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Our top choices for Oakland Hills hotels

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, (1,876 reviews)
"Great staff, room and amenities. "
United States
Carrie
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Port Charlotte Waterfront Home

Port Charlotte Waterfront Home
2.5 star property
21.7 km from Oakland Hills
The price is NT$7,303
NT$16,261 total
includes taxes & fees
Feb 22 - Feb 23
Port Charlotte Waterfront Home

Englewood Inn & Suites

Englewood Inn & Suites
2.5 star property
6.1 km from Oakland Hills
7.4 out of 10, Good, (6 reviews)
"It was ok.. "
United States
Michael
The price is NT$4,238
NT$4,746 total
includes taxes & fees
Feb 27 - Feb 28
Englewood Inn & Suites

MALU LANI Inn & Marina

MALU LANI Inn & Marina
2.5 star property
24.3 km from Oakland Hills
The price is NT$6,639
NT$10,227 total
includes taxes & fees
Mar 1 - Mar 2
MALU LANI Inn & Marina

Spacious Family Retreat Port Charlotte

Spacious Family Retreat Port Charlotte
2.0 star property
20.3 km from Oakland Hills
10.0 out of 10, Exceptional, (1 review)
"Clean, great amenities, and perfect layout for a family of 3 with a toddler."
United States
William
The price is NT$4,646
NT$9,949 total
includes taxes & fees
Feb 26 - Feb 27
Spacious Family Retreat Port Charlotte

American Inn Punta Gorda

American Inn Punta Gorda
2.5 star property
26.8 km from Oakland Hills
7.6 out of 10, Good, (449 reviews)
"Clean room ; well lit: good experience for this type motel"
Canada
David
The price is NT$3,614
NT$4,048 total
includes taxes & fees
Feb 20 - Feb 21
American Inn Punta Gorda

Boca Grande Hotel

Boca Grande Hotel
2.5 star property
9.5 km from Oakland Hills
8.8 out of 10, Excellent, (600 reviews)
"Perfect Boca stay! Clean, quiet, great staff!"
United States
Cheri
The price is NT$7,345
NT$8,226 total
includes taxes & fees
Feb 24 - Feb 25
Boca Grande Hotel

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, (1,000 reviews)
"We love staying here when visiting Loveland just a few miles away. "
United States
Lori
The price is NT$6,253
NT$7,065 total
includes taxes & fees
Mar 1 - Mar 2
Best Western Plus Ambassador Suites Venice

Sun Coast Inn

Sun Coast Inn
2.5 star property
6.8 km from Oakland Hills
8.0 out of 10, Very Good, (892 reviews)
"Great staff, great location "
United States
gregory
The price is NT$4,677
NT$5,472 total
includes taxes & fees
Feb 22 - Feb 23
Sun Coast Inn

Knights Inn Punta Gorda

Knights Inn Punta Gorda
1.5 star property
27.9 km from Oakland Hills
7.2 out of 10, Good, (968 reviews)
"Room very clean and bed comfortable. Staff very accommodating."
United States
Shirley
The price is NT$3,086
NT$3,456 total
includes taxes & fees
Mar 6 - Mar 7
Knights Inn Punta Gorda

Lemon Bay Motel

Lemon Bay Motel
2.0 star property
7.8 km from Oakland Hills
8.2 out of 10, Very Good, (68 reviews)
"We didn't stay there "
United States
Ian
The price is NT$4,363
NT$4,887 total
includes taxes & fees
Mar 3 - Mar 4
Lemon Bay Motel

Baymont by Wyndham Punta Gorda/Port Charlotte

Baymont by Wyndham Punta Gorda/Port Charlotte
2.5 star property
28 km from Oakland Hills
8.4 out of 10, Very Good, (1,190 reviews)
"Staff was very friendly..maybe offer some yogurt and kinda change up the breakfast other then that very friendly and nice..thank you"
United States
Tina
The price is NT$4,774
NT$5,347 total
includes taxes & fees
Feb 22 - Feb 23
Baymont by Wyndham Punta Gorda/Port Charlotte

Inn at the Beach

Inn at the Beach
3.0 star property
29.1 km from Oakland Hills
9.8 out of 10, Exceptional, (1,005 reviews)
"Staff & location also the room was very clean & cleaned thoroughly every day"
United Kingdom
Alan
Inn at the Beach

