Florida apartment or villa with a private pool area | Holiday Lettings

Close

View larger map

Also consider

North America Holidays
167796 properties
United States Holidays
122620 properties
Florida Holidays
36979 properties
Villas Central Florida
16,216 properties
Florida Panhandle
5,695 properties
Southwest Gulf Coast
4,646 properties
Broward County
1,421 properties
Apartments Miami Beach
1,006 properties
Villas Anna Maria Island
843 properties
Villas Florida Keys
826 properties
Apartments Miami
735 properties
Villas Clearwater
483 properties
Beach rentals Siesta Key
401 properties
Apartments New Smyrna Beach
371 properties
Brevard County
367 properties
Apartments Sunny Isles Beach
333 properties
Villas Treasure Island
317 properties
Holiday rentals Daytona Beach
275 properties
Condos Indian Shores
270 properties
Villas Amelia Island
264 properties
Loughman
254 properties
Apartments St. Augustine
245 properties
Apartments Madeira Beach
187 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

9,099 Holiday homes

Filters applied: Private pool

(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

(42) Excellent 

45

Villa rental in Orlando with shared pool

Central Florida / Orlando

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“In all the Homes My wife & I have stayed in , in the general Orlando area Sunset Lodge is the best . .” My wife & I would would certainly recomend Sunset Lodge to any family intending to visit the disney area of Florida . Beleive me , you will not b
…see more

from £104 / night

£723 - £1067 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £104 / 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

Responds fast!
avg. 1 hour 21 minutes

from £95 / night

(9) Very Good 

14

Bungalow rental in Davenport

Central Florida / Davenport

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly

from £60 / night

£395 - £470 / week

Book View

from £60 / night

(20) Excellent 

21

Davenport holiday villa rental

Davenport / West Stonebridge

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Spacious, family-friendly with a great pool. Would definitely return!” This is a great house! Really spacious with good sized bedrooms and lovely open plan kitchen/diner and lounge. Kids loved the pool and games room. Villa is ideally situated close t
…see more

from £70 / night

£450 - £525 / week

Book View

Responds fast!
avg. 2 hours 10 minutes

from £70 / night

21

Orlando holiday home rental

Central Florida / Orlando

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £182 / night

£1273 - £1384 / week

Book View

from £182 / night

(37) Very Good 

20

Holiday home in Kissimmee

Kissimmee / Crescent Lakes

4 11 3 nights min

  • 4 bedrooms
  • Sleeps 11
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Amazing property!” This property really is as amazing as the photos show! Andy offers great communication before, during and after the stay, and it really is a fantastic place to stay. We visited Universal Studios and Wet'n'Wild and it's about a 20
…see more

from £99 / night

£675 / week

Book View

from £99 / night

(2) Excellent 

10

Holiday villa letting

Rotonda West / Long Meadow

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool

from £85 / night

£595 - £1150 / week

Book View

Responds fast!
avg. 3 hours 41 minutes

from £85 / night

(7) Excellent 

Certificate of Excellence

44

Holiday villa with swimming pool in Davenport

Davenport / Tuscan Hills

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Excellent house, excellent location” We have just returned from Tuscan Villa....loved it. Really was home from home. So close to everything, 15 minutes tops to get to the Disney parks. The 27 is just at the top of Tuscan Hills and a little way up is t
…see more

Certificate of Excellence

from £85 / night

£550 - £700 / week

Book View

Responds fast!
avg. 3 hours 26 minutes

from £85 / night

(18) Excellent 

Certificate of Excellence

35

Holiday villa in Orlando

Central Florida / Orlando

4 11 7 nights min

  • 4 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Certificate of Excellence

from £80 / night

£560 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £80 / night

(48) Excellent 

21

Holiday villa in Kissimmee

Kissimmee / Doral Woods

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic!” We Stayed at Doral Woods villa in May 16. The villa is equipped with everything you need and is spotlessly clean. Beautiful pool & garden the best villa we have ever stayed in! Highly recommend also the owners are so helpful and attentive
…see more

