Walking holiday villas and apartments Florida | Holiday Lettings

Close

View larger map

Also consider

North America Holidays
172843 properties
United States Holidays
128205 properties
Florida Holidays
39567 properties
Villas Central Florida
16,074 properties
Florida Panhandle
7,121 properties
Southwest Gulf Coast
4,497 properties
Broward County
1,421 properties
Apartments Miami Beach
962 properties
Villas Anna Maria Island
854 properties
Villas Florida Keys
765 properties
Apartments Miami
684 properties
Villas Clearwater
490 properties
Beach rentals Siesta Key
407 properties
Apartments New Smyrna Beach
384 properties
Brevard County
365 properties
Apartments Sunny Isles Beach
340 properties
Villas Treasure Island
321 properties
Holiday rentals Daytona Beach
286 properties
Condos Indian Shores
266 properties
Villas Amelia Island
262 properties
Apartments St. Augustine
236 properties
Loughman
218 properties
Apartments Madeira Beach
186 properties

Florida

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

1,203 Holiday homes

Filters applied: Walking holidays

(6) Excellent 

13

Holiday villa with swimming pool, golf nearby in Haines City

Haines City / Calabay Parc at Tower Lake

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic place just paradise!” Every thing about this villa is top rate beautiful pool and spa area very well equipped kitchen etc.bedrooms very spacious and very comfortable could not find any negatives will for sure be going back to this lovely hom
…see more

from £85 / night

£577 - £962 / week

Book View

from £85 / night

(2) Excellent 

20

Boynton Beach holiday villa rental

Florida / Boynton Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £154 / night

£770 - £1154 / week

Book View

from £154 / night

(9) Very Good 

32

Holiday villa in Davenport

Central Florida / Davenport

6 14 1 night min

  • 6 bedrooms
  • Sleeps 14
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Spacious, comfortable house” House and furnishings somewhat dated but everything else positive. Well equipped, lots of room, kids loved the pool, location good - Highway 192 just 3 or 4 minutes away, supermarkets within same time, good value for renta
…see more

from £95 / night

£499 - £1599 / week

Book View

from £95 / night

(27) Excellent 

24

Holiday condo with golf nearby in Orlando

Orlando / Vista Cay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Excellent accomodation” Just returned this morning from staying in townhouse isles at cay common and having been in Orlando 4 times found location of apartment,facilities & apartment well equipped. publix supermarket and food restaurants next door.loc
…see more

from £66 / night

£462 - £504 / week

Book View

from £66 / night

(6) Very Good 

38

Holiday bungalow in Davenport

Central Florida / Davenport

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Swimming pool

from £50 / night

£400 - £550 / week

Book View

from £50 / night

(44) Excellent 

27

Holiday villa with swimming pool in Davenport

Central Florida / Orlando

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool

from £95 / night

£630 - £725 / week

Enquire View

from £95 / night

(45) Excellent 

91

Holiday villa in Kissimmee

Kissimmee / Westside

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 96 km
  • Swimming pool
  • Child friendly
“Highly recommended - Great place with all you need” Took the family to Disney for a few days in March and found Lee's place on VRBO - first time we use this service. This home is amazing, the whole family loved the pool, hot tub, games room, and over
…see more

from £104 / night

£716 - £885 / week

Book View

from £104 / night

(56) Excellent 

77

Holiday villa in Orlando

Orlando / Orange Tree

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Perfect” We were lucky enough to stay here for three weeks in October and from the beginning everything was perfect. Sandy was extremely helpful and a pleasure to deal with, we especially appreciated her checking in with us during Hurricane Matthew to
…see more

from £105 / night

£735 - £905 / week

Book View

from £105 / night

(21) Excellent 

73

Holiday villa in Davenport

Central Florida / Davenport

4 10 6 nights min

  • 4 bedrooms
  • Sleeps 10
  • 6 nights min
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
“Excellent villa” We stayed here in September for 15 days villa was as described and we were not disappointed on our arrival.Swimming pool area a suntrap and a place to chill out after days at the theme parks ideal place to unwind.A big thankyou to Egi
…see more

from £27 / night

£189 / week

Book View

from £27 / 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 km
  • Swimming pool

from £127 / night

£885 - £1424 / week

Book View

from £127 / night

(19) Very Good 

17

Holiday villa in Kissimmee

Kissimmee / Seasons Resort

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great House, Perfect Location!” House was in great shape. Had everything needed. Pool was perfect. Near everything needed. Shopping, minutes from the theme parks. Payment plan was perfect for people on a budget. Owner very responsive. We hope to rent
…see more

