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

Osteen Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Osteen vacation rentals

A modern kitchen with a marble countertop, gold faucets, and a large window.

1. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.8 out of 10, Exceptional, (23 reviews)
"The location was perfect, can walk to restaurants easily. Unit was very clean and nicely designed, would stay again"
United States
Sara
Bella Breeze
A backyard with a hammock, outdoor seating, and string lights.

2. The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (10 reviews)
"The loft bed was a little difficult so we ended up sleeping on the pullout couch bed instead. 4th Street Live was cool."
United States
Kelly
The price is AED 286
AED 567 total
includes taxes & fees
22 Nov - 23 Nov
The Jazz Loft
A vibrant living room with a teal sofa, a wooden chair, and a coffee table.

3. Boho Nights

Boho Nights
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Nicholas
Boho Nights
A modern living room with a grey sofa, two armchairs, a coffee table, and a small side table with a lamp. There is a brick fireplace, a kitchen area with a countertop and cabinets, and a large window with blinds.

4. 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 AED 727
AED 1,123 total
includes taxes & fees
12 Dec - 13 Dec
The Front Porch
A compact kitchen with a built-in sink, a countertop, and a grey cabinet. There is a sofa with a cushion and a small table in the adjacent living area.

5. 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 AED 364
AED 930 total
includes taxes & fees
12 Dec - 13 Dec
The Mellow Yellow
A beach with sun loungers and umbrellas, a sandy shore, and high-rise buildings in the background.

6. Hilton Vacation Club Daytona Seabreeze Daytona Beach

Hilton Vacation Club Daytona Seabreeze Daytona Beach
3.0 star property
Daytona Beach Shores
8.8 out of 10, Excellent, (22 reviews)
"We loved this place, great customer service, clean modern rooms and beautiful views from our balcony. It was quiet, relaxing and one of the best places we’ve stayed at near Daytona shores. "
United States
Kevin
The price is AED 547
AED 615 total
includes taxes & fees
18 Nov - 19 Nov
Hilton Vacation Club Daytona Seabreeze Daytona Beach
A living room with a sofa, coffee table, and a dining area with chairs and a table.

7. Howard Johnson by Wyndham Oceanfront Daytona Beach

Howard Johnson by Wyndham Oceanfront Daytona Beach
2.0 star property
South Peninsula Historic District
8.0 out of 10, Very good, (75 reviews)
"Best rooms in Daytona Beach for the money, it had everything you needed"
United States
Kevin
The price is AED 189
AED 246 total
includes taxes & fees
13 Dec - 14 Dec
Howard Johnson by Wyndham Oceanfront Daytona Beach
A modern living room with a sofa, armchairs, a coffee table, and a TV.

8. Oceania IV

Oceania IV
4.0 star property
Central Beach
10.0 out of 10, Exceptional, (2 reviews)
"We have stayed at the property multiple times over the last 10 years and will keep coming back!"
United States
Kathryn
Oceania IV
A living room with a sofa, armchair, and a coffee table. There is a ceiling fan, a TV, and a window with curtains.

9. Catalina Beach Club

Catalina Beach Club
3.5 star property
Daytona Beach
9.4 out of 10, Exceptional, (40 reviews)
"Great stay with friendly staff. Plenty to do on property for the lazy days!"
United States
James
The price is AED 426
AED 479 total
includes taxes & fees
19 Nov - 20 Nov
Catalina Beach Club
An aerial view of a coastal city with a beachfront, dense urban area, and a marina.

10. Fantasy Island Resort, Daytona Beach Shores

Fantasy Island Resort, Daytona Beach Shores
3.5 star property
Rio Mar Beaches
8.6 out of 10, Excellent, (141 reviews)
"It was super clean and quiet too. Everyone was super friendly!"
United States
Jessica
The price is AED 279
AED 438 total
includes taxes & fees
24 Nov - 25 Nov
Fantasy Island Resort, Daytona Beach Shores
A multi-story hotel with a central glass facade, multiple balconies, and a parking area with vehicles and palm trees.

11. Tropic Shores Resort

Tropic Shores Resort
4.0 star property
Daytona Beach Shores
9.4 out of 10, Exceptional, (27 reviews)
"Nice clean room beautiful view staff very friendly "
United States
Karla
The price is AED 606
AED 682 total
includes taxes & fees
12 Dec - 13 Dec
Tropic Shores Resort
A beach view with a wooden pier extending into the ocean, a clear sky, and a railing in the foreground.

12. Tropical Suites at Sunglow Resort

Tropical Suites at Sunglow Resort
3.5 star property
Daytona Beach Shores
8.4 out of 10, Very good, (80 reviews)
"We loved the location right on the beach and the pool!"
United States
Paige
The price is AED 272
AED 305 total
includes taxes & fees
16 Nov - 17 Nov
Tropical Suites at Sunglow Resort
A beach view with a wooden pier extending into the ocean.

