Holiday rentals with beach access in Sand Key

4.97 out of 5 average rating, 132 reviews

Apartment in Clearwater

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄‍♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

A roadside view of a pink cottage features large windows inviting natural light. A white door is visible, with two chairs placed on the gravel-covered area. Surrounding greenery enhances the outdoor space, while a parking lot provides convenient access.

4.95 out of 5 average rating, 194 reviews

Vintage Florida Beach Efficiency

Just a short walk to the beach, this a great beach getaway for couples or families with one child. On your way stop at the Cooky Coconut for lunch, an awesome milkshake or a variety of snacks. With a totally new renovation in 2024, this unit is updated, very clean & worry free. This cottage is located in a quiet residential neighborhood and a great place to relax. Laundry on shared screened porch. Dogs allowed ($35 extra) add them on # of guests page . Easy refund policy. Level 2 EV charger

4.96 out of 5 average rating, 140 reviews

A spacious living area is furnished with a large, L-shaped gray sofa, providing comfort for relaxation. A flat-screen television is mounted on the wall opposite the sofa, while natural light enters through two windows, dressed with light curtains. A decorative rug and a console table add to the inviting ambiance.

Place to stay in Dunedin

The Zen Den Studio

Welcome to our home away from home, where you can relax and take it easy or enjoy all the excitement close by. Our Seaside Studio sleeps 2 guests comfortably, one queen size bed, one queen sofa bed, 1 full bath, and a fully stocked kitchen. Our studio provides all the amenities of a home with an extraordinary location close to all of your vacation needs. You can take a walk to the Blue Jays Stadium, you are 1 Mile to Downtown Dunedin where restaurants and shops awaiting to please your palate.

An aerial view captures a large heated pool surrounded by a spacious patio area. Several lounge chairs are positioned near the water, with umbrellas offering shade. A dining table is visible near the grill, while the building in the background consists of multiple units.

4.98 out of 5 average rating, 122 reviews

NEW! Manatee Way! Heated Pool! Steps to beach!

Everything is brand new in this newly renovated vacation rental. Located less than a block to the beach & across the street from a park. Enjoy the views of the pool & park from the unit or the private patio. A luxurious King DreamCloud Premier Hybrid Mattress provided in the master bedroom will ensure a glorious nights sleep! Out back is a large HEATED pool, lounge chairs, dining tables, Weber grill, fire pit and more. We provide all your beach needs, towels, umbrella, beach chairs, and more!

4.94 out of 5 average rating, 120 reviews

A bright and airy living room features a large, blue sectional couch adorned with decorative pillows. A flat-screen TV is mounted on a stone accent wall, while natural light filters in through sheer white curtains. A wooden coffee table displays a small decorative tray.

Home in Clearwater

Best Location in Clw! Near Beach & Saltwater Pool!

PRIME LOCATION NEAR BEACH! Welcome to our newly renovated vacation home in beautiful Clearwater, FL. Located in the heart of downtown Clearwater within walking distance to several restaurants and shops and just a few mins drive to Clearwater Beach. This coastal styled home comes with a heated pool (at no extra charge), putting green, and a fun little game room for kids! The entire home is yours to enjoy and comes fully stocked with everything you need for a relaxing beach getaway vacation.

4.86 out of 5 average rating, 109 reviews

A spacious living area features a gray sectional sofa and two patterned armchairs. A large wall clock and artwork with the word 'RELAX' are displayed. Natural light enters through sheer curtains, while a sliding door provides access to the private patio. A coffee table with decorative items is in the center.

Apartment in Clearwater

Clearwater Condo w/Pool Access, 4Mi to Beach!

Clearwater Condo w/Pool Access, 4Mi to Beach! The crystal-blue Gulf Coast is calling from this charming 1-bedroom, 1-bath vacation rental condo just minutes from downtown Clearwater! Spend your days exploring downtown Clearwater or St. Petersburg, or enjoying the heated community pool. This single-story condo comfortably sleeps 2 and boasts tall ceilings, a fully equipped kitchen, private patio, and access to all of the Avalon's community amenities, including a pool, gym, clubhouse & more

Flat in Independence Square

A view from the balcony captures a stunning sunset over the Gulf, where vibrant hues blend in the sky. The sandy beach is visible below, with a winding path leading to the shoreline. Figures can be seen strolling along the beach, adding life to the serene scene.

