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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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Home in Pelican

4.99 out of 5 average rating, 198 reviews

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Home in Captiva

4.97 out of 5 average rating, 115 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

Home in Fort Myers

4.86 out of 5 average rating, 317 reviews

Almost Sanibel, 5 min. Peace, Privacy & Nature.

Almost Sanibel is in a Peaceful/Quite neighborhood. Bunche Beach 2 miles, Sanibel Island 4 miles, Fort Myers Bch 5 miles. Home is set up as a duplex, with TWO COMPLETELY SEPERATE & PRIVATE entrances, kitchens, living rooms, bedrooms, bathrooms & laundry rooms for COMPLETE PRIVACY. It is a 2 bedroom with 2 King beds, 1 full bathroom & shower with large living room, kitchen & Lanie. Perfect for family or 2 couples! • 1/2 mile to Restaurants and Shopping • FREE High-Speed Wi-Fi and Cable-TV

Home in Captiva

4.92 out of 5 average rating, 106 reviews

Blue Laguna - Vacation in paradise!

Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

Guest suite in Burnt Store

4.84 out of 5 average rating, 331 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!

Home in Captiva

4.95 out of 5 average rating, 111 reviews

Steps To Private Beach Captiva Retreat Golfcart

Relax and Reconnect at Our Charming North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly (with applicable fees), it’s easily accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach start making memories

Home in Matlacha

4.98 out of 5 average rating, 189 reviews

Matlacha Paradise! NEW Waterfront Home-Free Kayak

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 person kayak 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.

Home in Bokeelia

4.79 out of 5 average rating, 53 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

Cottage in Bokeelia

4.99 out of 5 average rating, 121 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Also available: airbnb.com/h/aframeausable Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. There is a dock available here. 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!

Home in Bokeelia

5 out of 5 average rating, 7 reviews

Bountiful Bokeelia

Escape the cold! Great rates for March and April 2025, weekly and monthly discounts. Forget your worries in this spacious and serene oasis. Professionally decorated, Coastal Chic, extremely quiet, 3 acre fenced and gated property off the beaten path on Pine Island. So close yet so far away! The immediate mainland has all that you could possibly need. The property boasts a unique clean natural swimming pond pool.

Guesthouse in Fort Myers

4.92 out of 5 average rating, 105 reviews

The Hummingbird House: life's simple pleasures!

Perfect fall and winter getaway! My place is close to the beaches, Boston Red Sox and Minnesota Twins spring training facilities, Fort Myers River District, the Edison & Ford Winter Estates and more! You’ll love my place because of the location and it's ambiance: although centrally located, you will love the tranquility and comfort of the neighborhood and home.

Guest suite in Fort Myers

4.97 out of 5 average rating, 155 reviews

Riverside Studio

Riverside Studio is a newly renovated addition to this beautiful home with a private entrance. The studio provides guests with a king size bedroom, master bathroom , television, fridge, convection microwave , Keruig coffee maker, and a beautiful kitchenette. We hope you enjoy your time at Riverside Studio where you can rest and relax.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Bokeelia vacation rentals

Laptop-friendly workspace

Stay near Bokeelia's top sights

Capt'n Con's Fish House32 locals recommend

Bokeelia Fishing Pier31 locals recommend

Lazy Flamingo 331 locals recommend

Tarpon Lodge26 locals recommend

Island Girl Charters25 locals recommend

Tarpon Lodge Restaurant18 locals recommend

Bokeelia house rentals

Home in Matlacha

5 out of 5 average rating, 11 reviews

Snapper Room in Matlacha

Home in Saint James City

4.94 out of 5 average rating, 18 reviews

2 Bedroom Island Oasis Getaway

Home in Saint James City

5 out of 5 average rating, 36 reviews

Gulf getaway! Boat dock, heated saltwater pool

Home in Bokeelia

4.92 out of 5 average rating, 26 reviews

Shell House

Home in Matlacha

5 out of 5 average rating, 9 reviews

The Funky Flamingo

Home in Bokeelia

5 out of 5 average rating, 33 reviews

Island Paradise - Hot tub, Bikes & Ocean fishing

Home in Bokeelia

5 out of 5 average rating, 3 reviews

Angler's Retreat!

Home in Saint James City

4.89 out of 5 average rating, 35 reviews

Panoramic Views & Heated Pool!

Other great vacation rentals in Bokeelia

Condo in Punta Gorda

4.96 out of 5 average rating, 47 reviews

One bedroom condo - overlooking harbor!

Farm stay in Saint James City

5 out of 5 average rating, 45 reviews

Private entire cottage on unique horse farm

Home in Captiva

5 out of 5 average rating, 12 reviews

Windows on the Water "W.O.W."

Guest suite in Bokeelia

4.98 out of 5 average rating, 96 reviews

Pine Island Pelican Suite: privacy, pool, gardens

Cottage in Boca Grande

4.85 out of 5 average rating, 94 reviews

Charming beach cottage house with pool.

Cabin in Burnt Store

4.96 out of 5 average rating, 27 reviews

beautiful casita

Home in Matlacha

5 out of 5 average rating, 27 reviews

The White Egret On Matlacha

Home in Captiva

5 out of 5 average rating, 17 reviews

Turtle Escape: Pool, Beach & Fun!

Quick stats about vacation rentals in Bokeelia

Total rentals
100 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
40 properties have a pool

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Bokeelia?
Yes! Work meets play with ease at over 50 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 $60 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 30 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 wifi?
Absolutely! We offer over 70 house rentals with wifi 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 60 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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