13. Oceanfront Penthouse Pool Hot Tub Beach Access

Oceanfront Penthouse Pool Hot Tub Beach Access
2.0 star property
Daytona Beach Shores
10.0 out of 10, Exceptional, (2 reviews)
"The stay was so great I wish we could have stayed longer. I will be back. "
United States
Danielle
The price is AED 696
AED 1,824 total
includes taxes & fees
17 Nov - 18 Nov
Oceanfront Penthouse Pool Hot Tub Beach Access
A beachfront hotel with rows of wooden chairs and tables aligned along a central walkway, leading to the ocean.

14. Shoreline Suites & Cabana Cottages

Shoreline Suites & Cabana Cottages
2.0 star property
Daytona Beach Shores
8.8 out of 10, Excellent, (391 reviews)
"The cottages are really cute and right on the beach."
United States
Laurie
The price is AED 386
AED 434 total
includes taxes & fees
15 Nov - 16 Nov
Shoreline Suites & Cabana Cottages
A balcony with two Adirondack chairs and a small table, overlooking a beach with a clear sky.

15. Beautiful Beachfront Resort Condo

Beautiful Beachfront Resort Condo
3.0 star property
Daytona Beach
9.0 out of 10, Wonderful, (19 reviews)
"Amazing location and cute little condo. Checking in was a little confusing with access codes. The views are incredible and the fireworks that could be seen from the balcony on Saturday nights were a bonus! Would stay here again."
United States
Kathleen
The price is AED 496
AED 971 total
includes taxes & fees
13 Nov - 14 Nov
Beautiful Beachfront Resort Condo
A balcony with a pool and beach view.

16. Beach Front Studios in Daytona Beach

Beach Front Studios in Daytona Beach
3.0 star property
Daytona Beach
7.6 out of 10, Good, (178 reviews)
"Everything was great I’d stay again for sure"
United States
James
The price is AED 286
AED 576 total
includes taxes & fees
15 Nov - 16 Nov
Beach Front Studios in Daytona Beach
A balcony with turquoise chairs overlooking a pool and a beach.

17. Castaways Resort Studios

Castaways Resort Studios
3.0 star property
Daytona Beach Shores
6.0 out of 10, (120 reviews)
"Beach access was great. Room was clean"
United States
TAMMY
The price is AED 258
AED 544 total
includes taxes & fees
15 Nov - 16 Nov
Castaways Resort Studios
A spacious living room with a large window, a ceiling fan, and a view of the ocean.

18. Oceania I

Oceania I
4.0 star property
Central Beach
8.4 out of 10, Very good, (5 reviews)
"Great oceanview"
United States
Kathleen
The price is AED 992
AED 2,223 total
includes taxes & fees
22 Nov - 23 Nov
Oceania I
A balcony with a view of the ocean and a sunset. There are two blue chairs and a small table with two cups.

19. 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 AED 286
AED 576 total
includes taxes & fees
15 Nov - 16 Nov
Pirates Cove Resort Studios
A resort with a swimming pool, multiple buildings, and a body of water.

20. Daytona 3BR Getaway Pool, Gym, Pet Friendly

Daytona 3BR Getaway Pool, Gym, Pet Friendly
3.0 star property
Daytona Beach
6.0 out of 10, (1 review)
"Apartment & location was excellent. The problem was that the temperatures during our stay was extremely cold. The HVAC wasn’t working properly & I couldn’t sleep the first night thinking the heater was going to blow up trying to get the room to an acceptable temperature. It ran for 12 hours straight overnight and only got the room slightly warm. To took another day to get the unit repaired. Thankfully the 2nd night was warm enough to sleep. I would definitely stay here again but would double...
United States
Jimmy
The price is AED 338
AED 1,240 total
includes taxes & fees
19 Nov - 20 Nov
Daytona 3BR Getaway Pool, Gym, Pet Friendly
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

Max Beach Resort

Max Beach Resort

10/10 Excellent
"The room was excellent very clean and very well stocked with amenities Luna the bartender was very friendly and helpful with what to do in the area and Shelby was super friendly and helpful as well. We are already planning another trip. We loved it so much."
robbin 1-night trip
Posted 1 hour ago
Max Beach Resort

Frequently asked questions

Can I find vacation rentals in Osteen?

Yes, we have vacation rentals in Osteen close to Pell's Citrus & Nursery, or you can choose a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Osteen has to offer?

Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!: Visitors like this Osteen vacation home rental. It is located by the ocean and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Osteen?

Expedia has 3 vacation rentals for your stay in Osteen.

What’s there to see and do in Osteen?

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

What’s a vacation rental in Osteen like?

Vacation rentals are private properties you can stay in for several days or longer in Osteen. Vacation rentals provide amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family trip.