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(3587 rentals)
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

5608 GULF DR UNIT 111 SUN PLAZA WEST, HOLMES BEACH, FL 34217 VRC Book with confidence: NO CANCELATION FEES Cancellation Policy (Effective for reservations made on or after August 13, 2025) $500 deposit due at time of booking; balance due 60 days prior to arrival Cancel 60+ days before arrival →...

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$337
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Looking for a prime location to vacation? Seagrass Flats Unit 2 is a 2 bedroom/2 bathroom condo that is located less than 75 steps to the Gulf and has a shared heated pool. This unit has been completely renovated both inside and out. Bathrooms and kitchen feature quartz countertops; vinyl plank flooring...

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Featured review

"Would stay again"

I want to start by saying the accommodations were nice and the location is excellent. We would stay here again. The rest of my comments or for the rental company, owner and future renters. The check in...

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$280
avg per night
Pensacola House
Sleeps 12, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Waterfront | Boat Slip | Private Elevator | Hot Tub | Community Pool"Harbor Haven at Yacht Harbor", proudly managed by Beach Getaways, is your luxury coastal getaway in the exclusive Yacht Harbor community. Offering stunning views of Ole River, our spacious retreat is designed for both relaxation...

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$469
avg per night
Clearwater House
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to our 2BR/1BA home, only 10-minute drive from Clearwater Beach. Your stay includes access to fantastic shared amenities a refreshing pool to cool off, a cozy fire pit for evening gatherings, a barbecue area for delicious meals, and even mini golf for some friendly competition. It's the ideal...

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$109
avg per night
Marathon House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Key Lime Sunrise Watch the sunrise & feel the tropical breezes while sipping your coffee from the comfort of the upstairs screened terrace of this lovely and neatly maintained two bedroom two & a half bath home situated on Sombrero Beach Road. This charming getaway is within walking/biking distance...

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Featured review

"We had a very nice visit."

171 10th St. The duplex was very neat. We loved the screened in back porch (had to keep the fans going because of the heat). The pool chairs lacked comfort but we had seen that in the pictures and brought...

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$314
avg per night

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St. Petersburg Condo
Sleeps 2, 1 bedroom, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

A Beautiful condo located in the Bahia Del Mar section of Isla Del Sol. View a glimpse of the Boca Ciega Bay from the balcony, where palm trees sway. The location is a perfect, calm, serene area with a lovely salt water heated pool and hot tub. Watch dolphins frolic in the Boca Ciega Bay while you sip...

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Featured review

"Film crew on location"

I recently worked on a Hallmark movie in st pertersburg Florida. I was the production supervisor and responsible for housing 20 cast and crew. Angie at Sandy Beach Vacation Rentals was my agent. We rented...

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$125
avg per night
Little Torch Key House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Meet your perfect vacation getaway, Maracaibo Manor! Located on Little Torch Key in the highly desirable Jolly Roger Estates neighborhood, with excellent deep water access for boating, diving, fishing and snorkeling at the famous Looe Key Reef.This roomy home has two bedrooms and two bathrooms upstairs,...

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$350
avg per night
New
Santa Rosa Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
27 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Available for December, January, and February Book a minimum of 30 days to receive an exclusive long-term discount. The property boasts a 1-bedroom unit with bunk beds and 1.5 bathrooms. It offers a stunning Gulf view, three heated pools, a hot tub, and private beach access. Enjoy your morning coffee...

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$194
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
13 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

please find more information and all contact details on our personal homepage (see "Links")-----------------------------------------------------------------------------------Our generous and luxurious vacation villa with approximately 2100 sqf is located in a quiet part of SouthWest...

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Featured review

"Relaxation and Comfort at Villa Almost Heaven"

The time we spent at Villa Almost Heaven was amazing — a truly uncomplicated and relaxing experience. The villa is located in a calm and peaceful neighborhood, with shops, restaurants, and opportunities...

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$170
avg per night
Palm Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Condo on the Ocean for rent 2 bedroom 2 bath 1886 ft.²(approx) Exquisite contemporary 2 bedroom, 2 bath lanai apartment on the ocean.. Direct ocean access. Exceptional floor plan. Gallery kitchen and expansive and spacious terrace ideal for entertaining… numerous amenities, including private...

