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Clearwater Vacation Rentals

Vacation Rentals Directory
Includes Bailey's Bluff, Belleair Beach, Dunedin, Safety Harbor & Sand Key

"Bay Esplanade House"...5 bedroom, 3 bath Gulf side home ...sleeps 14 ...heated pool, jacuzzi, fishing pier... totally remodeled (2007) home in family friendly area with boat ramp nearby is one block from beach. 5156   pets
[$2989 - $4589/wk ]
  Last chance for May open dates $175 per night - minimum 4 nights 3

Begin 3 Bedroom

"Magnificent Bailey's Bluff Retreat"...Gulf front, 3 bedroom, 2 bath Gulf front home...sleeps 9... exclusive neighborhood... dock, boat available... 15 miles to Clearwater beach. (447)   pets
[$495 to $995/wk ]
  January discounted 40% to only $2600. for 4 weeks from 1st to 27th 3
"Stunning Sunsets"...Gulf front condo, 3 bedroom, 2 bath...sleeps 6... beachfront pool and hot tub... short walk to tennis courts... quiet, small complex... wide beach. (604)
[$550 - $995/wk]
  FIRST AVAILABLE May 19 AND 24 Special $595 3
"A Piece of Heaven"...Bailey's Bluff...gulf front home, heated 80' lap pool right on the Gulf...sleeps 7... 3 bedroom, 2 bath... secluded tropical setting, a private retreat... private dock with boat... golf, excellent restaurants, Greek Sponge Docks nearby. (628)
[US$ 2000 - $ 2500 per wk]
Internet  A Piece of Heaven with Heated 80ft lap pool on Gulf of Mexico 11 
"White Sands"...Calendar...3 bedroom, 3 bath Gulf view home... sleeps 8... steps from the beach, lush foliage in courtyard... numerous activities in the area. 1602   pets
[$1200 - $2100/ week]
  Best on the Beach ! Big Sale Sept and Oct 10
"Belleair Breezes"...Calendar...3 bedroom, 2.5 bath Gulf view town home ...sleeps 6 ...pool ...spacious unit in upscale area has large patio with view of private beach. 1200
[$3500/mo Jan-July $1800/mo Aug-Dec ]
  One month minimum. 3
"Magnificent Gulf  Waterfront"...3 bedroom, 2 bath Canal front home ...sleeps 6 ...dock, newly remodeled (2001) home is in quiet, upscale neighborhood ...your rental includes a boat! 1213   pets
[$495/wk]
  Still Available Jan, Feb, March. On water / your boat or ours / beach pass 3
"Palm Breezes"...Calendar...Belleair Beach...Sonrisa...3 bedroom, 2 bath Gulf front condo ...sleeps 6 ...pool... 1st floor corner unit is steps from the beach... patio overlooks pool & beach. 2786
[Prices from 1000/wk]
  GULF FRONT Just steps from Beach! Book now for Jan and Feb 2009! 6
"Peaches' Paradise"...Gulf side duplex with 3 bedroom units (upstairs has Gulf view), 2 bath both units... sleeps 6 & 7 ...newly updated (2003) and just steps to the beach. 2813
[ 6 Bedrooms or 3 Bedrooms]
Internet  " Feb Specials" $1375 DN $1875 UP/ Availability for 3/15 10
"Margaritaville"...3 bedroom, 2 bath Gulf side home ...sleeps 10 ...heated private pool & jacuzzi... home with landscaped backyard is 4 minute walk from the beach. 4333
[$1600-$2050/week...inquire about monthly]
Internet  Private Home with a PRIVATE POOL!!!
"Silver Sands"...Calendar...Aldea...3 bedroom, 3 bath Gulf front condo ...sleeps 6 ...Gulf front pool... 2 story townhome style unit with direct Gulf access has private entrance... 200 ft from the beach. 4967
[From $1300/week and from $4500/month]
  10
"Pelican Home"...Bailey's Bluff...canal front, 3 bedroom, 1.5 bath home...sleeps 6... in exclusive community with private beach & golf course... private pool, dock, boat available... catch snook, tarpon, speckled trout & redfish nearby. 5416   pets
[$495/wk]
  Jan, Feb March still available. 3
"Galleon Way Home"...3 bedroom, 3 bath Bay front home ...sleeps 8 ...heated pool ...home was totally remodeled in 2001, 5 minutes to secluded Gulf beaches, restaurants & shopping nearby. 5451
[$2600 to $3950 / month]
  Magnificent, On Gulf, Heated Pool, Boston Whaler boat, 2 Master bedrooms, more! 8
"Eldorado Sea House"...3 bedroom, 1 bath Gulf view home ...sleeps 8 ...pool... home on dead-end street... private lighted path to the beach (25 second walk). 5679  pets
[ from$250/night and$1250-$1950/wk ]
  Please call us for special rates in January, May, August to December! 3

