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St. Petersburg Luxury Vacation Rentals

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    Travellers to St. Petersburg are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    27 Matching Rentals in St. PetersburgView all 180 rentals
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    Tierra Verde Waterfront Mansion1 / 35
    (2)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    5 Bedrooms, 6 Bathrooms, Sleeps 15 Quick View
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    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    About this property
    Available as a monthly rental for the months of FEB / MARCH. ELEGANCE ON DEEP SAILBOAT WATER / SNELL ISLE just 2 miles from the Vinoy! Welcome to 5000+ SF of light-filled, space overlooking the water! This 4 bedroom/5 bath is ideal for family or business entertaining incl large office with...
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    St. Petersburg, Florida 33704
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 9
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    St.Petersburg Waterfront Mansion/ Wedding Venue1 / 46
    (29)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 21 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Patio
    • Private Outdoor Pool (Heated)
    • Washer
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 days ago
    WE loved the outdoor space, the tranquil pool, the water view, complete with magnificent sunsets. Our group of 4 couples was magnificently private and connected at the same...
    Reviewed 2 weeks ago
    What a phenomenal place to get away to. Great location on the water, more amenities than we could take advantage of in a day, with spacious and very modern decor! My group’s...
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    About this property
    The Petro Waterfront Mansion is the largest private waterfront home in St. Petersburg that allows Intimate Weddings & private events of all kinds! IF YOUR EVENT OR STAY REQUIRES 7 OR MORE NIGHTS KINDLY ASK ME FOR A DISCOUNT! I WILL BE HAPPY TO DISCOUNT THE PUBLISHED RATE THAT SHOWS UP ON THIS...
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    St. Petersburg, Florida 33705
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 21
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    Paradise Living in Florida - complete privacy1 / 63
    (8)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Waterfront
    • Wi-Fi
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    • Ocean Views
    • Washer
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    My wife and I stayed at this treasure for three weeks this Winter. Ziba, the owner, met us and showed us the house. She was very gracious, helpful and non obtrusive. We had a...
    Reviewed 21 November 2017
    Very comfortable and large holiday home in St. Petersburg Fl. I highly recommend it. Everything is clean, the kitchen is very well stocked--there is no need to run out and by...
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    About this property
    We are located on the waters of Tampa way next to a big park, with easy access to the Gulf of Mexico. We are approximately 5 minutes drive to the Gulf Beaches, 10 minutes to downtown St. Petersburg and The Pier, and 15 minutes to St.Pete/Clearwater airport, and 25 minutes to Tampa with it's...
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    St. Petersburg, Florida 33705
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Sprawling Resort Estate in Paradise1 / 48
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    • Housekeeping Included
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Grill
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 April 2017
    Amazing stay, ample space to spread out and relax. The house is clean, spacious, and comfortable. Martin and Danny are the best hosts, available when needed, yet feels like you...
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    About this property
    Two sitting rooms, a giant designer kitchen, big pool, hot tub, full outdoor kitchen, swing deck with views of the ocean, hand painted mural, a giant second floor deck with a sitting area, outdoor bar, multiple outdoor sitting areas, an orchard, and a wall that encloses the estate. These are but a...
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    St. Petersburg, Florida 33712
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    • Internet Access
    • Private Garden
    • Secure Parking
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    travelling all over the world we were were fascinated with the beach resorts and decide to create our own beach resorts with all the amenities that a beach resort offer you we create a paradise with a beach style feeling .. weet bar .. hot tub .. ping pong table .. hibachi grill .. music speakers...
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    Location Information
    St. Petersburg, Florida 33703
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 15
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    Jungle Shores House1 / 35
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Wi-Fi
    • Patio
    • DVD Player
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 2016
    We stayed at Jungle shores, St Petersburg, FL , 2/21/2016 to 2/27/2016 . When we arrived and went in it was amazing , everything we imagined and more . The property had a...
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    About this property
    Just a few minutes drive over to Treasure Island, this stunning executive bay-front home will have you relaxing in style! The home is situated in an exclusive neighborhood of St. Petersburg, just a short drive over the Treasure Island causeway to the beaches. The back yard is the Boca Ciega Bay,...
