Fishing holiday villas and apartments Kissimmee

Close

View larger map

Also consider

North America Holidays
179203 properties
United States Holidays
129659 properties
Florida Holidays
36499 properties
Central Florida Holidays
13669 properties
Emerald Isle Kissimmee
55 properties
Kissimmee City
31 properties
Villas Windsor Hills Resort
31 properties
Lake Berkley
26 properties
Villas Paradise Palms
23 properties
Cumbrian Lakes
21 properties
Villas Windsor Palms
21 properties
Lindfields
18 properties
Bellavida Resort
16 properties
Terra Verde Resort
16 properties
Villas Indian Creek
13 properties
Crescent Lakes
12 properties
Compass Bay
11 properties
Venetian Bay Villages
10 properties
Doral Woods
9 properties
Sunset Lakes
9 properties
Encantada Resort
8 properties
Trafalgar Village
8 properties
Villas Formosa Gardens
8 properties
Regal Oaks
8 properties

Kissimmee

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
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

500 Holiday homes

Filters applied: Fishing (500)

Travellers going to Kissimmee are booking December dates now. Secure your holiday home today and have the perfect trip.

51

Holiday villa in Kissimmee

Kissimmee / Hamilton's Reserve

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 85 km
  • Swimming pool
Heated swimming Pool, Jacuzzi for up to 6 people, House wide high speed Wi-Fi, 2 Large screen TVs and DVD players in the pool lounge and master bedroom, Quiet seated area in the front lounge, recently refurbished Kitchen, large airy house, fully air conditioned,This lu  …see more

from £112 / night

£740 - £840 / week

Book View

from £112 / night

(6) Excellent 

15

Holiday villa in USA East Coast

Central Florida / Kissimmee

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly
“This was a great place to stay.” This house was a great place and was not far from Disney. It was a very nice and spacious house. The pool was nice also.  …see more

from £60 / night

£425 - £540 / week

Book View

from £60 / night

(7) Very Good 

24

Holiday home in USA East Coast

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 130 km
  • Swimming pool
“Fabulous House, Fabulous Holiday” We loved this house!!! It was spotlessly clean, and the furnishings were of a high standard. The beds were really comfy and the children loved the playroom and pool. Great for two families. It is a great location  …see more

from £165 / night

£825 - £1255 / week

Book View

from £165 / night

(14) Very Good 

16

Holiday villa rental

Kissimmee / Indian Ridge Oaks

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This lovely Villa has it's own private pool and is only 5 minutes away from the exciting Disney World, Florida Brilliant access to all of the popular theme parks . There are shops and restaurant close by as well as a community pool, tennis courts and a play area.  …see more

from £54 / night

£375 - £500 / week

Book View

from £54 / night

(4) Very Good 

18

Kissimmee holiday villa rental

Kissimmee / Crescent Lakes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Amazing all the way around” My wife and I booked this Villa in order to have a nice place to relax after taking our three daughters to the Disney parks. We stayed for a week and mid way through each day we spent at the parks our kids would express how  …see more

from £90 / night

£575 - £775 / week

Book View

from £90 / night

(6) Excellent 

68

Holiday villa in USA East Coast

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 12 km
  • Swimming pool
  • Child friendly
“Fantastic accommodation, Ladysvilla deserves 10 stars instead of 5!!!!!!!!” This is the second time we have stayed in this villa and I cannot express enough how good it is. It is ideally located for all the attractions and theme parks in Orlando. The  …see more

from £88 / night

£560 - £928 / week

Book View

from £88 / night

12

Townhouse rental in Kissimmee

Kissimmee / Terra Verde Resort

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
quiet resortUse of all Resort facilities  …see more

from £65 / night

£455 - £840 / week

Book View

from £65 / night

(7) Excellent 

44

Townhouse rental in USA East Coast with swimming pool

Kissimmee / Encantada Resort

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Newly and Professionally Furnished 4 bedroom 3 bath town home with lake view, next to club house.  …see more

from £96 / night

£644 - £784 / week

Book View

from £96 / night

(2) Very Good 

18

Holiday villa with shared pool, golf nearby in USA East Coast

Kissimmee / Orange Lake Resort

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Perfect family spot.” At the time of our check in our wonderful vacation began. The villa was classically appointed. Everything was spotless and functional. The lush landscape was a fitting tropical backdrop for the winding river. All common a  …see more

