Sarasota Cottages for Rent

Sarasota Cottage 9.2 Star Review

Charming completely independent one bedroomed mother-in-law suite which is attached to the back of the main house. There is a private entrance with private fenced in back yard/patio with lanai and hot tub. The bedroom includes a king size bed and walk in closet with large ensuite bathroom. The living room has a wood burning fireplace and a smart T.V with Roku, Kitchen seats 4 people. There is a refrigerator, dishwasher, microwave, crockpot, coffee maker, electric stove top and outdoor grill. Spacious lanai with hot tub, dining table for 6 people. Secluded fenced in back yard with patio, table.......

1 Bedrooms - Sleeps 2
Cottage in Sarasota

Sarasota Cottage 10.0 Star Review

Nestled on the serene and inviting Crescent Street, a true wood picket fence is the classic cottage signature which perfectly frames the tropical landscaping and delightful curb appeal.

Modern comforts of the 1,465 square foot cottage include a new kitchen with Granite counter tops, tile back splash, new stainless appliances, new front loader washer and dryer.

The floor plan gives an abundance of natural light, its a bright and sunny cottage near the sea's edge.

The gracious 500 square foot lanai offers views of the private, brick paver, fully fenced yard, with a custom b.......

3 Bedrooms - Sleeps 6
Cottage in Sarasota

Sarasota Cottage 9.6 Star Review

Cottage style 2 bedroom 1 bath condo in Siesta Key is just a 2-3 min walk to the Pool, Beach, Restaurants and shops.
(Also see our other listings 1012678 & 1569737)


Do you prefer a single-story, ground floor cottage over a high-rise? A garden patio over a balcony? This might be your best Siesta Key vacation yet!

Our Cottage comes complete with comfortable, quality furniture, and top quality bedding and linens.

Fully equipped, offering everything you need for a fun and relaxing vacation at the country's #1 beach. Crescent Beach on Siesta Key!

Step outside to t.......

2 Bedrooms - Sleeps 4
Cottage in Sarasota

Sarasota Cottage 10.0 Star Review

Rent my one-bedroom, one-bath completely furnished historic guest cottage and feel instantly at home. Enjoy waking up to the sounds of tropical birds. Read the Sunday paper over a cup of coffee or tea in the sunny private courtyard. Take a morning walk down to the water and watch the fish jump.

The 750 square foot cottage is perfect for the single traveler or snowbird couple. There are no stairs to climb or elevators to take. Park your car(s) in the private guest drive.

This is a completely non-smoking property. Smoking inside or out is NOT allowed.


Lots of things .......

1 Bedrooms - Sleeps 2
Cottage in Sarasota

Sarasota Cottage 9.8 Star Review

Our home is a beautifully remodeled and charming two bed, two bath situated in the perfect area. We just added a brand new heated pool/spa covered with a lanai to keep out the bugs.
The home is on a quiet, tree lined street. A quick 10 minute drive to Siesta Key Beach (consistently rated #1 beach in the US) and a 10 minute drive to downtown Sarasota. Great restaurants and shops are all within walking distance. Everything that you need for a comfortable, convenient stay is waiting here for you.
This 1950's Florida ranch home has been completely updated from terrazzo floors to a new roof........

2 Bedrooms - Sleeps 6
Cottage in Sarasota

Sarasota Cottage 9.8 Star Review

Looking for a tropical escape? This cozy cottage is perfect for you! A short drive or bike ride will be all that separates you from Siesta Key and some of the best beaches in West Florida. You'll be within walking distance of fantastic local restaurants and only 3 miles south of downtown Sarasota where you can find excellent museums and parks. With 2 bedrooms and 2 baths, this lovely craftsman-constructed vacation rental will meet all your needs for a sunny weekend stay with friends or family!

-- THE PROPERTY --

Free WiFi | Backyard w/ Patio | Private Shed for Bike Storage

2 Bedrooms - Sleeps 6
Cottage in Sarasota

Sarasota Cottage 9.6 Star Review

Pinkie Flamingo Welcomes You To Hazel's Hideaway!

Three month (90 Day) Min For 2020 Season. Just nine blocks from Sarasota's bustling Main Street, cottage guests can enjoy a private and serene poolside setting and a 30-foot lap pool in an historic neighborhood. This cute one-bedroom bungalow has a separate king bedroom, full bath, kitchenette and living room. Less than two blocks away is Gillespie Park, with tennis courts, basketball courts, dog park, pond and gazebo. This charming pet-friendly retreat is actually a detached guest house set on a quiet, private gated corner lot on the ed.......