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    Location Information
    St. Petersburg, Florida 33710
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **TeemingVR presents Vista Verde North 6115 or VVN6115 in Isla Del Sol** *All reservations must fall within a Sat-Sat window. Please call directly for other options* **Please note that this property requires paperwork to be completed 14 days prior to arrival. if less than 7 days from arrival...
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    Location Information
    St. Petersburg, Florida 33715
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Internet Access
    • Air Conditioning
    • Washer
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home was built in 1926 by Thomas Rowe, the developer of the famous Don Cesar Beachfront Hotel located on one of the most beautiful beaches on the west coast of Florida. This gorgeous 2 story vacation home is very close to the Beach, Surf, Deep Sea Fishing, Fine Dining, Golfing, Shopping, Live...
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    Location Information
    St. Petersburg, Florida 33706
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    B & B's Winter Getaway1 / 17
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Internet Access
    • Patio
    • Hot Tub
    • Grill
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 December 2016
    The rental was perfect for us to entertain our parents and grown children over the week of Thanksgiving. Plenty of cozy places in the home to gather and have morning coffee or a...
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    About this property
    B & B’s getaway has the charm of old with convenience of new. You will feel at home here. Great location for events at the Mahaffey Theater, Tropicana Field, St. Pete Sailing Centre and more. Featuring lots of comfortable living space it is just around the corner is the lovely Crescent Lake Park in...
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    Location Information
    St. Petersburg, Florida 33701
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beachy, contemporary, open and spacious best describes this home. It is light and airy with a full water view opening to a lagoon (much larger than a standard canal). Completely renovated, with a gourmet kitchen complete with a 12' x 8' elegant marble island that everyone can gather around - up...
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    Location Information
    St. Petersburg, Florida 33705
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Waterfront
    • Washer
    • Central Heating
    • DVD Player
    • Hot Tub
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Seahorse! A beautiful open-water home in the popular and quiet Arrowhead Estates neighborhood in St. Petersburg, FL -- minutes from downtown St. Petersburg, restaurants, museums, and the beaches. The property views the Weedon Island preserve and the famous 'shallow spot' where boats...
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    Location Information
    St. Petersburg, Florida 33703
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    Designed with the flow and functionality of a five star boutique hotel. Soaring ceilings and jet liner views overlooking all of Downtown St. Petersburg. The 1st floor unit is over 1,300sqft and features a massive living area with a Grand kitchen featuring an enormous kitchen island carved from a...
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    St. Petersburg, Florida 33705
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful 3BR, 2BA South Causeway Isles Canal Home1 / 24
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy sweeping views of the water and Gulf access from this picturesque 3 bedroom, 2 bath St. Petersburg home. Nestled in the South Causeway Isles and located on a canal, with an open floor plan and a canal-side backyard. Beautiful views surround the property, and outside features include a deck...
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    Location Information
    St. Petersburg, Florida 33707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Conveniently wonderful location! Near Tampa Airport and St. Pete Airport. 10 minutes to the beach and only 20 minutes to the GULF of Mexico. Close to Downtown St. Petersburg and all of the wonderful waterfront restaurants. Less than 30 minutes from Downtown Tampa, Amalie Arena, Yankee Stadium,...
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    Location Information
    St. Petersburg, Florida 33702
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Historic 3BR, 3BA Flat in Uptown St. Pete – Near Downtown, Beaches & Highway1 / 24
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 March 2017
    The flat was spacious and clean. Well equiped and furnished. Near downtown St. Pete and interstate. The building was unattractive, but the flat was nice and updated. It is on...
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    About this property
    Experience the sights and sounds of authentic St. Pete at this 3BR, 3BA (sleeps 7) flat offering cozy living spaces and beautiful bedrooms. Enjoy a stellar location within walking distance to downtown, restaurants and nightlife. We’re a half-mile from the interstate, with Treasure Island and Tampa...
