Vacation rentals in Longwood

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Longwood

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Home in Lake Mary
Independent Unique Guest house lake/kayaks/jacuzzy
Independent Guest house with a beautiful lake where you can have unlimited kayaking use during your stay as option(2 kayaks). Property is at lake Mary across Country club, close to Sanford, Boombah Sports, Orlando Fl, walking distance to windixie super market, downtown Lake Mary, dunking donuts , near Orlando Sanford International Airport. Walk to many restaurants and entertainment, 30 min to Daytona Beach. Near Wekiva springs. To go to Disney or Universal, we have easy access to I-4 and 4-17.
24–31 Aug
$289 NZD per night
4.82 out of 5 average rating, 248 reviews
Guest favourite
Guest suite in Altamonte Springs
Comfortable Guest Suite-Stylish Altamonte Springs!
Enjoy a stylish guest experience at this centrally-located Altamonte Springs Florida guest suite. This luxury 830 sq ft unit offers a living room, kitchenette, bedroom, bathroom and large pool in the peaceful Spring Valley Farms residential community. It is located 8 miles north of downtown Orlando, a primo location close to downtown, both ocean coasts, Wakiwa Springs State Park, theme parks (Disney, Universal, SeaWorld, more), Crane's Roost, and many other great destinations in central Florida!
14–21 Sep
$227 NZD per night
4.96 out of 5 average rating, 137 reviews
Guest favourite
Bungalow in Maitland
Maitland-Orlando Area, FL. Pool House Bungalow
Large open space adjacent to a beautiful pool, waterfall, and fantastic lake view. 27 miles to Disney World, close to Park Avenue, local hospitals, Universities, and less than an hour to local beaches. Only 18 miles to MCO-Orlando International Airport. Great shopping within 3 miles. Location is secluded with large trees, lakeside, and adjacent to the commuter train track. The train runs by on regular basis. Please note in the pictures the pool creates the ambiance to make your stay complete.
22–29 Aug
$174 NZD per night
4.86 out of 5 average rating, 484 reviews

Popular amenities for Longwood holiday rentals

Stay near Longwood's top sights

Orlando Health South Seminole Hospital3 locals recommend
Big Tree Park6 locals recommend
BR Sushi (Longwood)7 locals recommend
Winn-Dixie53 locals recommend
Northland Church3 locals recommend
Victorio's Oyster Bar & Grille3 locals recommend

Other great holiday rentals in Longwood

Guest favourite
Guest suite in Altamonte Springs
The Bungalow
12–19 Jun
$208 NZD per night
4.92 out of 5 average rating, 314 reviews
Guest favourite
Home in Sanford
Farmhouse-Chic Retreat with a Charming Patio
17–24 Sep
$368 NZD per night
4.92 out of 5 average rating, 189 reviews
Guest favourite
Guesthouse in Longwood
"Winnie's Place" A Peaceful Guesthouse with Pool.
5–12 Oct
$250 NZD per night
5.0 out of 5 average rating, 62 reviews
Guest favourite
Guesthouse in Longwood
Cozy and Modern Studio suite in Longwood
7–14 Jan
$149 NZD per night
4.91 out of 5 average rating, 22 reviews
Guest favourite
Home in Longwood
Tailor made for you.
25 Nov – 2 Dec
$317 NZD per night
4.92 out of 5 average rating, 12 reviews
Guest favourite
Home in Longwood
One Love Retreat and Guest House
2–9 Feb
$305 NZD per night
5.0 out of 5 average rating, 28 reviews
Superhost
Home in Longwood
Casa Campos
21–28 Jun
$344 NZD per night
4.85 out of 5 average rating, 33 reviews
Guest favourite
Home in Longwood
Cozy 3 Bedroom Home, Great location!!
16–23 Nov
$438 NZD per night
4.95 out of 5 average rating, 98 reviews
Guest favourite
Home in Longwood
Private 4-Bedroom home with pool!
5–12 Jan
$664 NZD per night
5.0 out of 5 average rating, 68 reviews
Guest favourite
Home in Longwood
Peaceful retreat family friendly home with parking
15–22 Oct
$293 NZD per night
4.91 out of 5 average rating, 56 reviews
Guest favourite
Guesthouse in Lake Mary
Cozy Cottage in the heart of Lake Mary
11–18 Aug
$166 NZD per night
4.98 out of 5 average rating, 56 reviews
Guest favourite
Home in Longwood
Relaxing 3-Bedroom Pool Getaway
12–19 Oct
$484 NZD per night
4.96 out of 5 average rating, 46 reviews

Quick stats about holiday rentals in Longwood

Total rentals

80 properties

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

40 properties are a good fit for families

Total number of reviews

3.1K reviews

Nightly prices starting at

$16 NZD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Seminole County
  5. Longwood