Vacation Rentals with Pool in Orlando

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Filtering by: Swimming pool

8,983 vacation rentals

(8) Very Good 

22

(1507-RETREAT) Stunning 3 Bed 3 Bath Pool Home, Private Balcony

Central Florida / Orlando

Orlando house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Beautiful and Comfortable Vacation Home” We loved every minute of our stay at this house. It was very clean and comfortable with up to date, modern amenities, furniture and fixtures. It was perfect for our 10 day vacation to Disney and Universal and s
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Price per night from

$92

Price per night from

$92

(8) Excellent 

71

Pool Home near Disney | FREE WiFi, Parking, Cable, Tennis and Water-park | Golf

Central Florida / Orlando

Orlando villa

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 75 mi
  • Swimming pool
  • Child Friendly

Price per night from

$160

Price per night from

$160

(9) Very Good 

Certificate of Excellence

28

South facing Pool Spa/ Gated Resort, Game Rm, Sleeps 14, Free WIFI, Grill/BBQ

Central Florida / Orlando

Orlando villa

6 14 7 nights min

  • 6 bedrooms
  • sleeps 14
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Certificate of Excellence

Price per night from

$140

Responds fast!
avg. 2 hours 55 minutes

Price per night from

$140

(11) Very Good 

18

Pet-Friendly 3 Bedroom Villa with Pool and Fully Fenced Garden *2418

Central Florida / Orlando

Orlando villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$95

Price per night from

$95

(7) Excellent 

Certificate of Excellence

29

6 BR-3 Kings South Facing Pool-Spa Game RM Gated Resort near Disney Free WIFI

Central Florida / Orlando

Orlando house

6 14 7 nights min

  • 6 bedrooms
  • sleeps 14
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Certificate of Excellence

Price per night from

$130

Responds fast!
avg. 2 hours 55 minutes

Price per night from

$130

35

4804CA-308. All New Huge 3rd Floor Corner Condo With Lake View

Central Florida / Orlando

Orlando house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$297

Price per night from

$297

(10) Excellent 

Certificate of Excellence

47

FIVE STAR 3 BR Home - Private Pool, Games Room, WiFi, BBQ - Orlando/Disney

Central Florida / Orlando

Orlando house

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Great Home, Safe & quiet neighborhood” I will be "Renting this Vacation Home Again" Home was clean. My RATING for this Home and Customer servive is *** A+*****. Beutiful Home. Thank you again Tonya.
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Certificate of Excellence

Price per night from

$110

Responds fast!
avg. 2 hours 8 minutes

Price per night from

$110

(18) Very Good 

17

4 bedroom Sun Bay Villa with Private pool and Lake Views *14357

Central Florida / Orlando

Orlando villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“This rental property is literally a home away from home.” Our Orlando summer 2016 family vacation is perfect primarily because of this vacation home. It is very well maintained. It is cozy and is very clean. The location is undeniably amazing. It is c
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Price per night from

$95

Price per night from

$95

(5) Excellent 

21

(17401-SEREN) 3 Bed 3 Bath Pool Home + Clubhouse

Central Florida / Orlando

Orlando townhouse

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Relaxing and peacefull” Hi.. For sure recomended. Its cosy and relaxing and a neat neighboorhood. I had a few concerns but as soon as i reported anything, the attendance was fast. This made my stay feel safe. Wallmart , target and some restaurants we
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Price per night from

$81

Price per night from

$81

(3) Excellent 

28

Nice 4B Villa with pool close to Disney

Central Florida / Orlando

Orlando house

4 11 min stay varies

  • 4 bedrooms
  • sleeps 11
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Excellent stay” Great stay. Owner always responded pretty quickly. Great house everything was provided and clean. Thank you for the stay Bill.
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Price per night from

$66

Responds fast!
avg. 2 hours 15 minutes

Price per night from

$66

(7) Very Good 

20

(1523-RETREAT) 3 Bed 3 Bath Pool Home + Clubhouse

Central Florida / Orlando

Orlando townhouse

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Simply Beautiful!” If you are looking for a place that feels like home!! This is it!! We came here on a family vacation! It was really beautiful! What you see in the pictures is EXACTLY what you will be getting! Literally had no complaints! The bed in
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Price per night from

