Holiday rentals with a pool in Seminole County

Guest suite in Altamonte Springs

4.95 out of 5 average rating, 175 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!

4.88 out of 5 average rating, 562 reviews

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.

Flat in Altamonte Springs

4.96 out of 5 average rating, 326 reviews

St.John suite

Luxurious space with PRIVATE ENTRANCE, 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 lined streets, Ample shopping and award winning restaurants very nearby. Come play or rejuvenate your soul in this picturesque setting.

4.88 out of 5 average rating, 99 reviews

Home in Lake Mary

Markham Woods 4BR Pool Retreat near Attractions

1 camera near the front door for security. Recording 24/7 Great blend of medieval charm and modern comforts in the spacious living area with expansive glass windows. Luxuriate in the lavish master suite boasting a king-sized bed and indulgent oversized showers. Outside, discover a sprawling backyard with a pool. **Please note: we charge a small event fee; discuss and pay before booking. ** Conveniently close to Disney, Daytona Beach, and local attractions for a serene getaway. getaway.

4.97 out of 5 average rating, 108 reviews

Guest suite in Longwood

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

Share the backyard and NON Heated Pool with your hosts if we are home. Between Disney & the beaches. 12 years & older only. Sofa extends to a single bed. Minutes from I-4 makes commuting easy. NOT a heated pool. Wheelchairs are fine. Driveway Entry gate 39"- Breezeway to Ramp entrance 32"- Slider Entrance 33"-Bedroom door 35"-Shower (no step) 35"-Laundry 32"-Closet 35"-Queen bed 31". We are not Handicap Certified but most wheelchair guests do not have issues. Grab bars in the bathroom.

4.92 out of 5 average rating, 411 reviews

Guest suite in Oviedo

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

4.86 out of 5 average rating, 123 reviews

Home in Maitland

Bonheur Ala Maison

Bonheur A la Maison is the home that offers a beautiful, comfortable, spacious, convenient and all around happy feeling with the little extras and attention to detail to make you feel like you're basking in a lot of luxury for a simple price! Its everything you need from your blow dryer, to your plush robe and from your USB outlets at all bedsides to your built in wireless speakers for your music of choice. We tried to think of it all. Conveniently located near lots of shops and parks!

4.95 out of 5 average rating, 275 reviews

Guest house in Sanford

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 - Pool, not heated, with private double patio sitting area with 2 Fire pits Gas & Wood; BBQ gas grill

4.87 out of 5 average rating, 245 reviews

Home in Sanford

Private Pool at Flamingo Cottage

This 3 bedroom, 1.5 bath is equipped for a peaceful stay! At the intersection of 429, I-4 & SR417, under 40 miles from Disney & Parks, close to shopping & transportation, a screened private pool, a backyard, 2-car garage, cable, wi-fi, new appliances, fully equipped, renovated kitchen, a washer and dryer. Inside, tile floors keep allergens at bay. An older home set up to be comfy and homey. Vacation in a home setting! With outdoor seating and citrus trees, Florida is at your doorstep!

4.91 out of 5 average rating, 314 reviews

Boat in Sanford

Unique Concrete House Boat!!! NO CLEANING FEES!!!

This ferrocement boat was made in Sweden in 1973. That’s right! It’s made of concrete! The boat circumnavigated the globe twice before eventually ending up here in sunny Sanford FL. We spent 2 years completely renovating everything and tried to leave as much of the boat’s original personality intact while adding modern amenities. Restaurant/bar, pool, laundry facilities, showers and restrooms, diner, and marina store all on site, and downtown historic Sanford and river walk close by.

4.89 out of 5 average rating, 259 reviews

Home in Lake Mary

Gated community XL pool Home 2500sq/f

Our LK Mary home sits in Between the 2 most famous places central Florida has to offer, Disney World & Daytona beach and everything else in between. This property sits on 1/2acre of land, tropical landscaped backyard making your stay with us the true Floridian experience . Total privacy with quite nights for a full rest. NO BIKERS PLease! My home is in a Gated community.1 mile to Dtwn Lake Mary. Our pool is NOT heated, the hot tub only CAN be headed at an additional cost

4.99 out of 5 average rating, 143 reviews

Home in Sanford

The Cypress House

This beautiful 2 bedroom, 1 bathroom Ranch Style home is conveniently located 3.5 miles from the Sanford International Airport and Boombah Sports Complex. The inviting landscape and backyard where you can cool off in the rustic style stock tank pool or grill out and relax on the patio. The open floor plan creates a spacious feel and every finish was selected with care. For a glamping experience check out our other listing: https://abnb.me/z3XrgOSPNFb

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Hotels

Stylish accommodation and amenities

Popular amenities for Seminole County rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Altamonte Springs

4.82 out of 5 average rating, 129 reviews

Quiet Place, convenient to everything!

FrancisRating, 5 stars1 month ago

The home is as described. Nice and Clean. Quiet neighborhood. Highly Recommend!!!!

