Cottage vacation rentals in Bay Pines

A cozy living space features a well-equipped kitchenette with modern appliances, including a coffee maker and microwave. A dining table with two chairs is positioned beside expansive windows. A spacious bed occupies the corner, complemented by light-colored bedding and gentle lighting from ceiling fans.

4.95 out of 5 average rating, 140 reviews

Walk to beach shops food drinks “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, private full bath, kitchenette, sofa sleeper, large back yard with fire pit, bbq grill, beach chairs, wagon and cooler. Zoning permits 2 people per bed only and one on futon. All guests must be listed on the reservation. No Pets allowed. Florida State License # DWE6215889

4.96 out of 5 average rating, 163 reviews

A spacious backyard is featured, bordered by a wooden fence for privacy and lined with tropical plants and trees. A concrete patio area is included, which features a grill covered for protection. The lawn is open and well-maintained, providing a serene outdoor space.

Cottage in Gulfport

The Pelicans Roost / Gulfport

The Pelicans Roost is a remodeled home, with a new fully stocked kitchen with all your cooking and entertaining needs. All new furnishings, a screened in back porch and a patio with an outside table and grill. The yard is completely fenced and lined with tropical plants and trees for your privacy. This spacious and comfortable home is clean and in a quiet neighborhood just 5 blocks from all that downtown Gulfport has to offer- the Marina,Beach,Restaurants, Shops, Fishing, Galleries and more...!

Cottage in Pass-a-Grille Beach

The image captures a tranquil water view of the cottage from the bay, with calm waters reflecting the blue sky and fluffy clouds. Palm trees line the shore, and boats are anchored along the docks, providing a glimpse of the coastal lifestyle.

4.96 out of 5 average rating, 215 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.

4.85 out of 5 average rating, 143 reviews

The single-family beach cottage features a light yellow exterior with red accents and three prominent windows. Surrounding the home, palm trees and landscaping provide a lush atmosphere. A paved area holds several designated parking spaces in front of the cottage, with a stone picnic table nearby.

Cottage in Madeira Beach

Family Friendly Beach Cottage in Madeira Beach, FL

Mad Beach Cottage is a single family home in the Surf Song Resort on Madeira Beach 60 flip-flop steps to SAND! No streets, boardwalks or stairs! You'll enjoy a heated pool, 3 Weber grills, shuffleboard and sundeck with lounge chairs for gazing at spectacular sunsets every night. It's located across from famous John's Pass Fishing Village Boardwalk for shopping, dining, ice cream, coffee, live music, brew pubs, dolphin/fishing/sunset/pirate boat cruises, wave runner/kayak rentals. 5* LOCATION!

Cottage in Euclid Place - St. Paul

A cozy living room features a tan sofa positioned across from a purple armchair. A round coffee table is centered on a light-colored rug. Colorful artwork adorns the wall, while a floor lamp provides warm lighting. The space is brightened by natural light through a window.

4.95 out of 5 average rating, 125 reviews

Artsy guest house; near downtown w/ private patio

This uniquely decorated guest house is a private oasis with a lovely, private patio. The house is decorated with Latin American art from the owner's collection & travels. Only 11 blocks to downtown and very close to grocery stores, art galleries and all the night light life St. Pete offers. The home has a full kitchen and a very comfortable bedroom for one or two people. A perfect location for those that want to experience a comfortable and relaxing place. Only 12 block walk to Tropicana.

Cottage in Pass-a-Grille Beach

A wooden boardwalk leads directly to the beach, framed by sandy dunes and swaying grass. The clear blue sky meets the calm waters of the Gulf, creating an inviting scene for beachgoers. The soft beach sand stretches out, blending seamlessly into the horizon.

4.88 out of 5 average rating, 178 reviews

BEACH! Sunny Escape! Steps 2 Famous Beach w/2 Bike

Welcome to your island beach escape! This charming coastal abode boasts all the island vibes you need for a relaxing getaway. Enjoy the quaint historic village (5 houses wide) while being just steps away from the most beautiful beach in Florida! Take a stroll through the picturesque streets of Pass A Grille and soak up the old beach charm. The rental home has hardwood floors, a screened-in porch, and a sun patio, 2 bikes to cruise around the area! open-concept kitchen + bar and smart TVs.

An inviting heated saltwater pool is softly lit in the evening, surrounded by sun loungers. The vibrant mural features a large tropical flower. A close-up shows a decorative pillow with the word 'SUNSET.' The living area offers a cozy seating arrangement with colorful cushions and a decorative coffee table.

4.96 out of 5 average rating, 161 reviews

Luxury Beach Bungalow | Walk to Dining & Sunset

Escape to paradise at Sunshine Escapes! Welcome to #MangoIRB, nestled in the heart of Indian Rocks Beach. IRB is a hidden gem radiating a whimsical, small-town charm that evokes nostalgic memories of carefree childhood summers by the shore. Just ✌🏽 blocks away, the Gulf of Mexico beckons, offering pristine fluffy sand and unforgettable sunsets. As the sister cottage of Coco, #MangoIRB invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect beach getaway awaits!

