Villas in Longboat Key and holiday rentals – Holiday Lettings - Holiday Rentals Longboat Key

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72 Holiday homes

(2) Excellent 

25

Florida / Longboat Key

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £100 / night

£700 - £1212 / week

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from £100 / night

22

3 Bedroom 2 Baths large cottage on Longboat key - Longboat Key cottage sleeps 6

Florida / Longboat Key

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Private garden
The cutest most afforable 3 BR Cottage Available 640 Broadway "The Cottage" Beautiful Longbeach Village! Gulf is 4 blocks and Bay is 2 blocks Bring your dog and invite your grandkids to stay over for the holidays. Extra grandkids coming to stay no problem? Three  …see more

from £157 / night

£1025 / week

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from £157 / night

(1) Excellent 

28

1bed 1Bath Cottages Available Now For Summer Fun. - Longboat Key cottage sleeps 3

Florida / Longboat Key

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
One bedroom one bath cottage all new beds, Linens, towels etc. Cottage available weekly or monthly in the Lovely North Longboat Key Village where resident peacocks visit daily. Sit out on your porch in the evening and relax or dine out at many of the water front resta  …see more

from £93 / night

£650 - £707 / week

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from £93 / night

(2) Very Good 

20

Florida / Longboat Key

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £77 / night

£534 - £1027 / week

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from £77 / night

17

Florida / Longboat Key

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £150 / night

£1050 - £1347 / week

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from £150 / night

53

4br, 2b Canal front Home w/Private Pool near beach - Longboat Key house sleeps 8

Florida / Longboat Key

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children
Nestled among majestic palms and tropical landscaping, this Country Club Shores home is situated on a deep sailboat water with 113 feet of waterfront, and offers outstanding boating opportunities - all just two houses away from Sarasota Bay! Southern exposure on the can  …see more

from £386 / night

£2700 / week

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from £386 / night

(3) Very Good 

23

Florida / Longboat Key

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £149 / night

£924 - £1500 / week

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from £149 / night

12

Florida / Longboat Key

2 6 Min stay varies

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

 …see more

from £210 / night

£1316 - £1602 / week

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from £210 / night

(11) Very Good 

7

Florida / Longboat Key

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Ask owner if suitable for children

 …see more

from £110 / night

£765 - £1374 / week

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from £110 / night

(1) Good 

8

Florida / Longboat Key

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £77 / night

£539 / week

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from £77 / night

60

Florida / Longboat Key

2 4 7 nights min

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

 …see more

from £198 / night

£1384 / week

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from £198 / night

24

LONGBOAT KEY- PRIVATE BEACH COMMUNITY CONDO - Longboat Key condo sleeps 6

Florida / Longboat Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
LONGBOAT KEY - Beautiful Gulf to Bay. Bayport Beach and Tennis Club is a rare find. This award winning, amenity-rich community at sea’s edge is situated in the middle of Longboat Key. A popular residential enclave of 136 homes on 27 acres of picturesque gardens. Bay  …see more

from £220 / night

£1535 / week

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from £220 / night

(1) Good 

24

Florida / Longboat Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £208 / night

£1385 - £2000 / week

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from £208 / night

23

Florida / Longboat Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £208 / night

£1385 - £2000 / week

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from £208 / night

(2) Very Good 

9

Florida / Longboat Key

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £136 / night

£954 - £1971 / week

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from £136 / night

13

Florida / Longboat Key

1 4 2 nights min

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

 …see more

from £193 / night

£1347 / week

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from £193 / night

(3) Very Good 

17

Florida / Longboat Key

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £154 / night

£940 - £1028 / week

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from £154 / night

20

Away To Paradise. Experience resort style living. - Longboat Key apartment sleeps 6

Florida / Longboat Key

2 6 90 nights min

  • 2 bedrooms
  • Sleeps 6
  • 90 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
We are in the process of expensive renovation. Be first to rent it. Unit photo coming soon. Our 2 bedroom, 2 bath 1235 Sq.Ft unit is elevated to the 7th floor level, with an elongated terrace that provides partial bay views. Enjoy a partial view of the gulf from the mas  …see more

from £90 / night

£629 / week

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from £90 / night

11

Florida / Longboat Key

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Ask owner if suitable for children

 …see more

from £94 / night

£654 / week

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from £94 / night

6

Florida / Longboat Key

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £122 / night

£962 - £1347 / week

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from £122 / night

(1) Excellent 

18

Florida / Longboat Key

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.02 km
  • Swimming pool

 …see more

from £154 / night

£1077 - £1347 / week

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from £154 / night

(1) Very Good 

29

Florida / Longboat Key

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £177 / night

£1154 - £1693 / week

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from £177 / night

9

Florida / Longboat Key

1 4 14 nights min

  • 1 bedroom
  • Sleeps 4
  • 14 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £135 / night

£962 - £1500 / week

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from £135 / night

27

Florida / Longboat Key

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £237 / night

£1660 - £3793 / week

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from £237 / night

25

Florida / Longboat Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

 …see more

from £62 / night

£424 - £693 / week

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from £62 / night

23

Florida / Longboat Key

2 6 30 nights min

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £77 / night

£539 - £1024 / week

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from £77 / night

(9) Excellent 

7

Florida / Longboat Key

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Ask owner if suitable for children

 …see more

from £110 / night

£765 - £1374 / week

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from £110 / night

24

Florida / Longboat Key

2 6 Min stay varies

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

 …see more

from £99 / night

£689 - £924 / week

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from £99 / night

12

Florida / Longboat Key

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

 …see more

from £121 / night

£847 / week

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from £121 / night

12

Florida / Longboat Key

2 5 30 nights min

  • 2 bedrooms
  • Sleeps 5
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £82 / night

£616 / week

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from £82 / night

15

Florida / Longboat Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
  • Pet friendly

 …see more

from £116 / night

£770 / week

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from £116 / night

13

Florida / Longboat Key

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.16 km
  • Swimming pool

 …see more

from £110 / night

£770 / week

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from £110 / night

29

Florida / Longboat Key

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £429 / night

£2997 / week

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from £429 / night

12

Florida / Longboat Key

2 6 90 nights min

  • 2 bedrooms
  • Sleeps 6
  • 90 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £54 / night

£377 / week

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from £54 / night

21

Florida / Longboat Key

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

 …see more

from £139 / night

£770 - £1077 / week

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from £139 / night

79

Florida / Longboat Key

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £100 / night

£700 - £1193 / week

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from £100 / night

18

Florida / Longboat Key

2 4 90 nights min

  • 2 bedrooms
  • Sleeps 4
  • 90 nights min

 …see more

from £131 / night

£916 / week

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from £131 / night

10

Florida / Longboat Key

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £385 / night

£2308 - £4154 / week

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from £385 / night

15

Florida / Longboat Key

2 4 Min stay varies

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

 …see more

from £112 / night

£781 / week

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from £112 / night

28

Florida / Longboat Key

2 6 14 nights min

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

 …see more

from £143 / night

£1000 - £1160 / week

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from £143 / night

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