Cottage vacation rentals in Indian Shores

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Top-rated cottage rentals in Indian Shores

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Guest favorite

Cottage in Indian Rocks Beach

4.89 out of 5 average rating, 252 reviews

Vintage Florida Beach Cottage B

Just a short walk to the beach makes this a great beach getaway for couples or families. On your way you can stop at the Cooky Coconut for lunch, an awesome milkshake or a variety of snacks. With a totally new renovation in 2019, this unit is in updated, very clean and worry free condition. This cottage is located in a quiet residential neighborhood and a great place to relax. Common laundry on shared screened porch. Dogs allowed (extra $45 cleaning). Easy refund policy. Level 2 EV charger

Guest favorite

Cottage in Sunset Beach

4.97 out of 5 average rating, 156 reviews

Peacock Beach Cabana beach in 100 steps

Escape to a cozy retreat! The Peacock Beach Cabana at The Mermaid Beach Cottages, in Treasure Island is a bright 1938 Florida style boutique cottage. Professionally remodeled and decorated. This cabana offers accommodations for two guests. It is located 100 steps from the beach and walking distance to restaurants, beach bars and live music. No detail has been overlooked and we hope you enjoy our little piece of We are also 1.5 hour drive from Walt Disney World and 45 minutes from Busch Gardens.

Guest favorite

Cottage in Pass-a-Grille Beach

4.97 out of 5 average rating, 165 reviews

Pass-a-Grille Historic Cottage Unit 1

PASS-A-GRILLE HISTORIC COTTAGE UNIT 1 A fully renovated historic beach cottage located in beautiful Pass a Grille, Florida. Steps from the Gulf of Mexico and Boca Ciega Bay. This is a duplex; Unit 1 - 1 bedroom/1 bath. Household linens, towels, cookware & dishes provided. Appliances include; dishwasher, washer/dryer, flat screen TVs and wi-fi. Vintage-style tiled bathroom and shower. High end window shades on all windows. Front patio area w/ BBQ grill. Private parking for 1vehicle on premises.

Guest favorite

Cottage in Indian Rocks Beach

4.99 out of 5 average rating, 157 reviews

Cottage w/ Private Patio | 3 Min Walk to the Beach

Escape to paradise @sunshineescapes! Welcome to #CocoPalmsIRB, nestled in the heart of Indian Rocks Beach (IRB). This hidden gem radiates a whimsical, small-town charm, evoking nostalgic memories of carefree childhood summers by the shore. Just two blocks away, the Gulf of Mexico beckons, offering pristine fluffy sands and unforgettable sunsets. As the sister cottage of Mango, #CocoPalmsIRB invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect beach getaway awaits!

Guest favorite

Cottage in St. Petersburg

4.92 out of 5 average rating, 126 reviews

Private Guesthouse- walk to downtown St. Pete!

Modern guest house in historic neighborhood-walking distance to downtown St. Pete! This space has an open floor plan with a bedroom loft accessed by an antique library ladder. Full kitchen and washer/dryer within space. This guesthouse is on host’s property, although the guesthouse has separate private alley parking, access, and entrance. Walking distance to nearby hospitals for medical professionals- short-term lease options available. **Ladder will need to be climbed to access bedroom**

Guest favorite

Cottage in Indian Shores

4.86 out of 5 average rating, 163 reviews

*GROUND FLOOR DIRECT BEACHFRONT COTTAGE!!*

Step out the door and into the sand! Ground floor DIRECT beachfront one- bedroom/one-bath cottage nestled in the sand directly on the Gulf of Mexico with awesome amenities for the perfect Gulf Beach getaway! Enjoy a cozy bedroom, living/dining area, fully-equipped kitchen, beachfront patio and private beach area with lounge chairs and umbrellas. Conveniently located near a trolley stop for easy access to local restaurants, shops, and attractions. Book now for an unforgettable beach vacation!l

Guest favorite

Cottage in Madeira Beach

4.92 out of 5 average rating, 120 reviews

Flipper's @ Mad Beach Cottage

Flipper's at Mad beach is a few steps away from the sugary sands of Madeira Beach, and close by the famous John's Pass Village & Boardwark where shopping and entertainment is always great. Completely renovated with light porcelain tile, nice furniture, queen bed with memory Thempur-Pedic mattress, exquisite modern shower, tall kitchen cabinets with plenty of storage. Huge private paved fenced backyard with gazebo, great for entertainment and outdoor grilling. You will love the beach decor.

