50 Best Florida Vacation rentals on Holiday Lettings - Beach rentals

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48,412 Vacation rentals

(19) Excellent 

30

Kissimmee Vacation villa rental

Kissimmee / Windsor Palms

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Windsor Palms is a fabulous resort style community and has all the facilities that you would expect from its 5 star status all completely free when you stay at Disney Paradise. It is one of the closest communities to Disney located along Formosa Gardens Boulevard just …see more

from $126 / night

$913 - $1,044 / week

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Responds fast!
avg. 3 hours 25 minutes

from $126 / night

(20) Excellent 

18

Kissimmee Vacation villa rental

Kissimmee / Cumbrian Lakes

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Our villa is south west facing, so when you have had a busy day at the theme parks you can relax with a bbq around the pool, with its covered lania & ceiling fan to watch the sun go down. We have a fully fitted Games room,with pool table, foosball, dart board,Xbox, Wi …see more

from $118 / night

$646 - $2,341 / week

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from $118 / night

(36) Excellent 

Certificate of Excellence

15

Orlando Vacation villa rental

Central Florida / Orlando

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our vacation home is located 10 minutes drive from Disney World on a quiet estate. Only 5 minutes to a large selection of restaurants and shops, yet blissfully peaceful. The pool is ideal for young and old to enjoy, and the large yard allows for ball games, if you still …see more

Certificate of Excellence

from $120 / night

$770 - $850 / week

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Responds fast!
avg. 46 minutes

from $120 / night

(5) Very Good 

29

Villa rental in Davenport

Davenport / Watersong Resort

5 11 3 nights min

  • 5 bedrooms
  • sleeps 11
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
"A Breath-taking Designer Home In a Prestigious Development of Luxury Villas" ** Special offers available for last minute bookings - Please enquire ** Tranquil Watersong Our home is a luxurious 5 bedroom property situated in the popular and tranquil settings of Waters …see more

from $145 / night

$934 - $1,368 / week

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Responds fast!
avg. 2 hours 2 minutes

from $145 / night

(50) Excellent 

91

Vacation villa in Kissimmee

Kissimmee / Westside

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Nearest beach 96 mi
  • Swimming pool
  • Child friendly
La Bella Vita is our newly refurbished Italian-style villa featuring 4 luxury bedrooms and 3.5 bathrooms in the highly desirable Westside community of Calabria and West Tuscany. A perfect location for your family vacation to Disney. It is situated in Kissimmee and jus …see more

from $135 / night

$935 - $1,150 / week

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avg. 1 hour 16 minutes

from $135 / night

(24) Excellent 

Certificate of Excellence

48

Vacation villa with swimming pool, golf nearby in Davenport

Davenport / Lake Davenport

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A superb 5-Bedroom, 3.5 Bathroom Executive Pool Home with Games Room (completely redecorated and carpeted Dec'18). The ideal location for a fun family vacation. Just 15 minutes from Disney & 25 minutes from Universal Resort and Seaworld. Free Wi Fi , Cable TV, Free Lo …see more

Certificate of Excellence

from $111 / night

$752 - $1,072 / week

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Responds fast!
avg. 55 minutes

from $111 / night

(15) Excellent 

25

Vacation villa in Davenport

Davenport / Lake Wilson Preserve

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
Our luxury 4 bedroomed villa was built in 2005 and remains in excellent condition. It is a wonderful location being close to Disney, Shopping Malls, Restaurants and all of the Orlando attractions. The villa has a beautiful south west facing pool area with 4 loungers a …see more

from $79 / night

$548 - $959 / week

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from $79 / night

(24) Excellent 

26

Vacation villa in Orlando

Central Florida / Orlando

6 13 min stay varies

  • 6 bedrooms
  • sleeps 13
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
By now, you have looked at 100s of villas in the Disney area. So why this one? Well, it is new, 15 mins from Disney World, luxuriously furnished, with seven HD TVs all with DVR, two entertainment areas, a private pool with jacuzzi, a games room with pool table, table te …see more

