Condo
10.0(125 Reviews)
2 Bedrooms
4 Guests
Oceanfront
Parking
Pool
Spa
US $271/Night
7 Nights - US $1,900
Flagler County Holiday Rentals
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Compare Holiday Rentals, Villas & Resorts in Flagler County
10.0
House
10.0(5 Reviews)
3 Bedrooms
10 Guests
- Oceanfront
- Parking
- Pool
Ocean View
US $457/Night
7 Nights - US $3,199
Apartment
10.0(2 Reviews)
1 Bedroom
- Parking
- Pool
Balcony/Terrace
Kitchen
US $360/Night
7 Nights - US $2,520
Apartment
10.0(114 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
View- Kitchen
US $154/Night
7 Nights - US $1,080
House
10.0(5 Reviews)
3 Bedrooms
6 Guests
- Parking
- View
Air Conditioner
Internet
US $200/Night
7 Nights - US $1,397
Condo
10.0(105 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $206/Night
7 Nights - US $1,440
House
10.0(89 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $219/Night
7 Nights - US $1,536
Condo
10.0(54 Reviews)
2 Bedrooms
4 Guests
Private Pool- Parking
- Pool
- Balcony/Terrace
US $217/Night
7 Nights - US $1,520
Cottage
10.0(53 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $261/Night
7 Nights - US $1,826
Luxury Holiday Rentals in Flagler County
Over 2528+ Luxury Holiday Rentals in or Near Flagler County
New
House
4 Bedrooms
10 Guests
- Parking
- Pool
- Spa
- Balcony/Terrace
Unlock the Best Price
House
10.0(1 Review)
3 Bedrooms
7 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $6,120/Night
7 Nights - US $42,842
House
10.0(6 Reviews)
7 Bedrooms
14 Guests
- Private Pool
- Oceanfront
Hot Tub- Parking
US $3,115/Night
7 Nights - US $21,808
US $2,921/Night
7 Nights - US $20,448
House
10.0(2 Reviews)
4 Bedrooms
10 Guests
Private Beach- Oceanfront
- Parking
- Ocean View
US $2,703/Night
7 Nights - US $18,918
House
10.0(9 Reviews)
7 Bedrooms
15 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $2,522/Night
7 Nights - US $17,654
House
10.0(2 Reviews)
5 Bedrooms
12 Guests
- View
- Internet
Pet Friendly
Child Friendly
US $2,452/Night
7 Nights - US $17,167
House
9.4(10 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $2,288/Night
7 Nights - US $16,013
House
11 Bedrooms
10 Guests
- Private Beach
- Hot Tub
- Parking
- Pool
US $1,897/Night
7 Nights - US $13,276
Top-Rated Holiday Rentals with a Pool in Flagler County
Over 1368+ The Best Private Villas and Holiday Rentals in Flagler County with a Pool
House
10.0(233 Reviews)
5 Bedrooms
12 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $832/Night
7 Nights - US $5,823
House
10.0(180 Reviews)
4 Bedrooms
10 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $559/Night
7 Nights - US $3,912
Condo
10.0(155 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $358/Night
7 Nights - US $2,508
Condo
10.0(117 Reviews)
3 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $535/Night
7 Nights - US $3,748
Condo
10.0(107 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $362/Night
7 Nights - US $2,536
Condo
10.0(99 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $452/Night
7 Nights - US $3,165
Condo
10.0(88 Reviews)
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $341/Night
7 Nights - US $2,387
House
10.0(84 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $487/Night
7 Nights - US $3,407
Condo
10.0(82 Reviews)
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $253/Night
7 Nights - US $1,769
Pet-Friendly Holiday Rentals in Flagler County
Over 1145+ Pet-Friendly Holiday Rentals in or Near Flagler County
Condo
10.0(53 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $243/Night
7 Nights - US $1,699
House
10.0(4 Reviews)
3 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $719/Night
7 Nights - US $5,033
Condo
9.6(4 Reviews)
3 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $334/Night
7 Nights - US $2,338
House
10.0(50 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $249/Night
7 Nights - US $1,740
House
10.0(4 Reviews)
2 Bedrooms
7 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $131/Night
7 Nights - US $914
Cottage
10.0(36 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $333/Night
7 Nights - US $2,329
House
10.0(10 Reviews)
2 Bedrooms
7 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $451/Night
7 Nights - US $3,160
House
10.0(10 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $223/Night
7 Nights - US $1,563
Condo
10.0(7 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $196/Night
7 Nights - US $1,374
Large Holiday Rentals and Private Villas in Flagler County
Over 534+ Large Holiday Rentals and Private Villas in or Near Flagler County
Villa
9.6(14 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $286/Night
7 Nights - US $2,002
House
10.0(3 Reviews)
1 Bedroom
11 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $237/Night
7 Nights - US $1,657
House
9.2(21 Reviews)
4 Bedrooms
10 Guests
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
US $719/Night
7 Nights - US $5,034
House
9.2(7 Reviews)
2 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $338/Night
7 Nights - US $2,363
House
10.0(1 Review)
5 Bedrooms
14 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,089/Night
7 Nights - US $7,623
House
10.0(92 Reviews)
6 Bedrooms
14 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $940/Night
7 Nights - US $6,583
House
10.0(73 Reviews)
4 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,160/Night
7 Nights - US $8,122
House
10.0(66 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $1,467/Night
7 Nights - US $10,270
House
10.0(49 Reviews)
6 Bedrooms
16 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $1,268/Night
7 Nights - US $8,876
Wheelchair Accessible Holiday Homes in Flagler County
Over 505+ Wheelchair Accessible Holiday Homes in or Near Flagler County
Condo
10.0(39 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $325/Night
7 Nights - US $2,273
Apartment
10.0(3 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
