Clearwater Cottages: Affordable Cottage Rentals in Clearwater Beach.
Clearwater Beach Cottage Rentals are accommodations for large or small families as alternatives to the larger resorts and hotels in the area.
Many options ranging from small, one-bedroom cottages to larger, multi-bedroom options suitable that cater to families that offer a safe and welcoming environment for children. Whether you're looking for a family friendly 2 bedroom cottage directly on the beach or a spacious 3 bedroom retreat close to the beach,
Browse 1, 2, 3 or 4 Bedroom Cottages for Rent in Clearwater!
Many of our cottage rentals provide easy access to the white sands and clear waters of Clearwater Beach, and are short walking distance to restaurants, shops, and attractions like Pier 60 or the Clearwater Marine Aquarium. There are also cottage rentals that allow pets, making it convenient for travelers with furry companions.
Book your Clearwater Beach Cottage today and experience the ultimate beach vacation!
Start your vacation here!
Start your vacation here!
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White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
This ~700 sqft, one bedroom, one bathroom cottage has been recently remodeled and redecorated. Positioned on the 2nd-floor, the Egret is a mere 43 steps from white-sand beaches.
The Great Room has a view of the Gulf, full dining table, card table, futon that sleeps 2, comfy chair for lounging, and 40" flat-screen TV. The kitchen includes gorgeous, granite countertops with new stainless steel appliances and an eat-in counter that seats 4. The bedroom is light and airy with a view of the g.......
9.6 Star Review
1 Bedrooms
- Sleeps 4
Clearwater Vacation Rental
Pets Allowed 
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
This ~750 sqft, 2 bedroom, 2 full bathroom cottage is located on the 1st floor of a 3-cottage unit. Open the door and walk 45 seconds to white-sand beaches.
This unit is adorned with French doors that open to an outdoor, fenced-in, patio area with furniture, charcoal grill ... and an outdoor shower.
This charming, casual island decor cottage comfortably sleeps 6 — 2 bedrooms, two full bathrooms, and wood floors for easy cleaning.
The great room has great chairs, comfy co.......
9.6 Star Review
2 Bedrooms
- Sleeps 6
Clearwater Vacation Rental
Pets Allowed
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!
This ~1,100 sqft, 2 bedroom, 2 full bathroom cottage has a fully renovated kitchen with all necessary appliances and a spacious deck area complete will a full set of patio furniture and grill.
The best part? Walk out the front door and walk less than 100 steps to white-sand beaches.
The living room has three of the most comfortable chairs you’ve ever sat in as well as a queen-sized pull out sofa, lots of windows (natural light), and a flat-screen TV.
The dining table comf.......
9.8 Star Review
2 Bedrooms
- Sleeps 6
Clearwater Vacation Rental
Pets Allowed
Historic Beach Cottage steps from beach. Pet friendly! Sleeps 5
Blue Corner Cottage is an Historic one bedroom beach house, just 5 th house from the Beach. Step outside and you can see the Gulf of America Located at 28 Glendale St in the Clearwater Cottages District.. Families have enjoyed these Beach Cottages since 1925 . Laid back large families with children and pets will have a great beach vacation. Clearwater Cottages amenities include kitchens featuring, granite counter tops, Samsung Stainless Steel full size refrigerator, glass top.......
9.2 Star Review
2 Bedrooms
- Sleeps 5
Clearwater Vacation Rental
Pets Allowed
100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals
Enjoy a real 1925 beach cottage 100 steps from the beach. Pink Dolphin Cottage features Samsung Smart Stainless Steel appliances, granite counter tops with white beaded pine cabinets. Families have enjoyed these cute little houses since the 1920s. Old Florida Key West Style backyard has wood party deck, tin roof gazebo, Weber BBQ Grill, and is fun and funky. Pink Dolphin Cottage has a wood deck off the kitchen which overlooks the backyard. Fenced so children and pets can run around. This h.......
8.8 Star Review
2 Bedrooms
- Sleeps 7
Clearwater Vacation Rental
Pets Allowed
Steps from Beach, Pets OK, Daily Rentals, Historic Beach Cottage
Enjoy a 1925 updated real beach cottage for the price of a hotel room steps from the beach and 5 blocks walk to Famous Pier 60. Enjoy a Classic Beach Cottage with Central Air conditioning and Heat, Granite kitchen and floors, Samsung smart stainless appliances and double oven. High end conveniences of today with classic beach cottage feel. With a antique brick patio right on Mandalay Ave, you get to sit outside right in front of the sliding glass doors, and watch the bicycles, skate board.......
