Condo
10.0(33 Reviews)
2 Bedrooms
6 Guests
Private Pool
Oceanfront
Hot Tub
Parking
US $373/Night
7 Nights - US $2,610
Estero Holiday Rentals
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Compare Villas, Resorts, & Rentals in Estero
10.0
House
9.7(3 Reviews)
1 Bedroom
4 Guests
- Parking
Balcony/Terrace
View
Air Conditioner
US $167/Night
7 Nights - US $1,172
Hotel
9.4(575 Reviews)
Breakfast- Parking
Pool- Balcony/Terrace
US $115/Night
7 Nights - US $808
Cottage
10.0(22 Reviews)
1 Bedroom
4 Guests
- Parking
Kitchen- Air Conditioner
Internet
US $236/Night
7 Nights - US $1,654
New
House
5 Bedrooms
10 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $1,033/Night
7 Nights - US $7,228
House
10.0(12 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
Ocean View- Balcony/Terrace
US $132/Night
7 Nights - US $926
Condo
10.0(11 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $281/Night
7 Nights - US $1,970
Condo
10.0(11 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $215/Night
7 Nights - US $1,508
House
10.0(8 Reviews)
2 Bedrooms
4 Guests
Child Friendly
US $205/Night
7 Nights - US $1,432
Luxury Holiday Rentals in Estero
Over 352+ Luxury Holiday Rentals in or Near Estero
New
House
5 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $1,513/Night
7 Nights - US $10,594
Condo
2 Bedrooms
8 Guests
- Parking
- Pool
Spa- Balcony/Terrace
US $1,026/Night
7 Nights - US $7,179
House
10.0(2 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $871/Night
7 Nights - US $6,099
House
10.0(3 Reviews)
4 Bedrooms
9 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $757/Night
7 Nights - US $5,299
House
10.0(1 Review)
4 Bedrooms
8 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $633/Night
7 Nights - US $4,434
House
10.0(3 Reviews)
4 Bedrooms
9 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $620/Night
7 Nights - US $4,342
Condo
2 Bedrooms
8 Guests
- Parking
- Pool
- Spa
- Balcony/Terrace
US $569/Night
7 Nights - US $3,986
Condo
9.0(2 Reviews)
2 Bedrooms
8 Guests
- Parking
- Pool
- Spa
- Balcony/Terrace
US $560/Night
7 Nights - US $3,919
House
4 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $541/Night
7 Nights - US $3,789
Top-Rated Holiday Rentals with a Pool in Estero
Over 249+ The Best Private Villas and Holiday Rentals in Estero with a Pool
House
10.0(12 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $380/Night
7 Nights - US $2,658
Condo
10.0(11 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $316/Night
7 Nights - US $2,211
House
10.0(9 Reviews)
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $163/Night
7 Nights - US $1,144
House
10.0(8 Reviews)
3 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $321/Night
7 Nights - US $2,248
House
10.0(7 Reviews)
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $245/Night
7 Nights - US $1,712
House
10.0(6 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $480/Night
7 Nights - US $3,359
House
10.0(6 Reviews)
2 Bedrooms
5 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $206/Night
7 Nights - US $1,443
Condo
10.0(5 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $158/Night
7 Nights - US $1,108
Condo
10.0(4 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $252/Night
7 Nights - US $1,767
Pet-Friendly Holiday Rentals in Estero
Over 60+ Pet-Friendly Holiday Rentals in or Near Estero
House
10.0(4 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $158/Night
7 Nights - US $1,106
New
Apartment
1 Bedroom
4 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $258/Night
7 Nights - US $1,805
Hotel
9.2(1001 Reviews)
- Breakfast
- Pool
- Balcony/Terrace
- Kitchen
US $118/Night
7 Nights - US $826
House
10.0(3 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $368/Night
7 Nights - US $2,577
US $127/Night
7 Nights - US $887
House
7.0(2 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $193/Night
7 Nights - US $1,350
US $116/Night
7 Nights - US $814
Condo
10.0(4 Reviews)
3 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Pool
- Air Conditioner
US $246/Night
7 Nights - US $1,720
House
10.0(2 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $252/Night
7 Nights - US $1,762
Large Holiday Rentals and Private Villas in Estero
Over 32+ Large Holiday Rentals and Private Villas in or Near Estero
Villa
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $161/Night
7 Nights - US $1,125
Villa
10.0(1 Review)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Spa
US $487/Night
7 Nights - US $3,408
Villa
10.0(1 Review)
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $140/Night
7 Nights - US $979
Villa
2 Bedrooms
8 Guests
- Hot Tub
- Air Conditioner
- Child Friendly
Laundry
US $526/Night
7 Nights - US $3,685
Villa
9.8(61 Reviews)
3 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $246/Night
7 Nights - US $1,721
House
9.2(5 Reviews)
5 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $447/Night
7 Nights - US $3,130
Villa
8.8(3 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $252/Night
7 Nights - US $1,765
House
3 Bedrooms
10 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $393/Night
7 Nights - US $2,754
Villa
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $359/Night
7 Nights - US $2,512
Wheelchair Accessible Holiday Homes in Estero
Over 42+ Wheelchair Accessible Holiday Homes in or Near Estero
House
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $347/Night
7 Nights - US $2,431
Hotel
8.7(157 Reviews)
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $147/Night
7 Nights - US $1,027
US $133/Night
7 Nights - US $929
US $249/Night
7 Nights - US $1,745
Hotel
8.4(175 Reviews)
- Oceanfront
- Parking
- Pool
- Ocean View
US $117/Night
7 Nights - US $819
US $239/Night