Guest favorite

Cottage in Indian Shores

4.96 out of 5 average rating, 114 reviews

OPEN! Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Guest favorite

Cottage in Indian Rocks Beach

4.93 out of 5 average rating, 183 reviews

Kooky Coconut Cottage, Indian Rocks Beach

Coconut Cottage only steps away from the beautiful beaches of Indian Rocks Beach. 2 bedroom,1 bath. The entire cottage has been renovated. Next door to the local famous Kooky Coconut Cafe. Perfect for couple, friends or small families. ONLY 3 GUESTS ALLOWED. NO sleeping on the sofa ALLOWED. If you bring more then 3 guests you will be charged $100.00 surcharge per night per extra guest. Due to cleaning restriction we DO NOT allow cooking with CURRY or FISH OIL in the cottage.

Cottage in Madeira Beach

4.79 out of 5 average rating, 169 reviews

Quaint Madeira Beach Cottage with Heated Pool

Enjoy a Gulf vacation in a private beach cottage located directly across the street from the beach. In less than a one minute walk from your doorstep you will be enjoying the sun on the white powdery sands of Madeira Beach. Our quaint resort grounds are meticulously taken care of and beautifully landscaped. You can swim in the large heated pool with plenty of seating and lounge chairs. A quiet shaded area with barbecue grills and tables are available to prepare and enjoy a nice meal.

Guest favorite

Cottage in Largo

4.94 out of 5 average rating, 124 reviews

Fall special 3rd night free! “The Sweet”

Cozy, romantic, 1 king bed, super cute and super sweet! Just a short walk to beautiful Indian Rocks Beach, nature parks with trails, shopping, orange grove, and many restaurants and fun beach bars! Guests have private entrance, full bath, laundry facilities, large back yard with fire pit, bbq grill, beach chairs and cooler. With each stay guests receive a mini super rummy Island Rum Cake and a gift certificate PJ's Oyster Bar! **Fall Special stay 2 nights get 1 free**

Guest favorite

Cottage in Gulfport

4.99 out of 5 average rating, 260 reviews

Gulfport Art District - One Block From Beach!

Welcome to Uncle Finley's! Situated in the heart of Gulfport's Art and Waterfront District, This cottage listing is for unit A of the duplex. Step outside and walk to Gulfport Beach only one short block away, experience the highly-rated restaurants and shops, or browse local arts and crafts during the weekly Tuesday Morning Market during your stay. Want to experience more of Tampa Bay? Downtown St. Pete, St. Pete Beach, and I-275 access are only ten minutes away.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Indian Shores cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Guest favorite

Cottage in Safety Harbor

4.96 out of 5 average rating, 162 reviews

Harbor Oasis with Hot Tub

Superhost

Cottage in Clearwater Beach

4.77 out of 5 average rating, 169 reviews

Tiki Cottage Sleeps 6, Pets OK, Steps to Beach

Guest favorite

Cottage in Indian Rocks Beach

4.96 out of 5 average rating, 72 reviews

NEW! Updated Stilt Home STEPS TO BEACH!

Guest favorite

Cottage in Largo

4.95 out of 5 average rating, 62 reviews

Hidden Oasis #1, just a few minutes to the beaches

Superhost

Cottage in Indian Rocks Beach

4.83 out of 5 average rating, 64 reviews

Turtle Nest Cottage

Guest favorite

Cottage in Odessa

5 out of 5 average rating, 17 reviews

Breathtaking Lakefront Glass Cottage

Guest favorite

Cottage in Sunset Beach

5 out of 5 average rating, 30 reviews

Casa Sunset by Agua Salá

Guest favorite

Cottage in Crystal Beach

4.81 out of 5 average rating, 63 reviews

Happy Camper Cottage | Cozy Oasis with Hot Tub

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Pet-friendly cottage rentals

