Beachfront vacation rentals in Anna Maria

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Top-rated beachfront rentals in Anna Maria

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Guest favorite

Apartment in Treasure Island

4.91 out of 5 average rating, 279 reviews

Attractive Beachfront Studio - Live Like a Local!

The true treasure of Treasure Island! Tucked right off of Gulf Blvd, on a secluded beach, this comfortable newly remodeled private studio is nestled on a lushly landscaped beachfront residential property with renters on-site. This cozy spot is all about barefoot luxury — you're just steps from the beach and biking or walking distance to laid back beach bars, live music & restaurants. Please note: There’s no guest parking available, but paid parking is nearby as well as a frequent public trolley.

Jul 21 – 28

R2,620 ZAR per night

Guest favorite

Island in Sarasota

4.97 out of 5 average rating, 303 reviews

*NEW May 17 CX 30% OFF! Sarasota #1 Luxury Villa*

Check our nearby sister properties for 2024 dates by clicking our host picture, then click picture again or "contact host". Or BOOK 2024 NOW, 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!

Jan 6 – 13

R11,711 ZAR per night

Guest favorite

Home in Anna Maria

5.0 out of 5 average rating, 13 reviews

Lamantin- 2 bed/2bath North End, beach 2 min walk

Welcome to the Lamantin, duplex on the North End of Anna Maria directly across from the beach with direct beach access 2 properties away. Relax at this updated 2 bed/2 bath tropical unit that has everything you could ask for. Rent one unit or both. Perfect for a group of extended family and friends. The master features a queen-size bed and ensuite bathroom. The second bedroom has a king-size bed. The updated kitchen is equipped with all the basics, including pots/pans to make a delicious meal.

Oct 17 – 24

R7,829 ZAR per night

Guest favorite

Home in Anna Maria

4.93 out of 5 average rating, 45 reviews

Beach House w/Private Pool & Hot Tub by Bean Point

Adorable beach cottage on the north end of Anna Maria Island! The beach access trail to the famous Bean Point beach is right by the house. This 3 bedroom 2 bathroom home is situated on a corner lot on a quiet street and is located just steps to the beaches of the Gulf of Mexico. Enjoy the private pool and hot tub, surrounded by tropical landscaping. Tons of beach gear included! It is located in a great area to explore by bike, ride to Pine Ave., Bayfront Park, the Rod & Reel Pier, etc....

Aug 20 – 27

R9,407 ZAR per night

Guest favorite

Guest suite in Bradenton

4.9 out of 5 average rating, 289 reviews

WOW-Walk 2 Restaurants-King Bed-Near Beaches & IMG

Affordable unit is an approx 450sq foot efficiency which includes a large King bed and bathroom, a full fridge, microwave and coffee pot. This unit does not have a kitchen but there is access to a grill with side burners on the shared back deck area. Off street parking. Bikes to use. There’s cable TV/Roku with fast WIFI. Unit is attached Downtown Bradenton location. It is around the corner from the Riverwalk, bars, and entertainment. Close to beaches. Great for couples or a single traveler.

Jun 4 – 11

R2,231 ZAR per night

Guest favorite

Apartment in Treasure Island

4.92 out of 5 average rating, 163 reviews

Treasure Island Beach Apartment #1

Location! Situated on Gulf Blvd, directly across from the 123rd Street beach access in Treasure Island. Walk to John's Pass for restaurants, shopping, bars and music, boat trips and fishing. Two bedroom, one bath private apartment, with all the amenities you need for a great beach vacation - beach chairs, umbrella, cooler, barbecue, bicycles. Master bedroom has queen bed, and Roku tv. Smaller bedroom has twin trundle bed, perfect for the kids. Full kitchen. Off street parking for one car.

Sep 18 – 25

R2,360 ZAR per night

Guest favorite

Apartment in Anna Maria

5.0 out of 5 average rating, 9 reviews

Canal front 1 BR on Pine Ave

This cute 1 Bedroom / 1 Bath efficiency is canal front and right in the heart of Pine Ave, on the North end of Anna Maria city. So many boutiques, stores, a small grocery store, ice cream shops and more along this very short 0.6 mile avenue!! Turn left and run into Tampa Bay and the Anna Maria City Pier or turn right and fall into the Gulf of Mexico. It is a very active area, including the Anna Maria Island Historical Society and the Old City Jail. 21 years or older- ID may be requested.

Nov 14 – 21

R3,854 ZAR per night

Guest favorite

Condo in Bradenton Beach

5.0 out of 5 average rating, 17 reviews

AMI Perfect Experience

This condo has been designated as a Guest Favorite. This beautiful ground floor condo offers the best experience and perfect vacation getaway in Anna Maria Island for up to 4 guests. Located steps from the beach, this condo has exceptional value with its amenities, including the largest heated pool on the island, tennis courts, pickleball, bocce ball, workout room, beach chairs, umbrella, noodles, and wagon for those looking to stay active. It has everything you need including location!

Dec 9 – 16

R3,024 ZAR per night

Guest favorite

Condo in Bradenton Beach

4.91 out of 5 average rating, 131 reviews

Beachfront condo in paradise

Relax, you made it, you’re at the beach now. No fighting traffic for 90 minutes to get over the drawbridge to Anna Maria Island and driving around looking for a spot to park. You only have to go down 14 stairs from this 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 whether it be an anniversary, birthday, or some overdue R&R. Or bring the kids for a fun stay at the beach.

Jul 18 – 25

R7,197 ZAR per night

Superhost

Condo in Anna Maria

5.0 out of 5 average rating, 8 reviews

Barefoot Mermaid 4

Welcome to "Barefoot Mermaid 4" a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Island. The serene location of this property is just amazing. Located steps, less than 50 ft to white powder sand beaches of the Gulf of Mexico and less than a few flip flop steps to the restaurants and shops on Pine Ave and the free island trolley service. "Barefoot Mermaid 4" is the Southwest unit of 4 units located within The Gulf Queen Apartments.

Dec 21 – 28

R7,806 ZAR per night

Guest favorite

Villa in Redington Shores

4.92 out of 5 average rating, 127 reviews

Peaceful 1 min to sand W/D Priv patio

Washer/dryer in unit. 1 house to beach entrance on beach side. 1 of 3 units in peaceful beachside villa in charming Redington Shores. Beach is wide, beautiful, less crowded, goes for miles.. Walking distance to many restaurants. Full kitchen, separate bedroom. Private patio. Quiet ductless AC, FREE PARKING in front, reliable WIFI, Smart TVs, BEACH supplies. 1 bedroom queen bed, separate living room comfortable pullout sofa. 2 more units available; 1 bdm & 2 bdm.

Aug 6 – 13

R2,914 ZAR per night

Guest favorite

Guesthouse in Bradenton Beach

5.0 out of 5 average rating, 123 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.

Aug 3 – 10

R4,900 ZAR per night