from $149 / night

$1,200 / week

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from $149 / night

(50) Excellent 

30

Holiday villa with swimming pool in Davenport

Central Florida / Orlando

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
Luxury Villa, Peaceful Views over Lake & Conservation South facing Private Pool & Jacuzzi Spa ... ... ... ... ... GREAT REVIEWS !! NO REAR NEIGHBOURS! Just Lake and Trees, INTERNET ACCESS Games Room: Air Hockey, Pool Table, Football, Table Tennis, 42" Flatscreen …see more

from $132 / night

$824 - $936 / week

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from $132 / night

(30) Excellent 

38

Kissimmee Vacation villa rental

Kissimmee / Bellavida Resort

6 13 min stay varies

  • 6 bedrooms
  • sleeps 13
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Brand new Luxury 6 bedroom with 51/2 bath, fully air-conditioned. It is complete with heated pool and spa on an extended screened- deck area with speaker system, and looks directly onto the lake.With a 'state-of -the -art' alarm system giving you complete peace of min …see more

from $195 / night

$1,363 - $1,950 / week

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Responds fast!
avg. 3 hours 31 minutes

from $195 / night

(30) Very Good 

26

Vacation villa in Kissimmee

Central Florida / Kissimmee

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Luxury 3 bed 2 bath villa can sleep 8. Large 30ft fully heated secluded pool. Only 20 minutes from Orlando airport & 30 minutes from theme parks & 1 hour from Kenedy space centre & cocoa beach. Also 1 hour from Bush Gardens & Clearwater beach to the west coast. Surounde …see more

from $85 / night

$587 - $1,044 / week

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from $85 / night

(27) Very Good 

34

Vacation villa with swimming pool in Davenport

Davenport / Tivoli Manor

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our villa has 4 bedrooms (2 masters both with Queen sized beds and en suite shower rooms, and 2 further twin rooms sharing a family bathroom) so sleeps 8 comfortably. FREE HIGH SPEED INTERNET ACCESS UP TO 75Mbps WITH WI-FI (great for connecting multiple devices) and a n …see more

from $96 / night

$620 - $737 / week

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avg. 3 hours 7 minutes

from $96 / night

(26) Excellent 

31

Villa rental in Davenport with swimming pool

Davenport / The Sanctuary at West Haven

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Nearest beach 124 mi
  • Swimming pool
  • Child friendly
LUXURY 5 BEDROOM, 4 BATHROOM VILLA WITH PRIVATE POOL ONLY A SHORT DRIVE FROM DISNEY AND ALL THAT ORLANDO HAS TO OFFER! OVERVIEW Welcome to the "Sanctuary View" which is located in the popular gated community of the "Sanctuary" at Westhaven and is easily reached from I …see more

from $140 / night

$900 - $970 / week

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from $140 / night

(18) Very Good 

21

Vacation apartment with shared pool in Miami Beach

Florida / Miami Beach

1 2 5 nights min

  • 1 bedroom
  • sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Car not necessary
+ SOFA FOR A CHILD INTO THE SAME ROOM !!! IT'S A STUDIO !!! ON OCEAN DRIVE, SOUTH FIFTH STREET !!!!!!!THE MUST....DIRECTLY ON THE BEACH !!!!! A GREAT DEAL !!!!!!! VERY REASONABLE PRICE/ LOCATION!!! WIFI , CABLE, DVD, TV, AIR COND. INCLUDED. NEAR ALL ACTIVITIES, NI …see more

from $87 / night

$605 / week

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from $87 / night

(30) Excellent 

32

Davenport Vacation villa rental

Davenport / Marbella Resort

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Situated in a gated community in a peaceful location in Davenport, the Villa benefits from its own private pool & jacuzzi, the pool has shallow end perfect for the children. The villa consists of one twin, one double and two master queen suites, both with en-suites idea …see more

from $94 / night

$652 - $718 / week

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Responds fast!
avg. 1 hour 30 minutes