Begin 2 Bedroom

"Ken's Sea Breeze" ...2 Bedroom, 2 bath Gulf front condo...sleeps 8... heated pool, wide beach... close to restaurants, attractions. (278)
[$500 - $1600 week]
  3
"Birds-Eye View"... ... 2 Bedroom, 2 bath Gulf front ...15th floor unit with commanding view...sleeps 6... heated pool, sauna, exercise room... walk to Clearwater Beach restaurants, Marina & attractions. (305)
[$2000 - $3200/mo]
  7
"Blue Heron Home"...Bailey's Bluff...2 bedroom canal front home...sleeps 4... completely remodeled and located in a quiet neighborhood... bicycles and boat with optional motor included in rental... local beaches just minutes away. (856)   pets
[$495/wk]
  Still Available Jan, Feb, March 10
"Sunset Sands"...Calendar...Belleair Beach...Sonrisa...2 bedroom, 2 bath Gulf front condo ...sleeps 6 ...pool ...ground floor unit is 200 ft from pool with private patio directly on beach. 1279
[$890-$1,500/wk...$2,990-$5,200/mo.]
Internet  BEACH FRONT retreat on the warmer Gulf of Mexico! Our family to yours. 3

"Tuscany on the Gulf"...Gulf side 2 bedroom, 2 bath private home...sleeps 4-6... exclusive neighborhood... the Gulf is right across the street... walk to nearby Caladesi Island State Park. 1428   pets
[$1400/wk...$4500/month (4 weeks)]
  Everything you could wish for a fun, relaxing Beach Vacation is right here! 3

