A waterfront with palm trees and a boat dock.

Search Resort Hotels in Pineland from CA $304

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Pineland resorts

1. Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa
4.0 star property
Punta Rassa
8.6 out of 10, Excellent, (1,005 reviews)
"The stay was great."
United States
Scott
The price is CA $265
CA $343 total
includes taxes & fees
Sep 20 - Sep 21
Marriott Sanibel Harbour Resort & Spa

2. Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa
3.0 star property
Captiva
8.6 out of 10, Excellent, (1,002 reviews)
"very helpful staff and restaurant were excellent."
United States
rick
The price is CA $386
CA $479 total
includes taxes & fees
Sep 7 - Sep 8
Tween Waters Island Resort & Spa

3. South Seas

South Seas
3.5 star property
Captiva
8.4 out of 10, Very good, (1,005 reviews)
"Good time, very nice mini vacation, property had a few water issues but staff responded prompt, be aware everything closes early. We ate at Harborside and food was very good, staff was very nice."
United States
America
The price is CA $313
CA $473 total
includes taxes & fees
Sep 27 - Sep 28
South Seas

4. Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina
4.0 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,450 reviews)
"We had a wonderful time and breakfast was great!"
United States
David
The price is CA $290
CA $414 total
includes taxes & fees
Sep 28 - Sep 29
Pink Shell Beach Resort and Marina

5. DiamondHead Beach Resort

DiamondHead Beach Resort
3.5 star property
Fort Myers Beach
9.2 out of 10, Wonderful, (1,280 reviews)
"Right on the beach, helpful staff, nice and clean. Definitely would stay there again"
United States
Kristina
The price is CA $285
CA $372 total
includes taxes & fees
Sep 7 - Sep 8
DiamondHead Beach Resort

6. Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1

Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
Captiva
7.8 out of 10, Good, (18 reviews)
"Loved being right on the beach! Such a great little place!"
United States
Bryant
The price is CA $277
CA $710 total
includes taxes & fees
Sep 7 - Sep 8
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1

7. Cozy King Studio with Stunning Waterfront Views in Fort Myers Beach

Cozy King Studio with Stunning Waterfront Views in Fort Myers Beach
Siesta Isle
10.0 out of 10, Exceptional, (1 review)
"Loved it!"
United States
George H.
The price is CA $275
CA $344 total
includes taxes & fees
Sep 7 - Sep 8
Cozy King Studio with Stunning Waterfront Views in Fort Myers Beach

8. Waterfront Coconut Cottage in Fort Myers Beach

Waterfront Coconut Cottage in Fort Myers Beach
Fort Myers Beach
The price is CA $243
CA $304 total
includes taxes & fees
Sep 12 - Sep 13
Waterfront Coconut Cottage in Fort Myers Beach

9. Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4

Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4
Captiva
8.8 out of 10, Excellent, (13 reviews)
"I really enjoyed staying here. It was exactly what it was advertised as. The room could have been a little cleaner, as we found some shells and a toothbrush on the floor, but besides that, it was a perfect get away!"
United States
Kelly F.
The price is CA $414
CA $894 total
includes taxes & fees
Sep 7 - Sep 8
Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4

10. Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3

Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3
Captiva
8.8 out of 10, Excellent, (8 reviews)
"A great spot with easy beach access and just minutes walk to restaurants "
United States
john E.
The price is CA $450
CA $982 total
includes taxes & fees
Sep 7 - Sep 8
Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3

11. Cozy Boathouse in Fort Myers Beach

Cozy Boathouse in Fort Myers Beach
Fort Myers Beach
9.0 out of 10, Wonderful, (2 reviews)
"Place was great! Only issue was that I somehow missed that there isn't a way to cook food beyond the microwave and gas grill outside. "
United States
Adam J. W.
The price is CA $366
CA $453 total
includes taxes & fees
Sep 13 - Sep 14
Cozy Boathouse in Fort Myers Beach

12. Stunning Views Casual Lux Décor - Directly on the Beach Jensen's “On the Gulf” North Beach 2

Stunning Views Casual Lux Décor - Directly on the Beach Jensen's “On the Gulf” North Beach 2
Captiva
9.4 out of 10, Exceptional, (10 reviews)
"Beautiful beach front. Easy check-in"
United States
Kimberley
The price is CA $552
CA $1,117 total
includes taxes & fees
Sep 7 - Sep 8
Stunning Views Casual Lux Décor - Directly on the Beach Jensen's “On the Gulf” North Beach 2

13. Dramatic Gulf View Penthouse - Casual Lux Décor - Jensen's “On the Gulf” - Suite 5

Dramatic Gulf View Penthouse - Casual Lux Décor - Jensen's “On the Gulf” - Suite 5
Captiva
9.2 out of 10, Wonderful, (11 reviews)
"Everything was wonderful we will book again for next year "
United States
Joan B.
The price is CA $552
CA $1,117 total
includes taxes & fees
Sep 7 - Sep 8
Dramatic Gulf View Penthouse - Casual Lux Décor - Jensen's “On the Gulf” - Suite 5
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 Pineland Hotel Reviews

Find out more about Pineland

Pineland Resorts information

Number of reviews
1,052
Accommodation
19 Resorts
Lowest Price
CA $304
Highest Price
CA $1,117

Frequently asked questions

What can I expect from a resort vacation in Pineland?
Longing for a relaxing getaway? Treat yourself to all the luxuries and comforts of a resort, where you can find everything you need for your vacation from convenient dining options to activities and shopping. Browse the resort options in the area and discover the one that's best for you, whether you see yourself sipping drinks by a sprawling pool or hitting the golf course for an afternoon game.
What's a favorite resort for my stay in Pineland?
Our top-rated resorts near Pineland: Marriott Sanibel Harbour Resort & Spa - Spa resort. 14.7 mi (23.7 km) from Pineland. Features 3 outdoor pools, 4 restaurants, and a full-service spa. Popular for its great location. Pink Shell Beach Resort and Marina - Beach resort. 18.1 mi (29.1 km) from Pineland. Has 3 outdoor pools, 3 restaurants, and a full-service spa. Highly rated for its pool. DiamondHead Beach Resort - Beach resort. 19.4 mi (31.1 km) from Pineland. Popular for its pool. Enjoy the 2 hot tubs, fitness center, and beach sun loungers. Tween Waters Island Resort & Spa - Beach resort. 10.7 mi (17.2 km) from Pineland. Amenities include 2 outdoor pools, 3 restaurants, and 2 poolside bars. South Seas - Beach resort. 9.5 mi (15.3 km) from Pineland. Access to 6 outdoor pools, 5 restaurants, and a private beach.
What can I do in Pineland?
Calusa Heritage Trail and Randell Research Center are a few of the interesting sights to visit. In the area, other attractions include Useppa Island and Cabbage Key.
What's the weather like in Pineland?
The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 68°F. The rainiest months in Pineland are August, June, September, and July, with each month seeing an average of 7 inches of rainfall.
What's the best way to get to and around Pineland?
Fly into Punta Gorda Airport (PGD), which is located 20.1 mi (32.3 km) away from the city center. Otherwise, look for flights into Southwest Florida Intl. Airport (RSW), which is 26.3 mi (42.3 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia