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Tallahassee Holiday Homes

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    Travellers to Tallahassee are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    All 18 Rentals in Tallahassee
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    Oak Filled Southern Paradise:  Your In Town Retreat1 / 20
    (5)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Cottage Bungalow on Lake Talquin1 / 28
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Talquin Cottage near FSU1 / 14
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Waterfront
    • Patio
    • Porch
    • Washer
    • Ocean Views
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 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
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    Oak Filled Southern Paradise:  Your In Town Retreat1 / 19
    (1)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Private Indoor Pool
    • Patio
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 November 2017
    This large house is perfect for any large group or event! We traveled to Tallahassee for a national water polo tournament, but it could easily be used to host wedding receptions...
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    About this property
    Retreat to in town country living with massive oak trees and abundant wildlife. Everyone who walks into this home is in awe of its unique qualities including the incorporation of the beautiful natural environment through massive windows in every room and an indoor pool. This is the perfect,...
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    Tallahassee, Florida Panhandle 32312
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 16
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    GORGEOUS, PRIVATE HOME IN UPSCALE SummerBrooke1 / 19
    (1)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 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
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Sauna
    • Wi-Fi
    • DVD Player
    • Grill
    • Air Conditioning
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Shared Garden
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Tallahassee, Florida Panhandle 32301
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Relax on a Beautiful River in a Natural Florida Setting1 / 41
    (7)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Waterfront
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Porch
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2018
    Did not have to go far for attractions, sitting on screened porch and wondering what you may see next, and the nightly concert of nature at its best, was our favorite thing to...
    Reviewed 11 February 2018
    Great location right on a beautiful river with abundant bird watching opportunities. Very quiet, surrounded by woods. The cabin is cozy and has a large deck and screened porch.
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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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    Location Information
    Tallahassee, Florida Panhandle 32327
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    Location Information
    Tallahassee, Florida Panhandle 32311
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Lewiswood Retreat1 / 22
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    • Wi-Fi
    • Grill
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2017
    My family of 4 stayed here during June and July awaiting completion of a house we were having built. We thoroughly enjoyed the quiet, private, relaxed atmosphere of the area. We...
    Reviewed 19 April 2017
    I returned to the Lewiswood Retreat and will be returning again in the near future!That one sentence explains how pleased I am with the accommodations.The hosts are incredibly...
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    About this property
    Staying at Lewiswood Retreat will give you the opportunity to get away from the crowds and enjoy our quiet country setting. It is large enough for 6 people and has a large dining room and space outside to enjoy grilling or having a fire in the firepit with wood provided. Lots of space outside....
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    Location Information
    Tallahassee, Florida Panhandle 32305
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Tallahassee, Florida Panhandle 32304
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Oak Filled Southern Paradise:  Your In Town Retreat1 / 22
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Shared Indoor Pool
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Patio
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 January 2018
    This house was great for our family gathering and it's large, open kitchen/dining/sitting area allowed us to cook big meals and enjoy meals and games together. The hosts were...
    Reviewed 27 November 2017
    This rental is amazing, and the owner is a great host. The house is great and it sits on an awesome piece of property. We truly enjoyed our stay here, and I think anyone else...
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    About this property
    A perfect southern paradise to create special memories with your family... Retreat to in town country living with massive oak trees and abundant wildlife. Enter in awe of our home's unique qualities including the incorporation of the beautiful natural environment through massive windows in every...
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    Location Information
    Tallahassee, Florida Panhandle 32312
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    TurnKey Midtown Guest Quarters (Historic District)1 / 14
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Sauna
    • Private Garden
    • Outdoor Dining Area
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    Location Information
    Tallahassee, Florida Panhandle 32301
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Cabin Located in a Birding and Fishing Paradise1 / 25
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Porch
    • Air Conditioning
    • Washer
    • DVD Player
    • Patio
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Tallahassee, Florida Panhandle 32327
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Tallahassee vacation rental house is an island of calm in a sea of student life. Offering 3 bedrooms, 2 bathrooms, and accommodations for up to 6 guests, this is the ideal home base for prospective students or visiting family. Situated adjacent to the FSU campus, you'll have numerous shops and...
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    Location Information
    Tallahassee, Florida Panhandle 32304
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Inquire w/Evolve about 10% military discount (w/valid military ID)* If you’re in town for a Seminoles game or government work at the capital, this impeccable 3-bed, 3-bath vacation rental townhouse is your perfect Tallahassee retreat. Up to 8 travelers will enjoy exploring shops & restaurants...
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    Location Information
    Tallahassee, Florida Panhandle 32303
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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