Countryside Vacations from $313

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Countryside Vacation

Make travel planning hassle-free by locking in a vacation package to Countryside. Let us handle the specifics, so you can concentrate on enjoying everything this neighborhood has to offer. Start your trip to Countryside with a visit to nearby attractions such as Go-Kart City, Crane Lakes Golf and Country Club and Port Orange Sport Complex. No matter what your ideal Countryside vacation looks like, you can make it a reality with Expedia.

The Latest Countryside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $552, price is now $313 per person
$313
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Orlando (MCO)
8.6/10 Excellent! (1,021 reviews)
Everything was great

Reviewed on May 4, 2026

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $1,064, price is now $514 per person
$514
per person
Jun 27 - Jul 4
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (1,680 reviews)
Didn’t eat breakfast on site we cooked.

Reviewed on May 8, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Save 100% on your flight
Price was $2,202, price is now $1,197 per person
$1,197
per person
Jul 15 - Jul 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (1,004 reviews)
Me and my fiancé got a cottage just for me and him and it was beautiful! It made us feel like we were at home with all the amenities we also cooked a home made meal they had all the pans, plates, etc.. we did have to rewash current stuff there was still food on them from who knows when. Also one of the pillow sheets were really dirty we just removed it. Other than that everything was amazing also we loved the H2O water park! We mostly differently will be back !

Reviewed on May 4, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
Price was $1,111, price is now $624 per person
$624
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (1,243 reviews)
Muy limpio bonito y ordenado excelente precio

Reviewed on May 4, 2026

Harbor Island Beach Club by Villatel

Harbor Island Beach Club by Villatel

2 out of 5
Save 100% on your flight
Price was $2,073, price is now $1,215 per person
$1,215
per person
Jun 11 - Jun 16
found 21 hours ago
Roundtrip flight included
New York (NYC) to Orlando (MCO)
9/10 Wonderful! (4 reviews)
This property is great for large groups. The community is relaxed and comfortable. It’s easy walking distance and access to Melbourne beach. Very nice.

Reviewed on Mar 9, 2025

Where to stay in Countryside

Find the best Countryside areas and neighborhoods for the activities you enjoy most. Learn more about Countryside
Default Image

Fly In Spruce Creek

If you're looking for some top things to see and do in Fly In Spruce Creek and surrounding area, you can visit Spruce Creek Country Club and Crane Lakes Golf and Country Club.

Find hotels in Fly In Spruce Creek

Countryside 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
$122 nightly
The price is $137 total per night from May 31 to Jun 1
$137 total
May 31 - Jun 1
Total with taxes and fees
7.4/10 Good! (4,807 reviews)
it was fine, breakfast sucked

Reviewed on May 7, 2026

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
$189 nightly
The price is $212 total per night from May 21 to May 22
$212 total
May 21 - May 22
Total with taxes and fees
9.2/10 Wonderful! (4,627 reviews)
The hotel spends a lot on cleaning staff, and the rooms and common areas are in great condition. The facilities were well maintained and the pool very nice. The pool chairs were tired and not comfortable. The Abalone restaurant was understaffed and consequently the food and service were not great. ...

Reviewed on May 7, 2026

Daytona Grande Oceanfront Resort
Nautilus Inn

Nautilus Inn

2.5 out of 5
1515 S Atlantic Ave Daytona Beach FL
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $111 total per night from May 14 to May 15
$111 total
May 14 - May 15
Total with taxes and fees
9.2/10 Wonderful! (3,183 reviews)
A clean, friendly no frill hotel. Coffee access limited to 7-11 instead of all day. It appeared as though they use to serve at least ..a continental breakfast but no longer do so. Only iron is on the 4th floor and there is a $10 a night parking fee. Pool is small but clean.

Reviewed on May 8, 2026

Nautilus Inn
See all 8,164 properties in Countryside
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 Countryside

Spruce Creek Country Club

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
Stained Glass of the Magi or Three Wise Men

Catholic Church of the Epiphany

After visiting Catholic Church of the Epiphany, make a plan to see the other sights and activities in Port Orange. Stroll along the riverfront or discover the beautiful sunrises in this family-friendly area.

Catholic Church of the Epiphany

Go-Kart City

Take the family on an outing to Go-Kart City during your trip to Port Orange. Wander the beautiful beaches and seaside in the area.

Go-Kart City

Things to do

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
Zipline Adventure through Tuscawilla Park

Zipline Adventure through Tuscawilla Park

$59
per adult
100% of travellers recommend
Zipline Adventure through Tuscawilla Park
Discovery Dolphin Boat Tour

Discovery Dolphin Boat Tour

$40
per adult
Discovery Dolphin Boat Tour
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.