from $94 / night

(37) Very Good 

36

Vacation villa with swimming pool in Kissimmee

Central Florida / Kissimmee

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Indian Point with gorgeous lake and conservation view from pool. Indian Point, Kissimmee is a beautiful residential community situated within a few minutes drive of the Highway 192, convenient for the Wal-Mart superstore, a large selection of restaurants, and close to a …see more

from $98 / night

$587 - $685 / week

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Responds fast!
avg. 2 hours 21 minutes

from $98 / night

(23) Excellent 

Certificate of Excellence

30

Clermont Vacation villa rental

Clermont / Greater Groves

4 8 4 nights min

  • 4 bedrooms
  • sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
4 bedroomed, 2 king, 2 twin (1 Disney themed). Extra large bathroom/bath tub in ensuite. Family lounge area with large leather corner sofa seats 8-10 . We can accommodate infants in a travel Cot as well as having a roll away bed for smaller children. Patio furniture for …see more

Certificate of Excellence

from $105 / night

$718 / week

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Responds fast!
avg. 2 hours 56 minutes

from $105 / night

(32) Excellent 

22

Vacation villa with swimming pool in Kissimmee

Kissimmee / Bellavida Resort

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The villa benefits from its own private pool, with a shallow end perfect for the children. Leading from the living room is a spacious patio with stunning conservation views, furnished with a table and chairs to enable you to dine al fresco. The villa is …see more

from $138 / night

$835 - $1,085 / week

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Responds fast!
avg. 2 hours 48 minutes

from $138 / night

(13) Excellent 

19

Vacation villa in Orlando

Central Florida / Orlando

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Please send us an enquiry BEFORE making a reservation as availability often changes (and occasionally we can offer you a better rate). Luxury Lakeside Villa - 10 mins to Disney. 3 Bedrooms, 2 bathrooms, sleeps 8 (with Sofa Bed) This is a beautiful professionally dec …see more

from $110 / night

$750 - $995 / week

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from $110 / night

(44) Excellent 

Certificate of Excellence

31

Home rental in Davenport with shared pool, golf nearby

Davenport / Highlands Reserve Golf Course

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 120 mi
  • Swimming pool
Our luxury single story 4 bedroom / 3 bathroom Orlando Vacation Villa sits on a very large lot, features a Mediterranean style Private Pool and is situated at the 'championship green' exclusive golf resort of Highlands Reserve, it even offers you unobstructed views of t …see more

Certificate of Excellence

from $175 / night

$1,100 - $1,250 / week

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Responds fast!
avg. 2 hours 50 minutes

from $175 / night

(15) Excellent 

27

Villa rental in Davenport with golf nearby

Central Florida / Davenport

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A single storey Detached Villa with 2680 sq ft of accommodation. This beautiful Villa is regularly inspected by the owners to update any paintwork or replacement of linens/towels etc. The owner was last there in November 2017. The villa will comfortbly accommodate up …see more

from $105 / night

$700 - $980 / week

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from $105 / night

(9) Very Good 

13

Vacation studio with shared pool in Florida

Florida / North Miami Beach

Studio 4 5 nights min

  • Studio
  • sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Relaxing starts right here in a beautiful studio on the ocean front. Located on Collins Avenue Surfside in the north of Miami Beach you will find peaceful white beaches as well as bike and walking paths to enjoy yourself. Restaurants and shops including a big superma …see more

from $180 / night

$1,100 / week

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from $180 / night

(31) Very Good 

22

Vacation villa in Kissimmee

Kissimmee / Kissimmee City

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
A 3 bedroomed villa which sleeps 6. Approximately 3 miles Disney. Own screened swimming pool with large decking area with gas barbecue with patio furniture and loungers. The villa inside is decorated with blinds and window pelmets. Cable TV, free WIFI. The villa has …see more

from $77 / night

$457 - $607 / week

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from $77 / night

(29) Excellent 

23

Vacation villa in Orlando

Orlando / Orange Tree

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Two bedrooms en suite with twin rooms sharing (Jack & Jill). Oversized corner lot. Plenty of space for relaxation. Kitchen with breakfast area & separate formal dining. Master bedroom with King bed & en-suite. Second Master with double bed & en-suite. Ceiling fans in …see more

from $189 / night

$1,295 - $1,520 / week

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Responds fast!
avg. 42 minutes

from $189 / night

(46) Very Good 

Certificate of Excellence

12

Villa rental in Kissimmee

Kissimmee / Lindfields

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sunrise Villa is a luxurious villa close to all major attractions in a quiet, private & gated community in the town of Kissimmee. Our rate is from £525 per week .We are only 25 minutes from the airport & a stones throw away from Walt Disney World Orlando. Sunrise Villa …see more

Certificate of Excellence

from $85 / night

$595 - $824 / week

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from $85 / night

(7) Excellent 

15

Davenport Vacation villa rental

Davenport / Westbury, Davenport

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautiful 4 bedroom villa is situated in the prestigious Westbury development. It is superbly furnished to a high standard and would be ideal for two families to share, being able to accommodate up to 8 adults and has its own private screened swimming pool. …see more

from $105 / night

$733 / week

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from $105 / night

(51) Very Good 

23

Vacation condo with golf nearby in Kissimmee

Central Florida / Kissimmee

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 106 mi
  • Swimming pool
  • Child friendly
A perfect location for all that central Florida has to offer, for Mickey fans, serious shoppers, sun worshippers, delicious dining, space shuttle launches, big thrills and spills, airboat adventures, palm trees and pina-coladas! All in the fantastic Sunshine State! Win …see more

from $64 / night

$321 - $484 / week

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Responds fast!
avg. 3 hours 26 minutes

from $64 / night

(16) Very Good 

Certificate of Excellence

31

Vacation home in Davenport

Central Florida / Davenport

6 12 7 nights min

  • 6 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to our villa on Pinewood Country Estates which is centrally located in Orlando, Florida. Our villa consists of 6 large bedrooms, 3 full bathroom suites and a downstairs cloakroom. The ground floor has been recently tiled for a more comfortable atm …see more

Certificate of Excellence

from $112 / night

$783 - $1,044 / week

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from $112 / night

(31) Excellent 

37

Vacation villa rental

Davenport / The Shire at West Haven

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
It has everything you could wish for in a Villa, from a cool dip in the pool, relaxing in front of the TV, to enjoying a meal prepared in the fully equipped kitchen. It is a single storey 4 bedroom, 3 bathroom home. The villa is big and has a large heated pool and spa …see more

from $131 / night

$913 - $959 / week

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Responds fast!
avg. 3 hours 0 minutes

from $131 / night

(21) Excellent 

25

Haines City Vacation villa rental

Haines City / Calabay Parc at Tower Lake

4 8 4 nights min

  • 4 bedrooms
  • sleeps 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
An ideal location for all the great Orlando attractions. If you want theme parks, play golf or relax or all three our superb villa is in a prime location. Only 20 - 30 mins from all the major theme parks, but there are many other local attractions you can visit the new …see more

from $131 / night

$784 / week

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from $131 / night

(5) Very Good 

24

Vacation villa in Kissimmee

Kissimmee / Tuscany, Florida

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This Italian style one storey villa completed in 2008 has 3 bedrooms a family bathroom and shower room. It is located on the sought after Tuscany development and is perfect for a family holiday to Orlando where you can enjoy the wonderful climate and year round sunshin …see more

from $71 / night

$496 / week

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from $71 / night

(3) Very Good 

29

Vacation villa in Davenport

Central Florida / Davenport

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 110 mi
  • Swimming pool
  • Child friendly
Located in Hampton Lakes, 10 mins drive from Disneyland, Epcot Centre, 20 mins Universal Studios, Seaworld, 75 mins Kennedy Space Centre, Tampa Bay, & Clearwater. Also close to all amenities such as Walmart, Target & Publix supermarkets, Walgreens Pharmacies, Pubs, Res …see more

