List your home
Apply filters
£ to

Price

£10 - 500+

Price per night

£ to per night

Location

  • United States Clear
  • Florida Clear
  • Central Florida Clear
  • Haines City Clear

Location

Haines City

  • Show all locations

more +

less -

Bedrooms

Show all

  • Show all
  • Studio
  • 1 Bedroom
  • 2 Bedrooms
  • 3 Bedrooms
  • 4 Bedrooms
  • 5 Bedrooms
  • 6 Bedrooms
  • 7 Bedrooms
  • 8 Bedrooms
  • 9 Bedrooms
  • 10 Bedrooms
  • 11 Bedrooms
  • 12 Bedrooms
  • 13 Bedrooms
  • 14 Bedrooms
  • 15+ Bedrooms

more +

less -

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

Filters applied: Car not required (0)

32 of 32 Results

Sort by: Default

  • Default
  • Price low to high
  • Price high to low
  • Reviews

More results near Winter Haven

from £87 / night

£603 - £669 / week

View

(2) Excellent 5/5 

1 / 24

Distance approx 5.61 miles from Winter Haven

Holiday villa with golf nearby in Haines City

Haines City / Southern Dunes

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning

Excellent 5/5 

Add to shortlist

Not on the map

from £87 / night

£603 - £669 / week

View

4/3 Executive Style Pool Home with South facing pool located directly on the Southern Dunes golf course. Designer furnishings and ceramic tile throughout. 6 flat Screen TVs. Covered lanai. Gameroom. Colored LED pool lighting. 24 hour guard gate. Close to Disney.  …see more

from £329 / night

£2299 / week

View

1 / 20

Distance approx 13.55 miles from Winter Haven

Davenport holiday home rental

Davenport / Davenport City

House / 12 Bedrooms / sleeps 34

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning

Add to shortlist

Not on the map

from £329 / night

£2299 / week

View

Disney 14 room Golf & Tennis Resort Mansion Estate for up to 34 persons  …see more

from £61 / night

£425 - £500 / week

View

1 / 11

Distance approx 13.92 miles from Winter Haven

Holiday villa with golf nearby in Davenport

Davenport / Sandy Ridge

Villa / 3 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Add to shortlist

Not on the map

from £61 / night

£425 - £500 / week

View

Our villa is fully furnished and kept to the very highest standards at all times. We are regular visitors ourselves and set the highest standard for our home, We have a local management company to support guests with whatever they need, great location to relax . Yet close to orlando's main attractions, 40 mins from Orlando airport, 1hr 15 to clearwater beeches  …see more

Featured properties

from £50 / night

£349 - £450 / week

View

1 / 10

Distance approx 14.25 miles from Winter Haven

Holiday condo in Davenport

Davenport / Terrace Ridge

Condo / 3 Bedrooms / sleeps 7

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning

Add to shortlist

Not on the map

from £50 / night

£349 - £450 / week

View

The biggest advantage of Terrace Ridge is location; * Ten minutes to Disneyworld * Five minutes to some of the finest golf courses * Five minutes to extensive shopping and dining * Fifteen minutes to Seaworld and Discovery Cove * Twenty minutes to Universal Resort  …see more

from £86 / night

£600 / week

View

1 / 19

Distance approx 14.41 miles from Winter Haven

Holiday villa in Davenport

Davenport / Calabay Parc

Villa / 4 Bedrooms / sleeps 10

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning

Add to shortlist

Not on the map

from £86 / night

£600 / week

View

**** 15 % DISCOUNT FOR MAY ******* SPACIOUS FAMILY VILLA WITH SPA AND GAMES ROOM, INTERNET AND 15 MINS FROM DISNEY ON THE LOVELY SUB-DIVISION OF CALABAY PARC  …see more

from £128 / night

£895 - £2120 / week

View

1 / 24

Distance approx 14.95 miles from Winter Haven

Holiday villa with golf nearby in Orlando

Central Florida / Orlando

Villa / 6 Bedrooms / sleeps 16

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning

Add to shortlist

Not on the map

from £128 / night

£895 - £2120 / week

View

6 bedrooms; 5.5 bathrooms; 5 master suites; 3 kings; South facing pool/SPA; Long covered lanai; No rear neighbor and not overlooked; Free Wifi; Close to Disney and other attractions; Near restaurants and shopping.  …see more

from £90 / night

£625 / week

View

1 / 20

Distance approx 15.64 miles from Winter Haven

Villa rental in Davenport with swimming pool

Davenport / Hampton Lakes

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning

Add to shortlist

Not on the map

from £90 / night

£625 / week

View

Our home has been luxuriously furnished by a team of professional interior designers and is situated in a quiet gated community called Hampton Lakes. It offers the opportunity for refreshment and relaxation after your return from a day of high adventure.  …see more

