Location

Dates

Guests

Vacation rentals in Orlando, Florida, United States

ER3009 - Cozy ⭐⭐⭐⭐⭐ PVT Jacuzzi Near to Disney

ER3009 - Cozy ⭐⭐⭐⭐⭐ PVT Jacuzzi Near to Disney

ER3009 - Cozy ⭐⭐⭐⭐⭐ PVT Jacuzzi Near to Disney

ER3009 - Cozy ⭐⭐⭐⭐⭐ PVT Jacuzzi Near to Disney

ER3009 - Cozy ⭐⭐⭐⭐⭐ PVT Jacuzzi Near to Disney

ER3009 - Cozy ⭐⭐⭐⭐⭐ PVT Jacuzzi Near to Disney

3 bedrooms·3 baths

Kissimmee • Florida

$720.79 USD total for 4 nights

Sep 29 – Oct 3, 2026

Spacious Kitchen

private screened private pool swim during the day or at night

private screened pool can be heated

Screened in private pool

Master bedroom on second floor Queen bed with ensuite

Bay Lilly sleeps 8 your home away from home

4 bedrooms·3 baths

Kissimmee • Florida

4.92(108 reviews)

$617.70 USD total for 3 nights

Oct 12 – 15, 2026

Luxury 3BR Condo Near Disney with Pool

Luxury 3BR Condo Near Disney with Pool

Luxury 3BR Condo Near Disney with Pool

Luxury 3BR Condo Near Disney with Pool

Luxury 3BR Condo Near Disney with Pool

Luxury 3BR Condo Near Disney with Pool

3 bedrooms·2 baths

Kissimmee • Florida

$463.80 USD total for 3 nights

Sep 29 – Oct 2, 2026

Luxury 3BR Condo Near Disney with Pool

Luxury 3BR Condo Near Disney with Pool

Luxury 3BR Condo Near Disney with Pool

Luxury 3BR Condo Near Disney with Pool

Luxury 3BR Condo Near Disney with Pool

Luxury 3BR Condo Near Disney with Pool

3 bedrooms·2 baths

Kissimmee • Florida

$432.23 USD total for 3 nights

Sep 29 – Oct 2, 2026

Ohana Retreat a prestigious family vacation home. Newly redecorated with quality furnishings. 6 bedrooms, 4 king size beds each with en-suite bathrooms, two themed bedrooms. Private pool not overlooked and backing onto a nature reserve, spa, games room. Two lounge areas so all guests have space to socialise and have privacy. Located on Emerald Island premier resort, a 24hour manned exclusive resort with clubhouse, recreational facilities, 300 acres of landscaped grounds.

A extra deep covered Lanai so shade is available and seating stays dry.

Pool with spa (South facing - Private / Not overlooked) Extra large pool deck.

Sun loungers and seating on the large covered lanai.
This ensures there is shade available, you can still sit outside when it is raining and seating stays dry whatever the weather.

This is one of the must have features of a vacation home.

Whatever the weather you can enjoy breakfast and all meals on the lanai. A great place to watch the birds.

Ohana Retreat 6 Bed 5 Bath Un-overlooked Pool /Spa

6 bedrooms·5 baths

Kissimmee • Florida

5(47 reviews)

$2,237.15 USD total for 5 nights

Nov 11 – 16, 2026

ER8533-Renovated Superb ⭐⭐⭐⭐⭐ PVT Pool Home Near to Disney

ER8533-Renovated Superb ⭐⭐⭐⭐⭐ PVT Pool Home Near to Disney

ER8533-Renovated Superb ⭐⭐⭐⭐⭐ PVT Pool Home Near to Disney

ER8533-Renovated Superb ⭐⭐⭐⭐⭐ PVT Pool Home Near to Disney

ER8533-Renovated Superb ⭐⭐⭐⭐⭐ PVT Pool Home Near to Disney

ER8533-Renovated Superb ⭐⭐⭐⭐⭐ PVT Pool Home Near to Disney

3 bedrooms·2½ baths

Kissimmee • Florida

$860.62 USD total for 4 nights

Sep 29 – Oct 3, 2026

CASA AMARELA

3 bedrooms·2½ baths

Kissimmee • Florida

$720.80 USD total for 3 nights

Oct 6 – 9, 2026

Mickey's Lakefront Escape

Mickey's Lakefront Escape

Mickey's Lakefront Escape

Mickey's Lakefront Escape

Mickey's Lakefront Escape

Mickey's Lakefront Escape

4 bedrooms·3 baths

Kissimmee • Florida

5(1 review)

