Pineland Vacation Rentals

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Pineland vacation rentals

Dining

3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing

3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"The home was absolutely perfect , clean, spacious, and very comfortable. Beautifully decorated , beds were cozy, and everything was exactly as described. The host was friendly and responsive, which made the stay stress-free. Great location and a perfect home base for our family trip.”"
United States
Kelly R.
The price is ￥25,198
￥68,200 total
includes taxes & fees
Jun 15 - Jun 16
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
House (3 Bedrooms) | Interior

Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!

Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!
3.0 star property
Pelican
10.0 out of 10, Exceptional, (1 review)
"This place was wonderful! The host is quick to respond to any questions. Cleanliness excellent. The kitchen has anything and everything you could possibly need. We would highly recommend It. Also is a convenient location to the beaches and downtown Cape Coral. We lived in Fort Myers and Cape Coral before hurricane Ian so we were familiar with the area. It’s also located in a very nice neighborhood. Thankyou for a great stay🍊☀️"
United States
Michael
The price is ￥14,902
￥58,183 total
includes taxes & fees
Jun 19 - Jun 20
Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!
Beach nearby, sun loungers, beach towels

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Oakland Hills
9.8 out of 10, Exceptional, (74 reviews)
"Very nice property, close to beaches and shopping. I especially liked that they had pretty much everything you needed for a beach day."
United States
Melissa
The price is ￥16,745
￥50,804 total
includes taxes & fees
Jun 15 - Jun 16
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Beach nearby

Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
East End
9.6 out of 10, Exceptional, (51 reviews)
"The unit appeared to be recently remodeled….its beautiful! Perfect for a weekend get away! "
United States
Mary Kay M.
The price is ￥22,434
￥49,340 total
includes taxes & fees
Jun 21 - Jun 22
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Pool

Lakeside Haven with Heated Pool

Lakeside Haven with Heated Pool
Hancock
9.2 out of 10, Wonderful, (45 reviews)
"Fun great location"
United States
William H.
The price is ￥14,101
￥67,474 total
includes taxes & fees
Jun 15 - Jun 16
Lakeside Haven with Heated Pool
Terrace/patio

Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!

Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!
Englewood
10.0 out of 10, Exceptional, (58 reviews)
"Very good communication from hosts, property was very clean and great location 10/10"
United States
Ashley R.
The price is ￥14,277
￥47,879 total
includes taxes & fees
Jun 27 - Jun 28
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!
Outdoor dining

Luxe 3BR Waterfront Stay in Cape Coral

Luxe 3BR Waterfront Stay in Cape Coral
Mariner
10.0 out of 10, Exceptional, (12 reviews)
"We were pleased with our stay. "
United States
Jamie G.
The price is ￥17,098
￥55,482 total
includes taxes & fees
Jun 15 - Jun 16
Luxe 3BR Waterfront Stay in Cape Coral
Dining

Burnt Store Isles Golf Home, W/Hot Tub/King Bed/Fast WIFI/Unbeatable Location

Burnt Store Isles Golf Home, W/Hot Tub/King Bed/Fast WIFI/Unbeatable Location
Burnt Store Isles
10.0 out of 10, Exceptional, (22 reviews)
"House is always clean. Great location and very quiet neighborhood. "
United States
Yvonne T.
The price is ￥21,632
￥56,757 total
includes taxes & fees
Jun 15 - Jun 16
Burnt Store Isles Golf Home, W/Hot Tub/King Bed/Fast WIFI/Unbeatable Location
Terrace/patio

Tiki Retreat

Tiki Retreat
Riverbend Country Club
10.0 out of 10, Exceptional, (16 reviews)
"A great place to stay!!! "
United States
shelby S.
The price is ￥18,748
￥58,100 total
includes taxes & fees
Jun 21 - Jun 22
Tiki Retreat
Shower, towels

The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
East End
9.2 out of 10, Wonderful, (54 reviews)
"As advertised and clean. Maybe an upgrade on mattress. "
United States
James G.
The price is ￥24,036
￥58,106 total
includes taxes & fees
Jun 15 - Jun 16
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
Property grounds

Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts
Englewood
10.0 out of 10, Exceptional, (66 reviews)
"Excellent stay at Pura Vida——-clean, cool rooms, very relaxing experience on the property. It’s obvious Pura Vida put thought into the arrangement of outside amenities, including couches, dining tables, the spa, and numerous fruit trees planted around the property. Would 100% stay here again."
United States
Alex
The price is ￥14,277
￥47,879 total
includes taxes & fees
Jun 21 - Jun 22
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts
Shower, towels

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
East End
9.2 out of 10, Wonderful, (72 reviews)
"Great little place, really enjoyed having the kitchen and the grill. "
United States
Eric W.
The price is ￥24,036
￥51,536 total
includes taxes & fees
Jun 25 - Jun 26
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
Beach

Cozy retreat, NE cape coral oasis 5 mins to restaurants and shopping plaza.

Cozy retreat, NE cape coral oasis 5 mins to restaurants and shopping plaza.
Diplomat
9.4 out of 10, Exceptional, (23 reviews)
"This property was exceptionally clean and beautifully decorated. We felt very at home here and would highly recommend!"
United States
Laura I.
The price is ￥14,261
￥41,508 total
includes taxes & fees
Jun 16 - Jun 17
Cozy retreat, NE cape coral oasis 5 mins to restaurants and shopping plaza.
Sun loungers, beach towels

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

Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.
Pelican
9.4 out of 10, Exceptional, (40 reviews)
"Very clean and loved the space. Very bright and homey. Loved how well equipped the kitchen was since I was there for Thanksgiving and had to cook a little. Not a far drive from some great spots such as Sanibel Island, Bonita Springs and the outlets for some great shopping. Host was great with communication. Would love to stay again next time I’m in the area. "
United States
Stacy D.
The price is ￥15,704
￥39,543 total
includes taxes & fees
Jul 1 - Jul 2
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.
Beach nearby

Stunning Luxury villa Sandpiper across the street from the beach!

Stunning Luxury villa Sandpiper across the street from the beach!
East End
9.0 out of 10, Wonderful, (50 reviews)
"It was great"
United States
Susan H.
The price is ￥27,241
￥84,612 total
includes taxes & fees
Jun 20 - Jun 21
Stunning Luxury villa Sandpiper across the street from the beach!
Shower, towels, soap, shampoo

The Admiral's Lodge- newly renovated to state of the art Luxury

The Admiral's Lodge- newly renovated to state of the art Luxury
Punta Gorda Isles
9.6 out of 10, Exceptional, (15 reviews)
"Everything was great. "
United States
Jennifer S.
The price is ￥28,843
￥65,955 total
includes taxes & fees
Jun 22 - Jun 23
The Admiral's Lodge- newly renovated to state of the art Luxury
Private beach nearby, motor boating, fishing

MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"This is a great space. Quiet, serene, clean, comfortable and close to what you need. Our family of three had a great stay and highly recommend!"
United States
Taletha
The price is ￥32,108
￥64,514 total
includes taxes & fees
Jun 15 - Jun 16
MALU LANI Inn & Marina
Terrace/patio

Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!
Englewood
10.0 out of 10, Exceptional, (49 reviews)
"Clean and comfortable. Had everything I needed. Location is great if you want to be away from the hustle and bustle but still want to be near the beach and rivers. Katja and Alex were attentive and pleasant hosts."
United States
Mindy A.
The price is ￥14,277
￥47,719 total
includes taxes & fees
Jun 16 - Jun 17
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!
Outdoor pool

CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL

CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL
Rotonda Lakes
9.8 out of 10, Exceptional, (25 reviews)
"We loved the house and quiet neighborhood. Very clean and all the amenities we needed. Short drive to beaches, shops and restaurants. Sergey was very responsive to any question we had and was easy to communicate with! Thanks for the great stay!"
United States
Gay S.
The price is ￥17,162
￥60,289 total
includes taxes & fees
Jun 29 - Jun 30
CHARMING FLORIDA GETAWAY 3BDR HOME WITH A POOL
Terrace/patio

Waterfront Condo with Pool & Boat Slip

Waterfront Condo with Pool & Boat Slip
Caloosahatchee
10.0 out of 10, Exceptional, (47 reviews)
"Everything about this stay was wonderful, if you want a comfortable, quiet, excellant vacation pick this resort. "
United States
Harry
The price is ￥13,044
￥52,261 total
includes taxes & fees
Jun 15 - Jun 16
Waterfront Condo with Pool & Boat Slip
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.
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Top Pineland Hotel Reviews

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

6/10 Okay
"I was very disappointed with the check-out experience. There was no porter service available to assist guests with their luggage when leaving it at the concierge desk. Furthermore, access to the room was disabled before 11:00 a.m., creating unnecessary inconvenience. The concierge desk is located on the ground floor, far from the reception area, yet there was no staff assistance or organization in place to help guests manage their luggage and departure process efficiently. The lack of coordination and support made the experience frustrating and stressful. For a hotel of this category and reputation, I expected a much higher level of service. Unfortunately, the departure experience fell well below the standard of excellence that guests should reasonably expect."
LIANNE 2-night trip
Posted 3 hours ago
Margaritaville Beach Resort Fort Myers

Find out more about Pineland

Search for holiday rentals in Pineland on Expedia! You can easily find your home rentals, villas, holiday apartments in Pineland using one of the methods below:

  • View our selection of featured holiday rentals in Pineland
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  • Enter your travel dates to view the best deals on holiday rentals in Pineland while they last

Look no further and take a look at our great range of rental properties in Pineland!

Frequently asked questions

Can I find vacation rentals in Pineland?

Yes, you can find vacation rentals close to well known points of interest in Pineland, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Pineland?

Waterfront/Lakefront Dream Vacation!!: This vacation home rental outside of Pineland is located on a lake and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Pineland?

Expedia has 9 vacation rentals for your stay in Pineland.

What can I see and do in Pineland?

While exploring the area, visit family-friendly sights like Sun Splash Water Park, or get outside and enjoy nature at Calusa Heritage Trail. In the larger area, you’ll find Randell Research Center and Useppa Island.

What are vacation rentals like in Pineland?

Vacation rentals are privately owned properties you can book for a couple days or more in Pineland. Vacation rentals offer extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for family gatherings.