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Tallahassee Holiday Rentals

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    Travellers to Tallahassee are booking November dates now. Secure your holiday rental today, and have the perfect trip.
    All 81 Rentals in Tallahassee
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    Oak Filled Southern Paradise:  Your Tallahassee Retreat1 / 57
    (1)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    Paradise Found:  Your Tallahassee Retreat1 / 33
    (5)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Lewiswood Retreat1 / 30
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    GORGEOUS, PRIVATE HOME IN UPSCALE SummerBrooke1 / 52
    (2)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Cable/satellite TV
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    • Hot Tub
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 November 2018
    Very nice home. Keith was very nice and was there for anything we needed during our stay. We had plenty of extra towels, paper products, two grills, and everything we...
    Reviewed 8 March 2017
    Our family rented this nice house for our Christmas celebration . We had some hiccups getting in to the house which added undue stress to our visit. It was the result of...
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    About this property
    Greensward is a beautiful, 4 bedroom, dual master, 3 full bath--vaulted-celing, wood-floor, Cul-de-Sac Estate on a quiet almost 3/4ths of an Acre. The house is set-back on a long-driveway from the road, and has a high fenced-back yard. Both Master-Suites have nice, full baths, and one with a...
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    Tallahassee, Florida Panhandle 32312
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Studio, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    LOVE RENTALS - FIND YOUR BLISS Conveniently located ON CAMPUS, between CollegeTown and the FSU Athletics complex, the apartment is ideally situated. Yards from FSU athletic complex and a short drive to the Capitol and Civic center. Walking Distance to Doak Campbell & Howser Stadiums,...
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    Tallahassee, Florida Panhandle 32304
    Condo/Apartment - 1 Bathroom, Sleeps 5
    Relax on a Beautiful River in a Natural Florida Setting1 / 41
    (9)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Waterfront
    • Grill
    • Wi-Fi
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    • Porch
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 June 2019
    St. Mark’s Retreat is a very special place. It is quaint and comfortable in a natural setting. It is not too far from the heart of Tallahassee but far enough away that you feel...
    Reviewed 26 October 2018
    Sometimes you need to get away. Get out of the pressure cooker of life and go to a place where the only hard decisions are whether to roll over and go back to sleep or get up...
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    About this property
    Would you like to visit a place where you have the chance to observe otters, squirrels, alligators, deer, raccoons, woodpeckers, blue herons, hummingbirds, cormorants, fish, and many other species of Florida wildlife in their natural habitats? And, you can do this from the comfort and safety of an...
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    Tallahassee, Florida Panhandle 32327
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Talquin Cottage near FSU1 / 14
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Waterfront
    • Patio
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    • Ocean Views
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    • Balcony
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    Pet friendly
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    Smoking allowed
    Reviewed 16 June 2017
    If you want to relax, feel like home away from home, this is the place. I loved the screen in back porch overlooking the lake. The boats passing was so serene. Loved the dock...
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    About this property
    **Summer Sale** Because of a late cancelation we are running a summer sale. Get three weeks on the lake for the price of two. Reserve any three weeks from May through June and I reduce the quote so you'll get the third week FREE! Act now because this is a limited offer. Don't miss this newly...
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    Tallahassee, Florida Panhandle 32310
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Cabin Located in a Birding and Fishing Paradise1 / 25
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 November 2018
    The place was perfect for our family gathering, well stocked, and set in a quiet area. The porches and yard were nice for hanging out.
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    About this property
    Do you want to have your morning coffee and watch the sun come up while sitting on the front porch listening to the birds sing; away from the noises of city life, traffic and stress? Then this is the place for you. Our Wakulla Springs Retreat is located on 5 secluded acres of hardwood trees off the...
