Bokeelia vacation rentals

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Top-rated vacation rentals in Bokeelia

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Matlacha

4.88 out of 5 average rating, 133 reviews

Mojito Island Cottage

Update: In September 2022 we were affected by Hurricane Ian. We had just over 5 feet of flooding in our treasured cottage. We have worked tirelessly to put everything back together. All new tile, walls, electric, lighting, furniture, and we even improved the bathroom! Spacious tropical home with water view from our back yard lanai. Boat Dock with Cleaning Fish Station, BBQ beautiful sunsets with fish jumping in our canal. New large kitchen and one block from art galleries, restaurants and bars.

Jul 18 – 25

R2,207 ZAR per night

Guest favorite

Home in Bokeelia

4.97 out of 5 average rating, 32 reviews

Relaxing island home near marina and boat ramp

Enjoy the island life at this newly renovated two-bedroom home. Costa Jack's is within walking distance of Jug Creek Marina and Lavender Landing Boat Ramp so you can bring your boat or kayaks/paddle boards and be out on the water in minutes. You'll feel right at home at this pet and family-friendly home. It's fully equipped with everything you need to relax and explore Pine Island. Great place for anglers, boaters, kayakers, families, vacationers, and anyone looking for time on the island/water.

Jun 26 – Jul 3

R3,108 ZAR per night

Guest favorite

Cottage in Bokeelia

4.99 out of 5 average rating, 109 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. The dock is shared, but there is plenty of room! Lots of history on this beautiful island, with fishing you’ll be amazed with! Tarpon capital of the world, and Charlotte Harbor moments away! Boca Grande, Cayo Costa, Useppa, North Captiva, Sanibel and Cabbage Key, etc. a short boat ride away! The golf carts/kayaks/boats/bikes are available to rent at local resources!

Apr 10 – 17

R4,189 ZAR per night

Superhost

Apartment in Bokeelia

4.87 out of 5 average rating, 46 reviews

Doublemint Duplex B - Cozy & Stylish Getaway!

This cozy & stylish apartment is everything you've been looking for in that private little getaway! The DoubleMint Duplex is perfect for a couple's private escape, a little family looking to live like locals on the remote Pine Island, or a group of close friends ready to reconnect in the comfiest space possible. There is a boat ramp just down the street and the driveway has plenty of space for a vehicle and boat trailer! There is one dock space available for this unit just across the street!

Sep 8 – 15

R2,196 ZAR per night

Guest favorite

Condo in Bokeelia

5.0 out of 5 average rating, 14 reviews

Bokeelia Island Breeze

Bocilla Island Club in Bokeelia this sparkling clean 2 bedroom completely furnished condo offers tranquil views, screened lanai, fully stocked kitchen, 1 king, 1 queen, 1 twin, each w/a private bath, plus a main floor powder room, full size washer dryer & covered parking. Superb location offering 2 heated pools w/cabañas, tennis courts, onsite Marina, boat launch, lush grounds, fishing pier & close to bike paths and restaurants. WIFI INCLUDED! Pool is shared. LEGAL NAME REQUIRED 4 BOOKING

Aug 20 – 27

R2,831 ZAR per night

Guest favorite

Apartment in Bokeelia

5.0 out of 5 average rating, 14 reviews

Apartment at Treehouse Permaculture Farm

This apartment is on a one-of-a-kind tropical fruit farm. Guests can wander throughout 4 acres of tropical fruit tree groves featuring extremely rare fruits grown as a "Food Forest" using the principles of Permaculture. The apartment has private entrance at poolside. On a paved road in a quiet rural location at the north end of Pine Island, within minutes of Saint James City and Bokeelia! All new kitchen. Queen size bed. Parking for a boat trailer. The large bathroom has a tub and shower.

Dec 28 – Jan 4

R2,992 ZAR per night

Guest favorite

Guest suite in Matlacha Isles-Matlacha Shores

4.84 out of 5 average rating, 315 reviews

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

Nov 20 – 27

R1,743 ZAR per night

Superhost

Cottage in Bokeelia

4.82 out of 5 average rating, 73 reviews

The Bokeelia Cottage

This tiny home is perfect for those seeking a peaceful retreat from every day life! Located in the quiet little fishing town of Bokeelia. Minutes from several boat ramps, restaurants, and the Bokeelia fishing pier. Take the local ferry out to the outside islands like Cayo Costa, Captiva, or Cabage Key or enjoy your time on the beautiful front porch overlooking your own private pond. Catch and release is always welcomed and don't be surprised if you see wild peacocks passing through!

