Osceola County

Find Osceola County Hotels with Private Pools

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We found 1123 Osceola County hotels with Private Pools for you

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Margaritaville Resort Orlando
Margaritaville Resort OrlandoMargaritaville Resort OrlandoMargaritaville Resort OrlandoMargaritaville Resort OrlandoMargaritaville Resort OrlandoMargaritaville Resort Orlando
99+
Hotel near Lake Buena Vista / Downtown Disney,Kissimmee
Margaritaville Resort Orlando is a destination in and of itself with so much to do in walking distance of your guest room .Rates include daily housekeeping and access to the entire resort experience. The resort is also home the Island H2O LIVE water park and Sunset Walk retail center. Check in and chill out at Margaritaville Resort Orlando.

"Stayed 2 nights in the margaritaville hotel as part of a visit to Disney MK. Check in was smooth, the room had two queen beds with a gorgeous bathroom and balcony with views of Disney fireworks at night! The pool area was fabulous, clean, warm water, shallow for children to play and a tiki bar! Decoration in the foyer and rooms gorgeous and tropical! Easy and quick shuttle coach arranged on the day to get to and from AK or MK....free! Would highly recommend!"
Very Good
103 reviews
8.6/10
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Amazing Game Room Your Kids Will Love! 7 Bedroom Villa by RedAwning
Amazing Game Room Your Kids Will Love! 7 Bedroom Villa by RedAwningAmazing Game Room Your Kids Will Love! 7 Bedroom Villa by RedAwningAmazing Game Room Your Kids Will Love! 7 Bedroom Villa by RedAwningAmazing Game Room Your Kids Will Love! 7 Bedroom Villa by RedAwningAmazing Game Room Your Kids Will Love! 7 Bedroom Villa by RedAwningAmazing Game Room Your Kids Will Love! 7 Bedroom Villa by RedAwning
79
Hotels in Osceola County
With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This villa is 5.5 mi (8.9 km) from Disney Springs™ and 6.5 mi (10.5 km) from Walt Disney World® Resort. Free self parking is available onsite. Make yourself comfortable in your air-conditioned villa. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.Conveniences include a washing machine and an iron/ironing board.
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Amazing Disney Dream Getaway in Windsor Palms! 4 Bedroom Villa by Redawning
Amazing Disney Dream Getaway in Windsor Palms! 4 Bedroom Villa by RedawningAmazing Disney Dream Getaway in Windsor Palms! 4 Bedroom Villa by RedawningAmazing Disney Dream Getaway in Windsor Palms! 4 Bedroom Villa by RedawningAmazing Disney Dream Getaway in Windsor Palms! 4 Bedroom Villa by RedawningAmazing Disney Dream Getaway in Windsor Palms! 4 Bedroom Villa by RedawningAmazing Disney Dream Getaway in Windsor Palms! 4 Bedroom Villa by Redawning
46
Hotels in Osceola County
Located in Kissimmee, this villa is within a 15-minute drive of Walt Disney World® Resort and Old Town. This family-friendly villa is 8.3 mi (13.3 km) from Disney's Hollywood Studios® and 9.3 mi (15 km) from Disney's Animal Kingdom® Theme Park. Take advantage of recreation opportunities such as a fitness center, or other amenities including complimentary wireless internet access and concierge services. Free self parking is available onsite. Make yourself comfortable in this villa, featuring a kitchen with a refrigerator and a microwave. There's a private balcony or patio. Complimentary wireless internet access keeps you connected, and a flat-screen television is provided for your entertainment. Conveniences include a desk and a coffee/tea maker.
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Osceola County
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Sunshine Villa 5 Bedroom Villa by Redawning
Sunshine Villa 5 Bedroom Villa by RedawningSunshine Villa 5 Bedroom Villa by RedawningSunshine Villa 5 Bedroom Villa by RedawningSunshine Villa 5 Bedroom Villa by RedawningSunshine Villa 5 Bedroom Villa by RedawningSunshine Villa 5 Bedroom Villa by Redawning
66
Hotels in Osceola County
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This vacation home is 7.1 mi (11.5 km) from ESPN Wide World of Sports Complex and 7.5 mi (12 km) from Old Town. Free self parking is available onsite. Make yourself comfortable in your individually decorated vacation home. Complimentary wireless internet access is available to keep you connected.
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Private Pool Close to Disney lg Hmslps 8 4 Bedroom Villa by RedAwning