9.0 Star Review
1 Bedrooms
- Sleeps 4
Clearwater Vacation Rental
Pets Allowed
Steps from Beach, sleeps 6, Pets Ok
Great Value Daily rental 2 bedroom beach apartment for half the price of condos next door. Perfect for families with kids and pets Ground floor with easy access from the beach just down the block Sleeps 6 maximum with sofa bed. Enjoy quality amenities like, Samsung Smart Stainless Steel appliances, tile floor, decorated like a beach cottage with gray tile floors, and white bead board ceilings and walls. 4 Adirondack chairs right in front overlook Mandalay Ave. Best restaurants.......
8.8 Star Review
2 Bedrooms
- Sleeps 6
Clearwater Vacation Rental
Pets Allowed
HGTV Worthy! 1BR/1BA Coastal Boutique Cottage. Sleeps 4. Steps to the Beach!!
It's the one you've been dreaming of!! Bright, modern and adorable cottage located in the quieter North section of Clearwater Beach, just 50 steps from curb to the sand, yet within easy walking distance to all the great Clearwater Beach attractions, including, restaurants, shops, bars & fabulous Pier 60.
Sedgwick Cottage has a full kitchen with farmhouse sink, gorgeous Quartz countertops and stainless steel appliances, with wonderful peeks of the Gulf through just about every window, a.......
THE COTTAGE - 32 Steps to the Beach - Sleeps 2, drive to your door, Wifi, Grill.
Our tastefully decorated and cozy Cottage offers everything you need for a romantic get-away and a relaxing stay in sunny Clearwater Beach. The Cottage is part of our vacation property '32 Steps to the Beach' which consists of a 3 bedroom house and a separate 1 bedroom cottage. The Cottage can be booked separately or together with the House. To book The House please go to Vrbo: 663585
Covid-19 UPDATE - See below.
The Cottage is located in a quiet and idyllic residential neighbourho.......
100 Steps to the Beach, Family and Pet friendly Real Beach Cottage
100 steps to the sand, your family can walk back and forth in seconds, have a cup of coffee on the beach, come back take an outdoor shower, have lunch and then take the cooler and watch the sunset. Enjoy LG appliances, modern new amenities in a 1925 Beach Cottage. Kids love to make new friends in the recreation area for all of Clearwater Cottages in Key West style tropical backyard with wood party deck, tin roof gazebo, hot tub, shade trees, and BBQ Grills. Guest report it is like cam.......
9.2 Star Review
2 Bedrooms
- Sleeps 5
Clearwater Vacation Rental
Pets Allowed
Beach Block Sleeps 6 Daily Rentals, Pets OK, Hot Tub
Cozy renovated attic loft with 2 bedrooms. Perfect for family with lots of kids and pet. Primary Bedroom has queen bed and twin bed. Private second bedroom has 1 twin and full bed , window, bright and airy with central air conditioning and heat. Beach side of Mandalay Ave, just 5 blocks north of Pier 60. Open French style glass shower, separates twin beds from queen.2 couples or 5 singles. Vaulted ceilings taper down to 4 feet, so not for tall folks, Each bedroom has door and lock, .......
8.6 Star Review
2 Bedrooms
- Sleeps 6
Clearwater Vacation Rental
Pets Allowed
The Purple Flower - 30 Second walk to the Beach. Free parking.
Private Cute and Cozy Beach Cottage
Steps to Clearwater Beach
One Bedroom, One Bath, kitchen, living room and dining Area
Private outside dining area
Sleeps 2-4
Queen Bed
Queen Sleeper Sofa
Washer/Dryer in Unit
Free Wifi
Brand New 55 inch flat screen Smart TV with Hulu and Netflix in Living room
Brand New 32 inch flat screen Smart TV with Hulu and Netflix in bedroom
Beach chairs, beach towels and cooler for your use
A 30 second walk will you have you on t.......
MANGO TANGO COTTAGE heated pool 2-minute walk to beach and attractions.
Thank you, guests! We hope you are ready for a great vacation!
What a great place for a couple.
Our cottages are cleaned to the highest standards. We have always provided extremely clean cottages (just read our reviews)
All cottages are ground floor and have individual entrances (no elevators to share).