Grand Superior 3BD Townhouse near Disney image 1

Grand Superior 3BD Townhouse near Disney image 2

Grand Superior 3BD Townhouse near Disney image 3

Grand Superior 3BD Townhouse near Disney image 4

Grand Superior 3BD Townhouse near Disney image 5

Grand Superior 3BD Townhouse near Disney

3 bedrooms·2 baths

Kissimmee • Florida

$604.67 USD total for 3 nights

Sep 29 – Oct 2, 2026

ENJOY THE SUN FLORIDA IN YOUR PRIVATE POOL

PRIVATE POOL WITH SUNSHINE

YOU CAN ENJOY THE POOL AFTER THE PARKS

BEAUTIFUL RESORT

CLUBHOUSE WITH CONCIERGE SERVICE

THE HAVEN IN EMERALD ISLAND

4 bedrooms·3 baths

Kissimmee • Florida

4.73(51 reviews)

$1,078.25 USD total for 5 nights

Oct 24 – 29, 2026

TH8752 LUXURY ☆☆☆☆☆ Private Pool near to Disney♥SOLARA RESORT

TH8752 LUXURY ☆☆☆☆☆ Private Pool near to Disney♥SOLARA RESORT

TH8752 LUXURY ☆☆☆☆☆ Private Pool near to Disney♥SOLARA RESORT

TH8752 LUXURY ☆☆☆☆☆ Private Pool near to Disney♥SOLARA RESORT

TH8752 LUXURY ☆☆☆☆☆ Private Pool near to Disney♥SOLARA RESORT

TH8752 LUXURY ☆☆☆☆☆ Private Pool near to Disney♥SOLARA RESORT

3 bedrooms·3 baths

Kissimmee • Florida

$848.12 USD total for 4 nights

Sep 29 – Oct 3, 2026

Luxury Villa! POOL/GAME ROOM
Prime Location!

Luxury Villa! POOL/GAME ROOM
Prime Location!

Luxury Villa! POOL/GAME ROOM
Prime Location!

Luxury Villa! POOL/GAME ROOM
Prime Location!

Luxury Villa! POOL/GAME ROOM
Prime Location!

Luxury Villa! POOL/GAME ROOM Prime Location!

3 bedrooms·3 baths

Kissimmee • Florida

4.95(73 reviews)