Private Pool Close to Disney lg Hmslps 8 4 Bedroom Villa by RedAwningPrivate Pool Close to Disney lg Hmslps 8 4 Bedroom Villa by RedAwningPrivate Pool Close to Disney lg Hmslps 8 4 Bedroom Villa by RedAwningPrivate Pool Close to Disney lg Hmslps 8 4 Bedroom Villa by RedAwningPrivate Pool Close to Disney lg Hmslps 8 4 Bedroom Villa by RedAwningPrivate Pool Close to Disney lg Hmslps 8 4 Bedroom Villa by RedAwning
56
Hotel near Lake Buena Vista / Downtown Disney,Kissimmee
With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This villa is 7 mi (11.3 km) from ESPN Wide World of Sports Complex and 7.1 mi (11.5 km) from Old Town. Make yourself comfortable in your villa. Complimentary wireless internet access is available to keep you connected.
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Encantada Resort
Encantada ResortEncantada ResortEncantada ResortEncantada ResortEncantada ResortEncantada Resort
38
Hotel near Lake Buena Vista / Downtown Disney,Kissimmee
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center. This vacation home is 6.9 mi (11.2 km) from Disney's Animal Kingdom® Theme Park and 7.8 mi (12.5 km) from ESPN Wide World of Sports Complex. Take advantage of recreation opportunities including a hot tub and a fitness center. Free self parking is available onsite. Make yourself comfortable in this individually decorated vacation home, featuring a kitchen with a full-sized refrigerator/freezer and an oven. A flat-screen television with cable programming provides entertainment, while complimentary wireless internet access keeps you connected. Conveniences include a microwave and a coffee/tea maker.
2 reviews
6.2/10
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Family friendly,Private Pool ,Golf, Pet Friendly,10 minutes to Orlando airport
Family friendly,Private Pool ,Golf, Pet Friendly,10 minutes to Orlando airportFamily friendly,Private Pool ,Golf, Pet Friendly,10 minutes to Orlando airportFamily friendly,Private Pool ,Golf, Pet Friendly,10 minutes to Orlando airportFamily friendly,Private Pool ,Golf, Pet Friendly,10 minutes to Orlando airportFamily friendly,Private Pool ,Golf, Pet Friendly,10 minutes to Orlando airportFamily friendly,Private Pool ,Golf, Pet Friendly,10 minutes to Orlando airport
36
Hotels in Osceola County
Come and celebrate FALL ,or WINTER at this QUIET FAMILY HOME with Heated Pool located in a safe peaceful gated community. Backing on to a tranquil lake, this house offers a break from busy Orlando. Only 10 minutes from the airport and 40 minutes from the theme parks, this home is located in the Remington community. There is a playground, tennis courts, basketball courts, volleyball court and huge community pool all located within walking distance of the house. Remington golf course is also very close by (golf green fees not included). There is a newly constructed bike path connecting Remington to St Cloud Lakeshore Park (the house even has 3 bikes available for your use!).The house itself was beautifully renovated in 2022 to include new flooring, appliances and furniture throughout. All linens and towels are included and are a superior quality. There is a Large, heated pool with a spacious surrounding patio enclosed in an insect-free lanai. This 2-story house boasts 2 full En-suite bedrooms (one King, one Queen) plus two double-twin rooms that share a bathroom. There is an attached garage with opener for your use. There are 3 large screen Smart TVs in the house for those rainy days, as well as board games and books.This home is perfect for your family Reunions or for your special romantic getaway. Discounts are available for long stay renters. TASTEFULLY DECORATED, SUNSET VIEWS, CLEAN, BRIGHT AND CHEERFUL, SMART TV’s, COMFORTABLE MATTRESS, HOME FOR A PERFECT VACATION OR GETAWAY.Black out Curtains for a GOOD NIGHT SLEEP , COME AND RECHARGE, in the Two Master bedrooms, ONE MASTER KING SUITE on the main floor, Waterfront property, to relax, enjoy in Private HEATED POOL, GOLF,TENNIS.FULL KITCHEN, AIR FRYER, GRIDDLE,KEURIG AND TEA KETTLE, COMFORTABLE MATTRESS AND LUXURIOUS SHEETS, Great for ROMANTIC GETAWAYS or FAMILY REUNIONS, Staycations,Vacations to Sea World and Universal Studios. 10 minutes to Orlando International Airport, one hour drive to popular beaches Cocoa beach and Daytona beach, John F Kennedy Space center. SELF CHECK IN, LAPTOP FRIENDLY WORK SPACE, HI SPEED WI-FI, KID AND INFANT FRIENDLY, PETS ALLOWED.,FULL KITCHEN, ALL NEW APPLIANCES AND FURNITURE, KING MASTER SUITE downstairs and QUEEN MASTER SUITE upstairs, with other bedrooms and GOLF, TENNIS POOL,BAR B-Q GRILL,LOUNGE CHAIRS AT THE POOL,GOLF GOLF, TENNIS FOR LONGER STAYS.Sleeps 8, Can accommodate 2 extra persons on pull out sofa or Air Mattress.About pets:Pets allowed: less than 20 lbs per pet (limit 2 pets total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
