Vacation Rentals & Villas in Westside

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23,648 Houses

(60) Excellent 

Certificate of Excellence

45

Disney Davella - Luxury spacious villa with pool and jacuzzi in tropical garden

Kissimmee / Westside

Kissimmee villa

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Certificate of Excellence

Price per night from

$140

Responds fast!
avg. 48 minutes

Price per night from

$140

Great rentals within 20 miles that match your search

Distance approx 7.43 km from Westside

(6) Excellent 

15

Beautiful 4/3 pool,games room on conservation

Central Florida / Davenport

Davenport hotel apartment

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$100

Price per night from

$100

Distance approx 7.02 km from Westside

17

The House the Mouse would stay in

Central Florida / Davenport

Davenport villa

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 97 mi
  • Swimming pool

Price per night from

$100

Price per night from

$100

Distance approx 2.54 km from Westside

(2) Very Good 

24

Disney Fireworks View B/yard, 3 Miles To Disney

Central Florida / Kissimmee

Kissimmee house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 95 mi
  • Swimming pool

Price per night from

$161

Price per night from

$161

Distance approx 1.24 km from Westside

27

Florida Vacation Rental Home

Central Florida / Four Corners

Four Corners house

5 10 6 nights min

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

Price per night from

$126

Price per night from

$126

Distance approx 1.69 km from Westside

(2) Very Good 

15

Orlando holiday home

Central Florida / Orlando

Orlando house

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Child Friendly
  • Air conditioning

Price per night from

$100

Responds fast!
avg. 1 hour 24 minutes

Price per night from

$100

Distance approx 5.03 km from Westside

33

NEW! Modern Disney Home w/Pool, Jacuzzi, Game Room

Central Florida / Four Corners

Four Corners house

5 10 2 nights min

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

Price per night from

$261

Responds fast!
avg. 10 minutes

Price per night from

$261

Distance approx 10.04 km from Westside

27

NEW! Resort Condo w/Patio-5 Mins from Disney World

Central Florida / Celebration

Celebration condo

2 8 min stay varies

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

Price per night from

$71

Responds fast!
avg. 10 minutes

Price per night from

$71

Distance approx 9.44 km from Westside

54

Blue Heron Beach Resort #809 HURRY ALMOST SOLD OUT FOR THE HOLIDAY

Central Florida / Orlando

Orlando condo

1 6 5 nights min

  • 1 bedroom
  • sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$120

Price per night from

$120

Distance approx 3.21 km from Westside

23

Orlando FL Area Villa / Condo near Disney World

Central Florida / Celebration

Celebration apartment

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$181

Price per night from

$181

Distance approx 4.61 km from Westside

31

Champions Gate - 1411 Rolling Fairway Drive

Central Florida / ChampionsGate

ChampionsGate house

9 26 min stay varies

  • 9 bedrooms
  • sleeps 26
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$370

Responds fast!
avg. 2 hours 46 minutes

Price per night from

$370

Distance approx 3.55 km from Westside

27

Disney/ Windsor Hills Luxurious 3Bed/2Bath Condo

Central Florida / Kissimmee

Kissimmee condo

3 6 5 nights min

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

Price per night from

$110

Price per night from

$110

Distance approx 5.01 km from Westside

20

1554 Moon Valley Drive

Central Florida / ChampionsGate

ChampionsGate house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$239

Responds fast!
avg. 2 hours 46 minutes

Price per night from

$239

Distance approx 1.97 km from Westside

31

Villas at Regal Palms - Orlando, FL: 4-Bedroom, Sleeps 10, with Full Kitchen

Central Florida / Four Corners

Four Corners villa

4 10 7 nights min

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

Price per night from

$175

Price per night from

$175

Distance approx 11.14 km from Westside

11

NEW YEARS AT DISNEY WORLD- 54 ACRE RESORT W/WATERPARK

Central Florida / Orlando

Orlando hotel apartment

2 8 3 nights min

  • 2 bedrooms
  • sleeps 8
  • 3 nights min
  • Nearest beach 64 mi
  • Swimming pool
  • Child Friendly

Price per night from

$216

Price per night from

$216

Distance approx 0.1 km from Westside

(21) Excellent 

49

⭐Magnificent Rooms+Elegant Private Oasis+Fun Amenities+Arcades+Cinema Room⭐

Central Florida / Kissimmee

Kissimmee villa

6 14 min stay varies

  • 6 bedrooms
  • sleeps 14
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child Friendly
“Clean and simple” The property is very clean, very functional, my family stayed here very happily, we had a great time and we will contact you again should we come to orlando again. Thanks!
…see more

