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St. Petersburg Luxury Holiday Homes

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599 rentals in St. Petersburg.
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“Casa Dolphina” PrivateTropical Paradise
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Downtown! Steps to Beach Drive restaurants, shops, and gorgeous waterfront!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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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 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 House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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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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Cozy Pet Friendly Palms ~ 4 Miles to St Pete Beach
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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2 bedroom condo, Coquina Key, Tampa Bay, Florida
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Five Star 1 Bedroom Suite! 1 Bdrm with Full Designer Kitchen In Old Northeast.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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****Family-Friendly, Newly Renovated Ranch Home!!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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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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Historic District House, All 5 Star Reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lovely Water View, Heated Pool (Nov -Apr), Proximity to Beaches, Museums, Dining
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Acorn Cottage - Casual Elegance & Lots of Elbow Room
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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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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Beautifully Decorated Home 10min to Downtown in Desired Shore Acres Neighborhood
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Enjoy Peaceful Sunsets at Club Bahia
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Exceptional Studio!!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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New - Quiet Studio Loft Close to Downtown St Pete
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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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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Beachy Modern Apt Close to Downtown
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Ultra Modern Cottage With Pet Friendly, Green Eco, Walk To Downtown
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Stunning 3 BR Home in High End Safe Community in St Petes
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Perfecto's Retreat Unit #1
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Waterside at Coquina Key
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Entire Bungalow, Romantic, Comfy & Cozy!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Pet Friendly Luxury St Petersburg Home
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Panoramic ocean views 1
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Sweet Spot in Downtown St. Pete
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxe Home w/Pool & Hot Tub, Mins to St. Pete Beach
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private resort-style waterfront oasis
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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3/2 house with pool & pond in the backyard
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Seasonal Rental House 30 night min stay
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Pet Friendly Luxury St Petersburg Home w/courtyard
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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‘Cozy Palms Oasis’ w/ Patio: 4 Mi to St Pete Beach
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Quiet Charming Historic Bungalow (upstairs unit)
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Pet friendly home minutes from downtown/beach!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Boca Ciega Resort & Marina Condotel
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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COZY OLD NORTHEAST/DOWNTOWN APARTMENT: CLOSE TO EVERYTHING
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Classic Florida ranch, waterfront, heated pool & kayaks
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Oasis at Historic Kenwood-Downtown St. Petersburg
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Hidden Gem in Paradise with Private Beach and Pool
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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** 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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Luxury Waterfront Estate
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Charming Craftsman Cottage
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Bay Breeze with a Pool
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Panoramic Ocean Views 2
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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2bd 2ba Private Patio & Pool
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy House with PRIVATE FENCED IN PATIO! Dates AVAILABLE FOR SUMMER
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Amazing home near downtown (downstairs unit)
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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