Breakfast- Parking
US $370/Night
7 Nights - US $2,590
Condo
8.0(2 Reviews)
3 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $181/Night
7 Nights - US $1,269
Condo
10.0(33 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $271/Night
7 Nights - US $1,897
Apartment
10.0(1 Review)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $237/Night
7 Nights - US $1,659
Condo
10.0(24 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $316/Night
7 Nights - US $2,215
Condo
10.0(21 Reviews)
2 Bedrooms
5 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $296/Night
7 Nights - US $2,072
Condo
10.0(15 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Spa
- Ocean View
US $169/Night
7 Nights - US $1,183
Condo
10.0(10 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $339/Night
7 Nights - US $2,370
Flagler County Private Villas and Holiday Homes Under $200
Over 432+ Flagler County Private Villas and Holiday Homes Under $200
House
10.0(33 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $176/Night
7 Nights - US $1,235
House
10.0(4 Reviews)
3 Bedrooms
9 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $100/Night
7 Nights - US $700
House
9.8(309 Reviews)
1 Bedroom
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $180/Night
7 Nights - US $1,262
Condo
10.0(10 Reviews)
1 Bedroom
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $187/Night
7 Nights - US $1,312
Apartment
10.0(3 Reviews)
1 Bedroom
2 Guests
- Private Beach
- Oceanfront
- Hot Tub
- Parking
US $176/Night
7 Nights - US $1,234
Condo
10.0(7 Reviews)
2 Bedrooms
7 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $189/Night
7 Nights - US $1,326
House
10.0(5 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $90/Night
7 Nights - US $627
New
House
10.0(2 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $148/Night
7 Nights - US $1,038
House
10.0(1 Review)
2 Bedrooms
5 Guests
- Child Friendly
US $168/Night
7 Nights - US $1,177
Instantly Bookable Holiday Homes in Flagler County
Over 1651+ Instantly Bookable Holiday Homes in or Near Flagler County
Apartment
10.0(32 Reviews)
1 Bedroom
3 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $222/Night
7 Nights - US $1,553
US $567/Night
7 Nights - US $3,968
House
10.0(30 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $497/Night
7 Nights - US $3,476
House
10.0(24 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $334/Night
7 Nights - US $2,340
House
10.0(19 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $718/Night
7 Nights - US $5,025
Condo
10.0(14 Reviews)
2 Bedrooms
5 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $269/Night
7 Nights - US $1,880
House
10.0(14 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $217/Night
7 Nights - US $1,521
US $256/Night
7 Nights - US $1,793
House
10.0(12 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $811/Night
7 Nights - US $5,675
Book a Last Minute Place to Stay in Flagler County
About Casai's Private Villas and Holiday Rentals in Flagler County
Discover more than 2537 vacation rentals available in Flagler County. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Flagler County.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Flagler County, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Flagler County. On average, places to stay near Flagler County offer 1301.02 ft², with nightly prices averaging US $424.
With Casai, finding and comparing holiday rentals in Flagler County is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other Places to Stay in Flagler County, FL
There are 2537 Flagler County, FL Holiday Rentals
- Prices for a holiday home in Flagler County start at US $20
- Top rated vacation home in Flagler County is 5 Bedroom Luxury Gated Ocean View Home with Amenities
- Most popular short term in Flagler County is Compass Hotel Flagler Beach
- Cheapest place to stay in Flagler County is The Beach House at Si Como No Inn
- Most expensive holiday rental in Flagler County is 4 Bedrooms | Game Lounge | Pool Firepit
Recently Booked Holiday Rentals in Flagler County
- Dramatic 6th floor ocean views from all rooms, easy beach access, heated pool
- Peaceful 3‑Bedroom Flagler Beach House with Private Beach Access and Private Pool
- Resort-style Perks! Riverfront Gem in Palm Coast
- Sunset Creek - Incredible Style & Decor - a true Flagler Beach Hidden Gem!
- Cozy, Private Home Close to the I95 and Beaches
Frequently Asked Questions About Flagler County?
What are the top holiday rentals in Flagler County?
With numerous options available in Flagler County, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Flagler County:
- 5 Bedroom Luxury Gated Ocean View Home with Amenities
- 4 King beds and En Suite Bathrooms - Ocean & Lake view, Elevator, 2 heated pools
- Cinnamon Beach Signature Oceanfront Fourth Floor# 443, Dog Friendly
- Dramatic 6th floor ocean views from all rooms, easy beach access, heated pool
- Pet Free/Allergy Friendly - Huge Direct Oceanfront 3BR/3BA Condo - Owner Managed
- Sunset Creek - Incredible Style & Decor - a true Flagler Beach Hidden Gem!
- Direct Oceanfront Paradise with Gigabit Internet and 55” 4K Streaming TV!
- Beachfront Condo- Panoramic Ocean View from Wraparound Balcony, POOLS Pickleball
- Cinnamon Beach Sunrise: Unit 844
- Cinnamon Beach Sunrise: Unit 853
How many holiday rentals have private pools in Flagler County?
Discover a selection of holiday rentals with private pools near Flagler County with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Flagler County are best for families?
If you're searching for a family-friendly holiday home in Flagler County, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Flagler County:
How many Casai.nz holiday rentals are available in Flagler County?
As of 2026, Casai boasts over 2537 properties listed in the Flagler County area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Flagler County.
