Dunmore Bahamas - Vacation Rentals in Historic Downtown Kissimmee
House
3 Bedrooms
2 Bathrooms
6 Guests
107.64 ft²
-
Parking -
Balcony/Terrace -
Air Conditioner -
Internet
US $100
/Night
7 Nights - $700
House
10.0
(
273 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1797 ft²
-
Parking
-
Pool -
Ocean View -
Balcony/Terrace
US $126
/Night
7 Nights - $880
Cottage
10.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Pool
-
View -
Kitchen
US $640
/Night
7 Nights - $4,480
Condo
10.0
(
240 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1300 ft²
-
Hot Tub -
Parking
-
Pool
-
Ocean View
US $238
/Night
7 Nights - $1,666
House
9.6
(
166 Reviews
)
5 Bedrooms
5 Bathrooms
14 Guests
-
Private Pool -
Hot Tub
-
Parking
-
Pool
US $400
/Night
7 Nights - $2,801
House
8.8
(
124 Reviews
)
2 Bedrooms
2 Bathrooms
8 Guests
1150 ft²
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $238
/Night
7 Nights - $1,664
House
8.6
(
78 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
1905 ft²
-
Pool
-
Kitchen
-
Air Conditioner
-
Internet
US $331
/Night
7 Nights - $2,318
House
9.6
(
33 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $233
/Night
7 Nights - $1,631
Luxury Places to Stay in Historic Downtown Kissimmee
Over 10000+
Luxury Places to Stay in or Near Historic Downtown Kissimmee
Villa
8.0
(
2 Reviews
)
5 Bedrooms
5 Bathrooms
14 Guests
3000 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
Unlock the Best Price
House
8.8
(
11 Reviews
)
6 Bedrooms
5 Bathrooms
17 Guests
3100 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
Unlock the Best Price
House
1 Bedroom
2 Bathrooms
6 Guests
-
Parking
-
Pool
-
Air Conditioner
-
Internet
US $8,499
/Night
7 Nights - $59,494
House
9.4
(
3 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $5,906
/Night
7 Nights - $41,345
House
6 Bedrooms
6 Bathrooms
16 Guests
3455.22 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $5,900
/Night
7 Nights - $41,300
House
10 Bedrooms
8 Bathrooms
20 Guests
4273.27 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $5,900
/Night
7 Nights - $41,300
House
56 Bedrooms
56 Bathrooms
26212 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $5,290
/Night
7 Nights - $37,033
House
56 Bedrooms
56 Bathrooms
26228 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $4,526
/Night
7 Nights - $31,679
Find More Historic Downtown Kissimmee Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Historic Downtown Kissimmee
Over 10000+
Top-Rated Vacation Rentals with a Pool in or Near Historic Downtown Kissimmee
House
10.0
(
143 Reviews
)
5 Bedrooms
5 Bathrooms
12 Guests
33164 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $378
/Night
7 Nights - $2,649
House
10.0
(
141 Reviews
)
5 Bedrooms
5 Bathrooms
12 Guests
33164 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $298
/Night
7 Nights - $2,086
House
10.0
(
112 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
1914 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $310
/Night
7 Nights - $2,171
House
10.0
(
110 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $309
/Night
7 Nights - $2,166
Condo
10.0
(
99 Reviews
)
3 Bedrooms
2 Bathrooms
9 Guests
1428 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $257
/Night
7 Nights - $1,797
Villa
10.0
(
83 Reviews
)
9 Bedrooms
5 Bathrooms
20 Guests
4800 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $500
/Night
7 Nights - $3,501
Resort
10.0
(
83 Reviews
)
1500 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $361
/Night
7 Nights - $2,528
House
10.0
(
81 Reviews
)
5 Bedrooms
4 Bathrooms
14 Guests
2128 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $231
/Night
7 Nights - $1,614
Pet-Friendly Vacation Rentals in Historic Downtown Kissimmee
Over 1942+
Pet-Friendly Vacation Rentals in or Near Historic Downtown Kissimmee
Resort
8.9
(
86 Reviews
)
925.69 ft²
-
Breakfast -
Parking
-
Pool
-
Balcony/Terrace
US $124
/Night
7 Nights - $868
House
9.4
(
9 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
1914 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $322
/Night
7 Nights - $2,255
Apartment
9.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $332
/Night
7 Nights - $2,321
House
9.0
(
51 Reviews
)
7 Bedrooms
4 Bathrooms
16 Guests
2800 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $353
/Night
7 Nights - $2,469
House
9.8
(
109 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1500 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $260
/Night
7 Nights - $1,823
House
8.8
(
34 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
1512 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $194
/Night
7 Nights - $1,357
House
8.8
(
24 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
2565 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $358
/Night
7 Nights - $2,503
House
10.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
8 Guests
1914 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $322
/Night
7 Nights - $2,253
See More Pet-Friendly Vacation Rentals in Historic Downtown Kissimmee on PetFriendly.io
Large Vacation Homes & Villas in Historic Downtown Kissimmee
Over 7962+
Large Vacation Homes & Villas in or Near Historic Downtown Kissimmee
House
7.4
(
19 Reviews
)
4 Bedrooms
4 Bathrooms
12 Guests
1001.04 ft²
-
Hot Tub
-
Breakfast
-
Parking
-
Pool
US $150
/Night
7 Nights - $1,050
Villa
9.4
(
138 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
1600 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $232
/Night
7 Nights - $1,626
Villa
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Pool
