Vacation Rentals around Winter Haven
(151 - 175 of 1,443)-
2 bed / 2 bath Condo rental
2 BR · 2 BA · Vacation · Sarasota, FLEnjoy this 2 bedroom 2 bath, ground floor, condo in the beautiful community of The Meadows. The complex offers a swimming pool and the co...Posted on HERO PMTools- XTools
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4699 Chandlers Forde
2 BR · 2 BA · Vacation · Sarasota, FLBeautiful furnished 2/2 villa with 2 car garage. Glass enclosed lanai overlooking the pool area. This unit is also available annually fur...Posted on HERO PMTools- XTools
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1638 Stickney Point Rd #201
3 BR · 2 BA · Vacation · Sarasota, FLBright & Cheery 2nd floor furnished condo. Open split plan has 3 bedrooms 2 bath. Enjoy the gorgeous grounds, bay views, heated community...Posted on HERO PMTools- XTools
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3009 Taywood Meadow
2 BR · 2 BA · Vacation · Sarasota, FLNew to our program, this lovely 2/2 upstairs end-unit in Chartwell Greene is perfect for a seasonal visit. Spic and span, it has just had...Posted on HERO PMTools- XTools
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4541 Longwater Chase
2 BR · 2 BA · Vacation · Sarasota, FLVery nice downstairs 2/2 in Longwater Chase with golf-views and adjacent to pool. Enjoy the heated community pool, 20 miles of walking tr...Posted on HERO PMTools- XTools
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4482 Weybridge
2 BR · 2 BA · Vacation · Sarasota, FLFabulous 2nd-floor, end unit with vaulted ceilings. Contemporary, beach-inspired decor. Overlooks community pool. Small pet negotiable. E...Posted on HERO PMTools- XTools
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1620 Boathouse Circle
2 BR · 2 BA · Vacation · Sarasota, FLLarge ground floor 2 bedroom, 2 bath, + den rental condo in popular Pelican Cove. Kitchen is eat-in. Dining room seats 4. Master bedroom ...Posted on HERO PMTools- XTools
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4980 Creekside Trail - 3/2/2 +Den Off-Season Rental
3 BR · 2 BA · Vacation · Sarasota, FLPerfect for a temporary job assignment, a home-base as you search for a home for purchase, or just to visit friends and family, this beau...Posted on HERO PMTools- XTools
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2 bed / 2 bath Single Family rental
2 BR · 2 BA · Vacation · Sarasota, FLCome get away to this beautiful retreat in the Meadows!! 2 bedroom, 2 bath house with large den, office nook, pool, and 2 car garage. Til...Posted on HERO PMTools- XTools
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1628 Clower Creek Dr
2 BR · 2 BA · Vacation · Sarasota, FLFirst floor unit, modern furnishings, open plan. Enjoy the amenities at Pelican Cove. There are many activities plus pool, boat dock, ten...Posted on HERO PMTools- XTools
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2608 A Hidden Lake Drive
2 BR · 2 BA · Vacation · Sarasota, FLGround floor 2 bedroom, 2 bath furnished condo. Nicely updated & painted. Tiled living room/dining room & kitchen. Screened lanai with ni...Posted on HERO PMTools- XTools
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3249-102 Beneva Road
2 BR · 2 BA · Vacation · Sarasota, FLFirst floor unit in prime Village Brooke location, overlooking tranquil pond and fountain. Completely furnished or owner will unfurnish. ...Posted on HERO PMTools- XTools
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8422 Gardens Circle
2 BR · 2 BA · Vacation · Sarasota, FLBeautiful 2 bedroom, 2 bath condo with scenic view of the pond. This condo is located on the first floor. Carpet througout. New stainelss...Posted on HERO PMTools- XTools
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6925 Gulf of Mexico Dr Heron #14
2 BR · 2 BA · Vacation · Longboat Key, FLEnjoy one of Sarasota's deepest, most private, and loveliest beaches featuring fine, sugar-white sand, right at your doorstep. Listen to ...Posted on HERO PMTools- XTools
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4565 Morningside
2 BR · 2 BA · Vacation · Sarasota, FLVilla with vaulted ceilings, tiled throughout the living areas. Carpet in the bedrooms. Enjoy the heated community pool, 20 miles of walk...Posted on HERO PMTools- XTools
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4535 Longwater Chase
2 BR · 2 BA · Vacation · Sarasota, FLLovely second story condo with beautiful view of the golf course and lagoon. Enjoy the heated community pool, 20 miles of walking trails,...Posted on HERO PMTools- XTools
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4654 Ringwood Meadow
2 BR · 2 BA · Vacation · Sarasota, FLBeautifully-renovated, 2nd-floor 2/2 just steps from the pool! Upgrades galore including granite counters and stainless-steel appliances....Posted on HERO PMTools- XTools
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5183 Highbury Cir
2 BR · 2 BA · Vacation · Sarasota, FLFresh, bright, and immaculately clean, this beautifully turnkey-furnished 2/2 + den single-family home in the Hamptons of Palmer Ranch is...Posted on HERO PMTools- XTools
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3810 Fishing Trail
2 BR · 2 BA · Vacation · Sarasota, FLWhether you arrive on vacation, looking to purchase property, or for a short-term job assignment, this beautiful 2/2 plus den, turnkey-fu...Posted on HERO PMTools- XTools
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3305 Tallywood
2 BR · 2 BA · Vacation · Sarasota, FLVery nice larger unit. LR/DR + family room, glass enclosed lanai. Turnkey furnished. Great seasonal rental in active 55+ community.Posted on HERO PMTools- XTools
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5727 Beaurivage Ave - Pool home 2 bedroom plus den in great community.
2 BR · 2 BA · Vacation · Sarasota, FLLovely pool home in Longwood Run. 2 bedroom 2 bath with den and 2 car garage. Close to shopping, restaurants, I-75 and beaches.Posted on HERO PMTools- XTools
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5663 Midnight Pass Rd
2 BR · 2 BA · Vacation · Sarasota, FLGround floor 2 bedroom, 2 bath clean condo with enclosed lanai. Within walking distance of Siesta Key Public Beach. Heated community pool...Posted on HERO PMTools- XTools
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8351 38th Street E, Unit 202
2 BR · 2 BA · Vacation · Sarasota, FLResort Style Living close to EVERYTHING!! Welcome to Serenata! Located in a gated community, this 2 bedroom 2 bath condo has a lot to off...Posted on HERO PMTools- XTools
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3265 Beneva Rd
2 BR · 2 BA · Vacation · Sarasota, FLVery nicely updated ground floor condo in complex with 2 heated pools and tennis courts. Tiled LR DR Kitchen. Queen in MBR w/new tiled sh...Posted on HERO PMTools- XTools
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Weekly 4424 Weybridge
2 BR · 2 BA · Vacation · Sarasota, FLExcellent 2nd floor unit with tile floors and a great view. In immaculate condition. Dining in kitchen & lanai as well as in the dining r...Posted on HERO PMTools- XTools
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