Search Vacation Homes in Osteen

March 2025

SundayMondayTuesdayWednesdayThursdayFridaySaturday

April 2025

SundayMondayTuesdayWednesdayThursdayFridaySaturday

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

Compare 1357 Vacation Homes in Osteen with updated reviews, rates, and availability.

Pirates Cove Resort Studios
Premium Studio, 2 Queen Beds, Kitchen, Ocean View | Desk, soundproofing, iron/ironing board, free WiFi

Pirates Cove Resort Studios

3.0 star property
6.2 out of 10, (129)
"We enjoyed our stay. The room was clean. The ocean view was perfect. "
The price is SAR 330
SAR 630 total
includes taxes & fees
23 Mar - 24 Mar
Pirates Cove Resort Studios
SPECIAL RATES during Balcony Construction 3 bedroom 3 bath on the beach
Property grounds

SPECIAL RATES during Balcony Construction 3 bedroom 3 bath on the beach

10.0 out of 10, Exceptional, (82)
"Beautiful property, clean, well appointed with simple after hours check-in procedure. I highly recommend unit 208 Thanks Daytona Sugar Daddy's. "
The price is SAR 563
SAR 1,868 total
includes taxes & fees
21 Mar - 22 Mar
SPECIAL RATES during Balcony Construction 3 bedroom 3 bath on the beach
Private Luxury Pool / Smart-home
A heated pool

Private Luxury Pool / Smart-home

9.6 out of 10, Exceptional, (64)
"We had an incredible stay at this property! The pool area was absolutely stunning, with beautiful water features and ambient lighting that created the perfect vibe for relaxing evenings. The sunk-in bar and grill area were such a cool touch, making it easy to enjoy outdoor meals and hangouts.Inside, the themed rooms added a fun and unique charm to the home, and we loved how everything was seamlessly controlled by Google Assistant—just like in my own home! The built-in speakers in every room were...
Private Luxury Pool / Smart-home
Dog Friendly Home by Flagler Avenue! Fenced Yard and Garage! Walk to the Beach!
Outdoor dining

Dog Friendly Home by Flagler Avenue! Fenced Yard and Garage! Walk to the Beach!

10.0 out of 10, Exceptional, (3)
"Pets, kids, and adult kids all happy here. "
Dog Friendly Home by Flagler Avenue! Fenced Yard and Garage! Walk to the Beach!
BEACHFRONT NEWLY remodeled 4 bed/4 Bath 1/2 Block from the Main strip & shops!
On the beach, sun loungers, beach towels

BEACHFRONT NEWLY remodeled 4 bed/4 Bath 1/2 Block from the Main strip & shops!

8.4 out of 10, Very Good, (75)
"Check in easy , property extremely accessible, great host , clean house, coming back next year !!!"
BEACHFRONT NEWLY remodeled 4 bed/4 Bath 1/2 Block from the Main strip & shops!
THE CHLOE by EVRH
Terrace/patio

THE CHLOE by EVRH

9.2 out of 10, Wonderful, (52)
"This house was great for our stay. The decor and cleanliness was great. "
The price is SAR 446
SAR 1,970 total
includes taxes & fees
21 Mar - 22 Mar
THE CHLOE by EVRH
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
Exterior

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

9.2 out of 10, Wonderful, (187)
"good value for a 3 bedroom on space coast. Dated, only minor renovations, one small full bath, neighborhood a bit dodgy, lot of dilapidated housing, and trump banners. "
The price is SAR 300
SAR 495 total
includes taxes & fees
7 Apr - 8 Apr
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
The Atlantic House - The Beach at Your Backdoor!
Fridge, microwave, oven, stovetop

The Atlantic House - The Beach at Your Backdoor!

10.0 out of 10, Exceptional, (50)
"The place was perfect! Clean, homey and truly beautiful! "
The price is SAR 2,138
SAR 4,133 total
includes taxes & fees
23 Mar - 24 Mar
The Atlantic House - The Beach at Your Backdoor!
Hemingway Suite
Interior

Hemingway Suite

9.2 out of 10, Wonderful, (31)
"Met our needs for the trip. "
Hemingway Suite
Endless Blue Horizon at the Opus - Pool open!
Beach

Endless Blue Horizon at the Opus - Pool open!

Endless Blue Horizon at the Opus - Pool open!
Beachside Duplex! Steps from Shoreline & Flagler, w/ Private Deck & FREE parking
Terrace/patio

Beachside Duplex! Steps from Shoreline & Flagler, w/ Private Deck & FREE parking

10.0 out of 10, Exceptional, (14)
"We loved our stay here! The location was sooo perfect for going out on Flagler. Everything was walking distance. We really loved the floor plan, having the bedrooms upstairs and living/kitchen downstairs was great. AND being able to park two cars was a nice perk. The place was very clean as well! The listing did say they had a hot tub, but they did not. This would have been a nice touch. But overall everything else made up for it! "
Beachside Duplex! Steps from Shoreline & Flagler, w/ Private Deck & FREE parking
Temporary living that feels like home where you can relax and be yourself.
Point of interest

Temporary living that feels like home where you can relax and be yourself.

