50 Best Florida Vacation rentals on Holiday Lettings - Beach rentals

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32,975 Vacation rentals

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(36) Excellent 

22

Davenport Vacation villa rental

Davenport / West Stonebridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 141 mi
  • Swimming pool
If you are looking for privacy, space, home from home comforts and your very own pool there is no better alternative than a villa. Our luxury executive villa is situated in a small residential development only a 12 minute drive from Walt Disney World and only a 3 min dr  …see more

from $82 / night

$532 - $688 / week

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from $82 / night

(25) Excellent 

24

Vacation condo with golf nearby in Orlando

Orlando / Vista Cay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
The Isles at Cay Commons will entice you with its Tuscan themed condominiums conveniently located less than a mile from International Drive and the Orlando Convention Centre, with the I4 less than 5 minutes drive. You are truly in the “Heart of Orlando” when  …see more

from $83 / night

$578 - $630 / week

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from $83 / night

(11) Excellent 

26

Orlando Vacation villa rental

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Amazingly beautiful Privately Owned 5 bed 3 bath home with gorgeous private south west facing 30ft swimming pool and spa with HEATING INCLUDED ALL YEAR ROUND !! A huge covered lanai for lovely outside dining and stunning views over conservation areas. With over 3500sq  …see more

from $182 / night

$1269 - $2188 / week

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from $182 / night

Featured properties

(7) Excellent 

28

Vacation villa in Kissimmee

Kissimmee / Windsor Hills Resort

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This fabulous 5 Bed/5 Bath Executive Villa with Games Room can easily accommodate 10 guests in absolute comfort. Fully air conditioned and with the added luxury of ceiling fans in all rooms the property offers total privacy and space to relax and enjoy your holiday of a  …see more

from $163 / night

$1138 - $1500 / week

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from $163 / night

(12) Excellent 

50

Vacation villa rental

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 125 mi
  • Swimming pool
  • Child friendly
Our home is a detached four bedroom villa with private pool and Jacuzzi , situated in Weston Hills a quiet residential gated community set in natural surroundings. Weston Hills is located within easy reach of all Orlando's top attractions, ideally situated for a ho  …see more

from $82 / night

$569 / week

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from $82 / night

(17) Excellent 

24

Holiday villa rental with swimming pool

Lake County / Clermont

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 130 mi
  • Swimming pool
SEE OUR UPDATED IMPRESSIVE GUEST BOOK REVIEWS !! RELAX- The home is fully air-conditioned throughout with sliding patio doors to the private pool area from the lounge and master bedroom too! With a well-appointed dining room, living room, large family room, g  …see more

from $85 / night

$700 - $900 / week

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from $85 / night

(30) Excellent 

21

Vacation villa with golf nearby in Davenport

Davenport / Aylesbury, Davenport

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 50 mi
  • Swimming pool
The overall theme of the property provides a spacious cleaness and relaxed living environment. Perfect for a family, with easy access to Orlando's attractions and the benefit of a lovely private pool area and lanai with the safety and peacefulness of the cul-de-sa  …see more

from $59 / night

$413 / week

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from $59 / night

(16) Excellent 

21

Davenport Vacation villa rental

Davenport / West Stonebridge

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sunshine Villa is located just off the highway 27 in Davenport. Quiet and peaceful, yet only fifteen minutes from the parks and attractions. It is just 5 minutes from many championship golf courses. Supermarkets, restaurants, shopping malls and bank facilities are just  …see more

from $88 / night

$563 - $688 / week

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from $88 / night

(26) Excellent 

24

Kissimmee Vacation villa rental

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Welcome to our 4 bed single storey air conditioned home in Rolling Hills, Kissimee. It is just 10 mins (real time) to Disney Main Gate. It is situated on a part residential, part visitors estate, with lake views at the rear, in a quiet neighbourhood, close to Fo  …see more

from $94 / night

$657 - $750 / week

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from $94 / night

(2) Excellent 

91

Villa accommodation in Kissimmee

Kissimmee / Kissimmee City

5 10 6 nights min

  • 5 bedrooms
  • Sleeps 10
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful 5 bed villa in Kissimmee, Florida, the holiday destination of the world. Just 10 minutes from Disney in one of the most sought after communities in Orlando. Our villa is luxuriously furnished, with its own secluded pool & spa, a fabulous games room and min  …see more