All cottages have full kitchens and are self-catering.
Our back garden oasis contains two pools, a 170-foot patio with tables and chairs for each cottage. P.......
The Lazy Lemon Cottage Steps From the Beach, Frenchys and Palm Pavilion.
Thank you, guests! We hope you and your family are ready for a VACATION!
Our cottages are cleaned to the highest standards for your family. We have always provided extremely clean cottages (just read our reviews) with our trained staff.
All cottages are ground floor and have individual entrances (no elevators to share).
All cottages have full kitchens and are self-catering.
Our back garden oasis contains two pools and a 170-foot patio with tables and ch.......
ORANGE BLOSSOM COTTAGE two minute Walk to Beach
Thank you, guests!
We hope you and your family are ready for a fantastic vacation.
Our cottages are cleaned to the highest standards for your family's health. We have always provided extremely clean cottages (just read our reviews)
All cottages are ground floor and have individual entrances (no elevators to share)
.
Easy check-in checkout procedure with coded door locks.
All cottages have full kitchens and are self-catering.
Our back garden oasis conta.......
BANANA BREEZE COTTAGE. Steps away from the beach Heated pool.
Thank you, guests! We hope you and your family are ready for a vacation!
Our cottages are cleaned to the highest standards. We have always provided extremely clean cottages (just read our reviews)
All cottages are ground floor and have individual entrances (no elevators to share).
All cottages have full kitchens and are self-catering.
Our back garden oasis contains two pools and a 170-foot patio with tables and chairs for each cottage. Plenty of room.......
KEYLIME COTTAGE Heated Pools, steps from the beach perfect location
Thank you, guests! We hope you and your family are ready for a VACATION!
The sun is shining on beautiful Clearwater Beach.
Our cottages are cleaned to the highest standards for your family's health. We have always provided extremely clean cottages with our trained staff.
We have been providing cottages on Clearwater Beach for 20 years. We know what is important to you and we appreciate the opportunity to enhance your vacation stay. Thank you for supporting this smal.......
Coconut Cottage @ CLW Beach!
Summary:
Relax with the whole family at this beautiful waterfront cottage, located in the highly sought-after neighborhood of Clearwater Beach, just a short walk from the sugar sand beaches and crystal-clear waters of the Gulf. The backyard also features updated dock & supports with pontoon fitting, Trex decking & railing; low voltage dock lighting; new.
The Neighborhood:
Restaurants, bars, mini attractions mini golf, Pier 60, and much more.......
10.0 Star Review
1 Bedrooms
- Sleeps 6
Clearwater Vacation Rental
Pets Allowed
Clearwater Cottage - 2 BR / 1 Bath
Take it easy at this unique and tranquil getaway in our Historic 1920’s Clearwater cottage. The location is ideal for a weekend getaway or a few weeks stay. We are conveniently located 8-10 minutes from Clearwater Beach and approx. 30 minutes from the TPA Airport. The Clearwater Cottage is one of the original homes built 5 yrs after Clearwater was established in 1915 and has been updated providing everything you need during your stay. We look forward to hosting you, your friends, and/or family.......
8.0 Star Review
3 Bedrooms
- Sleeps 6
Clearwater Vacation Rental
Pets Allowed
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Cute and Cozy Private 1 bedroom 1 bath bungalow. Perfect for 2 but can sleep up to 4. Literally just steps from the beach. Bring your toothbrush, everything else is included. Beach chairs, umbrella and cooler are provided for your use. The kitchen is stocked with all the essentials.
Brand New! Just Renovated from top to bottom. New Everything!
Private Cute and Cozy Beach Cottage
Steps to Clearwater Beach
One Bedroom, One Bath, kitchen, living room and dining Area
Ou.......
Peaceful Clearwater Retreat by Lake
Come stay in our safe and quiet little backyard house that was opened in early 2023. Make a cup of coffee or a complete meal in the fully-equipped kitchen! Use our front house porch or garden bench to sit by the lake and relax.
Sit on the private back patio and enjoy the sun. Very rural setting near the end of a dead-end road. Listen to the birds singing! Enjoy the ducks, turtles and other gifts of Nature. Sometimes we hear owls at night. Walk a few blocks to a small park with a cree.......
