Vacation Rentals & Villas in The Shire at West Haven

Close

Enter dates for more accurate prices

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

23,603 Houses

(32) Excellent 

37

Self catering holiday villa

Davenport / The Shire at West Haven

Davenport villa

4 8 min stay varies

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

Price per night from

$148

Responds fast!
avg. 3 hours 28 minutes

Price per night from

$148

Great rentals within 20 miles that match your search

Distance approx 9 km from The Shire at West Haven

(36) Very Good 

14

Poolsidevilla Glenbrook Rolling Green Dr CLERMONT

Lake County / Clermont

Clermont villa

4 8 4 nights min

  • 4 bedrooms
  • sleeps 8
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Relaxing Stay with family in condo” we had a relaxing stay at the condo mainly the kids had good time in the heated pool and game room. Condo had all the amenities exactly stated in the ad and looked same as in the pictures. It is closer to the Disney
…see more

Price per night from

$111

Responds fast!
avg. 1 hour 32 minutes

Price per night from

$111

Distance approx 1.38 km from The Shire at West Haven

(11) Very Good 

Certificate of Excellence

46

Luxurious 8 Bedroom Pool Villa with Movie Theater

Central Florida / Orlando

Orlando villa

8 18 4 nights min

  • 8 bedrooms
  • sleeps 18
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary
“Awesome” We arrived August 12th 2017 and enjoyed our stay even though it rained every day. We loved the Movie Theater room it was a very cozy room for watching movies, however the projector did not work 5 of the seven days we were there and even after
…see more

Certificate of Excellence

Price per night from

$447

Responds fast!
avg. 12 minutes

Price per night from

$447

Distance approx 3.12 km from The Shire at West Haven

(1) Excellent 

56

3250sqft 5BR/4BA Luxury Home, close to Disney

Central Florida / Davenport

Davenport villa

5 10 4 nights min

  • 5 bedrooms
  • sleeps 10
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$201

Price per night from

$201

Distance approx 1.23 km from The Shire at West Haven

(1) Excellent 

33

The Retreat - Champions Gate from $235/night

Central Florida / ChampionsGate

ChampionsGate house

7 16 4 nights min

  • 7 bedrooms
  • sleeps 16
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$345

Price per night from

$345

Distance approx 6.22 km from The Shire at West Haven

(3) Excellent 

16

Orlando area: affordable 2bed+2bath villas 6min to Disney

Central Florida / Kissimmee

Kissimmee apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 121 mi
  • Swimming pool
  • Child Friendly

Price per night from

$102

Responds fast!
avg. 3 hours 32 minutes

Price per night from

$102

Distance approx 3.35 km from The Shire at West Haven

15

4 Bedroom Villa on Gated Community *611

Central Florida / Orlando

Orlando villa

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$132

Responds fast!
avg. 1 hour 55 minutes

Price per night from

$132

Distance approx 6.36 km from The Shire at West Haven

(2) Excellent 

16

Disney Area Vacation Condo,from 5 min to Disney.

Central Florida / Orlando

Orlando apartment

1 5 3 nights min

  • 1 bedroom
  • sleeps 5
  • 3 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$92

Price per night from

$92

Distance approx 12.69 km from The Shire at West Haven

20

Holiday Bargain Disney, Orlando - 2BR/2BA - 1 UNIT/1WEEK AVAILABLE (SAT to SAT)

Central Florida / Orlando

Orlando condo

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$99

Responds fast!
avg. 2 hours 1 minutes

Price per night from

$99

Distance approx 4.79 km from The Shire at West Haven

32

WP104 Windsor Palms Luxury Condo Great Family Vacation

Central Florida / Four Corners

Four Corners condo

3 9 min stay varies

  • 3 bedrooms
  • sleeps 9
  • min stay varies
  • Child Friendly

Price per night from

$102

Responds fast!
avg. 3 hours 25 minutes

Price per night from

$102

Distance approx 16.68 km from The Shire at West Haven

24

NEW! 3BR Orlando House - 11 Miles to Disney Parks!