from $152 / night

$1,058 / week

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Responds fast!
avg. 2 hours 50 minutes

from $152 / night

(1) Excellent 

18

Vacation villa with swimming pool, golf nearby in Florida

Florida / Inverness

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 30 mi
  • Swimming pool
This is a 4 bedroom and 3-bathroom Vacation Villa with a swimming pool that is located directly along the fairway of hole 5. You will find that the living room is perfect for any family to relax and enjoy after a long day in the sun, the living room comes complete with …see more

from $195 / night

$1,365 / week

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Responds fast!
avg. 1 hour 59 minutes

from $195 / night

(22) Excellent 

28

Kissimmee Vacation villa rental

Kissimmee / Veranda Palms

4 8 4 nights min

  • 4 bedrooms
  • sleeps 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 75 mi
  • Swimming pool
The property is a spacious 4 bedroom, 3 bathroom villa with a private, 30ft pool. It is ideally located close to the US192 with its many shops and restaurants and only 10 mins from Walt Disney World whilst Sea World and Universal Studios are within 25 mins. Florida's fa …see more

from $125 / night

$850 - $1,046 / week

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Responds fast!
avg. 3 hours 7 minutes

from $125 / night

14

Home accommodation in Florida

Florida / Georgetown

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 45 mi
  • Child friendly
  • Air conditioning
House On River This riverfront home provides a year round pleasurable and relaxing experience. No matter what time of the year you arrive or the length of your stay, there is always plenty of activities on the water. One of the main activities on the river is fishing. T …see more

from $175 / night

$1,100 - $1,170 / week

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from $175 / night

(2) Excellent 

18

Kissimmee Vacation apartment rental

Central Florida / Kissimmee

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a newly renovated 1650 SF unit with an open floor plan. Well appointed modern furnishings with ceramic and porcelain flooring throughout. This is ideal for allergy sufferers. The four bedrooms contain 1 King, 2 Queen and 2 twin beds, respectively. There are thre …see more

from $100 / night

$700 / week

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from $100 / night

(48) Excellent 

49

Vacation villa with golf nearby in Davenport

Davenport / Sandy Ridge

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Tranquility villa is a 2500 square feet detached pool home situated on the Sandy Ridge community just 4 miles away from Disney yet set in secluded woodland in a conservation area. The rear of the house - which overlooks a small lake - faces south-east so gets the sun a …see more

from $66 / night

$392 - $1,046 / week

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from $66 / night

(28) Excellent 

Certificate of Excellence

21

Vacation villa with swimming pool in Kissimmee

Central Florida / Kissimmee

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
A beautiful lakeside American Villa with a private pool with wonderful views of the lake, wildlife and woodland area. No back-to-back villas here!. Thousands of £'s spent recently on upgrading the villa with new facilities. The Villa is Located just off Poinciana …see more

Certificate of Excellence

from $84 / night

$587 - $718 / week

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Responds fast!
avg. 3 hours 12 minutes

from $84 / night

(22) Excellent 

32

Villa rental in Davenport with shared pool, golf nearby

Davenport / Highlands Reserve Golf Course

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
RECENTLY UPDATED AND WELL LOOKED AFTER, PLEASE SEE OUR REVIEWS !! Truly executive accommodation ready to rent, big enough for the whole family and only minutes from Disney!This fully furnished, high quality villa is within 15 minutes drive of many major attractio …see more

from $131 / night

$913 - $1,096 / week

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Responds fast!
avg. 59 minutes

from $131 / night

(31) Excellent 

Certificate of Excellence

33

Villa accommodation in Kissimmee

Kissimmee / Cumbrian Lakes

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Our villa is situated just 10 minutes from Disney and all its attractions and 5 minutes to shops and restaurants. Private heated pool fully screened and safety fence. Open plan lounge and formal dining area Fully fitted kitchen making preparing meals and snack …see more

Certificate of Excellence

from $105 / night

$639 - $887 / week

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Responds fast!
avg. 2 hours 15 minutes

from $105 / night