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Search results; Over 1,000 homes in Summerland Key

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Superhost

Tiny home in Summerland Key

Cottage

2 bedrooms, 2 beds, 1 bathroom

1–6 Oct

₹140,507 total

Free cancellation

4.94 out of 5 average rating, 82 reviews

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Featured hotel

Hotel in Summerland Key

Parmer's Resort, King room

1 bedroom, 1 king bed, 1 bathroom

1–6 Oct

₹127,584 total

+₹14,920 Airbnb credit

5.0 out of 5 average rating, 10 reviews

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Guest favourite

Tiny home in Summerland Key

Bungalow

1 bedroom, 2 beds, 1 bathroom

1–6 Oct

₹109,513 total

4.82 out of 5 average rating, 96 reviews

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Guest favourite

Apartment in Summerland Key

Family Suite at Sugarloaf Key Hotel (Pet Friendly)

1 bedroom, 4 beds, 1 bathroom

1–6 Oct

₹152,881 total

4.97 out of 5 average rating, 37 reviews

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Guest favourite

Home in Summerland Key

Waterfront Anchor House with Boat Basin & Ramp

4 bedrooms, 7 beds, 2 bathrooms

1–6 Oct

₹420,276 total

4.95 out of 5 average rating, 116 reviews

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Guest favourite

Home in Summerland Key

Waterfront Oceanside 200' Seawall 3/2 Sleeps 6

3 bedrooms, 3 beds, 2 bathrooms

8–13 Aug

₹178,217 total

Free cancellation

5.0 out of 5 average rating, 8 reviews

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Top guest favourite

Home in Summerland Key

Starlight Serenity - Hideaway with Stunning Views

1 bedroom, 3 beds, 1 bathroom

13–18 Oct

₹221,212 total

4.95 out of 5 average rating, 40 reviews

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Guest favourite

Home in Summerland Key

Waterfront Beach House with Dock & Heated Pool

4 bedrooms, 5 beds, 3 bathrooms

13–18 Oct

₹522,733 total

5.0 out of 5 average rating, 17 reviews

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Guest favourite

Home in Summerland Key

Waterfront Captain House with Boat Basin & Ramp

3 bedrooms, 6 beds, 2 bathrooms

1–6 Oct

₹382,585 total

4.96 out of 5 average rating, 55 reviews

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Guest favourite

Home in Summerland Key

4BR Villa | Private Pool & Tiki | 30 Min to KW

4 bedrooms, 9 beds, 4 bathrooms

19–24 Oct

₹586,199 total

4.95 out of 5 average rating, 39 reviews

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Guest favourite

Villa in Summerland Key

6BR Villa + Bungalow | Pool & Tiki | 30 Min to KW

6 bedrooms, 7 beds, 6 bathrooms

19–24 Oct

₹711,435 total

5.0 out of 5 average rating, 13 reviews

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Guest favourite

Tiny home in Big Pine Key

Cottage 30 min from Key West, free parking, pool

1 bedroom, 3 beds, 1 bathroom

1–6 Oct

Extended stay discount

4.88 out of 5 average rating, 133 reviews

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Top guest favourite

Home in Cudjoe Key

Jan. Disc, Waterfront Retreat/Dock/Pool/golf cart,

2 bedrooms, 3 beds, 1 bathroom

25–30 Oct

₹143,711 total

4.97 out of 5 average rating, 30 reviews

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Guest favourite

Home in Cudjoe Key

Palm Breezes! Room for Everyone on the Ocean.

5 bedrooms, 6 beds, 3 bathrooms

2–7 Nov

₹434,153 total

4.83 out of 5 average rating, 112 reviews

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Guest favourite

Tiny home in Summerland Key

Waterview Bungalow

1 bedroom, 1 king bed, 1 bathroom

1–6 Oct

₹125,010 total

5.0 out of 5 average rating, 19 reviews

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Superhost

Home in Cudjoe Key

Oceanfront with 50’ Dock & Stunning Views

2 bedrooms, 5 beds, 2 bathrooms

12–17 Oct

₹176,539 total

New place to stay

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Featured hotel

Hotel in Key West

Studio suite

1 bedroom, 1 bathroom

1–6 Oct

+₹41,185 Airbnb credit

New place to stay

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Guest favourite

Home in Cudjoe Key

Betty's Place

2 bedrooms, 3 beds, 2 bathrooms

5–10 Oct

₹131,829 total

4.92 out of 5 average rating, 122 reviews