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St. Petersburg Luxury Holiday Homes

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    Travellers to St. Petersburg are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    25 Matching Rentals in St. PetersburgView all 173 rentals
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    Tierra Verde Waterfront Mansion1 / 35
    (3)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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    St.Petersburg Waterfront Mansion/ Wedding Venue1 / 46
    (33)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 21 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Private Outdoor Pool (Heated)
    • Washer
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 March 2018
    The Petro Mansion was a great place to stay for my large gathering of friends seeking a warm weather getaway. The house is very spacious and could easily accommodate our group...
    Reviewed 16 March 2018
    The Picture alone sold me and when we arrived we were NOT disappointed. It was amazing !! Beautiful home perfect for a large family we had 17 of us from 1 to 65 teens included...
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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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    Sprawling Resort Estate in Paradise1 / 31
    (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 8 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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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Internet Access
    • Air Conditioning
    • Washer
    • DVD Player
    • 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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    St. Petersburg, Florida 33706
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    St. Petersburg, Florida 33701
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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
    • Air Conditioning
    • Ocean Views
    • Washer
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 February 2018
    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 22 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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    Location Information
    St. Petersburg, Florida 33705
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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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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    Luxury house in Downtown St Petersburg1 / 6
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 March 2018
    The place was very nice, a coworker and I were in town for work and the place was simple but had everything we needed. Within walking distance of downtown and a lot of nice...
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    About this property
    Designed with the flow and functionality of a five star boutique hotel. Soaring ceilings, massive kitchen and Luxury bathrooms. 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 single over sized slab of...
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    Location Information
    St. Petersburg, Florida 33705
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • 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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    Jungle Shores House1 / 61
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • 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, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Internet Access
    • Patio
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completely remodeled 3024 sq ft, 4 bedroom 3 bath pool house. New appliances with granite counter tops. Fully furnished with pillow top beds. Bella Vista offers a screened pool with patio, large yard, and is just a 10 min walk to the beach, restaurants & stores. Located in a quiet neighborhood and...
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    Location Information
    St. Petersburg, Florida 33706
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Porch
    • Internet Access
    • Cable/satellite TV
    • Grill
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    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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    St. Petersburg, Florida 33711
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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
    • Wi-Fi
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 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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    Cozy Bungalow1 / 14
    (2)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Grill
    • Patio
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 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
    • Wi-Fi
    • Patio
    • DVD Player
    • Grill
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It's a 2016 Airstream International Signature. We rent it to residents of the Tampa Bay area for their short-term overnight visitors. It is fully appointed with a premium queen bed, linens, pillows and towels as well as a TV, bathroom, digital thermostat, refrigerator and microwave. Of course there...
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    Location Information
    St. Petersburg, Florida 33703
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Parking
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Waterfront
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious 36ft yacht is right in the heart of thriving St Petersburg! 40in TV (HDMI ports to plug in devices - waiting on Satellite TV installation,) A/C, refrigerator / freezer, WiFi, microwave, oven, stove, and more! Sailing is available upon request and availability, Our 36ft sailing...
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    Location Information
    St. Petersburg, Florida 33701
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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 note that this property requires paperwork to be completed 14 days prior to arrival. if less than 7 days from arrival please call us to rush the application.* If you...
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    Location Information
    St. Petersburg, Florida 33715
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Paradise awaits your arrival in this inviting 2-bedroom,1-bathroom St. Petersburg vacation rental apartment! Hosting accommodations for 4 guests throughout 900 square feet of tastefully decorated living space, this tranquil apartment is ideal for families and small travel groups looking to escape...
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    St. Petersburg, Florida 33712
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Washer
    • Cable/satellite TV
    • Waterfront
    • DVD Player
    • Patio
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 2400 sq ft. home located in the charming Broadwater community in south St. Pete just minutes from everything. House has just completed total renovation to totally new condition. New porcelain tile and carpet floors, new entertainment kitchen with stainless appliances and granite counter...
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    Location Information
    St. Petersburg, Florida 33711
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our 1920’s apartment is located in the quiet, historic Old Northeast neighborhood of downtown St. Pete. The apartment is part of a historical triplex and has just been remodeled featuring a new bathroom and kitchen. You enter the apartment building with your private keyless electronic door lock...
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    St. Petersburg, Florida 33704
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Washer
    • Hot Tub
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience a rejuvenating Florida retreat without ever leaving this 3-bedroom, 2-bathroom St. Petersburg vacation rental house, featuring a luxurious in-ground pool, hot tub, and furnished screened-in porch! Additionally, this newly renovated home, brimming with essential amenities, provides up to...
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    Location Information
    St. Petersburg, Florida 33713
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    LUXURY WATERFRONT CONDO ON ISLA DEL SOL/St.Pete's1 / 102
    (20)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Hot Tub
    • Ocean Views
    • Cable/satellite TV
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    VACATION RENTAL BY OWNER: Welcome to Beautiful Isla Del Sol Island (Island) next to St. Pete's Beach(3 minute drive to the Beach), This Island is Called ISLAND IN THE SUN. This island Rental Condo can be yours for the vacation of your dreams. You will not want to leave this lush island in paradise....
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    Location Information
    St. Petersburg, Florida 33715
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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