Florida Panhandle / Southport

Southport house

3 8 min stay varies

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

Price per night from

$126

Responds fast!
avg. 10 minutes

Price per night from

$126

Distance approx 6.24 km from The Shire at West Haven

16

ABSOLUTELY AMAZING CARIBE COVE 2 BEDROOM

Central Florida / Kissimmee

Kissimmee condo

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Air conditioning

Price per night from

$106

Price per night from

$106

Distance approx 11.7 km from The Shire at West Haven

36

New 5bd home 10 min to Disney at Storey Lake 4808

Central Florida / Kissimmee

Kissimmee villa

5 12 3 nights min

  • 5 bedrooms
  • sleeps 12
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$190

Price per night from

$190

Distance approx 0.1 km from The Shire at West Haven Show on Map

39

Casa Bonita Great Larges Families

Central Florida / ChampionsGate

ChampionsGate house

7 15 min stay varies

  • 7 bedrooms
  • sleeps 15
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$316

Responds fast!
avg. 2 hours 16 minutes

Price per night from

$316

Distance approx 10.57 km from The Shire at West Haven

(1) Very Good 

19

Comfy 2 Bed Vacation Villa Minutes from DISNEY!!!

Central Florida / Kissimmee

Kissimmee villa

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Nearest beach 69 mi
  • Swimming pool
  • Child Friendly

Price per night from

$79

Price per night from

$79

Distance approx 7.84 km from The Shire at West Haven

4

Orange Lake Resort, Orlando

Central Florida / Kissimmee

Kissimmee villa

3 12 7 nights min

  • 3 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$264

Price per night from

$264

Distance approx 2.4 km from The Shire at West Haven

(1) Excellent 

7

419 Fox Loop GAMES ROOM

Central Florida / Davenport

Davenport villa

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Pet Friendly

Price per night from

$121

Price per night from

$121

Distance approx 4.95 km from The Shire at West Haven

8

"Mickey's Great Escape" the Condo YOU won't want to Leave!!! in Orlando

Central Florida / Kissimmee

Kissimmee apartment

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$109

Price per night from

$109

Distance approx 3.28 km from The Shire at West Haven

27

Remodeled 3 bed / 2 bath villa & pool in gated community, 10 mins to Disney

Central Florida / Four Corners

Four Corners villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 110 mi
  • Swimming pool
  • Child Friendly

Price per night from

$97

Responds fast!
avg. 1 hour 42 minutes

Price per night from

$97

Distance approx 10.74 km from The Shire at West Haven

12

***NEW LISTING*** Wyndham Star Island

Florida / Old Town

Old Town villa

1 4 3 nights min

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

Price per night from

$378

Responds fast!
avg. 2 hours 39 minutes

Price per night from

$378

Distance approx 10.44 km from The Shire at West Haven

38

7 Bedroom/5 Bathroom Terra Verde (112MB)

Central Florida / Kissimmee

Kissimmee house

7 16 min stay varies

  • 7 bedrooms
  • sleeps 16
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$446

Price per night from

$446

Distance approx 5.3 km from The Shire at West Haven

24

Premium, Private, Disney Villa! 7Bd, Conservation View, Free Wi-Fi & Long Dist.

Central Florida / Kissimmee

Kissimmee villa

7 14 7 nights min

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

Price per night from

$258

Price per night from

$258

Distance approx 5.91 km from The Shire at West Haven

21

Stunning 7 bed home with south facing, private pool and spa not overlooked near

Central Florida / Four Corners

Four Corners house

7 16 min stay varies

  • 7 bedrooms
  • sleeps 16
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$331

Price per night from

$331

Distance approx 10.7 km from The Shire at West Haven

23

Grand Villa with Conservation Pool

Central Florida / Kissimmee

Kissimmee villa

7 16 min stay varies

  • 7 bedrooms
  • sleeps 16
  • min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child Friendly

