Vacation rentals in Casselberry

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Top-rated vacation rentals in Casselberry

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Guest favorite

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!

Apr 27 – May 4

€ 128 per night

Guest favorite

Apartment in Winter Park

4.96 out of 5 average rating, 214 reviews

Apt D -Modern Elegance in the Heart of Winter Park

Great Location! If you haven't explored Winter Park's Park Avenue, then you must! Three blocks to Park Ave and two blocks to the Winter Park Village! Cozy and modern space. Simple elegance in downtown Winter Park defined by contemporary design and leisurely living. Heated pool, outdoor grill and bikes for your enjoyment. Enjoy the convenience and tranquility of one of Florida's best walking communities and do it in style! Fastest internet speed available: 177MBPS download and 21.5 MBPS upload

Apr 26 – May 3

€ 121 per night

Guest favorite

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

Aug 20 – 27

€ 100 per night

Guest favorite

Bungalow in Maitland

4.86 out of 5 average rating, 488 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.

Jun 26 – Jul 3

€ 118 per night

Guest favorite

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.

Dec 9 – 16

€ 125 per night

Guest favorite

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**

Jun 13 – 20

€ 98 per night

Guest favorite

Home in Maitland

4.96 out of 5 average rating, 113 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

Sep 12 – 19

€ 160 per night

Guest favorite

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

Jul 19 – 26

€ 154 per night

Superhost

Apartment in Maitland

4.82 out of 5 average rating, 251 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.

Sep 28 – Oct 5

€ 84 per night

Guest favorite

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

Jul 6 – 13

€ 99 per night

Guest favorite

Guesthouse in Maitland

4.98 out of 5 average rating, 114 reviews

Private 1-bd Mid-Century Guesthouse

Welcome to our tranquil & private 1-bd Mid-Century Modern Guesthouse. The space has a separate entrance and keyless access. Full kitchen, living room, bedroom and bathroom. Centrally located in Florida, our guesthouse offers easy access to the surrounding areas. Lots of museums, nature walks, parks & fantastic places to eat. Book now & experience the love & care we have put into our property!

Jan 1 – 8

€ 113 per night

Guest favorite

Guest suite in Altamonte Springs

4.96 out of 5 average rating, 384 reviews

Guest Suite! Key West in Altamonte Springs!

This Beautiful Little Guest Suite on ground floor with courtyard entrance. Completely separate entrance and private from the main house. Beautifully decorated with four post queen shutter style bed, wet bar area with mini fridge, morning coffee bar, full bathroom with shower. Driveway parking. Walking distance to Altamonte Mall. 45 mins from Atlantic Coast. 35 mins to Disney Area Attractions.

Aug 20 – 27

€ 105 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Casselberry vacation rentals

Kitchen

Wifi

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 vacation rentals in Casselberry

Guest favorite

Guest suite in Altamonte Springs

4.92 out of 5 average rating, 316 reviews

The Bungalow

Oct 1 – 8

€ 114 per night

Guest favorite

Guesthouse in Maitland

4.87 out of 5 average rating, 381 reviews

Chez Bienvenu

Jul 31 – Aug 7

€ 120 per night

Guest favorite

Townhouse in Casselberry

4.94 out of 5 average rating, 16 reviews

Gorgeous Lake Howell Townhouse

Oct 21 – 28

€ 156 per night

Guest favorite

Home in Casselberry

5.0 out of 5 average rating, 42 reviews

Spacious 3 BR Home Perfect for Orlando Getaway

Sep 10 – 17

€ 202 per night

Guest favorite

Guesthouse in Longwood

5.0 out of 5 average rating, 65 reviews

"Winnie's Place" A Peaceful Guesthouse with Pool.

Nov 6 – 13

€ 144 per night

Guest favorite

Guesthouse in Longwood

4.89 out of 5 average rating, 28 reviews

Cozy and Modern Studio suite in Longwood

May 1 – 8

€ 88 per night

Guest favorite

Guesthouse in Sanford

4.91 out of 5 average rating, 69 reviews

Suite Retreat

Oct 24 – 31

€ 89 per night

Guest favorite

Home in Casselberry

4.8 out of 5 average rating, 10 reviews

House of Blues-3 Bedrooms+GameRoom

Dec 14 – 21

€ 176 per night

Show all

Quick stats about vacation 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

Frequently Asked Questions

Do apartment rentals in Casselberry have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Casselberry. Enjoy a tailored experience with all the comforts you desire.
Are there Casselberry vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Casselberry, available on Airbnb. Make a splash and soak up the sun in style!
Are there vacation rentals with a dedicated workspace in Casselberry?
Yes! Work meets play with ease at over 70 vacation rentals in Casselberry featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Casselberry have air conditioning?
Absolutely! We offer over 90 house rentals with air conditioning in Casselberry. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Casselberry?
Enhance your stay in our House Rentals with the most popular amenities: over 90 homes with wifi, over 80 homes with a kitchen, over 90 homes with air conditioning, over 90 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Casselberry?
Four-legged friends are welcome in Casselberry. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Casselberry?
Casselberry has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Casselberry have wifi?
Absolutely! We offer over 90 house rentals with wifi in Casselberry. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Casselberry

Top-rated vacation rentals in Casselberry

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Casselberry vacation rentals

Stay near Casselberry's top sights

Other great vacation rentals in Casselberry

Guest suite in Altamonte Springs

Guesthouse in Maitland

Townhouse in Casselberry

Home in Casselberry

Guesthouse in Longwood

Guesthouse in Longwood

Guesthouse in Sanford

Home in Casselberry

Quick stats about vacation rentals in Casselberry

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Do apartment rentals in Casselberry have free parking?

Are there Casselberry vacation rentals on Airbnb with pools?

Are there vacation rentals with a dedicated workspace in Casselberry?

Do house rentals in Casselberry have air conditioning?

What are the most popular amenities for House Rentals in Casselberry?

Are there pet-friendly vacation rentals in Casselberry?

Are there family-friendly vacation rentals in Casselberry?

Do house rentals in Casselberry have wifi?

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