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South Pasadena Holiday Rentals

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53 rentals in South Pasadena.
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Island Home overlooks ST PETE BEACH!  -Boasts Gorgeous Waterfront Views, holiday rental in South Pasadena

Island Home overlooks ST PETE BEACH! -Boasts Gorgeous Waterfront Views

4 bedrooms
2 bathrooms
Sleeps 8
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Charming 2 bedroom, 2 bath close to beach, holiday rental in South Pasadena

Charming 2 bedroom, 2 bath close to beach

2 bedrooms
2 bathrooms
Sleeps 4
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Charming, Private, Small, Sanitized Studio Cottage -- Ideal for1 for long stay, holiday rental in South Pasadena

Charming, Private, Small, Sanitized Studio Cottage -- Ideal for1 for long stay

1 bedroom
1 bathroom
Sleeps 2
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2 Bed 2 Baths Eclectic Modern Apt - WeAreGrateful, holiday rental in South Pasadena

2 Bed 2 Baths Eclectic Modern Apt - WeAreGrateful

2 bedrooms
2 bathrooms
Sleeps 6
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2 Bedroom 2 Baths Eclectic Modern Apartment - We Are Peaceful, holiday rental in South Pasadena

2 Bedroom 2 Baths Eclectic Modern Apartment - We Are Peaceful

2 bedrooms
2 bathrooms
Sleeps 6
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BAY ISLAND WATERFRONT CONDO, holiday rental in South Pasadena

BAY ISLAND WATERFRONT CONDO

1 bedroom
1 bathroom
Sleeps 2
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Relaxing spacious house. Great Location!, holiday rental in South Pasadena

Relaxing spacious house. Great Location!

2 bedrooms
2 bathrooms
Sleeps 4
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Water front with boat dock-1 1/2 miles from gulf of Mexico beaches, holiday rental in South Pasadena

Water front with boat dock-1 1/2 miles from gulf of Mexico beaches

2 bedrooms
2 bathrooms
Sleeps 6
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NEW! St. Petersburg Escape - 3 Miles to the Beach!, holiday rental in South Pasadena

NEW! St. Petersburg Escape - 3 Miles to the Beach!

4 bedrooms
2 bathrooms
Sleeps 6
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Cozy Comfortable House Pet Friendly Near Beach, holiday rental in South Pasadena

Cozy Comfortable House Pet Friendly Near Beach

3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Beach Cottage w/ Private Pool & Spa - Summer StaVacation Beach Spot, holiday rental in South Pasadena

Beautiful Beach Cottage w/ Private Pool & Spa - Summer StaVacation Beach Spot

2 bedrooms
1 bathroom
Sleeps 5
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Eat, Sleep, Beach, Repeat., holiday rental in South Pasadena

Eat, Sleep, Beach, Repeat.

1 bedroom
1 bathroom
Sleeps 2
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Life, love and the pursuit of the next beach trip., holiday rental in South Pasadena

Life, love and the pursuit of the next beach trip.

1 bedroom
1 bathroom
Sleeps 2
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Beautifully Remodeled Condo Steps from  the Gulf Coast Beach, holiday rental in South Pasadena

Beautifully Remodeled Condo Steps from the Gulf Coast Beach

2 bedrooms
2 bathrooms
Sleeps 6
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Jan & Feb 2021 Dates Still Available!! - Relaxing 'Beach Nest' in Sunset Beach, holiday rental in South Pasadena

Jan & Feb 2021 Dates Still Available!! - Relaxing 'Beach Nest' in Sunset Beach

1 bedroom
1 bathroom
Sleeps 4
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Gorgeous House In The Heart Of St. Pete Beach -The Sun Capital Of Florida, holiday rental in South Pasadena

Gorgeous House In The Heart Of St. Pete Beach -The Sun Capital Of Florida

2 bedrooms
2 bathrooms
Sleeps 6
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Flexible Cancellation!Bungalow 100 Yds To  St. Pete Beach Remodeled, Immaculate, holiday rental in South Pasadena

Flexible Cancellation!Bungalow 100 Yds To St. Pete Beach Remodeled, Immaculate

2 bedrooms
2 bathrooms
Sleeps 6
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Gulf Coast Beach Get-Away #2, holiday rental in South Pasadena

Gulf Coast Beach Get-Away #2

2 bedrooms
1 bathroom
Sleeps 5
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Private resort-style waterfront oasis, holiday rental in South Pasadena

Private resort-style waterfront oasis

3 bedrooms
2 bathrooms
Sleeps 8
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Discover The Charm Of St Pete Beach #1, holiday rental in South Pasadena

Discover The Charm Of St Pete Beach #1

1 bedroom
1 bathroom
Sleeps 3
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Discover the Charm of St Pete Beach #3, holiday rental in South Pasadena

Discover the Charm of St Pete Beach #3

1 bedroom
1 bathroom
Sleeps 2
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Quiet beach getaway with patio! Walk to the beach, bars, and restaurants!, holiday rental in South Pasadena

Quiet beach getaway with patio! Walk to the beach, bars, and restaurants!

