20 Best Bokeelia Vacation rentals on Holiday Lettings - Cottages

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1,879 Vacation rentals

(2) Excellent 

15

Villa rental in Bokeelia with golf nearby

Florida / Bokeelia

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Open or close the living room doors between the 2 villas! Gulf access. Birdwatching, fishing paradise! -Brand new, delightful gathering place for family and friends. -Rent our 3 bedroom, 2 bath villa that sleeps 6. ($115/night, $100 housekeeping) -OR rent our 2 bedro …see more

from $115 / night

$805 / week

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avg. 2 hours 2 minutes

from $115 / night

(4) Excellent 

38

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 - $1,575 / week

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from $140 / night

(2) Good 

12

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 sits on 1 acre of land, private pool,2000 square foot outdoor deck, great outdoor atmosphere , great to disconnect from the day to day norms, this is true paradise living, come with your entire family property has 5 bedrooms along with a soft bed in the liv …see more

from $190 / night

$1,100 / week

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avg. 3 hours 22 minutes

from $190 / night

(1) Very Good 

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

$900 - $1,215 / week

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avg. 49 minutes

from $165 / night

(1) Excellent 

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 $168 / night

$1,000 - $1,176 / week

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from $168 / night

(3) 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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avg. 2 hours 20 minutes

from $39 / night

(3) Very Good 

36

Vacation apartment with golf nearby in Bokeelia

Florida / Bokeelia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
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 - $865 / week

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avg. 2 hours 20 minutes

from $79 / night

13

Vacation villa rental

Florida / Bokeelia

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
Open or close the living room doors between the 2 villas! Gulf access. Birdwatching, fishing paradise! -Brand new, delightful gathering place for family and friends. -Rent our 3 bedroom, 2 bath villa that sleeps 6. ($125/night, $100 housekeeping) -OR rent our 2 bedro …see more

from $99 / night

$693 / week

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Responds fast!
avg. 2 hours 2 minutes

from $99 / night

24

Vacation apartment with shared pool in Bokeelia

Florida / Bokeelia

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Travel to the Sunshine State and stay at this 2-bedroom, 2-bathroom vacation rental condo in Bokeelia that sleeps 6. Situated on the 3rd floor within the gated Four Winds Condominiums, this home allows you to revel in classic Florida living - whether it be a dip in the …see more

from $130 / night

$910 - $1,470 / week

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avg. 48 minutes

from $130 / night

(1) Excellent 

29

Vacation bungalow in Bokeelia

Florida / Bokeelia

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Welcome to Tarpon Camp - your own private retreat in the heart of the Tarpon Capital of the World! Nestled in the small fishing village of Bokeelia, on the north end of Pine Island, this cottage has quick access to Shell Pass, Pine Island Sound, Charlotte Harbor, Cayo …see more

from $110 / night

$840 - $1,127 / week

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Responds fast!
avg. 11 minutes

from $110 / 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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Responds fast!
avg. 2 hours 35 minutes

from $129 / night

(1) Very Good 

7

Bokeelia Vacation apartment rental

Florida / Bokeelia

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
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 $59 / night

$413 / week

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Responds fast!
avg. 2 hours 20 minutes

from $59 / night

24

Vacation home rental

Florida / Bokeelia

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Picture yourself living the good life at this gorgeous 2-bedroom, 2-bathroom vacation rental house that is perfect for a family getaway! This spacious 1,600-square-foot home is ideal for up to 8 guests looking to experience beautiful waterfront views, lush foliage, and …see more

from $170 / night

$1,190 - $2,030 / week

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avg. 7 minutes

from $170 / night

22

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

11

Vacation home rental

Florida / Bokeelia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 10 mi
  • Child friendly
  • Air conditioning
Come and visit our home! A stunning Pine Island fishing cabin that has been recently remodeled with beautiful details! Brand New HIGH end quiet split unit air conditioner/heat. A gorgeous gardenesque yard, charming night lighting, across the street from the water, a la …see more

from $100 / night

$600 - $950 / week

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Responds fast!
avg. 3 hours 27 minutes

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 $1,500 / night

$10,000 / week

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from $1,500 / night

27

Vacation home with golf nearby in Bokeelia

Florida / Bokeelia

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • 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

$1,813 / week

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Responds fast!
avg. 3 hours 11 minutes

from $259 / night

10

Vacation home in Bokeelia

Florida / Bokeelia

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • 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 $140 / night

$980 - $1,190 / week

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from $140 / night

24

Bokeelia Vacation home rental

Florida / Bokeelia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
**Please note this property features an interior surveillance/security camera on the kitchen countertop and it can be covered at your convenience** A tropical paradise exists in your own backyard when staying at this 2-bedroom, 2-bathroom Bokeelia vacation rental cotta …see more

from $125 / night

$875 - $1,330 / week

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Responds fast!
avg. 7 minutes

from $125 / night

(3) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $295 / night

$2,065 / week

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Responds fast!
avg. 54 minutes

from $295 / 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

46

Bokeelia Vacation condo rental

Florida / Bokeelia

2 8 4 nights min

  • 2 bedrooms
  • Sleeps 8
  • 4 nights min
  • Child friendly
Beautiful 2 bedroom 1.5 bath condo in Bocilla Island Club. Located in Bokeelia, Pine Island on Florida's Gulf Coast. Condo comes with dock usage for boats up to 36 foot. The newly remodeled condo is about 100 feet away from the dock. There are 2 large heated pools, club …see more

from $125 / night

$875 / week

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from $125 / night