Holiday houses in Casselberry

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Top-rated holiday rentals in Casselberry

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Guest favourite

Guest suite in Altamonte Springs

4.96 out of 5 average rating, 140 reviews

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!

11–18 Dec

$234 NZD per night

Guest favourite

Guest suite in Altamonte Springs

4.97 out of 5 average rating, 299 reviews

St. Hemingway Suite

Very tranquil Romantic room with views and access to large lake. PRIVATE ENTRANCE and private bathroom. Amenities include, private dock, pool, large manicured lawns, private parking, breakfast kitchenette and much more. Close to theme parks and beaches. Ample shopping and award winning restaurants very nearby. Peaceful setting to read, do Yoga, enjoy quiet moments by the lake, watch the boats sail by or watch the sun rise. Peace and tranquility at its best. We welcome you to Spring Valley

7–14 Jun

$177 NZD per night

Guest favourite

Bungalow in Maitland

4.86 out of 5 average rating, 487 reviews

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.

20–27 Sep

$179 NZD per night

Guest favourite

Home in Sanford

4.97 out of 5 average rating, 208 reviews

Clean, cozy home in a GREAT location

This clean, comfortable home is in a peaceful neighborhood and centrally located to everything you may wish to enjoy while on your Central Florida vacation. Literally two to three minutes away from I-4, highway 417 and a multitude of shopping and dining options. Universal Studios, Sea World and Daytona International Speedway are all within about 40 minutes, while Disney World and Kennedy Space Center are about 50 - 60 minutes. Also easy access to Sanford and Orlando International Airports.

2–9 Oct

$222 NZD per night

Guest favourite

Guest suite in Sanford

4.98 out of 5 average rating, 183 reviews

The Secret Sanctuary in Sanford

Welcome to your quiet, spacious, and private sanctuary. Enjoy all new appliances in the full size kitchen, a 50” flat screen TV, and a shaded outdoor area surrounded by greenery. It is located only minutes from the Orlando Sanford International Airport, Historic Downtown Sanford’s restaurants and shops, Lake Monroe’s scenic waterfront, and is centrally located between Florida’s beaches and the amusement parks. **Space is cleaned with EPA approved cleaners, including high touch surfaces**

4–11 Sep

$166 NZD per night

Guest favourite

Guesthouse in Sanford

4.95 out of 5 average rating, 224 reviews

Palmetto Pool Retreat

The Palmetto Pool Retreat offers complete privacy - detached studio cottage, with a pull-down Queen Murphy bed. * Kitchen - refrigerator, stove, cookware, Keurig , microwave, toaster, dishes and utensils. * Studio Living area - Queen size Murphy Bed, Roku TV, WiFi Internet, AC/Heater; Closet, Iron. Please don’t put AC lower than 72. * Private Bathroom - shower, hairdryer. *Outdoors - Solar heated pool(not propane heated) with private sitting area with 2 Fire pits Gas & Wood; BBQ Gas

5–12 Dec

$189 NZD per night

Guest favourite

Home in Maitland

4.96 out of 5 average rating, 112 reviews

The Butterfly Bungalow near Park Ave

This 1950s bungalow has been lovingly restored to maintain it's Florida charm and offer simple comforts. Located in a family-friendly neighborhood just a few blocks from the Enzian Theater, the bungalow is close to restaurants and shops lining the cobblestone streets of Park Ave, and centrally located to historic areas of both Winter Park and Maitland. Park Ave shopping district - 1.5 miles Whole Foods - 0.8 miles Publix - 0.8 miles SunRail - 1.7 miles Downtown Orlando - 8 miles

31 Dec – 7 Jan

$285 NZD per night

Guest favourite

Guest suite in Lake Mary

4.96 out of 5 average rating, 286 reviews

Stylish & spa like Getaway - peaceful garden suite

Relax and unwind from your busy life in this serene and quiet getaway. We are located 5 minutes to shopping and dining in downtown Lake Mary in a beautiful and safe neighborhood. Enjoy the solar heated saltwater pool and the comfy outdoor lounge area, Enjoy the backyard with its mature trees and tropical flowers. The indoors come with a luxury and modern wellness bathroom. Soak in the oversized tub or reenergize in the stylish rainfall shower with inbuilt bench and mood lighting

29 Jul – 5 Aug

$275 NZD per night

Guest favourite

Guest suite in Altamonte Springs

4.92 out of 5 average rating, 316 reviews

The Bungalow

Welcome to your home away from home! Enter through a private driveway and enjoy the ease of keyless entry. Located across the street, Sanlando Park offers walking trails, basketball and popular tennis courts. Whether your interests are peace and quiet or adventure, you are only 30 minutes or less away from our beautiful natural springs, beaches and all major attractions. Wake up with the sunshine, put on a pot of coffee and welcome to Florida!

