Cypress Head Vacations from $250

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Your Cypress Head Vacation

Uncovering everything Cypress Head has to offer is a breeze when you book a Cypress Head vacation package. Known for its golfing and more, this charming neighborhood is waiting to welcome you. Can't wait to get out and see the sights during your trip to Cypress Head? Be sure to stop by nearby attractions such as Airport Road Park, Crane Lakes Golf and Country Club and Spruce Creek Country Club. No matter what your dream Cypress Head vacation looks like, you can make it a reality with Expedia.

The Latest Cypress Head Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $544, price is now $250 per person
$250
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.8/10 Excellent! (3,086 reviews)
Moving down and needed a one night stay, staff was great, room was clean, pool was spotless!

Reviewed on Sep 5, 2025

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $1,048, price is now $258 per person
$258
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.2/10 Very Good! (5,186 reviews)
Very beautiful place and clean. I loved the cabanas outside and the lighted walkway to another beautiful sitting area. Breakfast was provided and amazing with different breakfast stations. I would definitely recommend and would love to come back and stay longer.

Reviewed on Sep 6, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $738, price is now $351 per person
$351
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.2/10 Very Good! (5,303 reviews)
Las cimodidades limpieza todo excelente

Reviewed on Sep 7, 2025

Hilton Orlando

Hilton Orlando

4 out of 5
International Drive District
Save 100% on your flight
Price was $1,021, price is now $501 per person
$501
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.4/10 Very Good! (1,007 reviews)
Great place to stay at. Can’t go wrong.

Reviewed on Sep 1, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $602, price is now $297 per person
$297
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8/10 Very Good! (1,361 reviews)
It’s an ok option if visiting but there are so many more family friendly options available with less price gouging on site, cleaner rooms, and better location. I would personally never stay here again.

Reviewed on Sep 3, 2025

Where to stay in Cypress Head

Find the best Cypress Head areas and neighborhoods for the activities you enjoy most. Learn more about Cypress Head
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Carter Norwood

While there might not be top attractions in Carter Norwood, you can explore the larger area and discover places like Ponce de Leon Inlet Lighthouse and Museum and Sunglow Fishing Pier.

Find hotels in Carter Norwood

Cypress Head Hotel Deals

Hilton Daytona Beach Oceanfront Resort

Hilton Daytona Beach Oceanfront Resort

4 out of 5
100 N Atlantic Ave, Daytona Beach, FL
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $140 total per night from Sep 8 to Sep 9
$140 total
Sep 8 - Sep 9
Total with taxes and fees
Hilton Daytona Beach Oceanfront Resort
Daytona Grande Oceanfront Resort

Daytona Grande Oceanfront Resort

4 out of 5
422 N Atlantic Ave, Daytona Beach, FL
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $205 total per night from Sep 21 to Sep 22
$205 total
Sep 21 - Sep 22
Total with taxes and fees
Daytona Grande Oceanfront Resort
Best Western Aku Tiki Inn

Best Western Aku Tiki Inn

2.5 out of 5
2225 S Atlantic Ave, Daytona Beach Shores, FL
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $90 total per night from Sep 14 to Sep 15
$90 total
Sep 14 - Sep 15
Total with taxes and fees
Best Western Aku Tiki Inn
See all 7,393 properties in Cypress Head
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Cypress Head

Spruce Creek Country Club featuring signage and a garden

Spruce Creek Country Club

Play a round of golf at Spruce Creek Country Club and enjoy other activities in Samsula-Spruce Creek such as biking. Stroll along the seaside in this family-friendly area, or check out its lively bars.

Spruce Creek Country Club
The ruins of this pre Civil War plantation are now maintained as a free to visit botanical garden. This was the last hibiscus flower and I had to get it’s close up!

Sugar Mill Botanical Gardens

Explore the lovely green spaces of Sugar Mill Botanical Gardens and also enjoy the biking trails in Port Orange. Stroll along the waterfront or discover the beautiful sunrises in this family-friendly area.

Sugar Mill Botanical Gardens

Golf Club at Cypress Head

Play a round of golf at Golf Club at Cypress Head and enjoy other activities in Port Orange such as biking. Discover the beautiful sunrises and lively bars in this family-friendly area.

Golf Club at Cypress Head

Things to do

Daytona Beach Day trip with hotel pick ups from Central Florida

Daytona Beach Day Trip Getaway with Hotel Pickup

$90
per adult
Daytona Beach Day Trip Getaway with Hotel Pickup
Small-Group Sailing Tour in Daytona Beach

Catamaran Sailing Dolphin/Manatee Watch in Daytona Beach

$69
per adult
98% of travellers recommend
Catamaran Sailing Dolphin/Manatee Watch in Daytona Beach
3 Hour Coastal Fun Cruise

3 Hour Coastal Fun Cruise

$150
per adult
3 Hour Coastal Fun Cruise
See all activities in Port Orange
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.