Mar 4 – 11

R2,851 ZAR per night

Guest favorite

Home in Matlacha

5.0 out of 5 average rating, 142 reviews

The Secret Island Retreat HeatedPool/4b/open water

Free Heated Pool with open Panoramic Bay Views with Amazing Sunsets from this open layout with 4 bedrooms , a den, 3 bath, 2 car garage. 3200 sq ft. 2nd floor has an oversize owners suite with picture windows over the bay and provides an abundance of space for sitting area or quiet space. Three guests rooms + den. Don't forget to relax & enjoy the breeze on the 2nd story balcony...the perfect retreat. Kayaks, 2 boat lifts, fishing poles, bicycles, games, Grill and much more.

Sep 18 – 25

R5,880 ZAR per night

Guest favorite

Home in Matlacha

4.98 out of 5 average rating, 184 reviews

Matlacha Paradise! NEW Waterfront Home-Free Kayaks

Matlacha is for LOVERS! Lovers of relaxation, fishing, art, friends, social scenes and enjoying Life in a beautiful location ON THE WATER! Matlacha had damage from Ian. Our new home - none. You can still walk to great restaurants, shops and the fishing bridge. Enjoy the water in Matlacha & the Barrier Islands. Use our 1 & 2 person kayaks for fun or fishing from our 8'X22' FUN & SUN deck docked in the back canal with picnic table & loungers. Relax, sun, grill and fish.

May 9 – 16

R3,378 ZAR per night

Guest favorite

Home in Bokeelia

4.78 out of 5 average rating, 51 reviews

Island Retreat

Located on beautiful Pine Island SW Florida. Recently renovated with new flooring throughout and updated bathroom. Close to community swimming pool, fishing pier, boat ramp, restaurants, and golf course. Take a ride on the 17 mile bike path with 2 bicycles we provide and enjoy 2 kayaks provided to tour the local waters. I also have a private hot tub at Island Retreat for your enjoyment. Island Retreat is a 2 bedroom 2 bathroom private mobile home in a quiet community

Oct 1 – 8

R2,453 ZAR per night

Guest favorite

Home in Bokeelia

5.0 out of 5 average rating, 5 reviews

*Newly Renovated* Fishing Getaway Near Boat Ramps

Fish camp is a newly renovated 2 bedroom 1 bath mobile home with a nice yard. The living space has been completely renovated and is all new from floor to ceiling. Private bedrooms at opposite ends of the house make it perfect for two couples or a family of 4 to come and enjoy all that Pine Island has to offer. There are 4 different boat ramps within one mile of fish camp for access to all of Pine Island and Boca Grande pass, home of world-class fishing.

Jul 30 – Aug 6

R2,030 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Bokeelia vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Bokeelia's top sights