1 Bedrooms - Sleeps 6
Cottage in Sarasota

Sarasota Cottage 10.0 Star Review

Stay in, what locals consider to be one of the most sought after areas of Sarasota -West Of The Trail. Loved for its absolutely perfect location- close to world famous Siesta Key, downtown, restaurants, shopping and many great parks. It is an area where time has stood still and neighbors warmly greet you and kids still play outside.
This well manicured 1950's cottage has been lovingly remodeled with a touch of modern fixtures and upgrades while still maintaining all of the home's charm. Stroll down past the sea-grass to the front porch complete with rocking chairs for your enjoyment. As you.......

3 Bedrooms - Sleeps 5
Cottage in Sarasota

Sarasota Cottage 9.8 Star Review

Light filled, walk to the bay and Ringling Museum. This one-bedroom, 750-sf Cottage is perfect for a single traveler or a couple. Located in an upscale, quiet neighborhood only a five-minute walk to the gorgeous bay - perfect for sunsets! Yet, it is close to all the action. Walking distance (just a few blocks) Ringling Museum, and the Asolo Theatre.

The Cottage has one bedroom, one bathroom, a full kitchen, living room, and a screened lanai. The bright and spacious bedroom has a king-size bed, an ensuite with a walk in shower, and the kitchen is fully equipped. A washer and dryer tucked.......

1 Bedrooms - Sleeps 2
Cottage in Sarasota

Sarasota Cottage 9.2 Star Review

Get the best of both locations with this beach side property called Beach Road. Located across the street with direct access to Siesta Key beach and just a few blocks from Siesta Key Village which offers a myriad of dining, shopping, and nightlife options.

Enter through the front door and step into the open living and dining area. The living room is furnished with lounge seating for 4 and 55" SMART TV. The dining area is furnished with dining set with seating for 4. Additional guests can enjoy a queen-size Murphy bed with a Casper mattress in the front section of the living room. The g.......

2 Bedrooms - Sleeps 6
Cottage in Sarasota

Sarasota Cottage 9.0 Star Review

Vacation rental: 'Olde Florida' style 2 bedroom, 1 bath cottage one block from Lido Beach! Nestled in the back of Pelican Gardens, this tropical Villa is a short stroll to Ted Sperling Park and St. Armands Circle. Just bring your suitcase and sunglasses. Sunscreen provided! Kitchen is perfectly set up for cooking or entertaining. Between dining area or breakfast bar there's plenty of room! Master bedroom features King accommodations and opens to side deck. Guest room provides both a full bed and twin bed. Perfect for families. There’s also a pull out sofa in the living room for additional gu.......

2 Bedrooms - Sleeps 7
Cottage in Sarasota

Sarasota Cottage 10.0 Star Review

The Sun-Kissed Cottage is conveniently located in Gulf Gate Estates, a short 10-minute drive to the famous white-sand Siesta Key Beach and the lively Siesta Key Village, where you'll find plenty of dining, shopping and nightlife. The Cottage is just 20 minutes from Downtown Sarasota's ample cultural activities and events, and you will be just 1 mile from the walkable downtown Gulf Gate area which is loaded with unique shops, multiple delicious international food options, and local hangout spots.

You and your guests will feel right at home at the Sun-Kissed Cottage! After an adventurous .......

2 Bedrooms - Sleeps 7
Cottage in Sarasota

Sarasota Cottage 10.0 Star Review

Indulge in the ultimate Siesta Key experience at our newly renovated coastal-style suite, just 1.5 miles from the breathtaking beach. Whether you drive 5 minutes to the country's voted best beach or bike to the sandy shores, you can’t go wrong. Discover vibrant restaurants, groceries, shopping, and laundromat within 5-10 minutes from the doorstep. Our suite features a fully stocked kitchen, 1BR/1BA, a private patio with outdoor shower, and free parking on a peaceful dead-end street.

The space
☀ Private entrance
☀ Free parking
☀ Free WiFi
☀ Entire guest suite w/ sel.......

1 Bedrooms - Sleeps 4
Cottage in Sarasota

Sarasota Cottage 10.0 Star Review

This private cottage is located in the highly sought-after Sun Outdoors Sarasota gated resort with amenities and activities galore! You'll have full access to the huge heated outdoor pool complex with bar and grill, 2 hot tubs, live music, water slide, splash pad; adjacent well-equipped gym with its own indoor pool. The resort offers pickle ball, tennis, volleyball, new mini-golf course, shuffleboard, fishing, basketball, billiards, plus a day spa, craft classes and many other events and activities. Or just relax, grill and chill in your own private cozy cottage with a newly remodeled lanai an.......

2 Bedrooms - Sleeps 6
Cottage in Sarasota

Sarasota Cottage 10.0 Star Review

This beautifully furnished 2 bed 2 bath cottage looks like it could have fallen out of a movie set. No detail overlooked! Spacious living room and formal dining room, guest bedroom with a king-size bed with en suite bath featuring a walk-in shower as well as a private patio, master bedroom suite complete with a king-sized bed and office space with additional access to the patio. The backyard is a lush oasis of palms and prolific fruit trees with a full-sized stainless grill, patio seating, outdoor dining, and hot tub. Conveniently located in south Sarasota in the highly prized West Of Trail lo.......

