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Vacation rentals with beach access in Longboat Key

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Top-rated beach access rentals in Longboat Key

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Home in Longboat Key

4.86 out of 5 average rating, 110 reviews

Summer House longboat key

Luxurious waterfront 3 Bedroom home with bay and and canal view with extra dock that can accommodate up to 21 ft+-heated pool, tropical landscaping with coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach, It is a private home nestled on a canal that is 2 houses from Sarasota Bay. Our home is situated in the desirable quiet neighborhood of Country Club Shore minutes from at Armand’s circle

Condo in Bradenton Beach

4.91 out of 5 average rating, 150 reviews

Beachfront condo in paradise open after the storms

Stop searching you found your beachfront vacation. No sitting in traffic for 90 minutes to get over the drawbridge to Anna Maria Island and looking to park for $20 an hour. You only have to go down 14 stairs from your second-floor condo to have your toes in the powder soft sand. Enjoy the sunset from your balcony as it sinks into the Gulf. Perfect for a romantic couple getaway or bring the kids for a fun stay at the beach. One of the best values on AMI as featured by trip101 article in pics 2&3

Condo in Holmes Beach

4.98 out of 5 average rating, 115 reviews

NEW listing on AMI! Walk to fabulous beach front!

Updated, well appointed, clean and comfortable, my unit at Sandy Pointe II is in a secluded setting just a few minutes walk to a less crowded, quieter section of beautiful AMI beach. From here the Island is at your fingertips! Sink your toes into beautiful white sand, watch gorgeous sunrise and sunsets, enjoy the island vibe and music at our many restaurants! A FREE Island trolly stop is steps from our entrance with grocery, drug store, beach shops and so much more just across E Bay Dr.

Guest suite in Indian Beach-Sapphire Shores

4.99 out of 5 average rating, 211 reviews

The Sapphire Suite 1Bed/1Bath

Beautifully elegant suite with a relaxing touch. A pleasant mix of Hispanic and Modern decor in a newly renovated living area complete with all necessities such as wifi, an outdoor patio and your own free parking. The suite is located MINUTES away from all of Sarasota's famous hotspots! It is down the street from Jungle Gardens. A 10minute walk to The Ringling Museum. 10minute drive to Downtown, 15 minute drive to both Siesta Key and St. Armand's Circle. It could not be located more ideally!

Condo in Longboat Key

4.91 out of 5 average rating, 160 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf of Mexico and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

Condo in Bradenton Beach

4.87 out of 5 average rating, 114 reviews

Charming and Updated 1 Bedroom in Runaway Bay

Our charming 1 BR/ 1 Bath condo is a new to the rental market. It was formerly owner occupied. The property is in the Bradenton Beach area of Anna Maria Island. Beach is right across the street with deeded access. The pool is the largest heated pool on the island. Fitness center has newer equipment. There is a fishing pier which also works as a great way to enjoy beautiful views of the Anna Maria sound. Free trolley stop is right in front of the property. Washer/dryer in unit.

Home in Bradenton Beach

4.97 out of 5 average rating, 159 reviews

BACK Jan 1! Newly Renovated! STEPS 2 Private Beach

NEW Pics Coming! Less than a 2 min WALK to the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. Large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with bathrooms on opposite ends of the house (a pocket door adds privacy). Private heated saltwater pool sits amidst the tropical yard. Hop on the free trolley and explore Florida's gorgeous Anna Maria Island.

Condo in Longboat Key

4.98 out of 5 average rating, 170 reviews

Cozy Condo by the Water!

This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and onward to the secluded beach with loungers and sun umbrellas. Enjoy a relaxing vacation at our peaceful condo at The Beach on Longboat Key Resort!

Guesthouse in Bradenton Beach

5 out of 5 average rating, 148 reviews

Bradenton Beach Sunsets 1, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

Cottage in Anna Maria

4.96 out of 5 average rating, 224 reviews

Turtle Cottage - Anna Maria Island

Great 1 bedroom, 1 bathroom cottage on the quiet north end of the island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Gladiolus Street/Alamanda Road. Spectacular sunrises are just a short walk away at the Rod and Reel Pier, and the sunsets at Bean Point Beach are second to none, just a few blocks away. This great getaway sleeps up to 4.

