50 Best Florida Vacation rentals on Holiday Lettings - Beach rentals

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50,383 Vacation rentals

(29) Very Good 

36

Vacation villa with swimming pool in Davenport

Davenport / Tivoli Manor

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our villa has 4 bedrooms (2 masters both with Queen sized beds and en suite shower rooms, and 2 further twin rooms sharing a family bathroom) so sleeps 8 comfortably. FREE HIGH SPEED INTERNET ACCESS UP TO 75Mbps WITH WI-FI (great for connecting multiple devices) and a n …see more

from $90 / night

$586 - $720 / week

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Responds fast!
avg. 3 hours 3 minutes

from $90 / night

(20) Excellent 

18

Kissimmee Vacation villa rental

Kissimmee / Cumbrian Lakes

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Our villa is south west facing, so when you have had a busy day at the theme parks you can relax with a bbq around the pool, with its covered lania & ceiling fan to watch the sun go down. We have a fully fitted Games room,with pool table, foosball, dart board,Xbox, Wi …see more

from $114 / night

$627 - $2,272 / week

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from $114 / night

(4) Excellent 

30

Home rental in Cape Coral with golf nearby

Southwest Gulf Coast / Cape Coral

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly
Villa Katrina has been recently purchased in April 2018 and has been totally refurbished and tastefully furnished! Be quick to rent this 3 bedroom, 3 bathroom heated pool home with Gulf access. The solar heated pool is large and inviting. The oversized lanai is perf …see more

from $108 / night

$650 - $1,708 / week

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avg. 2 hours 58 minutes

from $108 / night

(11) Excellent 

24

Kissimmee Vacation villa rental

Kissimmee / Doral Woods

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The exclusive woodland setting of Doral Woods is an excellent place for relaxation and yet is within convenient reach of all the action of Disney, Universal, Sea World and Legoland and the other attractions. Be at one with nature in our unspoilt landscape. You can enjoy …see more

from $109 / night

$762 - $1,248 / week

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avg. 2 hours 45 minutes

from $109 / night

(1) Excellent 

20

Villa accommodation in Orlando

Central Florida / Orlando

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Highgate Villa is a LUXURY villa. We have a large corner lot with true conservation views so there is nobody overlooking you. The sunny south west facing extended pool, spa and deck with conservation views, really offer a tranquil and private place to relax after a day …see more

from $175 / night

$1,200 / week

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from $175 / night

(6) Excellent 

Certificate of Excellence

42

Vacation villa in Orlando

Central Florida / Orlando

7 14 min stay varies

  • 7 bedrooms
  • sleeps 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Florida Star is a luxury family owned holiday home. Purchased from new the villa has become a much loved part of our family life, and something we try to enjoy as much as possible. We therefore take great care in ensuring that it is maintained and equipped to the high …see more

Certificate of Excellence

from $129 / night

$903 / week

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Responds fast!
avg. 2 hours 15 minutes

from $129 / night

9

Vacation private room with shared pool in Florida

Broward County / Sunrise

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Swimming pool
  • Air conditioning
We are very close to attractions: Sawgrass Mills (15 minutes), Fort Lauderdale International Airport (20 minutes), and of course the beach (30 minutes). There are many nice restaurants close to us that you may enjoy. Some great things about our home are: the coziness, a …see more

from $39 / night

$273 / week

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avg. 1 hour 19 minutes

from $39 / night

(19) Very Good 

22

Vacation villa accommodation

Central Florida / Orlando

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Toscana, is a stunning spacious 5 bedroom, 4 bathroom villa, with its own beautiful pool, set on the new Tuscan Hills Resort. This beautiful villa, set on a gated community, and backing onto the forest, makes it an ideal place to holiday with your family. The pool …see more

from $261 / night

$1,057 / week

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from $261 / night

(41) Excellent 

48

Davenport Vacation villa rental

Davenport / Loma Linda

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A beautiful 4-bedroom family-owned villa with fantastic private pool area, situated just minutes from Florida's main attractions. Just minutes from tourist hotspots, shopping outlets, golf courses and not too far from the superb Floridian beaches, we hope that our vill …see more

from $90 / night

$624 - $892 / week

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from $90 / night

(72) Excellent 

21

Vacation villa with golf nearby in Davenport

Central Florida / Davenport

4 8 4 nights min

  • 4 bedrooms
  • sleeps 8
  • 4 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Our villa 'Savannah' is a really lovely 4 bedroom 3 bathroom fully air-conditioned villa with its own South Facing screened pool and patio area, a beautiful home from home on the Secure & prestigious Highgate Park gated community. Close to Disney (10 minutes), Universal …see more

from $80 / night

$557 - $692 / week

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Responds fast!
avg. 2 hours 25 minutes