-
Balcony/Terrace
-
View
US $970
/Night
7 Nights - $6,792
House
9.4
(
105 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
2100 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $284
/Night
7 Nights - $1,987
Villa
9.2
(
274 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
1950 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $260
/Night
7 Nights - $1,818
House
8.6
(
19 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
1914 ft²
-
Private Pool
-
Parking
-
Pool
-
Kitchen
US $316
/Night
7 Nights - $2,212
House
9.2
(
43 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
1915 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $296
/Night
7 Nights - $2,069
Condo
8.8
(
40 Reviews
)
4 Bedrooms
3 Bathrooms
13 Guests
2100 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $260
/Night
7 Nights - $1,822
See More Family Vacation Rentals in Historic Downtown Kissimmee on FVR
Wheelchair Accessible Vacation Homes in Historic Downtown Kissimmee
Over 1852+
Wheelchair Accessible Vacation Homes in or Near Historic Downtown Kissimmee
House
8.9
(
13 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1194.79 ft²
-
Parking
-
Pool
-
Air Conditioner
-
Internet
US $122
/Night
7 Nights - $854
New
Condo
8.6
(
15 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $249
/Night
7 Nights - $1,742
Condo
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Parking
-
Pool
-
Kitchen
-
Internet
US $507
/Night
7 Nights - $3,549
Apartment
9.8
(
63 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1329 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $171
/Night
7 Nights - $1,198
Condo
7.2
(
5 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
1507 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $244
/Night
7 Nights - $1,707
New
Condo
9.4
(
13 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1238 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $354
/Night
7 Nights - $2,481
Apartment
9.0
(
2 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1196 ft²
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $221
/Night
7 Nights - $1,547
Apartment
8.6
(
17 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1329 ft²
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $264
/Night
7 Nights - $1,848
Historic Downtown Kissimmee Vacation Rentals and Airbnb Places to Stay Under $200
Over 3855+
Historic Downtown Kissimmee Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
9.5
(
10 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1431.6 ft²
-
Parking
-
Pool
-
Air Conditioner
-
Internet
US $135
/Night
7 Nights - $945
Condo
9.8
(
77 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1503 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $195
/Night
7 Nights - $1,364
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Child Friendly
US $140
/Night
7 Nights - $983
Apartment
9.4
(
45 Reviews
)
2 Bedrooms
2 Bathrooms
7 Guests
1142 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $179
/Night
7 Nights - $1,253
Condo
9.6
(
210 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1200 ft²
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $165
/Night
7 Nights - $1,152
House
9.6
(
97 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
1852 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $176
/Night
7 Nights - $1,234
House
9.0
(
31 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1300 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $144
/Night
7 Nights - $1,010
House
8.6
(
115 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $161
/Night
7 Nights - $1,128
Instantly Bookable Vacation Homes in Historic Downtown Kissimmee
Over 9502+
Instantly Bookable Vacation Homes in or Near Historic Downtown Kissimmee
House
9.8
(
114 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1200 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $261
/Night
7 Nights - $1,825
House
10.0
(
4 Reviews
)
5 Bedrooms
5 Bathrooms
11 Guests
3254 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $450
/Night
7 Nights - $3,149
House
9.8
(
80 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2038 ft²
-
Private Pool
-
Oceanfront -
Hot Tub
-
Parking
US $254
/Night
7 Nights - $1,775
House
9.4
(
225 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1200 ft²
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $212
/Night
7 Nights - $1,485
House
9.4
(
82 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2415 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $237
/Night
7 Nights - $1,658
Condo
9.4
(
47 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1667 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $212
/Night
7 Nights - $1,481
House
10.0
(
52 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
1636 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $275
/Night
7 Nights - $1,922
House
9.6
(
93 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
1286 ft²
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $203
/Night
7 Nights - $1,418
About Historic Downtown Kissimmee Vacation Rentals
With more than 14933 Historic Downtown Kissimmee vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Dunmorebahamas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Historic Downtown Kissimmee.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Dunmorebahamas Historic Downtown Kissimmee, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Historic Downtown Kissimmee. Places to stay near Historic Downtown Kissimmee are 1624.39 ft² on average, with prices averaging US $392 a night.
