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Holiday Rentals in St. Petersburg

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644 rentals in St. Petersburg.
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Downtown! Steps to Beach Drive restaurants, shops, and gorgeous waterfront!, holiday rental in St. Petersburg
Downtown! Steps to Beach Drive restaurants, shops, and gorgeous waterfront!, holiday rental in St. Petersburg
Downtown! Steps to Beach Drive restaurants, shops, and gorgeous waterfront!, holiday rental in St. Petersburg

Downtown! Steps to Beach Drive restaurants, shops, and gorgeous waterfront!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private Waterfront Estate Event Venue / Vacation Rental-8 bd /7 bt sleeps 24, holiday rental in St. Petersburg
Private Waterfront Estate Event Venue / Vacation Rental-8 bd /7 bt sleeps 24, holiday rental in St. Petersburg
Private Waterfront Estate Event Venue / Vacation Rental-8 bd /7 bt sleeps 24, holiday rental in St. Petersburg

Private Waterfront Estate Event Venue / Vacation Rental-8 bd /7 bt sleeps 24

Holiday Rental House
8 bedrooms
7 bathrooms
Sleeps 24
Match: Sleeps
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Modern Old Northeast Studio, Designer Kitchen, Walkable to Downtown-Beach-Shops, holiday rental in St. Petersburg
Modern Old Northeast Studio, Designer Kitchen, Walkable to Downtown-Beach-Shops, holiday rental in St. Petersburg
Modern Old Northeast Studio, Designer Kitchen, Walkable to Downtown-Beach-Shops, holiday rental in St. Petersburg

Modern Old Northeast Studio, Designer Kitchen, Walkable to Downtown-Beach-Shops

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Designer Carriage House in Historic Neighborhood - Walk to Water and Downtown, holiday rental in St. Petersburg
Designer Carriage House in Historic Neighborhood - Walk to Water and Downtown, holiday rental in St. Petersburg
Designer Carriage House in Historic Neighborhood - Walk to Water and Downtown, holiday rental in St. Petersburg

Designer Carriage House in Historic Neighborhood - Walk to Water and Downtown

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Historic, sunny cottage - Walk to parks by the sea and downtown!, holiday rental in St. Petersburg
Historic, sunny cottage - Walk to parks by the sea and downtown!, holiday rental in St. Petersburg
Historic, sunny cottage - Walk to parks by the sea and downtown!, holiday rental in St. Petersburg

Historic, sunny cottage - Walk to parks by the sea and downtown!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Bayside Abode...A Sunny Retreat Where The Beach, Bay And City Culture Meet, holiday rental in St. Petersburg
The Bayside Abode...A Sunny Retreat Where The Beach, Bay And City Culture Meet, holiday rental in St. Petersburg
The Bayside Abode...A Sunny Retreat Where The Beach, Bay And City Culture Meet, holiday rental in St. Petersburg

The Bayside Abode...A Sunny Retreat Where The Beach, Bay And City Culture Meet

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Fantastic Farmhouse Cottage..Best kept secret in St Pete
7 Min walk to beach, holiday rental in St. Petersburg
Fantastic Farmhouse Cottage..Best kept secret in St Pete
7 Min walk to beach, holiday rental in St. Petersburg
Fantastic Farmhouse Cottage..Best kept secret in St Pete
7 Min walk to beach, holiday rental in St. Petersburg

Fantastic Farmhouse Cottage..Best kept secret in St Pete 7 Min walk to beach

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Historic House, King Bed, All 5 Star Reviews, holiday rental in St. Petersburg
Historic House, King Bed, All 5 Star Reviews, holiday rental in St. Petersburg
Historic House, King Bed, All 5 Star Reviews, holiday rental in St. Petersburg

Historic House, King Bed, All 5 Star Reviews

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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2 bedroom condo, Coquina Key, Tampa Bay, Florida, holiday rental in St. Petersburg
2 bedroom condo, Coquina Key, Tampa Bay, Florida, holiday rental in St. Petersburg
2 bedroom condo, Coquina Key, Tampa Bay, Florida, holiday rental in St. Petersburg

2 bedroom condo, Coquina Key, Tampa Bay, Florida

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Deluxe One Bedroom Suite with Full Designer Kitchen In Prime Old Northeast., holiday rental in St. Petersburg
Deluxe One Bedroom Suite with Full Designer Kitchen In Prime Old Northeast., holiday rental in St. Petersburg
Deluxe One Bedroom Suite with Full Designer Kitchen In Prime Old Northeast., holiday rental in St. Petersburg

