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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 Siesta Key

4.96 out of 5 average rating, 295 reviews

WE ARE OPEN—On the Beach; Siesta Key SunBum Studio

WE ARE OPEN POST OCT STORMS :) Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, new gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. Enjoy 2 free bikes day rental with booking!

Condo in Bradenton Beach

4.91 out of 5 average rating, 150 reviews

Post storm Re-Opening November 5 Anna Maria Island

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

Guest suite in Indian Beach-Sapphire Shores

4.99 out of 5 average rating, 210 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!

Home in Bradenton Beach

4.97 out of 5 average rating, 159 reviews

Welcoming Back Guest: Jan 1, 2025!

Less than a 2 minute WALK from the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. With 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 a bathroom on opposite ends of the house (a pocket door adds privacy). Private heated salt water pool sits amidst the lush tropical yard. Hop on the free A/C'ed trolley and explore Florida's gorgeous Anna Maria Island.

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 Longboat Key

4.98 out of 5 average rating, 170 reviews

Sunset View Condo!

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, 147 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.

Condo in Bradenton

4.98 out of 5 average rating, 190 reviews

Shorewalk full condo IMG Beaches Anna Maria

1174 Sqft first floor 2 bedroom and 2 bathroom with a nice kitchen full condo in the beautiful Shorewalk community. Within very short walking distance to movies, groceries ,shopping and dining This condo is about 9 miles from Sarasota airport and about 13 miles from downtown Sarasota, about 6.8miles from the Bradenton Beach , about 10 miles from Anna Maria Island Less than 1 mile to the big gate of the IMG academy

Home in Sarasota

5 out of 5 average rating, 300 reviews

Stunning Luxe Casita- Gateway to Siesta Beach

Newly built and completed in 2019; this guest house is just a few minutes walk to one of the world's best beaches, Siesta Key. Your own private drive to this elegant secluded enclave is close to shopping, restaurants and all the fun Sarasota and Siesta Key offer. Tall ceilings, double pane windows, extraordinary insulation, beautiful finishes and furnishing details make this an unusually quiet and comfortable refuge.

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, 165 reviews

Siesta Key #1 Beach, pickle ball & tennis paradise

SIESTA KEY IS GETTING BACK TO NORMAL! WE ARE OPEN! 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.

Vacation rentals for every style

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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, 117 reviews

Cozy Coastal Getaway 2 min Walk to Beach & Village

Rental unit in Indian Rocks Beach

4.94 out of 5 average rating, 141 reviews

Vintage Florida Beach Efficiency

Rental unit in Indian Shores

4.96 out of 5 average rating, 116 reviews

Beach Front Condo!

Rental unit in Dunedin

4.95 out of 5 average rating, 176 reviews

Cozy Apartment Overlooking Downtown Dunedin

Rental unit in Pinellas Park

4.87 out of 5 average rating, 100 reviews

“Oasis Terrace”

Rental unit in Holmes Beach

4.96 out of 5 average rating, 155 reviews

Cabin 1 at Spinnakers Vacation Cottages

Rental unit in Sarasota

4.82 out of 5 average rating, 194 reviews

"Blue Butterfly" Cozy Cottage Close to SIESTA KEY

Rental unit in Sunset Beach

4.94 out of 5 average rating, 249 reviews

West Coast Beach Pad - One Block to Beach Access

House rentals with beach access

Home in Longboat Key

4.96 out of 5 average rating, 69 reviews

Beautiful Beach House

Home in Holmes Beach

4.97 out of 5 average rating, 128 reviews

Twin Palms: Big House Steps to Beach w/Lush Pool

Home in Bradenton

5 out of 5 average rating, 117 reviews

No Storm Damage! We Have Power!HeatedPool.Firepit!

Home in Siesta Key

5 out of 5 average rating, 137 reviews

Beach, Village, Dock & Private Pool! One-of-a-kind

Home in Sarasota

4.88 out of 5 average rating, 145 reviews

5 minutes to private Siesta Key Beach + 2 pools

Home in Holmes Beach

5 out of 5 average rating, 37 reviews

Couple’s Seatreat Summer Rate Specials

Home in Anna Maria

4.78 out of 5 average rating, 187 reviews

Charming Beach house amongst huge Banyon Trees

Home in Sarasota

4.91 out of 5 average rating, 117 reviews

Cozy Beach House next to Siesta Key

Condo rentals with beach access

Condo in Siesta Key

4.82 out of 5 average rating, 205 reviews

No Damage: Cozy 1BR Beach Condo on Siesta Key!

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 Treasure Island

4.95 out of 5 average rating, 102 reviews

Waterside Studio in the heart of TI, walk to beach

Condo in Indian Shores

4.99 out of 5 average rating, 108 reviews

Tropical Beachfront Penthouse-Beach Cottages II

Condo in Treasure Island

4.99 out of 5 average rating, 168 reviews

Spectacular beach to bay views from this resort.

Condo in Sarasota

4.92 out of 5 average rating, 135 reviews

Cottage on Siesta Key Your own getaway!

Condo in Holmes Beach

4.85 out of 5 average rating, 143 reviews

Anna Maria Island-just a few steps to the beach

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

Destinations to explore