Cottage holiday rentals in Sanford

4.94 out of 5 average rating, 139 reviews

A set of wooden steps leads up to a charming cottage nestled among trees. The entrance features large glass doors, inviting natural light into the space. The surrounding area is landscaped, enhancing the tranquil ambiance of the private property.

Cottage in Eustis

Redbird cottage and farm. Equestrian lake cottage

Step back into “Old Florida” charm at this updated 1968 lake cottage, on a 7-acre equestrian farm. Secluded from main roads yet just minutes from downtown Mount Dora and Eustis, this peaceful retreat offers the perfect blend of rustic serenity and comfort. Located on a lake that offers direct water access. Campfires are welcomed, and the tranquil setting is made even more magical by the sight of horses. Inside, you'll find cozy touches and comfortable furnishings, including pillow-top mattresses

4.98 out of 5 average rating, 242 reviews

A screened wrap-around porch offers views of the lake, with sunlight casting striped shadows on the floor. Two lounge chairs are positioned for relaxation, while a colorful playpen is set against the railing. Decorative surfboards are mounted on the walls, enhancing the space's charm.

Cottage in Sanford

Lakefront,Sanford airport, Boombah, Venue 1902,UCF

The lake front cottage is located on a private estate 1 mile south of Sanford airport, 4 miles to Sanford historic district, and 3 miles from Boombha Sports Complex. This cottage has a Fully equipped kitchen, light bright liv/din area, screened wrap around porch. Perfect spot for your next family vacation or weekend get away. While staying at the cottage you are welcome to enjoy our paddle boards and kayaks. Also catch and release fishing. No pets. Discounts for non-refundable cancellations.

4.95 out of 5 average rating, 152 reviews

A charming cottage exterior is showcased, featuring a welcoming porch adorned with potted plants. The lush green lawn surrounds the home, with a large tree providing shade. A fenced area is seen in the background, enhancing the outdoor space.

Cottage in Umatilla

Cozy & Quaint! The Little Cottage for Big Hearts.

❤️Near to springs and Manatee watch areas, Ocala Forest, Fishing🎣 equestrian🐎 activities, Mount Dora &🪑Antiques Markets. Just 39 miles to Orlando - Disney & 43 miles to the beach 🏖 🏡You’ll wake up in one of the last true Florida cottages, built in wood with heart and time.❤️A truly quaint cottage for a joyful stay. Entire Place! Pet Friendly! Free Parking! 2 bedrooms + 2 full baths! Original wood floor in master bedroom and Kitchen! No carpet floors! Nice quiet, safe neighborhood!☀️🌳

4.94 out of 5 average rating, 159 reviews

A cozy living area features comfortable seating and a flat-screen TV, complemented by light streaming in through white blinds. A well-equipped kitchen is visible in the background, and an inviting bedroom with a king bed is seen alongside a detached private sauna, surrounded by lush greenery.

Cottage in Orlando

Mills Lakeside

Beautiful over-sized private 1 bedroom cottage, overlooking the lake. We are close to several other lakes and dog friendly parks to explore. Comfort was our number one focus when choosing furniture, and there is even a king sleep number mattress in the bedroom. The kitchen is fully equipped with a dining area, living area, desk/office space, washer, dryer, flat screen TV, wifi, cable TV with HBO, Netflix & Amazon. Light breakfast & snacks. Please note there is an additional charge to use pool.

Cottage in New Smyrna Beach

The kitchen features wooden cabinetry and a countertop with a double sink. Essential appliances include a coffee maker, microwave, and stove. Natural light enters through a window overlooking lush greenery, enhancing the space's functionality.

4.85 out of 5 average rating, 335 reviews

Samsula Cottage peaceful setting and relaxing

1926 Samsula cottage has a relaxed quiet beach feel. It is off highway 44 and ten minutes to the beach close to Daytona racing. The cottage sits on 10 acres room for bikes, and Rv’s. It can sleep 4. Pet friendly and there is an enclosed pet run or shed for bikes. Golfing and good restaurants are three minutes. DisneyWorld is one hour away. We have one bedroom with queen bed and one queen sleeper in the patio area. The space sleeps four. We are following cleaning guidelines recommended by Airbnb.