4.96 out of 5 average rating, 175 reviews

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

The Marquise 204 is a Beautiful 1300sq ft DIRECT beachfront unit! Direct Gulf front views! Top floor corner unit. Small and quiet 10-unit building. Tremendous location for getaways with family and friends. After arriving you can literally leave your car behind and walk to over 10 local restaurants, bars and shops! Enjoy some of the best sunsets you will see in all of Florida from your private balcony! NO PETS. Renter MUST be at least 25 years old. NOTE: TWO flights of stairs NO elevator.

Townhouse in Indian Rocks Beach

A light-filled living area showcases a comfortable sofa adorned with decorative pillows, complemented by a coffee table and a soft area rug. Exposed wooden beams enhance the ceiling's height. A dining table is positioned nearby, with doors leading to additional spaces.

4.89 out of 5 average rating, 222 reviews

Beach Bungalow with Southern Charm, walk to beach

Enjoy semi-private beach access just one block away—a quick 3–5 minute walk from the townhouse—as well as 10+ restaurants, coffee and ice cream shops, boat rentals, parks, playgrounds, a water park, brewery, and nature preserves and trails all within walking distance. Make yourself at home in our cozy three-story townhouse. Spend your days relaxing at the beach, kayaking, exploring local parks and preserves, playing putt putt golf, and more. Our homes are child and infant-friendly!

Bungalow in Indian Rocks Beach

A private tiki hut features a thatched roof, ambient lighting, and a large television. Seating is provided by several lounge chairs and a unique wicker chair, arranged around a stone floor. Lush greenery surrounds the area, enhancing the outdoor experience.

4.9 out of 5 average rating, 138 reviews

Tiki Bungalow | Gorgeous Htd Pool | Steps to Beach

An original early 1900 Indian Rocks Beach bungalow, beautiful and bright with pool! Across Gulf Boulevard from 8th Ave beach access with all the comforts of home. Rest in the tropical garden pool, hang out in the private tiki hut out back , hop on the trolley to explore the area. Many shops and restaurants are within walking distance. Splash Harbour water park at the Holiday Inn is walking distance for a day of fun! Have an unforgettable stay! City tax#1479

Apartment in Clearwater Beach

4.99 out of 5 average rating, 117 reviews

Walk Everywhere! Beach, Pier 60, Dining, Nightlife

Escape to Dock of the Bay! ✅ Two KING suites + sofa bed ✅ 5-minute walk to beach ✅ Stunning waterfront views ✅ Full kitchen ✅ Heated pool & sun deck ✅ Beach gear & wagon ✅ Free parking! 👨‍👩‍👧 Traveling with a group? We also own the condo next door -- “Dock Holiday” (www.airbnb.com/h/dockholiday-clearwaterbeach). Tell your friends or book both together—Dockside Duo (www.airbnb.com/h/docksideduo). Double the space and double the fun!

Apartment in Indian Rocks Beach

A bright living area features a comfortable light-colored sofa and armchairs, complemented by a decorative round coffee table. Large glass doors provide an unobstructed view of the beach and palm trees outside, allowing natural light to fill the space.

4.97 out of 5 average rating, 146 reviews

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

4.96 out of 5 average rating, 195 reviews

A compact kitchen area includes a white refrigerator, an oven, and a microwave, all arranged neatly against light cabinetry. A circular clock in red and black adorns the wall, while a small black dining table with two chairs is positioned in front. Glassware and kitchen accessories are displayed on open shelving.

