Vacation rentals in Pineland

Find and book unique accommodation on Airbnb

Top-rated accommodation in Pineland

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

Superhost

Guesthouse in Bokeelia

4.82 out of 5 average rating, 28 reviews

Adorable & 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 *.

24 Apr – 1 May

$175 NZD per night
Guest favourite

Cottage in Matlacha

4.88 out of 5 average rating, 130 reviews

Mojito 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.

27 Sep – 4 Oct

$231 NZD per night
Guest favourite

Cottage in Bokeelia

4.99 out of 5 average rating, 106 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!

4–11 Jul

$405 NZD per night

Popular amenities for Pineland accommodation

Stay near Pineland's top sights

Tarpon Lodge26 locals recommend
Island Girl Charters26 locals recommend
Tarpon Lodge Restaurant18 locals recommend
Safe Harbor Pineland14 locals recommend
Alden Pines Country Club16 locals recommend
Pineland Monument Park4 locals recommend

Other great accommodation in Pineland

Guest favourite

Home in Cape Coral

5.0 out of 5 average rating, 7 reviews

The Cape Escape Pet-Friendly Sleeps 7

12–19 Aug

$282 NZD per night
Guest favourite

Home in Bokeelia

4.97 out of 5 average rating, 31 reviews

Relaxing island home near marina and boat ramp

26 Sep – 3 Oct

$328 NZD per night
Guest favourite

Apartment in Bokeelia

4.83 out of 5 average rating, 84 reviews

Family & Fisherman Get-a-way

22–29 Jul

$257 NZD per night
Guest favourite

Condo in Punta Gorda

4.94 out of 5 average rating, 35 reviews

One bedroom condo overlooking Harbor with Pool

7–14 Jul

$284 NZD per night
Guest favourite

Guesthouse in Cape Coral

4.93 out of 5 average rating, 56 reviews

Cute & Cozy

1–8 Sep

$179 NZD per night
Guest favourite

Home in Cape Coral

5.0 out of 5 average rating, 10 reviews

Charming private room with terrace

7–14 Jun

$159 NZD per night
Guest favourite

Home in Cape Coral

4.97 out of 5 average rating, 38 reviews

Cozy 3BR home in the Cape

29 Sep – 6 Oct

$273 NZD per night
Guest favourite

Condo in Bokeelia

5.0 out of 5 average rating, 14 reviews

Bokeelia Island Breeze

9–16 Oct

$329 NZD per night
Guest favourite

Home in Matlacha

5.0 out of 5 average rating, 17 reviews

Bayshore Bungalow - 1 bedroom

24–31 Aug

$218 NZD per night
Guest favourite

Home in Bokeelia

4.91 out of 5 average rating, 54 reviews

Cozy Duplex in the Heart of the Island

14–21 Nov

$260 NZD per night
Superhost

Apartment in Matlacha

4.86 out of 5 average rating, 42 reviews

Studio#3 The Heart of Matlacha-kayaking access

11–18 Apr

$281 NZD per night
Guest favourite

Home in Matlacha

4.93 out of 5 average rating, 30 reviews

Matlacha Waterfront Fisherman’s Escape

9–16 May

$266 NZD per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Pineland