Cycling holiday villas and apartments Florida

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1,478 Holiday homes

Filters applied: Cycling holidays

Travellers going to Florida are booking July dates now. Secure your holiday home today and have the perfect trip.

(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

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from £175 / night

(10) Very Good 

37

Rotonda West holiday villa rental

Southwest Gulf Coast / Rotonda West

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A tranquil setting - great for nature lovers and golfers!” We chose to stay at Rotonda West because it is located on a nature preserve (great for me because I love wildlife watching!) with some good golf courses within easy reach (great for my partner  …see more

from £66 / night

£460 - £700 / week

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from £66 / night

27

Orlando holiday home rental

Central Florida / Orlando

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly

from £121 / night

£847 / week

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from £121 / night

Featured properties

(5) Excellent 

48

Clermont holiday villa rental

Clermont / Clear Creek

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Great holiday” Stayed for two weeks, nice neighborhood, good restaurants and shopping nearby. Nice clean house, nice to have the pond right next to the house. Sad about the pool heating (375$), it wasn't warm even though we put the cover on every nigh  …see more

from £80 / night

£559 / week

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from £80 / night

(17) Very Good 

84

Orlando holiday villa accommodation

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Could not have been better” We stayed for 2 weeks with our 2 children and the in-laws. It was utterly splendid. I owned a villa for 4 years just down the road from here, and have stayed in many others. This was the best by a mile. It even topped mi  …see more

from £65 / night

£455 - £895 / week

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from £65 / night

(4) Very Good 

24

Florida holiday condo rental

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Beautiful View!!!!” My husband and our two teenage boys stayed here for spring break in March. The location of the resort was great. You can walk to the beach or just relax at the beautiful pool/intercostal. Everyone was so friendly, would have liked  …see more

from £93 / night

£646 - £767 / week

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from £93 / night

(4) Very Good 

9

Holiday villa rental

Rotonda West / Rotonda Lakes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
“Mrs” One of the best accommadations we have ever stayed in. From the moment we stepped through the door we felt right at home. Lovely secluded area , but with amenities close by perfect for a relaxing vacation. Would also like to add that Moira the Ow  …see more

from £80 / night

£500 / week

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from £80 / night

(24) Excellent 

24

Madeira Beach holiday apartment rental

Florida / Madeira Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“RIGHT ON THE GULF!” The views of the gulf from the condo are amazing. Even better are the double sliding doors that open completely to the balcony from both the living room and bedroom. You can leave them wide open, enjoy gorgeous sunsets and listen t  …see more

from £85 / night

£710 - £920 / week

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from £85 / night

24

Davenport holiday villa rental

Davenport / Champions Gate

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £250 / night

£1750 - £2800 / week

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from £250 / night

(10) Excellent 

47

Holiday townhouse with shared pool, golf nearby in Davenport

Davenport / Regal Palms

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 130 km
  • Swimming pool
“Great stay and very helpful home owner!” We had a great stay here! Before we booked and before our arrival we had a few questions as we were traveling with a 1 year old and a 2 year old. Quick and accommodating responses put us at ease. The house and  …see more

from £77 / night

£537 / week

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from £77 / night

(14) Very Good 

29

Holiday home in Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“It was perfect, we had everything we needed ....” Family vacation with small children and grandparents, the villa was perfect, we had everything we needed and everything was to a really high standard. Lovely and clean, it really made our holiday. The  …see more

from £140 / night

£980 - £1400 / week

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from £140 / night

46

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool

from £97 / night

£645 - £831 / week

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from £97 / night

(1) Very Good 

22

Holiday townhouse in Kissimmee

Kissimmee / Encantada Resort

4 10 4 nights min

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £97 / night

£678 / week

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from £97 / night

(62) Excellent 

24

Manasota Key holiday condo rental

Southwest Gulf Coast / Manasota Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Very relaxing stay” Well-located, peaceful setting for the 2-bed condo. Unit was well-appointed, clean and tidy. Lovely spot overlooking Lemon Bay with condo heated pool to rear. Recommend anyone to stay here who wants to "chill"....  …see more

from £121 / night

£621 - £1125 / week

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from £121 / night

(8) Excellent 

24

Holiday villa with golf nearby in Rotonda West

Rotonda West / Broadmoor

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

from £85 / night

£595 / week

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from £85 / night

(4) Excellent 

27

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 £79 / night

£563 - £1371 / week

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from £79 / night

(8) Excellent 

18

Holiday villa with golf nearby in Rotonda West

Southwest Gulf Coast / Rotonda West

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
“Fantastic house in a peaceful location” Gulf Tranquility surpassed our expectations and the owners were really helpful and extremely easy to deal with. The house is very well equipped and is maintained to a very high standard. Situated in peaceful loc  …see more

from £105 / night

£735 - £1150 / week

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from £105 / 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