11 reviews
9.8/10
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Stunning Lakefront Home with Private Pool & Gameroom
Stunning Lakefront Home with Private Pool & GameroomStunning Lakefront Home with Private Pool & GameroomStunning Lakefront Home with Private Pool & GameroomStunning Lakefront Home with Private Pool & GameroomStunning Lakefront Home with Private Pool & GameroomStunning Lakefront Home with Private Pool & Gameroom
54
Hotels in Osceola County
The Callaway Lakehouse is located in a gated golf course community with gorgeous lake views.You will be close to everything when staying at this centrally-located home:* 25 min drive to all amusement parks & airport* 10 min drive to the FL Turnpike* 4 min drive to Starbucks, Publix, CVS, Ale House, & ER.* 6 min drive to Walmart, Chick-Fil-A, Outback Steakhouse, Ross, Marshalls, & Old Navy.The spaceThis renovated 4 bedroom, 2 bathroom single family home feels like a retreat. There is ample space for your group not only to sleep, but to hang out on the couch watching a movie or conversing, eat dinner or lounge by the pool enjoying the lake views.Each room has plenty of storage with both the closet and drawer chest / dressers. All mattresses are brand new and very comfortable. Each room has blackout curtains to make the room nice and dark at night for optimal rest. This may be the best sleep you’ll ever get while on vacation!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Outstanding
10.0/10
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Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golfStunning lake view, private pool,near Disney ,games room,free WiFi ,play golfStunning lake view, private pool,near Disney ,games room,free WiFi ,play golfStunning lake view, private pool,near Disney ,games room,free WiFi ,play golfStunning lake view, private pool,near Disney ,games room,free WiFi ,play golfStunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
34
Hotels in Osceola County
Self catering Villa sleeps 8 situated on secluded gated resort with golf course and childrens play area, 2 min from 192 attractions.brand new 60 inch tv just been put in Fully air conditioned .Furnished to an excellent standard ensuring your holiday is both relaxing and enjoyable. There is cable TV ,DVD player, free internet access, u.s.,canada calls and a new games room with 8 ft pool table,table soccer,darts and table tennis table,.Boasting a west facing view overlooking a tranquill lake.The main room is large and spacious with plenty of room for all the family to relax after a busy day. The fully equipped kitchen dining area complete with refrigerator, microwave, oven, dishwasher, with patio doors leading to spacious pool and deck area. The family sized washing machine, dryer, ironing board and iron are provided and a full compliment of towels. master bedroom is fitted with a king sized bed, 42 inch TV large walk in closet and en suite bathroom. There are 3 other spacious bedrooms,1 queen sized bedroom and 2 twin beds en suite. The pool area provides ample space to soak up the Florida sun and pool heating 25 dollars a day,pets are allowed at a 125 dollar feeAbout pets:Pets allowed.Please do not let the pets sit on the sofas or bed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.Outside on the poolside.About events:No events allowed.
Great
85 reviews
9.0/10
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Magical Family Friendly Pool and Lake House
Magical Family Friendly Pool and Lake HouseMagical Family Friendly Pool and Lake HouseMagical Family Friendly Pool and Lake HouseMagical Family Friendly Pool and Lake HouseMagical Family Friendly Pool and Lake HouseMagical Family Friendly Pool and Lake House
17
Hotels in Osceola County
Enjoy and Relax with the whole family at this peaceful place. Stay in close vicinity to major Orlando attractions like Disney Theme Parks, Universal Parks, SeaWorld, Aquatica and major golf courses. Dive in heated pool after a long day at park, enjoy game area and spend quality time with family at this fully equipped vacation home. Parking is available up to 4 Cars. Boats/Trailers/Campers are NOT allowed to be parked in driveway or anywhere in communityAbout pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:5) BBQ grill is situated near the pool area. PLEASE DONT MOVE THE BBQ GRILL FROM ITS PLACE. BBQ ONLY OUTSIDE THE POOL DECK..Guests are not allowed to park their boats, trailers or Campers in driveway or anywhere in community..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Outstanding
10.0/10
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Frequently Asked Questions