10.0 Star Review
1 Bedrooms
- Sleeps 2
Clearwater Vacation Rental
Pets Allowed
HUGE Spa- Quick Walk to the BEACH - 2 Family Rooms - Screened Patio
Guests can choose between a private gated neighborhood access or a slightly closer public access. Both provide beautiful beaches and fabulous sunsets.
With an open floor plan, 3 large bedrooms (Queen; Queen; Double/Twin/Twin), and updated baths, this home will be perfect for one or multiple families. Relax and unwind in the gigantic SPA for 8 in the fenced in backyard! A Beach Cart and Beach Chairs are also provided!
Upon entering the home you are greeted with the first large Fami.......
Casita Verde, Secluded Cottage 2 houses from Pinellas Trail and 3 Blocks to Gulf
Escape to this very private cottage recently completely renovated and newly furnished. The home is about 1 mile to charming downtown Dunedin. One bedroom one bath home 3 blocks from the gulf and 2 houses from the Pinellas Trail. Located in Clearwater just 4 blocks from the Dunedin border. Very private home located in the far back of an otherwise empty double lot. Fieldstone fireplace see thru from living room to bedroom. Private fenced in yard off the living room with sliding door access. Brand .......
10.0 Star Review
1 Bedrooms
- Sleeps 2
Clearwater Vacation Rental
Pets Allowed
Coastal Retreat & Biking Bliss
Discover the beautiful butterfly murals that adorn this cozy tiny home nestled conveniently between Clearwater Beach and Honeymoon Island. This private studio offers all the vacation essentials for a seamless escape. Enjoy a full kitchen, a private outdoor patio, and a queen-size bed, complete with a smart TV, high-speed wifi, private parking, and keyless entry.
Feel at home with a full-size fridge, an oven, and all the basic cooking essentials provided. Complimentary Netflix, beach gear .......
9.8 Star Review
1 Bedrooms
- Sleeps 2
Clearwater Vacation Rental
Pets Allowed
Mango Tree Cottage on a bike trail
Have fun with the whole family at this private luxury 1 bedroom house called the Mango Tree cottage, named after the large mango tree that sits beside it. This 1 bedroom spacious cottage has a comfortable Queen size bed, a sleeper sofa, and a private patio. Your private patio comes with a grill and lounge area. Full sized kitchen includes everything you may need. Access to full size washer dryer upon request. Your cottage even includes bicycles with direct access to the Pinellas trail that will .......
Sea-clusion: Private Poolside Cottage by the Beach
We’re happy to announce that our property is open, fully operational, and in excellent condition after the recent hurricane. Book with confidence and enjoy your Florida getaway!
Escape to our Retro Pool Cottage at Tropical Breeze, just 4 min walk to the beach. Perfect for couples, it features a King size bed, modern amenities, and a spacious bathroom. Surrounded by windows with blackout curtains for privacy, enjoy natural light or serene darkness. Includes a 65` TV, fridge, microwave, a.......
9.6 Star Review
1 Bedrooms
- Sleeps 2
Clearwater Vacation Rental
Pets Allowed
Charming Beach Cottage just steps away from Beautiful Clearwater Beach!!
Stay comfortably on Clearwater Beach at this beautifully updated 1-bedroom cottage. Enjoy the tranquility of the king bed in the spacious bedroom and unwind in the cozy living room with a queen sofa bed. This roomy cottage provides all the essentials for a perfect getaway. Experience what Clearwater Beach has to offer with a stay at our cottage. Your home away from home!
-This is a 100% smoke-free property. Smoking is not permitted inside the cottage or anywhere on the premises. Evid.......
Cottage on the beach! 30 second walk away! Heated pool on the property!
Sink your toes into the pristine white sands of Florida's Gulf Coast when you stay at 'Seaside Beach Cottage,' a 2-bedroom, 1-bath Clearwater Beach vacation rental. This oceanside home is ideal for couples or small families searching for the quintessential Sunshine State getaway! Splash around in the shared infinity pool, jump into the refreshing ocean waves just steps from the cottage, or grill out on the patio as you take in every moment you have to enjoy Florida's heavenly weather!
$60.......
Cottage on the beach! 30 second walk to the beach! Heated pool on the property!
Find your own slice of Florida paradise at 'Sea Turtle Suite,' a 1-bedroom, 1-bath vacation rental nestled along the calm shores of the Gulf of Mexico. This condo is the perfect way to kick back and soak up the sun, with the expansive Clearwater Beach just steps from the hideaway. Here, you can float in the blue-green waters, build sandcastles out of glistening white sand, or start a new book under a beach umbrella. This charming second-story unit also offers access to a shared infinity pool!