2 bedrooms
2 bathrooms
Sleeps 4
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Modern 2Br/2Bath on the water with water views a dock. Walk to the beach., holiday rental in South Pasadena

Modern 2Br/2Bath on the water with water views a dock. Walk to the beach.

2 bedrooms
2 bathrooms
Sleeps 4
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Gorgeous house in the heart of St. Pete Beach!, holiday rental in South Pasadena

Gorgeous house in the heart of St. Pete Beach!

2 bedrooms
2 bathrooms
Sleeps 6
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Paradise!  Close to Beach...Heated Pool...Fishing Pier...Gated Community!, holiday rental in South Pasadena

Paradise! Close to Beach...Heated Pool...Fishing Pier...Gated Community!

3 bedrooms
2 bathrooms
Sleeps 6
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Land's End 406 building 3 Private Balcony with BAY views / End unit!, holiday rental in South Pasadena

Land's End 406 building 3 Private Balcony with BAY views / End unit!

2 bedrooms
2 bathrooms
Sleeps 4
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Luxurious house directly on the water, holiday rental in South Pasadena

Luxurious house directly on the water

4 bedrooms
3 bathrooms
Sleeps 8
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St Pete Beach Home - Gulf Views from Private Deck and Great Location, holiday rental in South Pasadena

St Pete Beach Home - Gulf Views from Private Deck and Great Location

2 bedrooms
1 bathroom
Sleeps 6
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NEW LISTING, Walk to beach, waterfront, stunning home, holiday rental in South Pasadena

NEW LISTING, Walk to beach, waterfront, stunning home

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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A Perfect Condo Near The Beach, holiday rental in South Pasadena

A Perfect Condo Near The Beach

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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CHECK OUT OUR LOWER RATES FOR MAY AND JUNE!, holiday rental in South Pasadena

CHECK OUT OUR LOWER RATES FOR MAY AND JUNE!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Inviting beach cottage w/ shuffleboard court and deck, holiday rental in South Pasadena

Inviting beach cottage w/ shuffleboard court and deck

2 bedrooms
2 bathrooms
Sleeps 6
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Live In Sunshine: Swim In The Sea!, holiday rental in South Pasadena

Live In Sunshine: Swim In The Sea!

2 bedrooms
1 bathroom
Sleeps 6
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Private 3br/2ba waterfront oasis in St. Pete Beach, 7 mins walk to the beach, holiday rental in South Pasadena

Private 3br/2ba waterfront oasis in St. Pete Beach, 7 mins walk to the beach

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Modern Waterfront St Pete Beach Private Pool Home, holiday rental in South Pasadena

Modern Waterfront St Pete Beach Private Pool Home

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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3 Bedroom Waterfront House on St. Pete Beach, holiday rental in South Pasadena

3 Bedroom Waterfront House on St. Pete Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful house within walking from the beach, holiday rental in South Pasadena

Beautiful house within walking from the beach

3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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St. Pete Condo w/ Heated Pool - < 1 Mi to Beach!, holiday rental in South Pasadena

St. Pete Condo w/ Heated Pool - < 1 Mi to Beach!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Newly Renovated 1-Bedroom Condo 3 min walk to Beach, Gorgeous Pool, holiday rental in South Pasadena

Newly Renovated 1-Bedroom Condo 3 min walk to Beach, Gorgeous Pool

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Modern St Pete Beach Condo w/ Community Pool!, holiday rental in South Pasadena

NEW! Modern St Pete Beach Condo w/ Community Pool!

1 bedroom
1 bathroom
Sleeps 4
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2 Bedroom Condo Newly Renovated Excellent Location!, holiday rental in South Pasadena

2 Bedroom Condo Newly Renovated Excellent Location!

2 bedrooms
2 bathrooms
Sleeps 4
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The Waves St Pete Beach #14, holiday rental in South Pasadena

The Waves St Pete Beach #14

1 bedroom
1 bathroom
Sleeps 4
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The Waves St Pete Beach #16, holiday rental in South Pasadena

The Waves St Pete Beach #16

1 bedroom
1 bathroom
Sleeps 4
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Parkside #4, holiday rental in South Pasadena

Parkside #4

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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New Cozy & Quiet Condo, holiday rental in South Pasadena

New Cozy & Quiet Condo

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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St. Pete Beach Condo w/Pool, 5-Min Walk to Beach!, holiday rental in South Pasadena

St. Pete Beach Condo w/Pool, 5-Min Walk to Beach!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Colorful Bungalow w/Pool <2Mi to Upham Beach!, holiday rental in South Pasadena

NEW! Colorful Bungalow w/Pool <2Mi to Upham Beach!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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St Pete Beach TripAdvisor’s 2020 #2 Beach, holiday rental in South Pasadena

St Pete Beach TripAdvisor’s 2020 #2 Beach

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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NEW! Lavish St. Pete Beach Escape w/ Pool Access!, holiday rental in South Pasadena

NEW! Lavish St. Pete Beach Escape w/ Pool Access!

2 bedrooms
1 bathroom
Sleeps 4
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Amazing, Pet Friendly Beach Cottage, holiday rental in South Pasadena

Amazing, Pet Friendly Beach Cottage

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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