4.84 out of 5 average rating, 205 reviews

A fire pit is positioned on a wooden deck, with flames gently flickering. Beyond the deck, a serene lake reflects the colors of a sunset, surrounded by marshland and trees. Silhouettes of the landscape contrast with the soft hues of the sky.

Cottage in DeBary

The Luxury Lake Front Zen Casa

The Zen Lake Front Cutie is teaming with wildlife! Enjoy exquisite sunsets while lounging on the wrap around deck or relaxing in the therapeutic hot tub. A star gazer's delight, a bird watcher's paradise. Zen & eclectic: original art, exotic décor, Zen lighting, & Indonesian wood. Just a hop from I4, 30 mins from New Smyrna beach, 40 mins from Orlando, 50 from MCO airport/Disney/Sea World. 5-10 mins from the natural Blue Springs, Green Springs, Gemini Springs & the iconic St. John's River.

A well-appointed sleeping area features a white bed frame with plush bedding in navy and white tones. Two bedside tables with navy blue lamps flank the bed. Decorative pillows, including a map-themed cushion, add interest, while framed botanical prints hang above the headboard.

4.97 out of 5 average rating, 196 reviews

Charming Mount Dora Cottage • Walk to Downtown

Walking distance to all Downtown Mount Dora has to offer! Our lovely 2 bedroom, 1 bath 1940s cottage has been recently renovated. Features fully outfitted kitchen, deck with gas grill and outdoor firepit. Comfortable and elegant living space with 65 inch smart TV. Primary bedroom features King bed and smart tv. Second bedroom has two cozy twin beds. Bikes available for use. Whether you’re coming to relax, boat, shop or partake in one of Mount Dora's many festivities, consider staying here!

Cottage in Altamonte Springs

A charming lakefront cottage is viewed from across the water, showcasing its blue exterior. The porch area includes a deck with seating, and two light-colored lounge chairs are positioned on the grassy lawn, surrounded by lush greenery and trees.

4.99 out of 5 average rating, 144 reviews

Incredible Private Lakefront Cottage Retreat

You can fully relax in this adorable lakefront cottage. We're sure you'll enjoy all of the wonderful amenities this peaceful property has to offer. Our incredibly unique cottage is nestled under a large grand oak tree and tucked away behind climbing jasmine vine clad fencing and security gates. Inside, you will find a new remodeled fully stocked kitchen and luxury bathroom. Our cozy cottage has all the comforts of home and more. Reserve your stay today and enjoy this special property.

A spacious living area features comfortable seating arrangements with soft furnishings and an open layout leading to a dining space. Natural light fills the room, complemented by warm, neutral tones and accents of greenery seen through the windows.

4.97 out of 5 average rating, 147 reviews

1 min walk 2 Downtown!Golf Cart Rental Pickle Ball

Enjoy a stylish experience in the HEART of Downtown Mount Dora! This gorgeous historic 1925 cottage is just a short 1 -minute walk to the main shopping and dining district of Mount Dora! You are a 1 minute walk to Mount Dora’s beautiful pickle ball courts! This beautifully decorated 1000 square foot - 5 Star rental has been recently updated to reflect its old Florida cottage feel. With all of the thoughtful touches you will be sure to enjoy a comfortable stay in this beautiful city.

4.99 out of 5 average rating, 113 reviews

A charming white cottage is framed by a well-kept lawn, with a brick chimney visible on one side. Lush green shrubs and trees provide shade around the property, and a pathway leads to the entrance, suggesting easy access to the home.

Cottage in Davenport

Classic Cottage in country setting

Relax with the family in this peaceful setting. Short drive to the parks, shopping, restaurants. 10 minutes from Interstate 4. Walmart and Posner Park Shopping Center nearby. Patio area with fire pit and gas grill and lawn chairs. 2 car carport parking on premise. 2 bedroom w/HDTV's, 2 bath, fully furnished kitchen, dishwasher, breakfast nook, dining room, living room w/HDTV. Washer/dryer. Fully fenced 3/4 acre yard with plenty of room for kids to play. Self check in with keypad.

4.99 out of 5 average rating, 138 reviews

The exterior of a two-story detached home is presented, featuring white siding and black shutters. The entrance is adorned with planters, and a small walkway leads to the front door. Lush greenery surrounds the property, and a clear blue sky is visible above.