$74

Price per night from

$74

41

Luxurious Lakeview Condo At Vista Cay Resort Next To Convention Center

Central Florida / Orlando

Orlando condo

3 10 2 nights min

  • 3 bedrooms
  • sleeps 10
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$216

Price per night from

$216

(43) Excellent 

Certificate of Excellence

35

Fantasy Pool Home

Central Florida / Orlando

Orlando villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 125 mi
  • Swimming pool
  • Child Friendly

Certificate of Excellence

Price per night from

$115

Responds fast!
avg. 2 hours 22 minutes

Price per night from

$115

32

Best of the Best. Amazing 3BR - Walk to Sea World, Aquatica, Discovery Cove

Central Florida / Orlando

Orlando apartment

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$120

Price per night from

$120

(18) Very Good 

Certificate of Excellence

34

Serenity Dream: Luxurious Townhouse Located Near Disney! Southwest Facing!

Central Florida / Orlando

Orlando townhouse

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Certificate of Excellence

Price per night from

$110

Responds fast!
avg. 2 hours 20 minutes

Price per night from

$110

4

timeshares - resorts - hotels

Central Florida / Orlando

Orlando apartment

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$100

Price per night from

$100

(5) Very Good 

36

Luxury Villa with South Facing Pool on Golf Course

Central Florida / Orlando

Orlando villa

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary
“We found our dream vacation home with a sparkling pool on the be” This home is a real gem. Luxury greeted us starting with the first glance of the freshly painted exterior, and beautiful fully remodeled interior. The home contains all new furniture
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Price per night from

$130

Price per night from

$130

(64) Excellent 

35

Luxury Disney Condo - Newly Renovated 3bd / 2ba

Central Florida / Orlando

Orlando apartment

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Perfect for Business or Pleasure” Such a fantastically comfortable stay for both my husband and I. Roughly four miles from Disney, fifteen from Universal. Lyft fares were incredibly cheap. Area was quiet and safe, perfect for any family. Beds were com
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Price per night from

$34

Responds fast!
avg. 2 hours 9 minutes

Price per night from

$34

(1) Excellent 

27

(486-WATER) Watersong - 4 Bed 4.5 Bath Pool Home

Central Florida / Orlando

Orlando villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$102

Price per night from

$102

23

Wyndham Bonnet Creek Next Door to Disney

Central Florida / Orlando

Orlando tower

2 8 4 nights min

  • 2 bedrooms
  • sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$290

Price per night from

$290

(23) Very Good 

Certificate of Excellence

19

Secure Gated Resort / 4 bedroom Pet Friendly homes with Pool Free WIFI / Grill

Central Florida / Orlando

Orlando house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Perfect” Great house for our family close to all the fun of orlando, not "untouchable" meaning ..with 2 boys i didnt have to always be telling them "don't touch that"it was liking me at home. Comfortable !! It was clean too, Note: remember it's a rent
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Certificate of Excellence

Price per night from

$90

Responds fast!
avg. 2 hours 55 minutes

Price per night from

$90

(1) Excellent 

24

3 Bedroom Disney Villa with Private Pool *4442

Central Florida / Orlando

Orlando villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$95

Price per night from

$95

(8) Average 

49

4 Bedroom Pool Home with 2 Master En-Suits *218

Central Florida / Orlando

Orlando villa

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Amazing experience” Everything was wonderful. House was very clean. great location and commodities. The pool was great, it was clean at all times, the bathrooms and rooms were great, spacious, and the home is located in a great neighborhood
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Price per night from

$105

Price per night from

$105

(21) Very Good 

58

Beautiful Disney Luxury Home, 1 mile from Disney- 10

Central Florida / Orlando

Orlando house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Nearest beach 50 mi
  • Swimming pool
  • Child Friendly
“Full Gospel Conference” I really enjoyed my stay at the home that was chosen... directions and instructions came very easy to understand... response time was awesome...
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Price per night from

$95

Price per night from

$95

4

Spacious Town Home

Central Florida / Orlando

Orlando apartment

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$99

Responds fast!
avg. 2 hours 24 minutes

Price per night from

$99

(3) Excellent 

32

MODERN 8 bed 5b golf villa south facing pool

Central Florida / Orlando

Orlando villa

8 18 min stay varies

  • 8 bedrooms
  • sleeps 18
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 23 mi
  • Swimming pool