$1,070.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

TH3205 LUXURY ☆☆☆☆☆ Private Pool near to Disney♥THE HUBT

TH3205 LUXURY ☆☆☆☆☆ Private Pool near to Disney♥THE HUBT

TH3205 LUXURY ☆☆☆☆☆ Private Pool near to Disney♥THE HUBT

TH3205 LUXURY ☆☆☆☆☆ Private Pool near to Disney♥THE HUBT

TH3205 LUXURY ☆☆☆☆☆ Private Pool near to Disney♥THE HUBT

TH3205 LUXURY ☆☆☆☆☆ Private Pool near to Disney♥THE HUBT

3 bedrooms·3 baths

Kissimmee • Florida

$790.71 USD total for 4 nights

Sep 29 – Oct 3, 2026

ER3074-Superb ⭐⭐⭐⭐⭐ Jacuzzi TownHouse FIBER INTERNET

ER3074-Superb ⭐⭐⭐⭐⭐ Jacuzzi TownHouse FIBER INTERNET

ER3074-Superb ⭐⭐⭐⭐⭐ Jacuzzi TownHouse FIBER INTERNET

ER3074-Superb ⭐⭐⭐⭐⭐ Jacuzzi TownHouse FIBER INTERNET

ER3074-Superb ⭐⭐⭐⭐⭐ Jacuzzi TownHouse FIBER INTERNET

ER3074-Superb ⭐⭐⭐⭐⭐ Jacuzzi TownHouse FIBER INTERNET

3 bedrooms·2½ baths

Kissimmee • Florida

$824.42 USD total for 4 nights

Sep 29 – Oct 3, 2026

ER3066 - Small&Comfy ⭐⭐ PVT Jacuzzi DISNEY FIBER INTERNET⭐⭐

ER3066 - Small&Comfy ⭐⭐ PVT Jacuzzi DISNEY FIBER INTERNET⭐⭐

ER3066 - Small&Comfy ⭐⭐ PVT Jacuzzi DISNEY FIBER INTERNET⭐⭐

ER3066 - Small&Comfy ⭐⭐ PVT Jacuzzi DISNEY FIBER INTERNET⭐⭐

ER3066 - Small&Comfy ⭐⭐ PVT Jacuzzi DISNEY FIBER INTERNET⭐⭐

ER3066 - Small&Comfy ⭐⭐ PVT Jacuzzi DISNEY FIBER INTERNET⭐⭐

2 bedrooms·2½ baths

Kissimmee • Florida

$745.78 USD total for 4 nights

Sep 29 – Oct 3, 2026

Queen's Fun Spot

Queen's Fun Spot

Beautiful and spacious lanai

Seating for all

Queen's Fun Spot

7 bedrooms·4½ baths

Kissimmee • Florida

5(12 reviews)

$2,179.20 USD total for 5 nights

Oct 9 – 14, 2026

Luxuriöse 4-Bett-Villa in Disney

Luxuriöse 4-Bett-Villa in Disney

Luxuriöse 4-Bett-Villa in Disney

Luxuriöse 4-Bett-Villa in Disney

Luxuriöse 4-Bett-Villa in Disney

Luxuriöse 4-Bett-Villa in Disney

4 bedrooms·3 baths

Orlando • Florida

Family room Open concept

Making Memories Resort - Windsor Palms (Villa)

4 bedrooms·3 baths

Kissimmee • Florida

5(1 review)

$734.07 USD total for 3 nights

Sep 29 – Oct 2, 2026

Queen Bed suitable for your princesses!

Toys, sleeping bags, costumes in all sizes.

Toy Story, sleeps 3, truck bed doors open and close, dress ups in closet

Woody, Jessie, Buzz dress ups included. Toy Story and vintage toys ready to play

Step into Andy's room with all his favorite toys!

Be Our Guest Vacation Villa

6 bedrooms·4 baths

Kissimmee • Florida

4.94(185 reviews)

$1,850.05 USD $1,691.60 USD total for 4 nights

Oct 3 – 7, 2026

GladStay

4 bedrooms·3 baths

Kissimmee • Florida

5(3 reviews)

$647.01 USD total for 3 nights

Oct 7 – 10, 2026

Luxury Mickey and Disney Themed Villa, with Frozen, Star Wars, Mickey rooms and private pool, watch the sunset with the kids after a long day at theme parks!

Sit pool side with tiki bar and amenities galore!

Bonus room includes full sized pool table, air hockey, foosball, and arcades!

Magic is calling!

Rest and relax in your private pool after those long days at the park.

Windsor Palms Mickey's Ohana Villa, 3mi to Disney!

4 bedrooms·2 baths

Kissimmee • Florida

4.78(190 reviews)

$641.85 USD total for 3 nights

Oct 3 – 6, 2026

Cinderella's Castle 4/2 4m to Disney!

Cinderella's Castle 4/2 4m to Disney!

Cinderella's Castle 4/2 4m to Disney!

Cinderella's Castle 4/2 4m to Disney!

Cinderella's Castle 4/2 4m to Disney!

Cinderella's Castle 4/2 4m to Disney!

4 bedrooms·2 baths

Celebration • Florida

4.95(64 reviews)

$883.95 USD total for 3 nights

Oct 4 – 7, 2026

Lovely 7 Bed Pool Home with Game Room-8510PHD

Lovely 7 Bed Pool Home with Game Room-8510PHD

Lovely 7 Bed Pool Home with Game Room-8510PHD

Lovely 7 Bed Pool Home with Game Room-8510PHD

Lovely 7 Bed Pool Home with Game Room-8510PHD

Lovely 7 Bed Pool Home with Game Room-8510PHD

7 bedrooms·4 baths

Four Corners • Florida

$1,796.60 USD total for 4 nights

Oct 2 – 6, 2026

Mickey, twinbeds, 8 mi to WDW image 1

Mickey, twinbeds, 8 mi to WDW image 2

Our beautiful Home

Mickey, twinbeds, 8 mi to WDW image 4

Mickey, twinbeds, 8 mi to WDW image 5

Mickey, twinbeds, 8 mi to WDW

1 bedroom·1 bath

Kissimmee • Florida

5(237 reviews)

$167.57 USD total for 3 nights

Sep 29 – Oct 2, 2026