House
10.0(86 Reviews)
2 Bedrooms
4 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $176/Night
7 Nights - US $1,229
Lakeland Holiday Rentals
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Compare Villas, Resorts, & Rentals in Lakeland
10.0
Apartment
10.0(19 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
View- Air Conditioner
US $183/Night
7 Nights - US $1,282
Cottage
10.0(1 Review)
1 Bedroom
- Kitchen
- Air Conditioner
Internet
Pet Friendly
US $419/Night
7 Nights - US $2,936
Cottage
10.0(57 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $268/Night
7 Nights - US $1,878
House
10.0(10 Reviews)
2 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $154/Night
7 Nights - US $1,080
House
10.0(54 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $188/Night
7 Nights - US $1,319
House
10.0(46 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $180/Night
7 Nights - US $1,258
Apartment
10.0(42 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $113/Night
7 Nights - US $790
Cottage
10.0(41 Reviews)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $133/Night
7 Nights - US $929
Luxury Holiday Rentals in Lakeland
Over 879+ Luxury Holiday Rentals in or Near Lakeland
House
8 Bedrooms
18 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,386/Night
7 Nights - US $9,703
New
House
7 Bedrooms
16 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,245/Night
7 Nights - US $8,716
House
8 Bedrooms
18 Guests
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $1,213/Night
7 Nights - US $8,490
New
House
4 Bedrooms
9 Guests
- Parking
Pool- Air Conditioner
- Internet
US $1,098/Night
7 Nights - US $7,688
New
House
10.0(3 Reviews)
5 Bedrooms
16 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,037/Night
7 Nights - US $7,257
House
8.0(1 Review)
4 Bedrooms
8 Guests
Hot Tub- Balcony/Terrace
- Kitchen
- Air Conditioner
US $932/Night
7 Nights - US $6,526
House
3 Bedrooms
7 Guests
Oceanfront- Hot Tub
- Parking
- Pool
US $867/Night
7 Nights - US $6,069
House
4 Bedrooms
8 Guests
- Oceanfront
- Hot Tub
- Parking
Skiing
US $808/Night
7 Nights - US $5,656
House
9.6(27 Reviews)
5 Bedrooms
20 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $800/Night
7 Nights - US $5,598
Top-Rated Holiday Rentals with a Pool in Lakeland
Over 181+ The Best Private Villas and Holiday Rentals in Lakeland with a Pool
House
10.0(42 Reviews)
5 Bedrooms
10 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $311/Night
7 Nights - US $2,175
House
10.0(39 Reviews)
3 Bedrooms
6 Guests
Private Pool- Parking
- Pool
Ocean View
US $229/Night
7 Nights - US $1,604
House
10.0(29 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $487/Night
7 Nights - US $3,406
House
10.0(25 Reviews)
4 Bedrooms
13 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $415/Night
7 Nights - US $2,906
House
10.0(17 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $162/Night
7 Nights - US $1,135
House
10.0(15 Reviews)
4 Bedrooms
12 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $423/Night
7 Nights - US $2,963
House
10.0(15 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $222/Night
7 Nights - US $1,553
House
10.0(14 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $273/Night
7 Nights - US $1,908
House
10.0(13 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $421/Night
7 Nights - US $2,949
Pet-Friendly Holiday Rentals in Lakeland
Over 347+ Pet-Friendly Holiday Rentals in or Near Lakeland
House
10.0(29 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $190/Night
7 Nights - US $1,333
Apartment
10.0(3 Reviews)
1 Bedroom
2 Guests
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $86/Night
7 Nights - US $603
Cottage
10.0(1 Review)
1 Bedroom
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $377/Night
7 Nights - US $2,639
House
10.0(15 Reviews)
2 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $134/Night
7 Nights - US $938
House
10.0(3 Reviews)
3 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $206/Night
7 Nights - US $1,444
House
10.0(14 Reviews)
2 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $173/Night
7 Nights - US $1,211
House
10.0(11 Reviews)
2 Bedrooms
6 Guests
- Air Conditioner
- Internet
- Pet Friendly
Child Friendly
US $322/Night
7 Nights - US $2,251
New
House
10.0(11 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $104/Night
7 Nights - US $731
Apartment
10.0(9 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $164/Night
7 Nights - US $1,146
Large Holiday Rentals and Private Villas in Lakeland
Over 113+ Large Holiday Rentals and Private Villas in or Near Lakeland
House
10.0(27 Reviews)
5 Bedrooms
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $417/Night
7 Nights - US $2,917
House
10.0(6 Reviews)
3 Bedrooms
10 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $179/Night
7 Nights - US $1,254
House
10.0(20 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $497/Night
7 Nights - US $3,476
US $346/Night
7 Nights - US $2,421
House
10.0(19 Reviews)
4 Bedrooms
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $211/Night
7 Nights - US $1,480
House
10.0(13 Reviews)
3 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $224/Night
7 Nights - US $1,568
House
10.0(8 Reviews)
3 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $372/Night
7 Nights - US $2,601
House
10.0(3 Reviews)
3 Bedrooms
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $276/Night
7 Nights - US $1,935
House
10.0(2 Reviews)
5 Bedrooms
16 Guests
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
US $581/Night
7 Nights - US $4,065
Wheelchair Accessible Holiday Homes in Lakeland
Over 80+ Wheelchair Accessible Holiday Homes in or Near Lakeland
US $66/Night
7 Nights - US $460
Villa
10.0(1 Review)
3 Bedrooms