Price per night from

$279

Responds fast!
avg. 47 minutes

Price per night from

$279

(5) Excellent 

35

(2293-PROV) 6 Bed Lake View Golf Course Community

Central Florida / Orlando

Orlando house

6 14 min stay varies

  • 6 bedrooms
  • sleeps 14
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$151

Price per night from

$151

43

Gated Resort, Stunning, New 7 bedroom Disney Villa, Pool/SPA/Lanai/Wifi/Game Rm

Central Florida / Orlando

Orlando villa

7 16 min stay varies

  • 7 bedrooms
  • sleeps 16
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$150

Price per night from

$150

(5) Excellent 

40

WOW! Great 2BDR Villa in Top Orlando Resort; Near Attractions; From $169

Central Florida / Orlando

Orlando apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Very convinient location with a huge list of ammenities” The stay at the rental was excellent, and was very convenient for our trip. The shop/restaurant/bar open late was great. Even got in a game of mini gold with my little brother. Would recommend f
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Price per night from

$169

Responds fast!
avg. 2 hours 26 minutes

Price per night from

$169

(1) Excellent 

24

Orlando Theme Home: Every Room is a New Adventure!

Central Florida / Orlando

Orlando house

5 18 3 nights min

  • 5 bedrooms
  • sleeps 18
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$998

Price per night from

$998

(6) Very Good 

24

7 BR, Pool, SPA, near Disney, next to golf and Hwy

Central Florida / Orlando

Orlando villa

7 16 min stay varies

  • 7 bedrooms
  • sleeps 16
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“PERFECT FAMILY VILLA!” This villa is HUGE and gorgeous! We were traveling with a large family and with 7 bedrooms and 9 beds plus a crib in the master there is more than enough room for your whole family to enjoy a get away! There are 2 rooms locate
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Price per night from

$165

Price per night from

$165

(7) Excellent 

7

Wyndham Bonnet Creek 2 bedroom deluxe

Central Florida / Orlando

Orlando apartment

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Bonnet creek family time” Good time. Only down is the parking. No where near to park. After In the parks all day, very tired and more walking is not wanted.
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Price per night from

$200

Price per night from

$200

(36) Very Good 

Certificate of Excellence

40

Orlando 3/2 Luxury SF Pool Chefs Kitchen Disney

Central Florida / Orlando

Orlando villa

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Great house near Disney” The house was clean, modern and as advertised with pool. The facility was great. The only negative was that the physical location for stores/restaurants we preferred were not that close (8-12 miles). Ginny the owner was ext
…see more

Certificate of Excellence

Price per night from

$99

Responds fast!
avg. 1 hour 55 minutes

Price per night from

$99

(16) Excellent 

Certificate of Excellence

19

All the Comforts of Home with gameroom and heat pool

Central Florida / Orlando

Orlando villa

5 10 5 nights min

  • 5 bedrooms
  • sleeps 10
  • 5 nights min
  • Nearest beach 121 mi
  • Swimming pool
  • Child Friendly
“Great House!” The owner was very attentive and accommodating. We didn't have wifi the entire time we were there. The placement didn't allow for anyone to use it in the house. I would suggest moving the cable router to the main tv room. Use a splitter
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Certificate of Excellence

Price per night from

$125

Responds fast!
avg. 46 minutes

Price per night from

$125

(2) Excellent 

32

570CA. Beautiful 4 Bedroom 3.5 Bath Town Home in Regal Palms

Central Florida / Orlando

Orlando house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$99

Price per night from

$99

(6) Very Good 

29

Wheelchair Accessible Home, with Pool and Spa

Central Florida / Orlando

Orlando house

5 10 4 nights min

  • 5 bedrooms
  • sleeps 10
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$150

Price per night from

$150

(19) Excellent 

Certificate of Excellence

26

Gibson Grove Villa

Central Florida / Orlando

Orlando house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Certificate of Excellence

Price per night from

$100

Responds fast!
avg. 1 hour 11 minutes

Price per night from

$100

(1) Excellent 

39

Gated Resort, 6 BR, 5.5 BA, 4 Masters, South-facing Pool/SPA/Lanai/GameRm/Wifi

Central Florida / Orlando

Orlando villa

6 15 min stay varies

  • 6 bedrooms
  • sleeps 15
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 97 mi
  • Swimming pool

Price per night from

$150

Price per night from

$150