50 Best Old Town Lofts on Holiday Lettings - Apartments

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133 Vacation rentals

(4) Excellent 

23

Old Town Vacation townhouse rental

Florida / Old Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
4 Bedrooms / 3 bathrooms - ground floor comprising covered entrance porch, entrance foyer, kitchen, dining area, great room, covered terrace, ground floor double bedroom with bathroom. Stairs leading to - First floor comprising master bedroom with walk in wardrobes and …see more

from $93 / night

$647 - $845 / week

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Responds fast!
avg. 2 hours 3 minutes

from $93 / night

7

Old Town Vacation apartment rental

Florida / Old Town

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Multiple condos in complex. All are 3 bed, 2 bathroom ground or upper Condos. fully furnished with full kitchen and appliances, all linen and towels provided. Washer and dryer in each condo. If booked on the calendar, please inquire on other condos. Perfect for family v …see more

from $99 / night

$693 / week

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from $99 / night

56

Vacation home in Old Town

Florida / Old Town

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our house was recently built specially for your holiday vacation! You will find a professionally decorated house, fully furnished with modern appliances, huge open concept kitchen + living room + dining room, fast internet and cable TV, themed rooms (suites) for the ch …see more

from $210 / night

$1,470 / week

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from $210 / night

12

Vacation condo rental

Florida / Old Town

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Condo offers a myriad of amenities, services, and activities including two heated swimming pools and two hot tubs, arcade games, board and card games, a book exchange, ping-pong, bingo, arts & crafts and 3 picnic/BBQ areas. For added convenience, the resort features an …see more

from $150 / night

$1,050 / week

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Responds fast!
avg. 2 hours 5 minutes

from $150 / night

14

Villa rental in Old Town

Florida / Old Town

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Ask about pets

from $142 / night

$992 - $1,706 / week

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from $142 / night

37

Vacation home with shared pool in Old Town

Florida / Old Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This beautiful open-floor-plan 4 bedroom 3.5 Bath townhouse is in a gated community, fits up to 8 people and is ideal for families visiting the parks and convention centers in the Orlando region. You'll enjoy Wi-Fi inside the house! Unique features: Compas …see more

from $115 / night

$805 / week

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from $115 / night

34

Vacation home in Old Town

Florida / Old Town

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Welcome to Storey Lake Resort and this luxurious 5 bedroom, 4 bathroom rental home located near the theme parks in Orlando, Florida. This rental home has attained the prestigious Grand status for having an upgraded professional furniture package. This vacation rental ho …see more

from $195 / night

$1,365 / week

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from $195 / night

22

Vacation condo in Old Town

Florida / Old Town

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
A circle of warm amber-colored buildings makes up the family-friendly vacation community of Sweetwater Club. Department stores, grocery stores, gas stations and pharmacies are nearby, in addition to plenty of outlet shopping. Sports fans will be pleased with championsh …see more

from $100 / night

$700 / week

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from $100 / night

22

Old Town Vacation villa rental

Florida / Old Town

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to the Feixas residence! We are a family owned property so family, is very important for us. Thank you for your interest in our property, please don't hesitate to contact us with any inquiries. Our home is a gorgeous fully air conditioned, 2 story, 4 bedroom h …see more

from $155 / night

$1,100 / week

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from $155 / night

(2) Very Good 

29

Vacation townhouse in Old Town

Florida / Old Town

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Newly carpeted September 2016! Bordering Old Town Kissimmee and 3 miles from Disney, Regal Oaks offers serenity amid the fun hub of Florida. This gated community is within walking distance of Old Town and a few minutes drive from major attractions. The resort location …see more

from $115 / night

$700 / week

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from $115 / night

30

Vacation condo in Old Town

Florida / Old Town

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
Star Island Resort & Club is set on the banks of a private lake, Lake Cecile, this resort is 4.8 miles from Disney. There are 2 outdoor pools & a hot tub, plus 9 tennis courts, a driving range & a putting green. Other amenities include WiFi, a spa, a fitness center & a …see more

from $130 / night

$910 / week

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from $130 / night

16

Old Town Vacation apartment rental

Florida / Old Town

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
One bedroom suite in Vacation Resort near Disney Orlando Florida. This Villa style suite Includes 2 Full size Beds & Living Room comfortable sleeps six people. One private bedroom and living room with small kitchenette. This is not Shared unit. Completely private for ex …see more

from $65 / night

$398 / week

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Responds fast!
avg. 2 hours 35 minutes

from $65 / night

(7) Very Good 

Certificate of Excellence

16

Home rental in Old Town

Florida / Old Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The home is a Three Bedroom 2.5 Bathrooms Executive Townhome situated close to Walt Disney World and Old Town. The other theme Parks and water parks are a short drive away. There are many Restaurants and Supermarkets close by on Highway 192 and Polynesian Isles Blvd. …see more

Certificate of Excellence

from $75 / night

$525 / week

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from $75 / night

(1) Excellent 

34

Home rental in Old Town with swimming pool

Florida / Old Town

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Welcome to our luxurious, brand new 5 bedroom, 4 bath home. With 3 kings, 2 full beds, and a queen over queen bunk, there is plenty of room for everyone (14 if needed) to spread out and unwind. The private pool with covered lanai provides hours of relaxing and soaking u …see more

from $195 / night

$1,365 / week

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from $195 / night

33

Old Town Vacation home rental

Florida / Old Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This exquisitely and professionally decorated with appealing décor offers you vacation elegance at its finest. Decorated in tones of Silver, Gold & Grey with mirrored accents, you will be the envy of your fellow vacationers. As you enter the home, you will be greeted by …see more

from $139 / night

$973 / week

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from $139 / night

34

Vacation home accommodation

Florida / Old Town

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
‘Story Book’ 5 Bedroom 4 Bath New Town Home in Storey Lake! Appointed with special touches, beautiful décor and quality furnishings, your 5 bedroom, 4 bath vacation home will provide you with many ‘stories’ to share! Located only moments from the entrance to Walt Disney …see more

from $221 / night

$1,547 / week

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Responds fast!
avg. 3 hours 46 minutes

from $221 / night

27

Vacation home in Old Town

Florida / Old Town

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Located just minutes from the Disney World Area and other attractions, an outlet mall, as well as numerous shopping centers and an incredible array of wonderful restaurants. Indian Wells provides a wonderful alternative to the hotel room. This vacation provides many of …see more

from $142 / night

$994 / week

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from $142 / night

27

Old Town Vacation home rental

Florida / Old Town

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Start your vacation right by staying in this gorgeous Storey Lake vacation home! Sleeping up to a total of 13 guests, this 5 bedroom and 4 bathroom home will become your perfect getaway on your vacation to Florida. When you enter this gorgeous home, you are greeted with …see more

from $195 / night

$1,365 / week

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from $195 / night

15

Vacation apartment in Old Town

Florida / Old Town

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
One bedroom suite in Vacation Resort near Disney Orlando Florida. This Villa style suite Includes 2 Full size Beds & Living Room with Sofa Sleeper comfortable sleeps six people. One private bedroom and living room with small kitchenette. This is not Shared unit. Complet …see more

from $65 / night

$450 / week

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Responds fast!
avg. 2 hours 35 minutes

from $65 / night

8

Old Town Vacation villa rental

Florida / Old Town

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Two-bedroom villas feature a fully-equipped kitchen with microwave, blender, toaster, dishes and flatware, coffeemaker, dishwasher, disposal, breakfast bar, refrigerator w/ice makers. The master bedroom features king or queen bed, master bath/shower and hairdryer. The s …see more

from $179 / night

$1,250 / week

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Responds fast!
avg. 3 hours 3 minutes

from $179 / night

33

Old Town Vacation villa rental

Florida / Old Town

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Tiger Lilly has a new bright and luxurious feel.  It offers plenty of room for the whole family and can accommodate up to 13 people with ease.  This home comes with 4 spacious master king suites.  The highlight of the property has to be the lovely south-west-facing priv …see more

from $205 / night

$1,260 - $1,760 / week

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from $205 / night

20

Vacation home with swimming pool in Old Town

Florida / Old Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Beautiful, spacious and professionally decorated this home is located in one of the newest Disney area resort communities, Storey Lake. This home is located less than 15 minutes from the entrance of Walt Disney World, less than 1 mile from endless shopping and restauran …see more

from $159 / night

$1,113 / week

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from $159 / night

(1) Excellent 

18

Vacation apartment in Old Town

Florida / Old Town

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Give yourself a little “me” time, soaking up the peace and quiet on the balcony overlooking the beautiful nature conservation behind the home. Sip on your coffee and plan the day’s activities – thanks to the home’s prime location, it’s easy to experience the best of Orl …see more

from $75 / night

$525 / week

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Responds fast!
avg. 1 hour 49 minutes

from $75 / night

29

Vacation home rental

Florida / Old Town

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
The Villas at Seven Dwarfs Lane is your destination for a fun-filled getaway in Magical Orlando. These vacation town-homes offer a spacious alternative to a cramped hotel room at a value that can't be beat. Just five miles away from the Walt Disney World parks, and minu …see more

from $129 / night

$903 / week

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from $129 / night

34

Home rental in Old Town with swimming pool

Florida / Old Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Welcome to this lovely townhome located in the resort community of Storey Lake. This townhome is expertly decorated and very impressive. As you walk in, you are greeted with the open layout of the home. The beautiful kitchen will inspire the inner chef within you to coo …see more

from $170 / night

$1,190 / week

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from $170 / night

31

Vacation home in Old Town

Florida / Old Town

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
The Villas at Seven Dwarfs Lane is your destination for a fun-filled getaway in Magical Orlando. These vacation town-homes offer a spacious alternative to a cramped hotel room at a value that can't be beat. Just five miles away from the Walt Disney World parks, and minu …see more

from $129 / night

$903 / week

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from $129 / night

13

Vacation home rental

Florida / Old Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This 3 bed 2 bath town home is located in the gated Seven Dwarfs community. The 3 bedrooms consist of a king master with a TV which is on the ground floor, and upstairs there is a queen bedroom also with a TV and bedroom 3 has 2 twin beds. The kitchen is fully equipped …see more

from $119 / night

$833 / week

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from $119 / night

27

Vacation condo in Old Town

Florida / Old Town

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
Looking for a little slice of paradise where you can relax and rejuvenate? Whether your vacation plans call for a family getaway or a secluded honeymoon trip, Star Island Resort and Club in Kissimmee is the perfect place for your home away from home. You’ll find a fitne …see more

from $160 / night

$1,120 / week

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from $160 / night

19

Vacation home in Old Town

Florida / Old Town

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
Designed with space and comfort in mind – featuring air-conditioning throughout, quality fitted kitchens and bathrooms, en-suite master bedrooms with private balcony and telephone system, TV, living area and even a large terrace, parking right outside your front door! R …see more

from $111 / night

$777 / week

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from $111 / night

28

Condo rental in Old Town

Florida / Old Town

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
Looking for a little slice of paradise where you can relax and rejuvenate? Whether your vacation plans call for a family getaway or a secluded honeymoon trip, Star Island Resort and Club in Kissimmee is the perfect place for your home away from home. You’ll find a fitne …see more

from $160 / night

$1,120 / week

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from $160 / night

23

Vacation condo in Old Town

Florida / Old Town

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Vacation Villas at Fantasy World 2 Resort is located on 5.7 acres on U.S. 192 in Kissimmee, approximately three (3) miles from Walt Disney World and is convenient to many of the area's attractions including Sea World, Universal Studios Florida and Downtown Disney, a …see more

from $95 / night

$665 / week

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from $95 / night

26

Condo rental in Old Town

Florida / Old Town

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
Star Island Resort & Club is set on the banks of a private lake, Lake Cecile, this resort is 4.8 miles from Disney. There are 2 outdoor pools & a hot tub, plus 9 tennis courts, a driving range & a putting green. Other amenities include WiFi, a spa, a fitness center & a …see more

from $130 / night

$910 / week

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from $130 / night

19

Vacation home in Old Town

Florida / Old Town

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
  • Ask about pets
Beautiful, newly remodeled 3 bedroom, 2 bath home located on the historic Suwannee River. Get away from it all. Easy access to Fanning Springs (1.5 miles up river) and Manatee Springs (7 miles down river). Bring a boat, or two 2-person kayaks available for use. Great vi …see more

from $99 / night

$699 / week

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from $99 / night

27

Old Town Vacation condo rental

Florida / Old Town

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
Looking for a little slice of paradise where you can relax and rejuvenate? Whether your vacation plans call for a family getaway or a secluded honeymoon trip, Star Island Resort and Club in Kissimmee is the perfect place for your home away from home. You’ll find a fitne …see more

from $160 / night

$1,120 / week

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from $160 / night

15

Vacation home with swimming pool in Old Town

Florida / Old Town

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Storey Lake - Kissimmee is a brand new luxurious vacation community located just 4 miles to the magical world of Disney and just minutes to Universal, Sea World and the many water parks in the area. Central Florida is also home to some of the nation's top rated golf cou …see more

from $119 / night

$833 / week

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from $119 / night

(1) Excellent 

33

Vacation home with swimming pool in Old Town

Florida / Old Town

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This vacation home is bound to take your vacation to the next level. Welcome to this gorgeous townhome located in the resort community of Storey Lake. As you enter this townhome, you are greeted with signs of relaxation. The warm and inviting feel of the living room mak …see more

from $195 / night

$1,365 / week

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from $195 / night

31

Old Town Vacation home rental

Florida / Old Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Only minutes from the entrance of Walt Disney World, this brand new 4 Bedroom 3.5 Bath Town Home located in Compass Bay is one of four beautiful town homes in the same building. This works perfectly for a small family vacation or a grand family reunion. Professionally d …see more

from $133 / night

$931 / week

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Responds fast!
avg. 3 hours 20 minutes

from $133 / night

20

Old Town Vacation villa rental

Florida / Old Town

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Vacation Villas at Fantasy World 2 Resort is located on 5.7 acres on U.S. 192 in Kissimmee, approximately three (3) miles from Walt Disney World and is convenient to many of the area's attractions including Sea World, Universal Studios Florida and Downtown Disney, a …see more

from $95 / night

$665 / week

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from $95 / night

29

Vacation home rental

Florida / Old Town

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
The Villas at Seven Dwarfs Lane is your destination for a fun-filled getaway in Magical Orlando. These vacation town-homes offer a spacious alternative to a cramped hotel room at a value that can't be beat. Just five miles away from the Walt Disney World parks, and minu …see more

from $129 / night

$903 / week

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from $129 / night

20

Villa rental in Old Town

Florida / Old Town

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Vacation Villas at Fantasy World 2 Resort is located on 5.7 acres on U.S. 192 in Kissimmee, approximately three (3) miles from Walt Disney World and is convenient to many of the area's attractions including Sea World, Universal Studios Florida and Downtown Disney, a …see more

from $95 / night

$665 / week

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from $95 / night