Cottage in Umatilla

Cottage by the Lake

Cute, comfortable 1935 detached home which is 900 SQUARE FEET AND PET FRIENDLY. The other side of the property has our main home. The cottage is newly remodeled and fenced in. Views of Lake Umatilla from all rooms. 8 miles to beautiful Mount Dora and 3 miles to downtown Eustis. 1 hour to attractions, airport and east coast beaches. We are 20-30 minutes from most local Springs. Our Lake Umatilla does have public boat ramp access

A cozy dining area is illuminated by natural light from windows on three sides. A blue table is surrounded by four wooden chairs, and a woven pendant light hangs above. Decorative elements include a bowl of fruit on the table, enhancing the inviting atmosphere.

4.99 out of 5 average rating, 141 reviews

Walk to Downtown! - The Happy Hour Cottage

The Happy Hour Cottage is a newly renovated 1600 SF, 2 bedroom/1 bath unit. Located within walking distance to downtown, the marina, several parks, and Lake Dora. Enjoy the quaint neighborhoods, dining, shopping, or attend one of the year round festivities. Relax and enjoy the nostalgia of yesteryear while exploring downtown or relaxing in the courtyard with a glass of wine around the firepit.

Popular amenities for Sanford cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A single-story park model home is shown, featuring a stone-accented exterior. A large tree provides shade, while a shed stands nearby. The driveway is paved, and bright greenery surrounds the property, contributing to a welcoming environment.

4.74 out of 5 average rating, 155 reviews

Sherwood Forest Vacation Home Near Disney

A spacious deck is furnished with comfortable seating, including two armchairs and a glass-top table. The serene view overlooks a tranquil body of water surrounded by lush greenery and trees, creating a peaceful outdoor gathering space.

4.65 out of 5 average rating, 181 reviews

Sunset Lake House

A bright, airy living area is showcased with large windows covered by sheer curtains. A cozy sectional couch is paired with a circular table, accented by a patterned rug. Decorative plants and vibrant yellow textiles add warmth to the space, creating a comfortable atmosphere.

4.84 out of 5 average rating, 302 reviews

Private Cottage. Only 5 miles from Disney.

An aerial view showcases a vibrant villa complex surrounded by lush greenery and palm trees. A serene lake is visible at the center, with a sparkling pool area reflecting the sunlight in the foreground. The buildings display an array of colors, contributing to a lively ambiance.

4.95 out of 5 average rating, 211 reviews

Runaway Beach Club | Disney | Epic Universe

4.84 out of 5 average rating, 116 reviews

Chic Cottage near Disney - Lots of Amenities!

4.99 out of 5 average rating, 67 reviews

A tranquil pond is featured with a central fountain, creating gentle ripples on the water's surface. Lush green grass and trees frame the scene, while a white fence outlines the pond area. Bright blue skies with scattered clouds provide a serene backdrop.

Cottage in Orange City

Lakefront Cottage 1-bedroom

An open living space showcases a comfortable sofa and a TV facing the kitchen area, which features modern appliances. Bright yellow curtains complement the neutral decor. A dining table with chairs and a small vase of flowers is visible, enhancing the inviting atmosphere.

4.92 out of 5 average rating, 194 reviews

Modern Cottage Near Disney World | Top Rated

A living area features a light-colored sofa with accent pillows, complemented by a circular coffee table. A patterned rug in shades of red and beige adds warmth. Natural light enters through two windows with yellow curtains, and a front door is prominently displayed.

4.97 out of 5 average rating, 144 reviews

Cozy Orlando Area Cottage - 4 Miles to Disney

Pet-friendly cottage rentals

4.72 out of 5 average rating, 43 reviews

A private pool area is framed by a black fence, with lounge chairs positioned nearby for relaxation. The pool is surrounded by palm trees and colorful cottages in the background, reflecting a vibrant and inviting atmosphere.

Cottage in Four Corners

Cottage Retreat! 2BR w Pvt Pool & Balcony near WDW

4.78 out of 5 average rating, 46 reviews

A bright sleeping area features a light-colored bedspread on a spacious bed, complemented by wooden accents. Natural light enters through a window, and a rustic wooden door leads to an adjoining bathroom area. The ceiling showcases a natural wood finish.

