Oceanfront Rentals in Montego Bay, FL: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
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  4.  Florida
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  6.  Montego Bay

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583 Best Oceanfront Rentals in Montego Bay (Starting from $110)

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
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Game and movie room house 15 minutes from Disney with a pool!!!
Game and movie room house 15 minutes from Disney with a pool!!!
House
Kissimmee, FL, 34746, United States
0.8k from Montego Bay center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

4 Bedrooms8 Guests
8.8

Fabulous

6 reviews

$272
Average price / night
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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
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5Bd Home, Storey Lake with Private Pool 14 Guests - Private Pool - 2773 BD
5Bd Home, Storey Lake with Private Pool 14 Guests - Private Pool - 2773 BD
House
Kissimmee, FL, 34746, United States
1.4k from Montego Bay center

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

5 Bedrooms14 Guests
9.4

Superb

28 reviews

$375
Average price / night
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Private Paradise! Stunning south-facing pool home
Private Paradise! Stunning south-facing pool home
House
Kissimmee, FL, USA
0.2k from Montego Bay center

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

4 Bedrooms10 Guests
New to Booking
$256
Average price / night
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Resort Home: Game Room, Pool, Near Disney
Resort Home: Game Room, Pool, Near Disney
House
Kissimmee, FL, 34746, United States
1.5k from Montego Bay center

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

8 Bedrooms16 Guests
New to Booking
$728
Average price / night
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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
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Storey Lake 9BR with Pool SPA Game Room Water Park
Storey Lake 9BR with Pool SPA Game Room Water Park
House
Kissimmee, FL, 34746, United States
1.6k from Montego Bay center

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

9 Bedrooms24 Guests
New to Booking
$669
Average price / night
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Chatham House
Chatham House
Villa
Kissimmee, FL, USA
0.4k from Montego Bay center

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

4 Bedrooms12 Guests
9.7

Exceptional

19 reviews

$187
Average price / night
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Luxury 5BR Family Oasis with Private Pool - 13 Guests
Luxury 5BR Family Oasis with Private Pool - 13 Guests
House
Kissimmee, FL, 34746, United States
1.7k from Montego Bay center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub

5 Bedrooms12 Guests
9.0

Fabulous

47 reviews

$318
Average price / night
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Private pool with a beautiful view overlooking the lake! Near Disney - Universal
Private pool with a beautiful view overlooking the lake! Near Disney - Universal
House
Kissimmee, FL, USA
0.6k from Montego Bay center

View, Balcony/Terrace, Security/Safety, Ocean View, Internet, Pool, Parking

3 Bedrooms6 Guests
8.8

Fabulous

23 reviews

$134
Average price / night
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Themed Villa near Disney with Private Pool & Spa
Themed Villa near Disney with Private Pool & Spa
House
Kissimmee, FL, 34746, United States
1.8k from Montego Bay center

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

6 Bedrooms16 Guests
9.8

Exceptional

23 reviews

$586
Average price / night
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Luxury Private Pool Villa near Disney with Fire Pit, Game Room & More
Luxury Private Pool Villa near Disney with Fire Pit, Game Room & More
House
Kissimmee, FL, USA
0.6k from Montego Bay center

Luxury, Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings

3 Bedrooms10 Guests
9.8

Exceptional

4 reviews

$229
Average price / night
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Elsa's Enchanting Escape, just 15 minutes from Disney World!
Elsa's Enchanting Escape, just 15 minutes from Disney World!
House
Kissimmee, FL, 34746, United States
1.9k from Montego Bay center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

6 Bedrooms14 Guests
8.8

Fabulous

3 reviews

$677
Average price / night
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4 Bedroom 3 Bathroom Villas At Seven Dwarfs 1-101
4 Bedroom 3 Bathroom Villas At Seven Dwarfs 1-101
House
Kissimmee, FL, USA
0.9k from Montego Bay center

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

4 Bedrooms8 Guests
New to Booking
$132
Average price / night
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4812 BR - Enchanted Lakeside Escape: Luxurious Family Retreat
4812 BR - Enchanted Lakeside Escape: Luxurious Family Retreat
House
Kissimmee, FL, 34747, United States
2.0k from Montego Bay center

