Sarasota Cottages for Rent
Book Your Sarasota Florida Vacation Rentals Here and Save! Many to choose from, including Rental Homes or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities to make your stay enjoyable.
We have partnered with a major provider for Vacation Rentals by Owner directly through Sarasota Vacation Homes. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for Places To Rent in Sarasota Florida.
Sarasota Home in Historic District w/ Patio!
Sarasota Cottage 
5.0 Star Review
Welcome to the Historic Burns Court Cottages! This 2-bed, 2.5-bath vacation rental in Sarasota provides everything you need for your stay, including both a screened patio and an open patio. Take a walk over to Marie Selby Botanical Gardens or Bayfront Park to enjoy lunch by the ocean, spend your days lounging in the sand at Siesta Key Beach, or go .......read more
2 Bedroom(s)
3 Bath(s) Sleeps 4
Dream Cottage Near Ocean
Sarasota Cottage
Coach house cottage. Whimsical vibes. Total rest. Perfect for your kid-friendly family beach vacation or bestie retreat. Rooftop balcony, sunbathing patio, cloud-like beds, full kitchen, dishwasher, bonus kitchenette, laundry, fiber internet, Netflix. Nestled in tropical artsy neighborhood. Steps to groceries, pharmacies, restaurants, ocean, flamin.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 8
Cozy, Clean & Crazily Convenient
Sarasota Cottage 4.8 Star Review
If you're looking for a great vacation getaway and prefer the style of a single-story cottage over a high-rise condo, you've found your place! This bright, one bedroom, end-unit is fully equipped, and just 150 yards from the beach.
We have a beautiful, large, heated, salt-water pool and our own private, gated access to world renowned Crescen.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Charming 'Old Florida' One Bed suite near Downtown Sarasota and the Beaches
Sarasota Cottage 4.4 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........read more
1 Bedroom(s)
1 Bath(s) Sleeps 2
Sarasota Bungalow w/ Pergola, Garden & Waterfalls!
Sarasota Cottage 4.2 Star Review
book your coastal retreat to this quaint 1-bedroom, 1-bath Sarasota vacation rental cottage located 15 minutes from Florida's white-sand beaches. This meticulously renovated Key West-style bungalow is perfect for 2 and features a serene tropical oasis in the backyard complete with waterfalls and a pergola. From here you can easily access Siesta Key.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 2
Cozy cottage get-away for Two!
Sarasota Cottage
This cozy yet modern cottage is a perfect get-away! With a large fenced in yard, private screened in porch area to enjoy meals or morning coffee, and firepit for a relaxing evening, we are here to help you have an amazing Sarasota experience both on and off the beach! The cottage in a quiet cul-de-sac that is walkable to dozens of restaurants, shop.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 2
Just a three minute walk from the white sand of the world renowned Siesta Beach
Sarasota Cottage 4.9 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 loade.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 6
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
Sarasota Cottage 4.9 Star Review
SarasotaCottageRentals
LONG TERM TENANT SAUGHT THROUGH THE END OF DECEMBER 2023.
WE BOOK BY THE CALENDAR MONTH.
Occasional exceptions are made.
Nestled away among the palms, bamboo and jacaranda trees in the Historic District, our Cottages are surprisingly accessible to the attractions awaiting in beautiful Downtown Sara.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Heated Pool, Beach and Amenities, 2-3 min walk.
Sarasota Cottage 4.7 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 com.......read more
2 Bedroom(s)
1 Bath(s) Sleeps 4
Gorgeous Cottages Steps From Beach/Heated Pool
Sarasota Cottage 4.9 Star Review
All touch surfaces and floors are being cleaned with an EPA List N sanitizer. ALL sheets, comforters, blankets, towels, bathroom mats, floor mats, seat covers, mattress and waterproof pillowcase covers are being machine-washed in hot water between EACH stay. All of our living area furniture is leather which will be wiped down after each stay and .......read more
1 Bedroom(s)
1 Bath(s) Sleeps 3
Storybook Cottage in a Dream Location - Private Pool, Near Siesta & More
Sarasota Cottage 5.0 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 th.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 2
Gorgeous Cottage Steps From Beach
Sarasota Cottage 4.9 Star Review
All touch surfaces and floors are being cleaned with an EPA List N sanitizer. ALL sheets, comforters, blankets, towels, bathroom mats, floor mats, seat covers, mattress and waterproof pillowcase covers are being machine-washed in hot water between EACH stay. All of our living area furniture is leather which will be wiped down after each stay and .......read more
1 Bedroom(s)
1 Bath(s) Sleeps 3
Pet-Friendly Beach Home w/Patio, 8mi to Shore
Sarasota Cottage 5.0 Star Review
Pack your swimsuits and sunscreen for a wonderful coastal getaway to this Sarasota vacation rental! This family cottage boasts a well-equipped kitchen, 1 bedroom, 1 bathroom, and a private patio and yard. In addition, you’ll find beach towels, beach chairs, laundry machines, ceiling fans, and nautical decor to complement the beach vibes. When you.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 6
Beautifully decorated 1bdrm carriage house - 8 min walk to downtown Sarasota
Sarasota Cottage 5.0 Star Review
Well appointed private carriage house above garage. Immaculate, modern furnishings, fully equipped kitchen and own deck sitting area. Located in the historic Laurel Park neighborhood of Sarasota, you are only four minutes to great breakfast choices, a landmark fish restaurant, best pizza in Sarasota and 8 minute walk to all downtown Sarasota. Parki.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 2
Charming Coastal Oasis 2Bed/2 Bath Cottage Close to Beach and Downtown-Southgate
Sarasota Cottage 4.9 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 Sara.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Charming Beach Cottage Steps to Siesta Beach and Village Shops and Restaurants
Sarasota Cottage 3.6 Star Review
If you're looking to enjoy the coastal charms of Florida, it's tough to beat this cottage right across from the beach. This one bedroom, one bathroom villa is just a one minute walk from the white sands of beautiful Siesta Key Beach and the sparkling Gulf of Mexico.