from £171 / night

£1200 / week

Book View

from £171 / night

(1) Very Good 

20

Condo rental in Kissimmee with golf nearby

Kissimmee / Kissimmee City

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This spacious 3 bedrooms and 2 bedrooms vacation home includes the Following Amenities: 4 miles to Disney , 1 King Bed, 1 Queen Bed, 2 Twin Beds, COMMUNITY has heated pool, spa, fitness center, theater room, basketball and tennis court and children playground, Complemen  …see more

from £72 / night

£480 - £680 / week

Book View

from £72 / night

(7) Very Good 

26

Kissimmee holiday villa rental

Central Florida / Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“This is house is very accommodating and a great vacation rental.” My family and a few friends recently rented this home and we had an excellent stay. The house is very spacious and will be great for a large group. I love how it has an alarm to make y  …see more

from £72 / night

£504 / week

Book View

from £72 / night

(11) Excellent 

69

Townhouse rental in USA East Coast with golf nearby

Kissimmee / Fiesta Key

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 115 km
  • Swimming pool
HDTV DVD BluRay Chromecast WiFi Internet Cable NetFlix Parking Pool Tennis Gym Golf  …see more

from £32 / night

£336 - £420 / week

Book View

from £32 / night

(12) Excellent 

37

Villa rental in Kissimmee with swimming pool

Kissimmee / Kissimmee City

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
“One word to sum up this villa...... PERFECT !!!” Choosing a villa was quite a hard task to ensure that the whole family enjoyed their vacation in Florida. It needed to be centrally located to all the main parks, be furnished to a good standard & have  …see more

from £104 / night

£692 - £920 / week

Book View

from £104 / night

(2) Excellent 

70

Holiday villa letting

Kissimmee / Cumbrian Lakes

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 114 km
  • Swimming pool
5 bedrooms;3 en suites bathrooms; private pool and spa; optional pool heating; Home Cinema; Fully air conditioned games room; south west facing pool; freeWiFi and high speed internet access; all bedrooms have flat screen cable TVs; free local and international callsAll  …see more

from £95 / night

£665 - £875 / week

Book View

from £95 / night

25

Holiday villa in Kissimmee

Kissimmee / Veranda Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 104 km
  • Swimming pool
  • Child friendly
Mickey’s Ritz at Veranda Palms is a private vacation home providing spacious accommodation with luxury, upgraded contemporary furnishings. The home has 4 bedrooms, 3 bathrooms, a large pool (30ft x 15ft) + spa, a south west facing pool deck with fabulous pool furnitur  …see more

from £103 / night

£717 - £941 / week

Book View

from £103 / night

(11) Excellent 

12

Kissimmee holiday villa rental

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
•40ft lake view pool with sunshine on deck from 10am till sunset•Within 30 minutes for ALL parks,Orlando airport and the Florida Mall•Prime lake view and privacy •24 hour Walmart and loads of restaurants and shops close by• Returning guests year-on-yearCheck out our gue  …see more

from £73 / night

£510 - £630 / week

Book View

from £73 / night

(5) Very Good 

88

Holiday villa in Kissimmee

Kissimmee / Seasons Resort

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Seasons Sunshine Villa named from the fact that the pool is in sun all day offers the ideal location for a large family or two family holiday of a lifetime.  …see more

from £95 / night

£625 - £840 / week

Book View

from £95 / night

(7) Excellent 

48

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Exceeded Expectations” We just got back (May 2013) from a stay at Emerald Magic 6 bedroom villa at Emerald Island Resorts and had a wonderful stay. The house was even better then expected when we arrived. Nice welcoming touches everywhere. Lots of tow  …see more

from £192 / night

£1360 - £2240 / week

Book View

from £192 / night

(2) Excellent 

91

Villa accommodation in Kissimmee

Kissimmee / Kissimmee City

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Fabulous 2 storey home with lots of space for large groups or 2 families, with cable t.v. in every room, wi fi and a games room. The pool & spa area is a great favourite with lots of loungers for relaxing by the pool. Seasons is one of the most sought after communit  …see more