Holiday Inn Express & Suites Punta Gorda by IHG

Holiday Inn Express & Suites Punta Gorda by IHG
2.5 star property
28 km from Oakland Hills
9.4 out of 10, Exceptional, (1,000 reviews)
"Clean room, comfortable bed, great breakfast "
United States
Linda
The price is NT$5,374
NT$6,019 total
includes taxes & fees
Mar 22 - Mar 23
Holiday Inn Express & Suites Punta Gorda by IHG

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, (1,107 reviews)
"Beautiful rooms and perfect location!!"
United States
Olivia Rose
The price is NT$9,018
NT$10,100 total
includes taxes & fees
Feb 22 - Feb 23
The Suites at Fishermen’s Village- 2 Bedroom Suites

Hampton Inn Port Charlotte

Hampton Inn Port Charlotte
2.5 star property
28.4 km from Oakland Hills
9.2 out of 10, Wonderful, (433 reviews)
"Staff very friendly, great breakfast, convenient location"
United States
Andrea
The price is NT$6,505
NT$7,286 total
includes taxes & fees
Feb 22 - Feb 23
Hampton Inn Port Charlotte

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, (1,000 reviews)
"The room was perfect and having doors to the courtyard made it even better, having morning coffee outside! Staff Very friendly and love how it’s located to stores and close to the beach we will be returning. "
United States
Ann
The price is NT$3,735
NT$4,432 total
includes taxes & fees
Feb 22 - Feb 23
Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
8.1 km from Oakland Hills
10.0 out of 10, Exceptional, (16 reviews)
"Great place and location "
United States
Cathy
The price is NT$4,929
NT$19,662 total
includes taxes & fees
Feb 27 - Feb 28
Chadwick Cove Resort & Marina

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, (1,001 reviews)
"Room was clean, staff friendly."
United States
Martha
The price is NT$4,509
NT$5,050 total
includes taxes & fees
Mar 22 - Mar 23
Sleep Inn & Suites 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
7.6 out of 10, Good, (1,003 reviews)
"Easy check in, convenient location, friendly staff, overall great place to stay for a great price."
United States
Kandace
The price is NT$3,917
NT$4,387 total
includes taxes & fees
Mar 1 - Mar 2
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.

Where to stay in Oakland Hills

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

White Marsh

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

Pine Valley

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

Rotonda Heights

While there might not be top attractions in Rotonda Heights, you can explore the larger area and discover places like Don Pedro Island Beach and Stump Pass Beach State Park.

Pinehurst

While there might not be top attractions in Pinehurst, you can explore the larger area and discover places like Don Pedro Island Beach and Stump Pass Beach State Park.

Top Oakland Hills Hotel Reviews

Find out more about Oakland Hills

Top reasons to visit Oakland Hills

  • Scenic Outdoor Activities: Oakland Hills offers stunning hiking trails and outdoor seating areas for nature lovers.
  • Beautiful Beaches: Enjoy the serene waterfront and local beaches perfect for relaxation and family fun.
  • Charming Community: Experience the welcoming atmosphere and friendly locals that enhance your vacation.
  • Variety of Accommodations: Choose from pet-friendly hotels, cozy vacation homes, and charming cottages for a comfortable stay.
  • Rich Cultural Experiences: Explore nearby attractions like museums and local performances for a cultural touch.

Find great hotels near Oakland Hills

Discover a variety of lodging options in Oakland Hills, Rotonda West, Florida, perfect for every traveler. Whether you're seeking pet-friendly hotels, cozy vacation homes, or charming cottage rentals, you'll find the ideal accommodation for your adventure. From comfortable motels to spacious condos, Oakland Hills offers a welcoming atmosphere for both leisure and business travelers alike, ensuring a memorable stay in this beautiful area.

