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Compare 1101 Vacation Homes in Osteen with updated reviews, rates, and availability.

Pirates Cove Resort Studios
Balcony view

Pirates Cove Resort Studios

3.0 star property
6.4 out of 10, (121)
"Great stay!"
The price is SAR 281
SAR 575 total
includes taxes & fees
1 Jan - 2 January 2025
Pirates Cove Resort Studios
THE CHLOE by EVRH
Living area

THE CHLOE by EVRH

9.4 out of 10, Exceptional, (46)
"Overall, our stay was great! We loved the firepit outside, the unique sinks, and the inspirational messages around the house. There were a few minor issues. Despite these small things, we really enjoyed our time and appreciated the clean rooms and plenty of towels."
The price is SAR 413
SAR 1,882 total
includes taxes & fees
6 Jan - 7 January 2025
THE CHLOE by EVRH
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
Front Elevation

Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!

9.2 out of 10, Wonderful, (179)
"Wonderful location, host, and home! Highly recommend! "
The price is SAR 244
SAR 433 total
includes taxes & fees
19 Jan - 20 January 2025
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
Charming and Cozy home in Altamonte Springs

Charming and Cozy home in Altamonte Springs

9.0 out of 10, Wonderful, (7)
"100% as described and more. "
Charming and Cozy home in Altamonte Springs
Relaxing Riverside Getaway -- 2 minutes from the beach!
Exterior

Relaxing Riverside Getaway -- 2 minutes from the beach!

10.0 out of 10, Exceptional, (15)
"The house was exactly as advertised and worked out perfectly for the family. If we’re back in the New Smyrna area we will definitely stay here again. "
Relaxing Riverside Getaway -- 2 minutes from the beach!
Pool, 7 Bed 7 Bath, Direct Oceanfront, 4 Kitchens

Pool, 7 Bed 7 Bath, Direct Oceanfront, 4 Kitchens

9.6 out of 10, Exceptional, (27)
"This property was perfect for our family. It was so spacious, and each bedroom had its own bathroom. The private pool and its proximity to the beach were ideal. Best vacation ever!"
Pool, 7 Bed 7 Bath, Direct Oceanfront, 4 Kitchens
East Orlando Getaway - 3BR/2BTH * Private Pool

East Orlando Getaway - 3BR/2BTH * Private Pool

9.4 out of 10, Exceptional, (12)
"Recommend the property to all. Check in was easy, everything was ready for us. We checked in prior to hurricane Milton. We were able to stay for 3 days, during that time we had a lot of fun. House is very roomy and open concept makes it really nice. Office space if you are working remote is very nice. Just sad that we couldn’t stay for the entire time that we hoped. Neighborhood is nice and quiet as well. "
The price is SAR 601
SAR 1,776 total
includes taxes & fees
13 Jan - 14 January 2025
East Orlando Getaway - 3BR/2BTH * Private Pool
Centrally Located Family Home w/ Yard in Oviedo!
Oviedo Vacation Rental | 4BR | 2.5BA | 2,200 Sq Ft | Step-Free Access

Centrally Located Family Home w/ Yard in Oviedo!

Centrally Located Family Home w/ Yard in Oviedo!
Oceanfront Home with Gorgeous View! Perfect for Families
Welcome to LaKaSa House on Hill Street

Oceanfront Home with Gorgeous View! Perfect for Families

9.6 out of 10, Exceptional, (63)
"Master bed sheets were clearly not washed from prior stay which was a little disturbing. Overall a great place to stay. "
Oceanfront Home with Gorgeous View! Perfect for Families
Private Luxury Pool / Smart-home
Pool

Private Luxury Pool / Smart-home

9.6 out of 10, Exceptional, (60)
"Fantastic place to stay in great location. "
Private Luxury Pool / Smart-home
Close to everywhere you want to be
Property grounds

Close to everywhere you want to be

9.8 out of 10, Exceptional, (20)
"Home is updated and clean. Location is convenient to everything you may need. "
Close to everywhere you want to be
Cozy Home Near Ocean + Daytona Int'l Speedway
Port Orange Vacation Rental | 3BR | 2BA | 1,420 Sq Ft | 1 Step to Enter

Cozy Home Near Ocean + Daytona Int'l Speedway

9.8 out of 10, Exceptional, (27)
"Clean- nice place!"
Cozy Home Near Ocean + Daytona Int'l Speedway
Riverfront Titusville Home w/ Pool + Pickleball!
Titusville Vacation Rental Triplex | 10BR | 8BA | 8,000 Sq Ft | Step-Free Access

Riverfront Titusville Home w/ Pool + Pickleball!