from £100 / night

£700 - £805 / week

View

(2) Excellent 5/5 

1 / 16

Distance approx 16.25 miles from Winter Haven

Davenport holiday villa rental

Davenport / Highlands Reserve Golf Course

Villa / 5 Bedrooms / sleeps 12

  • Nearest beach 86 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

Add to shortlist

Not on the map

from £100 / night

£700 - £805 / week

View

Wallace Villas overlook 5th fairway of award winning Highlands Reserve Golf Course. Walt Disney World, Universal Studios, Sea World and all Orlando Tourist Attractions within minutes. Both Villas are refurbished yearly and decorated to the highest spec. Private & Safe. With over 3000 sq ft of fully air-conditioned living space, Wallace Villas sleep upto 12 guests!  …see more

from £133 / night

£930 / week

View

1 / 4

Distance approx 16.54 miles from Winter Haven

Alachua holiday condo rental

Florida / Alachua

Condo / 4 Bedrooms / sleeps 12

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages

Add to shortlist

Not on the map

from £133 / night

£930 / week

View

Beach Condo, 4 bedroom, 4 bathroom, ocean front, beach front, Florida condo, condominium, Panama City Beach, oceanview, 5th floor, 4 Night Minimum  …see more

from £93 / night

£650 - £750 / week

View

1 / 18

Distance approx 16.55 miles from Winter Haven

Kissimmee holiday villa rental

Kissimmee / Crescent Lakes

Villa / 6 Bedrooms / sleeps 12

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed

Add to shortlist

Not on the map

from £93 / night

£650 - £750 / week

View

6 bedroom pool home. Near Disney, Universal, SeaWorld, Aquatica, Wet 'n Wild, Gatorland, fishing, golf and many other attractions. South facing pool. Privacy fencing at rear. Conservation outlook.  …see more

from £93 / night

£650 / week

View

1 / 4

Distance approx 16.99 miles from Winter Haven

Davenport holiday villa rental

Davenport / Highgate Park

Villa / 5 Bedrooms / sleeps 10

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed

Add to shortlist

Not on the map

from £93 / night

£650 / week

View

Orlando Villa Magic is a beautiful vacation villa with upgraded furniture, it is located in the well kept and quiet gated community of Highgate Park; 10 minutes to Disney World . *** Cable Sports & Films all in HD ****  …see more

from £161 / night

£1123 - £1987 / week

View

(3) Excellent 5/5 

1 / 27

Distance approx 18.01 miles from Winter Haven

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

Villa / 6 Bedrooms / sleeps 14

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

Add to shortlist

Not on the map

from £161 / night

£1123 - £1987 / week

View

3 Miles from Disney in Emerald Island resort ~ Air-conditioned game room with pool table, air hockey, foosball and large screen TV ~ 6 bedrooms, 5.5 bathrooms ~ 4 Master suites with King size beds ~ 2 themed kids rooms ~ Large south-facing pool and spa NOTE: We prefer Sat-Sat bookings. All variations are considered by owner, so please ask.  …see more

from £62 / night

£434 - £623 / week

View

1 / 14

Distance approx 18.04 miles from Winter Haven

Holiday villa in Davenport

Davenport / Highgate Park

Villa / 4 Bedrooms / sleeps 8

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Add to shortlist

Not on the map

from £62 / night

£434 - £623 / week

View

Fantastic 4 Bedroom,3 Bathroom Villa With a Private Pool,Jacuzzi,Games Room & Free Wifi Internet.The Villa is on a Fabulous,Gated Community Just 15 Minutes Drive From Disney!  …see more

from £210 / night

£1470 - £1876 / week

View

1 / 24

Distance approx 18.05 miles from Winter Haven

Holiday villa in Kissimmee

Kissimmee / Windsor Hills Resort

Villa / 6 Bedrooms / sleeps 12

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Add to shortlist

Not on the map

from £210 / night

£1470 - £1876 / week

View

This villa is situated in the exclusive resort of Windsor Hills. Only 1.5 miles from Walt Disney World and all the major Orlando attractions. Great, Yeah!  …see more

from £85 / night

£595 / week

View

1 / 15

Distance approx 18.08 miles from Winter Haven

Villa rental in Kissimmee with swimming pool

Kissimmee / Emerald Isle Kissimmee

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning

Add to shortlist

Not on the map

from £85 / night

£595 / week

View

Close to Disney, Gated Community  …see more

from £84 / night

£585 - £720 / week

View

(3) Excellent 5/5 

1 / 24

Distance approx 18.08 miles from Winter Haven

Holiday villa with golf nearby in Kissimmee

Kissimmee / Indian Creek

Villa / 5 Bedrooms / sleeps 12

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning

Excellent 5/5 

Add to shortlist

Not on the map

from £84 / night

£585 - £720 / week

View

Luxury vacation home Close to disney Another vacation home next door Close to golf clubs Close to shops and restaurants Near to Universal and Seaworld Please contact us as we may have discounts and deals available  …see more