  • Days Inn by Wyndham Port Charlotte/Punta Gorda: Nestled 20.9km from Oakland Hills, the Days Inn by Wyndham Port Charlotte/Punta Gorda invites adventure seekers and pet lovers alike. This 3-star hotel offers a variety of outdoor activities, including sailing, waterskiing, and snorkeling—all conveniently located nearby. For those who prefer to stay closer to home, the hotel features personal motor watercraft available onsite. With a pet-friendly policy allowing dogs and service animals, guests can enjoy their vacation without leaving their furry friends behind. Whether you're here for business or leisure, this hotel provides a welcoming atmosphere for all types of travelers.
  • Country Inn & Suites by Radisson, Port Charlotte, FL: Located 27.4km from Oakland Hills, Country Inn & Suites by Radisson is the perfect blend of comfort and adventure for business and leisure travelers. This hotel features a range of recreational activities including hiking, biking, and exciting water sports like windsurfing and rafting. Guests can also enjoy personal motor watercraft right onsite. The warm, inviting decor and friendly service create a homely environment, ensuring a restful stay after a day of exploration. Ideal for those looking for both adventure and convenience, this hotel truly caters to diverse vacation needs.
  • Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda: A mere 22.5km from Oakland Hills, Microtel Inn & Suites provides a cozy and practical lodging option for business travelers. This hotel emphasizes comfort and functionality with well-appointed rooms and essential amenities to ensure a productive stay. While it is tailored primarily for business, its location also allows easy access to local attractions and activities. Guests appreciate the streamlined service and the ease of travel this hotel offers, making it a top choice for professionals visiting the area.

Where to stay near Oakland Hills

Oakland Hills in Rotonda West, Florida, offers a delightful blend of beach relaxation and outdoor adventures. Visitors can explore the serene waterfront area, enjoy family-friendly excursions, and soak in the beautiful scenery. Nearby, the charming atmosphere of Oakland and the vibrant culture of New Orleans await, making it an ideal destination for those seeking a peaceful yet engaging vacation experience. Discover the welcoming community and secluded spots that make Oakland Hills a perfect getaway.

  • Englewood: Located 11.3km from Oakland Hills, Englewood is a charming city that offers a delightful blend of beach and outdoor experiences. Visitors flock here year-round, with peak travel times occurring from February to March and September. Known for its stunning beaches and scenic views, Englewood is perfect for relaxation and recreation. Popular activities include golfing at local courses, enjoying the recreational area, and spending time at family-friendly beaches. Don't miss the picturesque bay, where you can enjoy water activities and breathtaking sunsets.
  • Rotonda West: Situated within the boundaries of Rotonda West, Oakland Hills is immersed in this vibrant community. With traveler arrivals peaking in March to April and September, Rotonda West is a year-round destination for those seeking beach, outdoor, and scenic experiences. The area is renowned for its numerous golf courses and resorts, making it a prime spot for golf enthusiasts. Visitors can also enjoy the stunning beaches and local attractions, with the serene bay offering a perfect backdrop for outdoor adventures.
  • Manasota Key: Just 8.0km from Oakland Hills, Manasota Key is a picturesque village known for its idyllic island atmosphere. With travel peaks occurring in March to April and July, this destination offers a mix of beach relaxation and outdoor fun. Visitors can explore local recreational areas, shop at quaint malls, and enjoy the charming shopping district. The pristine beaches and family-friendly areas make it an ideal spot for travelers seeking both tranquility and adventure, while the bay provides ample opportunities for water-based activities.

Things to do near Oakland Hills

Oakland Hills offers a perfect blend of beach and outdoor activities, making it ideal for a scenic vacation. Visitors can enjoy popular attractions such as local resorts, private country clubs, and golf courses. Outdoor enthusiasts will find exciting hiking trails, opportunities for sightseeing, and vibrant spots for outdoor seating, ensuring a memorable experience in this charming area of Rotonda West, Florida.

Shopping

Fishermen's Village, 22.5km from Oakland Hills, offers a vibrant shopping experience with entertainment and family-friendly vibes. Sun Flea Market, located 20.9km away, provides a bustling atmosphere for local treasures. Don't miss Wigert's Mango Grove & Bonsai Nursery, 40.2km from Oakland Hills, for unique gifts and plants.

Recreation

Experience luxury at Oyster Creek Golf Club with pristine greens and a serene atmosphere. For an active day, head to Charlotte Sports Park, where you can enjoy exciting games. Unwind at Cedar Point Environmental Park, surrounded by nature for relaxation and rejuvenation.

Adventure

At North Port Aquatic Center, experience thrilling water slides and relaxing pools, perfect for family fun, located 20.9km from Oakland Hills. For more adventure, visit Sun Splash Water Park, 41.8km away, featuring exciting attractions and entertainment for all ages.