2 Bedrooms - Sleeps 4
Cottage in Sarasota

Sarasota Cottage 10.0 Star Review

Perfect, private retreat! Time slips into Beach time, where nature guides your days and evenings.

Sparkling Florida Beach Cottage combines top amenities with traditional charm. Located one driveway to the secluded beach path on the quiet north end of Lido Key. Relish your quiet beach, collect shells and sand dollars, watch pelicans and sea hawks dive for their meals...Away from the high rises, condos and cars - slip into wave-time. And when you're hungry or want to shop - walk to St Armand's Circle - only 5 minutes away!

We make it easy for you to bring only your swimsuit, flip.......

2 Bedrooms - Sleeps 6
Cottage in Sarasota

Sarasota Cottage 10.0 Star Review

One level FL Beach Cottage, 3rd house from Beach Path on N end of Lido Beach. This is a rare find in a nice quiet neighborhood, steps away from spectacular sunsets, fine dining and shopping! Our guests rave it is the perfect cottage to enjoy multi-generation families and friends - the cottage's layout truly caters to quiet bedrooms and plenty of gathering spaces.

Ideally located 3rd House from the beach path and 3 blocks from the highly sought after St Armands Circle - the location cannot be beat! Private parking for up to 5 cars. No need to drive anywhere. Steps to beach to enjoy lazy .......

4 Bedrooms - Sleeps 10
Cottage in Sarasota

Sarasota Cottage 9.6 Star Review

Relaxing beach vibe, 2.6mi from Siesta Beach and 2.5mi from beautiful downtown Sarasota
Com enjoy this private small resort with a beautiful outdoor shower and an awesome jacuzzi! It’s a one of a kind!.......

2 Bedrooms - Sleeps 6
Cottage in Sarasota

Sarasota Cottage 10.0 Star Review

Lido Beach is one of the most beautiful beaches, not only in Florida, but in the United States. The beach has soft, silky white sand! The world famous sunsets off the shores of Lido Beach draw not only our visitors but local residents as well ... all there to soak in one of nature's most spectacular performances! The view is so surreal that it’s not uncommon to see people clap their hands in the joy they receive from this experience. All of this is just a short stroll from the cottage which has incredible internet, with 457 mbps download and 28 mbps upload. There is also a brand new five.......

1 Bedrooms - Sleeps 2
Cottage in Sarasota

Sarasota Cottage 10.0 Star Review

Come enjoy old Florida living at this completely renovated cottage style home on nearly 7 acres. Relax and unwind in this 1000 square foot home with king bed and queen sleeper to accommodate up to four people. Open concept living, dining and full kitchen. Laundry facilities available. Equipped with WiFi and direct tv. While enjoying the private backyard space, it is common to spot abundant wildlife and wildflowers. Wild orchids in many of our oak trees bloom in early summer.

A BIT MORE ABOUT THE PROPERTY:
This home is nestled in an old Florida setting and shares the seven acres with .......

1 Bedrooms - Sleeps 4
Cottage in Sarasota

Sarasota Cottage

Completely renovated studio - a coach house on a lot with another house. New kitchen, new bathroom, new floor, new furniture, freshly painted. Fantastic location in a quiet and beautiful Granada neighborhood, just a mile to Siesta Key, short distance to downtown, Southside Village, many restaurants and Sarasota Memorial Hospital. Sleeps 4: 1 queen bed + 1 sofa sleeper........

1 Bedrooms - Sleeps 4
Cottage in Sarasota

Sarasota Cottage 9.6 Star Review

This is a 2 bedroomed, one bath house, centrally located near downtown Sarasota, pet friendly within walking distance to a great dog and family park that also has yoga, sports, and an Olympic size heated pool for only $2 a day entrance fee. Siesta Key beach and Lido Beach are both a 15 minute drive away or you can take the Siesta Key trolley bus at the top of the road. You won't have to drive far to enjoy all the amenities Sarasota has to offer, 5 minute drive to fabulous restaurants, supermarkets, including the farmers market on Saturdays and the Amish village where you will find all your fre.......

2 Bedrooms - Sleeps 4
Cottage in Sarasota

Sarasota Cottage 10.0 Star Review

Recently restored 1925 cottage nestled in the heart of Sarasota's newest and most desirable downtown neighborhood and just steps away from Sarasota Bay.

It's simply the perfect place for a couple's getaway, honeymoon week, weekend away with a friend (or two or three) or visiting friends and family in SRQ. The Cottage Next Door is available 2-night minimum, weekly or monthly.

Immaculately renovated and tastefully furnished to accentuate all the charm & energy of this unique vintage home. Premium queen-sized mattresses, quality linens, complimentary toiletries and fully-stocked .......