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Featured review

"A step above other locations"

I'm a frequent traveler to Palm Beach and have rented condos and hotel rooms. Had the pleasure of staying at this condo on the beach, and it was an absolutely elegant experience. The condo was impeccably...

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$500
avg per night
Bradenton House
Sleeps 7, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Escape to paradise in our charming 2-bedroom pool house, located just a short drive from the pristine beaches of Anna Maria Island. This beautifully appointed home offers the perfect blend of comfort and style, making it ideal for families or couples seeking a relaxing getaway.Step inside and be greeted...

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$283
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This amazing beachfront 2 bedroom/2 bathroom condo is perfect for an island vacation. This unit is recently under new ownership and has been completely updated with new paint throughout, all new kitchen appliances and brand-new living room and dining room furniture. The unit features a fully-equipped...

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Featured review

"Breach front paradise"

This is our 3rd vacation on AMI and we love it! This condo is a perfect location with beautiful beach and water views. So close you can watch dolphins from the balcony! The rooms are good, master bed very...

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$394
avg per night
Orlando House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Watersong Resort - Davenport, Florida is a 46-acre paradise only 20 minutes to the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy...

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$203
avg per night
Special Offer
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Southern Exposure, 3 br plus a dedicated office space and pet friendly. A spacious and inviting floor plan with vaulted ceilings, large kitchen, laundry inside the home. . . Walk or bike to Vanderbilt Beach and Delnor Wiggins State Park and Beach. . . Very nicely furnished with a coastal cottage decor...

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Featured review

"Fabulous!"

We really enjoyed our stay. The house was very clean and had everything we needed. We loved sitting in the shallow area of the pool or having a drink while watching tv under the covered porch. Thank...

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$370
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Starting Monday, October 20th, work will begin in the pool area at Palm Isle Village and is expected to take approximately two work weeks (Monday–Friday only). The pool will remain open, but please note that certain areas may be taped off for safety, and there will be periods of loud noise from...

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$304
avg per night
Naples House
Sleeps 10, 5 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your own slice of paradise in Naples, Florida. Nestled in a prime location, just 5 blocks away from the vibrant 5th Avenue shops and restaurants, and a mere 2 blocks from the sun-kissed beach, this opulent 3-story estate is a dream come true. With 6 spacious bedrooms, this residence exudes...

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$1,940
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

NEW! Cozy condo on the beach with ocean views! This condo has comfortable furniture and a well-equipped kitchen making you feel right at home. The spacious master has a large ensuite bath, private balcony access and an office station with desk and chair. The private balcony offers ocean views, ideal for...

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$323
avg per night
Miramar Beach House
Sleeps 19, 5 bedrooms, 5 bathrooms

Distance to beach: 0.2 miles to Miramar Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

**The displayed rates on this site are just base rates. Call us today to get a complete price quote! Let us make your dream vacation a reality!**Welcome to Happy Go Lucky! Fenced Yard with Private Pool, Less Than 3 Minutes Walk to the Beach! Media Room/Kids Den!HOUSE LAYOUT (Sleeps 19)First...

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$519
avg per night
Bradenton House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Top Reasons to Book: - Newly Renovated Pool & Hot Tub - 4 Bedrooms + Sleeper Sofa – Sleeps Up to 10 - Game Room with Pool Table & Wall Games - Pet Friendly (2 Dogs Max, Fees Apply) - Beach & Baby Gear Included - Quiet NW Bradenton Neighborhood – Minutes to AMIWelcome...

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$411
avg per night
Last Minute Deal
Davenport House
Sleeps 30, 14 bedrooms, 11 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Solterra Resort - Davenport, Florida is a paradise located only 15 minutes from the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will...

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Featured review

"Good"

Its Was a wonderfull house

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$811
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Breathtaking sunset views atop your own expansive and elevated deck await at this spacious single story home on gorgeous Anna Maria Island! This home features 4 large bedrooms, each with its own private en suite bathroom, a large kitchen, living room, additional sitting area plus two separate dining spaces....

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$970
avg per night
Gulfport House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Gulfport Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Gulfport is known for its funky, eclectic vibe, and this home is just as fun! The colorful, beach interior is warm and inviting, perfect for families or couples (and their four-legged friends). So grab the crew, and enjoy your Getaway! Pool is heated upon request from Nov 1 to April 30 to a temperature...

