Air conditioned apartments and villas to rent in Longboat Key

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50 Holiday homes

Filters applied: Air conditioning (52)

(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

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

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

(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

(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

(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

(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

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

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

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

(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

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

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

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

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

(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

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

(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

(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

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

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

(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

12

Florida / Longboat Key

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Air conditioning
  • Ask about pets

 …see more

from £97 / night

£674 / week

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from £97 / 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

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

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

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

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

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

41

Florida / Longboat Key

2 6 90 nights min

  • 2 bedrooms
  • Sleeps 6
  • 90 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £129 / night

£900 / week

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from £129 / 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

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

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

23

Florida / Longboat Key

3 6 30 nights min

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

 …see more

from £116 / night

£808 / week

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from £116 / night

25

Florida / Longboat Key

1 4 7 nights min

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

 …see more

from £282 / night

£1971 - £4362 / week

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from £282 / 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

34

Florida / Longboat Key

2 5 30 nights min

  • 2 bedrooms
  • Sleeps 5
  • 30 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £139 / night

£970 / week

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from £139 / night

28

Florida / Longboat Key

3 5 90 nights min

  • 3 bedrooms
  • Sleeps 5
  • 90 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

 …see more

from £167 / night

£1167 / week

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from £167 / night

38

Florida / Longboat Key

3 8 30 nights min

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £65 / night

£449 / week

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from £65 / night

(6) Very Good 

14

Florida / Longboat Key

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Air conditioning
  • Ask about pets

 …see more

from £97 / night

£674 / week

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from £97 / night

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