Estia Villas - Vacation Rentals in South Portland
House
9.8
(
140 Reviews
)
3 Bedrooms
1 Bathroom
7 Guests
1200 ft²
-
Parking -
Ocean View -
Balcony/Terrace -
View
US $389
/Night
7 Nights - $2,720
New
House
1 Bedroom
1 Bathroom
2 Guests
4305.56 ft²
-
View
-
Air Conditioner -
Internet -
Sports/Activities
US $645
/Night
7 Nights - $4,515
US $221
/Night
7 Nights - $1,544
Condo
10.0
(
66 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
12917 ft²
-
Oceanfront -
Parking
-
Ocean View
-
Balcony/Terrace
US $572
/Night
7 Nights - $4,006
Apartment
10.0
(
13 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
797 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $517
/Night
7 Nights - $3,622
House
10.0
(
7 Reviews
)
3 Bedrooms
1 Bathroom
7 Guests
1450 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $218
/Night
7 Nights - $1,524
Apartment
10.0
(
5 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Kitchen -
Air Conditioner
-
Internet
US $414
/Night
7 Nights - $2,896
House
10.0
(
4 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1800 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $768
/Night
7 Nights - $5,373
See More South Portland Vacation Rentals
Luxury Places to Stay in South Portland
Over 159+
Luxury Places to Stay in or Near South Portland
Cottage
6 Bedrooms
3 Bathrooms
14 Guests
2200 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $1,071
/Night
7 Nights - $7,496
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
12 Guests
-
Spa -
Air Conditioner
-
Internet
-
Pet Friendly
US $1,027
/Night
7 Nights - $7,187
Apartment
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
6 Guests
10764 ft²
-
Parking
-
Spa
-
Balcony/Terrace
-
Kitchen
US $925
/Night
7 Nights - $6,477
House
10.0
(
22 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
2125 ft²
-
Oceanfront
-
Hot Tub -
Parking
-
Ocean View
US $722
/Night
7 Nights - $5,055
New
House
10.0
(
8 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $625
/Night
7 Nights - $4,376
House
9.8
(
11 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1320 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $604
/Night
7 Nights - $4,231
Apartment
2 Bedrooms
1 Bathroom
6 Guests
10763.91 ft²
-
View
-
Air Conditioner
-
Internet
-
Pet Friendly
US $572
/Night
7 Nights - $4,001
Apartment
9.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
2368 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $553
/Night
7 Nights - $3,874
Find More South Portland Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in South Portland
Over 55+
Top-Rated Vacation Rentals with a Pool in or Near South Portland
Hotel
9.3
(
125 Reviews
)
749.88 ft²
-
Private Pool -
Hot Tub
-
Breakfast -
Parking
US $285
/Night
7 Nights - $1,993
Hotel
9.0
(
1005 Reviews
)
-
Breakfast
-
Parking
-
Pool -
Balcony/Terrace
US $233
/Night
7 Nights - $1,633
Hotel
9.0
(
426 Reviews
)
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $215
/Night
7 Nights - $1,503
Hotel
8.9
(
127 Reviews
)
391.81 ft²
-
Private Pool
-
Pool
-
Air Conditioner
-
Internet
US $200
/Night
7 Nights - $1,400
US $219
/Night
7 Nights - $1,534
Hotel
8.6
(
1036 Reviews
)
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $210
/Night
7 Nights - $1,467
US $225
/Night
7 Nights - $1,573
Hotel
8.2
(
1409 Reviews
)
-
Breakfast
-
Parking
-
Pool
-
Air Conditioner
US $217
/Night
7 Nights - $1,520
Pet-Friendly Vacation Rentals in South Portland
Over 41+
Pet-Friendly Vacation Rentals in or Near South Portland
US $210
/Night
7 Nights - $1,473
House
2 Bedrooms
1 Bathroom
5 Guests
10763.91 ft²
-
View
-
Air Conditioner
-
Internet
-
Pet Friendly
US $533
/Night
7 Nights - $3,730
Apartment
2 Bedrooms
1 Bathroom
3 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $148
/Night
7 Nights - $1,034
Apartment
10.0
(