9.6 out of 10, Exceptional, (70)
"we visited for a family wedding. It was perfect for getting everyone together in a super nice space with lots of room."
Riverfront Titusville Home w/ Pool + Pickleball!
Luxury beachfront escape in New Smyrna Beach
Living area

Luxury beachfront escape in New Smyrna Beach

10.0 out of 10, Exceptional, (13)
"Everything was exactly as the pictures and description showed. Check in and check out were smooth. Ashley was very quick to respond to any questions or concerns and made sure me and my family were well taken care of. I will keep this place in mind for our next trip to NSB-thanks Ashley!"
The price is SAR 1,070
SAR 2,628 total
includes taxes & fees
6 Jan - 7 January 2025
Luxury beachfront escape in New Smyrna Beach
The Billiard: super fun home close to downtown with fully-fenced yard
Game room

The Billiard: super fun home close to downtown with fully-fenced yard

10.0 out of 10, Exceptional, (2)
"This property had everything we needed to enjoy our trip. We came down for a softball tournament at soldiers creek (about 15 min away). The house was walking distance to restaurant's, grocery store, bars, lake. It was clean and comfortable. We enjoyed everything about it! We would definitely come back and highly recommend it for its comfort, cleanliness, and location!!"
The Billiard: super fun home close to downtown with fully-fenced yard
Beach side family friendly Happy Home, steps from no drive beach.
Private kitchen

Beach side family friendly Happy Home, steps from no drive beach.

Beach side family friendly Happy Home, steps from no drive beach.
Sunny South Daytona Home w/ Private Boat Dock!
South Daytona Vacation Rental | 3BR | 2BA | Step-Free Entry | 1,484 Sq Ft

Sunny South Daytona Home w/ Private Boat Dock!

2.0 star property
10.0 out of 10, Exceptional, (4)
"House was very comfortable and very clean. Pool was awesome and had a perfect location on the canal. Owner was super easy to work with and made sure we had everything we needed. Can't wait to get back. "
Sunny South Daytona Home w/ Private Boat Dock!
Lake Front Suite -Close to all Attractions

Lake Front Suite -Close to all Attractions

9.4 out of 10, Exceptional, (63)
"It was very relaxing.. sunsets on the dock, dinner in the porch ..swings to relax in and read. Comfortable bed and a pull out couch..plenty room. Booking it again as I write this ."
Lake Front Suite -Close to all Attractions
"LunaSea"-Directly Across from the Ocean-9BR/5BA
Sprawling Estate directly across from the ocean

"LunaSea"-Directly Across from the Ocean-9BR/5BA

9.4 out of 10, Exceptional, (23)
"The most valuable attribute for our group was the number of bedrooms for our group of 10 adults. "
"LunaSea"-Directly Across from the Ocean-9BR/5BA
Spacious Waterfront Home - Stunning Rocket Launch View
Exterior

Spacious Waterfront Home - Stunning Rocket Launch View

9.8 out of 10, Exceptional, (136)
"We had a wonderful stay at Wren Isle. The property was lovely, and the views were outstanding. Everything was as advertised. There were 10 of us and the house was very accommodating and roomy!! Our only disappointment was not seeing an easy way to put paddle boards and kayaks in the river at the property. We came within 3 1/2 minutes of seeing SpaceX launch right before our eyes! I would highly recommend this property and will make plans to return!"
Spacious Waterfront Home - Stunning Rocket Launch View
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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Other property types in Osteen

Tropical Suites at Sunglow Resort
Pool

Tropical Suites at Sunglow Resort

4.5 star property
8.8 out of 10, Excellent, (28)
"Sunglow 1001 was a wonder stay with beautiful sunrise and sunset views from the balcony. Wind was blowing pretty hard east, so some beautiful surf and surfing to watch. Very clean and well appointed condo. Off season meant great prices and I even had the whole top floor to myself. In 5 days, I think I only shared an elevator once. Big enough complex to be very nice, small enough to be cozy. "
The price is SAR 402
SAR 1,276 total
includes taxes & fees
1 Jan - 2 January 2025
Tropical Suites at Sunglow Resort
Fantasy Island Resort, Daytona Beach Shores
Front of property

Fantasy Island Resort, Daytona Beach Shores

3.5 star property
8.6 out of 10, Excellent, (76)
"N/a"
The price is SAR 403
SAR 580 total
includes taxes & fees
1 Jan - 2 January 2025
Fantasy Island Resort, Daytona Beach Shores
Vacation Villas
Pool

Vacation Villas

3.0 star property
8.8 out of 10, Excellent, (289)
"Great , very comfortable spacious place to spend with your family. "
Vacation Villas
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.