Cottages Treasure Island

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116 cottages

Cozy Cottage on the Beach! Pets Allowed! Free Wi-Fi, Roku, Sun Deck ~ Binnie's B

Indian Rocks Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“The perfect place to unwind and really enjoy the gulf.” Eiko's Cottage felt like being at home. This will be our destination, if available, for our future vacations.

Responds fast! avg. 48 minutes

Match: Rental types Wheelchair accessible

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Price per night from

$216

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Peace and Quiet in Gated Community on Boca Ciega Bay

Gulfport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$77

4 Minutes From Beach, Beds for 6!

St. Petersburg apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$105

Beautiful Beach Condo

Belleair Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$192

Gulfport Waterfront Mid-Century Modern Masterpiece

Gulfport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$367

Amazing water front view home newly renovated

Indian Rocks Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$516

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$115

Oceanfront 1400 sq ft Condo at Beach Cottage One! Private Beach, Big Pool

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“We had a great vacation at this condo.” My family has been visiting indian rocks beach for nearly two decades, and we continue coming back to this resort and specifically, Martin's condo. It is always kept updated and we had a nice relaxing stay. It has WiFi for the kids and has a picture perfect view of the beach, ocean, sunsets and pool deck. You won't be disappointed.

Responds fast! avg. 2 hours 11 minutes

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$246

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$139

Sand Castle III Luxury Condo, Newly remodeled

Indian Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$329

Beach Front Ocean Sands

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$448

502 Beach Place top floor condo view of bridge, water/John's Pass

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$378

3 Bed/2 Bath Handicap Madeira Beach Gulf side Condo w/ Heated pool and Spa

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$344

Elegant, Direct Ocean-Front Condo w180 degree view

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Just perfect!!!” I can't think of any way the condo could have been better. The view is PERFECT. Plenty of towels, blankets, kitchen items, Keurig coffee maker, toilet paper, paper towels, dishwasher detergent, beach chairs, toys, even a cooler, DVDs, games... everything was there. The only thing we couldn't find was a vase for flowers! We managed with a large water glass. We didn't use the pool so I can't comment on that. The beach was uncrowded and had fresh sand. The condo was super clean and bright. Even the exterior halls were hosed down each morning. Thank you so much Kay for a great vacation!

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$572

Magical Sunset waterfront view, renovated 3bd 2bth

Indian Rocks Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$573

SPACIOUS AFFORDABLE Golden Shores Condo - Indian Shores, FLORIDA

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Lovely vacation on the Gulf Coast” Jill and Peter were very friendly, accommodating hosts. They made sure we had everything we needed and gave us all the information to make us feel like locals to the Indian Shore. The apartment is impeccably clean and spacious. I would recommend this accommodation to anyone looking for a relaxing, sunny vacation on the Gulf Coast!

Responds fast! avg. 3 hours 46 minutes

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$95

Beach House, Pool table, Golf cart, Private dock, Canoe, Kayak

Indian Rocks Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$825

Madeira Bay Resort 402

Madeira Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$137

Madeira Bay Resort 606

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$228

Updated! Just Steps to the Sand! Cable, Wi-Fi, BBQ, Onsite Laundry Room & Parkin

North Redington Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 48 minutes

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$119

Quiet, Centrally Located Home w/ Heated Pool, Gas Grill & Private Backyard - Poo

Pinellas Park house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 48 minutes

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$229

Direct Beachfront Unobstructed Ocean View Feet on White Sand Condo With Pool

Madeira Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$344

Take a step closer to paradise! SEAGATE – Apt. 302

Indian Shores apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Would love to return several times a year....near perfect!” The condo was beautiful, well appointed and maintained. Located on a nearly perfect beach. It appears we were the first tenants after hurricane Irma. My only complaint was the AC didn't work for the 1st half. The property manager seemed to be doing all she could to remedy the situation My only recommendation is that maintenance should probably have checked it out along with everything else after the storm. I would still highly recommend this to anyone wanting to experience a beach vacation in a great location and in a wonderful condo. The owner is great to work with also.

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$345

Tranquil by Belleair Beach/Largo

Largo house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$167

Charming 1 Bedroom Condo on Gulf of Mexico Beach

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$287

Oceanfront Views and Spectacular Sunsets with Pool

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$373

Swedish owned Spacious Condo with view over beach

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$264

Luxurious Beachfront Condo at Redington Towers

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$345

Redington Towers 1 Beachfront 2 Bedroom Condo

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$218

Luxury Water Front Condo - Intercoastal Waterway

Treasure Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Exceptional” We just returned from a 4 week stay at another/similar condo in this same building, same owner. The unit was clean, comfortable, spacious and located in close proximity to everything we needed (i.e. Beach, supermarket, restaurants, shops). John (owner) was more than accomodating with helping us get online (wifi) and being flexible with our schedule. The Gulf view was great and the building was relatively quiet considering it was Spring Break month. Will definitely be returning.

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$240

Sea Breeze 108 (Madeira Beach) Beautiful, Tranquil Beach Front Condo

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 33 minutes

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$247

Beautiful Beachfront Condo on the FL Gulf Coast

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful family beach vacation condo” The condominium is a great place to stay. All the amenities you need to enjoy a relaxing family vacation. There is an picturesque view of the beach on the balcony and a large pool to enjoy. The location of the condo is convenient to shopping and restaurants. Carol (the owner) is always very helpful and accessible if you have any questions about your stay. We have found a new place to stay on our summer vacation and can't wait to visit again next year!

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$242

Cove Cay Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$54

HOME AWAY FROM HOME ..

Indian Rocks Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful stay in Indian Rocks Beach” My wife and I celebrated our 31st anniversary and stayed in Sharif and Sabine's condo 202 Reef Club 1000 Gulf BLVD. They bent over backwards to make sure our stay was incredible. They asked us to do a quick run through of the unit and if there was anything dirty or needed repair to call immediately. We called on a toilet issue and over the phone we repaired it within minutes. They also had beach chairs umbrella and toys to play with so we did not need to bring anything with us. We are looking forward to our next stay. I have business in Tampa and usually stay at a hotel. if this unit is open, it was less expensive and had tons more room.

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$1,148

*** Isla Del Sol Paradise ***

St. Pete Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$172

Family friendly condo on the beach - Ocean Sands

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$158

Fine Waterfront Living . Steps to Beach

St. Pete Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$488

Memorial Day Getaway Savings

Clearwater house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 22

1 of 2 match: Rental types, Wheelchair accessible

1 of 2 filters match

Price per night from

$603

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