1 Bedrooms
- Sleeps 4
Clearwater Vacation Rental
Island Vibes Cottage | Amazing Location
Summary:
Island Vibes Cottage is something special! Get away from reality and check in to paradise when you vacation at our Island Vibes Cottage!
The Space:
Island Vibes Cottage offered by Beach time Rentals
This 3-person retreat is tucked away on the North side of Clearwater Beach and is just steps from the white sugary sand!
Beautiful, updated and spacious 1 bedroom cottage featuring a Queen bed and a Sleeper sofa. This has a delightf.......
Frenchy's Cottage 490 in Clearwater Beach
Summary:
FRENCHY'S COTTAGES ON EAST SHORE No. 490
Our East Shore Beach Cottages invite you to experience luxurious boutique coastal cottage accommodations in a quaint renowned resort town known to us locals as Clearwater Beach!
The Space:
Our East Shore Cottage No. 490 is nestled in the heart of the tourist district offering modern accommodations designed for any kind of vacationer. This beautiful beach cottage is within walking distance to the beach, .......
9.8 Star Review
3 Bedrooms
- Sleeps 8
Clearwater Beach Vacation Rental
Pets Allowed
Frenchy's Cottage 480 in Clearwater Beach
Summary:
COTTAGES ON EAST SHORE No. 480
Our East Shore Beach Cottages invite you to experience luxurious boutique coastal cottage accommodations in a quaint renowned resort town known to us locals as Clearwater Beach!
The Space:
Our East Shore Cottage No. 480 is nestled in the heart of the tourist district offering modern accommodations designed for any kind of vacationer. This beautiful beach cottage is within walking distance to the beach, beach shops and re.......
9.8 Star Review
3 Bedrooms
- Sleeps 8
Clearwater Beach Vacation Rental
Pets Allowed
Frenchy's Cottage 482 in Clearwater Beach
Summary:
FRENCHY’S COTTAGES ON EAST SHORE No. 482
Frenchy’s East Shore Beach Cottages we invite you to experience luxurious boutique coastal cottage accommodations in a quaint renowned resort town known to us locals as Clearwater Beach!
The Space:
Our East Shore Cottage No. 482 is nestled in the heart of the tourist district offering modern accommodations designed for any kind of vacationer. This beautiful beach cottage is within walking distance to the .......
10.0 Star Review
3 Bedrooms
- Sleeps 8
Clearwater Beach Vacation Rental
Pets Allowed
Key West Style Cottage - with pool/hot-tub
This apartment features a king bed, free wifi, a private bathroom, a mini fridge as well as a freezer.
Unwind in the beautiful city of Dunedin. From the property, it is a 5 minute walk to some of the best restaurants, bars and other activities. We're a 15 minute drive away from one of the most beautiful beaches: Clearwater Beach. We welcome you to enjoy the pool and hot-tub. We offer free-parking on site. We also invite you to use the shared lounge area........
Key West Style Cottage - with pool/hot-tub
This apartment features a king bed, free wifi, a private bathroom, a mini fridge as well as a freezer.
Unwind in the beautiful city of Dunedin. From the property, it is a 5 minute walk to some of the best restaurants, bars and other activities. We're a 15 minute drive away from one of the most beautiful beaches: Clearwater Beach. We welcome you to enjoy the pool and hot-tub. We offer free-parking on site. We also invite you to use the shared lounge area........
The Cook Cottage sleeps 4 in Dunedin
Private Cottage behind the house called the Cook Cottage named after Ms Cook who restored the property to its beauty that you see today. This 1 bedroom spacious cottage has a ensuite bedroom with a King size bed and a private patio. Your private patio comes with a grill, lounge area, a dining table and your own washer and dryer. There are also bikes to use during your stay on a first come first serve basis.
***This home was the backdrop for 2 romantic comedy movies!! A taste of Love and .......
Key West Style Cottage - with pool/hot-tub
This apartment features a queen bed, free wifi, a private bathroom, a mini fridge as well as a freezer.
Unwind in the beautiful city of Dunedin. From the property, it is a 5 minute walk to some of the best restaurants, bars and other activities. We're a 15 minute drive away from one of the most beautiful beaches: Clearwater Beach. We welcome you to enjoy the pool and hot-tub. We offer free-parking on site. We also invite you to use the shared lounge area........
