Lake Mary Rentals

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

580 Houses

24

NEW! Sleek 4BR Lake Mary House w/Private Backyard

Florida / Lake Mary

Lake Mary house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$156

Responds fast!
avg. 53 minutes

Price per night from

$156

(1) Very Good 

25

3 bed/2 both Lake Front home

Florida / Lake Mary

Lake Mary house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 59 mi
  • Child Friendly
  • Air conditioning

Price per night from

$100

Responds fast!
avg. 1 hour 18 minutes

Price per night from

$100

12

Beautiful, Relaxing 4 Bedroom/2Bath House with Private Pool!!

Florida / Lake Mary

Lake Mary house

4 9 2 nights min

  • 4 bedrooms
  • sleeps 9
  • 2 nights min
  • Child Friendly

Price per night from

$140

Responds fast!
avg. 5 minutes

Price per night from

$140

30

NEW! Comfortable Lake Mary Apt w/Shared Pool+Lanai

Florida / Lake Mary

Lake Mary apartment

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$86

Responds fast!
avg. 37 minutes

Price per night from

$86

Great rentals within 20 miles that match your search

Distance approx 4.6 km from Lake Mary

24

Longwood Family House w/ Pool - 40 Min to Disney!

Florida / Longwood

Longwood house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$216

Responds fast!
avg. 44 minutes

Price per night from

$216

Distance approx 19.58 km from Lake Mary

18

1880's Vintage Home next to Downtown and Lakefront.

Lake County / Mount Dora

Mount Dora villa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Air conditioning
  • Pet Friendly
  • Private garden

Price per night from

$151

Responds fast!
avg. 2 hours 4 minutes

Price per night from

$151

Distance approx 8.12 km from Lake Mary

18

Warm and Inviting. Ideally located, 3BR/2BA Home

Florida / Maitland

Maitland house

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Child Friendly

Price per night from

$200

Price per night from

$200

Distance approx 16.16 km from Lake Mary

(2) Average 

31

1 Bedroom Suite The Grove Resort & Spa Orlando

Central Florida / Orlando

Orlando condo

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$199

Price per night from

$199

Distance approx 5.44 km from Lake Mary

(4) Excellent 

23

Floating Cottage . . .afloat on the St. Johns River in Florida

Central Florida / Sanford

Sanford cottage

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 24 mi
  • Swimming pool
  • Child Friendly

Price per night from

$136

Price per night from

$136

Distance approx 15.43 km from Lake Mary

21

Solana Resort-6bedroom-5 masters-Pool-Spa-Free wifi--Close to Disney

Central Florida / Orlando

Orlando villa

6 13 min stay varies

  • 6 bedrooms
  • sleeps 13
  • min stay varies
  • Child Friendly

Price per night from

$181

Responds fast!
avg. 47 minutes

Price per night from

$181

Distance approx 16.04 km from Lake Mary

30

Beautiful Country Home, Vacation Destination

Florida / Lake Helen

Lake Helen house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$116

Price per night from

$116

Distance approx 17.51 km from Lake Mary

11

Exquisite 2 bedroom 2 Bathroom Condo In Ventura Country Club

Central Florida / Orlando

Orlando apartment

2 4 14 nights min

  • 2 bedrooms
  • sleeps 4
  • 14 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$70

Price per night from

$70

Distance approx 4.74 km from Lake Mary

(1) Excellent 

16

2BR BUNGALOW IN SANFORD HISTORIC DISTRICT

Central Florida / Sanford

Sanford bungalow

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Nearest beach 35 mi
  • Air conditioning
  • Private garden

Price per night from

$131

Price per night from

$131

Distance approx 14.53 km from Lake Mary

24

1BR Downtown Orlando Apt. - Close to Theme Parks!

Central Florida / Orlando

Orlando apartment

1 3 30 nights min

  • 1 bedroom
  • sleeps 3
  • 30 nights min
  • Suitable for children age 5+
  • Air conditioning

Price per night from

$100

Responds fast!
avg. 44 minutes

Price per night from

$100

Distance approx 16.84 km from Lake Mary

33

Orlando / Gated Golf Community / Ventura / 3 Bed/

Central Florida / Orlando

Orlando apartment

3 6 14 nights min

  • 3 bedrooms
  • sleeps 6
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$101

Price per night from

$101

Distance approx 11.96 km from Lake Mary

7

Bedroom for Renting. 4 can sleep.

Central Florida / Orlando

Orlando house

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Air conditioning

Price per night from

$71

Responds fast!
avg. 2 hours 30 minutes

Price per night from

$71

Distance approx 16.92 km from Lake Mary

(22) Excellent 

Certificate of Excellence

15

Serene Home Away from Home

Central Florida / Orlando

Orlando apartment

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Swimming pool
  • Child Friendly
“Great stay!” This was a wonderful place to stay. Very responsive owner and even left a nice little gift for when we arrived. The location was perfect as well, as it was close to UCF for a conference I was attending and was also close enough to shoppin
…see more

Certificate of Excellence

Price per night from

$71

Responds fast!
avg. 1 hour 22 minutes

Price per night from

$71

Distance approx 15.97 km from Lake Mary

10

Wyndham Bonnet Creek Disney Orlando

Central Florida / Orlando

Orlando condo

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$200

Price per night from

$200

Distance approx 7.42 km from Lake Mary

28

Fern Park House w/Pool - New Patio & Fire Pit!

