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Holiday Rentals with Pools in St. Petersburg

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38 rentals in St. Petersburg.
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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, All pools
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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, All pools
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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, All pools
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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, All pools
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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, All pools
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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, All pools
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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, All pools
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Condo on the Key, holiday rental in St. Petersburg
Condo on the Key, holiday rental in St. Petersburg
Condo on the Key, holiday rental in St. Petersburg

Condo on the Key

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps, All pools
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 Amazing water views! Near beaches, big pool & spa!, holiday rental in St. Petersburg
 Amazing water views! Near beaches, big pool & spa!, holiday rental in St. Petersburg
 Amazing water views! Near beaches, big pool & spa!, holiday rental in St. Petersburg

Amazing water views! Near beaches, big pool & spa!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Newly Renovated 5-Room Apt. with Pool & Gardens , Near Downtown, holiday rental in St. Petersburg
Newly Renovated 5-Room Apt. with Pool & Gardens , Near Downtown, holiday rental in St. Petersburg
Newly Renovated 5-Room Apt. with Pool & Gardens , Near Downtown, holiday rental in St. Petersburg

Newly Renovated 5-Room Apt. with Pool & Gardens , Near Downtown

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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BETTER VALUE THAN THE BEST HOTEL IN TOWN, holiday rental in St. Petersburg
BETTER VALUE THAN THE BEST HOTEL IN TOWN, holiday rental in St. Petersburg
BETTER VALUE THAN THE BEST HOTEL IN TOWN, holiday rental in St. Petersburg

BETTER VALUE THAN THE BEST HOTEL IN TOWN

Holiday Rental House
5 bedrooms
8 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Welcome to Saint Pete! Condo in Quiet Complex with Palm Trees and Pool , holiday rental in St. Petersburg
Welcome to Saint Pete! Condo in Quiet Complex with Palm Trees and Pool , holiday rental in St. Petersburg
Welcome to Saint Pete! Condo in Quiet Complex with Palm Trees and Pool , holiday rental in St. Petersburg

Welcome to Saint Pete! Condo in Quiet Complex with Palm Trees and Pool

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, All pools
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NSS Pattam, custom 84 foot traditional motor yacht downtown., holiday rental in St. Petersburg
NSS Pattam, custom 84 foot traditional motor yacht downtown., holiday rental in St. Petersburg
NSS Pattam, custom 84 foot traditional motor yacht downtown., holiday rental in St. Petersburg

NSS Pattam, custom 84 foot traditional motor yacht downtown.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, All pools
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Condo on Tampa Bay Saint Petersburg, holiday rental in St. Petersburg
Condo on Tampa Bay Saint Petersburg, holiday rental in St. Petersburg
Condo on Tampa Bay Saint Petersburg, holiday rental in St. Petersburg

Condo on Tampa Bay Saint Petersburg

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, All pools
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SUNSHINE HOLIDAY, holiday rental in St. Petersburg
SUNSHINE HOLIDAY, holiday rental in St. Petersburg
SUNSHINE HOLIDAY, holiday rental in St. Petersburg

SUNSHINE HOLIDAY

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Deluxe Queen Suite in Gorgeous Pop Art Gallery Pool Home Close to Everything!, holiday rental in St. Petersburg
Deluxe Queen Suite in Gorgeous Pop Art Gallery Pool Home Close to Everything!, holiday rental in St. Petersburg
Deluxe Queen Suite in Gorgeous Pop Art Gallery Pool Home Close to Everything!, holiday rental in St. Petersburg

Deluxe Queen Suite in Gorgeous Pop Art Gallery Pool Home Close to Everything!