Deluxe One Bedroom Suite with Full Designer Kitchen In Prime Old Northeast.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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****Family-Friendly, Newly Renovated Ranch Home!!, holiday rental in St. Petersburg
****Family-Friendly, Newly Renovated Ranch Home!!, holiday rental in St. Petersburg
****Family-Friendly, Newly Renovated Ranch Home!!, holiday rental in St. Petersburg

****Family-Friendly, Newly Renovated Ranch Home!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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No Hidden Fees or Charges - Just Pay To Stay!, holiday rental in St. Petersburg
No Hidden Fees or Charges - Just Pay To Stay!, holiday rental in St. Petersburg
No Hidden Fees or Charges - Just Pay To Stay!, holiday rental in St. Petersburg

No Hidden Fees or Charges - Just Pay To Stay!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Lovely Water View, Heated Pool (Nov -Apr), Proximity to Beaches, Museums, Dining, holiday rental in St. Petersburg
Lovely Water View, Heated Pool (Nov -Apr), Proximity to Beaches, Museums, Dining, holiday rental in St. Petersburg
Lovely Water View, Heated Pool (Nov -Apr), Proximity to Beaches, Museums, Dining, holiday rental in St. Petersburg

Lovely Water View, Heated Pool (Nov -Apr), Proximity to Beaches, Museums, Dining

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy private 1 bedroom & bath Suite in the "Sunshine City" min's to beaches/city, holiday rental in St. Petersburg
Cozy private 1 bedroom & bath Suite in the "Sunshine City" min's to beaches/city, holiday rental in St. Petersburg
Cozy private 1 bedroom & bath Suite in the "Sunshine City" min's to beaches/city, holiday rental in St. Petersburg

Cozy private 1 bedroom & bath Suite in the "Sunshine City" min's to beaches/city

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Exceptional Studio!!, holiday rental in St. Petersburg
Exceptional Studio!!, holiday rental in St. Petersburg
Exceptional Studio!!, holiday rental in St. Petersburg

Exceptional Studio!!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful, Spacious Home10 min to Downtown in Great Neighborhood!, holiday rental in St. Petersburg
Beautiful, Spacious Home10 min to Downtown in Great Neighborhood!, holiday rental in St. Petersburg
Beautiful, Spacious Home10 min to Downtown in Great Neighborhood!, holiday rental in St. Petersburg

Beautiful, Spacious Home10 min to Downtown in Great Neighborhood!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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LUXURY WATERFRONT CONDO ON ISLA DEL SOL ISLAND

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Perfecto's Retreat Unit #1, holiday rental in St. Petersburg
Perfecto's Retreat Unit #1, holiday rental in St. Petersburg
Perfecto's Retreat Unit #1, holiday rental in St. Petersburg

Perfecto's Retreat Unit #1

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beachy Modern Apt Close to Downtown, holiday rental in St. Petersburg
Beachy Modern Apt Close to Downtown, holiday rental in St. Petersburg
Beachy Modern Apt Close to Downtown, holiday rental in St. Petersburg

Beachy Modern Apt Close to Downtown

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Waterside at Coquina Key, holiday rental in St. Petersburg
Waterside at Coquina Key, holiday rental in St. Petersburg
Waterside at Coquina Key, holiday rental in St. Petersburg

Waterside at Coquina Key

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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FLASH SALE for NOVEMBER 2022! DATES AVAILABLE! Private Apt. in Exciting St. Pete, holiday rental in St. Petersburg
FLASH SALE for NOVEMBER 2022! DATES AVAILABLE! Private Apt. in Exciting St. Pete, holiday rental in St. Petersburg
FLASH SALE for NOVEMBER 2022! DATES AVAILABLE! Private Apt. in Exciting St. Pete, holiday rental in St. Petersburg

FLASH SALE for NOVEMBER 2022! DATES AVAILABLE! Private Apt. in Exciting St. Pete

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Panoramic ocean views 1, holiday rental in St. Petersburg
Panoramic ocean views 1, holiday rental in St. Petersburg
Panoramic ocean views 1, holiday rental in St. Petersburg

Panoramic ocean views 1

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Entire Bungalow, Romantic, Comfy & Cozy!, holiday rental in St. Petersburg
Entire Bungalow, Romantic, Comfy & Cozy!, holiday rental in St. Petersburg
Entire Bungalow, Romantic, Comfy & Cozy!, holiday rental in St. Petersburg

Entire Bungalow, Romantic, Comfy & Cozy!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Pet Friendly Luxury St Petersburg Home, holiday rental in St. Petersburg
Pet Friendly Luxury St Petersburg Home, holiday rental in St. Petersburg
Pet Friendly Luxury St Petersburg Home, holiday rental in St. Petersburg