Tarpon Lodge26 locals recommend

Capt'n Con's Fish House32 locals recommend

Lazy Flamingo 331 locals recommend

Island Girl Charters25 locals recommend

Tarpon Lodge Restaurant18 locals recommend

Safe Harbor Pineland13 locals recommend

Other great vacation rentals in Bokeelia

Guest favorite

Home in Captiva

4.97 out of 5 average rating, 106 reviews

The Pearl Beach House, North Captiva Island,FL

Mar 6 – 13

R12,834 ZAR per night

Guest favorite

Home in Bokeelia

5.0 out of 5 average rating, 6 reviews

Sunset Serenity: Waterfront Oasis

Sep 4 – 11

R6,034 ZAR per night

Guest favorite

Home in Bokeelia

5.0 out of 5 average rating, 18 reviews

Island Paradise - Hot tub, Bikes & Ocean fishing

Aug 29 – Sep 5

R5,192 ZAR per night

Guest favorite

Home in Bokeelia

4.91 out of 5 average rating, 32 reviews

NEW- Sunny Island Cottage w/ Large Patio

May 19 – 26

R2,212 ZAR per night

Guest favorite

Home in Bokeelia

4.91 out of 5 average rating, 54 reviews

Cozy Duplex in the Heart of the Island

Jul 30 – Aug 6

R2,453 ZAR per night

Guest favorite

Home in Matlacha

5.0 out of 5 average rating, 17 reviews

Bayshore Bungalow - 1 bedroom

Nov 6 – 13

R2,014 ZAR per night

Guest favorite

Home in Bokeelia

5.0 out of 5 average rating, 13 reviews

* Cozy Beach Bungalow - Ocean Access *

Jan 12 – 19

R5,204 ZAR per night

Guest favorite

Home in Saint James City

4.94 out of 5 average rating, 54 reviews

🌴ISLAND TIME! DOCK⚓️POOL🏊🏻‍♀️KAYAKS🛶Boat to Beach🏖 Pets

Apr 12 – 19

R2,545 ZAR per night

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Other great vacation rentals in Bokeelia

Superhost

Apartment in Matlacha

4.86 out of 5 average rating, 42 reviews

Studio#3 The Heart of Matlacha-kayaking access

Jul 13 – 20

R2,120 ZAR per night

Guest favorite

Apartment in Saint James City

4.93 out of 5 average rating, 84 reviews

Island Castaway--Free Kayaks

Nov 27 – Dec 4

R2,194 ZAR per night

Guest favorite

Apartment in Bokeelia

5.0 out of 5 average rating, 49 reviews

Bokeelia , Florida - Suite/ apartment, w/ Pool.

Dec 7 – 14

R2,427 ZAR per night

Guest favorite

Apartment in Bokeelia

5.0 out of 5 average rating, 8 reviews

Island Escape

Jul 2 – 9

R1,731 ZAR per night

Guest favorite

Home in Matlacha

4.88 out of 5 average rating, 25 reviews

Stilted Waterfront Home w HotTub

Nov 22 – 29

R2,847 ZAR per night

Guest favorite

Home in Bokeelia

5.0 out of 5 average rating, 10 reviews

‘San Carlos Fish Cottage’ by Boca Grande Pass

Jun 27 – Jul 4

R3,658 ZAR per night

Guest favorite

Condo in Punta Gorda

4.95 out of 5 average rating, 37 reviews

One bedroom condo overlooking Harbor with Pool

Aug 31 – Sep 7

R2,810 ZAR per night

Guest favorite

Cottage in Saint James City

5.0 out of 5 average rating, 26 reviews

Waterside Cottage

Nov 5 – 12

R3,800 ZAR per night

Show all

Quick stats about vacation rentals in Bokeelia

Total rentals
100 properties
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
2.2K reviews
Nightly prices starting at
R962 ZAR before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Bokeelia?
Yes! Work meets play with ease at over 40 vacation rentals in Bokeelia featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Bokeelia?
Four-legged friends are welcome in Bokeelia. Choose from more than 30 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Bokeelia?
Experience the best of Bokeelia with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Bokeelia house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 house rentals with pools in Bokeelia, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Bokeelia have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Bokeelia. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bokeelia have self check-in?
Absolutely! We offer over 20 house rentals with self check-in in Bokeelia. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Bokeelia?
Bokeelia has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Bokeelia?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with self check-in, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Bokeelia vacation rentals

Top-rated vacation rentals in Bokeelia

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Bokeelia vacation rentals

Stay near Bokeelia's top sights

Other great vacation rentals in Bokeelia

Home in Captiva

Home in Bokeelia

Home in Bokeelia

Home in Bokeelia

Home in Bokeelia

Home in Matlacha

Home in Bokeelia

Home in Saint James City

Other great vacation rentals in Bokeelia

Apartment in Matlacha

Apartment in Saint James City

Apartment in Bokeelia

Apartment in Bokeelia

Home in Matlacha

Home in Bokeelia

Condo in Punta Gorda

Cottage in Saint James City

Quick stats about vacation rentals in Bokeelia

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Bokeelia?

Are there pet-friendly vacation rentals in Bokeelia?

How much does it cost to stay in house rentals in Bokeelia?

Are there Bokeelia house rentals on Airbnb with pools?

Do house rentals in Bokeelia have a bbq area?

Do house rentals in Bokeelia have self check-in?

Are there family-friendly house rentals in Bokeelia?

What are the most popular amenities for House Rentals in Bokeelia?

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