10.0 out of 10, Exceptional, (136)
"Wonderful relaxing, clean, in quiet neighborhood but very private. Ample common area space. Comfortable beds, lots of blankets, towels, and other supplies. Randa was a great host."
Temporary living that feels like home where you can relax and be yourself.
Deland Hideaway: Firepit + Pool Table on 2 acres!
Private kitchen

Deland Hideaway: Firepit + Pool Table on 2 acres!

2.0 out of 10, (1)
"We had this vacation planned out for several weeks. We where celebrating my brothers Sobriety of ONE full year. We pulled our 26 foot boat and bikes down there knowing there was 2 acres and bike trails leading to blue springs. We where 30 mins out and the host (Angela) canceled our stay leaving 8 of us with out a place to stay. The only option was a hotel..... it ruined or vacation plans, and caused unnecessary stress. There reasoning for canceling was Due to "house rules" that they have to rent...
Deland Hideaway: Firepit + Pool Table on 2 acres!
THE OLIVIA by EVRH
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils

THE OLIVIA by EVRH

8.6 out of 10, Excellent, (27)
"Great home. Very nice. Host was great.There are a lot of cats in the neighborhood and can awkwardly be heard at night."
The price is SAR 409
SAR 1,808 total
includes taxes & fees
21 Mar - 22 Mar
THE OLIVIA by EVRH
Casa Bella
Fridge, microwave, oven, stovetop

Casa Bella

9.8 out of 10, Exceptional, (144)
"It was the perfect place for my family to spend time with each other and friends after a wedding. We enjoyed gathering by the pool and having plenty of room for meals and visiting. Loved having three king bed rooms with their own baths. Would stay here again in a heartbeat."
Casa Bella
4 br - 3ba- Sleeps 9 Beautiful Oceanfront Family home with private beach access
Fridge, microwave, oven, stovetop

4 br - 3ba- Sleeps 9 Beautiful Oceanfront Family home with private beach access

10.0 out of 10, Exceptional, (140)
"We absolutely loved our stay. The house is gorgeous and was perfect for our family reunion. From the wonderful welcome basket to all the thoughtful amenities, we felt right at home. We are grateful for the memories we made. "
4 br - 3ba- Sleeps 9 Beautiful Oceanfront Family home with private beach access
Beautifully Appointed Lakefront home in quiet neighborhood, with pool & hot tub
Outdoor pool

Beautifully Appointed Lakefront home in quiet neighborhood, with pool & hot tub

10.0 out of 10, Exceptional, (85)
"Lovely Lake side Home. Good communication with owner. Well stocked and well kept. Would definitely visit again if staying in the area. A "
Beautifully Appointed Lakefront home in quiet neighborhood, with pool & hot tub
Lake Marion Home w/ Canoe in Altamonte Springs!
Fridge, microwave, stovetop, dishwasher

Lake Marion Home w/ Canoe in Altamonte Springs!

9.8 out of 10, Exceptional, (74)
"Private, comfy, lake right across the road friendly neighbours and great hosts. I would recommend this place over any hotel in Orlando. Thanks again! "
Lake Marion Home w/ Canoe in Altamonte Springs!
Walk to Beach! Family Beach House, Game room! Sunset View!
Beach nearby, sun loungers, beach towels

Walk to Beach! Family Beach House, Game room! Sunset View!

10.0 out of 10, Exceptional, (99)
"Nice home lots of room for 4 people. Great parking for trucks and trailers and motorcycles. Only down side is pool wasn’t heated and we had cold weather at night. Nice warmer days so it would have been nice to get in pool after a day of riding. Great place!!!!"
Walk to Beach! Family Beach House, Game room! Sunset View!
NO PET FEES-Titusville/Space Coast 2bed/2.5bath Townhouse w/Garden
Terrace/patio

NO PET FEES-Titusville/Space Coast 2bed/2.5bath Townhouse w/Garden

10.0 out of 10, Exceptional, (50)
"This is our third year staying at this lovely condo. The place is very comfy, including the California king size beds. It’s a great place to see rocket launchers given that Titusville is the closest town to Kennedy Space Center. We look forward to coming back next year. "
NO PET FEES-Titusville/Space Coast 2bed/2.5bath Townhouse w/Garden
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.
Don't see what you're looking for?
See all available properties in Osteen
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Osteen

Tropical Suites at Sunglow Resort
Outdoor pool, sun loungers

Tropical Suites at Sunglow Resort

4.5 star property
8.8 out of 10, Excellent, (37)
"I didn't realize I booked on the 10th floor. The view was amazing! We were also honored with a full red moon which was stunnind lighting the ocean surface. Crabby Joes was excellent food just a next door. Our hosts were great and the lobby people too. Love, love, love this place!"
The price is SAR 432
SAR 1,368 total
includes taxes & fees
15 Apr - 16 Apr
Tropical Suites at Sunglow Resort
New Smyrna Waves by Exploria Resorts
View from property

New Smyrna Waves by Exploria Resorts

3.0 star property
9.2 out of 10, Wonderful, (203)
"Easy beach access and safe! "
New Smyrna Waves by Exploria Resorts
Silver Beach Club
Basic Studio | Terrace/patio

Silver Beach Club

3.5 star property
8.4 out of 10, Very Good, (46)
"Really enjoyed our room enjoyed the pool and the girls at the front desk were awesome and very helpful with services we needed in the area. Thank you I will stay again!"
The price is SAR 841
SAR 946 total
includes taxes & fees
23 Mar - 24 Mar
Silver Beach Club
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.