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    Tallahassee, Florida Panhandle 32327
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    YOUR HOME AWAY FROM HOME IN TALLAHASSEE!1 / 14
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Tallahassee, Florida Panhandle 32312
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    TurnKey Midtown Guest Quarters (Historic District)1 / 14
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Sauna
    • Private Garden
    • Outdoor Dining Area
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    • Shared Outdoor Pool (Unheated)
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    Reviewed 5 September 2016
    We arrived late, Stuart pointed is to an awesome restaurant within walking distance. His wife prepared a nice basket of breakfast treats knowing we were arriving too late to...
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    About this property
    Turn-key Midtown Guest Quarters in Downtown Historic District - Just a Walk to the Capitol, Downtown Nightlife (Midtown), Leon High School, Tallahassee Memorial Hospital, Springtime Tally only 3 blocks away, and just a few minutes from FSU/Doak Campbell Stadium!!!! It is like a beach house in the...
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    Tallahassee, Florida Panhandle 32301
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Cottage Bungalow on Lake Talquin1 / 28
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Waterfront
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2017
    What a beautiful place! Fishing off the dock with the grandkids! Relaxing atmosphere! I would recommend it! There was even starter food there for us! We were amazed! My...
    Reviewed 28 July 2017
    My family and I enjoyed our stay very very much!! Their was plenty of room for everyone in the house verses being cramped in a hotel suite. The neighborhood was very quite...
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    About this property
    This 1932 cottage overlooks beautiful Lake Talquin on a 1-acre landscaped lot. Original hardwood floors, 10-foot ceilings, and outdoor spaces feel just like home. Perfect for weekend and longer getaways. Enjoy fishing, canoeing, and nature. Unique property overlooking beautiful Lake Talquin....
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    Tallahassee, Florida Panhandle 32351
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Tallahassee, Florida Panhandle 32311
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Tallahassee, Florida Panhandle 32305
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Tallahassee, Florida Panhandle 32311
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Tallahassee, Florida Panhandle 32303
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Sauna
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    About this property
    Furnished Mid-Town Pool Side Bungalow in Downtown Historic District. Just a Walk to the Capitol, Downtown and Mid-town Nightlife, Shops, Bars and Restaurants , Tallahassee Memorial Hospital, and just a few minutes from FSU!!!! 700 sq ft/ 1bdr/1 bath bungalow overlooking pool and gardens in one of...
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    Tallahassee, Florida Panhandle 32301
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Tallahassee, Florida Panhandle 32304
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Tallahassee, Florida Panhandle 32304
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 1
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Tallahassee, Florida Panhandle 32310
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Tallahassee, Florida Panhandle 32309
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Tallahassee, Florida Panhandle 32303
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Tallahassee, Florida Panhandle 32304
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    4 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Tallahassee, Florida Panhandle 32304
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 6
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Tallahassee, Florida Panhandle 32303
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    4 Bedrooms, 3 Bathrooms, Sleeps 1 Quick View
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    Tallahassee, Florida Panhandle 32304
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 1
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Furnished Mid-Town Pool House/Cabana in Downtown Historic District. Just a Walk to the Capitol, Downtown and Mid-town Nightlife, Shops, Bars and Restaurants , Tallahassee Memorial Hospital, and just a few minutes from FSU!!!! 1000 sq.ft.1 bdr/1 bath pool house/cabana overlooking pool and gardens...
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    Tallahassee, Florida Panhandle 32301
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    About this property
    Turn-key Furnished Mid-Town Pool Side Bungalow in Downtown Historic District. Just a Walk to the Capitol, Downtown and Mid-town Nightlife, Shops, Bars and Restaurants, Tallahassee Memorial Hospital, and just a few minutes from FSU!!! 1BR/1 bath bungalow overlooking courtyard and gardens in one of...
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    Tallahassee, Florida Panhandle 32301
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Tallahassee, Florida Panhandle 32309
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Welcome to my lovely house! Great location that close to all places, All rooms are equipped with smart TVs. Smart home equipped with Google home assistant and smart switch. Just try ' Hey google, turn on the light' when you check in. * Long-term discount is available. More information *The space...
