15 Best Bokeelia Vacation rentals on Holiday Lettings - Cottages

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17 Vacation rentals

(4) Excellent 

32

Vacation bungalow with golf nearby in Bokeelia

Florida / Bokeelia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Paradise awaits you at our recently renovated island get away home.Located on the water in Bokeelia on Pine Island we are a world away from the everyday with Fort Myers and Cape Coral within easy reach when you need them. Known as a fisherman's paradise Bokeelia offers …see more

from $140 / night

$980 - $2030 / week

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from $140 / night

(2) Good 

13

Bokeelia Vacation home rental

Florida / Bokeelia

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
The property has a private dock, comes with a 27 foot Mako powered by a yamaha 300hp engine included, 1 acre of land private pool,2000 square foot outdoor deck, great outdoor atomosphere , great to disconnect from the day to day norms, this is true paradise living, come …see more

from $191 / night

$1100 / week

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from $191 / night

19

Bokeelia Vacation apartment rental

Florida / Bokeelia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
BEAUTYFUL ISLAND GETAWAY IN BOOKELIA / PINE ISLAND. JUST SECONDS AWAY FROM MAGNIFICANT MATLACHA WITH ALL ITS RESTAURANTS AND BARS AND MINUTES TO CAPE CORAL KNOWN AS WATER WONDERLAND. GET THE FERRY FROM PINE ISLAND THAT TAKES YOU IN 15 MINUTES TO THE CARRIBIAN BEACHES OF …see more

from $49 / night

$343 / week

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from $49 / night

25

Bokeelia Vacation home rental

Florida / Bokeelia

4 14 1 night min

  • 4 bedrooms
  • Sleeps 14
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets
BEAUTYFUL ISLAND GETAWAY IN BOOKELIA / PINE ISLAND. JUST SECONDS AWAY FROM MAGNIFICANT MATLACHA WITH ALL ITS RESTAURANTS AND BARS AND MINUTES TO CAPE CORAL KNOWN AS WATER WONDERLAND. GET THE FERRY FROM PINE ISLAND THAT TAKES YOU IN 15 MINUTES TO THE CARRIBIAN BEACHES OF …see more

from $149 / night

$1043 / week

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from $149 / night

(1) Good 

29

Vacation apartment in Bokeelia

Florida / Bokeelia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
BEAUTYFUL ISLAND GETAWAY IN BOOKELIA / PINE ISLAND. JUST SECONDS AWAY FROM MAGNIFICANT MATLACHA WITH ALL ITS RESTAURANTS AND BARS AND MINUTES TO CAPE CORAL KNOWN AS WATER WONDERLAND. GET THE FERRY FROM PINE ISLAND THAT TAKES YOU IN 15 MINUTES TO THE CARRIBIAN BEACHES OF …see more

from $79 / night

$550 - $761 / week

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from $79 / night

28

Vacation apartment with golf nearby in Bokeelia

Florida / Bokeelia

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
BEAUTYFUL ISLAND GETAWAY IN BOOKELIA / PINE ISLAND. JUST SECONDS AWAY FROM MAGNIFICANT MATLACHA WITH ALL ITS RESTAURANTS AND BARS MINUTES TO CAPE CORAL KNOWN AS WATER WONDERLAND. GET THE FERRY FROM PINE ISLAND THAT TAKES YOU IN 15 MINUTES TO THE CARRIBIAN BEACHES OF T …see more

from $59 / night

$410 - $1781 / week

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from $59 / night

(1) Excellent 

26

Vacation bungalow in Bokeelia

Florida / Bokeelia

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Come and enjoy this 2 bedroom, one bath canal home right smack in the middle of the one of the best fishing areas in the country! It's all here-world class tarpon fishing, superb flats fishing for reds, Snook in the mangroves, Trout in the grass, giant Sharks in the pas …see more

from $111 / night

$805 - $882 / week

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from $111 / night

27

Vacation home with golf nearby in Bokeelia

Florida / Bokeelia

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Great location and tastefully decorated. A must see to believe !!. Full one acre fenced garden with a heated pool and fire place. Four luxury rooms + two full bathrooms. Bicycles included. This property is conveniently located a just 1/4 mile from Pineland Marina with k …see more