Dunmorebahamas makes it easy and safe to find and compare vacation rentals in Historic Downtown Kissimmee with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Historic Downtown Kissimmee
| Type | Count |
|---|---|
| Vacation Homes | 8852 |
| Holiday Apartments | 2098 |
| Villas | 1778 |
| Hotels | 325 |
| Resorts | 166 |
| Cottages | 75 |
| Ski Chalet Rentals | 18 |
| B&B | 10 |
| Cabin Rentals | 8 |
| Others | 8 |
| Hostels | 2 |
Use these Quick Filters to Find a Vacation Rental in Historic Downtown Kissimmee
★ Pro Tip: Dunmorebahamas makes it easy to compare the best listings on Dunmorebahamas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Dunmorebahamas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Historic Downtown Kissimmee.
Weather in Historic Downtown Kissimmee
View the weather forecast for Historic Downtown Kissimmee before booking your Historic Downtown Kissimmee Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Other Places to Stay Near Historic Downtown Kissimmee, FL
Kissimmee
26,114 Properties
AMF Bowling Center
12,309 Properties
Florida Technical College
10,918 Properties
Osceola Square Mall
10,884 Properties
Skate Reflections
8,703 Properties
Kissimmee Air Museum
8,684 Properties
Kissimmee Golf Club
5,431 Properties
Osceola County Clerk of the Court
1,794 Properties
Osceola Regional Medical Center
1,534 Properties
First United Methodist Church
1,285 Properties
Lanier's Historic Downtown Marketplace
1,171 Properties
Kissimmee Civic Center
980 Properties
Complexes around Historic Downtown Kissimmee, FL
Kissimmee
297 Properties
Disney
21 Properties
Paradox Circle
18 Properties
Orlandos Sunshine Orlando
12 Properties
Lucaya Village Resort
13 Properties
Sonoma Resort Villa
12 Properties
Terra Verde Resort
11 Properties
Villas At Dwarfs
11 Properties
Bella Vida Resort
10 Properties
Compass Bay
10 Properties
Coral Cay Resort
10 Properties
Castle Circle
7 Properties
Fable Street
6 Properties
Juliet
6 Properties
Star Island Resort Club Saturday
6 Properties
Historic Downtown Kissimmee Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Historic Downtown Kissimmee?
There are a lot of options in Historic Downtown Kissimmee. If you plan on staying in the Historic Downtown Kissimmee area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Historic Downtown Kissimmee:
- BEAUTIFUL LAKEVIEW TOWNHOME, 5 MILES TO DISNEY. FULLY EQUIPED
- ⭐AUG 3-14,$76+tax/fees 5STAR CONDO*PREMIER HOST*GREATPRICE&CLOSE TOATTRACTIONS⭐
- 🏝️ 5BR/5BA Home w/Private Pool & Spa, Themed Kids’ Rooms & Resort Water Park | Storey Lake Near Disney
- 🏝️ 5BR/5BA Home w/Private Pool & Spa, Themed Kids’ Rooms & Resort Fun | Storey Lake Near Disney
- Great Location! Disney-Universal-Kid Gear-Free Pool Heat-Lake view- Family Fun
- Awesome Daydreamer Home, Pool, Waterpark, Slides, Lazy River, near all Parks
- Kissimmee Condo w/Resort-Style Amenities!
- Once Upon A Time@Storey Lake-9 Bedroom Disney Haven w/Game Room & Private Pool!
- 5 Mins to Disney, Large Corner 3BR Princess Jasmine Moroccan Luxury Suite
- Incredible Resort/Location/Home - Close Walking distance to clubhouse -
How many vacation rentals have private pools in Historic Downtown Kissimmee?
There are 5754 vacation rentals with private pools near Historic Downtown Kissimmee. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Historic Downtown Kissimmee are best for families?
If you are looking for a family-friendly vacation home in Historic Downtown Kissimmee, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Historic Downtown Kissimmee:
How many vacation rentals are available in Historic Downtown Kissimmee?
Currently, the total number of properties listed in 2026 is over 14933 in the Historic Downtown Kissimmee area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Historic Downtown Kissimmee.
