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  1. $1,065 to $4,762/night

    Enchantment | 305 Pompano Street

    5 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
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  3. $154 to $576/night

    Surf Dweller 502

    2 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pool
    FREE CANCELLATION
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  5. $216 to $474/night

    Stylish Oceanfront Condo with Beach and Picnic Area Acce...

    2 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. $1,020 to $3,065/night

    Sunset Tides- 3134 Estero Blvd 20% Off April + May!

    5 Bedrooms4.5 BathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. $1,384 to $4,965/night

    Southern Dream- 30/40 Gulf Beach Road

    8 Bedrooms6.5 BathroomsSleeps 19
    1 night minstay
    Pool
    FREE CANCELLATION
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  11. $216 to $474/night

    Unit 1805

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  13. $1,836 to $5,146/night

    Curious Tides- 3132/3134 Estero Blvd- 20% off April + Ma...

    10 BedroomsBathroomsSleeps 24
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $497 to $2,729/night

    Ocean Front Escape

    4 Bedrooms4.5 BathroomsSleeps 17
    2 nights minstay
    Pool
    FREE CANCELLATION
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  17. $734 to $1,430/night

    Sunset Breeze- Beachfront Pool Home- Monthly Rental

    5 BedroomsBathroomsSleeps 14
    1 night minstay
    Pool Pets OK
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  19. $149 to $547/night

    Summerlin 505

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  21. $149 to $533/night

    Pelican Isle 611

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  23. $105 to $464/night

    Pelican Isle 307

    1 BedroomBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $1,020 to $2,250/night

    Coastal Tides- 3132 Estero Blvd- 20% off April + May!

    5 Bedrooms4.5 BathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $1,495 to $4,313/night

    Dream On

    4 Bedrooms4.5 BathroomsSleeps 14
    2 nights minstay
    Pool
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  29. $154 to $603/night

    Gulf Dunes 315

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $105 to $486/night

    Waters Edge 507

    1 BedroomBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  33. $575 to $1,972/night

    Bay House Retreat

    5 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $2,662 to $8,312/night

    Domus Pacis | 2590 E County Highway 30A

    7 BedroomsBathroomsSleeps 20
    3 nights minstay
    Pool
    FREE CANCELLATION
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  37. $1,065 to $4,792/night

    Summer of 42 | 299 Pompano Street

    6 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
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  39. $146 to $603/night

    Surf Dweller 703

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  41. $4,076 to $8,312/night

    Once Upon A Tide- 61 Delmar 20% Off April + May!

    4 Bedrooms4.5 BathroomsSleeps 10
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  43. $105 to $464/night

    Gulf Dunes 205

    1 Bedroom1.5  BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  45. $216 to $474/night

    Pleasant Oceanfront Condo with Large Balcony and Beach A...

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  47. $216 to $474/night

    Spectacular Gulf front Condo with Beach and Picnic Area ...

    2 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  49. $695 to $4,141/night

    NEW Bay Dreamin 4 Bedroom Private Pool Spa Beach Front P...

    4 Bedrooms3.5 BathroomsSleeps 8
    3 nights minstay
    Pool
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  51. $460 to $1,035/night

    Playin Hooky

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
    Pool
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  53. $821 to $938/night

    Luxury beachfront home with pool in Islamorada

    3 BedroomsBathroomsSleeps 6
    28 nights minstay
    Pool
    FREE CANCELLATION
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