from $125 / night

$844 / week

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from $125 / night

(13) Excellent 

27

Holiday villa with swimming pool in Davenport

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
Luxury Villa, Peaceful Views over Lake & Conservation South facing Private Pool & Jacuzzi Spa ... ... ... ... ... GREAT REVIEWS !! NO REAR NEIGHBOURS! Just Lake and Trees, INTERNET ACCESS Games Room: Air Hockey, Pool Table, Football, Table Tennis, 42"  …see more

from $119 / night

$757 - $907 / week

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from $119 / night

(13) Excellent 

24

Davenport Vacation villa rental

Davenport / Grand Reserve

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
An oasis of calm within striking distance of Disney and Legoland. Located on a gated community of just 110 homes, our home is the perfect place to kick back and relax. De-stress with the view over the lake and listen and look at the abundant wildlife. Hard to imagine th  …see more

from $131 / night

$913 - $1188 / week

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from $131 / night

(13) Excellent 

25

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 Caloosahatche  …see more

from $150 / night

$1050 - $1300 / week

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from $150 / night

(21) Excellent 

24

Haines City Vacation villa rental

Haines City / Calabay Parc at Tower Lake

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
An ideal location for all the great Orlando attractions. If you want theme parks, play golf or relax or all three our superb villa is in a prime location. Only 20 - 30 mins from all the major theme parks, but there are many other local attractions you can visit the new  …see more

from $82 / night

$563 - $750 / week

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from $82 / night

(49) Excellent 

21

Vacation villa with golf nearby in Davenport

Central Florida / Davenport

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • 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 minut  …see more

from $63 / night

$438 - $619 / week

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from $63 / night

(12) Very Good 

28

Villa rental in Naples with golf nearby

Naples / Lely Resort

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 13 mi
  • Swimming pool
This beautiful, three bedroom home is both spacious and well-designed. Built in 2003, it provides all the modern amenities you would expect in a family home. It also has a large heated private pool and spa with screened lanai overlooking a tranquil lake. Both pool and l  …see more

from $165 / night

$1150 - $1850 / week

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from $165 / night

(42) Excellent 

54

Vacation condo in Davenport

Davenport / Bahama Bay Resort

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
The award-winning Four-Star Bahama Bay Resort near Disney Orlando is a beautiful, Caribbean-style gated, holiday community that boasts a club house, spa, restaurants, and a private beach area to make the perfect holiday. Can be combined with a week on the Gulf Coast in  …see more

from $43 / night

$630 - $693 / week

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from $43 / night

(2) Very Good 

24

Vacation condo with shared pool in Sunny Isles Beach

Florida / Sunny Isles Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.15 mi
  • Swimming pool
Looking for the best place to enjoy Miami Beach?With 'Rent Miami 305' you can enjoy world-class luxury at an affordable price. If you are travelling on your own, with family or friends, our residence has 2 bedrooms (1st bedroom has a king size bed and  …see more

from $110 / night

$945 - $1050 / week

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from $110 / night

(4) Excellent 

28

Vacation condo in Florida

Florida / Anna Maria Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Located in the heart of Anna Maria Island in the sun-drenched community of Holmes Beach is 'Seacrest' where you can enjoy island living at its best in this stunning destination.Our light & roomy 2 bedroom condo (one of only four in a quiet location being i  …see more

from $106 / night

$738 - $1725 / week

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from $106 / night

(5) Very Good 

45

Vacation villa rental

Central Florida / Kissimmee

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
Whether you wish to hit the Theme Parks, go shopping at the Florida Mall or along International Drive, play some fantastic golf, or simply relax by the pool, this home is exactly what you are looking for. It is fully licensed and professionally managed through a conveni  …see more

from $100 / night

$699 - $844 / week

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from $100 / night

(7) Very Good 

20

Vacation townhouse in Kissimmee

Kissimmee / Paradise Palms

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
Paradise Palms is situated in one of the best area's in Kissimmee, only minutes from Disney, Universal Studios, Island of Adventure and sea world. With its terrific shopping malls and fantasic restaurants this is the place to stay.Only a Couple of minutes w  …see more