"Sunrise and Sunset"...Landmark Towers...2 bedroom, 2 bath Gulf front condo ...sleeps 6-8 ...heated pool, jacuzzi, tennis, clubhouse... 18th floor Sand Key Beach unit has commanding view of Gulf and Intracoastal Bay area. 1522
[$1700 - $3100/mo]
  3
"Relaxing Retreat"...Dunedin...Somerset Villas...2 bedroom, 2 bath villa ...sleeps 4-6 ...pool, tennis... in a quiet suburb, 12 minutes to Clearwater Beach and 10 minutes to Tarpon Springs Greek Village. 1531
[$400 - $500/week...$1250 - $1550/month]
  3
"Sea Turtle Cottage II"...Clearwater Beach...White Sands...2 bedroom, 1 bath Gulf side cottage ...sleeps 4 ...location is North Clearwater Beach, a quiet family area... steps to the beach. 1635   pets
[$450 - $805/wk]
  Just steps to the beach! Excellent location.. 3
"Beach Fever"...Holiday Villas III...2 bedroom, 2 bath, Gulf front condo ...sleeps 6 ...heated pool, boat slips, private dock, shuffleboard ...recreational activities, shopping and restaurants close by. 1768
[$550- $995/wk]
  FIRST AVAILABLE MAY 17, JUNE 7 3
"Dream Weaver"...Calendar...Belleair Beach...Sonrisa...2 bedroom, 2 bath Gulf front condo...sleeps 6 ...pool, unit located 90ft. from beach, direct beach access, seven gulf view windows. 2009
[$950 - $1,600/wk]
Internet  So close to the water you could hit it with a rock. Keyless entry. Wi-Fi access 10
"Private Paradise"...Calendar...Belleair Beach...La Concha...2 bedroom, 2 bath Gulf front condo ...sleeps 5 ...pool ...1400 sq ft end unit in small complex is steps from the beach!... 5-10 minutes to restaurants & shops. 2178
[$800 - 1380 / wk]
  The most Beautiful & Private location on Belleair Beach !! Ocean Front !! 10
"Home is Where the Beach Is"...Calendar...Belleair Beach...Sonrisa...2 bedroom, 2 bath Beach front townhome ...sleeps 6 ...pool... 2 story unit in small family friendly (14 unit) complex is right on the beach. 2382
[$800 - $1,500/wk. . . $2,500 - $3,400/mo]
  Nicest on the beach!! Weekly and monthly rentals. 5
"Cloud Nine"...Crescent Beach Club II...2 bedroom, 2 bath Gulf front condo ...sleeps 4 ...heated pool, jacuzzi, sauna, exercise room, tennis, clubhouse... 18th floor unit with both sunrise & sunset water views... walk to restaurants & shops or take free trolley. 2697
[From 1700/2weeks to $3600 per month]
  Magnificent sunrise & sunset water views!! Right on the Beach!! 6
"Seahorse"...Cabria St...2 bedroom, 2 bath Gulf front condo ...sleeps 6 ...newly renovated (2004) corner unit in small, 6 unit building... walk to restaurants, Pier 60... public pool & tennis 2 blocks away. 3174
[$1000.00 - $2000.00/week]
  3
"Lazy Lemon / Banana Breeze"...Duplex with two - 2 bedroom, 2 bath units ...each unit sleeps 4-6 ...2 heated pools... small complex with tropical landscaping... 2-3 minute walk to the beach... close to shops & restaurants. 3377
[From $595/week]
  Winter Special November 29 - Dec 19, 2008 $595 per week 6
"Desiderata"...Calendar...Sand Key ...2 bedroom, 2 bath Gulf front / Intracoastal view condo ...sleeps 4-6 ...heated pool, jacuzzi, tennis... right on the Gulf with a bonus kitchen view of the Intracoastal Waterway. 3456
[$1,500/2 weeks....$2,100 - $3,500/mo]
  Nicest affordable Sand Key unit. Discounts available for multi-month rental. 3
"Shangri-La"...2 bedroom, 2 bath Gulf front condo ...sleeps 4 ...heated pool, tiki hust, clubhouse... recently remodeled (2007) corner unit with 2 balconies has views of both Gulf and Intracoastal Waterway. 3859
[$2000 - $2800 month ]
  6
"South Beach I"...Calendar...Sand Key...attractive Gulf front two bedroom condominium on Sand Key... heated pool, tennis, 24 hr security... private entrance & parking... minutes from restaurants & attractions. 4443
[$2,700./mo. Jan.Feb Mar.AprOthers call. ]
  also see us on vrbo.com Property # 17212 5
"Posh Pineapple"...Clearwater Beach...2 bedroom, 2 bath Bay view home ...sleeps 6 ...3 blocks to beach, Caladesi Island access just down the street... convenient to shops, restaurants & all attractions. 4456   pets
[$1295 - $1595/wk...$3500/mo]
  Private Key West Style Beach House! Absolutely Charming and Specatular! 10
"Sunset Heaven"...Belleair Beach Condominiums...2 bedroom, 2 bath Gulf front condo ...sleeps 4 ...heated pool... third floor unit directly on Clearwater Beach is minutes from Pier 60 activities. 4463
[$900-$1200/wk....$2250 - $3250/mo]
  BEACH FRONT vacation spot on the Gulf of Mexico. Welcome to our home ! 6
"White Dunes"...Calendar...Belleair Beach...Sonrisa...2 bedroom, 2 bath Gulf front condo ...sleeps 5 ...Gulf front pool, jacuzzi, tennis... upscale ground floor unit is 200 ft from the Gulf of Mexico. 4957
[from $1300 weekly & from $3900 monthly]
  10
"Budget Bay Beauty"...2 bedroom, 1 bath Bay side condo ...sleeps 4 ...pool... redecorated in 2002, neighborhood has private fishing dock, several beaches nearby. 5556
[$1600-$2000/4 weeks]
  3
"Views, Views, Views"...Sand Key...Lighthouse Towers...2 bedroom, 2 bath Gulf front condo ...sleeps 4 ...heated pool, jacuzzi, exercise room, tennis, clubhouse... 1500 sq ft ninth floor unit with large terrace... complex is right on the beach. 5701
[$1550/week...$2050 - $3500/month]
  Luxury Beach Front Condominium 13
"Sweetheart Cottage"...Dunedin...2 bedroom, 1 bath Gulf side cottage ...sleeps 4 ...boat dock... cottage in historic neighborhood is across from Pinellas Trail and within walking distance downtown district. 5874   pets
[$700 - $1050/Week $1500 - $3000 /Month]
  Memorial Day Weekend May 23th - 27th $750.00 plus 12% tax 4
"Dvorak's Dolphin's Delight"...Crescent Beach Club One...2 bedroom, 2.5 bath Gulf front condo ...sleeps 6 ...heated pool, jacuzzi, sauna, exercise room, tennis, game room... complex with 24 hour security has numerous amanities. 5880
[$2785/Month - Annual Lease]
  Prestigeous condo on the Gulf waiting for you to enjoy...UNFURNISHED. 3