4.87 out of 5 average rating, 101 reviews

Home in Casselberry

Cozy 4/2, King Beds, Pergola, Hot Tub & Pool

BeverlyRating, 5 stars1 week ago

Very nice inside and spacious backyards closed in games for the children and family to do lots of beds I like that you can shut the master door and everybody can still get to the bathroom as a huge thing for me.

4.92 out of 5 average rating, 26 reviews

Home in Casselberry

Blue Villa | 8 PPL | Heated Pool | BBQ | Top Area

SabrinaRating, 5 stars3 days ago

The Blue Villa was an absolutely wonderful accommodation! From check in to check out, there was easy access, immediate responses to communications, peaceful neighborhood, great restaurants near by, leading to a fantastic stay. We would definitely return!

4.9 out of 5 average rating, 105 reviews

Home in Longwood

Tropical Oasis - Heated Luxury Pool - Game Room

AnandaRating, 5 stars1 day ago

The home is great for a big family and for entertaining. Very spacious, nice kitchen, and outdoor space. Between the game room and the pool, they provided plenty of fun activities for kids.

Home in Altamonte Springs

4.78 out of 5 average rating, 88 reviews

Home in Altamonte Springs

KatherineRating, 5 stars2 weeks ago

Beautiful home felt very welcome experience was great no complaints thank you so much

4.94 out of 5 average rating, 108 reviews

Home in Casselberry

Villa with Guest House & Pool-Patio

KrystalRating, 5 stars3 weeks ago

This home was absolutely perfect for a family or like we did a friend gathering. Everyone knows as adults it’s very hard to coordinate meetups and this home made it such a special time that we actually stayed in it more than leaving! Was stocked with everything possibly needed. The backyard was absolutely beautiful so we stayed out there more than not. The neighborhood was close to everything you might need. Grocery stores, liquor stores, shopping. 18 minutes away from downtown orlando, and about 30 minutes away from everything else! ubers were all under $30 going anywhere.

4.99 out of 5 average rating, 113 reviews

Home in Longwood

Private 4-Bedroom home with pool!

ElsaRating, 5 stars3 weeks ago

I fully recommend staying in this beautiful and charming home. Our host Nicolas was amazing and he made us feel right at home. The place is very peaceful and at the same full of positive energies. 5 stars all the way!

Home in Altamonte Springs

4.93 out of 5 average rating, 44 reviews

Lakefront House ~ Pool ~ 5 Star Location

JonRating, 5 stars1 week ago

WOW! What a great place. Very picturesque. Enjoyed the lakefront, pool, private. Location is close to the Altamonte Mall and alot of retail, restaurants, etc - however, the location is tucked away and you would never know it.

Show all

Apartment rentals with a pool

4.92 out of 5 average rating, 101 reviews

Location,Location 3bd 2bth near parks conv.ct/Int.

LucindaRating, 5 stars1 week ago

Working with Isabela, was easy. The place was perfect for our needs. Beautiful, easy access to local attractions. Would highly recommend.

Apartment in New Smyrna Beach

4.99 out of 5 average rating, 107 reviews

Heated Pool | Ocean Views | Direct Beach Access

SusanneRating, 5 stars2 days ago

The condo was very easy to find with ample covered parking. We found the condo-community to be a very family friendly, quiet place to stay. The condo was very clean as were the common areas. The check-in and check-out process was smooth and easy with clear, easy-to-read instructions. The condo is also a very easy walk to a convivence store and restaurants. This will be top on our list for future visits to New Smyrna Beach.

4.88 out of 5 average rating, 225 reviews

Maria Luz Studio-Huge Terrace/Universal area.

LisaRating, 5 stars2 weeks ago

Fantastic and Wonderful! This place has by far been the best!

4.92 out of 5 average rating, 149 reviews

VCR1-305 Reserve Deluxe Condo - Convention Center

ShawnaRating, 5 stars2 weeks ago

My family and I truly enjoyed our stay! We were in walking distance to Publix and some great restaurants which was great!!! We ere also around 10 minutes from the Parks, malls, and outlet malls which made calling an Uber for transportation very affordable! The pool was absolutely amazing!!! They had bar at the pool which heighten our enjoyment and relaxation! Definitely would recommend and be back again!

4.78 out of 5 average rating, 110 reviews

LUXURY ONE BEDROOM CONDO NEAR UNIVERSAL

ShavornRating, 5 stars2 weeks ago

Great stay - very close to Universal and nearby attractions. Fast communication and the pool was a plus. Thank you!

4.96 out of 5 average rating, 112 reviews

Lovely studio near Universal

SolomonRating, 5 stars1 week ago

The place was really nice and comfortable inside. On top of that it’s extremely close to many restaurants and made it very convenient going to Universal. It’s an Amazing spot to stay and would definitely recommend it for anyone.

4.68 out of 5 average rating, 160 reviews

Close to all Disney entertainment.

SriRating, 5 stars3 weeks ago

I like and love this place and I will recommend all guest to stay in this place. so peaceful to stay there