from £130 / night

£895 - £995 / week

Book View

Responds fast!
avg. 2 hours 24 minutes

from £130 / night

17

Villa rental in Rotonda West

Southwest Gulf Coast / Rotonda West

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £99 / night

£855 - £1096 / week

Book View

Responds fast!
avg. 3 hours 38 minutes

from £99 / night

32

Florida holiday apartment rental

Florida / Miami Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £182 / night

£1151 - £1612 / week

Book View

from £182 / night

(7) Excellent 

24

Holiday home rental

Southwest Gulf Coast / Marco Island

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great vacation home with all amenities” We were looking for a vacation rental on Marco Island which would have all the things we were looking for namely a convenient, but quiet, location, a heated pool, plenty of space and comfortable sleeping accomm
…see more

from £174 / night

£1182 - £2441 / week

Book View

from £174 / night

(6) Very Good 

13

Holiday villa with shared pool, golf nearby in Kissimmee

Kissimmee / Windsor Palms

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £150 / night

£700 - £800 / week

Book View

Responds fast!
avg. 1 hour 59 minutes

from £150 / night

(5) Excellent 

23

Davenport holiday villa rental

Davenport / Tuscan Ridge

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A great villa in a superb location” We needed a 4 bed, 3 bathroom villa and Woodview was ideal, which gave the location needed for the Orlando parks for the younger members and a lovely pool and deck for us olduns. The house was generally well maint
…see more

from £80 / night

£560 - £770 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from £80 / night

(9) Excellent 

19

Holiday villa in Orlando

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £88 / night

£596 - £790 / week

Book View

from £88 / night

(9) Very Good 

48

Holiday villa in Clermont

Clermont / Greater Groves

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £59 / night

£385 - £658 / week

Book View

Responds fast!
avg. 3 hours 32 minutes

from £59 / night

(21) Excellent 

Certificate of Excellence

75

Holiday villa with swimming pool in Orlando

Central Florida / Orlando

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic villa!” Beautiful villa with everything you could wish for. Well situated for parks and restaurants. Handy tips and information sheets that really help. Gorgeous pool and outlook at the back. A wonderful week. Highly recommended.
…see more

Certificate of Excellence

from £72 / night

£500 - £650 / week

Book View

Responds fast!
avg. 1 hour 8 minutes

from £72 / night

31

Holiday apartment with swimming pool, golf nearby in Florida

Florida / Tampa

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £195 / night

£1362 / week

Book View

from £195 / night

(9) Excellent 

Certificate of Excellence

27

Holiday villa with golf nearby in Davenport

Davenport / Hampton Lakes

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 98 km
  • Swimming pool
“Spacious, well equipped Villa with fabulous pool and spa tub” We stayed at Walts World as a party of 9, there was plenty of room to spread out and the children loved the games room. We spent a lot of time outside in the covered patio area come rain o
…see more

Certificate of Excellence

from £101 / night

£710 - £950 / week

Book View

from £101 / night

(30) Excellent 

30

Orlando holiday villa rental

Orlando / Orange Tree

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
“overall a wonderful experience” Hi, Mark. In a word … my comment would be "overall a wonderful experience." The house was perfect, staff was perfect, décor -- perfect. The place was well cleaned, appointed with everything we would expect at home. You
…see more

from £143 / night

£1000 - £1389 / week

Book View

Responds fast!
avg. 2 hours 34 minutes

from £143 / night

(11) Excellent 

25

Holiday villa in Davenport

Davenport / Lake Wilson Preserve

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“good choice” Stayed here for 5 nights wasn't disappointed. situated on an estate of similar properties it was very peaceful and safe. Excellent location to all parks within the orlando area and both coasts. villa was very spacious and clean, lovely po
…see more

from £70 / night

£490 - £770 / week

Enquire View

from £70 / night

(24) Excellent 

24

Kissimmee holiday villa rental

Kissimmee / Lake Berkley

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Home from home!” Beautiful clean villa, well equipped, spacious and extremely relaxing and comfortable. Nice added touches i.e. the games room and security at the gate. The gardens and pool area kept clean and tidy. Fantastic communication from owner
…see more

from £70 / night

£485 - £570 / week

Book View

from £70 / night

(29) Excellent 

25

Holiday villa in Orlando

Central Florida / Orlando

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Exceptionally nice home away from home.” This was our first experience renting property away from home. While vacationing in Florida, we stayed at the villa with three other couples, family members. We were impressed with the roominess and cleanli
…see more