Known for its sugary sands, Siesta Key Beach boasts a children's play area, .......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Bright Sarasota Bungalow - 5 Mi to Siesta Beach!
Sarasota Cottage 5.0 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.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
?Private, Poolside, Pet-Friendly Paradise Near Downtown Sarasota?
Sarasota Cottage 4.8 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, kitchenett.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 6
Remodeled dreamy beach cottage 5 minutes to Siesta Key in lush tropical setting.
Sarasota Cottage
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 ma.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 5
Sea Turtle Cottages Whitfield Estates
Sarasota Cottage 4.2 Star Review
This 1925 Historical Cottage is located in Whitfield Estates adjacent to the Historic Austin Mansion. Enjoy the private patio & courtyard nestled in the tropical flowers & Banyon trees. You can relax by the pool-side shared with the main house (it's not heated.) Take a walk in the Estate neighborhood with peek a boo views of the bay.
We get.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
Sarasota Cottage 4.8 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.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 2
Beautiful Downtown Cottage near Beaches
Sarasota Cottage
Welcome to our hidden gem! This 2 bed 2 bath cottage is extremely unique in one of the most renowned neighborhoods of beautiful Sarasota, FL.
The location is truly where the cottage shines in Gillespie Park.
A mile to Main Street/Downtown Sarasota✔️
A few miles to Siesta Key Beach, Lido Key Beach, Longboat Key Beach and som.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Sarasota Cottage 4.5 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 livin.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Bali at the Bay ~ A Tranquil Sarasota Retreat close to downtown & beaches
Sarasota Cottage
Bali at the Bay inspires relaxation & peace. Located on a beautiful lake inhabited by friendly ducks & exotic birds, you'll feel like you have found your home away from home. Walking distance to the bay & a secluded beach, a picnic area, a walking trail, Ringling Museum, the Asolo Theatre, & a short drive to Siesta Key and several white sand beache.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
NEW...Lido Key Cottage
Sarasota Cottage 4.5 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 are.......read more
2 Bedroom(s)
1 Bath(s) Sleeps 7
Sun-Kissed Cottage 4 MI to Siesta Key
Sarasota Cottage 5.0 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 mil.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 7
Back on Vrbo!!---Super Cute Cottage---Private & Relaxing--Walk/Bike to Beach
Sarasota Cottage 4.9 Star Review
Welcome to our C-Side Cottage!!! This private house is a one level cottage located at the end of a cul-de-sac on a quarter of an acre lot. As soon as you pull into the 2 car driveway you are presented with a beautiful landscape and a cozy brick paver porch with a pergola to sit and enjoy evening cocktails or have dinner. The main living area is o.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Lovely ❤ Cottage - VERY close to Siesta Beach, Downtown, Shopping and More!!!
Sarasota Cottage 4.7 Star Review
NOTE: BOOKING JANUARY OR FEBRUARY? Please book whole months only NOT mid-month to mid-month. This time frame is a monthly minimum property and we don't want to be empty for part of the time. Booking February 1 - February 28? Okay. Please ask first if you are unsure. We will try and work with you.
Single-level, private entrance, 900 sf, King-.......read more
2 Bedroom(s)
1 Bath(s) Sleeps 4
Sailboat Cottage
Sarasota Cottage
Spacious cottage with a private dock on Intracoastal, close to the beach, minuted from dining and entertainment venues. Great for families, boaters, and couples looking for a quiet retreat. The village offers a variety of entertainment and dining venues for all ages........read more
3 Bedroom(s)
2 Bath(s) Sleeps 8
Nice Retreat - Professionally Decorated & renovated
Sarasota Cottage 5.0 Star Review
Vibrant, active 55+ gated community (not an RV Park). Pet-friendly mfg. home in central Sarasota - minutes from bike trails, 6 miles to Siesta, 15 minutes to downtown, 10 minutes to University Town Center, close to I-75. Enjoy a home away from home seasonally available with hotel-quality linens, bedding and professionally designed. 2 bedrooms, one .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
NEW: 5 minutes to Siesta Key + Private Cozy Oasis
Sarasota Cottage
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.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Just remodeled! Super Snowbird Special in Popular Sun Outdoors Sarasota Resort!