4.97 out of 5 average rating, 172 reviews

A sandy path leads through lush greenery towards the beach, framed by overhanging branches. The ocean is visible in the distance, with light reflecting off the water. Shadows create a peaceful atmosphere as the sun casts a warm glow.

Cottage in Indian Shores

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.

A comfortable living area is depicted, featuring a light-colored sofa accompanied by two side lamps on small tables. A ceiling fan is visible, and a round piece of wall art echoes a coastal theme. Natural light filters in through the window with white blinds.

4.94 out of 5 average rating, 205 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.

4.89 out of 5 average rating, 201 reviews

A cozy dining area is framed by large windows, offering a direct view of the beach and ocean. Two light-colored chairs surround a round wooden table. Outside, lounge chairs are positioned on the sand, with stunning sunset colors reflecting on the water.

Cottage in Indian Shores

*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. Conveniently located near a trolley stop for easy access to local restaurants, shops, and attractions. Book now for an unforgettable beach vacation!l

Cottage in Central Oak Park

4.9 out of 5 average rating, 157 reviews

Adorable Cottage, Pet friendly, near beach & DT

The Cottage is a beautiful, comfy, clean, peaceful home where you will feel just at home, in the hearth of St Pete. It is in a great location, safe & quiet neighborhood, easy-to-access, just a short drive or bike ride away (5-10 minutes) to many good restaurants, grocery stores, museums, library, coffee place, breweries, hospitals, bars and night clubs in downtown & sandy white beaches. Jumped in the sun runner or public transport to downtown or beaches. Perfect for long stay.

A well-equipped kitchen features wooden cabinets and a spacious granite countertop with seating for two. Stainless steel appliances, including an oven, microwave, and coffee maker, are visible. Natural light streams in, highlighting the modern design and warm tones of the space.

4.9 out of 5 average rating, 154 reviews

B - BEACH HOUSE 3 MIN WALK TO THE BEACH

3 MIN WALK TO THE BEACH. beach cottage, 2 br, 1 bath, well equipped kitchen, Beautyrest beds, very clean. all included, 4 beach chairs, a cooler, beach toys, 18 towels: 4 beach, 4 shower, 4 hand, 4 face cloths, 2 kitchen towels, no stairs, parking up frond for 4 cars, outdoor sitting+ dining, charcoal grill, private laundry room free, high speed Internet 200 megabytes, cable TV, Wi-Fi, short walk to baseball /pickleball/ tennis/ basketball/ skateboard field, no steps.

Popular amenities for Bay Pines cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Cottage in Clearwater Beach

A charming duplex features a bright pink exterior with white awnings. A swing and patio chairs are located in the front yard, surrounded by potted plants. Bicycles are parked nearby, enhancing the inviting atmosphere of this beachside property.

4.78 out of 5 average rating, 157 reviews

Pink Gulfside Cottage, Steps to Beach, Pets OK

4.98 out of 5 average rating, 42 reviews

Beachy Keen Cottage A only steps to the Beach

New Listing Hidden Gem 3 Bedroom Home

4.91 out of 5 average rating, 100 reviews

A private hot tub is positioned on a wooden deck, outfitted with two black chairs and a small table. The cottage features a light blue exterior with a white door framed by two towels. A pergola with climbing plants is visible in the background.

Cottage in Safety Harbor

Heart of Safety Harbor | Hot Tub | Luxe Comfort

The view from the balcony showcases palm trees lining the street and a glimpse of the pool area below. The surroundings include residential homes, with the main road leading to various local attractions just beyond the tranquil setting.

Cottage in Sunset Beach

Sunset Beach cozy boutique cottage

Cottage in Clearwater Beach

The exterior view of a charming blue cottage is presented, featuring white accents and shutters. Two light-colored lounge chairs are positioned on the paved front area. Lush greenery surrounds the property, enhancing the inviting beach house vibe.

4.78 out of 5 average rating, 161 reviews

Corner Cottage Sleeps 5, Steps to Beach, Pets OK.

4.84 out of 5 average rating, 106 reviews

A charming coastal cottage is depicted, featuring a welcoming front porch with rocking chairs and vibrant seating. Lush plants in decorative pots frame the entrance. The exterior is painted in soft grey tones, complemented by white shutters and a serene pathway leading to the door.

Cottage in Crystal Beach

Happy Camper Cottage | Cozy Oasis with Hot Tub

A bright and airy seating area features a hanging chair and a cozy sofa, adorned with colorful cushions. Natural light floods in through large windows, complemented by light-toned wooden flooring and a textured pink area rug that adds warmth to the space.

4.98 out of 5 average rating, 66 reviews

Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail

Pet-friendly cottage rentals

A spacious living area features a light-colored couch and a coordinating armchair, positioned on a decorative area rug. A wooden TV stand holds a flat-screen television. Wall art adds color, while a ceiling fan provides comfort. Natural light filters through the windows.