Price per night from

$137

Responds fast!
avg. 49 minutes

Price per night from

$137

Distance approx 11.56 km from Westside

17

19 Granada House

Central Florida / Davenport

Davenport house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$114

Responds fast!
avg. 2 hours 46 minutes

Price per night from

$114

Distance approx 4.04 km from Westside

43

Fabulous 5 bed villa with a west facing pool with no rear neighbours overlooking

Central Florida / Four Corners

Four Corners apartment

5 10 min stay varies

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

Price per night from

$146

Price per night from

$146

Distance approx 3.6 km from Westside

33

95

Central Florida / Four Corners

Four Corners studio

Studio 6 min stay varies

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

Price per night from

$116

Price per night from

$116

Distance approx 11.76 km from Westside

17

Southern Belle Retreat

Central Florida / Kissimmee

Kissimmee house

5 12 min stay varies

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

Price per night from

$140

Responds fast!
avg. 9 minutes

Price per night from

$140

Distance approx 14.03 km from Westside

16

Michael's Southern Dunes House

Central Florida / Haines City

Haines City villa

5 10 min stay varies

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

Price per night from

$122

Responds fast!
avg. 2 hours 36 minutes

Price per night from

$122

Distance approx 3.17 km from Westside

(2) Average 

25

Solana Gated community,15 mins to Disney 5bd 4bth

Central Florida / Davenport

Davenport house

5 12 3 nights min

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

Price per night from

$151

Responds fast!
avg. 1 hour 18 minutes

Price per night from

$151

Distance approx 7.75 km from Westside

23

Hammock House 244

Central Florida / Davenport

Davenport house

3 10 1 night min

  • 3 bedrooms
  • sleeps 10
  • 1 night min
  • Swimming pool
  • Car not necessary
  • Air conditioning

Price per night from

$146

Responds fast!
avg. 2 hours 46 minutes

Price per night from

$146

Distance approx 3.62 km from Westside

10

Adore Kissimmee Standard Pool Homes 3 #4

Central Florida / Four Corners

Four Corners villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$101

Responds fast!
avg. 2 hours 46 minutes

Price per night from

$101

Distance approx 4.62 km from Westside

32

Champions Gate - 1301 Divot Way

Central Florida / ChampionsGate

ChampionsGate house

9 22 min stay varies

  • 9 bedrooms
  • sleeps 22
  • min stay varies
  • Swimming pool
  • Car not necessary

Price per night from

$370

Responds fast!
avg. 2 hours 46 minutes

Price per night from

$370

Distance approx 9.85 km from Westside

9

Cypress Pointe Resort Near Downtown Disney

Central Florida / Orlando

Orlando apartment

1 8 7 nights min

  • 1 bedroom
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$186

Price per night from

$186

Distance approx 3.28 km from Westside

16

7739 Windsor Hills Resort

Central Florida / Four Corners

Four Corners house

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$332

Responds fast!
avg. 2 hours 46 minutes

Price per night from

$332

Distance approx 3.54 km from Westside

13

2813 Almaton Loop

Central Florida / Four Corners

Four Corners apartment

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$186

Responds fast!
avg. 2 hours 46 minutes

Price per night from

$186

Distance approx 3.67 km from Westside

55

Unit 24- Seven Dwarfs 2104

Central Florida / Kissimmee

Kissimmee townhouse

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$89

Responds fast!
avg. 52 minutes

Price per night from

$89

Distance approx 14.24 km from Westside

45

Lovely 7BR 5Bth Solara Resort Home with Private Pool, Spa and Gameroom

Central Florida / Orlando

Orlando house

7 14 min stay varies

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

Price per night from

$294

Responds fast!
avg. 51 minutes

Price per night from

$294

Distance approx 3.54 km from Westside

(17) Excellent 

Certificate of Excellence

38

FREE POOL HEATING + FREE Fast Wi-Fi and MORE. Lux 3bed/2bath villa near Disney

Central Florida / Orlando

Orlando villa

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child Friendly

Certificate of Excellence

Price per night from

$90

Responds fast!
avg. 1 hour 27 minutes

Price per night from

$90

Distance approx 2.42 km from Westside

38

4BR South facing pool villa !! Great view !!

Lake County / Clermont

Clermont villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 113 mi
  • Swimming pool

Price per night from

$126

Responds fast!
avg. 2 hours 34 minutes

Price per night from

$126

Distance approx 0.1 km from Westside

(12) Very Good 

30

907 Bahama Bay

Davenport / Bahama Bay Resort

Davenport condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool

Price per night from

$95

Price per night from

$95

Distance approx 14.23 km from Westside

(2) Excellent 

32

Modern, Refined 5 Bedroom 5 Bath SOLTERRA home with private pool from $145/night

Central Florida / Orlando

Orlando house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$146

Responds fast!
avg. 51 minutes

Price per night from

$146

Distance approx 13.87 km from Westside

27

VISTA CAY TROPICANA LAKE VIEW NEAR POOL LOCATION!

Orlando / Vista Cay

Orlando condo

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 100 mi
  • Swimming pool

Price per night from

$241

Responds fast!
avg. 1 hour 15 minutes

Price per night from

$241

Distance approx 7.34 km from Westside

34

brand new house on Solterra Resort.

Central Florida / ChampionsGate

ChampionsGate house

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$130

Price per night from

$130

Distance approx 8.16 km from Westside

(2) Excellent 

33

Snow Whites Villa - Pool & Hot Tub - 2 masters - 12 min to Disney - Private back

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

Price per night from

$95

Responds fast!
avg. 23 minutes

Price per night from

$95

Distance approx 9.5 km from Westside

(8) Very Good 

35

Nothing for You to Do but Have the Time of Your Lives!Cozy Resort+Great Location

Central Florida / Kissimmee

Kissimmee townhouse

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child Friendly

Price per night from

$60

Price per night from

$60