Flat in Dunedin

Cozy Apartment Overlooking Downtown Dunedin

Historic Home in the heart of Downtown Dunedin, known by locals as the Yellow House. Second floor 1 bedroom apartment is totally renovated. Walk just a few steps to restaurants, bars, shops, and the Pinellas Trail. Home overlooks Pioneer Park where you can enjoy the local farmers market on weekends, concerts, movies, art festivals and much more. Sit on the front porch and see all Dunedin has to offer.

Popular amenities for rentals with beach access in Sand Key

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with beach access

4.95 out of 5 average rating, 100 reviews

A serene outdoor space features a winding pathway of stone slabs leading to a decorative garden statue surrounded by lush palm trees. The natural landscaping provides privacy and a peaceful atmosphere within the courtyard.

Flat in Largo

Hidden Oasis #3, just a few mins to the beach

4.95 out of 5 average rating, 102 reviews

Flat in Clearwater Beach

Anchors UP #2, WALK to Beach, 1 bed/1 bath apt.

4.96 out of 5 average rating, 391 reviews

A charming two-story bungalow surrounded by lush greenery and outdoor seating. The entrance features a set of steps leading to a wooden porch, framed by large windows that invite natural light. The yard includes various plants, enhancing the inviting atmosphere.

Flat in Historic Kenwood

Historic Kenwood Getaway

4.91 out of 5 average rating, 122 reviews

The living area features a spacious couch and a flat-screen television, with a soft area rug anchoring the space. Floor-to-ceiling sliding glass doors provide sweeping ocean views and direct access to the private balcony, creating an inviting connection to the beach.

Flat in Indian Shores

Ocean Front Condo!

4.88 out of 5 average rating, 183 reviews

The living area features a wall-mounted television, a glass coffee table, and a comfortable sofa. A dining table with two chairs and an extra chair are positioned near a window. Soft lighting is provided by a pendant light and ceiling fan.

Flat in Pinellas Park

Cozy little getaway

An aerial view captures the serene coastline and vibrant community of Indian Rocks Beach. The expanse of blue water meets the sandy shore, with buildings and residences lined along the beach. Green parks and water channels are visible, enhancing the coastal atmosphere.

4.96 out of 5 average rating, 113 reviews

Cozy coastal grandmother condo, walk to the beach!

A serene bedroom features a queen-size bed dressed in white linens, with decorative pillows and a navy throw blanket. Soft light filters through vertical blinds, illuminating the space. Artwork adorns the walls, and a dresser with a mirror adds functionality.

4.92 out of 5 average rating, 107 reviews

Beach Retreat ★Epic Sunsets★ Your Paradise!

4.84 out of 5 average rating, 137 reviews

A comfortable green sofa is adorned with patterned throw pillows, sitting across from a light wooden coffee table. A neutral area rug is featured underneath. Natural light enters through large windows, complemented by white walls and decorative elements on display.

Flat in Clearwater

Lovely 1 bedroom rental & patio, close to beach

House rentals with beach access

4.99 out of 5 average rating, 166 reviews

A charming cottage exterior is showcased with a light green facade and a welcoming front porch. Two outdoor chairs are positioned to the sides of the entrance, flanked by tropical plants. The sky features a blend of warm colors during sunset, enhancing the peaceful ambiance.

Home in Gulfport

The Boho - 2BR Gulfport Waterfront District House

4.96 out of 5 average rating, 126 reviews

The exterior of the home features a sandy-colored facade with a bright blue front door. Lush greenery surrounds the property, including trees and shrubs. The fenced yard offers a sense of privacy, and a clear blue sky serves as the backdrop.

Home in Seminole

Beach 5-Min (Near Tampa & Clearwater)

Home in Indian Rocks Beach

A spacious wooden dock extends over calm waters, flanked by moored boats under a clear blue sky. The dock features sturdy railings and provides an inviting access point to the waterfront scenery.

4.85 out of 5 average rating, 256 reviews

Amazing water front view home newly renovated

4.92 out of 5 average rating, 126 reviews

A light-filled living area is furnished with a comfortable grey sofa and two wooden chairs. A round coffee table sits in the center on a natural fiber rug. A wall-mounted TV displays a scenic view, while large windows with blinds allow natural light to enter.