4.81 out of 5 average rating, 72 reviews

Cottage by the Coast 2 bd - Pet Friendly

Cottage in Independence Square

The living area features a high, wooden ceiling with a decorative octagonal window, allowing natural light to fill the space. Comfortable seating includes a blue sofa and a floral-patterned chair, positioned near large windows that frame views of the outdoor patio.

4.76 out of 5 average rating, 37 reviews

Yachtsman Gulf front on sand, Sleeps 6 Heated Pool

A single-story cottage features a pink exterior with large windows allowing natural light. A landscaped garden with decorative stones is visible in the front. White chairs are placed near the entrance, and ample parking spaces are provided in the driveway.

4.9 out of 5 average rating, 311 reviews

Vintage Florida Beach Cottage B

4.95 out of 5 average rating, 213 reviews

Cottage in Dunedin

Perfect Location Cottage in Delightful Dunedin

4.77 out of 5 average rating, 39 reviews

A light-filled living area features a blend of comfortable seating, including a leather sofa and a recliner. A dining table is positioned near the sliding doors that lead to the deck, while a colorful area rug adds a vibrant touch underfoot.

Cottage in Sunset Beach

Coveted Sunset Beach Rental: Beautiful 2 Bdrm

A charming cottage exterior is highlighted by vibrant blue accents on the door and window frames. Lush palm trees surround the property, and a pathway of red bricks leads to the entrance. Gravel landscaping complements the home, enhancing its welcoming appearance.

4.7 out of 5 average rating, 218 reviews

Beachy Paradise

An outdoor area features a spa surrounded by shaded seating and a dining table. A grill sits nearby, with a relaxing green lawn and tropical plants enhancing the space. A shade umbrella provides cover for the seating area, ensuring comfort on sunny days.

4.7 out of 5 average rating, 10 reviews

Turtle Nest A

4.74 out of 5 average rating, 53 reviews

A charming cottage with a bright green exterior is presented, featuring a welcoming orange front door. A covered porch is adorned with two white rocking chairs and a potted plant, creating a cozy space for relaxation. The surrounding area includes well-maintained landscaping.

Cottage in Gulfport

The Cottage at Wishing Well, Gulfport

Private cottage rentals

The cottage exterior features a charming pink facade with decorative accents and a welcoming front entrance. Two vibrant pink chairs are positioned on the brick pathway, framed by lush greenery. Large windows provide ample natural light, while colorful artistic details add character.

4.76 out of 5 average rating, 294 reviews

Mermaid BeachCottage 3gulfside (30 steps to beach)

A modern living room is depicted, featuring a gray sofa with patterned accent pillows, a yellow armchair, and two circular coffee tables. Natural light filters through sheer curtains. A lamp and television are positioned in the background, with a green plant visible in the foreground.

4.91 out of 5 average rating, 85 reviews

Beach Bliss Suite - New Steps to Beach and Sand

A vibrant exterior of the in-law suite is showcased, featuring a colorful octopus mural on blue siding. A wooden pathway leads through a grassy yard surrounded by tropical plants, creating an inviting and playful outdoor space.

Cottage in Historic Kenwood

4.83 out of 5 average rating, 220 reviews

OctoPad/Cozy 2bdrm Private Suite

Cottage in Clearwater Beach

A charming beach home features a welcoming front deck with white railings and lush flowerbeds. The exterior showcases a combination of light-colored siding and a gabled roof, flanked by palm trees. The surroundings indicate a quiet neighborhood with nearby residential buildings.

5 out of 5 average rating, 39 reviews

NEW! 2BR/2BA Finest Vacation Home Steps to Beach

4.93 out of 5 average rating, 138 reviews

A round dining table with a dark wood finish is accompanied by four white wooden chairs. The chairs feature a classic design, and the arrangement is set on a light marble floor, with kitchen cabinetry visible in the background.

Cottage in Madeira Beach

Flipper's @ Mad Beach Cottage

4.96 out of 5 average rating, 135 reviews

A light-colored cottage exterior is presented, featuring a welcoming front staircase with wooden steps. Decorative wreaths adorn the front door, complemented by potted plants hanging on either side. Lush greenery surrounds the property, enhancing the outdoor setting.

Cottage in Dunedin

BeachBunkies Cottage 2. Four miles to the beach!

4.85 out of 5 average rating, 13 reviews

A spacious area features a comfortable seating arrangement, including a grey sofa and patterned accent chairs. In the background, a large bed is flanked by bedside tables with lamps. Natural light filters in through patterned curtains, enhancing the inviting room ambiance.

Cottage in Palm Harbor

Private Oasis Luxury King Bed Walk To Restaurants

A patio area is visible featuring two dark wicker chairs with cushions, positioned next to a small potted plant. A sandy pathway leads toward the beach, with a clear view of the sky filled with soft clouds, enhancing the beachside surroundings.