Hotels in Highland Oaks

Name: Wyndham Grand Clearwater Beach
Price range: $357 total

May 18 - May 19

Tonight

May 19 - May 20

Tomorrow night

Featured Hotels in Highland Oaks

Free Cancellation

Reserve now, pay when you stay

4.76 mi from Highland Oaks

$232 nightly

$272 total

May 26 - May 27

Total with taxes and fees

Guests of Island Grand at TradeWinds have access to 5 outdoor pools, a water park, and a children's pool. If you drive, self parking is USD 25.00 per night, and there's also an airport shuttle for a fee. The front desk has multilingual staff standing by 24 hours a day to assist with tours/tickets and dry cleaning/laundry. Other amenities at this beach resort include a 24-hour gym, 2 hot tubs, and free WiFi in public areas.

Pool

Hot Tub

Free Cancellation

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4.86 mi from Highland Oaks

$205 nightly

$240 total

May 26 - May 27

Total with taxes and fees

At RumFish Beach at TradeWinds, guests enjoy 4 outdoor pools, karaoke, and a 24-hour gym. If you drive, self parking is USD 25.00 per night, and there's also an airport shuttle for a fee. The front desk has multilingual staff standing by 24 hours a day to assist with tours/tickets and dry cleaning/laundry. Other amenities at this beach resort include 2 hot tubs, free WiFi in public areas, and express check-out.

Pool

Hot Tub

Free Cancellation

16.52 mi from Highland Oaks

$147 nightly

$167 total

May 24 - May 25

Total with taxes and fees

Guests staying at The Westin Tampa Bay enjoy access to a private beach, a 24-hour gym, and free WiFi in public areas. Valet parking is available for USD 35 per day. Multilingual staff at the 24-hour front desk can assist with luggage storage, securing valuables, and concierge services. Other amenities at this beach hotel include meeting rooms, conference space, and a business center.

On private beach

Pet friendly

Compass Hotel by Margaritaville Anna Maria Sound

Free Cancellation

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17.31 mi from Highland Oaks

$163 nightly

$185 total

May 28 - May 29

Total with taxes and fees

At Compass Hotel by Margaritaville Anna Maria Sound, guests enjoy features like an outdoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking if you drive. The 24-hour front desk has multilingual staff ready to assist with concierge services, luggage storage, and securing valuables. Additional amenities include conference space, coffee/tea in a common area, and a microwave in a common area.

Pool

Breakfast included

Free Cancellation

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17.61 mi from Highland Oaks

$124 nightly

$141 total

May 25 - May 26

Total with taxes and fees

Guests staying at Hilton Tampa Airport Westshore enjoy an outdoor pool, a 24-hour gym, and WiFi in public areas. If you drive, self parking is USD 25 per night, or you can take advantage of the free airport shuttle (available on request). The front desk has multilingual staff on hand 24/7 to help with concierge services, securing valuables, and luggage storage. Additional amenities include conference space, a business center, and express check-in.

Pool

Free airport shuttle

Free Cancellation

Reserve now, pay when you stay

18.25 mi from Highland Oaks

$424 nightly

$479 total

May 25 - May 26

Total with taxes and fees

Guests of Opal Sands Resort enjoy a full-service spa, an outdoor pool, and a gym. Valet parking is offered for USD 42.80 per day. Front-desk staff can answer questions 24/7, and assist with luggage storage, concierge services, and securing valuables. Other amenities at this beach resort include a hot tub, meeting rooms, and a business center.

Pool

Hot Tub

Hyatt Regency Clearwater Beach Resort and Suites

18.42 mi from Highland Oaks

$304 nightly

$344 total

May 25 - May 26

Total with taxes and fees

Hyatt Regency Clearwater Beach Resort and Suites features a full-service spa, an outdoor pool, and a children's pool. Parking is available for USD 36 per night (USD 40 per night for valet parking), and there's also an area shuttle. The 24-hour front desk has multilingual staff ready to assist with securing valuables, dry cleaning/laundry, and luggage storage. Other amenities at this beach resort include a 24-hour gym, a rooftop terrace, and free WiFi in public areas.

Pool

Hot Tub

18.5 mi from Highland Oaks

$316 nightly

$357 total

May 25 - May 26

Total with taxes and fees

Wyndham Grand Clearwater Beach features a full-service spa, an outdoor pool, and a 24-hour gym. Valet parking is available for USD 40 per day. The 24-hour front desk has multilingual staff ready to assist with concierge services, luggage storage, and dry cleaning/laundry. Other amenities at this beach hotel include a sauna, a hot tub, and meeting rooms.

Pool

Hot Tub

Free Cancellation

Reserve now, pay when you stay

18.7 mi from Highland Oaks

$204 nightly

$230 total

May 25 - May 26

Total with taxes and fees

Hilton Clearwater Beach Resort & Spa features a private beach, a full-service spa, and 2 outdoor pools. Valet parking is offered for USD 40.00 per night. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, securing valuables, and concierge services. Other amenities at this beach resort include a 24-hour gym, free WiFi in public areas, and conference space.

On private beach

Pool

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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.

Highland Oaks hotels essential information

Accommodation	18,761 hotels
Lowest Price	$141
Highest Price	$479
Popular hotels	Wyndham Grand Clearwater Beach, The Westin Tampa Bay, Hilton Clearwater Beach Resort & Spa, Island Grand at TradeWinds, RumFish Beach at TradeWinds, Compass Hotel by Margaritaville Anna Maria Sound, Hyatt Regency Clearwater Beach Resort and Suites, Hilton Tampa Airport Westshore, Opal Sands Resort

Popular places to visit

John's Pass Village & Boardwalk

4.5/5(1,655 reviews)

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the marina in this family-friendly area, or check out its lively bars.

Fort De Soto Park

4.5/5(681 reviews)

Enjoy the beautiful sunsets and explore Fort De Soto Park, a lovely green space in Tierra Verde. Discover the top-notch restaurants and great live music in this family-friendly area.

Vinoy Park

4.5/5(231 reviews)

After visiting Vinoy Park, make a plan to see the other sights and activities in St. Petersburg. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Recent Reviews

4/5 Good

"First time staying at Rumfish and we were automatically upgraded to a Gulf view! No balcony, but floor to ceiling sliding glass door with a railing which worked perfectly. The pool was directly below us and the view was amazing. Room was a little dated, but we had all the essentials, stove, microwave refrigerator. Too bad no one seemed to know where the Publix and Walmart was. We were told we would have to go to Tampa, but they are located a few miles south of the resort and can use the free shuttle to get there. Great Restaurants are within walking distance and TradeWinds has made some nice upgrades, adding more eateries. We stayed there several years ago. Location is excellent! Staff is friendly and cannot say enough about our checkin/out service. Hubby lost his CC the night before checking out. I made mention to the agent and he asked if I wanted him to leave information with security. I handed him the information, he went behind the counter and came back with our CC in hand! What a relief and must say quite surprised and very grateful. Thank you staff at RumFish Resort. We will be back 👍"

A verified traveler stayed at RumFish Beach at TradeWinds

Posted 2 hours ago

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