Begin 1 Bedroom

"Sea Turtle Cottage One"...Clearwater Beach...White Sands...1 bedroom, 1 bath Gulf view cottage ...sleeps 2 ... refurbished & redecorated cottage is steps from the beach! 1636   pets
[$450 - $805/wk]
  Beautiful place, excellent location...beach 3 steps away! 3
"Dreams Do Come True"...Calendar...Sand Key...Lighthouse Towers...1 bedroom, 1.5 bath Gulf front condo ...sleeps 4 ...heated pool, jacuzzi, tennis... gated complex, water views from all rooms of this 16th floor unit. 2853
[$550 - $700/wk....$1800-$2995/month]
Internet  September 1 - September 30, 2008, $600/wk 2 wk min 3
"Crystal Palms"...Calendar...Belleair Beach...Sonrisa...1 bedroom, 1.5 bath Gulf front condo ...sleeps 4 ...pool... ground floor unit opens to pool & beach. 3075
[$800 - $1200/wk...$2300 - $2800/mo]
  6
"Garden Cottage"...Calendar...Dunedin...Dunedin Cottages...1 bedroom, 1 bath Gulf front Carriage apartment ...sleeps 4 ...dock... west facing apartment overlooks Caldesi Island & St Joseph's sound... walk to quaint downtown Dunedin. 3590  pets
[$800 plus tax per week $1500-$3000 month]
  Off Season Rate $1500 / Waterfront w/Dock / Garage / Laudryroom / 350 SF Terrace 3
"Waterside Cottage Too"...Calendar...Dunedin...Dunedin Cottages...1 bedroom, 1 bath Gulf front cottage ...sleeps 2 ...dock... located on historic Victoria Drive, west-facing cottage looks out over St Joseph's Sound & Caledesi Island... close to shopping mall. 3591  pets
[$800 per week $1500-$3000/month + tax]
  Memorial Day Weekend 5 nights $750.00 3
"A Touch of Class"...Regatta Beach Club...Studio condo ...sleeps 2 ...heated pool, exercise room, on-site restaurant... luxury unit in private upscale community newly renovated in 2004... steps from pool & beach. 3005
7
"Belleair Sands"...Belleair Beach...1 bedroom, 1 bath Gulf front condo ...sleeps 2 ...Gulf front pool... right on the private beach! 4453
[$450 to $585 weeek $1200 mo +]
  3
"Mr Sandman"...Crescent Beach Club...1 bedroom, 2 bath Gulf front condo ...sleeps 4 ...heated pool, jacuzzi, sauna, exercise room, tennis, clubhouse, game room... fourth floor unit with multiple water views is located in millionaires row area... minutes from numerous attractions/restaurants/shops. 5574
[$750./wk Two week min. $3000/mo low seas]
  3
"Peace on the Beach"...Calendar...Aldea...1 bedroom, 1 bath Gulf front condo ...sleeps 4 ...heated pool... ground floor unit freshly decorated (2007)... close to shops & restaurants. 5639
[$1100/wk ... $1980/2 weeks ... $3200/mo]
  6
"Angie's Place"...The Avalon...1 bedroom, 1 bath condo ...sleeps 6 ...pool, exercise room, clubhouse... second (top) floor unit in gated community is across from grocery, restaurants & shopping... less than 2 miles to beach. 5707
[$450-$550/week, $1100-$1200/month]
Internet  Last minute specials--$400/week, call for availability
"Paradise Awaits"...Sonrisa...1 bedroom-Plus, 1 bath Gulf front condo ...sleeps 4 ...pool... small building in residential neighborhood is nestled in foliage... steps from the water. 5713
[ $900-950/week $2900-3100/month]
Internet  5

Begin Studio Condos

"Fun in the Sun"...Calendar...Intracoastal front Studio condo ...sleeps 3 ...heated pool... just over the bridge from Sand Key Park... walk to the beach... famous Shepards nightclub & numerous other attractions nearby. 5408
[$575-$650/week...$1900/month]
Internet  January Special!! $400.00 a week!! 3
"Mango Tango"...Studio condo ...sleeps 2 ...heated pool... quiet neighborhood unit in tropical setting is just 2 minute walk from beach with lifegaurd. 5432
[$395 per week, Saturday to Saturday]
Internet  $395 /wk on Clearwater Beach, Nov 29th - Dec 19, 2008 3

 


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Clearwater Florida has condo vacation rental homes and condos with beachfront condos.