Short-Term Rentals in Montego Bay, FL: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Short-Term Rentals
  3.  USA

  4.  Florida
  5.  Orlando
  6.  Montego Bay

Refine your search

Price per night

Amenity Filter

Rating

8436 Best Short-Term Rentals in Montego Bay (Starting from $89)

Amazing Blue Private Pool 4BR House Near Disney
Amazing Blue Private Pool 4BR House Near Disney
House
Kissimmee, FL, USA
0.1k from Montego Bay center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

4 Bedrooms7 Guests
9.8

Exceptional

12 reviews

$267
Average price / night
Check Availability
6 Mi to Disney World: Lake-View Retreat w/ Pool!
6 Mi to Disney World: Lake-View Retreat w/ Pool!
House
Kissimmee, FL, 34746, United States
0.1k from Montego Bay center

AC, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$227
Average price / night
Check Availability
6 Mi to Disney World Lake-View Retreat with Pool!
6 Mi to Disney World Lake-View Retreat with Pool!
House
Kissimmee, FL, USA
0.1k from Montego Bay center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$174
Average price / night
Check Availability
Look at This, too!  Fun in the Sun for Everyone!
Look at This, too! Fun in the Sun for Everyone!
Condo
Kissimmee, FL, 34746, United States
0.1k from Montego Bay center

AC, Arcade, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.2

Superb

52 reviews

$116
Average price / night
Check Availability
4820 Private Paradise
4820 Private Paradise
House
Kissimmee, FL, USA
0.2k from Montego Bay center

Pool, Air Conditioner, Guest Services, Barbecue/Outdoor Cooking, Oceanfront, Ocean View, Security/Safety

4 Bedrooms7 Guests
New to Booking
$180
Average price / night
Check Availability
Family Home in Kissimmee Florida - Near All Attractions !
Family Home in Kissimmee Florida - Near All Attractions !
House
Kissimmee, FL, 34746, United States
0.1k from Montego Bay center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms15 Guests
9.0

Fabulous

4 reviews

$346
Average price / night
Check Availability
Family-Friendly Home with Lanai about 6 Mi to Disney
Family-Friendly Home with Lanai about 6 Mi to Disney
House
Kissimmee, FL, USA
0.2k from Montego Bay center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

4 Bedrooms12 Guests
New to Booking
$195
Average price / night
Check Availability
Private Paradise! Stunning south-facing pool home
Private Paradise! Stunning south-facing pool home
House
Kissimmee, FL, 34746, United States
0.2k from Montego Bay center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
7.8

Good

11 reviews

$252
Average price / night
Check Availability
Cozy 4BR Family Home Near Disney at Montego Bay
Cozy 4BR Family Home Near Disney at Montego Bay
House
Kissimmee, FL, 34746, United States
0.2k from Montego Bay center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
New to Booking
$224
Average price / night
Check Availability
4820 JAMAICA LANE 4BED
4820 JAMAICA LANE 4BED
House
Kissimmee, FL, USA
0.2k from Montego Bay center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom8 Guests
New to Booking
$292
Average price / night
Check Availability
Spacious 4BR/3BA Home Near Disney
Spacious 4BR/3BA Home Near Disney
House
Kissimmee, FL, 34746, United States
0.2k from Montego Bay center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave

4 Bedrooms12 Guests
New to Booking
$228
Average price / night
Check Availability
Cozivill
Cozivill
Apartment
Kissimmee, FL, USA
0.3k from Montego Bay center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Family, Self-catering

3 Bedrooms6 Guests
9.1

Superb

22 reviews

$110
Average price / night
Check Availability
Your Own 3BR Private Home w/ Heated Pool • Quiet Family Retreat Near Disney
Your Own 3BR Private Home w/ Heated Pool • Quiet Family Retreat Near Disney
House
Kissimmee, FL, 34746, United States
0.2k from Montego Bay center

AC, Arcade, Barbecue, Crib, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$328
Average price / night
Check Availability
Your home away from Home!
Your home away from Home!
House
Kissimmee, FL, USA
0.3k from Montego Bay center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$414
Average price / night
Check Availability
Charming 3-bedroom pool home is just few minutes away from Disney.
Charming 3-bedroom pool home is just few minutes away from Disney.
House
Kissimmee, FL, 34746, United States
0.3k from Montego Bay center

AC, Arcade, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
8.0

Good

1 reviews

$192
Average price / night
Check Availability
3111-102RD CONDO 2 BEDS/2 BATHS (SANITIZED)
3111-102RD CONDO 2 BEDS/2 BATHS (SANITIZED)
Apartment
Kissimmee, FL, USA
0.3k from Montego Bay center

Apartments, Accommodations, Pools, Lodgings, Places to stay, Condos

2 Bedrooms6 Guests
New to Booking
$334
Average price / night
Check Availability
Comfy 3 bedroom with pool
Comfy 3 bedroom with pool
House
Kissimmee, FL, 34746, United States
0.3k from Montego Bay center

AC, Dryer, Free Parking, Internet, Living Area, Microwave, No Smoking, Pool, TV

3 Bedrooms8 Guests
6.0

Review score

1 reviews

$255
Average price / night
Check Availability
2492-3-SW-Spacious Condo
2492-3-SW-Spacious Condo
Apartment
Kissimmee, FL, USA
0.3k from Montego Bay center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Condos

1 Bedroom6 Guests
New to Booking
$1271
Average price / night
Check Availability
Guest Suite w/ Private Pool Near Disney - Kissimmee
Guest Suite w/ Private Pool Near Disney - Kissimmee
Apartment
Kissimmee, FL, 34746, United States
0.3k from Montego Bay center

AC, Fitness Equipment, No Smoking

1 Bedroom2 Guests
New to Booking
$192
Average price / night
Check Availability
3111-302HM STOREY LAKE, CONDO 2/2 LAKE VIEW
3111-302HM STOREY LAKE, CONDO 2/2 LAKE VIEW
Apartment
Montego Bay, Kissimmee, Florida, USA
0.3k from Montego Bay center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms6 Guests
8.8

Fabulous

4 reviews

$89
Average price / night
Check Availability
Lake View 3BR Villa w/ Private Pool – 15 Min to Disney
Lake View 3BR Villa w/ Private Pool – 15 Min to Disney
House
Kissimmee, FL, 34746, United States
0.3k from Montego Bay center

AC, Heater, No Smoking

3 Bedrooms8 Guests
New to Booking
$214
Average price / night
Check Availability
Sweet
Sweet
Apartment
Kissimmee, FL, USA
0.3k from Montego Bay center

Apartments, Accommodations, Pools, Parking, Lodgings, Jacuzzis, Places to stay

3 Bedrooms6 Guests
New to Booking
$192
Average price / night
Check Availability
Stylish, first floor 3 bedroom condo minutes to Disney parks, shopping and more
Stylish, first floor 3 bedroom condo minutes to Disney parks, shopping and more
Condo
Kissimmee, FL, 34746, United States
0.3k from Montego Bay center

AC, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
New to Booking
$224
Average price / night
Check Availability
3 Bed Home, Close to Disney, some pets considered, 4904
3 Bed Home, Close to Disney, some pets considered, 4904
House
Kissimmee, FL, 34746, United States
0.3k from Montego Bay center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
9.2

Superb

57 reviews

$225
Average price / night
Check Availability
Beautiful Homely Vacation Condominium
Beautiful Homely Vacation Condominium
Condo
Kissimmee, FL, 34746, United States
0.3k from Montego Bay center

AC, Arcade, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms6 Guests
9.8

Exceptional

61 reviews

$119
Average price / night
Check Availability
Modern and Cozy Condo close to Disney & Universal!!
Modern and Cozy Condo close to Disney & Universal!!
Condo
Kissimmee, FL, 34746, United States
0.3k from Montego Bay center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
New to Booking
$170
Average price / night
Check Availability
⭐Special ⭐Open Plan Villa Close To ALL Attractions!!!
⭐Special ⭐Open Plan Villa Close To ALL Attractions!!!
Condo
Kissimmee, FL, 34746, United States
0.3k from Montego Bay center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$152
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Montego Bay.

Stay Near Montego Bay's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Montego Bay Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 8436 verified short-term rentals in Montego Bay, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Montego Bay vary depending on location, property size, and travel dates. Rates typically start from around $89 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Montego Bay include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Montego Bay, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Montego Bay often include amenities such as Fireplace/Heating, Pool, and Child Friendly, providing a comfortable and convenient stay.

Short-term rentals in Montego Bay are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.