Haines City Vacation Rentals & Cabin Rentals with Swimming Pool - 2045 Rentals Available.
2,045 Vacation rentals
Filters applied: Swimming pool
Calabay Parc at Tower Lake Getaway
Haines City Villa
- 6 bedrooms 6
- 4 bathrooms
- sleeps 12 12
- 2 nights min
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$205.00
from $205.00 / night
GORGEOUS 4 Bedroom Executive Villa in Orlando
Haines City Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$109.00
from $109.00 / night
Certificate of Excellence
Awesome House on an Awesome Resort....Orlando area
Haines City House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 50 mi
- Swimming pool
Responds fast! Avg. 1 hour 40 minutes
Travelers’ Choice award
$63.00
from $63.00 / night
Golf Course and Disney World, Legoland
Haines City Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Swimming pool
- Ask about children
- Air conditioning
$69.00
from $69.00 / night
246MC. Superb Mediterranean Style 6 Bedroom Pool Home
Haines City House
- 6 bedrooms 6
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$195.00
from $195.00 / night
609CD. Large 6 Bedroom Villa with South Facing Pool with Spa and a Games Room
Haines City House
- 6 bedrooms 6
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$195.00
from $195.00 / night
1344RD. Tremendous 4 Bedroom 3 Bath Pool Home in Golfing Community
Haines City House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$140.00
from $140.00 / night
3071BL. Lovely 4 Bedroom 3 Bath Pool Home Located in Southern Dunes
Haines City House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$140.00
from $140.00 / night
3062BL. 4 Bed 3 Bath Pool & Spa Home With Golf Course Views
Haines City House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$149.00
from $149.00 / night
2106MC. Pet Friendly 4 Bedroom 2 Bathroom Pool Home In Southern Dunes
Haines City House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$119.00
from $119.00 / night
648CD. Comfortable 4 bedroom 3 Bath Pool Home In Gated Community
Haines City House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$140.00
from $140.00 / night
322VSC. Mediterranean 4 Bedroom 3 Bath Pool Home Near Disney
Haines City House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$143.00
from $143.00 / night
206MC. Haines City 4 bedroom 3 Bath Pool Home In Gated Community
Haines City House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$140.00
from $140.00 / night
403VSC. Lovely 4 Bedroom Disney Area Pool Home in Villa Sorrento
Haines City House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$143.00
from $143.00 / night
614CD. Modern 4 Bedroom 3 Bath Pool Home in Tower Lakes
Haines City House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$150.00
from $150.00 / night
509PD. Gorgeous 6 Bedroom 4 Bath Pool Home in Tower Lakes
Haines City House
- 6 bedrooms 6
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$159.00
from $159.00 / night
336VSC. Beautiful Disney Area 4 Bedroom Pool Home in Villa Sorrento
Haines City House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$157.00
from $157.00 / night
3128MW. Comfortable 4 Bedroom Pool Home in Gated Golf Community
Haines City House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$135.00
from $135.00 / night
108MC. Beautiful 5 Bedroom 4 Bath Pool Home in Tower Lakes
Haines City House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$145.00
from $145.00 / night
2896KL. Wonderful 3 Bed 2 Bath Pool Home in Southern Dunes Golf Resort
Haines City House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$106.00
from $106.00 / night
512PD. Gorgeous 6 Bedroom 4.5 Bath Pool Home in Tower Lakes
Haines City House
- 6 bedrooms 6
- 5 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$209.00
from $209.00 / night
3106SKC. 6 Bedroom Pool Home With Spa in Golf Community
Haines City House
- 6 bedrooms 6
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$180.00
from $180.00 / night
137MC. Disney Area 4 Bedroom 3 Bath Pool Home in Gated Community
Haines City House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$153.00
from $153.00 / night
345CA. 4 Bedroom Pool Home with Games Room In Gated Community
Haines City House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$163.00
from $163.00 / night
3125AW. Lovely 4 Bedroom 3 Bath Pool Home in Southern Dunes Golf Resort
Haines City House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$140.00
from $140.00 / night
Your search has been expanded 18.6 miles to include more rentals
***FANTASTIC*** LUXURY 4Bed3bath South Facing Pool
Davenport Villa - 13.2 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$123.00
from $123.00 / night
Luxurious 4 bedroom lakeside Villa near Disney
Four Corners Villa - 18.4 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 3 nights min
- Swimming pool
- Ask about children
- Air conditioning
$144.00
from $144.00 / night
8 bedroom home with private pool/spa!
Davenport House - 10.7 miles away
- 8 bedrooms 8
- 5 bathrooms
- sleeps 18 18
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$321.00
from $321.00 / night
*Beautiful Vacation Home ~ Disney's 5 mins Away!*
Four Corners Villa - 15.8 miles away
- 6 bedrooms 6
- 4 bathrooms
- sleeps 14 14
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$223.00
from $223.00 / night
Disney Area Condo at Laguna Bay Villas
Kissimmee Condo - 16.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 2 nights min
- Swimming pool
- Child friendly
- Air conditioning
$102.00
from $102.00 / night
Holiday by Disney-Pool Golf Internet & Games Room
Davenport Villa - 7.6 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 3 hours 31 minutes
$109.00
from $109.00 / night
Disney Villa - Kissimmee - Indian Creek Villa
Four Corners Villa - 14.7 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 41 minutes
$149.00
from $149.00 / night
TripAdvisor Award Winner 2011, 2012 & 2013.
Clermont House - 18.6 miles away
- 6 bedrooms 6
- 4 bathrooms
- sleeps 12 12
- 4 nights min
- Nearest beach 113 mi
- Swimming pool
- Child friendly
$252.00
from $252.00 / night
Summer and Fall specials now call for more details
Kissimmee Villa - 14.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 3 nights min
- Nearest beach 72 mi
- Swimming pool
- Child friendly
Responds fast! Avg. 2 hours 22 minutes
$137.00
from $137.00 / night
2 Bed / 2 Bath Resort Condo near Disney
Davenport Condo - 11.2 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 1 night min
- Swimming pool
- Air conditioning
$172.00
from $172.00 / night
Most private backyard in Orlando! Minutes 2 Disney
Loughman Villa - 10.1 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Nearest beach 126 mi
- Swimming pool
- Child friendly
$137.00
from $137.00 / night
Butterfly Villa Orlando Disney Area
Davenport Villa - 12.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$148.00
from $148.00 / night
♥ 5 Min To Disney - Game Room, Salt Water Pool W/ Free Pool Heat, BBQ, Baby Gear
Kissimmee House - 14.9 miles away
- 6 bedrooms 6
- 4 bathrooms
- sleeps 16 16
- min stay varies
- Nearest beach 114 mi
- Swimming pool
- Child friendly
$264.00
from $264.00 / night
Arkvilla - These Walls Are Full Of Love & Laughter
Davenport Villa - 15.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$184.00
from $184.00 / night
What is Travelers’ Choice award?
Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travellers and are ranked within the top 10% of properties on Tripadvisor.