from $80 / night

(37) Very Good 

36

Vacation villa with swimming pool in Kissimmee

Central Florida / Kissimmee

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Indian Point with gorgeous lake and conservation view from pool. Indian Point, Kissimmee is a beautiful residential community situated within a few minutes drive of the Highway 192, convenient for the Wal-Mart superstore, a large selection of restaurants, and close to a …see more

from $96 / night

$573 - $669 / week

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Responds fast!
avg. 1 hour 0 minutes

from $96 / night

(22) Excellent 

28

Kissimmee Vacation villa rental

Kissimmee / Veranda Palms

4 8 4 nights min

  • 4 bedrooms
  • sleeps 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 75 mi
  • Swimming pool
The property is a spacious 4 bedroom, 3 bathroom villa with a private, 30ft pool. It is ideally located close to the US192 with its many shops and restaurants and only 10 mins from Walt Disney World whilst Sea World and Universal Studios are within 25 mins. Florida's fa …see more

from $121 / night

$823 - $1,013 / week

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Responds fast!
avg. 3 hours 39 minutes

from $121 / night

(2) Very Good 

24

Davenport Vacation home rental

Davenport / Regal Palms

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxury 3 bed 3 bathroom Townhouse built in 2006 on Regal Palms resort and Spa, with a fully equipped kitchen and with separate laundry room upstairs. A great place for families, being so close to Disneyland, and with easy accesss to interstate 4, leading to Tampa and e …see more

from $98 / night

$488 / week

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from $98 / night

(25) Excellent 

Certificate of Excellence

48

Vacation villa with swimming pool, golf nearby in Davenport

Davenport / Lake Davenport

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A superb 5-Bedroom, 3.5 Bathroom Executive Pool Home with Games Room (completely redecorated and carpeted Dec'18). The ideal location for a fun family vacation. Just 15 minutes from Disney & 25 minutes from Universal Resort and Seaworld. Free Wi Fi , Cable TV, Free Lo …see more

Certificate of Excellence

from $108 / night

$728 - $1,038 / week

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avg. 53 minutes

from $108 / night

(16) Very Good 

30

Vacation villa in Cape Coral

Southwest Gulf Coast / Cape Coral

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool
Our newly remodeled Villa has about 2,000 sq.ft. Living area with 1,100 sq.ft. Generous pool area. You will be love the heated pool with the separate Scandinavian style SPA (Jacuzzi). Within only 3 minutes by boat you’ll reach the high-speed areas on Caloosahatchee Rive …see more

from $140 / night

$850 - $1,275 / week

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from $140 / night

(5) Excellent 

25

Haines City Vacation villa accommodation

Haines City / Southern Dunes

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The villa is located on a quiet corner and will provide you and your family with a comfortable and relaxing base from which to explore the Sunshine State, or simply relax, taking advantage of the peace and quiet of the community. This 2 story villa comprises 2 master s …see more

from $108 / night

$754 - $855 / week

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from $108 / night

(30) Very Good 

26

Vacation villa in Kissimmee

Central Florida / Kissimmee

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Luxury 3 bed 2 bath villa can sleep 8. Large 30ft fully heated secluded pool. Only 20 minutes from Orlando airport & 30 minutes from theme parks & 1 hour from Kenedy space centre & cocoa beach. Also 1 hour from Bush Gardens & Clearwater beach to the west coast. Surounde …see more

from $83 / night

$573 - $1,019 / week

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from $83 / night

(30) Excellent 

Certificate of Excellence

21

Vacation villa with swimming pool in Kissimmee

Central Florida / Kissimmee

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
A beautiful lakeside American Villa with a private pool with wonderful views of the lake, wildlife and woodland area. No back-to-back villas here!. Thousands of £'s spent recently on upgrading the villa with new facilities. The Villa is Located just off Poinciana …see more

Certificate of Excellence

from $87 / night

$605 - $701 / week

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Responds fast!
avg. 2 hours 5 minutes

from $87 / night

(11) Excellent 

26

Vacation villa in Kissimmee

Kissimmee / Formosa Gardens

7 16 min stay varies

  • 7 bedrooms
  • sleeps 16
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Set in a third of an acre with extensively landscaped gardens and mature palm trees, this spacious (4.000 sq. ft.) luxury home has been professionally furnished and decorated to the highest of standards and enjoys many upgraded facilities including tiling throughout the …see more

from $291 / night

$2,037 - $2,674 / week

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from $291 / night

(3) Very Good 

50

Vacation home rental

Broward County / Fort Lauderdale

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to our house "Super Paradise" with tropical garden and breathtaking views of the water! called Our vacation home is located in Fort Lauderdale / Pampano Beach directly on a tributary of, Main Intracoastal ', just minutes away from the famous sandy beaches on the …see more

