South Portland Holiday Rentals
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5 mi
29 rentals in South Portland.
35% OFF August & September!!! Charming 110-year former Inn 10' from the Ocean!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Charming, updated 2 bdr Condo - Steps to the beach!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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New South Portland Cottage, 10 Minutes to Downtown, Great for Entertaining
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Comfortable cottage style home. Family friendly. Sleeps six.
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
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Willard Beach Get Away - Dog Friendly - Steps from the shore!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Maine Artist Retreat
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy, Pet Friendly, Home In A Quiet Family Oriented, Beach Neighborhood
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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So. Po. Sweet Spot
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Studio Apartment within walking distance to Willard Beach
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Willard Beach Neighborhood-Close to all Southern Maine has to offer!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Walk to Willard Beach, Sweet Two Bedroom Cottage for Monthly Rental
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Steps to Willard Beach! Amazing location within 5-7 minutes to Portland.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Step right out the ocean is at your door! Amazing location and views!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Step right out the ocean is at your door! Amazing location and views!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Willard Beach Bungalow
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming home, minutes away from downtown Portland, beaches, and the airport.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Coastal Home 2 blocks from beach (hot/dry sauna)
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Home in Ferry Village for Families and Friends
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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WALK TO BEACH! 3 bedroom beautiful home in walking distance to Willard beach!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Furnished Sunrise View Waterfront townhouse (South Portland)
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Willard Beach South Portland , 5 minutes walk to the beach
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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*OCEAN VIEWS* Walk Everywhere! 100 yds to WILLARD BEACH; 9 min to DT Portland
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Comfortable, family-friendly home just steps from Willard Beach!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Beach house meets farmhouse. Amazing water views and 1 min walk to beach.
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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*OCEAN VIEWS* Walk to restaurants. Steps to Willard BEACH ~ 8 min to DT Portland
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Strawberry Hill - Family Gathering Retreat, yet Close to Village
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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1BD/1BA in Knightville South Portland
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Steps to Willard Beach.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-29 of 29
Frequently Asked Questions about South Portland
- Yes, here are some popular holiday rentals in South Portland that have a pool:
- 35% OFF August & September!!! Charming 110-year former Inn 10' from the Ocean!
- Charming, updated 2 bdr Condo - Steps to the beach!
- New South Portland Cottage, 10 Minutes to Downtown, Great for Entertaining
- Yes, here are some popular holiday rentals in South Portland that have internet access:
- 35% OFF August & September!!! Charming 110-year former Inn 10' from the Ocean!
- Charming, updated 2 bdr Condo - Steps to the beach!
- New South Portland Cottage, 10 Minutes to Downtown, Great for Entertaining
- The best pet friendly rentals in South Portland are:
- 35% OFF August & September!!! Charming 110-year former Inn 10' from the Ocean!
- Charming, updated 2 bdr Condo - Steps to the beach!
- Comfortable cottage style home. Family friendly. Sleeps six.
- Some of the most popular kid friendly rentals in South Portland are:
- 35% OFF August & September!!! Charming 110-year former Inn 10' from the Ocean!
- Charming, updated 2 bdr Condo - Steps to the beach!
- New South Portland Cottage, 10 Minutes to Downtown, Great for Entertaining
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