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    Tallahassee, Florida Panhandle 32311
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 bedroom 2 bath townhouse completely furnished with new queen size beds. FSU-Doak Campbell Stadium is less than 5 miles away for cheering the team on this fall. Capital Center 7 miles away, close to I10 interstate with restaurants, shopping, Tallahassee Centre. Tallahassee International Airport is...
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    Tallahassee, Florida Panhandle 32303
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Central Heating
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    About this property
    Spacious family retreat ready to go! Room for the whole family with amenities for all. 4 bedrooms Rooms 1&2 have king size beds Room 3 has queen size bed Room 4 has a full size bed 2 full bathrooms with towels and linen supplied. Full kitchen, coffee maker, microwave. Washer and...
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    Tallahassee, Florida Panhandle 32304
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Supercute 2/2 townhouse in a awesome location. Close to most things in Tallahassee, and close to the interstate. This clean & relaxing environment features newly updated bathrooms and kitchen, new hardwood floors, and fresh paint! Full kitchen, with microwave, coffee maker, dishes, cooking and...
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    Tallahassee, Florida Panhandle 32303
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    About this property
    This is traditional southern Tallahassee with original brick and columns with a feeling that you have stepped back in time. Quaint and quiet. One mile from FSU Doak Campbell Stadium, Tallahassee Community Collage and 2.5 miles from the Capitol and FAMU. Several restaurants and grocery stores within...
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    Tallahassee, Florida Panhandle 32304
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Beautifully renovated! Original historical Frenchtown Craftsman home, blocks to Tennessee & Governor's Mansion, FSU, Capitol. downtown, FAMU, restaurants & entertainment. Next door to organic Youth Farm, large private yard with tables, chairs, umbrella. large front porch. Landscaping, privacy...
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    Tallahassee, Florida Panhandle 32304
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Sloane's Garden Home - Downtown-Executive Home1 / 49
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Tallahassee, Florida Panhandle 32304
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    ☼ Live Oaks at Lake Jackson ☼ Welcome Long Stays1 / 15
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Tallahassee, Florida Panhandle 32303
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Modern 3BR/2BA Townhome, Completely Renovated1 / 14
    (5)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Tallahassee, Florida Panhandle 32303
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Lakefront escape 20 minutes to FSU campus/downtown Tallahassee1 / 37
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Tallahassee, Florida Panhandle 32309
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    4th Avenue Bungalow in the Heart of Tallahassee1 / 11
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Tallahassee, Florida Panhandle 32303
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Charming Midtown Guesthouse. Great for legislatures - full office suite!1 / 23
    (40)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Tallahassee, Florida Panhandle 32303
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Spacious Modern Home w/ Media Room, 2 mi from FSU1 / 26
    (8)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Tallahassee, Florida Panhandle 32303
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Updated Midtown Home, 12 min from FSU1 / 30
    (8)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
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    Tallahassee, Florida Panhandle 32308
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 8
    LUXURY MIDTOWN 4 bed (2 Master suites), bonus room, 3 bath, Sleeps 12+1 / 28
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    Tallahassee, Florida Panhandle 32308
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
    Luxury in the heart of Tallahassee!1 / 10
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Tallahassee, Florida Panhandle 32301
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Old Southern Country Charm1 / 11
    (33)Excellent
    5 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Grill
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    Tallahassee, Florida Panhandle 32312
    Holiday Rental House - 5 Bedrooms, 1 Bathroom, Sleeps 7
    Sunrise Cottage on North Bronough Street. (MIDTOWN)1 / 19
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Tallahassee, Florida Panhandle 32303
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Family & Friends Enjoy Meals Together1 / 25
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Tallahassee, Florida Panhandle 32303
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Bluejay Fields Guesthouse1 / 14
    (13)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Tallahassee, Florida Panhandle 32317
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Midtown Midcentury--For fun-loving folks or families1 / 20
    (9)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Tallahassee, Florida Panhandle 32308
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Walk to FAMU/FSU STADIUMS!1 / 18
    (2)Very good
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Location Information
    Tallahassee, Florida Panhandle 32310
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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