Superhost

Cottage in Indian Rocks Beach

4.91 out of 5 average rating, 115 reviews

Coastal Modern 2/2 Coral Sands II at IRB

Guest favorite

Cottage in St. Petersburg

4.95 out of 5 average rating, 101 reviews

Artsy guest house; near downtown w/ private patio

Guest favorite

Cottage in Gulfport

4.96 out of 5 average rating, 138 reviews

The Pelicans Roost / Gulfport

Guest favorite

Cottage in Dunedin

4.97 out of 5 average rating, 316 reviews

Walk to Downtown & Waterfront- Barefoot Parrot 1

Superhost

Cottage in Indian Rocks Beach

4.75 out of 5 average rating, 111 reviews

Best location, Steps 2 Beach, BBQ firepit Pets OK

Superhost

Cottage in Indian Rocks Beach

4.68 out of 5 average rating, 190 reviews

Beachy Paradise

Cottage in Dunedin

4.84 out of 5 average rating, 319 reviews

Cozy up in a French Country nest NEAR EVERYTHING

Guest favorite

Cottage in Clearwater

4.84 out of 5 average rating, 119 reviews

Beach Guest Cottage. Gulf Semi Private Area.

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Private cottage rentals

Guest favorite

Cottage in Madeira Beach

4.91 out of 5 average rating, 131 reviews

John's Pass-time Beach Cottage: Upper

Guest favorite

Cottage in Crystal Beach

4.78 out of 5 average rating, 171 reviews

Crystal Beach Cottage #1

Guest favorite

Cottage in Gulfport

4.95 out of 5 average rating, 247 reviews

Gulfport Cottage STEPS to Beach & Restaurants

Superhost

Cottage in Treasure Island

4.9 out of 5 average rating, 124 reviews

Historic Holly House on Treasure Island

Guest favorite

Cottage in Dunedin

5 out of 5 average rating, 234 reviews

Downtown Dunedin Historic Orange Blossom Cottage 1

Superhost

Cottage in Indian Shores

4.87 out of 5 average rating, 87 reviews

Your Beach Paradise Awaits!

Guest favorite

Cottage in Indian Rocks Beach

4.98 out of 5 average rating, 98 reviews

Luna Cottage-completed updated, managed by owners!

Guest favorite

Cottage in Indian Shores

4.87 out of 5 average rating, 61 reviews

Beachfront with Pool overlooking the Gulf!

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Quick stats about cottage rentals in Indian Shores

Total rentals
10 properties
Local attractions
Salt Rock Grill, Tiki Gardens - Indian Shores Beach Access, and Seaside Seabird Sanctuary
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
10 properties include access to wifi
Total number of reviews
790 reviews
Nightly prices starting at
$140 before taxes and fees

Cottage vacation rentals in Indian Shores

Top-rated cottage rentals in Indian Shores

Vacation rentals for every style

Apartments

Villas

Houses

Popular amenities for Indian Shores cottage rentals

Cottage rentals with a hot tub

Cottage in Safety Harbor

Cottage in Clearwater Beach

Cottage in Indian Rocks Beach

Cottage in Largo

Cottage in Indian Rocks Beach

Cottage in Odessa

Cottage in Sunset Beach

Cottage in Crystal Beach

Pet-friendly cottage rentals

Cottage in Indian Rocks Beach

Cottage in St. Petersburg

Cottage in Gulfport

Cottage in Dunedin

Cottage in Indian Rocks Beach

Cottage in Indian Rocks Beach

Cottage in Dunedin

Cottage in Clearwater

Private cottage rentals

Cottage in Madeira Beach

Cottage in Crystal Beach

Cottage in Gulfport

Cottage in Treasure Island

Cottage in Dunedin

Cottage in Indian Shores

Cottage in Indian Rocks Beach

Cottage in Indian Shores

Quick stats about cottage rentals in Indian Shores

Total rentals

Local attractions

Popular amenities

Wifi availability

Total number of reviews

Nightly prices starting at

Destinations to explore