Pet Friendly Luxury St Petersburg Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Luxe Home w/Pool & Hot Tub, Mins to St. Pete Beach, holiday rental in St. Petersburg
Luxe Home w/Pool & Hot Tub, Mins to St. Pete Beach, holiday rental in St. Petersburg
Luxe Home w/Pool & Hot Tub, Mins to St. Pete Beach, holiday rental in St. Petersburg

Luxe Home w/Pool & Hot Tub, Mins to St. Pete Beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Stunning 3 BR Home in High End Safe Community in St Petes, holiday rental in St. Petersburg
Stunning 3 BR Home in High End Safe Community in St Petes, holiday rental in St. Petersburg
Stunning 3 BR Home in High End Safe Community in St Petes, holiday rental in St. Petersburg

Stunning 3 BR Home in High End Safe Community in St Petes

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 3
Match: Sleeps
More info
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Ultra Modern Cottage With Pet Friendly, Green Eco, Walk To Downtown, holiday rental in St. Petersburg
Ultra Modern Cottage With Pet Friendly, Green Eco, Walk To Downtown, holiday rental in St. Petersburg
Ultra Modern Cottage With Pet Friendly, Green Eco, Walk To Downtown, holiday rental in St. Petersburg

Ultra Modern Cottage With Pet Friendly, Green Eco, Walk To Downtown

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Walk to Water & Downtown from Historic Old North East Cottage in St. Petersburg, holiday rental in St. Petersburg
Walk to Water & Downtown from Historic Old North East Cottage in St. Petersburg, holiday rental in St. Petersburg
Walk to Water & Downtown from Historic Old North East Cottage in St. Petersburg, holiday rental in St. Petersburg

Walk to Water & Downtown from Historic Old North East Cottage in St. Petersburg

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Sweet Spot in Downtown St. Pete, holiday rental in St. Petersburg
Sweet Spot in Downtown St. Pete, holiday rental in St. Petersburg
Sweet Spot in Downtown St. Pete, holiday rental in St. Petersburg

Sweet Spot in Downtown St. Pete

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Uptown- Quiet Charming Central Historic Bungalow, holiday rental in St. Petersburg
Uptown- Quiet Charming Central Historic Bungalow, holiday rental in St. Petersburg
Uptown- Quiet Charming Central Historic Bungalow, holiday rental in St. Petersburg

Uptown- Quiet Charming Central Historic Bungalow

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
More info
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Pet friendly home minutes from downtown/beach!, holiday rental in St. Petersburg
Pet friendly home minutes from downtown/beach!, holiday rental in St. Petersburg
Pet friendly home minutes from downtown/beach!, holiday rental in St. Petersburg

Pet friendly home minutes from downtown/beach!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Pet Friendly Luxury St Petersburg Home w/courtyard, holiday rental in St. Petersburg
Pet Friendly Luxury St Petersburg Home w/courtyard, holiday rental in St. Petersburg
Pet Friendly Luxury St Petersburg Home w/courtyard, holiday rental in St. Petersburg

Pet Friendly Luxury St Petersburg Home w/courtyard

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Classic Florida ranch, waterfront, heated pool & kayaks, holiday rental in St. Petersburg
Classic Florida ranch, waterfront, heated pool & kayaks, holiday rental in St. Petersburg
Classic Florida ranch, waterfront, heated pool & kayaks, holiday rental in St. Petersburg

Classic Florida ranch, waterfront, heated pool & kayaks

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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The Hidden Tiki, holiday rental in St. Petersburg
The Hidden Tiki, holiday rental in St. Petersburg
The Hidden Tiki, holiday rental in St. Petersburg

The Hidden Tiki

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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COZY OLD NORTHEAST/DOWNTOWN APARTMENT: CLOSE TO EVERYTHING, holiday rental in St. Petersburg
COZY OLD NORTHEAST/DOWNTOWN APARTMENT: CLOSE TO EVERYTHING, holiday rental in St. Petersburg
COZY OLD NORTHEAST/DOWNTOWN APARTMENT: CLOSE TO EVERYTHING, holiday rental in St. Petersburg

COZY OLD NORTHEAST/DOWNTOWN APARTMENT: CLOSE TO EVERYTHING

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Hidden Gem in Paradise with Private Beach and Pool, holiday rental in St. Petersburg
Hidden Gem in Paradise with Private Beach and Pool, holiday rental in St. Petersburg
Hidden Gem in Paradise with Private Beach and Pool, holiday rental in St. Petersburg

Hidden Gem in Paradise with Private Beach and Pool

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Heated Pool Home Near Downtown, Sleeps 10!, holiday rental in St. Petersburg
Heated Pool Home Near Downtown, Sleeps 10!, holiday rental in St. Petersburg
Heated Pool Home Near Downtown, Sleeps 10!, holiday rental in St. Petersburg