Key West Style Cottage - with pool/hot-tub
This apartment features a king bed, free wifi, a private bathroom, a mini fridge as well as a freezer.
Unwind in the beautiful city of Dunedin. From the property, it is a 5 minute walk to some of the best restaurants, bars and other activities. We're a 15 minute drive away from one of the most beautiful beaches: Clearwater Beach. We welcome you to enjoy the pool and hot-tub. We offer free-parking on site. We also invite you to use the shared lounge area........
Tiki Hut in tropical paradise
The Tiki Hut unit is privately located on the property, plenty of space for 5 guest, 2 bedroom, upper bedroom has a half bath , queen bed and a full bed , toilet and sink and is accessible by spiral staircase, lower bedroom bathroom has a King bed bathroom has a walk in shower with stack washer and dryer. Spacious living area with a fully functional kitchen. The property is an acre of lush tropical plants. Conveniently located to the downtown and beach, we allow a dog 35 lbs or less Pets ove.......
Walkable Dog Friendly Cottage Downtown
Discover a charming 1920's cottage nestled in the heart of Dunedin, just 3 blocks from the water and downtown. This delightful cottage is ideally located 2 blks from the Pinellas Trail, the Fenway Hotel, and the Blue Jay's stadium.
Surrounded by lush greenery, the cottage boasts a private outdoor space perfect for you and your dog. Inside, you'll find a sunny kitchen, a spacious living and dining area, and comfortable beds to ensure a wonderful stay. Come and enjoy a memorable stay here!.......
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
Treat yourself to modern coastal luxury in this spacious & beautiful upstairs cottage w/ lovely treetop views. Steps to Main Street, a short walk to the waterfront & easy drive to Honeymoon/Caladesi Island & Clearwater Beach. Walk to water, restaurants, shops, breweries, & Pinellas Exercise Trail. Enjoy award-winning dining, live music, & gorgeous sunsets then take the short walk back to the quiet of your own private space. Fully equipped kitchen. Pet friendly.
KIDS?
This cottage is a.......
Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1
Treat yourself to modern coastal luxury in this spacious and beautiful first floor cottage. Steps to Main Street, a short stroll to the waterfront & easy drive to Honeymoon/Caladesi Island & Clearwater Beach. Walk to water, restaurants, shops, breweries, & Pinellas Exercise Trail. Enjoy award-winning dining, live music, & stunning sunsets then take the short walk back to the quiet of your own private space. Fully equipped kitchen. Pet friendly.
KEY FEATURES
- Steps to Main Street, sh.......
Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2
Treat yourself to modern coastal luxury in this spacious & beautiful 950 sq ft cottage with private tropical yard & grill. Steps to Main Street, a short walk to waterfront & close to award-winning beaches. Skip the car & walk, bike or cart to stunning sunsets, restaurants, shops, breweries, & Pinellas exercise trail. Make the easy drive to Honeymoon/Caladesi Island & Clearwater Beach. Fully equipped kitchen. Ideal for families, friends, or couples. Pet friendly w/approval.
Thirty-year Du.......
Cottage by the gulf
Bring the family to this unique property. Free Bikes, free parking, outdoor grill, beach supplies, smart TVs, backyard lounge area, outdoor Jenga, hosts that go above and beyond to make sure you LOVE your stay. These are fully remodeled homes with modern kitchens, however maintain their charm. Walking distance to charming downtown Dunedin with plenty of shops/bars/breweries/restaurants/playgrounds. Walk two blocks to the ocean and watch the sunset over the gulf.
space
The front home feat.......
Cozy Cottage in the Heart of Dunedin
Welcome to our 1/1 cottage-style villa, which is minutes from Downtown Dunedin. Only a short walk to Main Street and a 12 min drive to Honeymoon/Caladesi Island! Walk to the Pinellas Trail, breweries, eateries, waterfront marina, and Blue Jay baseball stadium. Enjoy award-winning cuisine, live entertainment, and breathtaking sunsets before returning to the peace and quiet of your own private area. Dunedin is a gulf cart friend city with local rental available to cruise around town.
• F.......