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Featured review

"nice vacation"

we had a lovely time and the house was as nice as advertised. only complaint is the pool was cold. i inquired about tuning on heat and was told the pool was 87 but it was frigid.

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$310
avg per night
Marathon House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Brand-new construction, expertly decorated single family home in Marathon. Whether you are vacationing with family, embarking on a fishing trip or looking to just relax Florida keys-style this is the perfect home for you. This spacious 1,800 square foot single-level stilt home offers 4 bedrooms, 3 full...

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$571
avg per night
Anna Maria Island Townhome
Sleeps 10, 5 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

202 69 th Street - Holmes Beach - FL 34217 VRCBook with confidence: No cancellation fees! Cancel 60+ days before arrival → Full refund Cancel within 60 days → No refund Extended stays & bookings $20,000+ → Full payment 90 days prior, non-refundable $500 deposit due at booking;...

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Featured review

"Lovely stay"

Another family and ourselves rented the property. We found it very clean and equipped to a high standard. The pool and jacuzzi were great and well used especially by the kids. The management company were...

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$559
avg per night
New
Cape Coral House
Sleeps 14, 7 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Leave the real world far behind when you vacation at this incredible waterfront escape! Ideally located in the heart of Cape Coral, it offers canal front living at its best. You will be surrounded by fun amenities and relaxing views with every convenience at your fingertips.SNOWBIRDS - Thinking about...

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$708
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

114 48th Street Holmes Beach, FL 34217This absolutely gorgeous 4 bedrooms 3 bathroom home is located in the heart of Anna Maria Island in Holmes beach. It is only a short stroll to the beautiful Gulf Beaches. With a 2 car garage an extra-large driveway there is more than enough guest parking. Take...

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$720
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Surf Side Beach House – Gulf Views Hosted by Beach Retreats Vacation Rentals 6605 Gulf Drive, Holmes Beach, FL 34217 VRC19-00290Welcome to Surf Side Beach House, a stunning custom home located right across the street from the beach! ️ Enjoy beautiful Gulf views and an unbeatable island...

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Featured review

"Ideal family vacation home!"

The property was great, and worked really well with our family-which includes a 4 year old and a 9 month old, so having the bedrooms in different areas and private baths, made everything much easier. Centrally...

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$1,485
avg per night
Mexico Beach House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

Welcome to your coastal oasis in Mexico Beach, a beautifully designed single-family home that perfectly combines comfort and charm. This delightful retreat features three inviting bedrooms and three full bathrooms, comfortably accommodating up to six guests. Ideal for families or small groups, it's...

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New
Cape Coral House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Bed sizes: King, King, King, Double Over Double Bunk BedYour own personal paradise awaits at Neptune's Villa! Offering the best of the Florida lifestyle, it is packed with all the amenities and extras that are essential to a truly memorable vacation.SNOWBIRDS - Thinking about staying 8+...

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$523
avg per night
Anna Maria Island Townhome
Sleeps 6, 3 bedrooms, 3.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Emerald Bay 306A Clark Street, Holmes Beach, FL 34217 VRC | 3 Bedrooms | 3.5 Bathrooms | Sleeps 6 | Heated Pool & Spa Welcome to Emerald Bay, a luxury coastal retreat just a 5-minute stroll from the white sand beaches of Anna Maria Island. With three king bedrooms, a private heated pool &...

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Featured review

"Relaxing Getaway"

This was our perfect getaway. The house is beautifully decorated inspired by the blue glistening water and white sandy beaches of Ana Maria Island. The kitchen was fully equipped with everything we needed...

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$344
avg per night
New
Special Offer
Bradenton House
Sleeps 11, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Escape to Manatee Manor, your modern 4BR Bradenton retreat just 6 miles from Anna Maria Island and 4 minutes to Robinson Preserve. Enjoy a heated screened pool, tiki bar, and fenced yard for total privacy. Perfect for families, snowbirds, and pet lovers—relax under the palms, grill by the pool,...

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Anna Maria Island Townhome
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

VRC 21 Holmes Blvd Holmes Beach, FL 34217 At 4 bedrooms and 3 full bathrooms, this is a great option for one or two families to stay at. A few short blocks to the beach, and around the corner to restaurants, pubs & stores. Featuring a heated pool to relax in after your busy day, Starfish Isle is...