51 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
400 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $100
/Night
7 Nights - $698
House
2 Bedrooms
2 Bathrooms
4 Guests
1025 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $168
/Night
7 Nights - $1,174
House
4 Bedrooms
2 Bathrooms
8 Guests
-
Air Conditioner
-
Internet
-
Pet Friendly
-
Child Friendly
US $1,400
/Night
7 Nights - $9,800
House
4 Bedrooms
4 Bathrooms
16 Guests
300 ft²
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
US $1,285
/Night
7 Nights - $8,996
House
3 Bedrooms
3 Bathrooms
12 Guests
300 ft²
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
US $965
/Night
7 Nights - $6,753
See More Pet-Friendly Vacation Rentals in South Portland on PetFriendly.io
Large Vacation Homes & Villas in South Portland
Over 7+
Large Vacation Homes & Villas in or Near South Portland
House
4 Bedrooms
4 Bathrooms
16 Guests
1920 ft²
-
Breakfast
-
Pool
-
Kitchen
-
Air Conditioner
US $566
/Night
7 Nights - $3,962
House
4 Bedrooms
4 Bathrooms
16 Guests
1920 ft²
-
Breakfast
-
Pool
-
Kitchen
-
Air Conditioner
US $543
/Night
7 Nights - $3,801
House
3 Bedrooms
3 Bathrooms
12 Guests
1440 ft²
-
Breakfast
-
Pool
-
Kitchen
-
Air Conditioner
US $426
/Night
7 Nights - $2,982
House
3 Bedrooms
3 Bathrooms
12 Guests
1440 ft²
-
Breakfast
-
Pool
-
Kitchen
-
Air Conditioner
US $391
/Night
7 Nights - $2,737
House
9.6
(
30 Reviews
)
4 Bedrooms
2 Bathrooms
14 Guests
1825 ft²
-
Oceanfront
-
Breakfast
-
Parking
-
Spa
US $1,775
/Night
7 Nights - $12,425
House
4.3
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
-
Kitchen
-
Air Conditioner
-
Child Friendly
-
Laundry
US $461
/Night
7 Nights - $3,227
House
5 Bedrooms
4 Bathrooms
10 Guests
3600 ft²
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $835
/Night
7 Nights - $5,844
See More Family Vacation Rentals in South Portland on FVR
Wheelchair Accessible Vacation Homes in South Portland
Over 55+
Wheelchair Accessible Vacation Homes in or Near South Portland
New
Hotel
-
Breakfast
-
Parking
-
Pool
-
Kitchen
US $314
/Night
7 Nights - $2,197
Hotel
8.5
(
373 Reviews
)
296.01 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
US $242
/Night
7 Nights - $1,693
Hotel
8.6
(
2239 Reviews
)
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
US $185
/Night
7 Nights - $1,296
Hotel
-
Breakfast
-
Parking
-
Pool
-
Kitchen
US $209
/Night
7 Nights - $1,465
US $183
/Night
7 Nights - $1,282
Hotel
-
Breakfast
-
Parking
-
Pool
-
Kitchen
US $182
/Night
7 Nights - $1,274
New
Hotel
-
Breakfast
-
Parking
-
Pool
-
Kitchen
US $144
/Night
7 Nights - $1,007
New
Hotel
-
Breakfast
-
Parking
-
Pool
-
Kitchen
US $144
/Night
7 Nights - $1,007
South Portland Vacation Rentals and Airbnb Places to Stay Under $200
Over 51+
South Portland Vacation Rentals and Airbnb Places to Stay Under $200
House
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
6458 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $165
/Night
7 Nights - $1,158
US $99
/Night
7 Nights - $693
Hotel
8.4
(
3009 Reviews
)
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
US $195
/Night
7 Nights - $1,366
Apartment
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $171
/Night
7 Nights - $1,196
Condo
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $159
/Night
7 Nights - $1,113
New
Hotel
-
Breakfast
-
Parking
-
Pool
-
Kitchen
US $129
/Night
7 Nights - $900
Hotel
-
Breakfast
-
Parking
-
Pool
-
Kitchen
US $114
/Night
7 Nights - $801
New
Hotel
-
Breakfast
-
Parking
-
Pool
-
Kitchen
US $114
/Night
7 Nights - $801
See More South Portland Vacation Rental Deals
Instantly Bookable Vacation Homes in South Portland
Over 55+
Instantly Bookable Vacation Homes in or Near South Portland
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $411
/Night
7 Nights - $2,876
Apartment
9.8
(
30 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
500 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
View
US $383
/Night
7 Nights - $2,678
Apartment
9.8
(
6 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $466
/Night
7 Nights - $3,263
Apartment
9.6
(
10 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
650 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $435
/Night
7 Nights - $3,044
House
9.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
4306 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $327
/Night
7 Nights - $2,288
House
2 Bedrooms
3 Bathrooms
6 Guests
1572 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $206
/Night
7 Nights - $1,439
Apartment
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Internet
-
Child Friendly
-
Laundry
-
Bedding/Linens
US $355
/Night
7 Nights - $2,485
Apartment
9.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $431
/Night
7 Nights - $3,014
About South Portland Vacation Rentals
With more than 168 South Portland vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in South Portland.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas South Portland, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in South Portland. Places to stay near South Portland are 811.71 ft² on average, with prices averaging US $336 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in South Portland with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in South Portland
| Type | Count |
|---|---|
| Hotels | 67 |
| Vacation Homes | 60 |
| Holiday Apartments | 35 |
| Cottages | 3 |
Use these Quick Filters to Find a Vacation Rental in South Portland
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in South Portland.
Weather in South Portland
View the weather forecast for South Portland before booking your South Portland Vacation Rentals to confirm your best time to go.
December - February
High 38°F Low 16°F
March - May
High 61°F Low 21°F
June - August
High 79°F Low 55°F
September - November
High 74°F Low 29°F
Top Attractions Around South Portland, ME
Estiavillas offers a large selection of top attractions around South Portland. Research things to do on your vacation before you visit South Portland.
Maine Mall
Willard Beach
Bug Light
Southern Maine Community College
Maine Military Museum
Lyric Music Theater
Portland Harbor Museum
Spring Point Ledge Lighthouse
South Portland Historical Society Museum
Fort Preble
Sable Oaks Golf Course
Casco Bay Bridge
House Island
No Slack! Sportfishing Charters
Maine Medical Center
Old Orchard Beach Pier
Higgins Beach
Goose Rocks Beach
State Theatre
Cross Insurance Arena
Other Places to Stay Near South Portland, ME
Bug Light
761 Properties
South Portland Historical Society Museum
750 Properties
Ferry Village
745 Properties
No Slack! Sportfishing Charters
735 Properties
Portland Harbor Museum
731 Properties
Spring Point Ledge Lighthouse
723 Properties
Fort Preble
715 Properties
Meetinghouse Hill
679 Properties
Knightville
679 Properties
Loveitts Field
649 Properties
Cash Corner
49 Properties
Willard
26 Properties
Complexes around South Portland, ME
South Portland Vacation Rental Frequently Asked Questions
How many vacation rentals have private pools in South Portland?
There are 7 vacation rentals with private pools near South Portland. Top-rated homes that have access to a swimming pool include:
Which vacation homes in South Portland are best for families?
If you are looking for a family-friendly vacation home in South Portland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in South Portland:
How many vacation rentals are available in South Portland?
Currently, the total number of properties listed in 2026 is over 168 in the South Portland area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in South Portland.