from £85 / night

£600 - £1150 / week

Book View

from £85 / night

30

Holiday home with golf nearby in Kissimmee

Central Florida / Kissimmee

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Fabulous location for everything the area has to offer. Only 10 minutes from Disney main gates & 20 mins to Universal. Convenient for shops, restaurants and outlets Complex offers heated pool, tennis, basketball, play area, splash pad, volley ball, & other amenities al  …see more

from £69 / night

£449 - £589 / week

Book View

from £69 / night

(1) Excellent 

32

Villa rental in Kissimmee with shared pool, golf nearby

Kissimmee / Vista del lago

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
Spacious 3 bedroom/2 bathroom villa. Minutes from all the Disney attractions. Complimentary use of all complex facilities inc 3 great pools, a gym, floodlit tennis courts and a children's park.  …see more

from £50 / night

£455 / week

Book View

from £50 / night

(17) Excellent 

24

Holiday villa letting

Kissimmee / Eagle Pointe

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
“Had a great time at this Villa” We arrived to a clean, well kept villa. We unloaded our luggage and ran over to the nearby Wal-Mart to get some food etc. It was very convenient having a Wal-Mart near by (as well as several restaurants). The pool was  …see more

from £60 / night

£395 - £550 / week

Book View

from £60 / night

(1) Excellent 

17

Holiday villa rental

Central Florida / Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
5 Bed, 3 Bath Luxury Villa, Pool, Spa, Games Room, Free In-House Wireless Internet - Emerald Island Resort. Ideal location,3 miles from Disney, one mile shops, Restaurants, mini golf, supermarkets and a medical centre. Internet streaming for Netflix etc Baby facilities  …see more

from £115 / night

£725 - £1120 / week

Book View

from £115 / night

(3) Average 

12

Kissimmee holiday townhouse rental

Kissimmee / Terra Verde Resort

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning
Secure and private accommodation; close to amenities and popular attraction parks; clubhouse to cater for all of your needs. WIFI and Cable TV. Relax in luxurious surroundings.  …see more

from £60 / night

£385 / week

Book View

from £60 / night

(1) Very Good 

24

Holiday villa in Kissimmee

Kissimmee / Crescent Lakes

6 14 4 nights min

  • 6 bedrooms
  • Sleeps 14
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 123 km
  • Swimming pool
Thank you for taking the time to look at our beautiful villa, we know you will find everything you need to make your stay a perfect one. Crescent Lakes is a stunning, tranquil community and our villa is set right in the heart of it. Disney World is only a short 15 minut  …see more

from £145 / night

£950 - £1230 / week

Book View

from £145 / night

(3) Very Good 

12

Holiday home rental

Kissimmee / Emerald Isle Kissimmee

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Crystal Cove Gem is located in the fabulous Emerald Island Resort the nearest gated community to from Disney World.Only 3 miles from Disney World  …see more

from £50 / night

£700 / week

Book View

from £50 / night

(2) Excellent 

16

Holiday villa in USA East Coast

Kissimmee / Indian Creek

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Great Florida Villa in a Perfect Location” Myself & my Family spent a lot of time looking on website at Villas for our Florida Holiday, hoping to find a Good deal with the right location near to all the Attractions and a villa that would be suitabl  …see more

from £120 / night

£840 / week

Book View

from £120 / night

(4) Very Good 

22

Holiday villa with swimming pool in USA East Coast

Kissimmee / Emerald Isle Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Florida Jewels - 4 bed 3 bath Luxury Villa on Emerald Island, Games room with pool table Arcade game darts and more, extended south west facing pool with spa, free local national and international landline calls.  …see more

from £90 / night

£630 - £835 / week

Book View

from £90 / night

20

Kissimmee holiday villa rental

Kissimmee / Emerald Isle Kissimmee

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
Villa, Private Pool, Spa, Sleep 19, Resort Clubhouse, Kitchen, Game room, Xbox360, Heated Pool, BBQ Grill, 8 Bedrooms, 4.5 Bathrooms, Free WIFI, Cable TV, Game Room, Near Disney  …see more

from £280 / night

£1280 - £2552 / week

Book View

from £280 / night

81

Holiday villa with swimming pool in USA East Coast

Central Florida / Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Gated CommunityPlay AreaSoccer PitchesBicycle PathsClose to 192 with range of shops and restaurantsLake ViewSpaGames Room with pool table and football  …see more