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Featured review

"Wonderful, Clean home with pool!"

The home was absolutely wonderful with everything we needed to make our weeklong vacation a success! Everything was clean and well kept. The beds were comfortable and the best part was the pool and pool...

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$438
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Just Beachy – Your Luxury Island Retreat on Anna Maria IslandEscape to Just Beachy, a beautifully appointed 4-bedroom, 5.5-bathroom luxury home just a short walk from the crystal-clear waters ️ and powder-soft sands of Holmes Beach. Thoughtfully designed for comfort, style, and convenience,...

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Featured review

"Great Thanksgiving Vacation!"

We spent Thanksgiving week at Sunset and Sand and it delivered on all our expectations. The home is clean, beautifully decorated and functional. The kids absolutely loved the heated pool and Spa and Its...

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$644
avg per night
Mexico Beach Villa
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

Welcome to Waterside Village 304 a canal-front retreat where every sunrise whispers salt and every sunset drapes your heart in gold. This two-bedroom, two-bathroom vacation home sits on the third floor with elevator access, offering a perfect mix of ease and charm. Two blocks from the sugar-white sands...

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Anna Maria Island Townhome
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Beach Bliss by Beach Retreats Vacation Rentals 320 64th Street, Holmes Beach, FL 34217 3 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool & Hot Tub | Walk to Beach | Pet-Friendly Fully Renovated February 2025 Welcome to Beach Bliss, a beautifully updated 3-bedroom, 3-bathroom bungalow just...

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Featured review

"Girls weekend"

Outside patio was perfect! The pool and hot tub were great. Living room area was small but comfortable.

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$256
avg per night
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

The elevator at Bradenton Beach Club is currently not operational due to a licensing issue. For updates, please contact SeaBreeze Vacation at .Beautiful 3 bedrooms/2 baths condo is in the highly sought out Bradenton Beach Club community. It has quality finishes including wood cabinets, solid granite...

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$298
avg per night
Anna Maria Island House
Sleeps 10, 5 bedrooms, 6.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Paradise Beach House – Luxury 5-Bedroom Retreat with Pool & Jacuzzi403 42nd Street, Holmes Beach, FL 34217 | VRCWelcome to Paradise Beach House, a stunning 5-bedroom + bonus bunk room, 6.5-bathroom luxury retreat just a 5-minute walk from the pristine shores of Holmes Beach ️. Perfect...

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$511
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....

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$511
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

306 67th Street Unit B Holmes Beach, FL 34217 VRC Caribbean Surf by Beach Retreats Vacation RentalsHolmes Beach, Anna Maria Island 3 Bedrooms | 2 Bathrooms | Sleeps 6 | Private Heated Pool | Pet-FriendlyYour Anna Maria Island Bungalow Retreat Welcome to Caribbean Surf, a bright and inviting...

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Featured review

"Nice Little property!"

The home has recently been redone, very comfortable and accomodating with a nice sitting deck and new pool. We had a short walk to a beach access and the location allowed us to visit the north island area...

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$259
avg per night
Port St. Joe House
Sleeps 10, 4 bedrooms, 5.5 bathrooms

Distance to beach: 80 yards to St. Joe Beach -STEPS!

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

​The Beach Bear is our newly constructed, three-story beach home that offers an unparalleled vista of the Gulf of Mexico, with breathtaking views of the Gulf sunsets and the tip of Cape San Blas.The Beach Bear has three King ensuites and one (2 bunk, 4 beds) Ensuite, all with balconies and gulf...

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Anna Maria Island House
Sleeps 12, 6 bedrooms, 3.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Angel Sea by Beach Retreats Vacation Rentals VRC 4118 5th Ave, Holmes Beach, FL 34217 6 Bedrooms | 3.5 Bathrooms | Sleeps 12 | Elevator | Heated Pool & Hot TubWelcome to Angel Sea—a stunning 6-bedroom, 3.5-bathroom vacation home designed for family gatherings and group getaways on Anna...

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Featured review

"Family vacation"

House was very comfortable. Everything was as advertised. Pool heater was not working when we checked in. They offered us the use of the pool next door. It was very kind and made our trip perfect.