Nightlife

Experience enchanting evenings at Lemon Bay Playhouse, just 11.3km away, where romance and culture blend beautifully. For family fun, visit Treasure Lanes, 19.3km from Oakland Hills, offering arcade adventures. Catch a film at Regal Town Center - Port Charlotte, also 19.3km away, perfect for entertainment and romance.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Oakland Hills

To save money on your trip to Oakland Hills, consider visiting between August and October for lower rates. Stay on a Tuesday for the best hotel prices, and utilize Expedia's search tool to find eco-friendly accommodations and package deals that combine hotels, flights, and activities. Prioritize free activities in the area for entertainment and explore public transport options, which can be more affordable than renting a car. Always compare prices to ensure you're getting the best deals on your travel plans.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Oakland Hills are August to October, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Oakland Hills is Tuesday. The most expensive day to stay around Oakland Hills is Friday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your travel preferences, such as your budget, desired location, and hotel type. For instance, by selecting the “Eco-certified” option, you’ll find a selection of sustainable and eco-friendly hotels currently available. To discover the best prices and deals, simply arrange the price filter from low to high.
  • Consider bundling your trip: You can save on your trip by combining your Oakland Hills hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Oakland Hills

Oakland Hills in Rotonda West, Florida, is perfect for a beach and outdoor getaway, offering stunning scenery and family-friendly activities. Explore popular attractions like the local beaches, urban parks, and national/state parks. For a more enriching experience, consider visiting the Oakland Museum, Oakland Zoo, or catching a performance by the Oakland Symphony in downtown Oakland. There are also vacation rentals available for a comfortable stay while you enjoy all that this beautiful area has to offer.

  • Englewood Beach: Located 8.0km from Oakland Hills, Englewood Beach offers a quintessential beach experience with soft sands and tranquil waters. Perfect for sunbathing, swimming, or beachcombing, it provides a laid-back atmosphere ideal for relaxation and enjoying the beautiful sunsets.
  • Don Pedro Island Beach: Just 3.2km away, this State Park features stunning scenery and opportunities for outdoor adventures. Explore the pristine beach, hike the nature trails, and spot local wildlife, making it a perfect destination for nature lovers and adventure seekers alike.
  • Gasparilla Marina: Situated 6.4km from Oakland Hills, Gasparilla Marina is a hub for water activities. Enjoy fishing, boating, or simply soaking in the vibrant marina vibes while indulging in fresh seafood at nearby eateries.

Best time to go to Oakland Hills

The best time to visit Oakland Hills is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January63.7°F (17.6°C)No RainMostly SunnyAverageAverage
February66.0°F (18.9°C)No RainSunnySlightly HighSlightly High
March68.7°F (20.4°C)No RainSunnySlightly HighSlightly High
April73.9°F (23.3°C)Light RainMostly SunnyAverageSlightly High
May78.1°F (25.6°C)Light RainMostly SunnyAverageAverage
June82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
July83.3°F (28.5°C)Light RainMostly SunnySlightly HighAverage
August83.7°F (28.7°C)Light RainMostly SunnyAverageSlightly Low
September81.9°F (27.7°C)Light RainMostly SunnySlightly LowSlightly Low
October77.5°F (25.3°C)Light RainMostly SunnySlightly LowSlightly Low
November71.2°F (21.8°C)No RainMostly SunnySlightly LowAverage
December67.3°F (19.6°C)No RainMostly SunnyAverageAverage

The nearest major airports for your trip to Oakland Hills

When planning your trip to Oakland Hills, Florida, you have several airport options. Fort Myers International Airport (RSW) is 66.0km away, with nearby hotels like the 4.5-star Hyatt Regency Coconut Point Resort & Spa, 16.1km from the airport, and the 3.5-star Doubletree by Hilton, just 11.3km away. Sarasota-Bradenton International Airport (SRQ) is 61.2km from Oakland Hills, featuring the luxurious 5-star Ritz-Carlton, only 4.8km from the airport. The closest option is Punta Gorda Airport (PGD), located 29.0km away, offering nearby accommodations such as the 4-star Wyvern Hotel, just 6.4km from the airport.

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.
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 95 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 Stump Pass Beach State Park and Little Gasparilla Island Beach while you're sightseeing around the area.

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