Search Vacation Homes in Pine Island

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Pine Island

Casa Florida 🌴 waterfront home with boat ramp

Bokeelia
9.4 out of 10, Exceptional, (9)
"House is very nice and in a great area right in the water with "
United States
Alexander B.
$370 nightly
The price is $407
Nov 9 - Nov 10
Total with taxes and fees
Casa Florida 🌴 waterfront home with boat ramp

NEW!! The “WATERSIDE” COTTAGE~With dockage

Bokeelia
10.0 out of 10, Exceptional, (41)
"We loved our stay here! Quaint, clean and a great location. Walking distance to Jug Creek Marina where there is live music until 8pm every day. There is also a bike path that runs the entire length of the island and easily accessible from the home. Check in was super simple and the host replied quickly to any questions and was very gracious. Fast access to the water if you have a boat. We will definitely be back!"
United States
Jody R.
$334 nightly
The price is $368
Nov 10 - Nov 11
Total with taxes and fees
NEW!! The “WATERSIDE” COTTAGE~With dockage

3-bedroom house in charming Saint James City with Canal Views!

Saint James City
10.0 out of 10, Exceptional, (1)
"We had a great short stay this trip down to St James City. We love SJC and this house is a easy walk to our favorite restaurant. The best way I can describe this house is spa like. It is a very nice, comfortable house and if nothing else stay here for the shower! It had everything and was well equipped with just about anything you may need, down to the yoga mats. We had a few questions at check in and the host Britt was quick to respond and help us out. We like that the house is pet friendly as...
United States
Tracy L.
$377 nightly
The price is $415
Nov 9 - Nov 10
Total with taxes and fees
3-bedroom house in charming Saint James City with Canal Views!

Newly remodeled, relaxing, romantic ground floor 1 bedroom waterfront getaway.

Bokeelia
9.8 out of 10, Exceptional, (18)
"The best part of out stay was how helpful Carla the property manager was. It’s great to have her near and so attentive."
United States
Donna J.
$311 nightly
The price is $343
Nov 9 - Nov 10
Total with taxes and fees
Newly remodeled, relaxing, romantic ground floor 1 bedroom waterfront getaway.

Tropical Getaway in St. James City – 3BR/2BA w/ Boat Ramp Access Nearby!

Manatee Bay
$699 nightly
The price is $770
Nov 9 - Nov 10
Total with taxes and fees
Tropical Getaway in St. James City – 3BR/2BA w/ Boat Ramp Access Nearby!

Just Listed - Beautifully renovated waterfront 2 bedroom home

Bokeelia
9.0 out of 10, Wonderful, (8)
"This property was comfortable, clean and cozy. It was updated and had little comforts such as a coffee bar, well supplied kitchen and blankets for relaxing in the living room at night. Boat dockage, as well. The AC was nice and cool. I would recommend this unit to any friend."
United States
John S.
$478 nightly
The price is $527
Nov 9 - Nov 10
Total with taxes and fees
Just Listed - Beautifully renovated waterfront 2 bedroom home

Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

Pelican
9.6 out of 10, Exceptional, (36)
"Enjoyed our stay - very welcoming and owners are very responsive to needs."
United States
Steven K.
$221 nightly
The price is $244
Nov 9 - Nov 10
Total with taxes and fees
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

RARE FIND COASTAL COZY BRIGHT 2BR 2BATH HOME! 10MINS AWAY TO THE BEACH!

Hancock
10.0 out of 10, Exceptional, (11)
"The rental is nice for a family trip to Cape Coral/Fort Myers and is conveniently located. The 'family room' with the pool table is great to relax at the end of the day. We had a very nice stay and would happily recommend it."
Canada
Etienne A.
$279 nightly
The price is $307
Nov 9 - Nov 10
Total with taxes and fees
RARE FIND COASTAL COZY BRIGHT 2BR 2BATH HOME! 10MINS AWAY TO THE BEACH!

Charming 2-bedroom house in Englewood with WiFi and AC

Englewood South
$273 nightly
The price is $302
Nov 9 - Nov 10
Total with taxes and fees
Charming 2-bedroom house in Englewood with WiFi and AC

Cozy Home-Centrally located-pet friendly 10min from airport & 2min from FGCU

San Carlos Park
9.2 out of 10, Wonderful, (7)
"We enjoyed our stay in this 2bed 1bath! Easy check-in. Great size for us and great location right by the airport. Grateful for the bassinet for the newborn!We would have appreciated:washcloths box of tissues extra toilet paper and paper towels Thank you!"
United States
Amber O.
$176 nightly
The price is $194
Nov 9 - Nov 10
Total with taxes and fees
Cozy Home-Centrally located-pet friendly 10min from airport & 2min from FGCU