Island in Sarasota

4.97 out of 5 average rating, 317 reviews

New NOV Openings! Sarasota #1 Lux BEACH Villa

BOOK 2024 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Serviced apartment in Siesta Key

4.99 out of 5 average rating, 167 reviews

Siesta Key #1 Beach, pickle ball & tennis paradise

BEST SPOT AT SIESTA KEY BEACH. Beautiful apartment in Siesta Key Beach. Fully equipped. Condo hotel, on the best area of the beach in Siesta. Main bedroom with King bed. 2nd room with two single beds. Queen sofa bed in the living room. Pack n Play & high chair for children. 1200 MB Wifi. 70” Smart TV, 2 55” TVs Nesspreso, Keurig.

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Popular amenities for Longboat Key beach access rentals

Free parking on premises

Air conditioning

Apartment rentals with beach access

Rental unit in Siesta Key

4.98 out of 5 average rating, 119 reviews

Cozy Coastal Getaway 2 min Walk to Beach & Village

Rental unit in Indian Rocks Beach

4.94 out of 5 average rating, 142 reviews

Vintage Florida Beach Efficiency

Rental unit in Treasure Island

4.84 out of 5 average rating, 378 reviews

Treasure Island Beach Unit

Rental unit in Holmes Beach

4.97 out of 5 average rating, 189 reviews

Crows Nest at Spinnakers Vacation Cottages

Rental unit in Indian Shores

4.95 out of 5 average rating, 122 reviews

Beach Front Condo!

Rental unit in Indian Rocks Beach

4.95 out of 5 average rating, 152 reviews

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

Rental unit in Pinellas Park

4.86 out of 5 average rating, 153 reviews

Cozy little getaway

Rental unit in Sarasota

4.81 out of 5 average rating, 197 reviews

"Blue Butterfly" Cozy Cottage Close to SIESTA KEY

House rentals with beach access

Home in Bradenton Beach

5 out of 5 average rating, 46 reviews

Beach front! Trolley/Sunsets/Pier/Restaurants!

Home in Bradenton

5 out of 5 average rating, 118 reviews

HTDPool~2KingSuites~3BathRm~FIREpit~Airhockey~CRIB

Home in Anna Maria

4.78 out of 5 average rating, 188 reviews

Charming Beach house amongst huge Banyon Trees

Home in Anna Maria

4.99 out of 5 average rating, 102 reviews

1 block to Beach on Pine Ave! Private Pool Oasis

Home in Indian Rocks Beach

4.98 out of 5 average rating, 119 reviews

Beachfront Bungalow w/ Pool & Hot Tub in IRB

Home in Bradenton

4.89 out of 5 average rating, 104 reviews

Amazing Game Room-86°Pool/Spa-Beaches-Dog Friendly

Home in Indian Rocks Beach

4.84 out of 5 average rating, 325 reviews

Stunning views! Spot dolphins from the pool!

Home in Sarasota

4.91 out of 5 average rating, 116 reviews

Home near Lido Beach - Hot Tub + Fire Pit

Condo rentals with beach access

Condo in Indian Shores

4.96 out of 5 average rating, 112 reviews

Serenity by the Sea * Steps to the Ocean*

Condo in Siesta Key

4.93 out of 5 average rating, 192 reviews

Steps away from beach and village! #1 in Siesta!

Condo in Siesta Key

4.96 out of 5 average rating, 112 reviews

2 Bed/2 Bath Condo Resort View on Siesta Key Beach

Condo in Indian Shores

4.99 out of 5 average rating, 108 reviews

Tropical Beachfront Penthouse-Beach Cottages II

Condo in Siesta Key

4.93 out of 5 average rating, 222 reviews

Private Siesta Key Escape

Condo in Bradenton

4.98 out of 5 average rating, 169 reviews

Shorewalk full condo AnnaMaria Beaches IMG

Condo in Siesta Key

4.94 out of 5 average rating, 152 reviews

Sea Club 2-Relaxing Siesta Key Condo-Mermaids Rest

Condo in Holmes Beach

4.99 out of 5 average rating, 131 reviews

Beach Escape - Make Memories on Anna Maria Island!

Quick stats about vacation rentals with beach access in Longboat Key

Total rentals
420 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
4.2K reviews
Family-friendly rentals
340 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
360 properties have a pool

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