Vacation rentals in Casselberry

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Top-rated vacation rentals in Casselberry

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

Guest favorite

Guest suite in Altamonte Springs

4.96 out of 5 average rating, 137 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!

Aug 8 – 15

R2,251 ZAR per night
Guest favorite

Guest suite in Altamonte Springs

4.97 out of 5 average rating, 295 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

Apr 16 – 23

R1,692 ZAR per night
Guest favorite

Bungalow in Maitland

4.86 out of 5 average rating, 486 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.

May 13 – 20

R1,849 ZAR per night

Popular amenities for Casselberry vacation rentals

Stay near Casselberry's top sights

Walmart Supercenter13 locals recommend
LA Fitness4 locals recommend
Northland Church3 locals recommend
Victorio's Oyster Bar & Grille3 locals recommend
Cubans on the Run3 locals recommend
Donut King8 locals recommend

Other great vacation rentals in Casselberry

Guest favorite

Camper/RV in Winter Park

4.96 out of 5 average rating, 158 reviews

Babs & Dan's Place - Home away from Home

Apr 7 – 14

R1,024 ZAR per night
Guest favorite

Guesthouse in Maitland

4.87 out of 5 average rating, 381 reviews

Chez Bienvenu

Jul 28 – Aug 4

R1,837 ZAR per night
Guest favorite

Townhouse in Winter Park

4.98 out of 5 average rating, 195 reviews

Beautiful Downtown Winter Park

Jun 15 – 22

R2,399 ZAR per night
Guest favorite

Guesthouse in Sanford

4.95 out of 5 average rating, 186 reviews

Private Courtyard Cottage on Canal

Jun 1 – 8

R1,669 ZAR per night
Guest favorite

Townhouse in Casselberry

4.93 out of 5 average rating, 14 reviews

Gorgeous Lake Howell Townhouse

Jul 20 – 27

R2,469 ZAR per night
Guest favorite

Home in Maitland

5.0 out of 5 average rating, 20 reviews

Fern Park Retreat

Oct 22 – 29

R2,244 ZAR per night
Guest favorite

Home in Casselberry

5.0 out of 5 average rating, 37 reviews

Spacious 3 BR Home Perfect for Orlando Getaway

Feb 6 – 13

R3,239 ZAR per night
Guest favorite

Guesthouse in Longwood

4.92 out of 5 average rating, 24 reviews

Cozy and Modern Studio suite in Longwood

Jan 1 – 8

R1,434 ZAR per night
Guest favorite

Guesthouse in Longwood

5.0 out of 5 average rating, 63 reviews

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

Jul 6 – 13

R2,437 ZAR per night
Guest favorite

Guesthouse in Sanford

4.91 out of 5 average rating, 68 reviews

Suite Retreat

Oct 31 – Nov 7

R1,340 ZAR per night
Superhost

Guest suite in Winter Park

4.94 out of 5 average rating, 81 reviews

Romantic Villa at Winter Park 1Bed 1Bath

Nov 23 – 30

R1,915 ZAR per night
Guest favorite

Home in Longwood

5.0 out of 5 average rating, 29 reviews

One Love Retreat and Guest House

May 28 – Jun 4

R2,878 ZAR per night

Quick stats about vacation rentals in Casselberry

Total rentals

130 properties

Rentals with dedicated workspaces

70 properties have a dedicated workspace

Rentals with a pool

50 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

3.2K 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 50 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 apartment rentals in Casselberry have air conditioning?

    Absolutely! We offer over 10 apartment 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 free parking, over 90 homes with wifi, over 80 homes with a kitchen, over 90 homes with air conditioning, 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 apartment rentals in Casselberry have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Casselberry. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

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