from £104 / night

£675 - £953 / week

Book View

from £104 / 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

£825 - £995 / week

Book View

Responds fast!
avg. 1 hour 25 minutes

from £125 / night

(26) Very Good 

25

Holiday home in Kissimmee

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Just Perfect” My wife and I are regular visitors to the Orlando area and have stayed in several Rental Villas in the past. It was our first time at ‘Ventura Villa’ hopefully not our last, we had a really enjoyable stay. The villa is clean, well fur
…see more

from £80 / night

£525 - £1054 / week

Book View

from £80 / night

(3) Excellent 

34

Holiday villa in Englewood

Englewood / Lake Marlin

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool

from £92 / night

£640 - £1166 / week

Book View

from £92 / night

(5) Excellent 

Certificate of Excellence

28

Home rental in Davenport with swimming pool, golf nearby

Central Florida / Davenport

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £125 / night

£775 - £1200 / week

Book View

Responds fast!
avg. 1 hour 24 minutes

from £125 / night

59

Holiday home rental

Florida / New Port Richey

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £86 / night

£599 - £650 / week

Book View

Responds fast!
avg. 2 hours 22 minutes

from £86 / night

(2) Excellent 

70

Holiday villa letting

Kissimmee / Cumbrian Lakes

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 114 km
  • Swimming pool

from £95 / night

£665 - £875 / week

Book View

from £95 / night

(2) Excellent 

72

Orlando holiday villa rental

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £51 / night

£357 / week

Book View

Responds fast!
avg. 3 hours 38 minutes

from £51 / night

(19) Excellent 

Certificate of Excellence

18

Haines City holiday villa rental

Haines City / Southern Dunes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Lovely villa great location” This was a great villa, we know the area well and always happy to stay on Southern Dunes . Owners were great with info etc and all very good - will defiantly stay again
…see more

Certificate of Excellence

from £60 / night

£385 - £435 / week

Book View

Responds fast!
avg. 1 hour 31 minutes

from £60 / night

(3) Excellent 

37

Holiday home with swimming pool in Florida

Florida / Polk City

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £204 / night

£1344 - £1568 / week

Book View

Responds fast!
avg. 2 hours 12 minutes

from £204 / night

(46) Excellent 

41

Orlando holiday villa rental

Orlando / Orange Tree

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 127 km
  • Swimming pool
  • Child friendly
“Super Villa” We have just returned from our holiday in Orlando staying in a Villa supplied by Floridavillabookers in Orange Tree. The owner Yvonne Robinson is most pleasant and friendly to deal with by keeping you informed of all you need from you bo
…see more

from £93 / night

£650 - £745 / week

Book View

Responds fast!
avg. 2 hours 4 minutes

from £93 / night

(13) Excellent 

44

Holiday villa rental

Kissimmee / Indian Ridge Oaks

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Close to Disney, a villa that caters for everyone!” We stayed here with our 8 year old in July 2016. From the time we booked to the time we returned Tracey (the owner) could not have been more helpful. Emails responded to promptly, very thoughtful
…see more

from £84 / night

£588 - £780 / week

Book View

from £84 / night

(14) Excellent 

Certificate of Excellence

28

Kissimmee holiday villa rental

Kissimmee / Doral Woods

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Perfect for couples and families” I stayed here for 9 days with my husband and 5 month old daughter and we had lovely time! My husband and I had previously been to Florida and stayed in a property in Doral Woods so we knew we wanted to be in the same
…see more

Certificate of Excellence

from £65 / night

£460 - £480 / week

Book View

Responds fast!
avg. 1 hour 31 minutes

from £65 / night

15

Holiday villa in Florida

Florida / Hernando

4 6 3 nights min

  • 4 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 35 km
  • Swimming pool
  • Child friendly

from £135 / night

£945 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £135 / night

(1) Excellent 

53

Holiday home in Florida

Broward County / Lauderdale by the Sea

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £199 / night

£1588 / week

Book View

from £199 / night

(5) Very Good 

26

Holiday villa rental

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Charming villa in excellent location” The villa is located away from the hustle and bustle of Orlando but is near enough to the theme parks and local shops to be convenient. The gated community gives a feeling of safety and has some excellent faciliti
…see more

from £135 / night

£945 - £1330 / week

Book View

from £135 / night

1