from $118 / night

$763 - $1175 / week

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from $118 / night

(15) Very Good 

84

Orlando Vacation villa accommodation

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to your perfect holiday home.... Villa Prestige!Time to make yourself at home...Welcome to our prestigious 5 bedroom, 2 storey villa situated on the most enviable plot in the sought after gated community of Highgate Park. On a corner plot, our So  …see more

from $82 / night

$569 - $1119 / week

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from $82 / night

(42) Excellent 

47

Orlando Vacation villa rental

Orlando / Orange Tree

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 127 mi
  • Swimming pool
  • Child friendly
5 bedroom and 4 bathrooms makes Heron Villa an ideal choice for a large family,two families or smaller parties wishing to enjoy the space. Please view our personal website, WWW.FLORIDAVILLABOOKERS.COM where YOU CAN SEE OUR WALK THROUGH VIDEO, PRODUCED IN APRIL 2016.  …see more

from $111 / night

$774 - $932 / week

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from $111 / night

(10) Excellent 

22

Davenport Vacation villa rental

Davenport / Watersong Resort

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
This stunning Orlando Vacation home provides spacious ensuite accommodation for up to 12 guests. Situated on the prestigious Watersong gated community, the villa looks out on beautiful conservation and lake views.The house is furnished to a very high standard an  …see more

from $155 / night

$1155 - $1722 / week

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from $155 / night

(5) Excellent 

24

Vacation villa with swimming pool in Kissimmee

Kissimmee / Cumbrian Lakes

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to our newly refurbished family 5 bedroom villa, situated in the exclusive Gated Community of Cumbrian Lakes.We have designed our villa with family and relaxation in mind5 bedrooms including Master bedroom with en-suite & balcony over looking th  …see more

from $125 / night

$875 - $1063 / week

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from $125 / night

(17) Excellent 

27

Vacation villa in Kissimmee

Kissimmee / Formosa Gardens

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
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 $179 / night

$1250 - $1625 / week

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from $179 / night

(34) Excellent 

31

Home rental in Davenport with shared pool, golf nearby

Davenport / Highlands Reserve Golf Course

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 120 mi
  • Swimming pool
Our luxury single story 4 bedroom / 3 bathroom Orlando Vacation Villa sits on a very large lot, features a Mediterranean style Private Pool and is situated at the 'championship green' exclusive golf resort of Highlands Reserve, it even offers you unobstructed  …see more

from $175 / night

$1100 - $1250 / week

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from $175 / night

(36) Very Good 

37

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
Affordable comfortable home just ten minutes from Disney. Ideally situated in phase 1 of the resort our home is just a hop skip and a jump away from the fantastic water complex ,clubhouse and restaurant and is extremely popular with repeat guests , some who have  …see more

from $110 / night

$615 - $860 / week

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from $110 / night

(13) Excellent 

12

Vacation villa with golf nearby in Davenport

Davenport / The Manors North at Westridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 60 mi
  • Swimming pool
Our one story villa has 4 bedrooms and 3 bathrooms is furnished to a very high standard and comes complete with a large covered sun deck and private outdoor swimming pool.It is situated in an exclusive community accessed by a coded security gate ensuring your privacy an  …see more

from $78 / night

$488 - $625 / week

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from $78 / night

(15) Excellent 

29

Kissimmee Vacation villa rental

Kissimmee / Seasons Resort

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 110 mi
  • Swimming pool
Wonderful, private vacation home just 10 minutes from Disney World. This property is a stylish vacation rental in the heart of Kissimmee, set on a quiet lakeside development just off the 192 highway. The fantastic games room & south-facing private pool with Jacuzzi  …see more

from $135 / night

$895 - $1295 / week

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from $135 / night

35

Vacation apartment rental

Florida / Coral Gables

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Bedroom 02 02 01 Full Baths and Toilet, Ritz Carlton Apartment for rent weekly or monthly, located right on Coconut Grove. Fully furnished for up to 6 people. It includes: Free parking, internet, cable, swimming pool, gym and much more! Department 02 bedrooms, 02 bathro  …see more