Heated Pool Home Near Downtown, Sleeps 10!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Comfy 2BD W/  Parking Spot & Private Patio, holiday rental in St. Petersburg
Comfy 2BD W/  Parking Spot & Private Patio, holiday rental in St. Petersburg
Comfy 2BD W/  Parking Spot & Private Patio, holiday rental in St. Petersburg

Comfy 2BD W/ Parking Spot & Private Patio

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Charming Craftsman Cottage, holiday rental in St. Petersburg
Charming Craftsman Cottage, holiday rental in St. Petersburg
Charming Craftsman Cottage, holiday rental in St. Petersburg

Charming Craftsman Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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**  Cozy and Clean Luxury Bungalow close to Beach and Downtown St. Petersburg **, holiday rental in St. Petersburg
**  Cozy and Clean Luxury Bungalow close to Beach and Downtown St. Petersburg **, holiday rental in St. Petersburg
**  Cozy and Clean Luxury Bungalow close to Beach and Downtown St. Petersburg **, holiday rental in St. Petersburg

** Cozy and Clean Luxury Bungalow close to Beach and Downtown St. Petersburg **

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Seasonal Rental House 30 night min stay, holiday rental in St. Petersburg
Seasonal Rental House 30 night min stay, holiday rental in St. Petersburg
Seasonal Rental House 30 night min stay, holiday rental in St. Petersburg

Seasonal Rental House 30 night min stay

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury Waterfront Estate, holiday rental in St. Petersburg
Luxury Waterfront Estate, holiday rental in St. Petersburg
Luxury Waterfront Estate, holiday rental in St. Petersburg

Luxury Waterfront Estate

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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COZY BUNGALOW IN OLD NORTHEAST/DOWNTOWN, holiday rental in St. Petersburg
COZY BUNGALOW IN OLD NORTHEAST/DOWNTOWN, holiday rental in St. Petersburg
COZY BUNGALOW IN OLD NORTHEAST/DOWNTOWN, holiday rental in St. Petersburg

COZY BUNGALOW IN OLD NORTHEAST/DOWNTOWN

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Gorgeous mid-century modern St. Pete paradise!, holiday rental in St. Petersburg
Gorgeous mid-century modern St. Pete paradise!, holiday rental in St. Petersburg
Gorgeous mid-century modern St. Pete paradise!, holiday rental in St. Petersburg

Gorgeous mid-century modern St. Pete paradise!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Panoramic Ocean Views 2, holiday rental in St. Petersburg
Panoramic Ocean Views 2, holiday rental in St. Petersburg
Panoramic Ocean Views 2, holiday rental in St. Petersburg

Panoramic Ocean Views 2

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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** FLASH SALE!! ** Dates still AVAILABLE FOR November 2022!, holiday rental in St. Petersburg
** FLASH SALE!! ** Dates still AVAILABLE FOR November 2022!, holiday rental in St. Petersburg
** FLASH SALE!! ** Dates still AVAILABLE FOR November 2022!, holiday rental in St. Petersburg

** FLASH SALE!! ** Dates still AVAILABLE FOR November 2022!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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3/2 house with pool & pond in the backyard (73rd Ave), holiday rental in St. Petersburg
3/2 house with pool & pond in the backyard (73rd Ave), holiday rental in St. Petersburg
3/2 house with pool & pond in the backyard (73rd Ave), holiday rental in St. Petersburg

3/2 house with pool & pond in the backyard (73rd Ave)

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful, clean and modern St. Petersburg Condo, holiday rental in St. Petersburg
Beautiful, clean and modern St. Petersburg Condo, holiday rental in St. Petersburg
Beautiful, clean and modern St. Petersburg Condo, holiday rental in St. Petersburg

Beautiful, clean and modern St. Petersburg Condo

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Beautiful Garage Apartment Downtown St Pete - Cresent Lake Area, holiday rental in St. Petersburg
Beautiful Garage Apartment Downtown St Pete - Cresent Lake Area, holiday rental in St. Petersburg
Beautiful Garage Apartment Downtown St Pete - Cresent Lake Area, holiday rental in St. Petersburg

Beautiful Garage Apartment Downtown St Pete - Cresent Lake Area

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Old St. Pete Bungalow - Downtown 1 Mi, Beach 8 Mi!, holiday rental in St. Petersburg
Old St. Pete Bungalow - Downtown 1 Mi, Beach 8 Mi!, holiday rental in St. Petersburg
Old St. Pete Bungalow - Downtown 1 Mi, Beach 8 Mi!, holiday rental in St. Petersburg

Old St. Pete Bungalow - Downtown 1 Mi, Beach 8 Mi!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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