from $225 / night

$1,575 / week

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from $225 / night

(14) Very Good 

50

Vacation villa rental

Kissimmee / Trafalgar Village

4 8 4 nights min

  • 4 bedrooms
  • sleeps 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Less than 15 miles from Walt Disney World, this villa offers a private backyard pool and hot tub (heated on request, fees payable). The 4-bedroom, 4 bathroomed house includes a fully equipped kitchen and spacious bedrooms with flat-screen TVs. Free Wi-Fi is available t …see more

from $109 / night

$701 / week

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from $109 / night

11

Vacation home in Florida

Florida / Gainesville

3 9 3 nights min

  • 3 bedrooms
  • sleeps 9
  • 3 nights min
  • Child friendly
This beautiful 3 bedroom home is located on a Lakefront, if you love fishing or just going to explore with your canoes you can do this right from your back garden. There is a huge BBQ for all your family cook outs. Adults or children can enjoy the pool and hot tub perha …see more

from $230 / night

$1,600 / week

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from $230 / night

(15) Very Good 

32

Vacation villa with swimming pool in Davenport

Davenport / The Shire at West Haven

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A fully equipped home to the highest standards and located within the prestigious, private; secure gated community of The Shire at West Haven. Our villa is set among wetlands and other areas of conservation providing a perfect base from which to relax and enjoy Florida' …see more

from $168 / night

$1,176 - $1,575 / week

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from $168 / night

(7) Very Good 

22

Home rental in Haines City with swimming pool, golf nearby

Haines City / Calabay Parc at Tower Lake

5 10 5 nights min

  • 5 bedrooms
  • sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our villa is located on the prestigious gated community of Calabay Parc at Tower Lake. This lakefront community has its own boat ramp and fishing pier. Less than 20 Minutes from Disney, 15 minutes from Legoland and within easy reach of all other major Orlando attraction …see more

from $127 / night

$823 / week

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from $127 / night

(24) Very Good 

Certificate of Excellence

70

Orlando Vacation villa rental

Orlando / The Retreat Legacy Park

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sunseekersvilla is nestled just minutes away from championship golf courses and the fun-in-the-sun of Disney at Legacy Park, and will leave you with memories to treasure for a lifetime. Located near to Mickey and his friends, this 5 bedroom and 4.5 bathroom elegant Orla …see more

Certificate of Excellence

from $138 / night

$900 - $1,123 / week

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Responds fast!
avg. 1 hour 20 minutes

from $138 / night

(3) Very Good 

25

Vacation apartment in Florida

Florida / Clearwater

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Newly renovated and refurnished Condo, 5 minutes drive to Clearwater Beach. Unlimited WiFi and cable TV (free Netflix). Quiet patio, large, stylish swimming pool, gym 24/7. Walking distance to supermarket, bars and restaurants. Long term rentals allowed Only 6 mins driv …see more

from $87 / night

$609 / week

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Responds fast!
avg. 1 hour 49 minutes

from $87 / night

(3) Excellent 

28

Vacation villa with golf nearby in ChampionsGate

Central Florida / ChampionsGate

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 110 mi
  • Swimming pool
  • Child friendly
A tastefully furnished four bedroomed villa, with the two queen sized bedrooms being en-suite. Fully air conditioned, with a private pool overlooking an extended lawn area and peaceful conservation land beyond this, which contains a lake and small island that is home to …see more

from $102 / night

$637 - $955 / week

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Responds fast!
avg. 3 hours 16 minutes

from $102 / night

(19) Excellent 

30

Kissimmee Vacation villa rental

Kissimmee / Windsor Palms

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Windsor Palms is a fabulous resort style community and has all the facilities that you would expect from its 5 star status all completely free when you stay at Disney Paradise. It is one of the closest communities to Disney located along Formosa Gardens Boulevard just …see more

from $123 / night

$892 - $1,019 / week

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Responds fast!
avg. 3 hours 25 minutes

from $123 / night

(3) Very Good 

48

Vacation villa rental

Central Florida / Orlando

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our privately owned Florida home is a luxury 4 Bedroom, 3 Bathroom, Spacious accommodation with 2000sqft of living space for up to 10 people plus an infant. We are conveniently located on Highway 27, on the Delightful Glenbrook Resort Development. Disney world …see more

from $162 / night

$1,134 / week

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from $162 / night

(20) Excellent 

43

Vacation villa with golf nearby in Davenport

Davenport / Watersong Resort

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
What our villa offers: Lounge Upon entering Florida Delight you will arrive at the first of two sitting areas found in the downstairs level of the villa. It is a large, welcoming lounge area, beautifully laid out with two leather three- seater sofas and an armchair, …see more

from $135 / night

$899 - $1,624 / week

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avg. 1 hour 19 minutes

from $135 / night

25

Vacation condo in Florida

Brevard County / Indian Harbour Beach

1 4 30 nights min

  • 1 bedroom
  • sleeps 4
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Close to parks, art and culture, great views, restaurants and dining, and the beach. You’ll love the outdoors space, the neighborhood, the light, and the comfy bed. Great place for couples, solo adventurers, business travelers, families (with kids), and a pet. You will …see more

from $80 / night

$560 / week

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from $80 / night

(14) Very Good 

Certificate of Excellence

51

Vacation villa in Orlando

Orlando / Orange Tree

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Southern Serenity is located just 15 minutes from Disney in the community of Orange Tree and is ideally located within easy reach of all other Florida's Central attractions, local supermarkets and restaurants. The villa benefits from its own private pool, with a spa an …see more