2 Bedrooms - Sleeps 4
Cottage in Sarasota

Sarasota Cottage 9.0 Star Review

Enjoy an unforgettable getaway while we take care of all the details!! This unit comes complimentary with a private concierge, optional transportation, meal services & unique amenities that you can usually only find at a resort! Charm & backyard space make up this super cute & cozy Sarasota Cottage!! Located minutes from both family-owned & large shopping centers, tasty restaurants, vibrant downtown, stunning white sand beaches, amazing museums, Sarasota-Bradenton Airport & so much more!!.......

3 Bedrooms - Sleeps 8
Cottage in Sarasota

Sarasota Cottage 9.8 Star Review

BALCONY VIEWS - 2 bedroom, 2 bathroom second floor bungalow style unit with plenty of room for family and friends. Enjoy the Siesta Key sands and famous Point of Rocks beach access just steps away. Our massive living room and dining area are perfect for watching large 60in TV's with entertainment packages to relax after a long day at the beach. The properties amenities boast private balconies, tiki hut, pool, hot tub, grill, and parking........

2 Bedrooms - Sleeps 6
Cottage in Sarasota

Sarasota Cottage 9.8 Star Review

STEPS TO THE SAND - First floor 2 bedroom, 2 bathroom bungalow style unit with plenty of room for family and friends. Enjoy the Siesta Key sands and famous Point of Rocks beach access just steps away. Enjoy recently renovated kitchens and large bathrooms. Our massive living room and dinning while watching large 60in TV's with entertainment packages, perfect after a long day at the beach. The properties amenities boast private balconies, tiki hut, pool, hot tub, grill, and parking........

2 Bedrooms - Sleeps 8
Cottage in Sarasota

Sarasota Cottage 9.2 Star Review

BALCONY VIEWS - 2 bedroom, 2 bathroom second floor bungalow style unit with plenty of room for family and friends. Enjoy the Siesta Key sands and famous Point of Rocks beach access just steps away. Our massive living room and dining area are perfect for watching large 60in TV's with entertainment packages to relax after a long day at the beach. The properties amenities boast private balconies, tiki hut, pool, hot tub, grill, and parking........

2 Bedrooms - Sleeps 8
Cottage in Sarasota

Sarasota Cottage 10.0 Star Review

STEPS TO THE SAND - First floor 2 bedroom, 2 bathroom bungalow style unit with plenty of room for family and friends. Enjoy the Siesta Key sands and famous Point of Rocks beach access just steps away. Massive living room and dinning prefect for watching large 60in TV's with entertainment packages, or relaxing after a long day at the beach. The properties amenities boast private balconies, tiki hut, pool, hot tub, grill, and parking........

2 Bedrooms - Sleeps 8
Cottage in Sarasota

Sarasota Cottage 9.8 Star Review

Welcome to the Coconut Cottage! Adorable historic coastal bungalow 10 minutes from Siesta Key and beaches! (4.5 Miles away from South Siesta Key beach access). (North Jetty beach is approx 9 miles in other direction). Interior of home has been recently updated. Quaint and cozy feel with coastal charm. Home is approx. 700 sq. feet with 2 bedrooms and 1 bathroom. Open kitchen area. Smart TV with basic TV through Youtube TV is provided. Free WIFI. Large spacious partially fenced backyard with tropical vibe and many trees which is what makes this property unique! Enjoy a nap in the hamm.......

2 Bedrooms - Sleeps 4
Cottage in Sarasota

Sarasota Cottage 10.0 Star Review

Located 1/2 block to Lido Beach and close to the fabulous restaurants and shopping of St. Armands Circle. Private location features 2 bedrooms and 1 bath. King size bed in master bedroom. Queen in second bedroom. Spacious living room. Full kitchen with refrigerator, oven, microwave, toaster oven and coffee maker. 2 color cable TVs. Washer and dryer. Central Air Conditioning and Heat. Gas barbecue grill. Beach chairs and towels are provided. Owner lives on property.

Bay Runner Trolly stop 1/2 block away. Takes you thru St. Armand’s Circle and into downtown Sarasota........

2 Bedrooms - Sleeps 4
Cottage in Sarasota

Sarasota Cottage 10.0 Star Review

New guest home, private parking (2) designer interior, new stainless kitchen, microwave, dishwasher, stove with oven. Full sized washer dryer, great high speed internet, screened porch on its own pond.

Located on a 16 acre wooded property with many bird feeders and only 3 homes, nature wildlife photo ops abound in own your backyard. See deer, wading birds, Bald Eagles, song birds and acres of privacy.

Easy access to all of Sarasota, only one mile east of I-75, the cottage has a decorator interior to die for! Located just minutes from downtown Sarasota, Venice, Nokomis, beaches,.......

2 Bedrooms - Sleeps 4
Cottage in Sarasota