A sunset over a calm lake with islands and a bridge.

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Osteen holiday rentals

Interior

1. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.6 out of 10, Exceptional, (20 reviews)
"The location was perfect, can walk to restaurants easily. Unit was very clean and nicely designed, would stay again"
United States
Sara
The price is 1.997.874 ₫
3.992.615 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Bella Breeze
Exterior

2. The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (9 reviews)
"Great overnight stay. Really cute loft. Would definitely stay again."
United States
Tiffany
The price is 1.880.352 ₫
3.860.990 ₫ total
includes taxes & fees
24 Aug - 25 Aug
The Jazz Loft
Standard Apartment | Living area

3. The Blue Aztec

The Blue Aztec
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (14 reviews)
"Great location! Great Dining! "
United States
Lisa
The price is 1.997.874 ₫
5.951.315 ₫ total
includes taxes & fees
31 Aug - 1 Sept
The Blue Aztec
Standard Apartment | Living area

4. Boho Nights

Boho Nights
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Nicholas
The price is 1.997.874 ₫
3.992.615 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Boho Nights
Room

5. The Front Porch

The Front Porch
3.0 star property
Downtown Sanford
9.2 out of 10, Wonderful, (5 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The price is 3.290.616 ₫
5.879.233 ₫ total
includes taxes & fees
24 Aug - 25 Aug
The Front Porch
Studio

6. Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is 1.903.856 ₫
4.091.019 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Cozy Modern Studio
Standard Apartment | Living area

7. The Mellow Yellow

The Mellow Yellow
3.0 star property
Downtown Sanford
6.0 out of 10, (3 reviews)
"Owners had over booked this property, but proactively reached out and moved me to like property, BoHo Nights. Very nice place. Easy walk to downtown Sanford. Coffee options provided were appreciated."
United States
Gary
The price is 1.880.352 ₫
5.819.690 ₫ total
includes taxes & fees
24 Aug - 25 Aug
The Mellow Yellow
One Bedroom Two Bathroom Deluxe Oceanfront Suite | Living area

8. Catalina Beach Club

Catalina Beach Club
3.5 star property
Daytona Beach
8.6 out of 10, Excellent, (14 reviews)
"Really enjoyed the price of a beach view. Nice place to stay. Would recommend this place for anyone going to Daytona Beach."
United States
John
The price is 3.036.769 ₫
3.416.366 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Catalina Beach Club
Romantic Studio, Kitchen, Ocean View | Terrace/patio

9. Pirates Cove Resort Studios

Pirates Cove Resort Studios
3.0 star property
Daytona Beach Shores
6.2 out of 10, (161 reviews)
"It was amazing. Awesome room."
United States
Rachel
The price is 2.037.048 ₫
4.093.683 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Pirates Cove Resort Studios
Exterior

10. The Contemporary

The Contemporary
3.0 star property
Downtown Sanford
The price is 3.290.616 ₫
7.399.185 ₫ total
includes taxes & fees
24 Aug - 25 Aug
The Contemporary
Panoramic Double Room, Kitchen, Ocean View | Terrace/patio

11. Beach Front Studios in Daytona Beach

Beach Front Studios in Daytona Beach
3.0 star property
Daytona Beach
7.6 out of 10, Good, (176 reviews)
"I absolutely loved my stay in Daytona ! Easy access to the beach the pool and spa tub was everything 10/10 highly recommend "
United States
Jamillah
The price is 2.037.048 ₫
4.093.683 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Beach Front Studios in Daytona Beach
Exterior

12. Fantasy Island Resort, Daytona Beach Shores

Fantasy Island Resort, Daytona Beach Shores
4.0 star property
Rio Mar Beaches
8.8 out of 10, Excellent, (133 reviews)
"It was super clean and quiet too. Everyone was super friendly!"
United States
Jessica
The price is 2.221.166 ₫
3.380.226 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Fantasy Island Resort, Daytona Beach Shores
Beach