7 Nights - US $1,672
Condo
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $243/Night
7 Nights - US $1,699
Condo
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $232/Night
7 Nights - US $1,626
New
Condo
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $309/Night
7 Nights - US $2,163
Estero Private Villas and Holiday Homes Under $200
Over 138+ Estero Private Villas and Holiday Homes Under $200
Condo
10.0(1 Review)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $190/Night
7 Nights - US $1,331
Hotel
9.2(156 Reviews)
- Parking
- Pool
- Air Conditioner
- Internet
US $149/Night
7 Nights - US $1,044
Hotel
9.2(931 Reviews)
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $138/Night
7 Nights - US $968
Condo
10.0(1 Review)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $188/Night
7 Nights - US $1,313
Hotel
8.7(64 Reviews)
EV Charge Station- Parking
- Pool
- Balcony/Terrace
US $151/Night
7 Nights - US $1,054
Condo
10.0(1 Review)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $168/Night
7 Nights - US $1,173
Condo
9.8(10 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $154/Night
7 Nights - US $1,077
Condo
9.6(5 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $125/Night
7 Nights - US $873
Condo
9.2(10 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $138/Night
7 Nights - US $965
Instantly Bookable Holiday Homes in Estero
Over 152+ Instantly Bookable Holiday Homes in or Near Estero
Condo
9.0(2 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $192/Night
7 Nights - US $1,343
House
10.0(9 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $692/Night
7 Nights - US $4,846
Condo
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Spa
US $502/Night
7 Nights - US $3,512
New
Condo
2 Bedrooms
4 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $188/Night
7 Nights - US $1,314
Condo
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $157/Night
7 Nights - US $1,096
Condo
2 Bedrooms
4 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $155/Night
7 Nights - US $1,083
Condo
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $146/Night
7 Nights - US $1,019
Condo
2 Bedrooms
6 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $116/Night
7 Nights - US $812
Condo
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $110/Night
7 Nights - US $767
Book a Last Minute Place to Stay in Estero
About Casai's Private Villas and Holiday Rentals in Estero
Discover more than 361 vacation rentals available in Estero. 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 Estero.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Estero, 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 Estero. On average, places to stay near Estero offer 776.13 ft², with nightly prices averaging US $269.
With Casai, finding and comparing holiday rentals in Estero 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 Estero, FL
There are 361 Estero, FL Holiday Rentals
- Prices for a holiday home in Estero start at US $83
- Top rated vacation home in Estero is BEAUTIFULLY FURNISHED AND DECORATED CONDO IN STONEYBROOK GATED GOLF COMMUNITY
- Most popular short term in Estero is Embassy Suites by Hilton Fort Myers Estero
- Cheapest place to stay in Estero is Cozy Home! Right in the heart for Estero. Restaurants, shopping, and beaches!
- Most expensive holiday rental in Estero is Riverfront Retreat with Pool, Spa & Dock
Recently Booked Holiday Rentals in Estero
Frequently Asked Questions About Estero?
What are the top holiday rentals in Estero?
With numerous options available in Estero, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Estero:
- BEAUTIFULLY FURNISHED AND DECORATED CONDO IN STONEYBROOK GATED GOLF COMMUNITY
- River Ranch Oaks
- Beautiful updated pool home in a quiet, gated community.
- BEACH & SUNSETS CONDO!
- Newly remodeled 3-bedroom condo in a bundled community
- Gorgeous Newly Furnished Condo in Gated Golf Course of Stoneybrook
- Your HOME away from HOME 2 bedroom 2 bathroom in the Stoneybrook Golf Community
- Country Creek -Lovely updated 3 bed/2 bath Estero home with hot tub and golf
- Fabulous home w/new pool & spa. Minutes to golf, shop, dine, and fun-in-sun.
- Zara Camper on a Horse farm 25min to Beach!
How many holiday rentals have private pools in Estero?
Discover a selection of holiday rentals with private pools near Estero 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 Estero are best for families?
If you're searching for a family-friendly holiday home in Estero, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Estero:
How many Casai.com holiday rentals are available in Estero?
As of 2026, Casai boasts over 361 properties listed in the Estero area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Estero.
Nearby Neighborhood (14)
| Neighborhood | Property Count |
|---|---|
| Stoneybrook Vacation Rentals in Fort Myers, Florida | 281 |
| Fountain Lakes Vacation Rentals in Fort Myers, Florida | 508 |
| Miromar Lakes Vacation Rentals in Fort Myers, Florida | 387 |
| Grandezza Vacation Rentals in Fort Myers, Florida | 290 |
| The Masters Vacation Rentals in Fort Myers, Florida | 446 |
| Colonial Oaks Vacation Rentals in Fort Myers, Florida | 487 |
| Cascades Vacation Rentals in Fort Myers, Florida | 472 |
| Riverwoods Plantation Vacation Rentals in Fort Myers, Florida | 484 |
| Seaside Vacation Rentals in Fort Myers, Florida | 474 |
| Pinehurst Vacation Rentals in Fort Myers, Florida | 469 |
| Oak Run Vacation Rentals in Fort Myers, Florida | 438 |
| Palmetto Dunes Vacation Rentals in Fort Myers, Florida | 421 |
| Copper Oaks Vacation Rentals in Fort Myers, Florida | 407 |
| Corkscrew Woodlands Vacation Rentals in Fort Myers, Florida | 357 |