Sarasota Cottage
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, t.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Real Florida Up Close! Family-friendly, Pet-friendly with private pool
Sarasota Cottage
Tropical Escape Sarasota is a sustainable vacation home in Sarasota, Florida. There’s an outdoor fireplace and guests have access to free Wifi, free private parking, and an electric vehicle charging station. Offering a terrace and pool views, the spacious vacation home includes 3 bedrooms, a living room, cable, flat-screen TV, a fully equipped ki.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 20
Chic Sarasota Cottage - Mins to Beach & Downtown!
Sarasota Cottage 5.0 Star Review
* Please note: the homeowner lives on-site, in a separate unit. Additionally, exterior-facing security cameras are present at the property. See below for location specifics *
Plan your next beach escape at this gorgeous 1-bedroom, 1-bathroom vacation rental cottage! This cozy getaway offers 4 lucky guests a beautiful, modern interior and 2 f.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Stylish retreat in perfect location
Sarasota Cottage 5.0 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 .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Rare, Private Beach Cottage & Grounds, steps to Beach
Sarasota Cottage 5.0 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 .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Classic Roomy Beach Cottage: 4 bd/3 ba: 100 ft to beach path; priv pool
Sarasota Cottage 4.9 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 ga.......read more
4 Bedroom(s)
4 Bath(s) Sleeps 10
Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!
Sarasota Cottage 4.7 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!.......read more
2 Bedroom(s)
1 Bath(s) Sleeps 6
Cocoanut Art Cottage
Sarasota Cottage
Summary:
THE COCOANUT ART COTTAGE
Located three minutes to downtown! The Cocoanut Art cottage is a restored 1940s two-bedroom, one-bath house with hardwood floors, a fully-equipped kitchen and dining area, living room and outdoor space. Shiplap walls throughout the home are filled with art by Ringling School of Art alumni including Joseph.......read more
2 Bedroom(s)
1 Bath(s) Sleeps 4
Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!
Sarasota Cottage 5.0 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.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 2
Lido Key Cottage -stroll to beach!
Sarasota Cottage 4.5 Star Review
NEW!!! AVAILABLE for March 7th - March 31st, April and throughout the rest of the year! 7 day minimum 'Olde Florida' style vacation rental cottage - 2 bedroom, 1 bath just 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.......read more
2 Bedroom(s)
1 Bath(s) Sleeps 6
1767|Near Beaches|Downtown|Full Kitchen|Cozy
Sarasota Cottage
Laurel Park is a National Historic District Downtown Sarasota near the bay front, restaurants, shopping, Selby Gardens, and arts and theatre venues. The neighborhood boasts its own charming pocket park and kayak launch. Walk to everything the downtown area has to offer: Burns Court, Main Street, restaurants, movies, cafe's, shopping, the farmers ma.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 2
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
Sarasota Cottage 5.0 Star Review
LONG-TERM RENTAL OPPORTUNITIES THROUGH THE END OF DECEMBER 2023.
WE BOOK BY CALENDAR MONTHS.
Occasional exceptions are made.
Historic SarasotaCottageRentals Meets Key West Cool ~ Meets Shabby Chic. Please check with us regarding availability for the dates you require. We have a few housing options, for larger groups.
Why stay in.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Siesta Key Couple's Escape - Walk to Beaches!
Sarasota Cottage 5.0 Star Review
Your rejuvenating island getaway awaits at this cozy 1-bedroom, 1-bathroom Sarasota cottage. Situated in the Siesta Key Village, this breezy vacation rental offers couples the perfect home base between your coastal adventures. Walk or bike to the beaches, explore the local eateries and shops, and wander through the Marie Selby Botanical Gardens. Co.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
The Mango Cottage: Bright, Cozy, Great Location
Sarasota Cottage
The Mango Cottage is situated in a quiet Cul-de-sac , minutes from Siesta Key, home to America's finest beaches. The arts and culture of Downton Sarasota are just a fifteen minute drive away, and there are a variety of shopping and excellent restaurants just around the corner. Explore everything this amazing cultural and natural hub has to offer, a.......read more
2 Bedroom(s)
1 Bath(s) Sleeps 4
Comfy Cottage in Upscale Resort. Amenities Galore!
Sarasota Cottage
Have fun, relax, and stay active in the warm Florida sunshine! Located in beautiful Sarasota, the jewel of Florida's sun-drenched coast. Easy access to nearby beaches and other Gulf Coast attractions. When not exploring the broader area, this premier luxury vacation retreat has well over 150 activities and amenities for all ages. Take a dip in the .......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Sarasota, Fl. Wild Orchid Creek
Sarasota Cottage 5.0 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 bac.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Studio House in Prime Location - close to Siesta Key Beach and Downtown
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 .......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4