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$563
avg per night
Anna Maria Island House
Sleeps 12, 6 bedrooms, 6.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

401 42nd Street Holmes Beach, FL 34217 VRCNo cancellation fees! Cancel 60+ days before arrival → Full refund Cancel within 60 days → No refund Extended stays & bookings $20,000+ → Full payment 90 days prior, non-refundable $500 deposit due at booking; balance due 60 days prior Third-party...

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Featured review

"Paradise Found"

We rented this home for time with our kids and grandkids. It worked great! The rooms were spacious and it was great that every room had a bathroom. We had no issues. The kitchen was well stocked. The backyard...

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$511
avg per night
Anna Maria Island Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

302 60th Street Holmes Beach, FL 34217 VRC At 3 bedrooms and 2 full bathrooms, this is a beautiful choice for your next Anna Maria Island getaway! Two short blocks to the beach, and around the corner to restaurants, pubs & stores. Featuring a heated pool to relax in after your busy day, Starfish...

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Featured review

"The perfect oasis"

My husband and I had the best time at the home we rented on Anna Maria Island. It was spacious and we had far more room than we needed for just the two of us. When we arrived, everything was clean and easy...

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$292
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Luxury 4-Bedroom Island Getaway with Pool & Spa – Steps from Holmes Beach!Welcome to your dream vacation home! This custom-built 4-bedroom, 4.5-bath home offers everything you need for an unforgettable Anna Maria Island escape . Designed with no expense spared, this luxurious retreat features...

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$512
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Crosswind Cottage312 A 61st Street, Holmes Beach, FL 34217 VRC | 3 Bedrooms | 2.5 Bathrooms | Sleeps 10 | Heated Pool | Game Room | ElevatorWelcome to Crosswind Cottage, a spacious island retreat designed for comfort, fun, and relaxation. With three king bedrooms, a private pool, game room,...

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$304
avg per night
Destin House
Sleeps 27, 9 bedrooms, 8 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to "Don't Worry, Beach Happy!"Beautiful Backyard & Fenced Private Pool! Short Walk to the Shore, Fun & Funky Decor! Sleeps 27!HOME HIGHLIGHTS: - Short Walk To the Beach; Amazing Crystal Beach Location - Fenced Private Pool with Lush Landscaped Yard (Heat Offered...

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Port St. Joe House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

Tucked away in the heart of Cape San Blas, Beach Hive is a recently renovated vacation haven that combines modern comfort with laid-back beach charm. Privately managed for a more personal, hands-on experience from the moment you book until checkout, this spacious home invites you to relax, recharge, and...

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Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

411 79th Street Holmes Beach, Fl 34217 VRC No cancellation fees! Cancel 60+ days before arrival → Full refund Cancel within 60 days → No refund Extended stays & bookings $20,000+ → Full payment 90 days prior, non-refundable $500 deposit due at booking; balance due 60 days prior Third-party...

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Featured review

"Nice Getaway"

We really enjoyed this vacation rental home. Excellent location with close proximity to the beach and restaurants. Also, house located on a quiet street. Amenities were great including the pool and the...

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$340
avg per night
North Fort Myers Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

2 + 1 bedroom home with pool , 18 hole golf course, shuffle board, tennis courts, club house. and on site restaurant . Amenities close by. Golf cart available. Large master with 5 piece washroom and King bed and walk out to pool. Second bedroom with queen bed with private bathroom access. 3rd bedroom...

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Featured review

"GORGEOUS Home with Wonderful Hosts!"

We stayed in this home for the months of January and February of ‘25, and we cannot say enough about how wonderful it was. Our hosts Mike and Kathleen, were wonderful to work with, and the home was spectacular....

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Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Island Escape by Beach Retreats Vacation Rentals 307 65th St, Holmes Beach, FL 34217 VRC Your dream getaway awaits on Anna Maria Island! This stunning 4-bedroom (+ bonus room), 4-bath luxury vacation home is just steps from the beach and close to the best dining, shopping, and island attractions....

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Featured review

"Pleasantly surprised"

We rented this house for a family vacation. This house is everything you see & more. We found it to be perfectly located from beach/stores/restaurants in a quite neighborhood. The house was perfectly...

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$491
avg per night
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