Certificate of Excellence

from $152 / night

$1,064 / week

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Responds fast!
avg. 2 hours 53 minutes

from $152 / night

(9) Very Good 

31

Vacation villa in Orlando

Central Florida / Orlando

5 10 5 nights min

  • 5 bedrooms
  • sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
PLEASE NOTE THIS VILLA IS AVAILABLE FOR MINIMUM OF 5 NIGHTS. (There is an additional £90 cleaning fee for 7 nights or less) Stunning 5 bedroom villa, sleeps 10, in Highlands Reserve Championship Golf Community and the perfect location for visiting Disney World (only …see more

from $156 / night

$1,049 / week

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Responds fast!
avg. 2 hours 52 minutes

from $156 / night

(15) Excellent 

30

Haines City Vacation villa rental

Haines City / Calabay Parc at Tower Lake

4 8 4 nights min

  • 4 bedrooms
  • sleeps 8
  • 4 nights min
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
Florida Palms is a high class home, that was completed in December 2008, the attention to detail making it one of the best value for money villas in the Orlando area. Luxuriously furnished throughout with a fully air conditioned games room. A south facing pool ensures m …see more

from $102 / night

$643 - $955 / week

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Responds fast!
avg. 1 hour 23 minutes

from $102 / night

(32) Excellent 

22

Vacation villa with swimming pool in Kissimmee

Kissimmee / Bellavida Resort

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The villa benefits from its own private pool, with a shallow end perfect for the children. Leading from the living room is a spacious patio with stunning conservation views, furnished with a table and chairs to enable you to dine al fresco. The villa is …see more

from $134 / night

$809 - $1,051 / week

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Responds fast!
avg. 1 hour 47 minutes

from $134 / night

(27) Excellent 

31

Villa rental in Davenport with swimming pool

Davenport / The Sanctuary at West Haven

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Nearest beach 124 mi
  • Swimming pool
  • Child friendly
LUXURY 5 BEDROOM, 4 BATHROOM VILLA WITH PRIVATE POOL ONLY A SHORT DRIVE FROM DISNEY AND ALL THAT ORLANDO HAS TO OFFER! OVERVIEW Welcome to the "Sanctuary View" which is located in the popular gated community of the "Sanctuary" at Westhaven and is easily reached from I …see more

from $140 / night

$900 - $970 / week

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from $140 / night

(39) Very Good 

56

Vacation villa with shared pool in Orlando

Orlando / Sunrise Lakes

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
Our luxury Florida vacation rental villa has been designed and furnished to the highest standard to give guests the luxurious holiday they deserve. It has a 28' heated pool with a lake view. We provide free phone calls (US/Canada) so you can tell everyone what a wonderf …see more

from $135 / night

$910 - $1,295 / week

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Responds fast!
avg. 3 hours 12 minutes

from $135 / night

(4) Excellent 

51

Vacation villa in Kissimmee

Kissimmee / Hamilton's Reserve

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 85 mi
  • Swimming pool
This luxury home is set in a very quiet residential neighbourhood and within easy reach (15 to 20 minutes) of all the Disney theme and water parks, Universal Studios and Islands of Adventure, Sea World, Legoland, etc. The Buena Vista Shopping Mall is about a 5 minutes …see more

from $155 / night

$925 - $1,295 / week

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from $155 / night

(21) Excellent 

34

Orlando Vacation villa rental

Central Florida / Orlando

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Ashland Palms – A truly luxurious and spacious executive 4 Bedroom, 3 Bathroom villa in an ideal location to enjoy the many superb Orlando attractions as well as a tranquil haven where you can relax in the south facing pool & spa in the glorious Florida Sun. …see more

from $128 / night

$860 - $1,051 / week

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from $128 / night

(2) Very Good 

44

Vacation villa with swimming pool, golf nearby in Orlando

Central Florida / Orlando

6 16 min stay varies

  • 6 bedrooms
  • sleeps 16
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
Come and relax with your family and friends at our beautifully decorated large vacation home. It features 6 bedrooms, 5.5 bathrooms, and almost all of the bedrooms have their own bathrooms. With 2 living areas and a fully equipped kitchen, it's perfect for your family t …see more

from $150 / night

$835 - $2,650 / week

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from $150 / night

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