Florida / Fern Park

Fern Park house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$90

Responds fast!
avg. 10 minutes

Price per night from

$90

Distance approx 4.52 km from Lake Mary

24

Elegant Sanford Studio w/ Courtyard Near Downtown!

Central Florida / Sanford

Sanford studio

Studio 2 3 nights min

  • Studio
  • sleeps 2
  • 3 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$100

Responds fast!
avg. 1 hour 17 minutes

Price per night from

$100

Distance approx 11.97 km from Lake Mary

29

A great loft apartment in College Park, Orlando.

Central Florida / Orlando

Orlando apartment

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Car not necessary

Price per night from

$113

Price per night from

$113

Distance approx 10.84 km from Lake Mary

34

Altamonte Springs/Bear Lake/ 34min to DISNEY WiFi

Florida / Apopka

Apopka house

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$115

Responds fast!
avg. 3 hours 49 minutes

Price per night from

$115

Distance approx 19.02 km from Lake Mary

24

NEW! Orlando Apt w/Pool Access - Near Theme Parks!

Florida / Orlo Vista

Orlo Vista apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$86

Responds fast!
avg. 10 minutes

Price per night from

$86

Distance approx 16.83 km from Lake Mary

25

Sugarhill Villa #231675

Florida / Ventura

Ventura villa

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$177

Price per night from

$177

Distance approx 17.27 km from Lake Mary

19

Beautiful Fab Condo! Close to Airport/Attractions!

Central Florida / Orlando

Orlando condo

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Child Friendly

Price per night from

$80

Price per night from

$80

Distance approx 16.16 km from Lake Mary

4

Marriott's Grande Vista # 1

Central Florida / Orlando

Orlando villa

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$281

Price per night from

$281

Distance approx 17.01 km from Lake Mary

17

An American Home

Central Florida / Orlando

Orlando house

4 8 4 nights min

  • 4 bedrooms
  • sleeps 8
  • 4 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$156

Responds fast!
avg. 23 minutes

Price per night from

$156

Distance approx 17.29 km from Lake Mary

24

CLEARSTREAM Villa #231712

Florida / Ventura

Ventura villa

3 6 14 nights min

  • 3 bedrooms
  • sleeps 6
  • 14 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$177

Price per night from

$177

Distance approx 15.44 km from Lake Mary

26

Perfect Stay for Disney Fun

Central Florida / Orlando

Orlando villa

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly

Price per night from

$141

Responds fast!
avg. 2 hours 39 minutes

Price per night from

$141

Distance approx 11.38 km from Lake Mary

35

"Lakeside" in old Winter Park (exclusive 32789zip)

Central Florida / Winter Park

Winter Park villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$598

Price per night from

$598

Distance approx 17.52 km from Lake Mary

21

SOUTHPOINTE Condo #231698

Florida / Ventura

Ventura apartment

2 4 14 nights min

  • 2 bedrooms
  • sleeps 4
  • 14 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$150

Price per night from

$150

Distance approx 17.5 km from Lake Mary

13

Atrium Condo #231709

Central Florida / Orlando

Orlando apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$145

Price per night from

$145

Distance approx 5.63 km from Lake Mary

22

NEW! Artsy Longwood Condo near Cranes Roost Park!

Florida / Longwood

Longwood condo

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$96

Responds fast!
avg. 10 minutes

Price per night from

$96

Distance approx 16.16 km from Lake Mary

11

Wyndham Bonnet Creek Resort

Central Florida / Orlando

Orlando condo

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly

Price per night from

$125

Price per night from

$125

Distance approx 16.16 km from Lake Mary

13

The Fountains Club Resort

Central Florida / Orlando

Orlando villa

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$201

Price per night from

$201

Distance approx 16.16 km from Lake Mary

(16) Excellent 

69

Waterpark/spa & Disney/Golf Resort 8 miles to Disney,located in the 4 Corners

Central Florida / Orlando

Orlando villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$106

Responds fast!
avg. 2 hours 43 minutes

Price per night from

$106

Distance approx 10.81 km from Lake Mary

(3) Average 

139

SunShine Ranch

Florida / Osteen

Osteen farmhouse

8 4 1 night min

  • 8 bedrooms
  • sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$41

Price per night from

$41

Distance approx 17.91 km from Lake Mary

23

5 bed villa with pool, spa, close to theme parks ( 45844)

Central Florida / Orlando

Orlando house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly

Price per night from

$163

Price per night from

$163