Cottage in Eustis

Cozy quiet Barn on acreage

The entrance of the cottage features a bright blue door framed by a covered porch. Colorful butterfly decorations adorn the light blue exterior walls, complemented by a welcome sign and a vibrant butterfly flag. Greenery and flowerbeds add to the inviting atmosphere.

4.98 out of 5 average rating, 52 reviews

Villa Mariposa 🦋 in the heart of Mt Dora

4.95 out of 5 average rating, 40 reviews

A spacious living area features high ceilings with exposed wooden beams and a chandelier. Various seating options, including a dark sofa and striped chairs, surround a coffee table on a large area rug. Natural light filters through large windows in the background.

Cottage in Tavares

Unique cottage with a heated pool on the canal

4.88 out of 5 average rating, 16 reviews

The exterior of the coastal cottage showcases a spacious layout with a symmetrical facade, featuring a two-car garage and inviting front steps. Lush greenery surrounds the property, complemented by a gently curving driveway and well-maintained landscape under a tranquil twilight sky.

Cottage in Bentwood

Coastal Cottage Near the Ocean

A charming blue cottage presents a welcoming facade, featuring colorful floral decorations. A spacious driveway allows for parking, while a screened porch extends along one side. Lush greenery adorns the landscape, enhancing the property's inviting curb appeal.

4.92 out of 5 average rating, 13 reviews

This must be the place

Cottage in New Smyrna Beach

A vintage beach cottage is set amidst lush greenery, showcasing a light blue exterior. A spacious yard is visible, featuring a gravel driveway with a parked vehicle. A small shed is situated nearby, with palm trees providing shade in the background.

4.82 out of 5 average rating, 143 reviews

Beach House 1 block from beach and Flagler Ave

Cottage in New Smyrna Beach

A cozy living area is presented with a patterned sofa featuring coastal themes and accent pillows. A recliner chair in blue complements the decor. A small table with a textured surface is positioned in front of the seating. Natural light highlights the warm wood flooring.

4.59 out of 5 average rating, 34 reviews

SAIL INN Authentic Vintage Bungalow

Private cottage rentals

4.96 out of 5 average rating, 91 reviews

A serene wooden dock extends into the calm waters of the Wekiva River, featuring a round table with four chairs sheltered by a large umbrella. Lush greenery surrounds the tranquil scene, creating an inviting space for relaxation and nature observation.

Cottage in Sorrento

Wekiva Waterfront Cottage with Dock and kayaks

5 out of 5 average rating, 4 reviews

A cozy sleeping area features a spacious bed with neutral bedding, complemented by wooden beams overhead. Two rocking chairs are positioned nearby, and a dresser provides additional storage. Natural light enters through a window with a light-filtering shade, creating a calming environment.

Cottage in Tavares

Cottage 34: Coconut Cottage | Dora Canal Court

A cozy living area features a soft sofa adorned with yellow cushions, paired with a vintage armchair. A wooden sideboard displays books and decorative elements, while a mounted flat-screen TV is positioned above. Natural light filters through window blinds, illuminating the warm oak flooring.

5 out of 5 average rating, 83 reviews

1/1 Cottage in Mount Dora's Historic District

4.85 out of 5 average rating, 234 reviews

A charming cottage exterior is showcased, featuring a combination of white siding and brick accents. Lush greenery surrounds the entrance, while a stone wall and gate provide access. Large front windows invite natural light, offering a welcoming view of the home.

Cottage in Polk City

Cozy Historical Cottage

A yellow cottage is featured, with a welcoming entrance that includes a set of wooden steps leading to a covered porch. White railings frame the porch, while a ceiling fan hangs above. Lush greenery and flowering plants are positioned near the entrance, enhancing the overall charm.

4.95 out of 5 average rating, 513 reviews

Bright & Cozy Cottage Near Disney

A welcoming porch area features two white rocking chairs adorned with red cushions, positioned around a small round table. A colorful rug lies beneath, while natural light illuminates the space, providing a calm setting for relaxation.

4.94 out of 5 average rating, 517 reviews

Entire cottage for 5, close to Disney, Universal!

4.96 out of 5 average rating, 71 reviews

A charming historic cottage is framed by a white picket fence and lush greenery. The front porch, adorned with a seasonal wreath, invites guests to relax. A large tree provides shade, and the building features a combination of green siding and red brick accents.

Cottage in Sanford

Historic Cottage super clean and comfortable