Houses

Cabins

Hotels

Popular amenities for Lake Mary places to stay

Stay near Lake Mary's top sights

Other great vacation rentals in Lake Mary

Tiny home in Orlando

Home in Sanford

Guest suite in Altamonte Springs

Bungalow in Maitland

Home in Sanford

Guest suite in Sanford

Guest suite in Oviedo

Home in Oviedo

Lake Mary fishing places to stay

Apartment in Sanford

Guest suite in Chuluota

Cottage in Tavares

Boat in Sanford

Yurt in Orlando

Home in Eustis

Home in Deltona

Guesthouse in Tavares

Lake Mary houses

Home in Sanford

Home in Maitland

Home in Apopka

Home in Deltona

Home in Winter Garden

Home in Sanford

Home in Eustis

Home in Sanford

Quick stats about vacation rentals in Lake Mary

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Lake Mary?

How much does it cost to stay in house rentals in Lake Mary?

Are there pet-friendly vacation rentals in Lake Mary?

Are there Lake Mary vacation rentals on Airbnb with pools?

Are there family-friendly house rentals in Lake Mary?

Do house rentals in Lake Mary have wifi?

Do house rentals in Lake Mary have a bbq area?

What are the most popular amenities for House Rentals in Lake Mary?

Destinations to explore