Vacation rentals in Pineland
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Top-rated vacation rentals in Pineland
Guests agree: these stays are highly rated for location, cleanliness, and more.
Guesthouse in Bokeelia
4.82 out of 5 average rating, 28 reviewsAdorable & spacious efficiency w/ full kitchen
Relax on island time in this adorable & spacious efficiency. It is equipped with wifi, full kitchen, full bathroom, and full closet. There is also a queen sized bed and futon to accommodate guests. Indoor and outdoor dining options. Charcoal grill on site. Designated outdoor smoking section in rear of efficiency with a firepit. Located just 2 miles from the BEST fishing pier in Southwest Florida. Tour the island and experience local restaurant yummy bites. Please *no pets, smoking, or parties *.
Apr 24 – May 1
Cottage in Matlacha
4.88 out of 5 average rating, 130 reviewsMojito Island Cottage
Update: In September 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 back yard. New large kitchen and one block from art galleries, restaurants and bars.
Sep 27 – Oct 4
Cottage in Bokeelia
4.99 out of 5 average rating, 106 reviewsRomantic 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!
Jul 4 – 11
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Pineland vacation rentals
Other great vacation rentals in Pineland
Home in Cape Coral
5.0 out of 5 average rating, 7 reviewsThe Cape Escape Pet-Friendly Sleeps 7
Aug 12 – 19
Home in Bokeelia
4.97 out of 5 average rating, 31 reviewsRelaxing island home near marina and boat ramp
Sep 26 – Oct 3
Apartment in Bokeelia
4.83 out of 5 average rating, 84 reviewsFamily & Fisherman Get-a-way
Jul 22 – 29
Condo in Punta Gorda
4.94 out of 5 average rating, 35 reviewsOne bedroom condo overlooking Harbor with Pool
Jul 7 – 14
Guesthouse in Cape Coral
4.93 out of 5 average rating, 56 reviewsCute & Cozy
Sep 1 – 8
Home in Cape Coral
5.0 out of 5 average rating, 10 reviewsCharming private room with terrace
Jun 7 – 14
Home in Cape Coral
4.97 out of 5 average rating, 38 reviewsCozy 3BR home in the Cape
Sep 29 – Oct 6
Condo in Bokeelia
5.0 out of 5 average rating, 14 reviewsBokeelia Island Breeze
Oct 9 – 16
Home in Matlacha
5.0 out of 5 average rating, 17 reviewsBayshore Bungalow - 1 bedroom
Aug 24 – 31
Home in Bokeelia
4.91 out of 5 average rating, 54 reviewsCozy Duplex in the Heart of the Island
Nov 14 – 21
Apartment in Matlacha
4.86 out of 5 average rating, 42 reviewsStudio#3 The Heart of Matlacha-kayaking access
Apr 11 – 18
Home in Matlacha
4.93 out of 5 average rating, 30 reviewsMatlacha Waterfront Fisherman’s Escape
May 9 – 16
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