Home in Largo

12 Mins to Beach | Patio&Grill | Fenced Yard

Home in Indian Rocks Beach

A private heated pool is surrounded by a spacious deck featuring lounge chairs and a dining area. Palm trees provide shade while boats are visible at the dock. String lights overhead create a relaxed ambiance, and the tranquil water reflects the blue sky.

4.96 out of 5 average rating, 125 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

Superhost

A rectangular heated pool is surrounded by a screened enclosure, featuring inviting blue water and colorful inflatable pool toys. Lounge chairs are positioned along the edge, with a light brown paver patio enhancing the outdoor space. Lush greenery is visible in the background.

Home in Clearwater

4.89 out of 5 average rating, 119 reviews

Family Fun! Heated Pool/Arcade/Foosball + 2 Kings

Home in Indian Rocks Beach

A spacious living area showcases a large sectional sofa with colorful accent pillows. A light wooden coffee table is centered on a textured rug, while a flat-screen TV hangs on the wall opposite. Bright natural light filters through window treatments, illuminating the inviting ambiance.

4.97 out of 5 average rating, 130 reviews

Turtle's Nest-Golf Cart-Steps to Beach

4.86 out of 5 average rating, 112 reviews

A vibrant outdoor space features a heated pool surrounded by tropical plants and lounge areas. Colorful floats adorn the water, while a built-in barbecue and seating area provide options for relaxation and entertainment. Soft lighting enhances the inviting atmosphere during twilight.

Home in Clearwater

Heated Pool, Golf, FUN! Clearwater Game Villa

Apartment rentals with beach access

A waterfront view showcases the community pier lined with palm trees, providing access to the Intracoastal waterway. The nearby building features balconies and patio furniture under blue umbrellas, enhancing the leisure atmosphere. Multiple docks extend into the clear water, inviting relaxation.

4.99 out of 5 average rating, 109 reviews

Blue Sea Renity -All in between Sunrise to Sunset

Apartment in Indian Rocks Beach

A balcony features a small round table with two folding chairs, providing a view of the sandy beach and clear blue waters. The horizon stretches across the image, with gentle waves lapping at the shore and glimpses of beachgoers in the distance.

4.93 out of 5 average rating, 133 reviews

BEACHFRONT/Panoramic Views of the Gulf #201

Apartment in Clearwater Beach

A cozy sitting area is featured on the private balcony, highlighted by a circular rattan chair adorned with soft cushions. Green plants provide a touch of nature, while water views and boats can be seen beyond the railing, enhancing the relaxing atmosphere.

4.99 out of 5 average rating, 136 reviews

Waterfront Condo | Steps to Clearwater Beach 2King

A doorway opens to a view of the coastal pathway, leading to a sandy beach area. Bright skies and a seating area are visible in the distance, framed by the entrance's surroundings and greenery at the base of the walls.

4.98 out of 5 average rating, 119 reviews

Beachfront 1BR • Steps to Sand & Sunset Views

The image captures a tranquil beachfront scene, featuring lush greenery and sandy paths leading to the Gulf of Mexico. Sunshine glistens on the water, while gentle waves lap against the shore. Tall trees frame the view, enhancing the natural coastal setting.

4.9 out of 5 average rating, 215 reviews

Beautiful Beachfront 2-bedroom

Apartment in Clearwater Beach

A panoramic view captures the beach at sunset, showcasing soft white sand and tranquil turquoise waters. The sun sets gently on the horizon, casting warm colors across the sky and illuminating the landscape.

4.93 out of 5 average rating, 152 reviews

Beachfront Condo with Centerline Sunsets

Apartment in Treasure Island

An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.

4.99 out of 5 average rating, 203 reviews

Spectacular beach to bay views from this resort.

A beachfront balcony features a round table with four striped chairs, inviting outdoor relaxation. The expansive view showcases sandy shores meeting the calm turquoise waters under a clear blue sky. Sliding glass doors provide easy access to the living space.