from £122 / night

£850 / week

View

1 / 24

Distance approx 18.11 miles from Winter Haven

Villa rental in Kissimmee

Kissimmee / Indian Creek

Villa / 5 Bedrooms / sleeps 12

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Add to shortlist

Not on the map

from £122 / night

£850 / week

View

Located 5- 10 mins away from Disney theme parks. Easy access to all parks private pool & lounge spa  …see more

from £161 / night

£1123 - £2053 / week

View

(1) Excellent 5/5 

1 / 24

Distance approx 18.12 miles from Winter Haven

Holiday villa in Kissimmee

Kissimmee / Emerald Isle Kissimmee

Villa / 7 Bedrooms / sleeps 16

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

Add to shortlist

Not on the map

from £161 / night

£1123 - £2053 / week

View

3 Miles from Disney in Emerald Island resort ~ Air-conditioned game room with pool table, air hockey, foosball and large screen TV ~ 7 bedrooms, 4.5 bathrooms ~ 2 Master suites with King size beds ~ Large south-facing pool and spa - Themed kids bedrooms NOTE: We prefer Sat-Sat bookings. All variations are considered by owner, so please ask.  …see more

from £186 / night

£1302 - £1708 / week

View

1 / 24

Distance approx 18.23 miles from Winter Haven

Villa rental in Kissimmee with golf nearby, tennis court

Kissimmee / Windsor Hills Resort

Villa / 5 Bedrooms / sleeps 10

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning

Add to shortlist

Not on the map

from £186 / night

£1302 - £1708 / week

View

This villa is situated in the exclusive resort of Windsor Hills. Only 1.5 miles from Walt Disney World and all the major Orlando attractions. Great, Yeah!  …see more

from £120 / night

£840 / week

View

1 / 7

Distance approx 18.27 miles from Winter Haven

Home letting in Kissimmee

Kissimmee / Paradise Palms

House / 4 Bedrooms / sleeps 10

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning

Add to shortlist

Not on the map

from £120 / night

£840 / week

View

4 Star 4 bedroom 3 bathroom holiday home in the heart of the Disney district with private splash pool  …see more

from £182 / night

£1274 - £1624 / week

View

1 / 24

Distance approx 18.44 miles from Winter Haven

Holiday villa with golf nearby in Kissimmee

Kissimmee / Windsor Hills Resort

Villa / 6 Bedrooms / sleeps 12

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning

Add to shortlist

Not on the map

from £182 / night

£1274 - £1624 / week

View

This villa is situated in the prestigous Windsor Hills resort. Only 1.5 miles from Walt Disney World and all the major Orlando attractions. Great, Yeah!  …see more

from £66 / night

£457 - £597 / week

View

1 / 24

Distance approx 18.51 miles from Winter Haven

Townhouse rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

Townhouse / 3 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning

Add to shortlist

Not on the map

from £66 / night

£457 - £597 / week

View

A luxurious 3 bedroom / 2.5 bath townhouse that sleeps up to 8 is fully air conditioned and very well equipped including TVs and DVD players in all bedrooms, a PS2 games console for the kids, wireless internet access, free local & national telephone call and more.. Why stay anwhere else when you can get all this within 5 minutes (3 miles) of Disney World Orlando Florida?  …see more

from £89 / night

£620 - £720 / week

View

(7) Excellent 5/5 

1 / 24

Distance approx 18.72 miles from Winter Haven

Holiday townhouse rental

Kissimmee / Encantada Resort

Townhouse / 4 Bedrooms / sleeps 8

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

Add to shortlist

Not on the map

from £89 / night

£620 - £720 / week

View

Newly Interior designed 4 bedroomed townhouse, with full size private pool. Equipped to very high standards. 50 metres from Clubhouse open 24/7; boasts free computers, WiFi, Games Room and 2 large heated pools. Mins away from Disney, restaurants, shopping and golf clubs House located in a landmark tropical and lively resort offering a unique magical vacation !  …see more