What is the average price of a hotel in Osceola County this weekend?

According to the latest 12-month data from Trip.com, the average price for a 3-star hotel in Osceola County this weekend is PHP 18,086 per night. For a 4-star hotel, the average cost is PHP 26,294 per night. If you're looking for a luxury experience, 5-star hotels in Osceola County this weekend typically cost PHP 38,404 per night.

How much do hotels in Osceola County cost per night on weekdays?

Based on the latest 12-month data from Trip.com, the average price for a 3-star hotel in Osceola County during weekdays is PHP 16,579 per night. For a 4-star hotel, you can expect to pay around PHP 25,387 per night. If you're seeking a luxury stay, 5-star hotels in Osceola County generally cost PHP 36,504 per night on weekdays.

What are the best places to stay in Osceola County?

Some of the best places to stay in Osceola County are near popular attractions like Old Town, Orlando / Kissimmee KOA Holiday and Lake Lizzie Conservation Area South Trailhead, offering easy access to key sights and amenities.

What are the top hotels in Osceola County near Old Town?

Some of the top hotels in Osceola County near Old Town include Fairfield Inn & Suites Orlando Kissimmee/Celebration (from PHP 5,984), Hilton Vacation Club Polynesian Isles Kissimmee (from PHP 5,768) and Magic Moment Resort & Kids Club, Dazzler Select by Wyndham (from PHP 4,260), all offering easy access to Old Town, making them ideal for visitors looking to explore the area.

Which hotels in Osceola County are worth visiting for their spa experience?

Which hotels in Osceola County have swimming pools?

Disney's All-Star Sports Resort (from PHP 11,263), Palazzo Lakeside Hotel (from PHP 1,110) and Disney's All-Star Music Resort (from PHP 11,587) are hotels with swimming pools. Stay at any of these hotels to enjoy a swimming pool!

What hotels in Osceola County offer an especially good breakfast ?

How to get good deals on hotels in Osceola County?

To get the best hotel deals, try these Trip.com tips: 1. Log In Trip.com first and unlock member-only rates and Trip Coins (loyalty points). 2. Book Midweek: Sun–Thurs stays are much cheaper than weekends. 3. Set Price Alerts: Monitor price drops and rebook if needed. 4. Use “We Price Match” Policy: If you find a lower price elsewhere, Trip.com will refund the difference. 5. Avoid major holidays, conventions, and big events. 6. Check the Deals Page to see what promotions are available now on Trip.com.