Ellis' Hideaway! Cozy 2-bedroom pool home with WiFi, AC in enjoyable Cape Coral

2.0 star property
Caloosahatchee
10.0 out of 10, Exceptional, (16)
"We had a wonderful short stay. Clean, spacious, and comfortable beds. We will definitely be back another time. "
United States
Candice Y.
$262 nightly
The price is $292
Nov 10 - Nov 11
Total with taxes and fees
Ellis' Hideaway! Cozy 2-bedroom pool home with WiFi, AC in enjoyable Cape Coral

Sunshine POOL Cape Coral Home Centrally Located Great Outdoor Space

Caloosahatchee
9.8 out of 10, Exceptional, (16)
"The house was very clean. It was spacious and not over crowded. My family loved the area and loved the pool. The owners were very helpful and courteous with our last minute plans. Thank you so much"
United States
Syreeta P.
$352 nightly
The price is $394
Nov 10 - Nov 11
Total with taxes and fees
Sunshine POOL Cape Coral Home Centrally Located Great Outdoor Space

NEW! Waterfront Heated Pool, Kayaks, Fishing Pier.

Hancock
10.0 out of 10, Exceptional, (11)
"The house was very spacious lots of room for the whole family the pool was excellent great location for restaurants and shopping excellent place to relax we would definitely stay there again when we come to town would highly recommend it "
United States
Robert H.
$334 nightly
The price is $366
Nov 11 - Nov 12
Total with taxes and fees
NEW! Waterfront Heated Pool, Kayaks, Fishing Pier.

Waterfront Home with Pool & Boat Slip

Caloosahatchee
10.0 out of 10, Exceptional, (8)
"Property was clean and welcoming. Location was convenient to everything we needed or wanted to do. Was nervous to share the pool area with the other guest in such a small condo but it ended up being perfect."
United States
Amy R.
$365 nightly
The price is $402
Nov 9 - Nov 10
Total with taxes and fees
Waterfront Home with Pool & Boat Slip

Gulf Access Retreat with Heated Pool

Pelican
10.0 out of 10, Exceptional, (6)
"We couldn't have been happier with the house.......it was just as nice as advertised in a quiet neighborhood close to lots of shopping and restaurants. The beds were comfortable, the furnishings were very nice, and the pool was very nice (heated just right). The house was well equipped with everything you need for cooking either indoors or outside......the only thing I wish it would have had was bicycles but they did provide kayaks. The property manager was great to work with......communicated...
United States
Joan V.
$407 nightly
The price is $457
Nov 18 - Nov 19
Total with taxes and fees
Gulf Access Retreat with Heated Pool

Hidden Secret Waterfront Retreat

2.0 star property
Hancock
10.0 out of 10, Exceptional, (3)
"The pool was very nice, and the seating by the canal was amazing, it was so relaxing, and the owner was quick to respond and very friendly!"
United States
bethany r.
$300 nightly
The price is $331
Nov 17 - Nov 18
Total with taxes and fees
Hidden Secret Waterfront Retreat

Location!! Location!!! Gulf Access Villa in SE Area

2.0 star property
Caloosahatchee
8.6 out of 10, Excellent, (14)
"This is my 3rd year renting this house and I’m returning next year. We love the location. We can walk to everything!"
United States
Lola B.
$298 nightly
The price is $328
Nov 15 - Nov 16
Total with taxes and fees
Location!! Location!!! Gulf Access Villa in SE Area

Brand New Vacation Home

San Carlos Park
10.0 out of 10, Exceptional, (11)
"Our stay here was great, We enjoined are stay at this large beautiful house. Great location, a lot of good restaurants and close shopping, Back yard was fenced in which was great for our small dog. Very quite."
United States
cvengros s.
$415 nightly
The price is $457
Nov 26 - Nov 27
Total with taxes and fees
Brand New Vacation Home

Lakeside Haven with Heated Pool

Hancock
9.2 out of 10, Wonderful, (43)
"We are a family of 5 with 3 boys and we all really enjoyed our stay here! The pool was so nice and warm and the boys loved fishing right off the dock and using the kayaks. The owner was very responsive with any questions we had. Would definitely stay here again!"
United States
Joanne S.
$382 nightly
The price is $429
Nov 10 - Nov 11
Total with taxes and fees
Lakeside Haven with Heated Pool

Cape Coral Coastal Retreat with Pool

Hancock
9.0 out of 10, Wonderful, (38)
"Loved how private the back yard was ! The whole place was wonderful!!"
United States
Michele H.
$382 nightly
The price is $429
Nov 10 - Nov 11
Total with taxes and fees
Cape Coral Coastal Retreat with Pool
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Pine Island Hotel Reviews

Find out more about Pine Island

Pine Island Vacation Homes information

Number of reviews
Accommodation
Vacation Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia