South Portland Vacation Rentals

Modern Loft in the Old Port
Modern Loft in the Old Port
Modern Loft in the Old Port
Modern Loft in the Old Port
Modern Loft in the Old Port
2 Bedrooms
1 Bathroom
$900 / night (excl. fees & taxes)
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Luxury Penthouse Steps from Downtown Portland
Luxury Penthouse Steps from Downtown Portland
Luxury Penthouse Steps from Downtown Portland
Luxury Penthouse Steps from Downtown Portland
Luxury Penthouse Steps from Downtown Portland
Luxury Penthouse Steps from Downtown Portland
Luxury Penthouse Steps from Downtown Portland
Luxury Penthouse Steps from Downtown Portland
Luxury Penthouse Steps from Downtown Portland
Luxury Penthouse Steps from Downtown Portland
Luxury Penthouse Steps from Downtown Portland
Luxury Penthouse Steps from Downtown Portland
Luxury Penthouse Steps from Downtown Portland
Luxury Penthouse Steps from Downtown Portland
Luxury Penthouse Steps from Downtown Portland
2 Bedrooms
1 Bathroom
5IconIconIconIconIcon
6 reviews
$349 - $1149 / night (excl. fees & taxes)
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
Sweet Home Near Food & Old Port
2 Bedrooms
1½ Bathrooms
$315 - $450 / night (excl. fees & taxes)
West End Room Near Top Food & Old Port Attractions
West End Room Near Top Food & Old Port Attractions
West End Room Near Top Food & Old Port Attractions
West End Room Near Top Food & Old Port Attractions
West End Room Near Top Food & Old Port Attractions
West End Room Near Top Food & Old Port Attractions
West End Room Near Top Food & Old Port Attractions
West End Room Near Top Food & Old Port Attractions
West End Room Near Top Food & Old Port Attractions
West End Room Near Top Food & Old Port Attractions
West End Room Near Top Food & Old Port Attractions
West End Room Near Top Food & Old Port Attractions
West End Room Near Top Food & Old Port Attractions
West End Room Near Top Food & Old Port Attractions
West End Room Near Top Food & Old Port Attractions
1 Bedroom
1 Bathroom
5IconIconIconIconIcon
6 reviews
$90 - $170 / night (excl. fees & taxes)
Modern Guest House + garden patio on Munjoy Hill
Modern Guest House + garden patio on Munjoy Hill
Modern Guest House + garden patio on Munjoy Hill
Modern Guest House + garden patio on Munjoy Hill
Modern Guest House + garden patio on Munjoy Hill
Modern Guest House + garden patio on Munjoy Hill
Modern Guest House + garden patio on Munjoy Hill
Modern Guest House + garden patio on Munjoy Hill
Modern Guest House + garden patio on Munjoy Hill
Modern Guest House + garden patio on Munjoy Hill
Modern Guest House + garden patio on Munjoy Hill
Modern Guest House + garden patio on Munjoy Hill
Modern Guest House + garden patio on Munjoy Hill
Modern Guest House + garden patio on Munjoy Hill
Modern Guest House + garden patio on Munjoy Hill
2 Bedrooms
1½ Bathrooms
4.98IconIconIconIconIcon
55 reviews
$167 - $723 / night (excl. fees & taxes)
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Tranquil 3B Residence: Near Downtown Portland
Tranquil 3B Residence: Near Downtown Portland
Tranquil 3B Residence: Near Downtown Portland
Tranquil 3B Residence: Near Downtown Portland
Tranquil 3B Residence: Near Downtown Portland
Tranquil 3B Residence: Near Downtown Portland
Tranquil 3B Residence: Near Downtown Portland
Tranquil 3B Residence: Near Downtown Portland
Tranquil 3B Residence: Near Downtown Portland
Tranquil 3B Residence: Near Downtown Portland
Tranquil 3B Residence: Near Downtown Portland
Tranquil 3B Residence: Near Downtown Portland
Tranquil 3B Residence: Near Downtown Portland
Tranquil 3B Residence: Near Downtown Portland
Tranquil 3B Residence: Near Downtown Portland
3 Bedrooms
2 Bathrooms
$86 - $199 / night (excl. fees & taxes)
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Pine Point Getaway: Beach House with Fire Pit
Pine Point Getaway: Beach House with Fire Pit
Pine Point Getaway: Beach House with Fire Pit
Pine Point Getaway: Beach House with Fire Pit
Pine Point Getaway: Beach House with Fire Pit
Pine Point Getaway: Beach House with Fire Pit
Pine Point Getaway: Beach House with Fire Pit
Pine Point Getaway: Beach House with Fire Pit
Pine Point Getaway: Beach House with Fire Pit
Pine Point Getaway: Beach House with Fire Pit
Pine Point Getaway: Beach House with Fire Pit
Pine Point Getaway: Beach House with Fire Pit
Pine Point Getaway: Beach House with Fire Pit
Pine Point Getaway: Beach House with Fire Pit
Pine Point Getaway: Beach House with Fire Pit
2 Bedrooms
2 Bathrooms
4.67IconIconIconIconIcon
6 reviews
$108 - $610 / night (excl. fees & taxes)
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Steps to sand ☀ 2story+Deck ☀ Stellar Ocean Views!
Steps to sand ☀ 2story+Deck ☀ Stellar Ocean Views!
Steps to sand ☀ 2story+Deck ☀ Stellar Ocean Views!
Steps to sand ☀ 2story+Deck ☀ Stellar Ocean Views!
Steps to sand ☀ 2story+Deck ☀ Stellar Ocean Views!
Steps to sand ☀ 2story+Deck ☀ Stellar Ocean Views!
Steps to sand ☀ 2story+Deck ☀ Stellar Ocean Views!
Steps to sand ☀ 2story+Deck ☀ Stellar Ocean Views!
Steps to sand ☀ 2story+Deck ☀ Stellar Ocean Views!
Steps to sand ☀ 2story+Deck ☀ Stellar Ocean Views!
Steps to sand ☀ 2story+Deck ☀ Stellar Ocean Views!
Steps to sand ☀ 2story+Deck ☀ Stellar Ocean Views!
Steps to sand ☀ 2story+Deck ☀ Stellar Ocean Views!
Steps to sand ☀ 2story+Deck ☀ Stellar Ocean Views!
Steps to sand ☀ 2story+Deck ☀ Stellar Ocean Views!
3 Bedrooms
1½ Bathrooms
4.88IconIconIconIconIcon
8 reviews
$173 - $529 / night (excl. fees & taxes)
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Boho Beach Escape: Top-Floor Condo
Boho Beach Escape: Top-Floor Condo
Boho Beach Escape: Top-Floor Condo
Boho Beach Escape: Top-Floor Condo
Boho Beach Escape: Top-Floor Condo
Boho Beach Escape: Top-Floor Condo
Boho Beach Escape: Top-Floor Condo
Boho Beach Escape: Top-Floor Condo
Boho Beach Escape: Top-Floor Condo
Boho Beach Escape: Top-Floor Condo
Boho Beach Escape: Top-Floor Condo
Boho Beach Escape: Top-Floor Condo
Boho Beach Escape: Top-Floor Condo
Boho Beach Escape: Top-Floor Condo
Boho Beach Escape: Top-Floor Condo
2 Bedrooms
1 Bathroom
$109 - $599 / night (excl. fees & taxes)
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Beach Getaway: 5BR Home Near Attractions
Beach Getaway: 5BR Home Near Attractions
Beach Getaway: 5BR Home Near Attractions
Beach Getaway: 5BR Home Near Attractions
Beach Getaway: 5BR Home Near Attractions
Beach Getaway: 5BR Home Near Attractions
Beach Getaway: 5BR Home Near Attractions
Beach Getaway: 5BR Home Near Attractions
Beach Getaway: 5BR Home Near Attractions
Beach Getaway: 5BR Home Near Attractions
Beach Getaway: 5BR Home Near Attractions
Beach Getaway: 5BR Home Near Attractions
Beach Getaway: 5BR Home Near Attractions
Beach Getaway: 5BR Home Near Attractions
Beach Getaway: 5BR Home Near Attractions
5 Bedrooms
2 Bathrooms
$180 - $1150 / night (excl. fees & taxes)
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Oceanfront Escape with Pool, Beach, and Comfort
Oceanfront Escape with Pool, Beach, and Comfort
Oceanfront Escape with Pool, Beach, and Comfort
Oceanfront Escape with Pool, Beach, and Comfort
Oceanfront Escape with Pool, Beach, and Comfort
Oceanfront Escape with Pool, Beach, and Comfort
Oceanfront Escape with Pool, Beach, and Comfort
Oceanfront Escape with Pool, Beach, and Comfort
Oceanfront Escape with Pool, Beach, and Comfort
Oceanfront Escape with Pool, Beach, and Comfort
Oceanfront Escape with Pool, Beach, and Comfort
Oceanfront Escape with Pool, Beach, and Comfort
Oceanfront Escape with Pool, Beach, and Comfort
Oceanfront Escape with Pool, Beach, and Comfort
Oceanfront Escape with Pool, Beach, and Comfort
2 Bedrooms
2 Bathrooms
$99 - $519 / night (excl. fees & taxes)
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Downtown Penthouse with Ocean Views & Rooftop Deck
Downtown Penthouse with Ocean Views & Rooftop Deck
Downtown Penthouse with Ocean Views & Rooftop Deck
Downtown Penthouse with Ocean Views & Rooftop Deck
Downtown Penthouse with Ocean Views & Rooftop Deck
Downtown Penthouse with Ocean Views & Rooftop Deck
Downtown Penthouse with Ocean Views & Rooftop Deck
Downtown Penthouse with Ocean Views & Rooftop Deck
Downtown Penthouse with Ocean Views & Rooftop Deck
Downtown Penthouse with Ocean Views & Rooftop Deck
Downtown Penthouse with Ocean Views & Rooftop Deck
Downtown Penthouse with Ocean Views & Rooftop Deck
Downtown Penthouse with Ocean Views & Rooftop Deck
Downtown Penthouse with Ocean Views & Rooftop Deck
Downtown Penthouse with Ocean Views & Rooftop Deck
4 Bedrooms
2 Bathrooms
$225 - $599 / night (excl. fees & taxes)
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Cozy Cottage with Yard Near Beach & Attractions
Cozy Cottage with Yard Near Beach & Attractions
Cozy Cottage with Yard Near Beach & Attractions
Cozy Cottage with Yard Near Beach & Attractions
Cozy Cottage with Yard Near Beach & Attractions
Cozy Cottage with Yard Near Beach & Attractions
Cozy Cottage with Yard Near Beach & Attractions
Cozy Cottage with Yard Near Beach & Attractions
Cozy Cottage with Yard Near Beach & Attractions
Cozy Cottage with Yard Near Beach & Attractions
Cozy Cottage with Yard Near Beach & Attractions
Cozy Cottage with Yard Near Beach & Attractions
Cozy Cottage with Yard Near Beach & Attractions
Cozy Cottage with Yard Near Beach & Attractions
Cozy Cottage with Yard Near Beach & Attractions
3 Bedrooms
1 Bathroom
$124 - $499 / night (excl. fees & taxes)
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Chic 2-Bedroom Seaside Getaway
Chic 2-Bedroom Seaside Getaway
Chic 2-Bedroom Seaside Getaway
Chic 2-Bedroom Seaside Getaway
Chic 2-Bedroom Seaside Getaway
Chic 2-Bedroom Seaside Getaway
Chic 2-Bedroom Seaside Getaway
Chic 2-Bedroom Seaside Getaway
Chic 2-Bedroom Seaside Getaway
Chic 2-Bedroom Seaside Getaway
Chic 2-Bedroom Seaside Getaway
Chic 2-Bedroom Seaside Getaway
Chic 2-Bedroom Seaside Getaway
Chic 2-Bedroom Seaside Getaway
Chic 2-Bedroom Seaside Getaway
2 Bedrooms
1 Bathroom
4.55IconIconIconIconIcon
11 reviews
$119 - $409 / night (excl. fees & taxes)
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Soothing Oceanfront Haven with P
Soothing Oceanfront Haven with P
Soothing Oceanfront Haven with P
Soothing Oceanfront Haven with P
Soothing Oceanfront Haven with P
Soothing Oceanfront Haven with P
Soothing Oceanfront Haven with P
Soothing Oceanfront Haven with P
Soothing Oceanfront Haven with P
Soothing Oceanfront Haven with P
Soothing Oceanfront Haven with P
Soothing Oceanfront Haven with P
Soothing Oceanfront Haven with P
Soothing Oceanfront Haven with P
Soothing Oceanfront Haven with P
2 Bedrooms
1 Bathroom
4.33IconIconIconIconIcon
9 reviews
$119 - $409 / night (excl. fees & taxes)
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Sun, Sand & Serenity: 2-BR with Beach Access
Sun, Sand & Serenity: 2-BR with Beach Access
Sun, Sand & Serenity: 2-BR with Beach Access
Sun, Sand & Serenity: 2-BR with Beach Access
Sun, Sand & Serenity: 2-BR with Beach Access
Sun, Sand & Serenity: 2-BR with Beach Access
Sun, Sand & Serenity: 2-BR with Beach Access
Sun, Sand & Serenity: 2-BR with Beach Access
Sun, Sand & Serenity: 2-BR with Beach Access
Sun, Sand & Serenity: 2-BR with Beach Access
Sun, Sand & Serenity: 2-BR with Beach Access
Sun, Sand & Serenity: 2-BR with Beach Access
Sun, Sand & Serenity: 2-BR with Beach Access
Sun, Sand & Serenity: 2-BR with Beach Access
Sun, Sand & Serenity: 2-BR with Beach Access
2 Bedrooms
1 Bathroom
$119 - $409 / night (excl. fees & taxes)
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Cozy Single Bed Room w Pool & Parking
Cozy Single Bed Room w Pool & Parking
Cozy Single Bed Room w Pool & Parking
Cozy Single Bed Room w Pool & Parking
Cozy Single Bed Room w Pool & Parking
Cozy Single Bed Room w Pool & Parking
Cozy Single Bed Room w Pool & Parking
Cozy Single Bed Room w Pool & Parking
Cozy Single Bed Room w Pool & Parking
Cozy Single Bed Room w Pool & Parking
Cozy Single Bed Room w Pool & Parking
Cozy Single Bed Room w Pool & Parking
Cozy Single Bed Room w Pool & Parking
Cozy Single Bed Room w Pool & Parking
Cozy Single Bed Room w Pool & Parking
1 Bedroom
1 Bathroom
$74 - $279 / night (excl. fees & taxes)
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Cozy Cottage Stay w/ Pool & Parking
Cozy Cottage Stay w/ Pool & Parking
Cozy Cottage Stay w/ Pool & Parking
Cozy Cottage Stay w/ Pool & Parking
Cozy Cottage Stay w/ Pool & Parking
Cozy Cottage Stay w/ Pool & Parking
Cozy Cottage Stay w/ Pool & Parking
Cozy Cottage Stay w/ Pool & Parking
Cozy Cottage Stay w/ Pool & Parking
Cozy Cottage Stay w/ Pool & Parking
Cozy Cottage Stay w/ Pool & Parking
Cozy Cottage Stay w/ Pool & Parking
Cozy Cottage Stay w/ Pool & Parking
Cozy Cottage Stay w/ Pool & Parking
Cozy Cottage Stay w/ Pool & Parking
1 Bedroom
1 Bathroom
$100 - $349 / night (excl. fees & taxes)
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Spacious Motel Room – 2 Full Beds w Pool & Parking
Spacious Motel Room – 2 Full Beds w Pool & Parking
Spacious Motel Room – 2 Full Beds w Pool & Parking
Spacious Motel Room – 2 Full Beds w Pool & Parking
Spacious Motel Room – 2 Full Beds w Pool & Parking
Spacious Motel Room – 2 Full Beds w Pool & Parking
Spacious Motel Room – 2 Full Beds w Pool & Parking
Spacious Motel Room – 2 Full Beds w Pool & Parking
Spacious Motel Room – 2 Full Beds w Pool & Parking
Spacious Motel Room – 2 Full Beds w Pool & Parking
Spacious Motel Room – 2 Full Beds w Pool & Parking
Spacious Motel Room – 2 Full Beds w Pool & Parking
Spacious Motel Room – 2 Full Beds w Pool & Parking
Spacious Motel Room – 2 Full Beds w Pool & Parking
Spacious Motel Room – 2 Full Beds w Pool & Parking
1 Bedroom
1 Bathroom
$79 - $289 / night (excl. fees & taxes)
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Family-Friendly Cottage w/ Pool & Parking
Family-Friendly Cottage w/ Pool & Parking
Family-Friendly Cottage w/ Pool & Parking
Family-Friendly Cottage w/ Pool & Parking
Family-Friendly Cottage w/ Pool & Parking
Family-Friendly Cottage w/ Pool & Parking
Family-Friendly Cottage w/ Pool & Parking
Family-Friendly Cottage w/ Pool & Parking
Family-Friendly Cottage w/ Pool & Parking
Family-Friendly Cottage w/ Pool & Parking
Family-Friendly Cottage w/ Pool & Parking
Family-Friendly Cottage w/ Pool & Parking
Family-Friendly Cottage w/ Pool & Parking
Family-Friendly Cottage w/ Pool & Parking
Family-Friendly Cottage w/ Pool & Parking
1 Bedroom
1 Bathroom
$110 - $349 / night (excl. fees & taxes)
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