from £36 / night

£250 - £700 / week

View

(3) Excellent 5/5 

1 / 7

Distance approx 18.82 miles from Winter Haven

Holiday apartment with shared pool in Kissimmee

Kissimmee / Crestwynd Bay

Apartment / 1 Bedroom / sleeps 4

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Excellent 5/5 

Add to shortlist

Not on the map

from £36 / night

£250 - £700 / week

View

close to disney close to orlando close to outlets/malls free theater showing about three times a day. Depending on the requirements There can be a 1 bed for 2 couples/ 1bed 1 sofa for family of 2 adults 2 children in a front room at the higher rates. WEEKLY BOOKINGS FROM WEEKEND TO WEEKEND AT DISCOUNTED RATED ONLY.  …see more

from £80 / night

£560 - £1050 / week

View

(2) Excellent 5/5 

1 / 15

Distance approx 19.13 miles from Winter Haven

Holiday villa with golf nearby in Clermont

Clermont / High Grove

Villa / 4 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

Add to shortlist

Not on the map

from £80 / night

£560 - £1050 / week

View

Summerplace Villa, Highgrove, Orlando Villa, Pool, Hot Tub, Games Room, WiFi, Disney, Universal Studios, Seaworld, BBQ, gated Resort, Hot Tub,  …see more

from £171 / night

£1193 / week

View

1 / 7

Distance approx 19.72 miles from Winter Haven

Holiday apartment with golf nearby in Kissimmee

Kissimmee / Orange Lake Resort

Apartment / 2 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning

Add to shortlist

Not on the map

from £171 / night

£1193 / week

View

Orlando Disney. Kissimmee disney. Orlando golf  …see more

Pricing unknown

View

1 / 23

Distance approx 20.04 miles from Winter Haven

Holiday villa in Kissimmee

Kissimmee / Crestwynd Bay

Villa / 3 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning

Add to shortlist

Not on the map

Pricing unknown

View

FACILITIES AVAILABLE IN OUR SUPERIOR ACCOMMODATION Indoor open courtyard private swimming pool. Jacuzzi both heated. Large sundeck with sun loungers. 3 large bedrooms all on suit with TV and video. 3 Bathrooms one being disabled equipped. Air conditioning throughout. H When you stay at our luxury villa you will be within three miles of the Disney complex.  …see more

from £58 / night

£400 - £550 / week

View

(1) Excellent 5/5 

1 / 17

Distance approx 20.65 miles from Winter Haven

Holiday home with golf nearby in Kissimmee

Kissimmee / Terra Verde Resort

House / 3 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

Add to shortlist

Not on the map

from £58 / night

£400 - £550 / week

View

Terra Verde is an award winning resort close to Walt Disney, Sea World , and all the other thrilling parks. Sunseeker over looks a large fishing lake, is also immaculate and and has wonderful furnishings which makes it a little different to all the others . T The Patio is a wonderful place to relax and maybe have a BBQ and chill in the spa  …see more

from £69 / night

£483 - £1549 / week

View

1 / 18

Distance approx 21.68 miles from Winter Haven

Kissimmee holiday condo rental

Central Florida / Kissimmee

Condo / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning

Add to shortlist

Not on the map

from £69 / night

£483 - £1549 / week

View

Internet Connection - Telephone - Cable/Satellite - Multiple TV's - linen/towels provided - Coffeemaker-vacation home rentals-luxury-modern-holiday villa-free wifi-central air/heat Living Area: 1,202 SqFt - Lot Size: 1,202 SqFt  …see more

from £53 / night

£371 - £539 / week

View

1 / 11

Distance approx 21.75 miles from Winter Haven

Holiday condo with shared pool in Kissimmee

Kissimmee / Cane Island

Condo / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Add to shortlist

Not on the map

from £53 / night

£371 - £539 / week

View

Self-catering air-conditioned condo with shared swimming pool, gym and games room. We own three of these condos, one above the other, so if you have a large party you can all stay together.  …see more

from £71 / night

£497 - £665 / week

View

1 / 18

Distance approx 21.88 miles from Winter Haven

Orlando holiday villa rental

Central Florida / Orlando

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning

Add to shortlist

Not on the map

from £71 / night

£497 - £665 / week

View

Large and comfortable family home from home in an excellent community handily placed for all of central Florida's many attractions. Ideal location for relaxing in the Florida sunshine, or using as a base for exploring the Orlando area and beyond.  …see more

from £91 / night

£631 - £1016 / week

View

1 / 23

Distance approx 22.95 miles from Winter Haven

Kissimmee holiday townhouse rental

Central Florida / Kissimmee

Townhouse / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning

Add to shortlist

Not on the map

from £91 / night

£631 - £1016 / week

View

Internet Connection – Telephone - Cable/Satellite - Multiple TV's - Linens Provided – Coffeemaker - Gas Grill Living Area: 1,636 SqFt - Lot Size: 1,661 SqFt  …see more
first last

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page