Charming Newly Reno 1 min to Downtown Dunedin
Welcome to our cottage-style home, which is minutes from Downtown Dunedin. Only a short walk to Main Street and a 12 min drive to Honeymoon/Caladesi Island! Walk to the Pinellas Trail, breweries, eateries, waterfront marina, and Blue Jay baseball stadium. Enjoy award-winning cuisine, live entertainment, and breathtaking sunsets before returning to the peace and quiet of your own private area. Dunedin is a gulf cart friend city with local rental available to cruise around town.
The Space .......
Adorable Villa 1 min to Downtown Dunedin
Welcome to our 1/1 cottage-style villa, which is minutes from Downtown Dunedin. Only a short walk to Main Street and a 12 min drive to Honeymoon/Caladesi Island! Walk to the Pinellas Trail, breweries, eateries, waterfront marina, and Blue Jay baseball stadium. Enjoy award-winning cuisine, live entertainment, and breathtaking sunsets before returning to the peace and quiet of your own private area. Dunedin is a gulf cart friend city with local rental available to cruise around town.
• F.......
Cozy and roomy cottage
This original grove keepers cottage with original tractor barn which once laid claim to an expansive working orange grove in the 1940's. Although the grove has been sold off and developed over the years the remaining 1 acre provides a private tropical sanctuary for its guest in the geographic center of charming Dunedin. .
Cottage #1, has a fireplace, Cottage #2 has tiki hut .
Less 10 minutes and you will be to the quaint shops and restaurants and right 15 minutes to Dunedin cause.......
Beautiful luxury 2 bedroom private Cottage
Beautifully decorated 2 bedroom cottage sleeps four one queen bed one full bed ,full kitchen, dining, outside seating, centrally located, near trail, downtown ,beach, sits on an acre in Dunedin, tropical landscape.
.......
Grove Keeper Cottage unit has a tree house atmosphere
This unit has a king size bed in the bedroom It is cozy, many say it is like being in a tree house, very private. The furnishings are comfortable and bright. The kitchen is stocked with everything you need, large refrigerator. Balcony off the bedroom that includes chairs and a view of the pond and pool. The lush tropical landscaping gives the feeling of a island getaway........
Quaint Bungalow just off Main Street!
Prime Dunedin location! Adorable home just behind Main Street furnished with coastal decor. Master bedroom is spacious with king bed, double closets and tall dresser. Guest room has matching twin beds. Convenient fenced backyard. Dunedin is a small town with local shops and restaurants. Just one block to the Pinellas Trail (spans the entire county north to south) and three blocks to the waterfront - with a pier to view the amazing sunset! Famous Honeymoon Island State Park is about a 5 minute dr.......
Old world Florida cottage
You cannot beat this location...this cottage is located on the Pinellas Trail. Walk just a half mile to downtown Dunedin. Watch the gorgeous gulf sunsets on a bench just two blocks away. Or walk across the street to enjoy a Blue Jays spring training game.
This freshly remodeled tiny home offers all the amenities you would expect at home and a great shared outdoor space. There are two homes on this property, and the front house is also available to rent.
The space
There are two homes.......
Dunedin Cottage Close To Clearwater Beach, Honeymoon Island,Blue Jays Stadium...
Chic and Cosy Cottage (3 bedrooms, 2 baths) with every piece of furniture and decor up-cycled by the Artist/Designer/Host in Charming and Artsy Dunedin.It is located 1 block away from the Pinellas Trail, 2 blocks from Blue Jays Stadium, 3 mns from Downtown Dunedin (boutiques, festivals, restaurants), 10 mns from Clearwater Beach and Honeymoon Island: It is in the heart of everything! The Perfect Place to be either relaxing or crazy active.
There is a completely independent apartment attached .......
Key West Style Cottage - with pool/hot-tub
This cottage features a queen bed, free wifi, a private bathroom and a mini fridge.
Unwind in the beautiful city of Dunedin. From the property, it is a 5 minute walk to some of the best restaurants, bars and other activities. We're a 15 minute drive away from one of the most beautiful beaches: Clearwater Beach. We welcome you to enjoy the pool and hot-tub. We offer free-parking on site........
Key West Style Cottage - with pool/hot-tub
This cottage features a queen bed, free wifi, a private bathroom and a mini fridge.
Unwind in the beautiful city of Dunedin. From the property, it is a 5 minute walk to some of the best restaurants, bars and other activities. We're a 15 minute drive away from one of the most beautiful beaches: Clearwater Beach. We welcome you to enjoy the pool and hot-tub. We offer free-parking on site........
Charming 1 bedroom carriage house Downtown Dunedin- can walk to everything!