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Charming Guest house+ 2bikes+ Beach chairs close to everything, holiday rental in St. Petersburg
Charming Guest house+ 2bikes+ Beach chairs close to everything, holiday rental in St. Petersburg
Charming Guest house+ 2bikes+ Beach chairs close to everything, holiday rental in St. Petersburg

Charming Guest house+ 2bikes+ Beach chairs close to everything

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, All pools
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 Stunning Highly Requested Condo in Isla del Sol, St. Pete , holiday rental in St. Petersburg
 Stunning Highly Requested Condo in Isla del Sol, St. Pete , holiday rental in St. Petersburg
 Stunning Highly Requested Condo in Isla del Sol, St. Pete , holiday rental in St. Petersburg

Stunning Highly Requested Condo in Isla del Sol, St. Pete

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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Executive Waterfront Home, holiday rental in St. Petersburg
Executive Waterfront Home, holiday rental in St. Petersburg
Executive Waterfront Home, holiday rental in St. Petersburg

Executive Waterfront Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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DtwnStPete-Close2Everything+FreeBeachParkingPass, holiday rental in St. Petersburg
DtwnStPete-Close2Everything+FreeBeachParkingPass, holiday rental in St. Petersburg
DtwnStPete-Close2Everything+FreeBeachParkingPass, holiday rental in St. Petersburg

DtwnStPete-Close2Everything+FreeBeachParkingPass

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Beautiful Waterfront Pool Home, Near Downtown St. Pete!!, holiday rental in St. Petersburg
Beautiful Waterfront Pool Home, Near Downtown St. Pete!!, holiday rental in St. Petersburg
Beautiful Waterfront Pool Home, Near Downtown St. Pete!!, holiday rental in St. Petersburg

Beautiful Waterfront Pool Home, Near Downtown St. Pete!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Beautiful Island on Boca Ciega Bay & The Beach, holiday rental in St. Petersburg
Beautiful Island on Boca Ciega Bay & The Beach, holiday rental in St. Petersburg
Beautiful Island on Boca Ciega Bay & The Beach, holiday rental in St. Petersburg

Beautiful Island on Boca Ciega Bay & The Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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Boca Ciega Condo, #203, St Petersburg, Florida, holiday rental in St. Petersburg
Boca Ciega Condo, #203, St Petersburg, Florida, holiday rental in St. Petersburg
Boca Ciega Condo, #203, St Petersburg, Florida, holiday rental in St. Petersburg

Boca Ciega Condo, #203, St Petersburg, Florida

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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A Quiet Place to Relax, holiday rental in St. Petersburg
A Quiet Place to Relax, holiday rental in St. Petersburg
A Quiet Place to Relax, holiday rental in St. Petersburg

A Quiet Place to Relax

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
More info
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Vintage 2 Bed / 2 Bath With Pool- Blocks from Vinoy & Downtown St. Pete, holiday rental in St. Petersburg
Vintage 2 Bed / 2 Bath With Pool- Blocks from Vinoy & Downtown St. Pete, holiday rental in St. Petersburg
Vintage 2 Bed / 2 Bath With Pool- Blocks from Vinoy & Downtown St. Pete, holiday rental in St. Petersburg

Vintage 2 Bed / 2 Bath With Pool- Blocks from Vinoy & Downtown St. Pete

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps, All pools
More info
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Huge Renovated pool Home By Lake 10 mins to the Beach, holiday rental in St. Petersburg
Huge Renovated pool Home By Lake 10 mins to the Beach, holiday rental in St. Petersburg
Huge Renovated pool Home By Lake 10 mins to the Beach, holiday rental in St. Petersburg

Huge Renovated pool Home By Lake 10 mins to the Beach

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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St. Pete -mins to Buccs Stadium!!! Beach FLAIR!!!, holiday rental in St. Petersburg
St. Pete -mins to Buccs Stadium!!! Beach FLAIR!!!, holiday rental in St. Petersburg
St. Pete -mins to Buccs Stadium!!! Beach FLAIR!!!, holiday rental in St. Petersburg

St. Pete -mins to Buccs Stadium!!! Beach FLAIR!!!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Boca Ciega Condo, #408, St Petersburg, Florida, holiday rental in St. Petersburg
Boca Ciega Condo, #408, St Petersburg, Florida, holiday rental in St. Petersburg
Boca Ciega Condo, #408, St Petersburg, Florida, holiday rental in St. Petersburg

Boca Ciega Condo, #408, St Petersburg, Florida

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Nice mobile home by the canal, holiday rental in St. Petersburg
Nice mobile home by the canal, holiday rental in St. Petersburg
Nice mobile home by the canal, holiday rental in St. Petersburg

Nice mobile home by the canal

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Private Beach on the Intercoastal, amazing Sunsets, Comfortable, Clean, Complete, holiday rental in St. Petersburg
Private Beach on the Intercoastal, amazing Sunsets, Comfortable, Clean, Complete, holiday rental in St. Petersburg
Private Beach on the Intercoastal, amazing Sunsets, Comfortable, Clean, Complete, holiday rental in St. Petersburg

Private Beach on the Intercoastal, amazing Sunsets, Comfortable, Clean, Complete

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
More info
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Boca Ciega Condo, #107, St Petersburg, Florida, holiday rental in St. Petersburg
Boca Ciega Condo, #107, St Petersburg, Florida, holiday rental in St. Petersburg
Boca Ciega Condo, #107, St Petersburg, Florida, holiday rental in St. Petersburg

Boca Ciega Condo, #107, St Petersburg, Florida

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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Mediterranean Charmer! Walk to the Bay and City! Historic Old Northeast, holiday rental in St. Petersburg
Mediterranean Charmer! Walk to the Bay and City! Historic Old Northeast, holiday rental in St. Petersburg
Mediterranean Charmer! Walk to the Bay and City! Historic Old Northeast, holiday rental in St. Petersburg

Mediterranean Charmer! Walk to the Bay and City! Historic Old Northeast

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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Tropical Pool Home, holiday rental in St. Petersburg
Tropical Pool Home, holiday rental in St. Petersburg
Tropical Pool Home, holiday rental in St. Petersburg

Tropical Pool Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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Enjoy this Delight in St Pete, holiday rental in St. Petersburg
Enjoy this Delight in St Pete, holiday rental in St. Petersburg
Enjoy this Delight in St Pete, holiday rental in St. Petersburg

Enjoy this Delight in St Pete

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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Whole Home & Private Oasis Near Downtown St. Pete, holiday rental in St. Petersburg
Whole Home & Private Oasis Near Downtown St. Pete, holiday rental in St. Petersburg
Whole Home & Private Oasis Near Downtown St. Pete, holiday rental in St. Petersburg

Whole Home & Private Oasis Near Downtown St. Pete

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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☼ Sunshine Shack ☼  Spacious vacation home w/ Private Pool & Game Room, holiday rental in St. Petersburg
☼ Sunshine Shack ☼  Spacious vacation home w/ Private Pool & Game Room, holiday rental in St. Petersburg
☼ Sunshine Shack ☼  Spacious vacation home w/ Private Pool & Game Room, holiday rental in St. Petersburg

☼ Sunshine Shack ☼ Spacious vacation home w/ Private Pool & Game Room

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Luxurious Private Deep Waterfront 4/2.5 home!, holiday rental in St. Petersburg
Luxurious Private Deep Waterfront 4/2.5 home!, holiday rental in St. Petersburg
Luxurious Private Deep Waterfront 4/2.5 home!, holiday rental in St. Petersburg

Luxurious Private Deep Waterfront 4/2.5 home!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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A Taste of Paradise - tnzwaterside, holiday rental in St. Petersburg
A Taste of Paradise - tnzwaterside, holiday rental in St. Petersburg
A Taste of Paradise - tnzwaterside, holiday rental in St. Petersburg

A Taste of Paradise - tnzwaterside

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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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
More info
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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
More info
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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
More info
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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
More info
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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
More info
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Amazing Neighborhood,King Bed,All 5 Star Reviews, holiday rental in St. Petersburg
Amazing Neighborhood,King Bed,All 5 Star Reviews, holiday rental in St. Petersburg
Amazing Neighborhood,King Bed,All 5 Star Reviews, holiday rental in St. Petersburg

Amazing Neighborhood,King Bed,All 5 Star Reviews

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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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
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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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
More info
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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
More info
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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
More info
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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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