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from £150 / night

(18) Excellent 

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

from £72 / night

£500 - £650 / week

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from £72 / night

(12) Excellent 

41

Holiday villa with golf nearby in Davenport

Davenport / Sandy Ridge

4 8 6 nights min

  • 4 bedrooms
  • Sleeps 8
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Excellent” Villa was large with plenty of room for us.Because we had young children we wanted it to be child friendly and that is exactly what this villa is it had everything we needed from pushchair s to toys.The pool area was great with room to sit  …see more

from £55 / night

£385 / week

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from £55 / night

14

Holiday villa with golf nearby in Naples

Naples / Naples Beach

3 6 Min stay varies

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

from £100 / night

£795 - £1100 / week

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from £100 / night

(5) Very Good 

19

Holiday bungalow in Clermont

Clermont / High Grove

4 10 4 nights min

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool

from £100 / night

£550 / week

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from £100 / night

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 £96 / night

£662 / week

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from £96 / night

(3) Very Good 

24

Holiday villa in Port Charlotte

Port Charlotte / South Gulf Cove

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 18 km
  • Swimming pool
  • Child friendly

from £161 / night

£1121 / week

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from £161 / night

(7) Very Good 

30

Fort Myers Beach holiday home let

Fort Myers Beach / Estero Island

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £242 / night

£1613 - £2420 / week

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from £242 / night

(1) Very Good 

20

Condo rental in Kissimmee with golf nearby

Kissimmee / Kissimmee City

3 6 Min stay varies

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

from £72 / night

£464 - £686 / week

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from £72 / night

(1) Excellent 

13

Southwest Gulf Coast / Cape Coral

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 11 km
  • Swimming pool

from £66 / night

£457 - £1023 / week

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from £66 / night

(6) Very Good 

24

Holiday villa with swimming pool in Clermont

Clermont / Clear Creek

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Great modern villa with lots of extras” We loved the villa from the minute we arrived, clean and easy communication with owner made this a hassle free experience! Has a nice modern feel for US standards and clean. Pool was great and safety net there i  …see more

from £88 / night

£928 / week

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from £88 / night

(5) Excellent 

15

Florida holiday cottage rental

Florida / Anna Maria Island

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
“Quaint cottage in nice area” I've written this review after coming across the cottage again whilst browsing this website. I realised that I hadn't written a review after our stay. This little cottage is perfect for a couple. It's in a lovely part o  …see more

from £109 / night

£763 - £1130 / week

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from £109 / night

(10) Very Good 

61

Holiday villa in Kissimmee

Kissimmee / Lake Berkley

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“beautiful” the house is beautiful and quiet, we had a great time and will definitely return, Kevin and Anne and their management are friendly and always available. thanks for everything  …see more

from £115 / night

£795 - £1670 / week

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from £115 / night

(3) Average 

11

Holiday apartment with shared pool, golf nearby in Florida

Brevard County / Melbourne

2 6 14 nights min

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min
  • Nearest beach 7 km
  • Swimming pool
  • Child friendly
“Perfect base” My spouse and me stayed here in April of 2016 and were really excited. Robert explained everything in detail to us beforehand so that it was a breeze finding this nice place. It is easy to reach from the airport and quite centrally loca  …see more

from £79 / night

£363 / week

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from £79 / night

11

Orlando holiday villa rental

Orlando / Vista Cay

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £70 / night

£484 - £787 / week

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from £70 / night

(10) Excellent 

24

Holiday villa with golf nearby in Englewood

Englewood / Lake Marlin

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
“Beautiful villa with a magnificent master bedroom and a lovely place to chill” A lovely villa with plenty of beaches a short drive away - Boca Grande definitely worth a visit. The property is really spacious and furnished to a high standard, very clea  …see more

from £90 / night

£625 / week

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from £90 / night

(5) Excellent 

21

Orlando holiday villa rental

Central Florida / Orlando

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £77 / night

£535 - £685 / week

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from £77 / 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 / week

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from £86 / night

26

Holiday home in Orlando

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £97 / night

£678 / week

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from £97 / night

(1) Very Good 

24

Holiday villa 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 £151 / night

£1056 / week

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from £151 / night

24

Holiday home rental

Southwest Gulf Coast / Marco Island

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £285 / night

£2000 - £3950 / week

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from £285 / night

(5) Excellent 

25

Rotonda West holiday villa rental

Southwest Gulf Coast / Rotonda West

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool
“Great Villa, nice relaxed area” Stayed in June for twelve nights. The villa is terrific nicely furnished, great pool area and barb'q. There is a nearby (five mins car) Publix and a Wal-mart a wee bit further on. We went to the beaches at Stump a  …see more

from £78 / night

£550 - £600 / week

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from £78 / night

(3) Excellent 

38

Southwest Gulf Coast / Cape Coral

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

 …see more

from £92 / night

£638 - £1000 / week

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from £92 / night