Price per night from

$230

Responds fast!
avg. 2 hours 41 minutes

Price per night from

$230

Distance approx 5.15 km from The Shire at West Haven

39

Beautiful 6 Bedroom Villa with South Facing Pool Overlooking Conservation Area

Florida / Sand Lake

Sand Lake house

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$167

Price per night from

$167

Distance approx 13.7 km from The Shire at West Haven

15

Holiday at The Fountains

Central Florida / Orlando

Orlando villa

2 6 6 nights min

  • 2 bedrooms
  • sleeps 6
  • 6 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$229

Responds fast!
avg. 3 hours 7 minutes

Price per night from

$229

Distance approx 4.75 km from The Shire at West Haven

4

Sensational Upgraded. 3 Bedroom price inc Taxes

Central Florida / Four Corners

Four Corners condo

3 8 min stay varies

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

Price per night from

$115

Responds fast!
avg. 3 hours 5 minutes

Price per night from

$115

Distance approx 11.6 km from The Shire at West Haven

16

4 Bedroom/ 3 Bathroom Seven Dwarfs (19-102)

Central Florida / Kissimmee

Kissimmee house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$122

Price per night from

$122

Distance approx 4.46 km from The Shire at West Haven

10

701 SANDY RIDGE DRIVE

Central Florida / Loughman

Loughman villa

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Pet Friendly

Price per night from

$106

Price per night from

$106

Distance approx 10.89 km from The Shire at West Haven

41

4Bd home 10 min to Disney at Compass Bay 3125

Central Florida / Kissimmee

Kissimmee townhouse

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$137

Price per night from

$137

Distance approx 4.52 km from The Shire at West Haven

21

7-bedroom vacation home

Central Florida / Four Corners

Four Corners house

7 14 7 nights min

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

Price per night from

$400

Price per night from

$400

Distance approx 11.6 km from The Shire at West Haven

28

4 Bedroom/ 3 Bathroom Seven Dwarfs (22-102)

Central Florida / Kissimmee

Kissimmee house

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$122

Price per night from

$122

Distance approx 15.63 km from The Shire at West Haven

4

Orlando Timeshare For Rent

Central Florida / Orlando

Orlando house

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Child Friendly

Price per night from

$130

Price per night from

$130

Distance approx 14.34 km from The Shire at West Haven

38

5bd home 10 min to Disney at Storey Lake 4851

Central Florida / Kissimmee

Kissimmee townhouse

5 12 3 nights min

  • 5 bedrooms
  • sleeps 12
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$183

Price per night from

$183

Distance approx 5.98 km from The Shire at West Haven

(5) Excellent 

Certificate of Excellence

24

Summerville Resort 4 Bed/4 Bath Townhome(SMV114)

Central Florida / Kissimmee

Kissimmee townhouse

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 118 mi
  • Child Friendly
  • Air conditioning

Certificate of Excellence

Price per night from

$263

Responds fast!
avg. 3 hours 8 minutes

Price per night from

$263

Distance approx 3.79 km from The Shire at West Haven

(11) Excellent 

93

Most private backyard in Orlando! Minutes 2 Disney

Central Florida / Loughman

Loughman villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 126 mi
  • Swimming pool
  • Child Friendly

Price per night from

$171

Responds fast!
avg. 8 minutes

Price per night from

$171

Distance approx 2.4 km from The Shire at West Haven

(5) Excellent 

Certificate of Excellence

31

7 Dwarfs Hideaway-S. Pool & Spa-2 masters 12 min Disney-Game Room-conservation

Central Florida / Four Corners

Four Corners house

4 11 min stay varies

  • 4 bedrooms
  • sleeps 11
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Perfect retreat!” GREAT HOUSE in beautiful location and so close to everything! Kitchen has everything you need to cook for your family and even storage containers for left overs. Kids love the game room and private pool. Adults like the separate sea
…see more

Certificate of Excellence

Price per night from

$99

Responds fast!
avg. 23 minutes

Price per night from

$99

Distance approx 2.93 km from The Shire at West Haven

71

TRANQUILITY AT REUNION RESORT- OFFERING FANTASTIC AMENITIES

Central Florida / Reunion

Reunion villa

12 28 7 nights min

  • 12 bedrooms
  • sleeps 28
  • 7 nights min
  • Child Friendly

Price per night from

$2,036

Price per night from

$2,036