from £60 / night

£360 - £700 / week

Book View

from £60 / night

(13) Very Good 

37

Holiday villa with swimming pool in Davenport

Central Florida / Davenport

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Quiet Location with lakes, but spot on for attractions” We stayed in May and were very please with the temperature and the location. Bridgewater Crossing is very quiet, with a few houses and lots of lakes. The house is in a very peaceful corner and ba
…see more

from £78 / night

£543 - £830 / week

Book View

from £78 / night

(11) Excellent 

32

Holiday 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
“Spacious and stunning!” We have been visting the Orlando area for 15 years and this is the best villa we have stayed in. It is located in Watersong, a very quiet and beautiful place that is gated so you feel very secure. And the villa is every bit as
…see more

from £131 / night

£769 - £1396 / week

Book View

from £131 / night

(7) Very Good 

39

Orlando holiday villa rental

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“A perfect villa in a perfect location” From the moment we walked into the villa we felt at home. This is by far the best villa we have stayed in on the US27. The location for parks is ideal and is also nice and quiet after a long day. The pool is scre
…see more

from £87 / night

£609 - £679 / week

Book View

from £87 / night

(17) Excellent 

22

Holiday villa with golf nearby in Rotonda West

Rotonda West / Broadmoor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
“Marbari Villa- 5Star Holiday Villa” We have just returned from a three week trip to Floida staying in this property for the final week of our vacation. We are all agreed that this property was the most well appointed, and comfortable villa we have sta
…see more

from £66 / night

£460 - £500 / week

Book View

from £66 / night

(33) Excellent 

23

Holiday home with swimming pool in Kissimmee

Kissimmee / Oak Island Cove

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“***AWSOME VILLA*** fabulous holiday!” We stayed in this villa for 2 weeks in September and had a fantastic time, we were a family of 8 and everyone of us thoroughly enjoyed every minute. Can't fault anything about this property... It was big enough fo
…see more

from £100 / night

£600 - £700 / week

Book View

from £100 / night

(2) Excellent 

15

Kissimmee holiday villa accommodation

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 90 km
  • Swimming pool

from £143 / night

£997 / week

Book View

from £143 / night

(11) Excellent 

22

Davenport holiday villa rental

Davenport / Watersong Resort

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool

from £120 / night

£889 - £1325 / week

Book View

from £120 / night

(8) Excellent 

21

Kissimmee holiday home rental

Kissimmee / Trafalgar Village

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool
“Fabulous home away from home” Ten of us stayed in this Villa, consisting 3 children, 2 teenagers and 5 adults. We had plenty of room for all of us as it's such a large property. The Villa was very well equipped with everything we needed and spotlessly
…see more

from £116 / night

£889 / week

Book View

from £116 / night

(3) Excellent 

39

Holiday home in Davenport

Central Florida / Davenport

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £174 / night

£1212 / week

Book View

from £174 / night

(27) Excellent 

56

Holiday villa with private swimming pool in Kissimmee

Kissimmee / Doral Woods

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“On the booking with Steve” Steve has kindly been answering my questions and helped me make my decision to want to stay at his beautiful villa looks stunning
…see more

from £125 / night

£850 - £975 / week

Book View

from £125 / night

(3) Very Good 

24

Villa rental in Cape Haze with golf nearby

Southwest Gulf Coast / Cape Haze

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
“Fantastic Holiday” Beautiful villa, a definite home from home! Very comfortable, spacious villa with a great swimming pool, overlooking a small lake (with resident alligator) and the golf course. Very close to beautiful beaches and shops. We're de
…see more

from £175 / night

£1220 / week

Book View

from £175 / night

(9) Very Good 

24

Holiday villa with golf nearby in Rotonda West

Rotonda West / Long Meadow

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
“Excellent quiet home” We have stayed many times on Rotunda and this home was lovely by comparison. The house is well maintained and very comfortable. There were only two of us so we rattled about a little, but we feel we are used to a large home so b
…see more

from £150 / night

£700 - £900 / week

Book View

from £150 / night

(46) Excellent 

39

Kissimmee holiday villa rental

Kissimmee / Westside

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Excellent well equipped villa-very spacious and extremely clean” Well situated for all Disney Parks close to supermarket and several restaurants. We were a party of 7 with 2 children who adored the pool and jacuzzi. We felt the villa was exceptionally
…see more

from £100 / night

£595 - £925 / week

Book View

from £100 / night

(11) Very Good 

Certificate of Excellence

21

Holiday apartment with shared pool in Miami Beach

Florida / Miami Beach

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

Certificate of Excellence

from £65 / night

£647 / week

Book View

from £65 / night

(1) Excellent 

20

Holiday apartment with golf nearby in Florida

Florida / Inverness

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Child friendly

from £91 / night

£631 / week

Book View

from £91 / night

(4) Excellent 

28

Holiday villa rental

Naples / Briarwood

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
“Great stay in Villa Americana” We really enjoyed our stay in the villa. The facilities were excellent, very comfortable and had everything we need for a great holiday. The pool was lovely and so warm. Naska was very helpful, promptly answered any of o
…see more

from £75 / night

£530 - £1308 / week

Book View

from £75 / night

(3) Very Good 

28

Holiday villa with shared pool in Kissimmee

Central Florida / Kissimmee

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £89 / night

£597 - £727 / week

Book View

from £89 / night

(14) Very Good 

24

Home rental in Fort Myers with golf nearby

Fort Myers / South Fort Myers

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Swimming pool
“Great Southwest Florida Destination!!” Our family of five recently returned from a 10 day stay at this home. The home is in a quiet neighborhood, very convenient to the airport, Highway 75, shopping and golf courses. The home is beautifully decorate
…see more

from £72 / night

£500 - £790 / week

Book View

from £72 / night

(13) Excellent 

24

Reunion holiday condo rental

Central Florida / Reunion

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 123 km
  • Swimming pool
  • Child friendly
“Great Resort and Accommodations” The place was very clean and spacious with many high-end features. It worked perfectly for our family of five. We also loved all of the pools and the golf courses, which entertained the kids between visits to the Magic
…see more

from £85 / night

£593 / week

Book View

from £85 / night

(17) Very Good 

42

Palm Harbor holiday apartment rental

Florida / Palm Harbor

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
“Lovely villa, home from home” Just returned today fromTarpon Springs, The villa is a lovely size and has all the amenties required for a relaxing stay. The rooms are very big and the balcony has a very pleasant view of the marina. Head out in the suns
…see more

from £70 / night

£395 / week

Book View

from £70 / night

(8) Excellent 

43

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee / Winward Cay

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fabulous pool” Beauitiful, clean villa with an open floor plan. Located in a very quiet neighborhood. Great pool.Pool toys in garage. Well stocked with everything you need. Sheets, bath towels, kitchen towels and towels for the pool use. Air condition
…see more

from £66 / night

£460 - £650 / week

Book View

from £66 / night

(29) Very Good 

18

Kissimmee holiday townhouse rental

Kissimmee / Venetian Bay Villages

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 55 km
  • Swimming pool
“Great location and facilites” This house gave us everything we needed for a great holiday. Clean, well equipped and in a pleasant area. Pools and public areas very well kept. Would recommend for couples and families alike. Six adults would be easily a
…see more

from £46 / night

£322 - £385 / week

Book View

from £46 / night

(2) Excellent 

25

Holiday bungalow with golf nearby in Florida

St. Pete Beach / Pass-a-Grille

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £108 / night

£612 - £962 / week

Book View

from £108 / night

(14) Very Good 

55

Holiday townhouse in Kissimmee

Central Florida / Kissimmee

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“fabulous house in great location with super pool area” this is a great property very well maintained and furnished to a high standard. it is in a great location..only 10 - 15mins from disney and 20 mins from universal. the communal pool and jacuzzi ar
…see more

from £70 / night

£490 - £560 / week

Book View

from £70 / night

(15) Excellent 

40

Holiday villa with golf nearby in Haines City

Haines City / Calabay Parc at Tower Lake

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Beautiful, spacious and comfortable” This is a larger style villa which allows two families to holiday together with no sense of getting in each other's way. The villa has all amenities you could wish for and is maintained to a very high standard. T
…see more

from £90 / night

£650 / week

Book View

from £90 / night

(21) Very Good 

30

Apartment rental in Florida with golf nearby

Florida / Clearwater

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
“Very Enjoyable Stay” We had a great stay at Lake Tarpon Villas. The condo was extremely clean when we arrived and was very comfortable. Everything you needed was in the condo and made our stay very enjoyable. The location was perfect for us as it was
…see more

from £55 / night

£300 / week

Book View

from £55 / night

(8) Excellent 

18

Holiday home in Orlando

Central Florida / Orlando

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Even better than expected.” We just had 2 weeks at this amazing house with ages ranging from 18 up to 50s. . I can't fault it in anyway. The owner Valerie was so helpful at the time of booking and the people that looked after the house were also ver
…see more

from £75 / night

£575 - £900 / week

Book View

from £75 / night

(2) Very Good 

28

Villa rental in Rotonda West with golf nearby

Southwest Gulf Coast / Rotonda West

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 9 km
  • Swimming pool
“Review from Guestbook” Dear Ingrid + Thorsten, Thank you for sharing your beautiful home with us! We thoroughly enjoyed our stay. The house is decorated so nicely, and has all the ammenities we were hoping for. This is the 3rd time we have rented a ho
…see more

from £93 / night

£647 - £1050 / week

Book View

from £93 / night

(3) Very Good 

59

Holiday home with indoor pool in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

from £108 / night

£754 / week

Book View

from £108 / night

1