13. Hawaiian Inn Studios

Hawaiian Inn Studios
2.5 star property
Daytona Beach Shores
5.2 out of 10, (21 reviews)
"Everything was ok. Just a few details that have to be fix like the stove, just one burner working, the balcony door handler. The rest was fine. Excellent ocean view."
United States
Braulio
The price is 2.037.048 ₫
4.093.683 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Hawaiian Inn Studios
Panoramic Triple Room, Kitchenette, Ocean View | Balcony view

14. Castaways Resort Studios

Castaways Resort Studios
3.0 star property
Daytona Beach Shores
6.0 out of 10, (117 reviews)
"Beach access was great. Room was clean"
United States
TAMMY
The price is 1.645.308 ₫
3.653.106 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Castaways Resort Studios
Terrace/patio

15. Shoreline Suites & Cabana Cottages

Shoreline Suites & Cabana Cottages
2.0 star property
Daytona Beach Shores
8.8 out of 10, Excellent, (389 reviews)
"The cottages are really cute and right on the beach."
United States
Laurie
The price is 2.810.310 ₫
3.455.403 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Shoreline Suites & Cabana Cottages
Apartment (2 Bedrooms) | Floor plan

16. Daytona 2BR Getaway Parking Family & Pet-friendly

Daytona 2BR Getaway Parking Family & Pet-friendly
3.0 star property
Daytona Beach
The price is 3.925.235 ₫
9.952.482 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Daytona 2BR Getaway Parking Family & Pet-friendly
Balcony view

17. Tropical Suites at Sunglow Resort

Tropical Suites at Sunglow Resort
4.5 star property
Daytona Beach Shores
8.4 out of 10, Very good, (73 reviews)
"Clean and comfortable condo , directly on the beach with a couple beach chairs in closet for our use . Pool was very nice and some took advantage of late night swims . Plenty of soaps , towels , and even coffee . Only disadvantage was no extra pillows , sheets or blanket for sofa bed , so might want to plan ahead with management . Would stay again."
United States
Cheryl
The price is 1.833.343 ₫
8.203.034 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Tropical Suites at Sunglow Resort
House

18. Ocean Front Condo w Amazing Views Pool Hot Tub

Ocean Front Condo w Amazing Views Pool Hot Tub
2.0 star property
Daytona Beach Shores
The price is 4.436.461 ₫
13.217.557 ₫ total
includes taxes & fees
22 Sept - 23 Sept
Ocean Front Condo w Amazing Views Pool Hot Tub
Apartment (2 Bedrooms) | Interior

19. Sun, Sand & Smiles: Daytona Shores Family Condo!

Sun, Sand & Smiles: Daytona Shores Family Condo!
3.0 star property
Daytona Beach Shores
The price is 3.917.400 ₫
10.696.591 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Sun, Sand & Smiles: Daytona Shores Family Condo!
Condo, Multiple Beds, Balcony, Ocean View (Oceania Beach Club 101) | Living area

20. Oceania I

Oceania I
4.0 star property
Central Beach
8.0 out of 10, Very good, (4 reviews)
"Great oceanview"
United States
Kathleen
The price is 5.715.226 ₫
13.536.446 ₫ total
includes taxes & fees
28 Aug - 29 Aug
Oceania I
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.
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Top Osteen Hotel Reviews

Holiday Inn Express & Suites Oceanfront by IHG

Holiday Inn Express & Suites Oceanfront by IHG

10/10 Excellent
"We choose this hotel every time we visit Daytona. It’s our first choice every time. The staff, location, and breakfast are always top-notch."
Ragan 2-night trip
Posted 1 hour ago
Holiday Inn Express & Suites Oceanfront by IHG

Frequently asked questions

Can I find holiday rentals in Osteen?

Yes, there are holiday rentals in Osteen close to Pell's Citrus & Nursery, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Osteen?

Expedia has 3 holiday rentals for your stay in Osteen.

What’s there to see and do in Osteen?

Lake Jesup and Lake Jesup Conservation Area are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Pell's Citrus & Nursery. Lake Butler Chain and Lake Monroe Conservation Area are other places to visit while you're in town.

What’s a holiday rental in Osteen like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Osteen. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for families.