Search results; Over 1,000 places in Oldsmar

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Guest favorite
Home in Oldsmar
Bayside Retreat your tropical oasis
2 guests1 bedroom1 bed1 bath
Aug 10 – 15
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Aug 10 – 15
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R24,020 ZAR for 5 nights
for 5 nights

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Top guest favorite
Bungalow in Oldsmar
salt living at its best
2 beds
Jun 22 – 27
R19,319 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 116 reviews
Top guest favorite
Home in Oldsmar
Sunny Oasis: Villa Retreat
3 beds
Jun 22 – 27
R17,817 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 60 reviews
Guest favorite
Home in Oldsmar
Private In-Law Suite with Beautiful Bay View
2 beds
Jun 21 – 26
R11,699 ZAR for 5 nights
for 5 nights
4.86 out of 5 average rating, 100 reviews
Top guest favorite
Guest suite in Oldsmar
Lemon tree
1 queen bed
Jun 26 – Jul 1
R7,470 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 74 reviews
Home in Oldsmar
Coastal themed home near beach and airport
3 beds
Jun 21 – 26
R15,627 ZAR for 5 nights
for 5 nights
4.89 out of 5 average rating, 118 reviews
Guest favorite
Cottage in Oldsmar
Louisa's Cottage
Free cancellation
Jul 9 – 14
R11,463 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 297 reviews
Guest favorite
Home in Oldsmar
Fountain House On Timberbay Lake
Free cancellation
Jul 5 – 10
R19,856 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 96 reviews
Guest favorite
Condo in Oldsmar
Beautiful 2 bed apt w/shared heated pool
Free cancellation
Jul 31 – Aug 7
R14,919 ZAR for 7 nights
for 7 nights
4.8 out of 5 average rating, 41 reviews
Guest favorite
Home in Oldsmar
Mobbly House
3 beds
Jun 28 – Jul 3
R19,856 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 63 reviews
Guest favorite
Apartment in Oldsmar
Cozy Private 2BR FL condo
2 beds
Aug 3 – 8
R13,324 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 13 reviews
Home in Oldsmar
Charming 2-Bedroom Home Central to Tampa and Beach
3 beds
Jun 24 – 29
R11,699 ZAR for 5 nights
for 5 nights
4.69 out of 5 average rating, 96 reviews
Top guest favorite
Guesthouse in Palm Harbor
Private Suite, 1 bedroom, 1 bathroom, pool, patio
Free cancellation
Aug 9 – 14
R8,801 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 310 reviews
Superhost
Home in Tampa
Tampa Bay Cozy apartment
1 queen bed
Jun 22 – 27
R6,547 ZAR for 5 nights
for 5 nights
4.69 out of 5 average rating, 232 reviews
Guesthouse in Oldsmar
Cute updated small cottage
Free cancellation
Jul 2 – 7
R10,390 ZAR for 5 nights
for 5 nights
4.72 out of 5 average rating, 29 reviews
Guest favorite
Home in Oldsmar
Cypress Place | Your Serene Retreat near Tampa!
3 beds
Jun 20 – 27
R25,137 ZAR for 7 nights
for 7 nights
5.0 out of 5 average rating, 6 reviews
Home in Oldsmar
Modern2-Story Home -Perfect for Family & Business!
5 beds
Jun 21 – 26
R24,149 ZAR for 5 nights
for 5 nights
New place to stay
Guest favorite
Room in Dunedin
Stay with VickieNurse,
Dunedin restful private room 3 ml to town & beach
Jun 20 – 25
R6,977 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 73 reviews
Superhost
Home in Palm Harbor
Chic|Pool|PuttingGreen|Beaches
5 beds
Jun 21 – 26
R17,259 ZAR for 5 nights
for 5 nights
4.76 out of 5 average rating, 62 reviews