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    Location Information
    St. Petersburg, Florida 33701
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • DVD Player
    • Air Conditioning
    • Washer
    • Patio
    • Hot Tub
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This small waterfront community resort overlooking Boca Ciega Bay offers an intimate setting to unwind and spend quality time with your loved one, family and friends. You can play hard, have fun or if you prefer sit quietly under shady trees with a good book. We guarantee, you won't be...
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    Location Information
    St. Petersburg, Florida 33711
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Lake Maggiore Bed & Breakfast1 / 29
    (7)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Parking
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    • Porch
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 October 2016
    This was my first time renting a house instead hotel rooms. I read all of the reviews and admit I was nervous since I'd never been to the St. Petersburg area. I worried for...
    Reviewed 22 October 2016
    We rented this house for our family and some bridal party members. I had never used a VRBO before. We were greeted by Gwen, the owner, who gave us a tour and throughout the stay...
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    About this property
    Large Mediterrean style duplex: hugh living room with African artifacts; separate dining room with South American artifacts; sunken garden with pond, exotic flowers and fruit trees, fountain; one bedroom has a king size bed, the second has 2 double beds, and the third has 2 twin beds. The living...
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    Location Information
    St. Petersburg, Florida 33705
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beach living at its best! Beautifully updated home just steps away from the one of the best beaches in the country. Visit this open-plan 1940's bungalow in one of the most desirable neighborhoods on St. Pete Beach. Open the doors to an airy floor plan complete with a newly appointed kitchen and...
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    Location Information
    St. Petersburg, Florida 33706
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in 2004, this gorgeous 3BR, 2.5BA has beautiful, quality upgrades throughout. Enjoy all of the modern conveniences a newer home provides: cathedral ceilings, arched doorways, hardwood floors, large master bed & bath, kitchen & family room combination, formal living & dining rooms, split...
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    Location Information
    St. Petersburg, Florida 33711
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Totally renovated 1920s Bungalow, open concept, loads of outdoor living space, corner lot in the heart of St Petersburg's downtown Historic District. Steps away from restaurants, shops & nightlife, a quick ride to pristine beaches, amenities galore! This home has historical charm, a modern,...
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    Location Information
    St. Petersburg, Florida 33701
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    This two bedroom guest house is in a great location in the old northeast just 3 blocks from the Vinoy Hotel and the vibrant downtown with its restaurants, museums and night life. Short walk to the waterfront. Just blocks to Vinoy Park where so many special events are held. One private parking space...
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    St. Petersburg, Florida 33701
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Charming Historic Apartment in Uptown St. Petersburg!1 / 8
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 April 2016
    This place is awesome, nice, clean, near everything, and really beautiful. Everything was perfect, I stay with my 2 boys and my husband and have a great time!
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    About this property
    My charming, historic apartment is a private little sanctuary in the heart of St. Petersburg. Just minutes away from downtown, the interstate, shopping, and dining, you're in the perfect location. Walk Crescent Lake or ride bikes to downtown, head to the beach or an amazing restaurant - there's...
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    Location Information
    St. Petersburg, Florida 33701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Cozy Bungalow1 / 14
    (2)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    Reviewed 26 October 2017
    Cinthia’s place was by far the best vacation rental I ever stayed at. She paid a lot of attention to detail (the decor is spectacular!) and made sure to provide all the...
    Reviewed 26 October 2017
    Cindy's place was just perfect. It was centrally located so we can get to the beach or downtown or Gulfport like it shows. It was very cozy and well put together inside just as...
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    About this property
    This is a 3 bedroom/office and 1 bathroom charming 1920s bungalow with an inviting outdoor deck and patio area. (Note: April-December, 3rd bedroom open with booking of 6 guests or more.) The living room sofa pulls out for a 4th bed). It is located between vibrant downtown St Pete, the white sand...
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    Location Information
    St. Petersburg, Florida 33713
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get ready for fun in the sun at this 3BR home - called 'The Castaway' - that boasts a fenced yard with a sparkling pool and waterfall. Belly up to the tiki bar with outdoor 22” flat screen TV and grab a cold beverage. The paver patio has plenty of lounge chairs for relaxing. There’s lots of fun...
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    Location Information
    St. Petersburg, Florida 33710
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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