from £120 / night

£840 - £1120 / week

Book View

from £120 / night

(1) Excellent 

20

Holiday villa with swimming pool in Kissimmee

Kissimmee / Emerald Isle Kissimmee

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Disney, Spacious, Safe, Gated, Guarded, Luxury, Heated Pool, Spa, Game room, Kitchen, Free WIFI, Free phone Call, Clubhouse, Gym, Sauna 8 Bedroom, Dinning Room, Children's room, private pool and Spa, Xbox 360, Emerald Island, Close to everywhereEmerald Island Resor  …see more

from £240 / night

£1040 - £2112 / week

Book View

from £240 / night

(1) Very Good 

56

Holiday townhouse in USA East Coast

Kissimmee / Kissimmee City

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“Great wee resort” Terra Verde was an immaculately kept resort. Seemed to be 20mins from most big attraction parks. This house was ideal for our family of four and could easily have accommodated 2 more. It was spotlessly clean and the couple of hiccups  …see more

from £75 / night

£525 - £630 / week

Book View

from £75 / night

(28) Excellent 

48

Kissimmee / Compass Bay

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 81 km
  • Swimming pool

 …see more

from £80 / night

£560 - £720 / week

Book View

from £80 / night

(2) Very Good 

35

Holiday townhouse rental

Kissimmee / Windsor Hills Resort

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“FANTASTIC!” I would highly recommend this 3 bedroom townhouse with heated pool. It was everything and more when we arrived. The outdoor pool was perfect for the kids and the park in the back yard was great to have them play frisbee and soccer. The loc  …see more

from £86 / night

£600 - £800 / week

Book View

from £86 / night

(3) Excellent 

21

Villa rental in Kissimmee

Kissimmee / Indian Ridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our private south facing pool is solar heated and enclosed within a 6ft high fenced garden with a forested area to the rear providing total privacy. The pool is fully screened and equipped with a range of upholstered poolside furniture and a lanai for shade. All doors  …see more

from £115 / night

£685 - £900 / week

Book View

from £115 / night

23

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Emerald Island resort is centrally located within 3 miles to Walt Disney World, 14 miles to SeaWould, 17 Universal Studios, and just a short drive to many of the other theme parks that Central Florida has to offer.3 miles to Disney 14 miles to SeaWorld 17 miles to Unive  …see more

from £280 / night

£1280 - £2552 / week

Book View

from £280 / night

(5) Excellent 

24

Kissimmee holiday villa rental

Kissimmee / Oak Island Cove

4 10 6 nights min

  • 4 bedrooms
  • Sleeps 10
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Super villa” Great for all age groups - has everything you would ever need - teenagers loved the table tennis plus pool. 8 month old grandaughter had cot, toys high hair. The villa is close to shops & theme parks. Quiet estate with villa overlooking l  …see more

from £100 / night

£700 / week

Book View

from £100 / night

(1) Excellent 

22

Villa rental in Kissimmee with swimming pool

Kissimmee / Cumbrian Lakes

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
This home has a breath taking view from the pool deck. It overlooks a pretty lake and you may be lucky enough to see deer grazing on the conservation area which lies beyond it. The deck area has been extended so there is also a Hot Tub for you to enjoy. The home itself  …see more

from £99 / night

£693 - £910 / week

Book View

from £99 / night

(4) Very Good 

12

Kissimmee holiday villa rental

Kissimmee / Cumbrian Lakes

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Idyllic base for Orlando holiday” Just got back from this lovely villa where we spent a wonderful two weeks. The owners have made this feel just like home, with everything necessary for a comfortable stay. From the extended pool deck with comfy sunbed  …see more

from £88 / night

£636 / week

Book View

from £88 / night

23

Guest house rental in Kissimmee

Central Florida / Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Summary •South Facing pool and Spa with 40’ deck overlooks lake and woodland •7 Bed 5.5 bathrooms with 4 Masters 2 Kings 2 Queens 6 Singles Sofa Bed •Closest gated resort to Disney Thank you for visiting Tinkerbells Retreat *** Choosing the right villa for you  …see more

from £200 / night

£1400 - £2360 / week

Book View

from £200 / night

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