from $150 / night

$1000 / week

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from $150 / night

(13) Excellent 

25

Vacation home accommodation

Fort Myers Beach / Estero Island

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
Bay Front Dream Home. If the water is your passion, come stay in this beautiful bayfront home. Bring your morning cup of coffee to the screen-enclosed pool and lanai to watch the sunrise over Estero Bay. Enjoy fishing from the boat dock, watch the dolphins or its just  …see more

from $371 / night

$1900 - $3010 / week

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from $371 / night

(19) Excellent 

16

Vacation home rental

Lake County / Clermont

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 92 mi
  • Swimming pool
  • Child friendly
Small, detached "House 99" on one floor, Mediterranean roofing. Located between Clermont and Groveland, quiet, sunny position in the countryside, by the lake, by the canal. Great view from the house on the lake, on the garden with its palm trees, oaks and rela  …see more

from $140 / night

$880 - $1040 / week

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from $140 / night

(13) Excellent 

35

Davenport Vacation villa rental

Davenport / Calabay Parc

5 12 4 nights min

  • 5 bedrooms
  • Sleeps 12
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Found on Calabay Parc our private 5-bedroom/4.5-bathroom villa is extremely well equipped to a high standard with all the amenities you would expect for your Florida retreat. It is perfect for 2 families, larger groups or simply those who enjoy plenty of space. Along wi  …see more

from $102 / night

$709 - $1007 / week

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from $102 / night

(3) Excellent 

28

Vacation villa in Kissimmee

Kissimmee / Seasons Resort

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This Kissimmee home offers plenty for all the family – from the jungle-themed kids' TV and entertainment space to the wonderful, sparkling pool overlooking the attractive lake. Plus, it has a good location for access to all of Orlando's amusement parks &  …see more

from $195 / night

$1295 - $2095 / week

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from $195 / night

(2) Very Good 

31

Vacation villa in Orlando

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
PLEASE NOTE THIS VILLA IS AVAILABLE FOR MINIMUM OF 5NIGHTS Stunning 5 bedroom villa, sleeps 10, in Highlands Reserve Championship Golf Community and the perfect location for visiting Disney World (only a 15minute drive). This spacious 3500 square foot two storey home  …see more

from $140 / night

$980 / week

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from $140 / night

(8) Excellent 

21

Vacation villa in Davenport

Davenport / Sandy Ridge

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
There are 2 master bedrooms (both ensuite) and 2 twin bedrooms, which share a family bathroom. All bedrooms have cable TV. The spacious lounge / dining room has a sofa bed, cable TV, DVD, Playstation 2 & Internet access (wifi). The fully fitted kitchen has an oven,  …see more

from $113 / night

$625 - $675 / week

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from $113 / night

(26) Very Good 

12

Villa rental in Kissimmee with swimming pool

Kissimmee / Lindfields

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sunrise Villa is a luxurious villa close to all major attractions in a quiet, private & gated community in the town of Kissimmee. Our rate is from £400 per week .We are only 25 minutes from the airport & a stones throw away from Walt Disney World Orlando.  …see more

from $77 / night

$532 - $750 / week

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from $77 / night

(21) Very Good 

17

Clermont Vacation villa rental

Clermont / Greater Groves

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Tangerine Villa is a stylish Floridian Home which is luxuriously equipped to the highest standards. This spacious, single-story home of four to five bedrooms with three bathrooms offers accommodation for up to ten people. The villa is fully air conditioned and has its o  …see more

from $125 / night

$563 - $675 / week

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from $125 / night

(13) Excellent 

20

Villa rental in Davenport with golf nearby

Central Florida / Davenport

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 130 mi
  • Swimming pool
  • Child friendly
Situated within the popular Solana Resort, and close to a local supermarket and restaurants this beautiful 4 bedroom three bathroom villa sleeps up to 8 people and also benefits from an extensive range of resort facilities.Set on a single level, our beautiful an  …see more

from $90 / night

$630 - $931 / week

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from $90 / night