Vacation rentals with a pool in Maitland

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Top-rated rentals with a pool in Maitland

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Orlando

4.92 out of 5 average rating, 131 reviews

Lakefront Artist's Studio- Isolate in Luxury!

Our lakefront Artist Studio Apartment is ideal for those who want/need isolation or just enjoy privacy in a beautiful setting. Spend your days working on the high speed internet poolside or on the private covered porch, and evenings sipping wine and watching the sun set over Lake Silver. The entrance is private and decor modern, a bit boho, and showcases my artwork. Sleep well in the pillow-top queen bed and sip your morning coffee in the butterfly garden. *hospital grade cleaners utilized

Oct 30 – Nov 6

R2,922 ZAR per night

Guest favorite

Apartment in Orlando

4.93 out of 5 average rating, 102 reviews

Apartment, 7 Min to Orlando Airport/ Lake Nona

Complete private unit . A Private Door inside the room to step out to the pool .1 Bed/1 Bath, 2 TV’s , Netflix Amazon, sitting area, and and a small kitchen, We a Manual Slingshot available for rent, the rent for the Slignshot will be $200 per day. Pool area will be available all the time .We just build a door inside the room that way is easy access. This place is 25 Minutes driving to Disney World and most Parks, Lake Nona is 10 minutes away. We are Close to UCF, lake Nona, MCO, Waterford lakes

Oct 27 – Nov 3

R2,176 ZAR per night

Guest favorite

Guest suite in Orlando

4.99 out of 5 average rating, 124 reviews

Beautiful studio with pool & close to attractions!

An amazing studio space, attached to the main home, with private entrance, King size bed, full bath, and kitchenette. Recently renovated and very comfortable. New Mitsubishi mini-split AC system and a Nespresso Machine for your morning coffee. Access to pool area, gazebo, and washer/dryer outside! Centrally located: under 20 minutes to the airport, 5 minutes to Florida Mall, 10 minutes to Mall at Millenia, under 20 minutes to Universal Studios, 35 minutes to Disney, and 10 minutes to Downtown!

Oct 23 – 30

R1,627 ZAR per night

Guest favorite

Bungalow in Maitland

4.86 out of 5 average rating, 493 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.

Aug 11 – 18

R1,861 ZAR per night

Guest favorite

Guest suite in Altamonte Springs

4.96 out of 5 average rating, 317 reviews

St. Augustine suite

Luxurious space with PRIVATE ENTRANCE, PRIVATE BATHROOM and breakfast kitchenette. Located on a large lake front property with amenities that include private dock, pool, large manicured lawns and much more. Ideal for canoeing, watching the sun rise or doing nothing at all. Close to theme parks and beaches. Spring Valley is a peaceful community with age old oak tree , Ample shopping and award winning restaurants very nearby. Come play or rejuvenate your soul in this picturesque setting

Aug 12 – 19

R1,740 ZAR per night

Guest favorite

Guest suite in Oviedo

4.9 out of 5 average rating, 315 reviews

Oviedo Oasis:2/1 attached Guest Suite;Private Pool

Cozy 2 bedroom guest suite connected to host's primary residence but has its own entrance and guests have complete privacy. There are no shared spaces inside. Living room, 2 separate bedrooms and a full size bath. Amenities include a coffee bar, mini fridge , microwave, TV, Wifi and access to non-heated swimming pool. Listing does not include a full kitchen. Central to everything: UCF: 5 miles MCO Airport: 25 miles Sanford Airport: 11 miles Universal Theme Parks: 27 miles Disney: 40 miles

Feb 20 – 27

R2,053 ZAR per night

Guest favorite

Guesthouse in Orlando

4.88 out of 5 average rating, 219 reviews

Couples Oasis *Heated Pool* and Lake View

Have a romantic getaway in this SODO Couples Oasis Retreat with private pool or come work alone in this peaceful oasis. Perfect for couples or the busy profesional who want privacy and quiet with lake view while relaxing by the pool. Centrally located in SODO by downtown Orlando. Close to everything. Walk to great nearby eating places. Love ice cream Kelly’s Hand Made ice cream is a 5 minute walk from the house. *Heated Pool* available for $20 fee for first day and $10 every extra day.

Oct 4 – 11

R2,373 ZAR per night

Guest favorite

Guest suite in Orlando

4.97 out of 5 average rating, 185 reviews

Orlando Oasis in the heart of Thornton Park

The perfect Oasis located in the beautiful Historic Thornton Park, one of the safest and quietest neighborhoods in Downtown Orlando, this brand new studio apt is perfect for couples, business travelers, and families of 3. Enjoy custom cozy decor, a super-comfy queen bed, full kitchen amenities, and a private view of the pool & downtown skyline. Easily walk to great parks, restaurants, bars, shopping, and Lake Eola. 20 min to Universal. 25 min to Disney. *VIDEO TOUR* available on YouTube.

Oct 13 – 20

R2,581 ZAR per night

Guest favorite

Home in Maitland

4.94 out of 5 average rating, 148 reviews

Orlando area pool home in Maitland

Everyone finds our home fun & relaxing. We are close to tons of restaurants & shopping. Only 1 mile from the intersection of I-4 & 414 (Maitland Blvd). Home, it is fully stocked. Plus a gas grill. Towels & linens provided. Games and toys for all ages. Pets are welcome with pet fee. Guests have private use of property, 2 bedrooms & 2 full baths and all living areas, back yard and porch with pool . There is an optional third bedroom available for an additional $35 a night fee.

Mar 19 – 26

R3,932 ZAR per night

Guest favorite

Guest suite in Orlando

4.92 out of 5 average rating, 317 reviews

Downtown Orlando Garden Retreat

This space is a mother-in-law suite, completely private from the main house, accessible through a private entrance outside and entering through the garage. THIS IS NOT THE ENTIRE HOUSE! There is a queen size bed... perfect for a couples getaway! It is conveniently located about 15 min. from OIA and 5 min. from downtown Orlando. There is a beautiful pool and hot tub with stunning sunset views of across the lake... so peaceful and you feel like you are in a resort

Aug 16 – 23

R2,884 ZAR per night

Guest favorite

Apartment in Orlando

4.96 out of 5 average rating, 157 reviews

Luxurious high-rise in the heart of Downtown!

Located in the center of Downtown Orlando, this modern high-rise offers breathtaking views and prime location to the best of Orlando. Just footsteps away from Downtown’s best in nightlife, restaurants, bars, lounges, and Lake Eola Park. A moment’s walk to the Amway Center home of the Orlando Magic, Orlando City Stadium and The Dr.Phillips Center. Camping World Stadium is just a short commute by car as is Orlando’s theme parks of Disney, Universal and SeaWorld.

May 6 – 13

R2,729 ZAR per night

Superhost

Apartment in Maitland

4.82 out of 5 average rating, 265 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.

Jun 7 – 14

R1,568 ZAR per night