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

4 Bedrooms10 Guests
New to Booking
$264
Average price / night
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4 Bedroom 3 Bathroom Villas At SevenDwarfs 4-108
4 Bedroom 3 Bathroom Villas At SevenDwarfs 4-108
House
Kissimmee, FL, USA
0.9k from Montego Bay center

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

4 Bedrooms8 Guests
7.0

Good

1 reviews

$178
Average price / night
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Sunsation Destination!! First Floor One Bedroom Villa in Runaway Beach Resort!!!
Sunsation Destination!! First Floor One Bedroom Villa in Runaway Beach Resort!!!
Villa
kissimmee, FL, 34746, United States
2.0k from Montego Bay center

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

1 Bedroom4 Guests
8.4

Very Good

8 reviews

$145
Average price / night
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enjoy disney only 10 min away
enjoy disney only 10 min away
Apartment
Kissimmee, FL, USA
1.0k from Montego Bay center

Barbecue/Outdoor Cooking, Oceanfront, Pet Friendly, Air Conditioner, Balcony/Terrace, Hot Tub, Guest Services

3 Bedrooms6 Guests
New to Booking
$126
Average price / night
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Magical 4BR Disney Townhome Private Pool - Sleeps 11- 4808 LL
Magical 4BR Disney Townhome Private Pool - Sleeps 11- 4808 LL
House
Kissimmee, FL, 34746, United States
2.0k from Montego Bay center

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

4 Bedrooms11 Guests
8.4

Very Good

45 reviews

$287
Average price / night
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4 Bedroom 3 Bathroom Villas At Seven Dwarfs 8-107
4 Bedroom 3 Bathroom Villas At Seven Dwarfs 8-107
House
Kissimmee, FL, USA
1.0k from Montego Bay center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$195
Average price / night
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Grand Luxury Villa with a Sparkling Pool - 6 BDS - Private Pool and Spa - 2859 BD
Grand Luxury Villa with a Sparkling Pool - 6 BDS - Private Pool and Spa - 2859 BD
House
Kissimmee, FL, 34746, United States
2.0k from Montego Bay center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater

6 Bedrooms16 Guests
9.0

Fabulous

30 reviews

$359
Average price / night
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4 Bedroom 3 Bathroom Villas At Seven Dwarfs 10-102
4 Bedroom 3 Bathroom Villas At Seven Dwarfs 10-102
House
Kissimmee, FL, USA
1.0k from Montego Bay center

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

4 Bedrooms8 Guests
9.3

Superb

3 reviews

$187
Average price / night
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Grand Opening! 9BD/5BA-Storey Lake Resort/Lake View/GameRoom
Grand Opening! 9BD/5BA-Storey Lake Resort/Lake View/GameRoom
Villa
Kissimmee, FL, 34746, United States
2.0k from Montego Bay center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater

9 Bedrooms26 Guests
9.8

Exceptional

25 reviews

$664
Average price / night
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4 Bedroom 3 Bathroom Villas At Seven Dwarfs 8-108
4 Bedroom 3 Bathroom Villas At Seven Dwarfs 8-108
House
Kissimmee, FL, USA
1.0k from Montego Bay center

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

4 Bedrooms8 Guests
9.2

Superb

5 reviews

$187
Average price / night
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NEW Enchanted Escape in Storey Lake, Dogs OK
NEW Enchanted Escape in Storey Lake, Dogs OK
House
Kissimmee, FL, 34746, United States
2.1k from Montego Bay center

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

5 Bedrooms9 Guests
9.4

Superb

3 reviews

$375
Average price / night
Check Availability
6BR Luxury Villa: Pool, Spa, Game Room & Disney Magic 2957 FS
6BR Luxury Villa: Pool, Spa, Game Room & Disney Magic 2957 FS
House
Kissimmee, FL, 34746, United States
2.1k from Montego Bay center

AC, Arcade, Balcony, Barbecue, Crib, Fitness Equipment, Hot Tub, Internet, Kitchen

6 Bedrooms13 Guests
9.0

Fabulous

89 reviews

$361
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 Oceanfront 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 Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 583 verified oceanfront rentals in Montego Bay. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Montego Bay vary depending on the property size, exact beachfront location, and season. Rates typically start from around $110 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Montego Bay offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Montego Bay welcome pets. Currently, 10 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Montego Bay often include features designed for a comfortable coastal stay, such as Oceanfront, View, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.