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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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Apartment in Saint Pete Beach

4.88 out of 5 average rating, 183 reviews

Poolside Paradise with Patio, Steps from Beach

This condo is direct pool front in a Gulf facing building, a premier location within this wonderful complex. Our kitchen is remodeled and has all you need for your poolside vacation, and you can enjoy your meals directly out the door on your private patio, with a view! The bedroom contains a comfortable queen bed, and a queen pullout is available in the living room. All the action of St Pete Beach is walking distance, but the complex is tucked quietly off the main road with direct beach access.

Nov 19 – 26

G$29,088 GYD per night

Apartment in Treasure Island

4.91 out of 5 average rating, 278 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.

Oct 16 – 23

G$30,542 GYD per night

Home in Holmes Beach

4.95 out of 5 average rating, 158 reviews

Sea AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

Nov 22 – 29

G$64,594 GYD per night

Island in Sarasota

4.97 out of 5 average rating, 301 reviews

NEW MAY CX! last min SALE Sarasota #1 Luxury!

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 8 – 15

G$131,790 GYD per night

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.

Sep 6 – 13

G$78,900 GYD per night

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.

Sep 30 – Oct 7

G$25,111 GYD per night

Apartment in Treasure Island

4.92 out of 5 average rating, 162 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.

Apr 14 – 21

G$26,562 GYD per night

Apartment in Anna Maria

5.0 out of 5 average rating, 8 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.

Jan 10 – 17

G$43,370 GYD per night

Condo in Bradenton Beach

4.91 out of 5 average rating, 129 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.

Nov 21 – 28

G$68,109 GYD per night

Condo in Indian Shores

4.96 out of 5 average rating, 143 reviews

1 BR direct beachfront! Now avail. 8/29-9/11.

Our condo is directly on the beach!! It is close to restaurants and dining, mini-golf, Clearwater and St. Pete's Beach. About 25 miles from Tampa, Florida for the Buccaneers NFL football and Lightning NHL hockey! We are about 37 miles from Busch Gardens. Only 95 miles to Disney World in Orlando! Mini-golf right across the street! You’ll love my place because of the neighborhood. My place is good for couples, small families, solo adventurers, and business travelers.

Dec 4 – 11

G$30,633 GYD per night

Condo in Holmes Beach

4.96 out of 5 average rating, 116 reviews

Beautiful beachfront condo for perfect vacation

Beautiful, cozy, elegantly furnished, spacious (1350 sqf with a large terrace), beachfront, 2 bedroom - 2 bathroom condominium, in the best managed, boutique-style gulf front residential complex on Anna Maria Island in Florida for an ideal vacation. Heated pool and hot tub, 2 tennis courts, 2 elevators, top floor unit, high speed internet, washer/dryer in unit, beach chairs, close to supermarket (Publix) and restaurants, free island trolley, rich cultural life.

Jul 20 – 27

G$53,462 GYD per night

Guesthouse in Bradenton Beach

5.0 out of 5 average rating, 121 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.

Jan 9 – 16

G$55,140 GYD per night

Vacation rentals for every style

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Popular amenities for Anna Maria beachfront rentals

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

Apartment in Redington Shores

4.96 out of 5 average rating, 112 reviews

Beach Avenue #6-Steps from the Beach

Sep 10 – 17

G$32,050 GYD per night

Apartment in Indian Rocks Beach

4.93 out of 5 average rating, 119 reviews

Vintage Florida Beach Efficiency

Nov 16 – 23

G$19,471 GYD per night

Bungalow in Indian Shores

4.81 out of 5 average rating, 278 reviews

Cozy Unit #1 of a Two Unit Beach Bungalow

Sep 13 – 20

G$27,636 GYD per night

Condo in Redington Shores

4.82 out of 5 average rating, 146 reviews

Beach Studio 5

Oct 12 – 19

G$28,077 GYD per night

Condo in Madeira Beach

4.88 out of 5 average rating, 137 reviews

Awesome Madeira Beach Location Close To It all!!!

Jul 31 – Aug 7

G$24,288 GYD per night

Condo in Redington Shores

4.83 out of 5 average rating, 186 reviews

Beachside 1 Bedroom Condo on Redington Beach!

Dec 17 – 24

G$26,998 GYD per night

Condo in Treasure Island

4.89 out of 5 average rating, 150 reviews

Beachfront Condo in Exclusive Resort

Nov 3 – 10

G$115,208 GYD per night

Apartment in Bradenton Beach

4.83 out of 5 average rating, 105 reviews

Tortuga Inn Beach Resort # 229 Island Condo, 2Bdrm

Dec 5 – 12

G$64,544 GYD per night

Beachfront home rentals with a pool

Condo in Holmes Beach

4.91 out of 5 average rating, 158 reviews

Anna Maria Beach Place...footsteps to the sands

Apr 3 – 10

G$47,139 GYD per night

Apartment in Ruskin

4.84 out of 5 average rating, 102 reviews

Sunset Del Mar (Studio with view of Tampa Bay)

Dec 4 – 11

G$28,444 GYD per night

Condo in Longboat Key

4.8 out of 5 average rating, 212 reviews

SRQ/Longboat Key Beach - kid friendly/romantic B1

Nov 13 – 20

G$41,154 GYD per night

Condo in Tampa

4.95 out of 5 average rating, 131 reviews

Waterfront condo with sunset views of Tampa Bay.

Oct 4 – 11

G$30,815 GYD per night

Condo in Longboat Key

4.97 out of 5 average rating, 148 reviews

Sunset Views - Open May 13 & 14 - $175/nt!

Apr 6 – 13

G$66,079 GYD per night

Condo in Longboat Key

4.93 out of 5 average rating, 144 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Dec 14 – 21

G$64,264 GYD per night

Condo in Treasure Island

4.94 out of 5 average rating, 179 reviews

Where the Sun Meets the Water

Dec 16 – 23

G$24,403 GYD per night

Condo in Madeira Beach

4.94 out of 5 average rating, 116 reviews

Madeira Beach Cottage steps from Gulf.

Aug 7 – 14

G$24,839 GYD per night

Private beachfront home rentals

Condo in Anna Maria

5.0 out of 5 average rating, 8 reviews

Barefoot Mermaid 4

Sep 25 – Oct 2

G$56,276 GYD per night

Home in Anna Maria

4.93 out of 5 average rating, 43 reviews

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

Aug 28 – Sep 4

G$105,015 GYD per night

Home in Anna Maria

5.0 out of 5 average rating, 33 reviews

ami skyview

Dec 1 – 8

G$209,829 GYD per night

Home in Anna Maria

4.96 out of 5 average rating, 28 reviews

Anna Maria Chateau. Private Pool home

Oct 30 – Nov 6

G$139,312 GYD per night

Home in Anna Maria

5.0 out of 5 average rating, 10 reviews

༄ Sunset Shore on Anna Maria Island ༄

Oct 18 – 25

G$154,721 GYD per night

Home in Anna Maria

5.0 out of 5 average rating, 3 reviews

Pirates Bay by Beach Boutique Rentals

Nov 7 – 14

G$202,640 GYD per night

Home in Anna Maria

5.0 out of 5 average rating, 11 reviews

Veselka - Canal front w private heated pool & dock

Nov 6 – 13

G$161,444 GYD per night

Home in Bradenton Beach

5.0 out of 5 average rating, 10 reviews

New! Sunset Beach View/Trolley/Bridge Street!

Jan 7 – 14

G$159,510 GYD per night

Quick stats about beachfront rentals in Anna Maria

Total rentals
30 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.5K reviews
Nightly prices starting at
G$45,998 GYD before taxes and fees

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