45 Best Captiva Island Vacation rentals on Holiday Lettings - Cottages

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45 Vacation rentals

(2) Excellent 

36

Vacation home rental

Southwest Gulf Coast / Captiva Island

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
This unique luxury 5300 sq.ft. home ( recently remodeled ) is nestled on an acre of tropical charm with a 450 foot sandy driveway.There is deeded beach access directly across the road . Secluded on the pool side of the house is a tiny private beach and a private dock on …see more

from $427 / night

$2988 - $5338 / week

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from $427 / night

(5) Excellent 

24

Southwest Gulf Coast / Captiva Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool

from $290 / night

$2030 / week

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from $290 / night

(4) Excellent 

18

Southwest Gulf Coast / Captiva Island

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

from $450 / night

$2850 - $3570 / week

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from $450 / night

10

Southwest Gulf Coast / Captiva Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0.5 mi
  • Child friendly
  • Air conditioning

from $195 / night

$1365 - $2450 / week

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from $195 / night

(2) Excellent 

26

Southwest Gulf Coast / Captiva Island

2 6 7 nights min

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

from $225 / night

$1570 - $2650 / week

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from $225 / night

15

Southwest Gulf Coast / Captiva Island

2 4 7 nights min

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

from $240 / night

$1351 - $3181 / week

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from $240 / night

11

Southwest Gulf Coast / Captiva Island

2 5 7 nights min

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

from $207 / night

$1445 - $2145 / week

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from $207 / night

14

Southwest Gulf Coast / Captiva Island

1 4 7 nights min

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

from $258 / night

$1448 - $3352 / week

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from $258 / night

(6) Very Good 

25

Southwest Gulf Coast / Captiva Island

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $443 / night

$3100 - $6400 / week

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from $443 / night

20

Southwest Gulf Coast / Captiva Island

3 7 2 nights min

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

from $600 / night

$3800 / week

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from $600 / night

(4) Excellent 

16

Southwest Gulf Coast / Captiva Island

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning

from $285 / night

$2000 / week

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from $285 / night

36

Southwest Gulf Coast / Captiva Island

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $829 / night

$5800 - $8000 / week

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from $829 / night

66

Southwest Gulf Coast / Captiva Island

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Ask about pets

from $429 / night

$3750 - $4380 / week

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from $429 / night

28

Southwest Gulf Coast / Captiva Island

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning

from $909 / night

$6363 / week

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from $909 / night

17

Southwest Gulf Coast / Captiva Island

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $215 / night

$1500 - $4700 / week

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from $215 / night

22

Southwest Gulf Coast / Captiva Island

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $313 / night

$2190 - $3890 / week

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from $313 / night

22

Southwest Gulf Coast / Captiva Island

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $368 / night

$2575 - $3900 / week

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from $368 / night

24

Southwest Gulf Coast / Captiva Island

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $393 / night

$2750 - $5150 / week

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from $393 / night

16

Southwest Gulf Coast / Captiva Island

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $258 / night

$1448 - $3352 / week

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from $258 / night

24

Southwest Gulf Coast / Captiva Island

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

from $486 / night

$3400 - $5800 / week

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from $486 / night

(1) Excellent 

23

Southwest Gulf Coast / Captiva Island

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $400 / night

$2800 / week

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from $400 / night

12

Southwest Gulf Coast / Captiva Island

2 4 7 nights min

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

from $331 / night

$1716 - $4658 / week

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from $331 / night

29

Southwest Gulf Coast / Captiva Island

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $414 / night

$2895 - $7390 / week

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from $414 / night

34

Southwest Gulf Coast / Captiva Island

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $1429 / night

$10000 - $28000 / week

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from $1429 / night

(1) Excellent 

24

Southwest Gulf Coast / Captiva Island

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

from $288 / night

$2010 - $3800 / week

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from $288 / night

34

Southwest Gulf Coast / Captiva Island

7 16 7 nights min

  • 7 bedrooms
  • Sleeps 16
  • 7 nights min
  • Ask about children
  • Ask about pets

from $1085 / night

$7590 - $10610 / week

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from $1085 / night

15

Southwest Gulf Coast / Captiva Island

2 4 7 nights min

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

from $315 / night

$2200 / week

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from $315 / night

27

Southwest Gulf Coast / Captiva Island

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $500 / night

$3500 - $5050 / week

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from $500 / night

25

Southwest Gulf Coast / Captiva Island

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $758 / night

$5300 - $9700 / week

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from $758 / night

28

Southwest Gulf Coast / Captiva Island

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $315 / night

$2200 - $4150 / week

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from $315 / night

26

Southwest Gulf Coast / Captiva Island

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $279 / night

$1950 - $3800 / week

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from $279 / night

(1) Excellent 

16

Southwest Gulf Coast / Captiva Island

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Pet friendly

from $279 / night

$1950 - $4100 / week

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from $279 / night

22

Southwest Gulf Coast / Captiva Island

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $436 / night

$3050 - $3915 / week

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from $436 / night

22

Southwest Gulf Coast / Captiva Island

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $368 / night

$2575 - $3800 / week

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from $368 / night

29

Southwest Gulf Coast / Captiva Island

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $572 / night

$4000 - $6500 / week

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from $572 / night

25

Southwest Gulf Coast / Captiva Island

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $715 / night

$5000 - $7500 / week

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from $715 / night

29

Southwest Gulf Coast / Captiva Island

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $368 / night

$2575 - $6440 / week

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from $368 / night

14

Southwest Gulf Coast / Captiva Island

2 4 7 nights min

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

from $331 / night

$1716 - $4658 / week

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from $331 / night

21

Southwest Gulf Coast / Captiva Island

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $258 / night

$1800 - $2600 / week

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from $258 / night

17

Southwest Gulf Coast / Captiva Island

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $643 / night

$3995 - $7795 / week

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from $643 / night

1