6 Guests
Breakfast- Parking
- Balcony/Terrace
- View
US $248/Night
7 Nights - US $1,737
Hotel
9.6(1001 Reviews)
- Breakfast
- Parking
- Pool
- Kitchen
US $142/Night
7 Nights - US $996
US $63/Night
7 Nights - US $444
House
10.0(1 Review)
2 Bedrooms
8 Guests
- Parking
- Internet
- Pet Friendly
- Child Friendly
US $82/Night
7 Nights - US $574
US $62/Night
7 Nights - US $431
New
Apartment
1 Bedroom
2 Guests
- Pool
- Kitchen
- Air Conditioner
- Pet Friendly
US $61/Night
7 Nights - US $428
US $60/Night
7 Nights - US $422
US $60/Night
7 Nights - US $422
Lakeland Private Villas and Holiday Homes Under $200
Over 454+ Lakeland Private Villas and Holiday Homes Under $200
House
10.0(36 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $151/Night
7 Nights - US $1,057
Apartment
10.0(2 Reviews)
1 Bedroom
4 Guests
- Parking
- Internet
- Pet Friendly
Security/Safety
US $148/Night
7 Nights - US $1,034
US $137/Night
7 Nights - US $958
Apartment
10.0(33 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $152/Night
7 Nights - US $1,062
Apartment
10.0(2 Reviews)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $98/Night
7 Nights - US $688
House
10.0(26 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $162/Night
7 Nights - US $1,132
House
10.0(20 Reviews)
1 Bedroom
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $176/Night
7 Nights - US $1,231
Apartment
10.0(12 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $162/Night
7 Nights - US $1,132
Apartment
10.0(12 Reviews)
1 Bedroom
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $114/Night
7 Nights - US $795
Instantly Bookable Holiday Homes in Lakeland
Over 479+ Instantly Bookable Holiday Homes in or Near Lakeland
House
10.0(19 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $316/Night
7 Nights - US $2,211
House
9.6(4 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $168/Night
7 Nights - US $1,173
House
10.0(13 Reviews)
2 Bedrooms
4 Guests
- Air Conditioner
- Internet
Laundry
Bedding/Linens
US $240/Night
7 Nights - US $1,679
Apartment
10.0(10 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $183/Night
7 Nights - US $1,284
Apartment
10.0(10 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $161/Night
7 Nights - US $1,126
House
10.0(8 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $129/Night
7 Nights - US $904
Apartment
10.0(6 Reviews)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $167/Night
7 Nights - US $1,170
Condo
10.0(5 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $205/Night
7 Nights - US $1,432
Apartment
10.0(5 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $203/Night
7 Nights - US $1,423
Book a Last Minute Place to Stay in Lakeland
About Casai's Private Villas and Holiday Rentals in Lakeland
Discover more than 888 vacation rentals available in Lakeland. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Lakeland.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Lakeland, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Lakeland. On average, places to stay near Lakeland offer 682.52 ft², with nightly prices averaging US $245.
With Casai, finding and comparing holiday rentals in Lakeland is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other places to stay near the Lakeland, FL
There are 888 Lakeland, FL Holiday Rentals
- Prices for a holiday home in Lakeland start at US $41
- Top rated vacation home in Lakeland is LAKELAND, FL SWAN CITY GET-AWAY ENTIRE HOUSE
- Most popular short term in Lakeland is Howard Johnson by Wyndham Lakeland
- Cheapest place to stay in Lakeland is Cozy studio with WiFi and AC in peaceful Lakeland
- Most expensive holiday rental in Lakeland is Lakeland Group Retreat | Sleeps 18 Across 3 Private Units | Walk to Lakes & Florida Southern
Frequently Asked Questions About Lakeland?
What are the top holiday rentals in Lakeland?
With numerous options available in Lakeland, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Lakeland:
- LAKELAND, FL SWAN CITY GET-AWAY ENTIRE HOUSE
- Historic 2BR Cottage w/Fenced in Yard Near FSC
- The Blue House in Historic Downtown Lakeland
- 1 Bedroom Private Vacation Home In Lakeland
- Relax in Heated Saltwater Pool w/Screened Lanai
- Cozy In-Law Suite in South Lakeland
- The Swan & Scholar House - 3BR/2.5 Bath
- Just steps from Florida Southern College and Lake Morton
- Tropical Paradise - Private Heated Pool, Screened Lanai, No Cleaning Fee
- Dixieland Delight
How many holiday rentals have private pools in Lakeland?
Discover a selection of holiday rentals with private pools near Lakeland with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Lakeland are best for families?
If you're searching for a family-friendly holiday home in Lakeland, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Lakeland:
How many Casai.com holiday rentals are available in Lakeland?
As of 2026, Casai boasts over 888 properties listed in the Lakeland area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Lakeland.
Nearby Neighborhood (11)
| Neighborhood | Property Count |
|---|---|
| Downtown Vacation Rentals in Lakeland, Florida | 434 |
| Dixieland Vacation Rentals in Lakeland, Florida | 33 |
| Lakeland Highlands Vacation Rentals in Lakeland, Florida | 117 |
| East Lake Morton Vacation Rentals in Lakeland, Florida | 522 |
| Lake Bentley Vacation Rentals in Lakeland, Florida | 467 |
| Parker Street Vacation Rentals in Lakeland, Florida | 472 |
| Lake Somerset Vacation Rentals in Lakeland, Florida | 441 |
| Knights Community Club Vacation Rentals in Lakeland, Florida | 87 |
| Shore Acres Vacation Rentals in Lakeland, Florida | 420 |
| Swannanoa Vacation Rentals in Lakeland, Florida | 306 |
| Lake Bonny Vacation Rentals in Lakeland, Florida | 429 |