Escape to this cozy carriage house in downtown Dunedin. You can ride bikes on the Pinellas Trail that connects to St. Pete and Tarpon Springs. We are close to 2 very lovely beaches. Honeymoon Island being the closest and Clearwater Beach being our touristy attraction. Everything is newly renovated and features 1 cozy bedroom with a queen bed, a modern bathroom with a refreshing shower, and high-end amenities. Come enjoy the quaint community of Dunedin, enjoy our local breweries and fabulous re.......
Stay in Downtown Dunedin • Walk Everywhere
Enjoy a comfortable, walkable stay in Downtown Dunedin. Citrus Cottage 2 is a bright, single-level retreat located just steps from Main Street, the marina, shops, restaurants, breweries, and the Pinellas Trail. With free parking and easy self-check-in, this cottage is an ideal home base for exploring Dunedin without relying on a car.
Sleeps up to 4 guests (queen bed + pull-out sofa). The pull-out sofa has been upgraded with a new 4.5" memory foam mattress, a 2" memory foam mattress topper.......
Downtown Dunedin Cottage • Walk to Restaurants
Enjoy a relaxed, walkable stay in Downtown Dunedin. Citrus Cottage 1 is a modern, single-level cottage located just steps from Main Street, local restaurants, breweries, the marina, and the Pinellas Trail. With free parking and easy self-check-in, this cottage is an ideal home base for guests who want to explore downtown on foot and return to a quiet, comfortable space.
Sleeps up to 4 guests (queen bed + pull-out sofa). The pull-out sofa has been upgraded with a new 4.5" memory foam mattr.......
Duned-Inn: Where Dunedin Charm, Beach Days, and Pool Time Fun Collide
Duned-Inn: Small Cottage, Big Fun
Imagine this: You’ve spent the day soaking up sun on one of Florida’s best beaches. You rinsed off the salt and sand, took one last look at the waves, and made the short drive back. The salty breeze still lingers, your towel’s slung over your shoulder, and your flip-flops are in hand. The sun’s starting to dip, and your cozy little cottage is waiting, with cold AC, comfy couches, and absolutely no schedule to follow.
Welcome to the Duned-In.......
The Briny Bubble…Charming 2-bedroom cottage in Dunedin, steps to Main Street
Welcome to The Briny Bubble — a charming, pink two-bedroom cottage nestled in the heart of Dunedin. This delightful retreat is designed for comfort and relaxation, with a spacious king bedroom and a cozy queen bedroom, perfect for unwinding after a day of adventure. The modern bathroom includes a walk-in shower, and the cottage comes fully equipped with amenities like AC, WiFi, a washing machine, and a fully stocked kitchen.
Located just steps from Dunedin's vibrant downtown, local beac.......
Pet-Friendly Getaway –Beaches, Breweries, Blue Jays, DT Dunedin, Marina & Trail!
Pet Friendly stay in the heart of downtown Dunedin, where everything you love is just steps away. This charming retreat offers the perfect mix of convenience and coastal charm! Walk to local restaurants, breweries, boutique shops, the marina, and the scenic Pinellas Trail. Baseball fans will love being minutes from the Blue Jays Spring Training Stadium, while beach lovers can take a quick drive across the causeway to Honeymoon Island State Park, known for its pristine beaches, nature trails, and.......
Charming 3-bedroom/2-bath Cottage with Hot Tub Downtown Dunedin
Located in Dunedin, Florida, the Oaks Cottage is your perfect getaway. Upon arrival, you will feel immediately at home and enjoy what this newly renovated 3-bedroom cottage has to offer. The cottage features a beautiful new kitchen that opens to a spacious living room and dining area. There is plenty of seating available, ideal for relaxing with friends & family, dining together or playing games together. There is also plenty of parking available, which is a premium downtown, park 3 cars an.......
Pickets Cottage, Downtown Dunedin FL
A super-cute 2 bedroom, 1 bathroom, 1,100 sq ft cottage just one block from the heart of Downtown Dunedin. Pickets Cottage offers all the comforts of home wrapped in a light, airy coastal-farmhouse design that radiates cozy charm. A hand-painted mural feature wall adds a unique, Instagram-worthy touch and sets the tone for a stay that’s both stylish and memorable.
Step outside to enjoy the fenced-in front yard, the perfect spot to sip your morning coffee or evening cocktail while people.......