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Carrollwood Rentals

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346 Houses

Lakefront Cabana Resort House

Carrollwood house

6 bedrooms / 4 bathrooms / sleeps 16

Price per night from

$883

Zen Holistic Retreat by Carrollwood/Westchase

Carrollwood house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 1 minutes

Price per night from

$172

Great rentals within 20 miles that match your search

*NEW* Spa Retreat: Relaxing Pool Home w/Hot Tub, Amenities and Conveniences

Tampa house

4 bedrooms / 3 bathrooms / sleeps 6

“Amazing Stay! Abolutely Loved This House!” My friends and I travel every year following our favorite football team and often look for homes to rent that provide many of the amenities you might find in high end hotels. In this home we found a gem. Property is amazing...well kept, spacious and convenient. Working with Paul was awesome and very welcoming. During the stay, Paul was always available at a moments notice if you needed anything. The home provided plenty of room for our group and the pool and spa are an extra added bonus. We were convenient to the highway, grocery stores and even Wal-Mart and restaurants. I will certainly look forward to staying in this property again when my travels bring me back to Tampa! Hats off to Paul and his team. Amazing Property!

Price per night from

$287

Desirable Resort Style Condo in Clearwater

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$74

Waterfront Home away from Home

Dunedin apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 17 minutes

Price per night from

$115

* Busch Gardens " Welcoming & Comfortable"

Tampa house

3 bedrooms / 2 bathrooms / sleeps 9

“Sunshine State Vacation Well Done!” We had an amazing time in this lovely Florida rental. I would highly recommend this place for families with kids. The house is clean and conveniently located near many fun things to do. Disney is only hour and fifteen minutes away which made easy for one day visit to Magic Kingdom! Host was friendly and resourceful. He was quick to respond to all of our questions and he offered advice on many great things to do in the area!

Price per night from

$281

Busch Gardens-Convention Ctr- Downtown-River Cotta

Tampa cottage

1 bedroom / 1 bathroom / sleeps 4

“First time experience” I was very hesitant when my friend suggested renting a town home. We were in Tampa for the It Works convention and I had never done this before. I must admit it was a good first experience and even though we did not take advantage og the amenities it was good to know they were available. I will do this again!

Price per night from

$132

SUNNY ALL DAY modern condo near Gulf of Mexico beaches

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 2

“CLEARWATER'S BEST KEPT SECRET” The pictures sold me on this condo. It is exactly as it shows. Very clean, smells good. Great locations, all stores close on the same road as condo. Close to the beach. Owner kept in close contact throughout our pre-booking and stay. I will stay here again! Very, very nice.

Responds fast! avg. 2 hours 30 minutes

Price per night from

$144

Cove Cay Condo

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 16 minutes

Price per night from

$54

Dunedin Sweetheart Cottage Short Walk to Downtown

Dunedin house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$153

single family home one level, all one family homes community

New Port Richey house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$66

Busch Gardens, Convention Center & River House

Tampa house

4 bedrooms / 2 bathrooms / sleeps 10

“Close to home” Very close to lawery Park Zoo and Bush Garden. Interstate 75 very busy. If staying longer than 2 Days I recommend the city pass which includes Bush Gardens and the Lawery Park Zoo as well as all cioty attractions. The cost is about $100.00 U.S Dollars.

Price per night from

$178

Avalon at Clearwater

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 2

“Location,Location,Location” Terrific get-a-way. Quiet, comfortable ,very clean, has everything you could want .Very close to other locations such as Tampa ,Dunedin. Beautiful beaches. Fabulous sunsets. .Great restaurants within walking distances. Condo has a beautiful pool. Truly a paradise . A must rental.

Price per night from

$115

Gulf Front 6 bdrm pvt htd/pool slps up to 20

Crystal Beach house

6 bedrooms / 4 bathrooms / sleeps 21

Price per night from

$1,001

Beautifully updated Clearwater Condo- 20-25 Minutes to the Beach

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$190

Tropical Island Retreat-Private Waterfront

Tarpon Springs house

4 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$295

CLEARWATER LUXURY RESORT STYLE CONDO

Clearwater condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$171

Waterfront Island Pool Home with Hot Tub and Canoe!!

Tarpon Springs house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 0 minutes

Price per night from

$316

Newly renovated condo in Avalon of Clearwater, come see the wonders of Florida!

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 1 hour 18 minutes

Price per night from

$115

Fabulous Resort Style Condo In Clearwater

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$74

Charming Coral Cottage

Clearwater house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$148

CLEARWATER FL 2 Bedroom 2 Bathroom Furnished Condo

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 27 minutes

Price per night from

$54

3/3 Pet friendly & Perfectly located Pool Home w Cabana, Bar, TVs. Stocked!

Tampa house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$298

Beautiful 2 bedroom condo,mins. drive to beach, pool

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Perfect condo !” The location is perfect. Near airport, near stores and groceries, pool, bâches and restaurants at Clearwater or St Peterburgh. The condo is cosy, good look and confortable. Very quiet place near all you want.

Responds fast! avg. 1 hour 21 minutes

Price per night from

$132

ADVENTURE ISLAND & Busch Gardens Home

Tampa house

4 bedrooms / 2 bathrooms / sleeps 11

“Home away from home” The home was magnificent, very spacious, very clean, the decor was awesome!!!location is great we all loved it Mr Sidney was very nice the rental process was very easy. Thank you we will rent from you again.

Price per night from

$281

Tarpon Woods Condo with Lake View

Palm Harbor condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$50

Cozy Cottage Clearwater

Clearwater cottage

1 bedroom / 1 bathroom / sleeps 3

“Extremely Friendly and Accommodating Hosts!” Sharon was extremely helpful in accommodating us on very short notice. Her personal care and attention made us feel right at home, and we would definitely plan on staying at the cozy cottage in the future! The cottage is just across the bridge from the beach in Clearwater, with its amazing white sand and the warm Gulf of Mexico. Honeymoon Beach, Caldesi Island, Dunedin, and Indian Rocks Beach are all within a short (15-30 min) drive, making this a prime location for staying in the Clearwater area.

Price per night from

$161

POOL VIEW modern condo near Gulf of Mexico Beaches. Retreat for two

Clearwater condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 30 minutes

Price per night from

$155

Breathtaking Gulf Front Home-Gulfside Gallery LLC

Tarpon Springs house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$402

Cottage By The Water With Boat Dock

Tarpon Springs cottage

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$138

Relaxation at the Tropical Pool House

Tampa house

4 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 1 hour 18 minutes

Price per night from

$446

Adventurer and Nature Lovers Paradise!

Tampa house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$206

Spacious Townhouse on Lake Tarpon

Tarpon Springs condo

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$344

Charming Fully Furnished 3 Bedroom Townhouse

Clearwater townhouse

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 20 minutes

Price per night from

$183

Lake View 2 Bed 2 Bath Loft With Pool, Fitness +++

Brandon condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 47 minutes

Price per night from

$144

1BR Pool View Condo in Clearwater Florida

Clearwater condo

1 bedroom / 1 bathroom / sleeps 4

“Outstanding as usual.” Second year staying at the Avalon. Great location! About 5 miles to the beach one way, and about 6.5 the other way. Everything needed is within walking distance. Pool is great if the beach isn't your thing. Excellent workout room.

Price per night from

$81

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$69

Royal Marina | Avalon at Clearwater | Minutes to Clearwater Beach

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 11 minutes

Price per night from

$178

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