14–21 Sep

$203 NZD per night

Superhost

Apartment in Maitland

4.82 out of 5 average rating, 250 reviews

At Mine | Elegant Double Suite in North Orlando

Experience ultimate comfort at our Maitland, FL hotel, ideally located just north of Downtown Orlando. we're the area's largest hotel. Enjoy the convenience and luxury of plush bedding, modern furnishings, and upscale Grohe showers in your room. Relax by our outdoor pool, keep fit in the 24-hour gym, and access the Genesis Health Club. With over 15,000 square feet of event space, secure parking, and free Wi-Fi, we've got you covered.

28 Sep – 5 Oct

$150 NZD per night

Guest favourite

Home in Winter Park

4.9 out of 5 average rating, 129 reviews

Guest Suite in Winter Park/Orlando

This private guest suite is connected to our home but completely exclusive with a separate entrance, private bathroom and no access to the main house. The layout is like a studio apartment with a bedroom, dining area and kitchenette. Outside there is also a patio area for guests. Full Sail University- 5 min University of Central Florida- 15 min Orlando International Airport- 25 min Universal Studios- 25 min Disney World- 30 min

3–10 Jul

$185 NZD per night

Guest favourite

Guest suite in Winter Springs

4.9 out of 5 average rating, 111 reviews

Sierra Suite w/ Pool, Hot tub, and Sauna-Near UCF

Welcome to your home away from home! Our 1 bedroom, 1 bathroom suite offers all the amenities you need for a comfortable and relaxing stay. Enjoy a dip in the pool, soak in the hot tub, or unwind in the sauna. The bedroom has a comfortable queen size bed, and the bathroom has a shower and tub. The suite is perfect for couples or solo travelers looking for a tranquil getaway. We look forward to hosting you!

6–13 Dec

$179 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Casselberry holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Casselberry's top sights

Walmart Supercenter13 locals recommend

Victorio's Oyster Bar & Grille3 locals recommend

Northland Church3 locals recommend

Cubans on the Run3 locals recommend

LA Fitness4 locals recommend

Donut King8 locals recommend

Other great holiday rentals in Casselberry

Guest favourite

Guesthouse in Maitland

4.87 out of 5 average rating, 381 reviews

Chez Bienvenu

8–15 Dec

$224 NZD per night

Guest favourite

Townhouse in Casselberry

4.94 out of 5 average rating, 16 reviews

Gorgeous Lake Howell Townhouse

25 Oct – 1 Nov

$279 NZD per night

Guest favourite

Home in Casselberry

5.0 out of 5 average rating, 42 reviews

Spacious 3 BR Home Perfect for Orlando Getaway

11–18 Feb

$360 NZD per night

Guest favourite

Guesthouse in Longwood

4.92 out of 5 average rating, 26 reviews

Cozy and Modern Studio suite in Longwood

26 Sep – 3 Oct

$154 NZD per night

Guest favourite

Guest suite in Altamonte Springs

4.93 out of 5 average rating, 29 reviews

Cozy Modern Themed Private Room

22–29 May

$127 NZD per night

Guest favourite

Home in Maitland

5.0 out of 5 average rating, 21 reviews

Fern Park Retreat

26 Dec – 2 Jan

$231 NZD per night

Guest favourite

Home in Casselberry

4.8 out of 5 average rating, 10 reviews

House of Blues-3 Bedrooms+GameRoom

5–12 Jan

$315 NZD per night

Guest favourite

Home in Casselberry

5.0 out of 5 average rating, 13 reviews

Luxurious lakefront home near DT and Winter Park

11–18 May

$607 NZD per night

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Quick stats about holiday rentals in Casselberry

Total rentals	140 properties
Rentals with dedicated workspaces	70 properties have a dedicated workspace
Rentals with a pool	60 properties have a pool
Pet-friendly rentals	40 properties allow pets
Family-friendly rentals	60 properties are a good fit for families
Total number of reviews	3.5K reviews

Holiday houses in Casselberry

Top-rated holiday rentals in Casselberry

Guest suite in Altamonte Springs

Guest suite in Altamonte Springs

Bungalow in Maitland

Home in Sanford

Guest suite in Sanford

Guesthouse in Sanford

Home in Maitland

Guest suite in Lake Mary

Guest suite in Altamonte Springs

Apartment in Maitland

Home in Winter Park

Guest suite in Winter Springs

Holiday rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Casselberry holiday rentals

Stay near Casselberry's top sights

Other great holiday rentals in Casselberry

Guesthouse in Maitland

Townhouse in Casselberry

Home in Casselberry

Guesthouse in Longwood

Guest suite in Altamonte Springs

Home in Maitland

Home in Casselberry

Home in Casselberry

Quick stats about holiday rentals in Casselberry

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore