Pineland Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

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 SAR 590
SAR 1,617 total
includes taxes & fees
28 Jun - 29 Jun
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
Village Beach & Harbor Suite | Balcony view

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,243 reviews)
"Great location clean and specious"
United States
Kathryn
The price is SAR 696
SAR 780 total
includes taxes & fees
28 Jun - 29 Jun
The Suites at Fishermen’s Village- 2 Bedroom Suites
Exterior

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,660 reviews)
"Excellent stay and amenities for families. "
United States
Megan
The price is SAR 1,686
SAR 2,084 total
includes taxes & fees
8 Jul - 9 Jul
Sundial Beach Resort & Spa
Apartment, Multiple Beds, Partial Ocean View | Beach/ocean view

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,794 reviews)
"Every aspect fit our needs for this beach trip!"
United States
Lisa
The price is SAR 544
SAR 753 total
includes taxes & fees
2 Jul - 3 Jul
Edison Beach House
Exterior

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (291 reviews)
"Very nice alternative to a motel quite clean everything you need for your stay. highly recommend this property"
United States
PETER
The price is SAR 413
SAR 742 total
includes taxes & fees
8 Jul - 9 Jul
Matlacha Tiny Village
Property amenity

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,139 reviews)
"The place was amazing and the host was very gracious."
United States
Wendy
The price is SAR 1,010
SAR 1,126 total
includes taxes & fees
6 Jul - 7 Jul
Island Inn
Beach nearby

coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!
West End
9.2 out of 10, Wonderful, (43 reviews)
"Very responsive host. The cottage was roomy and comfortable and had everything you needed to cook. The bikes were nice and an added bonus. Beach was a couple of hundred yards. Nice neighborhood. We would stay here again. "
United States
Geo K.
The price is SAR 1,010
SAR 2,241 total
includes taxes & fees
21 Jul - 22 Jul
coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!
Premium Cottage, Lanai, Garden View | Living area | Smart TV

Driftwood Inn

Driftwood Inn
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (11 reviews)
"The cottage was well stocked with all we needed. It was also immaculate with a lovely garden. The beach was a 5 minute walk."
United States
Maureen
The price is SAR 1,138
SAR 2,169 total
includes taxes & fees
2 Jul - 3 Jul
Driftwood Inn
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)
"Overall, very friendly Gave me advice about the area Told me what live bands were playing that night Very fun definitely will be back"
United States
Kyle
The price is SAR 707
SAR 1,461 total
includes taxes & fees
1 Jul - 2 Jul
MALU LANI Inn & Marina
Grand Studio Suite, Kitchenette | Desk, laptop workspace, free WiFi, bed sheets

Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (291 reviews)
"Clean room, good location, easy check in instructions."
United States
Brooklyn
The price is SAR 197
SAR 341 total
includes taxes & fees
27 Jun - 28 Jun
Lazy Cuckoo Inn
Beach nearby

Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
West End
9.0 out of 10, Wonderful, (23 reviews)
"Loved our stay at the cottage. It was a perfect getaway for 2. Short walk to a quiet beach. Convenient to restaurants and Ding Darling.We will be back!"
United States
Catherine B.
The price is SAR 695
SAR 1,729 total
includes taxes & fees
6 Jul - 7 Jul
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
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 SAR 507
SAR 1,337 total
includes taxes & fees
27 Jun - 28 Jun
Burnt Store Isles Golf Home, W/Hot Tub/King Bed/Fast WIFI/Unbeatable Location
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)
"Very clean, well appointed, wonderful grounds, landscaping and amenities, fantastic location (central but peaceful)"
United States
Julie P.
The price is SAR 638
SAR 1,990 total
includes taxes & fees
28 Jun - 29 Jun
Stunning Luxury villa Sandpiper across the street from the beach!
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, (41 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 SAR 355
SAR 897 total
includes taxes & fees
28 Jun - 29 Jun
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.
Exterior

1BR - Short walk to the beach - Colony Inn 46

1BR - Short walk to the beach - Colony Inn 46
East End
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful place to stay. Just minutes to walk to beach and everything was as discribed "
United States
Lisa
1BR - Short walk to the beach - Colony Inn 46
Sun loungers, beach towels

NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
10.0 out of 10, Exceptional, (49 reviews)
"Great week spent at the Waterside Cottage! "
United States
Sandy S.
The price is SAR 713
SAR 1,473 total
includes taxes & fees
29 Jun - 30 Jun
NEW!! The “WATERSIDE” COTTAGE~With dockage
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 SAR 424
SAR 1,238 total
includes taxes & fees
29 Jun - 30 Jun
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
A heated pool

Family Oasis: Waterfront Heated Pool & Game Room

Family Oasis: Waterfront Heated Pool & Game Room
Hancock
10.0 out of 10, Exceptional, (35 reviews)
"This house was perfect for our two families with 6 kids aged 1-7 years old! Pool was perfect for littles and got nice and warm with fun lights. Love that a high chair, stroller and pack and play were available for use. Short drive to grocery store and restaurants. Host was quick to respond when I had any questions! "
United States
Shelby W.
Family Oasis: Waterfront Heated Pool & Game Room
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, (68 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 SAR 335
SAR 1,122 total
includes taxes & fees
28 Jun - 29 Jun
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts
1 bedroom, free WiFi, bed sheets

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, (73 reviews)
"Great little place, really enjoyed having the kitchen and the grill. "
United States
Eric W.
The price is SAR 563
SAR 1,215 total
includes taxes & fees
26 Jun - 27 Jun
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
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

Sanibel Island Beach Resort

Sanibel Island Beach Resort

10/10 Excellent
"Hotel was well appointed and clean after renovations. We were very pleased. We highly recommend the on site restaurant, BRGR. One of the best burgers I’ve had. The slider special was amazing and the impossible burger was perfection. It’s a must to eat there ."
Katherine 1-night trip
Posted less than an hour ago
Sanibel Island Beach Resort

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?

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **: This vacation home rental outside of Pineland is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Pineland?

Expedia has 10 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 Sanibel Island Southern Beach.

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.