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Our top choices for Oakland Hills hotels

Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers
Comfort Inn & Suites

Comfort Inn & Suites

Comfort Inn & Suites
2.5 star property
27.7 km from Oakland Hills
8.4 out of 10, Very Good, (1000)
"Great stuff at check in, very clean room, nice amenities! "
United States
Anca
The price is ￥14,224
￥15,931 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Comfort Inn & Suites
Lobby
Baymont by Wyndham Punta Gorda/Port Charlotte

Baymont by Wyndham Punta Gorda/Port Charlotte

Baymont by Wyndham Punta Gorda/Port Charlotte
2.5 star property
27.9 km from Oakland Hills
8.4 out of 10, Very Good, (1151)
"The breakfast was excellent,"
United States
ismael
The price is ￥13,933
￥15,606 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Baymont by Wyndham Punta Gorda/Port Charlotte
Front of property
Country Inn & Suites by Radisson, Port Charlotte, FL

Country Inn & Suites by Radisson, Port Charlotte, FL

Country Inn & Suites by Radisson, Port Charlotte, FL
2.5 star property
27.7 km from Oakland Hills
7.8 out of 10, Good, (1181)
"Everything was great including the breakfast choices. We will definitely stay again. "
United States
Jason
The price is ￥13,320
￥14,918 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Country Inn & Suites by Radisson, Port Charlotte, FL
Outdoor pool, open 7 AM to 10 PM, sun loungers
Holiday Inn Express & Suites Punta Gorda by IHG

Holiday Inn Express & Suites Punta Gorda by IHG

Holiday Inn Express & Suites Punta Gorda by IHG
2.5 star property
27.9 km from Oakland Hills
9.4 out of 10, Exceptional, (1000)
"Very clean, staff was friendly! Just a great stay all together"
United States
Nicole
The price is ￥16,107
￥18,040 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Express & Suites Punta Gorda by IHG
2 outdoor pools, open 8:00 AM to 8:30 PM, cabanas (surcharge)
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
4.0 star property
23.5 km from Oakland Hills
9.2 out of 10, Wonderful, (1697)
"Great resort, beautiful sunset "
United States
Ryan
The price is ￥19,717
￥28,915 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
View from property
Inn at the Beach

Inn at the Beach

Inn at the Beach
3.0 star property
29.1 km from Oakland Hills
9.8 out of 10, Exceptional, (1007)
"Very nice employees, great continental breakfast and very close to everything "
United States
Joseph
The price is ￥26,078
￥33,521 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Inn at the Beach
Lobby
Extended Stay America Premier Suites Port Charlotte I75

Extended Stay America Premier Suites Port Charlotte I75

Extended Stay America Premier Suites Port Charlotte I75
2.5 star property
27.4 km from Oakland Hills
8.0 out of 10, Very Good, (402)
"Everyone's a very very clean and everybody has very very nice"
United States
jerry
The price is ￥14,213
￥15,918 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Extended Stay America Premier Suites Port Charlotte I75
Courtyard
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway

Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway

Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway
2.0 star property
27.2 km from Oakland Hills
7.6 out of 10, Good, (1000)
"Very clean & the staff are super nice 😊 "
United States
Jean
The price is ￥10,790
￥12,732 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway
Outdoor pool
Sleep Inn & Suites Port Charlotte - Punta Gorda

Sleep Inn & Suites Port Charlotte - Punta Gorda

Sleep Inn & Suites Port Charlotte - Punta Gorda
2.5 star property
27.9 km from Oakland Hills
8.2 out of 10, Very Good, (1002)
"Clean rooms, great breakfast, nice staff!"
United States
Mary
The price is ￥14,489
￥16,227 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Sleep Inn & Suites Port Charlotte - Punta Gorda
2 bars/lounges
Wyvern Hotel, an Ascend Collection Hotel

Wyvern Hotel, an Ascend Collection Hotel

Wyvern Hotel, an Ascend Collection Hotel
4.0 star property
24.2 km from Oakland Hills
8.8 out of 10, Excellent, (1001)
"Great breakfast menu and beautiful rooms!"
United States
Lucas
The price is ￥22,078
￥24,728 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Wyvern Hotel, an Ascend Collection Hotel
Ocean views, serves lunch, dinner, and happy hour
Four Points by Sheraton Punta Gorda Harborside

Four Points by Sheraton Punta Gorda Harborside

Four Points by Sheraton Punta Gorda Harborside
3.5 star property
24.1 km from Oakland Hills
8.8 out of 10, Excellent, (1000)
"We have stayed at three other nice hotels in the area and this is by far our favorite! "
United States
lisa
The price is ￥18,140
￥22,348 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Four Points by Sheraton Punta Gorda Harborside
Terrace/patio
Hampton Inn & Suites North Port

Hampton Inn & Suites North Port

Hampton Inn & Suites North Port
2.5 star property
18.3 km from Oakland Hills
9.4 out of 10, Exceptional, (612)
"Very clean and very friendly staff! "
United States
Megan
The price is ￥24,172
￥27,315 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hampton Inn & Suites North Port
Outdoor pool
Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda

Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda

Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda
2.5 star property
22.4 km from Oakland Hills
7.2 out of 10, Good, (1000)
"Everything was great first time staying here & very happy"
United States
Scott
The price is ￥14,848
￥16,629 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda
Exterior
Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice
2.5 star property
26.5 km from Oakland Hills
9.0 out of 10, Wonderful, (1001)
"The room was spotless and the staff were terrific."
United States
Lorraine
The price is ￥18,648
￥21,073 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Best Western Plus Ambassador Suites Venice
Reception
Lemon Bay Motel

Lemon Bay Motel

Lemon Bay Motel
2.0 star property
7.8 km from Oakland Hills
8.4 out of 10, Very Good, (48)
"Clean room. Great location "
United States
Joseph
The price is ￥12,909
￥14,458 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Lemon Bay Motel
Room, 1 King Bed | Down comforters, iron/ironing board, free WiFi, bed sheets
Boca Grande Hotel

Boca Grande Hotel

Boca Grande Hotel
2.5 star property
9.5 km from Oakland Hills
8.8 out of 10, Excellent, (587)
"This place was awesome!"
United States
Dharyl
The price is ￥25,803
￥28,899 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Boca Grande Hotel
Outdoor pool
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
22.7 km from Oakland Hills
9.8 out of 10, Exceptional, (1064)
"Clean room, beautiful area, excellent staff"
United States
Crystal
The price is ￥31,540
￥35,324 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Suites at Fishermen’s Village- 2 Bedroom Suites
Front of property
Knights Inn Punta Gorda

Knights Inn Punta Gorda

Knights Inn Punta Gorda
1.5 star property
27.9 km from Oakland Hills
7.2 out of 10, Good, (955)
"Clean, proximity to the airport and price"
United States
Brian
The price is ￥14,037
￥15,721 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Knights Inn Punta Gorda
Outdoor pool
Sun Coast Inn

Sun Coast Inn

Sun Coast Inn
2.5 star property
6.8 km from Oakland Hills
7.8 out of 10, Good, (863)
"Room was was good. Location was good."
United States
Brian
The price is ￥15,964
￥18,678 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Sun Coast Inn
1 bedroom, in-room safe, individually decorated, individually furnished
Days Inn by Wyndham Port Charlotte/Punta Gorda

Days Inn by Wyndham Port Charlotte/Punta Gorda

Days Inn by Wyndham Port Charlotte/Punta Gorda
3.0 star property
20.4 km from Oakland Hills
7.8 out of 10, Good, (1003)
"The room was nice and clean , the staff were amazing!!"
United States
Rachel
The price is ￥15,301
￥17,138 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Days Inn by Wyndham Port Charlotte/Punta Gorda
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.
View all properties

Where to stay in Oakland Hills

Find the best Oakland Hills areas and neighborhoods for the activities you enjoy most.

Pine Valley

Pine Valley might not have many top sights, but Gasparilla Marina and Don Pedro Island Beach are two attractions nearby that you can check out.

White Marsh

Though White Marsh might not have many top sights, you can venture to the surrounding area to see attractions like Gasparilla Marina and Don Pedro Island Beach.

Pebble Beach

Pebble Beach might not have many top sights, but Don Pedro Island Beach and Stump Pass Beach State Park are two attractions nearby that you can check out.

Broadmoor

While there might not be top attractions in Broadmoor, you can explore the larger area and discover places like Don Pedro Island Beach and Gasparilla Marina.

Long Meadow

Long Meadow might not have many top sights, but Gasparilla Marina and Don Pedro Island Beach are two attractions nearby that you can check out.

Top Oakland Hills Hotel Reviews

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

10/10 Excellent
"Great kitchen, lovely balcony view"
Linda 2-night trip
Posted 1 day ago
The Suites at Fishermen’s Village- 2 Bedroom Suites

Frequently asked questions

What is Oakland Hills like?
Travelers will be sure to find plenty to entertain them in Rotonda West's Oakland Hills neighborhood.
What's the best accommodation in Oakland Hills?
For your stay in Oakland Hills, Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing is one of the top choices based on our traveler data.
How many hotels are there in the Oakland Hills area?
If you're searching for places to stay in Rotonda West, Expedia has something to meet your needs with 94 Oakland Hills hotels and other accommodations to choose from.
If I need to cancel my hotel reservation in Oakland Hills, will I receive a refund?
Yes! The majority of hotel room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within a 24-hour period of booking. Put your dates in and click on "Search", then use the filter option "fully refundable" to review top deals in Oakland Hills.
Where can I learn more about changing or cancelling my trip to Oakland Hills?
For more details about updating your trip to Oakland Hills or cancelling it, click here.
What are the top things to see and do in Oakland Hills?
A few places to visit in the area around Oakland Hills include Don Pedro Island Beach, Don Pedro Island State Park, and Oyster Creek Golf Club. Make a stop at Gasparilla Marina and Stump Pass Beach State Park while you're sightseeing around the area.