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Vacation rentals in Windsor

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Top-rated vacation rentals in Windsor

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Cottage in Hawthorne

4.85 out of 5 average rating, 110 reviews

Live Oak Oasis on Morris Lake

Unspoiled nature greets your every turn at this charming 650 SF lakefront retreat. A short distance from 10 of Florida's finest 1st magnitude springs, ranging from 30 - 90 minute drive, makes the location a perfect basecamp for adventure travel. Rest beneath the shade of Live oaks that pull the breeze ashore. Enjoy Sand hill cranes and hummingbirds from the cabana. Incredible sunsets from new dock. Paddle boat & paddle boards available for adventures. WiFi, Netflix, Laundry, HOT outdoor shower!

Oct 25 – Nov 1

R1,862 ZAR per night

Guesthouse in Gainesville

4.98 out of 5 average rating, 637 reviews

Unique Container "Caja Verde" 1 Mile UF & Downtown

Our home is less than a mile to UFHealth at Shands and the Malcom Randall Veterans Medical Center. We are a mile to the University of Florida campus. Amazingly, also a short bike ride (1-2 miles) to Downtown Gainesville. Close to Depot Park, art studios, restaurants, music venues, and theater. Nature parks close too. The bonus is we live on 2 acres, tucked back in a quiet neighborhood. Our pool is deep & cool; we have bikes to borrow. The container is perfect for a solo traveler, or a couple.

Jul 13 – 20

R1,689 ZAR per night

Farm stay in Citra

4.99 out of 5 average rating, 153 reviews

Relaxing retreat located on working farm.

Charming cottage located on 5 acres of vineyard, and goat farm. Come experience peaceful country living. Stoll throughout the property, go pet the goats (very friendly South African boer goats)(with us in attendance). During season (end of July through September go pick your own pesticide free grapes (muscadine). Pick persimmons during their season September, October. Located near multiple natural springs. We are located half way between Gainesville and Ocala. The farm is located near WEC

Jul 18 – 25

R2,034 ZAR per night

Cabin in Branford

5.0 out of 5 average rating, 124 reviews

Sweetbay River Camp-Ichetucknee River Access

Come enjoy a peaceful getaway on four private acres *near* the Ichetucknee and the Santa Fe rivers! Float the crystal clear river, take your boat out, or just hang in the hammock and enjoy a bonfire! The cabin is in a wildlife sanctuary, so you will see many deer and other animals in the yard and around the neighborhood. The house comes with private access to an Ichetucknee tube/kayak launch as well as the exit point and a private boat ramp. Only four miles to Ichetucknee Springs State Park!

Jan 27 – Feb 3

R2,567 ZAR per night

Cabin in Hawthorne

4.95 out of 5 average rating, 129 reviews

Charming Lakefront Log Home

Welcome to your perfect lake retreat! Located on a no public access lake. This charming log home has a private dock and boat ramp suitable for launching your boat for fishing or skiing. There are kayaks on premises for use. This is an ideal location to enjoy North Florida’s lake life with family, friends, or work retreat. Includes a fully stocked kitchen, covered porch, fire pit, gas grill, and WiFi if you feel the need to plug in. NOT suitable for parties or events. NO loud noise, please.

Jun 24 – Jul 1

R3,283 ZAR per night

Home in Micanopy

4.97 out of 5 average rating, 221 reviews

Beautiful House, Historic District, Micanopy

My Beautiful House is located in the heart of the historic district of Micanopy, Florida. Relaxing is a breeze in this wonderful home. Two large bedrooms and two equally spacious living areas are furnished with comfort in mind. There are two televisions with Directv service and free WiFi. The large backyard has lots of space and privacy! Established in 1821, Micanopy is the oldest inland town and the town that time forgot. Convenient to both Gainesville and Ocala via I-75 and SR 441.

Mar 21 – 28

R2,900 ZAR per night

Farm stay in Williston

5.0 out of 5 average rating, 106 reviews

Happy House @beautiful Forever Spring Horse Farm

Enjoy a peaceful nature adventure get-away on our tranquil horse farm with gorgeous views! Coffee, WiFi, A/C, Heat,TV, privacy, full kitchen and enclosed porch are just a few of the comforts of this country home. Enjoy greeting the dogs & horses as you enjoy your walk on this beautiful 50 acre farm. Secluded from the hustle and bustle, yet 10 minutes from town. We are close to Devil's Den, UF,the Chi Institute, Parelli, Cedar lakes, HITS and scenic drive to the World Equestrian Center.

Jul 18 – 25

R2,207 ZAR per night

Tiny home in Gainesville

4.92 out of 5 average rating, 105 reviews

Harmony Tiny House-NO Cleaning Fee

Beautifully built and decorated, Harmony Tiny house is located close to Newnan’s Lake but only a 10 minute drive to downtown. Surrounded by woods on 3 sides, it sits behind the main home on an acre of land with a small creek in the back. You have access to the back yard with an outdoor table and chairs and also a key to the utility room if you need to do a load of laundry. The sliding glass door entry faces the backyard. Please note that pets are allowed and there is a $30 pet fee.

May 19 – 26

R1,501 ZAR per night

Tiny home in Alachua

4.95 out of 5 average rating, 263 reviews

Ela's Tiny House: Springs, Trails & Disc Golf!

Ela's Tiny House is a 40ft Thomas School Bus converted into a unique and elegant experience! Nestled on 28 Acres of beautiful Florida nature, you can soak up the sun and unwind. Enjoy laying in a hammock and star gaze, catch a stunning sunrise or play a round of disc golf. Paddle board the Santa Fe River, swim with manatees @ Ichetucknee Springs, or soak in the cool waters @ Blue Springs. The Historic town of Alachua, High Springs and Gainesville all within a 20 min drive.

Jan 10 – 17

R1,375 ZAR per night

Apartment in Waldo

4.99 out of 5 average rating, 148 reviews

Fernbank on beautiful Lake Alto. Laketime Getaway

Visit this beautiful, tranquil lakeside spot for an amazing getaway. It's a six acre property, an inspiring place to study, write, or get work done with fun things to do while on a break. Swim, kayak, canoe, paddle board or enjoy sitting on the dock. Visit the barn for basketball, ping pong, and corn hole. It's a studio apartment with a private bathroom and beds for four, plus two couches and air beds available. Note: This is an upstairs apartment.

May 27 – Jun 3

R2,051 ZAR per night

Home in Micanopy

4.92 out of 5 average rating, 135 reviews

Quaint Guest Apartment

Conveniently located just south of Gainesville in Historic Micanopy, this fully furnished, temporary stay, private rental situated on 10 secluded acres would be ideal for parents visiting their children at UF, folks interested in catching a football game, couples driving down south for vacation and individuals here on business. This space is an extension of our home. It is cleaned and cared for by us and is not "just a business".

Jun 19 – 26

R1,803 ZAR per night

Home in Citra

4.99 out of 5 average rating, 348 reviews

All About Horses

Our place is close to I 75 half way between Gainesville and Ocala and is good for couples, solo adventurers, and business travelers. Spend a week or weekend in a sunny Florida on a horse farm. We have a newly renovated, spacious modular home 30mins from Gainesville (home of the Florida Gators). This immaculate and charming residence is fully furnished with four bedrooms and a large living room on owners' 40-acre horse farm.

Sep 26 – Oct 3

R1,533 ZAR per night

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Popular amenities for Windsor vacation rentals

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Other great vacation rentals in Windsor

Guesthouse in Gainesville

4.98 out of 5 average rating, 157 reviews

Walk to UF! Historic King Bed Loft w/ Private Deck

Dec 15 – 22

R2,152 ZAR per night

Guest suite in Gainesville

4.97 out of 5 average rating, 418 reviews

Private guest suite in a quiet modern farmhouse

Jan 1 – 8

R1,851 ZAR per night

Cabin in High Springs

4.94 out of 5 average rating, 367 reviews

Getaway Gilchrist Springs - Orlando

Dec 23 – 30

R3,031 ZAR per night

Cabin in Fort White

4.93 out of 5 average rating, 272 reviews

Log Cabin in Spring Country WiFi - TV

Nov 24 – Dec 1

R1,863 ZAR per night

Condo in Gainesville

4.99 out of 5 average rating, 333 reviews

Condo in the Heart of Haile Village-Great Location

Jul 18 – 25

R2,298 ZAR per night

Apartment in Gainesville

5.0 out of 5 average rating, 218 reviews

Get-away condo in the heart of Haile Village.

May 25 – Jun 1

R1,736 ZAR per night

Home in Earleton

4.97 out of 5 average rating, 177 reviews

Lake House Escape & Play

Jul 11 – 18

R2,337 ZAR per night

Apartment in Melrose

4.98 out of 5 average rating, 66 reviews

Lakefront Retreat Apartment Remodeled, Premium Bed

Dec 5 – 12

R1,694 ZAR per night

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