from $259 / night

$1813 / week

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from $259 / night

(3) Excellent 

25

Home rental in Bokeelia with golf nearby

Florida / Bokeelia

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This property is a beautiful two and a half acres, three bedroom two bath single family home with a large open floor plan, cathedral ceilings, open kitchen with plenty of counter space, stainless steel appliances, washer and dryer, pocket sliding glass doors allowing fo …see more

from $250 / night

$1750 / week

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from $250 / night

(1) Excellent 

8

Vacation studio rental

Florida / Bokeelia

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets
BEAUTYFUL ISLAND GETAWAY IN BOOKELIA / PINE ISLAND. JUST SECONDS AWAY FROM MAGNIFICANT MATLACHA WITH ALL ITS RESTAURANTS AND BARS AND MINUTES TO CAPE CORAL KNOWN AS WATER WONDERLAND. GET THE FERRY FROM PINE ISLAND THAT TAKES YOU IN 15 MINUTES TO THE CARRIBIAN BEACHES OF …see more

from $39 / night

$273 / week

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from $39 / night

(1) Very Good 

10

Vacation condo in Bokeelia

Florida / Bokeelia

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Air conditioning
Welcome to our luxury condo at Blue Crab Key - an exclusive island development on the South Florida gulf coast. The property is a 2 bed 2.5 bath condominium townhouse (so no one above or below you) with breathtaking sea views. At ground level there are gravel driveway …see more

from $60 / night

$420 / week

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from $60 / night

25

Apartment rental in Bokeelia

Florida / Bokeelia

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Southwest Florida's beautiful Pine Island, an 18 mile long tropical island paradise where every morning is magnificent from the sunrises to the sunsets. Pine island is surrounded by mangroves, situated on the Gulf of Mexico and tucked between Sanibel and Cap …see more

from $165 / night

$999 - $1314 / week

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from $165 / night

44

Bokeelia Vacation condo rental

Florida / Bokeelia

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Luxury townhouse in premiere, private community. Nice views off both sides; past the lush palms & tropical plants, see part of the pool + tennis courts. Off the private, large, screened lanai, see professionally landscaped open area, our dock & river. At night the stars …see more

from $100 / night

$700 / week

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from $100 / night

(3) Excellent 

16

Bokeelia Vacation home rental

Florida / Bokeelia

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
Spectacular historic home in Bokeelia, situated on the northern tip of Pine Island available for rent. Built in 1914 this landmark in Bokeelia has been recently renovated to combine the essence of Olde Florida with all the amenities of a modern luxury home. < …see more

from $1500 / night

$10500 / week

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from $1500 / night

22

Vacation home in Bokeelia

Florida / Bokeelia

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 24 mi
  • Air conditioning
This Bokeelia home is a fully restored 1925 sugar cane plantation farm house. This historic two bedroom, two bath home is located on a quiet street within walking distance to marinas, restaurants, and fishing piers at the northern end of Pine Island. Some of Florida's b …see more

from $129 / night

$900 - $1200 / week

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from $129 / night

24

Home rental in Bokeelia

Florida / Bokeelia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
2 Bedroom, 2 Bathroom with canal front stilt home Location is great - Bokeelia side of the island closer to center of island, five minutes to Matlacha - close to Tarpons Lodge best sunsets around. Your own private house no condo or townhouse feel. Your own yard for gr …see more

from $129 / night

$900 / week

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from $129 / night

10

Vacation home in Bokeelia

Florida / Bokeelia

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Nearest beach 10 mi
  • Child friendly
  • Air conditioning
Escape the Everyday, and enjoy this 2 bedroom, one bath canal home in the heart of the one of the best fishing areas in the country! Located on the water in Bokeelia, on the north end of Pine Island, this stilt home has quick access to Shell Pass, Pine Island sound, Cha …see more

from $120 / night

$840 - $1190 / week

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from $120 / night

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